Синтез полиариленэфиркетонов с заданным комплексом ценных свойств
Синтезированы многочисленные новые со-ПАЭК, преимущественно кардовые, как статистического, так и блочного строения. Это создает новые возможности регулирования функциональных свойств ПАЭК. Синтез со-ПАЭК обеспечивает новые возможности получения полимеров с новыми ценными функциональными свойствами. Это прежде всего, высокотеплостойкие конструкционные термопласты с хорошими механическими… Читать ещё >
Содержание
- 1. Введение
- 2. Литературный обзор
- 2. 1. Синтез ПАЭК реакцией нуклеофильного замещения. 20 2.1.1. Синтез статистических и блочных со-ПАЭК
- 2. 2. Свойства и применение ПАЭК
3. Обсуждение результатов. 81 3.1. Гомополимеры. 81 3.1.1. Закономерности поликонденсации и обменные реакции. 81 3.1.1.1. Закономерности синтеза ПАЭК на основе 4,4'-дифтор (хлор)бензофенона и ряда бисфенолов.
3.1.1.1.1. Исследование влияния на поликонденсацию изомерии дифторбензофенона.
3.1.1.1.2. Исследование влияния продолжительности по л иконд енсации, осуществляемой в ДМАА, на молекулярную массу ПАЭК.
3.1.1.1.3. Исследование влияния типа высококипящих растворителей, температуры и продолжительности поликонденсации на молекулярную массу ПАЭК.
3.1.1.1.4. Исследование влияния карбонатов калия и натрия на молекулярную массу ПАЭК на основе 4,4'-дифторбензофенона и 2,2-бис (4'-гидроксифенил)-пропана, полученных в среде различных растворителей.
3.1.1.1.5. Пути регулирования молекулярной массы ПАЭК.
3.1.1.1.5.1. Регулирование молекулярной массы ПАЭК путем изменения соотношения мономеров.
3.1.1.1.5.2. Регулирование молекулярной массы ПАЭК путем введения монофункционального реагента.
3.1.1.2. Обменные реакции, протекающие при поликонденсации 4,4'- 113 дифторбензофенона и 2,2-бис (4'-гидроксифенил)пропана.
3.1.2. Свойства аморфных гомо-ПАЭК.
3.1.3. Новый путь синтеза неизвестных фталидсодержащих
ПАЭК.
3.1.4. ПАЭК, содержащие боковые функциональные группы. Синтез и свойства.
3.2. Частично кристаллические кардовые ПАЭК.
3.2.1. Поиск подходов к синтезу частично кристаллических гомо- и со-ПАЭК.
3.2.2. Синтез и свойства частично кристаллических гомо- и 173 со-ПАЭК.
3.3. Сополиариленэфиркетоны. Синтез и свойства.
3.3.1. Статистические со-ПАЭК на основе орто-, пара-изомеров ди- 181 фторбензофенона.
3.3.2. Статистические кардовые со-ПАЭК.
3.3.3. Статистические со-ПАЭК с боковыми функциональными кар- 205 боксильными и гидроксильными (спиртовыми) группами.
3.3.4. Блок-со-ПАЭК. Синтез и свойства.
3.3.5. Синтез и подходы к синтезу фталидсодержащих блок- 229 сополимеров, сочетающих блоки ПАЭК с блоками полимеров других классов.
3.3.6. Новые ценные свойства со-ПАЭК статистического и блочного 237 строения.
3.4. Химические превращения ПАЭК.
4. Экспериментальная часть
5. Выводы
Список литературы
- Коршак В.В. Термостойкие полимеры. М.: Наука, 1969, 411 с.
- Бюллер К.У. Тепло и термостойкие полимеры. М.: Химия, 1984, 1056 с.
- Kricheldorf H.R. Aromatic polyethers. In Handbook of polymer synthesis, 2nd ed.- Kricheldorf H. R., Swift, G., Nuyken, O., Eds.- New York: Marcel Dekker, 2005, Ch. 7, P. 427.
- Михайлин Ю.А. Термоустойчивые полимеры и полимерные материалы.- СПб: Профессия, 2006, 624 с.
- Михайлин Ю.А. Специальные полимерные композиционные материалы.- СПб: Научные основы и технологии, 2009, 660 с.
- Михайлин Ю.А. Конструкционные полимерные композиционные материалы. СПб: Научные основы и технологии, 2010, 822 с.
- Михайлин Ю.А. Тепло-, термо- и огнестойкость полимерных материалов. СПб: Научные основы и технологии, 2011, 416 с.
- Fink J.K. High performance polymers. Norwich, New York: William Andrew Inc., 2008, 609 p.
- Mittal V. High performance polymers and engineering plastics. Hoboken, New Jersey: John Wiley and Sons. Inc.- Salem, Massachusetts: Scrivener Publishing LLC, 2011,452 p.
- Campo E.A. The complete part design handbook: For injection molding of thermoplastics. Cincinnati: Hanser Gardner Publications, 2006, 870 p.
- Goosey M.T. Plastics for electronics. Dordrecht: Kluwer Academic Publishers, 1999,418 р.
- Cousins K. Polymers for electronic components. Shawbury: Smithers Rapra Press, 2001, 112 p.
- Cousins K. Polymers in electronics: market report. Shawbury: Smithers Rapra Press, 2006, 126 p.
- Hedrick J.L., Labadie J.W. Step-growth polymers for high-performance materials: New synthetic methods (ACS symposium series V. 624). -Washington: American Chemical Society, 1996, 480 p.
- Виноградова C.B., Васнев B.A. Поликонденсационные процессы и полимеры. М: МАИК «Наука/Интерпериодика», 2000, 377 с.
- Rogers М. Е., Long Т. Е. Synthetic methods in step-growth polymers. -Hoboken, New Jersey: John Wiley and Sons. Inc., 2003, 605 p.
- George G. Odian. Principles of polymerization. 4th Edition. Hoboken, New Jersey: John Wiley and Sons. Inc., 2004, 812 p.
- Виноградова C.B., Васнев B.A. Тенденции развития поликонденсации и конденсационных полимеров. // Успехи химии. 2004, Т. 73, № 5, С. 526 541.
- Seavey К.С., Liu Y.A. Step-growth polymerization process modeling and product design. Hoboken, New Jersey: John Wiley and Sons. Inc., 2008, 712 p.
- Maiti S., Mandal B.K. Aromatic polyethers by nucleophilic displacement polymerization. // Prog. Polym. Sci. 1986, V. 12, № 1−2, P. 111−153.
- Mullins M.J., Woo E.P. The synthesis and properties of poly (aromatic ketones). // J. Macromol. Sci. Part C. 1987, V. 27, № 2, P. 313−341.
- Милицкова E.A., Артемов C.B. Ароматические полисульфоны, поли-эфир(эфир)кетоны, полифениленоксиды и полисульфиды. М.: НИИТЭХИМ, 1990.
- Lakshmana R.V. Polyether ketones. // J. Macromol. Sci. Part C. 1995, V. 35, № 4, P. 661−712.
- McGrail P.T. Polyaromatics. // Polym. Int. 1996, V. 41, № 2, P. 103−121.
- Sabu Т., Visakh P.M. Handbook of engineering and speciality thermoplastics: Volume 3: polyethers and polyesters. Hoboken, New Jersey: John Wiley and Sons. Inc.- Salem, Massachusetts: Scrivener Publishing LLC, 2011, 562 p.
- Kemmish D. Update on the technology and applications of polyaryletherke-tones. Shawbury: Smithers Rapra Technology, 2010, 142 p.
- Ли Г., Стоффи Д., Невилл К. Новые линейные полимеры. М., Химия, 1972, 280 с.
- Морган П.У. Поликонденсационные процессы синтеза полимеров.- Л.: Химия, 1970, 448 с.
- Коршак В.В., Виноградова С. В. Равновесная поликонденсация. М.: Наука, 1968, 440 с.
- Коршак В.В., Виноградова С. В. Неравновесная поликонденсация. М.: Наука, 1972, 696 с.
- Соколов Л.Б. Поликонденсационный метод синтеза полимеров. М.: Химия, 1966, 332 с.
- Rose J.B. Poly (arylene sulphones) and poly (arylene ketones). // Chem. and Ind. 1968, № 15, P. 461−469.
- Hay A.S. Aromatic polyethers. // Adv. Polym. Sci. 1967, V. 4, № 4, P. 496 527.
- A first glance at PEEK: a new «exotic» thermoplastic. // Plast. Technol. 1981, V. 27, № 3, P. 33−35.
- Rigby R.B. Polyetheretherketone Peek. // Polymer News. 1984, V. 9, № 11, P. 325−328.
- Goto Y. Molding of poly (ether ether ketones).// Kogyo Zairyo, Eng. Mater. 1985, V. 33, № 1, P. 80−84.
- Polymerwerkstoffe fur die Electronic. // Plastverarbeiter. 1991, B. 42, № 2, S. 70−75.
- Mair H.J. Dominaz durch technische kunststoffe. // Kunststoffberater. 1998, V. 43, № 6, S. 14−18.
- Percec V., Nava H. Synthesis of aromatic polyethers by Scholl reaction. 1. Poly (l, l'-dinaphthyl ether phenyl sulfone) s and poly (l, l'- dinaphthyl etherphenyl ketone) s. // J. Polym. Sci. Part A. 1988, V. 26, № 3, P. 783−805.
- Percec V., Wang J.H. Synthesis of aromatic polyethers by cation-radical polymerization. // Makromol. Chem. Macromol. Symp. 1992, V. 54−55, № 1,P. 337−356.
- Percec V., Wang J.H., Lisha Yu. Synthesis of aromatic polyethers by Scholl reaction. 10. Synthesis and cation-radical polymerization of l, 5-bis (l-naphthoxy)-3-oxapentane. // Polym. Bull. 1992, V. 27, № 5, P. 503−510.
- Bochmann M., Kelly K., Lu J. Synthesis of aromatic polymers via palladium-catalyzed cross-coupling reactions with magnesium, zinc, and tin reagents a comparison. // J. Polym. Sci. Part A. 1992, V. 30, № 12, P. 2511−2519.
- Deeter G.A., Moore J.S. A new polymerization reaction for the synthesis of aromatic polyketones. // Macromolecules. 1993, V. 26, № 10, P. 2535−2541.
- Пат. 3 065 205 США. Aromatic polyketones and preparation thereof. / Bonner W.H. // 1962.
- Пат. 971 227 Великобритания. Fiber- and film-forming polyketones. / Goodman I., Mc Intyre J.E., Russel W. // 1964.
- Пат. 3 441 538 США. Boron trifluoride-hydrogen fluoride catalyzed synthesis of poly (aromatic ketone) and poly (aromatic sulfone) polymers. / Marks B.M. // 1969.
- Пат. 3 442 857 США. Boron trifluoride-hydrogen fluoride catalyzed synthesis of poly (aromatic sulfone) and poly (aromatic ketone) polymers. / Thornton R.L. // 1969.
- Ger. offen. DE2128734. Oriented copolyketone films. / Angelo R.J. // C.A. 1972, V. 76, 114 259 г.
- Ger. offen. DE2128733. Terephthalic-isophthalic polyketone laminates with copper. / Agolini F., Angelo R.J. // C.A. 1972, V. 76, 114 394 °F.
- Ger. offen. DE2206836. Polyketones. / Dahl K.J. // C.A. 1973, V. 78, 98766n.
- Ger. offen. DE2433278. Aromatic polyketones. / Dahl K.J., Jansons V. // C.A. 1975, V. 82, 17 1714h.
- Пат. 3 953 400 США. Polyketones and methods therefore. / Dahl K.J. // C.A. 1976, V. 85, 64968j.
- Пат. 3 956 240 США. Novel polyketones. / Dahl K.J., Jansons V. // C.A. 1976, V. 85, 63655t.
- Пат. 4 645 819 США. Non-crosslinked polyether-ketones which can be processed by a thermoplastic method, and their preparation. / Sterzel H.J. // C.A. 1987, V. 106, 17 7111v.
- Ger. offen. DE 3 416 445. Noncrosslinked thermoplastic poly (etherketones). / Sterzel H.J. // C.A. 1986, V. 104, 69341v.
- Пат. 4 229 564 CUIA. Friedel-Crafts polymerization of monomers in the preparation of polyketones and polysulfones. / Dahl K.J. // 1980.
- Пат. 4 361 693 США. Preparation of poly (arylene ketones) using thio- and di-thiocarbonic acid derivatives. / Jansons V. // C.A., 1983, V. 98, 90127x.
- Iwakura Y., Uno K., Takiguchi T. Synthesis of aromatic polyketones and aromatic polyamide. // J. Polym. Sci. Part A-l. 1968, V. 6, № 12, P. 33 453 355.
- Niume K., Toda F., Uno K., Iwakura Y. Catalytic Friedel-Crafts polyketone synthesis in PPA. // J. Polym. Sci. Polym. Lett. Ed. 1977, V. 15, № 5, P. 283 286.
- A.c. 403 705 СССР. Поликетоны. / Коршак B.B., Виноградова С. В., Тур Д. Р. // Б.И. 1973, № 43, С. 73.
- Eur. Pat. 6 3874A1. Aromatic polyketones. / Rose J.B. 11 1982. C.A. 1983, V. 98, 18 0081g.
- Ger. offen. DE 3 309 075. Aromatic polyketones. / Colquhorn H.M., Lewis D.F. // C.A. 1984, V. 100, 7426k.
- Colquhoun H.M. Synthesis of polyetherketones in trifluoromethane-sulphonic acid: some structure reactivity relationships. // Polym. Prepr. Am. Chem. Soc. 1984, V. 25, № 2, P. 17−22.
- Colquhoun H.M., Lewis D.F. Synthesis of aromatic polyetherketones in trifluoromethanesulphonic acid. // Polymer. 1988, V. 29, № 10, P. 1902−1908.
- Пат. 5 887 127 Япония. Aromatic polyketones. / Jpn. Kokai Tokkyo Koho // C.A. 1984, V. 100, 7422f.
- Пат. 61 247 731 Япония. Poly (etherketones). / Ueda M. // C.A. 1987, V. 106, 19 6966u.
- Ueda M., Sato M. Synthesis of aromatic poly (ether ketones). // Macromole-cules. 1987, V. 20, № 11, P. 2675−2678.
- Verborgt J., Marvel C.S. Aromatic polyethers, polysulfones, and polyketones as laminating resins. // J. Polym. Sci. Polym. Chem. Ed. 1973, V. 11, № 1, P. 261−273.
- Samyn C., Marvel C.S. Aromatic polyethers, polysulfones, and polyketones as laminating resins. V. Polymers containing acetylenic side groups. // J. Polym. Sci. Polym. Chem. Ed. 1975, V. 13, № 5, P. 1095−1106.
- Bruma M., Marvel C.S. Aromatic polyethers, polysulfones, and polyketones as laminating resins. VI. Polymers from 2,5-dicyanoterephthalic acid. // J. Polym. Sci. Polym. Chem. Ed. 1976, V. 14, № 1, P. 1−6.
- Banihashemi A., Marvel C.S. Aromatic polyether, -ketone, -sulfones as laminating resins. XII. Derivatives of 2,2'-diphenylethynyldiphenyl which cure by an intramolecular cyclization. // J. Polym. Sci. Polym. Chem. Ed. 1977, V.15, № 11, p. 2667−2672.
- Frentzel R.L., Marvel C.S. Heat-curable polyaromatic keto-ether-sulfones. XIV. More polymers with 2,2'-diphenylethynyl-4,4'-diphenyl units and their rearrangement products. // J. Polym. Sci. Polym. Chem. Ed. 1979, V. 17, № 4, P. 1073−1087.
- Lin S.C., Marvel C.S. New processable polyaromatic ether-keto-sulfones curable by intramolecular cyclization. XV. // J. Polym. Sci. Polym.Chem. Ed. 1979, V. 17, № 8, P. 2337−2350.
- Lin S., Marvel C.S. Polyaromatic ether-sulfone-ketones with fluorosubsti-tuted /7-cyclophane units as crosslinking sites. // J. Polym. Sci. Polym. Chem. Ed. 1983, V. 21, № 4, P. 1151−1157.
- Lee J., Marvel C.S. Polyaromatic ether-ketones from o, o'-disubstituted di-phenyl ethers. // J. Polym. Sci. Polym. Chem. Ed. 1983, V.21, № 8, P. 21 892 195.
- Пат. 6 079 040 Япония. Aromatic poly (ether ketones). / Jpn. Kokai Tokkyo Koho // C.A. 1985, V. 103, 17 8807b.
- Гилева Н.Г., Золотухин М. Г., Салазкин C.H., Султанова В. В., Херхольд Х.-Х., Раабе Д. Synthese von aromatischen polyketonen durch fallungs-polykondensation. //Acta Polym. 1988, V. 39, № 8, C. 452−455.
- Золотухин М.Г., Гилева Н. Г., Седова Э. А., Егоров А. Е., Сангалов Ю. А., Салазкин С. Н., Лебедев Ю. А. Осадительная поликонденсация в синтезе полимеров по реакции Фриделя-Крафтса. // ДАН СССР. 1989, Т. 304, № 2, С. 378−381.
- Золотухин М.Г., Гилева Н. Г., Салазкин С. Н., Сангалов Ю. А., Генин Я. В., Султанова B.C. Некоторые закономерности синтеза ароматических поликетонов осадительной поликонденсацией. // Высокомолек. соед. Серия А. 1989, Т. 31, № 12, С. 2507−2511.
- Zolotukhin M.G., Rueda D.R., Balta Galleja F.J., Cagiao M.E., Bruix M., Se-dova E.A., Gileva N.G. Aromatic polymers obtained by precipitation poly-condensation. // Polymer. 1997, V. 38, № 6, P. 1471−1474.
- Гилева Н.Г. Синтез высокомолекулярных ароматических поликето-нов по реакции Фриделя-Крафтса и их свойства. Дисс.. канд.хим. наук. Уфа.: ИХ БФ АН СССР, 1989, 103 с.
- Пат. 4 716 211 США. Slurry process for producing high molecular weight crystalline polyaryletherketones. / Clendinning R.A., Maresca L.M. // 1987.
- Пат. 62 119 230 Япония. Aromatic poly (ether-ketone). / Nozawa S., Nakada M., Mihara Y. // C.A. 1987, У. 107, 15 4985q.
- Eur. pat. 135 938. Process for producing aromatic polyether ketones and polythioether ketones. / Nozawa S., Nakata M. // 1985. C.A. 1985, V. 103, 71829h.
- A.c. 1 265 199 СССР. Способ получения полиариленэфиркетонов. / Сергеев В. А., Неделькин В. И., Иванова И. С. // Б.И. 1986, № 39- РЖХим., 1987, 10С624П.
- WO 1 984 003 891А1. Preparation of aromatic polymers. / Janson V., Gors H. // 1984. C.A. 1985, V. 102, 20 4469u.
- Шапошникова В.В. Синтез и свойства ароматических поликетонов, полученных реакцией нуклеофильного замещения. Дисс.. канд. хим. наук. М.: ИНЭОС РАН, 1993, 141 с.
- Jayakannan М., Ramakrishnan S. Recent developments in polyether synthesis. // Macromol. Rapid Commun. 2001, V. 22, № 18, P. 1463−1473.
- Jennings B.E., Jones M.E.B., Rose J.B. Synthesis of poly (arylene sulfones) and poly (arylene ketones) by reactions involving substitution at aromatic nuclei. // J. Polym. Sci. Part C. 1967, V. 16, № 2, P. 715−724.
- Johnson R.N., Farnham A.G., Clendinning R.A., Hale W.F., Merriam C.N. Poly (aryl ethers) by nucleophilic aromatic substitution. I. Synthesis and properties. // J. Polym. Sci. Part A-l. 1967, V. 5, № 9, P. 2375−2398.
- Моррисон P., Бойд P. Органическая химия. M.: Мир, 1974, 1132 с.
- Пат. 1 078 234 Великобритания. Polyarylene polyethers. / Johnson R.N., Farnham A.G.// 1967.
- Пат. 4 108 837 США. Polyarylene polyethers. / Johnson R.N., Farnham A.G. // 1978.
- Kricheldorf H.R., Jahnke P. New polymer syntheses, 47. Synthesis of aromatic polyethers from silylated diphenols and activated dichloro-substituted aromatics. // Macromol. Chem. 1990, V. 191, № 9, P. 2027−2035.
- Пат. 480 3258A США. Thermoplastic aromatic polyether-pyridine and process for preparing same. / Ohta M., Oikawa H., Sugimoto K., Yamaguchi K., Yamaguchi A. // 1989.
- Пат. 4 963 643 США. Crystalline polyarylnitrile ether polymer. /Maresca L.M., Farnham A.G., Schwab Th.H., Steiner U.A. // 1990.
- Labadie J.W., Hedrick J.L. New activating groups for poly (aryl ether) synthesis. // Macromol. Chem. Macromol. Symp. 1992, V. 54/55, P. 313−330.
- Кульков А.А. Синтез и исследование ароматических простых кардовых полиэфиров. Дисс.. канд. хим. наук. М.: МХТИ им. Д. И. Менделеева, 1972, 137 с.
- А.с. 372 234 СССР Способ получения ароматических простых полиэфиров. / Коршак В. В., Виноградова С. В., Салазкин С. Н., Кульков А. А. // Б.И. 1973, № 13, С. 77.
- Коршак В.В., Виноградова С. В., Салазкин С. Н., Кульков А. А. Кардо-вые ароматические простые эфиры. // ДАН СССР. 1973, Т. 208, № 2, С. 360−361.
- Салазкин С.Н. Исследование в области кардовых полимеров.
- Дисс. док. хим. наук. М.: ИНЭОС РАН, 1979, 571 с.
- Gomez-Valdemoro A., Martinez-Manez R., Sancenon F., Garcia F.C., Garcia J.M. Functional aromatic poly ethers: Polymers with tunable chromogenic and fluorogenic properties. // Macromolecules. 2010, V. 43, № 17, P. 7111−7121.
- Cormier L., Lucotte G., Delfort B. Poly (arylene ether sulfones) and poly (arylene ether ketones) derived from dibenzofuran. // Polym. Bull. 1991, V. 26, № 4, P. 395−401.
- Lucas M., Brock P., Hedrick J.L. Poly (aryl ether amide) s. // J. Polym. Sci. Part A. 1993, V. 31, № 9, P. 2179−2185.
- Labadie J.W., Hedrick J.L. Perfluoroalkylene-activated poly (aryl ether) synthesis. // Macromolecules. 1990, V. 23, № 26, P. 5371−5373.
- Priddy Jr. D.B., McGrath J.E. Novel phosphorus-containing poly (arylene ether) s based on phenolphthalein and its aminated derivatives. // Polym. Prepr. Am. Chem. Soc. 1992, V. 33, № 2, P. 231−232.
- Smith Jr.J.G., Connel J.W., Hergenrother P.M. Synthesis and properties of poly (arylene ether) s containing phenyl phosphine oxide. // Polym. Prepr. Am. Chem. Soc. 1992, V. 33, № 2, P. 241−243.
- Fitch J.W., Reddy V.S., Youngman P.W., Wohlfahrt G.A., Cassidy P.E. Polyether ketones derived from bis4-(4-fluorobenzoyl)phenyl.phenyl-phosphine oxide. // Polymer. 2000, V. 41, № 6, P. 2301−2304.
- Chen X.T., Sun H., Tang X.D., Wang C.Y. Synthesis and properties of novel phosphorus-containing poly (ether ether ketone ketone) s. // J. Appl. Polym. Sci. 2008, V. 110, № 3, P. 1304−1309.
- Li К., Chen X., Sun H., Tang X. Structure and properties of phosphrous-containig poly (aryl ether ketone) with bisphenol-A moiety. // Chin. J. Po-lym. Sci. 2007, V. 25, № 6, P. 651−655.
- Коршак B.B., Виноградова C.B., Выгодский Я. С., Чурочкина Н. А., Брандукова Н. Е. Синтез поликетонов из хлорангидридов ароматических дикарбоновых кислот и иодистого самария. // Высокомолек. соед. Серия А. 1987, Т. 29, № 7, С. 1480−1484.
- Brandukova N.E., Vygodskii Ya.S., Vinogradova S.V., Raubach H. Synthesis and investigation of the properties of aromatic polymers prepared by using samarium diiodide. // Acta Polymerica. 1991, V. 42, № 2−3, P. 82−86.
- Брандукова Н.Е. Реакции с йодистым самарием в химии полимеров. Дисс. канд. хим. наук. М.: ИНЭОС РАН, 1992, 171 с.
- Brandukova N.E., Vygodskii Ya.S. The novel poly-alpha-diketones and copolymers thereof. // J. Macromol. Sci. Part A. 1995, V. 32, № 5/6, P. 941 950.
- Percec V., Clough R.S., Rinaldi P.L., Litman V.E. Termination by reductive elimination in the polyetherification of bis (ary. chlorides), activated by car-bonyl groups, with bisphenolates. // Macromolecules. 1991, V. 24, № 21, P. 5889−5892.
- Percec V., Wang J.H., Clough R.S. Mechanisms of the aromatic polyetherification reactions. // Macromol. Chem., Makromol. Symp. 1992. V. 54/55, P. 275−312.
- MaW, Zhao Ch., Lin H., Zhang G., Na H. Poly (aryl ether ketone) s with bromomethyl groups: Synthesis and quaternary amination. // J. Appl. Polym.
- Sci. 2011, V. 120, № 6, P. 3477−3483.
- Risse W., Sogah D.Y. Synthesis of soluble high molecular weight poly (aryl ether ketones) containing bulky substituents. // Macromolecules. 1990, V. 23, № 18, P. 4029−4033.
- Fukawa I., Tanabe Т., Dozono T. Preparation of aromatic poly (ether ketones) from an aromatic dihalide and sodium carbonate. // Macromolecules. 1991, V. 24, № 13, P. 3838−3844.
- Ohno M., Takata Т., Endo T. Synthesis and properties of poly (arylene-ether-ketone)s containing a dimethylnaphthalene skeleton in the main chain. // React. Funct. Polym. 1996. V. 30, № 1−3, P. 149−156.
- Durvasula V.R., Stuber F.A., Bhattcharjee D. Synthesis of polyphenylene ether and thioether ketones. // J. Polym. Sci. Part A. 1989, V. 27, № 2, P. 661−669.
- Attwood Т.Е., Dawson P.C., Freeman J.L., Hoy L.R.J., Rose J.B., Staniland P.A. Synthesis and properties of polyaryletherketones. // Polym. Prepr. Am. Chem. Soc. 1979, V. 20, № 1, p. 191−194.
- Attwood Т.Е., Dawson P.C., Freeman J.L., Hoy L.R.J., Rose J.B., Staniland P.A. Synthesis and properties of polyaryletherketones. // Polymer. 1981, V. 22, № 8, P. 1096−1103.
- Konno K, Kobayashi Т., Yonetake K., Ueda M., Fitch J.W., Cassidy P.E. Synthesis and characterization of polyoxy-(2,5-dibenzoyl-l, 4-phenyleneoxy)-1,4-phenylene. // Polymer. 1998, V. 39, № 3, P. 719−723.
- Пат. 4 767 837 США. Method for preparing poly (aryl ether ketones). / Jan-sons V.// 1988.
- Шарапов Д.С. Синтез и свойства гомо- и сополиариленэфиркетонов на основе бисфенола, А и ряда кардовых бисфенолов. Дисс.. канд. хим. наук. М.: ИНЭОС РАН, 2006, 148 с.
- Шарапов Д.С., Шапошникова В. В., Салазкин С. Н. Синтез полиариленэфиркетонов в высококипящих амидных растворителях. // Высоко-молек. соед. Серия А. 2004, Т. 46, № 4, С. 639−643.
- Eur. pat. 194 062А2. Polyarylether. / Rose J.B., Nield E., Mc Grail P.T., Colquhoun H.M. // 1986. C.A. 1987, V. 106, 120 420 г.
- Пат. WO 198 600 7599A1. Novel poly (aryl ether ketones). / McMaster L.P., Winslow P.A. // 1986. C.A. 1987, V. 107, 40585d.
- Percec V., Clough R.S., Rinaldi P.L., Litman V.E. SNAr versus Srni in the synthesis of aromatic poly (ether ketone) s. // Polym. Prepr. Am. Chem. Soc. 1991, V. 32, № 1,P. 353−354.
- Пат. 4 010 147 США. Aromatic polymers containing ketone linking groups and process for their preparation. / Rose J.B. // 1977.
- Пат. 1 414 424 Великобритания. Bisphenol derivative. / Rose J.B. // 1975.
- Пат. 1 558 671 Великобритания. Aromatic polyethers. / Rose J.B. // C.A. 1980, V. 92, 18 1877j.
- Пат. 4 320 224 США. Thermoplastic aromatic polyetherketones. / Rose J.B., Staniland P.A.// 1982.
- Пат. 4 774 314 США. Preparing poly (aryl ethers) using alkaline earth metal carbonates, organic acid salts, and optionally copper compounds, as catalysts. / Winslow P.A., Kelsey D.R., Matzner M. // 1988.
- Пат. 4 703 102 США. Aromatic polyether ketones. / Fukuoka Sh., Matsuda H. // 1987.
- Шарапов Д.С., Шапошникова B.B., Салазкин C.H. Влияние условий поликонденсации на синтез полиариленэфиркетонов. // Высокомолек. соед. Серия Б. 2003, Т. 45, № 1, С. 113−116.
- Ding J., Liu F., Li M., Day M., Zhou M. Fluorinated poly (arylene ether ke-tone)s bearing pentafluorostyrene moieties prepared by a modified polycon-densation. // J. Polym. Sci. Part A. 2002, V. 40, № 23, P. 4205−4216.
- Johnson R.N., Farnham A.G., Clendinning R.A., Hale W.T., Merriam C.N.
- Poly (aryl ethers) by nucleophilic aromatic substitution. III. Hydrolytic side reactions. // J. Polym. Sci. Part A-l. 1967, V. 5, № 9, P. 2415−2427.
- Hergenrother P.M., Jensen B.J., Havens S.J. Poly (arylene ethers) from bis-1,3 and 1,4-(4-chlorobenzoyl)benzene. // Polym. Prepr. Am. Chem. Soc. 1985, V. 26, № 2, P. 174−175.
- Eur. pat. 1879A1. Thermoplastic aromatic polyetherketones, a method for their preparation and their application as electrical insulants. / Rose J.B., Staniland P.A. // 1979. C.A. 1980, V. 92, 42599g.
- Пат. 4 331 798 США. Production of aromatic polyethers with infusible particulate substance. / Staniland P.A. // C.A. 1982, V. 97, 73035c.
- Jensen B.J., Hergenrother P.M. Effect of molecular weight on poly (arylene ether ketone) s properties. // High Perform. Polym. 1989, V. 1, № 1, P. 3140.
- Percec V., Grigoras M., Clough R.S., Fanjul J. Synthesis of high molecular weight poly (ether ketone) s by polycondensation of activated bis (aryl chlo-ride)s with bisphenolates. // J. Polym. Sci. Part A. 1995, V. 33, № 2, P. 331 344.
- Виноградова C.B., Коршак B.B., Салазкин C.H., Кульков А. А. Ароматические простые полиэфиры кардового типа. // Высокомолек. соед. Серия А. 1972, Т. 14, № 12, С. 2545−2552.
- Пат. CN85108751 Китай. Synthesis of new type polyether ether ketone with phthalein lateral group. / Zhang H.C., Chen T.L., Yuan Y.G. // 1987.
- Hergenrother P.M. Recent advances in high temperature polymers. // Polymer J. 1987, V. 19, № 1, P. 73−83.
- Hergenrother P.M., Jensen B.J., Havens S.J. Poly (arylene ethers). // Polymer. 1988, V. 29, № 2, P. 358−369.
- Singh R., Hay A.S. Synthesis and physical properties of soluble, amorphous poly (ether ketone) s containing the o-dibenzoylbenzene moiety. // Macro-molecules. 1992, V. 25, № 3, P. 1017−1024.
- Singh R., Hay A.S. Synthesis of novel poly (ether ketones) containing the o-dibenzoylbenzene moiety. // Macromolecules. 1991, V. 24, № 9, P. 26 372 639.
- Singh R., Hay A.S. Polymer containing the 1,2-dibenzoylbenzene moiety- conversion of polyisoquinolines and polyphthalazines. // Polym. Prepr. Am. Chem. Soc. 1991, V. 32, № 1, P. 393−394.
- Wang Z.Y., Hay A.S. Synthesis of poly (arylene ether) s based on 9,9-bis (3,5-diphenyl-4-hydroxyphenyl)fluorine. // J. Polym. Sci. Part A. 1991, V. 29, № 7, P. 1045−1052.
- Виноградова C.B., Выгодский Я. С. Кардовые полимеры. // Успехи химии. 1973, Т. 42, № 7, С. 1225−1264.
- Korshak V.V., Vinogradova S.V., Vygodskii Ya.S. Cardo polymers. // J. Macromol. Sci. Part C. 1974, V. 11, № 1, P. 45−142.
- Выгодский Я.С., Виноградова C.B. Особенности синтеза и свойств кар-довых полимеров. // Итоги науки и техники, ВИНИТИ АН СССР. Химия и технология высокомолек. соед. М., 1975, Т. 7, С. 14−75.
- Виноградова С.В., Васнев В. А., Выгодский Я. С. Кардовые полигете-роарилены. Синтез, свойства и своеобразие. // Успехи химии. 1996, Т. 65, № 3, С. 266−295.
- Коршак В.В., Виноградова С. В., Салазкин С. Н., Кульков А. А. О некоторых свойствах ароматических полиэфирах, содержащих фталидную группировку. // Труды МХТИ им. Д. И. Менделеева. 1972, Вып. 70, С. 185−187.
- Kim М.К., Kwon К.J., Han Y.K. Synthesis of cardo based poly (arylene ether) s for flexible plastic substrates and their properties. // Bull. Korean Chem. Soc. 2011, V. 32, № 9, P. 3311−3316.
- Guo Q., Huang J., Chen T. Miscibility of phenolphthalein poly (ether ether ketone) with poly (hydroxy ether of bisphenol A) and poly-sulfone. // Polym. Bull. 1988, V. 20, № 6, P. 517−520.
- Донецкий К.И. Синтез и свойства полиариленэфиркетонов с кардовы-ми и боковыми функциональными свойствами. Дисс.. канд. хим. наук. М.: ИНЭОС РАН, 2000, 115 с.
- Han Y., Li В., Yang Y. Relationship between viscoelastic transition and yield behavior of phenolphthalein poly (ether ketone). // J. Appl. Polym. Sci.1996. V. 62, № 10, P. 1739−1743.
- Salazkin S.N., Shaposhnikova V.V., Donetskii K.I., Petrovskii P.V. 3,3-Bis4-(4'-fluorobenzoyl)phenyl.phthalide new monomer for synthesis of cardo polyaryleneetherketones. // Mendeleev Commun. 1997, № 5, P. 210 211.
- Shaposhnikova V.V., Donetskii K.I., Gorshkov G.V., Salazkin S.N. New approaches to synthesis of amorphous and crystalline cardo polyaryleneetherketones. // Polym. Prepr. Am. Chem. Soc. 1997, V. 38, № 2, P. 253−254.
- Knauss D.M., Bender J.T. Phthalide as an activating group for the synthesis of poly (aryl ether phthalide) s by nucleophilic aromatic substitution. // J. Polym. Sci. Part A. 2002, V. 40, № 17, P. 3046−3054.
- Mercer F.W., Fone M.M., Reddy V.N., Goodwin A.A. Synthesis and characterization of fluorinated polyetherketones prepared from decafluorobenzo-phenone. // Polymer. 1997, V. 38, № 8, P. 1989−1995.
- Tullos G.L., Cassidy P.E., St. Clair A.K. Polymers derived from hexafluoroacetone: 12F-poly (ether ketone). //Macromolecules. 1991, V. 24, № 23, P. 6059−6064.
- Clark J.H., Denness J.E. Trifluoromethylated poly (ether ether ketone) s. // Polymer. 1994, V. 35, № 23, P. 5124−5129.
- Park S.K., Kim S.Y. Synthesis of poly (arylene ether ketone) s containing trifluoromethyl groups via nitro displacement reaction. // Macromolecules. 1998, V. 31, № 10, P. 3385−3387.
- Kimura K., Tabuchi Y., Yamashita Y., Cassidy P.E., Fetch J.W., Okumura Y. Synthesis of novel fluorine-containing poly (aryl ether ketone) s. // Polym. Adv. Technol. 2000, V. 11, № 8−12, P. 757−765.
- Hamciuc C., Hamciuc E., Bruma M., Klapper M., Pakula T. New aromatic poly (ether-ketone)s containing hexafluoroisopropylidene groups. // Polym. Bull. 2001, V. 47, № 1,P. 1−8.
- Liu B., Wang G., Hu W., Jin Y., Chen C., Jiang Z., Zhang W., Wu Z., Wei Y. Poly (aryl ether ketone) s with (3-methyl)phenyl and (3-trifluoromethyl)phenyl side groups. // J. Polym. Sci. Part A. 2002, V. 40, № 20, P. 3392−3398.
- Liu B., Hu W., Chen C., Jiang Z., Zhang W., Wu Z. Synthesis and characterization of trifluoromethylated poly (aryl ether ketone) s. // Polym. Adv. Technol. 2003, V. 14, № 3−5, P. 221−225.
- Liu B.J., Hu W., Chen C.H., Jiang Z.H., Zhang W.J., Wu Z.W., Matsumoto T. Soluble aromatic poly (ether ketone) s with a pendant 3,5-ditrifluoromethylphenyl group. // Polymer. 2004, V. 45, № 10, P. 32 413 247.
- Qi Y., Ding J., Day M., Jiang J., Callender C.L. Cross-linkable highly fluorinated poly (arylene ether ketones/sulfones) for optical waveguiding applications. // Chem. Mater. 2005, V. 17, № 3, P. 676−682.
- Qi Y., Ding J., Day M., Jiang J., Callender C.L. Cross-linkable highly halo-genated poly (arylene ether ketone/sulfone)s with tunable refractive index: Synthesis, characterization and optical properties. // Polymer. 2006, V. 47, № 25, P. 8263−8271.
- Dhara M.G., Banerjee S. Fluorinated high-performance polymers: Poly (arylene ether) s and aromatic polyimides containing trifluoromethyl groups. // Prog. Polym. Sci. 2010, V. 35, № 8, P. 1022−1077.
- Xie J., Peng W., Li G., Jiang J. Synthesis and characterization of poly (aryl ether ketone) s with fluorinated phenyl in the side chain. // Polym. Bull. 2011, V. 67, № 1,P. 45−56.
- Wang G., Chen Ch., Jiang Z., Zhou H., Liu X., Zhang W., Wu Zh., Tian X. Synthesis and characterization of novel poly (aryl ether ketone) s containing fluorine-pendant group. // Polym. Prepr. Am. Chem. Soc. 1999, V. 40, № 2, P. 803−804.
- Kimura K., Nishichi A., Yamashita Y. Synthesis of thermally crosslinkable fluorine-containing poly (arylene ether ketone) s—11. Propargyl ether terminated poly (arylene ether ketone) s. // Polym. Adv. Technol. 2004, V. 15, № 6, P. 313−319.
- Eur. pat. 148 633. Process for the preparation of polyaryletherketones. / Kelsey D.R. // 1985. C.A. 1985, V. 103, 21 5983d.
- Kelsey D.R., Robeson L.M., Clendinning R.A., Blackwell C.S. Defect-free, crystalline aromatic poly (etherketones): a synthetic strategy based on acetal monomers. // Macromolecules. 1987, V.20, № 5, P. 1204−1212.
- Mohanty D.K., Lowery R.C., Lyle G.D., McGrath J.E. Ketimine modifications as a route to novel amorphous and derived semicrystalline poly (arylene ether ketone) homo- and copolymers. // Int. SAMPE Symp. Exp. 1987, V. 32, April 6−9, P. 408−419.
- Lindfors B.E., Mani R.S., McGrath J.E., Mohanty D.K. Heterogeneous hydrolysis of poly (aryl ether ketimine) s an alternative synthetic route to semicrystalline poly (aryl ether ketone) s. // Macromol. Chem., Rapid. Commun. 1991, V. 12, № 12, P. 337−345.
- Brink A.E., Gutzeit S., Lin T., Marand H., Lyon K" Hua T., Davis R., Riffle
- J.S. Fine polymeric powders from poly (aryleneether ketone) s. // Polymer. 1993, V. 34, P. 825−829.
- Bourgeois Y., Devaux J., Legras R. Synthesis of a soluble poly (ether ketone) prepolymer. // Polymer. 1996, V. 37, № 14, P. 3171−3176.
- Yang J., Tyberg C.S., Gibson H.W. A Polyketone synthesis involving nu-cleophilic substitution via carbanions derived from bis (a-aminonitrile)s. 4. Aromatic poly (ether ketone) s. // Macromolecules. 1999, V. 32, № 25, P. 8259−8268.
- Eur. Pat. 8895A1. Sulphonated polyaryletherketones and process for the manufacture thereof. / Rose J.B. // 1980.
- Пат. 4 268 650 США. Sulphonated polyaryletherketones. / Rose J.B. //1981.
- Jin X., Bishop M.T., Ellis T.S., Karasz F.E. A sulphonated poly (aryl ether ketone). // British Polym. J. 1985, V. 17, № 1, P. 4−10.
- Bailly C., Williams D.J., Karasz F.E., MacKnight W.J. The sodium salts of sulphonated poly (aryl-ether-ether-ketone) (PEEK): Preparation and characterization. // Polymer. 1987, V. 28, № 6, P. 1009−1016.
- Eur. Pat. 57 5807A1. Polyethercetones sulfones. / Helmer-Metzmann F., Meisenberger P., Osan F. // 1993.
- Huang R.Y.M., Shao P., Burns C.M., Feng X. Sulfonation of poly (ether ether ketone)(PEEK): Kinetic study and characterization. // J. Appl. Polym. Sci. 2001, V. 82, № 11, P. 2651−2660.
- Lakshmi M.R.T.S., Choudhary V., Varma I.K. Sulphonated poly (ether ether ketone): Synthesis and characterization. // J. Mater. Sci. 2005, V. 40, № 3, P. 629−636.
- Lee J., Marvel C.S. Polyaromatic ether-ketone sulfonamides prepared from polydiphenyl ether-ketones by chlorosulfonation and treatment with secondary amines. // J. Polym. Sci. Part A. 1984, V. 22, № 2, P. 295−301.
- Litter M.I., Marvel C.S. Polyaromatic ether-ketones and polyaromatic ether-ketone sulfonamides from 4-phenoxybenzoyl chloride and from 4,4'-dichloroformyldiphenyl ether. // J. Polym. Sci. Part A. 1985, V. 23, № 8, P. 2205−2223.
- Trotta F., Drioli E., Moraglio G., Poma E.B. Sulfonation of polyether-etherketone by chlorosulfuric acid. // J. Appl. Polym. Sci. 1998, V. 70, № 3, P. 477−482.
- Hamciuc C., Bruma M., Klapper M. Sulfonated poly (ether-ketone)s containing hexafluoroisopropylidene groups. // J. Macromol. Sci. Part A. 2001, V. 38, № 7, P. 659−671.
- Shang X., Li X., Xiao M., Meng Y. Synthesis and characterization of sulfonated fluorene-containing poly (arylene ether ketone) for high temperatureproton exchange membrane. // Polymer. 2006, V. 47, № 11, P. 3807−3813.
- Ogawa Т., Marvel C.S. Polyaromatic ether-ketones and ether-keto-sulfones having various hydrophilic groups. // J. Polym. Sci. Part A. 1985, V. 23, № 4, P. 1231−1241.
- Di Vona M.L., Marani D., D’Epifanio A., Traversa E., Trombetta M., Li-coccia S. A covalent organic/inorganic hybrid proton exchange polymeric membrane: synthesis and characterization. // Polymer. 2005, V. 46, № 5, P. 1754−1758.
- Karcha R.J., Porter R.S. Preparation and characterization of nitrated poly (aryl ether ketone). // J. Macromol. Sci. Part A. 1995, V. 32, № 5, P. 957−967.
- Trotta F., Drioli E., Gordano A. Nitro derivatives of PEEK-WC. // J. Appl. Polym. Sci. 2001, V. 80, № 7, P. 1037−1045.
- Shitikov A.V., Gileva N.G., Kraikin V.A., Solotuchin M.G., Rafikov S.R., Salazkin S.N. Synthese und eigenschaften halogensubstituierter aromatischer polyetherketone. // Acta Polym. 1991, V. 42, № 10, P. 522 525.
- Агапов B.M., Салазкин C.H., Сергеев В. А., Комарова Л. И., Петровский П. В. Ароматические простые полиэфиры (поликетоны и полисульфо-ны), содержащие металлы VI группы. // Рук. деп. в ВИНИТИ 30.08.89, № 5644, 24 с.
- Агапов В.М., Салазкин С. Н., Сергеев В. А., Комарова Л. И., Петровский П. В. Полиариленэфиркетоны и полиариленэфирсульфоны, содержащие металлы VI группы. // ДАН СССР. 1991, Т. 316, № 1, С. 126−129.
- Агапов В.М., Салазкин С. Н., Сергеев В. А., Комарова Л. И., Петровский П. В., Тимофеева Г. И. Синтез и строение полиариленэфиркетонов и по-лиариленэфирсульфонов, содержащих металлы VI группы. // Высоко-молек. соед. Серия А. 1992, Т. 34, № 6, С. 3−13.
- Агапов В.М. Синтез и свойства ароматических поликетонов и поли-сульфонов, содержащих металлы VI группы. Дисс.. канд. хим. наук. М.: ИНЭОС РАН, 1990, 163 е.
- Вахтангишвили Л.В., Лекае Т. В., Беломоина Н. М., Кронгауз Е. С., Русанов А. Л., Зиновьев С. Н. Линейные и «сшитые» полиэфирохинокса-лины на основе производных ДДТ. // Высокомолек. соед. Серия Б. 1991, Т. 33, № 10, С. 790−792.
- Singh R., Hay A.S. Synthesis and physical properties of poly (aryl ether phthalazine) s. // Macromolecules. 1992, V. 25, № 3, P. 1025−1032.
- Singh R., Hay A.S. Synthesis and physical properties of amorphous poly (aryl ether isoquinoline) s. // Macromolecules. 1992, V. 25, № 3, P. 1033−1040.
- Gao Y., Jian X., Xuan Y., Xu Z., Lu Q. Synthesis and characterization of 4,5-bis (4-fluorobenzoyl)-l-methylcyclohexene and its polyethers. // J. Appl. Polym. Sci. 2002, V. 84, № 10, P. 1866−1871.
- Gao Y., Jian X., Xuan Y., Xiang S., Liang P., Guiver M.D. Synthesis and characterization of soluble copoly (ether ketone) s containing double bonds. // J. Polym. Sci. Part A. 2002, V. 40, № 20, P. 3449−3454.
- Kang N., Hlil A.R., Hay A.S. Fluorescent poly (aryl ether) s containing benzog. phthalazine and benzo[g]isoquinoline moieties. // J. Polym. Sci. Part A. 2004, V. 42, № 22, P. 5745−5753.
- Wang Z., Zhang C. Intramolecular cyclization of 2,2'-dibenzoylbiphenyl units as a new route to increase the rigidity and solvent resistance inpoly (arylene ethers). // Macromolecules. 1992, V. 25, № 21, P. 5851−5854.
- Zhang C., Wang Z. Introduction of a phenanthrene ring into poly (arylene ethers) via intramolecular cyclization of 2,2'-dibenzoylbiphenyl units. // Macromolecules. 1993, V. 26, № 13, P. 3330−3335.
- Wang Z., Zhang C., Arnoux F. Controlled Transformation of 2,2'-diacylbiphenyl unit to a phenanthrene ring in poly (arylene ether ketone). // Macromolecules. 1994, V. 27, № 16, P. 4415−4421.
- Klapper M., Wehrmeister T., Mullen K. Grafting on poly (ether ether ketone ketone) s (PEEKK) by anionic deactivation. // Macromolecules. 1996, V. 29, № 18, P. 5805−5809.
- Franchina N.L., McCarthy T.J. Surface modifications of poly (ether ether ketone). // Macromolecules. 1991, V. 24, № 11, P. 3045−3049.
- Noiset O., Schneider Y.-J., Marchand-Brynaert J. Surface modification of poly (aryl ether ether ketone) (PEEK) film by covalent coupling of amines and amino acids through a spacer arm. // J. Polym. Sci. Part A. 1997, V. 35, № 17, P. 3779−3790.
- Marchand-Brynaert J., Pantano G., Noiset O. Surface fluorination of PEEK film by selective wet-chemistry. // Polymer. 1997, V. 38, № 6, P. 13 871 394.
- Henneuse C., Goret B., Marchand-Brynaert J. Surface carboxylation of PEEK film by selective wet-chemistry. // Polymer. 1998, V. 39, № 4, P. 835−844.
- Henneuse-Boxus C., Boxus T., Duliere E., Pringalle C., Tesolin L., Adriaensen Y., Marchand-Brynaert J. Surface amination of PEEK film by selective wet-chemistry. // Polymer. 1998, V. 39, № 22, P. 5359−5369.
- Henneuse-Boxus C., De Ro A., Bertrand P., Marchand-Brynaert J. Covalent attachment of fluorescence probes on the PEEK-OH film surface. // Polymer. 2000, V. 41, № 7, P. 2339−2348.
- Henneuse-Boxus C., Duliere E., Marchand-Brynaert J. Surface functionali-zation of PEEK films using photochemical routes. // Eur. Polym. J. 2001, V. 37, № 1,P. 9−18.
- Lu Z., Liu Y., Qin J., Yang Z., Ye C. Design and synthesis of a new nonlinear optical poly (phthalazinone ether ketone). // React. Funct. Polym. 2004, V. 61, № 3, P. 379−386.
- Wang F., Roovers J. Functionalization of poly (aryl ether ether ketone) (PEEK): synthesis and properties of aldehyde and carboxylic acid substituted PEEK. // Macromolecules. 1993, V. 26, № 20, P. 5295−5302.
- Wang F., Roovers J. Functionalization of poly (aryl ether ether ketone): Synthesis of bromomethylated PEEK and its functionalization. // J. Polym. Sci. Part A. 1994, V. 32, № 13, P. 2413−2424.
- Venkatasubramanian N., Dean D., Arnold F.E. Poly (arylene ethers) containing sulfonic acid pendent groups: synthesis, properties and potential applications. // Polym. Prepr. Am. Chem. Soc. 1996, V. 37, № 2, P. 354−355.
- Venkatasubramanian N., Dean D.R., Price G.E., Arnold F.E. Synthesis, properties and potential applications of sulpho-pendent poly (arylene ether ketone) s. // High Perform. Polym. 1997, V. 9, № 3, p. 291−307.
- Wang F., Chen T., Xu J., Liu T., Jiang H., Qi Y., Liu S., Li X. Synthesis and characterization of poly (arylene ether ketone) (co)polymers containing sulfonate groups. // Polymer. 2006, V. 47, № 11, P. 4148−4153.
- Wang F., Li J., Chen Т., Xu J., Liu T. Synthesis of poly (ether ether ketone) with high content of sodium sulfonate groups and its membrane characteristics. // Polymer. 1999, V. 40, № 3, P. 795−799.
- Xiao G., Sun G., Yan D. Synthesis and characterization of novel sulfonated poly (arylene ether ketone) s derived from 4,4'-sulfonyldiphenol. // Polym. Bull. 2002, V. 48, № 4−5, P. 309−315.
- Li X., Zhao C., Lu H., Wang Z., Na H. Direct synthesis of sulfonated poly (ether ether ketone ketone) s (SPEEKKs) proton exchange membranes for fuel cell application. // Polymer. 2005, V. 46, № 15, p. 5820−5827.
- Morgan P.W. Linear condensation polymers from phenolphthalein and related compounds. // J. Polym. Sci. Part A. 1964, V. 2, № 1, P. 437−459.
- Донецкий К.И., Салазкин C.H., Горшков Г. В., Шапошникова В. В. Ароматические простые полиэфиры (полиариленэфирсульфоны и поли-ариленэфиркетоны), содержащие боковые карбоксильные группы. // Докл. АН СССР. 1996, Т. 350, № 2, С. 213−215.
- Xuan Y., Gao Y., Huang Y., Jian X. Synthesis and characterization of a novel phthalazinone poly (aryl ether sulfone ketone) with carboxyl group. // J. Appl. Polym. Sci. 2003, V. 88, № 5, P. 1111−1114.
- Hunter R.A., Turner P.D., Rimmer S. Suspension cross-linking of poly (arylether ketone) s containing carboxylic acid functionality. // J. Mater. Chem. 2001, V. 11, № 3, P. 736−740.
- Zolotukhin M.G., Colguhoun H.M., Sestiaa L.G., Rueda D.R., Flot D. One-pot synthesis and characterization of soluble poly (aryl ether-ketone)s having pendant carboxyl groups. // Macromolecules. 2003, V. 36, № 13, P. 47 664 771.
- Shu C.F., Leu C.M. Hyperbranched poly (ether ketone) with carboxylic acid terminal groups: synthesis, characterization, and derivatization. // Macromolecules. 1999, V. 32, № l, p. 100−105.
- Sivaramakrishnan K.P., Marvel C.S. Aromatic polyethers, polysulfones, and polyketones as laminating resins. III. // J. Polym. Sci. Part A. 1974, V. 12, № 9, P. 1945−1952.
- Mercer F.W., Mckenzie M.T., Merlino G., Fone M.M. Synthesis and characterization of new aromatic poly (ether ketons) s. // J. Appl. Polym. Sci. 1995, V. 56, № 11, P. 1397−1412.
- Hill A.R., Meng Y., Hay A.S., Abu-Yousef I.A. Poly (arylene ether) s from new biphenols containing imidoarylene and dicyanoarylene moieties. // J. Polym. Sci. Part A. 2000, V. 38, № 8, P. 1318−1322.
- Saxena A., Sadhana R., Rao V.L., Kanakavel M., Ninan R.N. Synthesis and Properties of Polyarylene ether Nitrile Copolymers. // Polym. Bull. 2003,1. V. 50, № 4, P. 219−226.
- Yu Y.K., Xiao F., Cai M.Z. Synthesis and properties of poly (aryl ether ketone ketone)/poly (aryl ether ether ketone ketone) copolymers with pendant cyano groups. // J. Appl. Polym. Sci., 2007, V. 104, № 6, P. 3601−3606.
- Пат. 3 524 833 США. Polymers of hydroxy ketones and hydroxy sulfones. / Darms R. // 1970.
- Салазкин C.H., Донецкий К. И. Ароматические простые полиэфиры с боковыми реакционноспособными группами во фталимидиновых циклах. // Докл. АН СССР. 1998, Т. 362, № 6, С. 789−790.
- Yonezawa N., Mori S., Miyata S., Ueha-Anyashiki Y., Maeyama K. Synthesis of aromatic poly (ether ketone) s having adhesion property to steel surface. // React. Funct. Polym. 2002, V. 53, № 1, P. 11−17.
- Yonezawa N., Namie Т., Ikezaki Т., Nino Т., Nakamura H., Tokita Y., Ka-takai R. Synthesis of aromatic polyketones by using biphenylene monomers. // React. Funct. Polym. 1996, V. 30, № 1−3, P. 261−268.
- Zhang S., Fu L., Li J., Yang D., Gao Z., Jia M., Zheng Y., Wu Z. Synthesis and thermotropic liquid crystalline behaviour of novel poly (aryl ether ketone^ with a lateral methoxy group. // Macromol. Chem. Phys. 2000, V. 201, № 6, P. 649−655.
- Chen J., Yang D. Rhythmic growth of ring-banded spherulites in blends of liquid crystalline methoxy-poly (aryl ether ketone) and poly (aryl ether ether ketone). // J. Polym. Sci. Part B. 2007, V. 45, № 22, P. 3011−3024.
- Fritsch D., Vakhtangishvili L., Kricheldorf H.R. Syntheses of branched poly (ether ketone) s with pendant functional groups based on 1,1,1-tris (4hydroxyphenyl)ethane. // J. Macromol. Sci. Part A. 2002, V. 39, № 11, P. 1335−1347.
- Parthiban A., Le Guen A., Yansheng Y., Hoffman U., Klapper M, Mullen K. Amino-functionalized poly (arylene ether ketone) s. // Macromolecules.1997, V. 30, № 8, P. 2238.
- Le Guen A., Klapper M., Mullen K. Synthesis and properties of flexible poly (ether ketone) backbones, grafted with stiff, monodisperse side chains. // Macromolecules. 1998, V. 31, № 19, P. 6559−6565.
- Strukelj M., Hay A.S. Preparation and characterization of novel poly (imidoaryl ether ketone) s and poly (imidoaryl ether sulfone) s derived from phenolphthalein. // Macromolecules. 1992, V. 25, № 18, P. 4721−4729.
- Park S.K., Kim S.Y. Synthesis of poly (arylene ether ketone) s containing amide side groupsvz’a nitro displacement reaction. // Macromol. Chem. Phys.1998, V. 199, № 12, P. 2717−2721.
- Рябев A.H. Синтез полиариленэфиркетонов с боковыми функциональными группами и их химические превращения. Дисс.. канд. хим. наук. М.: ИНЭОС РАН, 2009, 191 с.
- Wang F., Roovers J., Toporowski P.M. Synthesis and molecular characterization of narrow molecular weight distribution fractions of methyl-substituted poly (aryl ether ether ketone). // Macromolecules. 1993, V. 26, № 15, P. 3826−3832.
- Hendy B.N., Patterson K.H., Smith D.M. Polyalkylated aromatic monomers and polymers. Part 2. Some poly (ether ketone) s derived from diaroyldure-nes. // J. Mater. Chem. 1995, V. 5, № 2, P. 205−212.
- Ueda M., Nakayama Т., Mitsuhashi T. Synthesis of photoreactive isopropyl-substituted poly (phenylene ether ether ketone). // J. Polym. Sci. Part A. 1997, V. 35, № 2, P. 371−376.
- Yildiz E., Inan T.Y., Yildirum H., Kuyulu A., Giingor A. Thermal and mechanical properties of poly (arylene ether ketone) s based on 5-tert-butyl-l, 3-bis (4-fluorobenzoyl)benzene. // Macromol. Mater. Eng. 2001, V. 286, № 10, P. 634−639.
- Пат. 6 372 877 B1 США. Poly (aryl ether ketones) bearing alkylated side chains. / Cassidy P.E., Fitch J.W., Gronewald S.D., St. Clair A.K., Stoakley D.M. // 2002.
- Eur. Pat. 1 0868A3. Production of aromatic polyethers / Staniland P.A. // 1980. C.A. 1980, V. 93, 20 5326k.
- Staniland P.A., Wilde C.J., Bottino F.A., Di Pasquale G., Pollicino A., Recca A. Synthesis, characterization and study of the thermal properties of new polyarylene ethers. // Polymer. 1992, V. 33, № 9, P. 1976−1981.
- Kricheldorf H.R., Bier G. New polymer syntheses: II. Preparation of aromatic poly (ether ketone) s from silylated bisphenols. // Polymer. 1984, V. 25, № 8, P. 1151−1156.
- Ger. offen. DE3211421A1. Process for the production of aromatic ethers and aromatic polyethers. / Bier G., Kricheldorf H.R. // 1983. C.A. 1984, V. 100, 743 lh.
- Ellzey K.A., Farris R.J., Emrick T. Synthetic and thermal studies of bisphe-nol-C containing poly (aryletherketone)s. // Polym. Bull. 2003, V. 50, № 4, P. 235−242.
- Imai Y., Ishikawa H., Park K., Kakimoto M. A facile cesium fluoridemediated synthesis of aromatic polyethers from bisphenols and activated aromatic dihalides. // J. Polym. Sci. Part A. 1997, V. 35, № Ю, P. 20 552 061.
- Eur. Pat. 306 051 AI. / Ebata S., Higuchi Y. Process for production of aromatic polyethers. // 1988.
- Radimann E., Schmidt W., Nischk G. Eine neue synthese von polyather-ketonen. // Macromol. Chem. Phys. 1969, V. 130, № 1, P. 45−54.
- Ger. offen. DE1806271A1. Polyketones from 2,2-bis (4-hydroxyphenyl)propane and nitrobenzophenones. / Schmidt W., Radlmann E., Nischk G. // 1970. C.A. 1970, V. 73, 26070e.
- Mathias L.J. Crown ethers and phase transfer catalysis in polymer chemistry. // J. Macromol. Sei. Part A. 1981, V. 15, № 5, P. 853−876.
- N’Guyen T.D., Boileau S. Preparation of polyethers by phase transfer catalyzed polycondensation. // Polym. Bull. 1979, V. 1, № 12, P. 817−823.
- Imai Y., Ueda M., Ii M. Synthesis of aromatic polyether by phase-transfer-catalyzed polycondensation with quaternary ammonium salts, crown ethers, and polyethylene glycol) s. // J. Polym. Sei. Part C. 1979, V. 17, № 2, P. 8589.
- Hoffmann U., Klapper M., Mullen K. Phase-transfer catalyzed synthesis of poly (etherketone)s. // Polym. Bull. 1993, V. 30, № 5, P. 481−488.
- Hoffmann U., Helmer-Metzmann F., Klapper M., Mullen K. Poly (ether ketone^ by fluoride catalyst systems. // Macromolecules. 1994, V. 27, № 13, P. 3575−3579.
- Fukawa I., Tanabe T. Preparation of dibenzofuran-type amorphous polyetherketone by novel etherification reaction. // J. Polym. Sei. Part A. 1992, V. 30, № 9, P. 1977−1985.
- Fukawa I., Tanabe T. Formation of aromatic polyetherketone and trans-etherification of aromatic polyetherketone. // J. Polym. Sei. Part A. 1993, V. 31, № 2, P. 535−546.
- Brunei R., Marestin C., Martin V., Mercier R., Schiets F. Assisted microwave synthesis of high molecular weight poly (aryletherketone)s. // High
- Perform. Polym. 2008, V. 20, № 2, P. 185−207.
- Li M., Zhang A., Yin J., Liew K.Y. Microwave promoted synthesis and characterization of isomeric poly (ether ether ketone) s. // Polym. Eng. Sci. 2011, V. 51, № 1,P. 23−27.
- Miller T.M., Neenan T.X., Kwock E.W., Stein S.M. Dendritic analogs of engineering plastics: A general one-step synthesis of dendritic polyaryl ethers. // J. Am. Chem. Soc. 1993, V. 115, № 1, P. 356−357.
- Morikawa A., Kakimoto M., Imai Y. Convergent synthesis of starburst poly (ether ketone) dendrons. // Macromolecules. 1993, V. 26, № 24, P. 6324−6329.
- Morikawa A., Ono K. Preparation of poly (ether ketone) dendrons with graded structures. // Macromolecules. 1999, V. 32, № 4, P. 1062−1068.
- Sennet L., Fossum E., Tan L.S. Branched poly (arylene ether ketone) s with tailored thermal properties: Effects of AB/AB2 ratio, core (B3) percentage, and reaction temperature. // Polymer. 2008, V. 49, № 17, P. 3731−3736.
- Cella J.A., Fukuyama J., Guggenheim T.L. Ring opening polymerization on cyclic ether and thioether imides and sulfones via aromatic ether-ether exchange. // Polym. Prepr. Am. Chem. Soc. 1989, V. 30, № 2, P. 142−143.
- Cella J. A., Talley J .J., Fukuyama J. The preparation of novel cyclic oligomers. // Polym. Prepr. Am. Chem. Soc. 1989, V. 30, № 2, P. 581−582.
- Chan K.P., Wang Y.-F., Hay A.S. Convenient Synthesis and facile polymerization of cyclic aryl ether ketones containing the 1,2-dibenzoylbenzene moiety. // Macromolecules. 1995, V. 28, № 2, P. 653−655.
- Chan K.P., Wang Y.-F., Hay A.S. Synthesis of novel cyclic (aryl ether ketone) s. // Polym. Prepr. Am. Chem. Soc. 1995, V. 36, № 2, P. 132−133.
- Xie D., Ji Q., Gibson H.W. Synthesis and ring-opening polymerization of single-sized aromatic macrocycles for poly (arylene ether) s. // Macromole-cules. 1997, V. 30, № 17, P. 4814−4827.
- Wang Y.-F., Chan K.P., Hay A.S. Ring opening polymerization and rheological studies of macrocyclic aryl ether ketone oligomers. // Polym. Prepr. Am. Chem. Soc. 1995, V. 36, № 2, P. 130−131.
- Wang Y.-F., Chan K.P., Hay A.S. Ring-opening polymerization of macro-cyclic aryl ether ketone oligomers containing the 1,2-dibenzoylbenzene moiety. // J. Polym. Sci. Part A. 1996, V. 34, № 3, P. 375−385.
- Wang Y.-F., Chan K.P., Hay A.S. Novel aromatic macrocyclic oligomers: intermediates for the preparation of high-performance polymers. // React. Funct. Polym. 1996, V. 30, № 1−3, P. 205−227.
- Shibata M., Yosomiya R., Chen C., Zhou H., Wang J., Wu Z. A crystalline cyclic (aryl ether ketone) oligomer containing tetramethylbiphenylene moiety. // Eur. Polym. J. 1999, V. 35, № 11, P. 1967−1974.
- Wang Y.-F., Paventy M., Hay A.S. Novel macrocyclic aryl ether oligomers containing a diphenylacetylene moiety: synthesis, characterization and ring-opening polymerization. // Polymer. 1997, V. 38, № 2, P. 469−482.
- Wang J., Chen C., Xun X., Wang S., Wu Z. Synthesis, isolation, characterization, and properties of small-size aromatic macrocycles for poly (arylene ether ketone) s. // J. Polym. Sci. Part A. 1999, V. 37, № 13, P. 1957−1967.
- Chen M., Gibson H.W. Large-sized macrocyclic monomeric precursors ofpoly (ether ether ketone): synthesis and polymerization. // Macromolecules.1996, V. 29, № 16, P. 5502−5504.
- Chen M., Guzei I., Rheingold A.L., Gibson H.W. Novel macrocycle by Friedel-Crafts acylation cyclization. // Macromolecules. 1997, V. 30, № 8,1. P. 2516−2518.
- Chen M., Fronczek F., Gibson H.W. Concise synthesis and characterization of 30-membered macrocyclic monomer for poly (ether ether ketone). // Mac-romol. Chem. Phys. 1996, V. 197, № 12, P. 4069−4078.
- Ding Y., Hay A.S. Synthesis of macrocyclic aryl ethers containing the tetra-phenylbenzene moiety. // Macromolecules. 1996, V. 29, № 9, P. 3090−3095.
- Jiang H., Chen T., Bo S., Xu J. Novel macrocyclic precursors of phenol-phthalein poly (arylene ether ketone) and poly (arylene ether sulfone): synthesis and polymerization. // Macromolecules. 1997, V. 30, № 23, P. 73 457 347.
- Jiang H.Y., Qi Y.H., Chen T.L., Hing Y., Lin Y.H., Xu J.P. Isolation, spectra, structure, and ring-opening polymerization of strained macrocyclic aryl (ether ketone) dimmer. // J. Polym. Sci. Part A. 1997, V. 35, № 9, P. 1753−1761.
- Jiang H., Chen T., Bo S., Xu J. Synthesis and polymerization of some macrocyclic (arylene ether sulfone) containing cardo groups and macrocyclic (arylene ether ketone sulfone) oligomers. // Polymer. 1998, V. 39, № 24, P. 6079−6083.
- Qi Y., Chen T., Xu J. Synthesis of cyclic precursors of poly (ether ether ketone). // Polym. Bull. 1999, V. 42, № 3, P. 245−249.
- Teasdale I., Harper E.C., Coppo P., Wilson В., Turner M.L. Photochemi-cally cross-linked poly (aryl ether ketone) rings. // Macromol. Rapid Commun. 2006, V. 27, № 23, P. 2032−2037.
- Colquhoun H.M., Sestiaa L.G., Zolotukhin M.G., Williams D.J. Macrocyclic ring-chain poly (ether ketone) s. // Macromolecules. 2000, V. 33, № 23, P. 8907−8909.
- Colquhoun H.M., Zhu Z.X., Dudman C.C. Enthalpy-driven ring-opening polymerization of highly strained macrocyclic biaryl-ether-ketones. // Macro-molecules. 2005, V. 38, № 25, P. 10 421−10 428.
- Colquhoun H.M., Zhu Z., Drew M.G.B., Dudman C.C., O’Mahoney C.A., Williams D.J., Drew M.G.B. Synthesis of strained macrocyclic biaryls for enthalpy-driven ring-opening polymerization. // Macromolecules. 2005, V. 38, № 25, P. 10 413−10 420.
- Белов Г. П. Каталитическая сополимеризация олефинов с монооксидом углерода. // Высокомолек. соед. Серия Б. 1998. Т. 40, № 3, С. 503−517.
- Салазкин С.Н., Донецкий К. И., Горшков Г. В., Шапошникова В. В. Кристаллизующиеся кардовые полиарилэфиркетоны. // Доклады Академии наук. 1996, Т. 348, № 1, С. 66−68.
- Салазкин С.Н., Донецкий К. И., Горшков Г. В., Шапошникова В. В., Гении Я. В., Генина М. М. Синтез кристаллизующихся кардовых ароматических поликетонов. // Высокомолек. соед. Серия А. 1997, Т. 39, № 9, С. 1431−1437.
- Liu В., Wang D., Ни W., Jang Y., Chen С., Jiang Z., Zhang W., Wu Z.
- Synthesis of liquid-crystalline poly (aryl ether ketone) s. // Polym. Prepr. Am. Chem. Soc. 2002, V. 43, № 1, P. 516−517.
- Liu В., Wang D., Hu W., Jin Y., Rao X., Jiang Z., Wu Z., Zhang W. Synthesis of novel thermotropic liquid crystalline poly (aryl ether ketone) s with (3-methyl) phenyl side groups. // Polym. Prepr. Am. Chem. Soc. 2002, V. 43, № 1, P. 522−523.
- Jang Y., Liu В., Wang D., Hu W., Jiang Z. Synthesis and characterization of novel thermotropic poly (aryl ether ketone) containing bulky side group. // Polym. Prepr. Am. Chem. Soc. 2002, V. 43, № 2, P. 1186−1187.
- Gao Y., Jian X., Dai Y., Xue J., Peng S., Liu S. Preparation and characterization of soluble copoly (aryl ether ketone) s containing hindering structures. // J. Appl. Polym. Sci. 2000, V. 78, № 1, P. 20−24.
- Шапошникова B.B., Салазкин C.H., Донецкий К. И., Горшков Г. В., ^ Шарапов Д.С., Мамедова И. А., Петровский П. В., Аскадский А. А.,
- Бычко К.А., Казанцева В. В., Краснов А. П., Афоничева О. В., Ткаченко А. С., Генина М. М. Синтез и свойства аморфных кардовых сополиариленэфиркетонов. // Высокомолек. соед., серия А. 2002, Т. 44, № 6, С. 925−932.
- Yue X., Zhang Н., Chen W., Wang Y., Zhang S., Wang G., Jiang Z. Crosslinkable fully aromatic poly (aryl ether ketone) s bearing macrocycle of aryl ether ketone. // Polymer. 2007, V. 48, № 16, P. 4715−4722.
- Zhu X. L, Zhang S.L., Ren D.F., Guan S.W., Wang G. B, Jiang Z.H. Synthesis of poly (aryl ether ketone) copolymers containing adamantyl-substituted naphthalene rings. // Chem. Res. Chin. Univers., 2009, V. 25, № 2, P. 261−264.
- Tunca U., Erdogmus A., Hizal G. Synthesis and characterization of aromatic cyclolinear phosphazene polyetherketones containing bis-spiro-substituted cyclotriphosphazene unit. // J. Polym. Sci. Part A-l. 2001, V. 39, № 17,ч
- Bottino F.A., Cinquegrani A.R., Pasquale G.D., Orestano A., Pollicino A. Synthesis and characterization of new copoly (arylene ether) s containing naphthalene or naphthalene/1,3,4-oxadiazole units. // Polym. Bull. 2003, V. 51, № 1, P. 31−38.
- Niu Y., Zhu X., Liu L., Zhang Y., Wang G., Jiang Z. Synthesis and characterization of poly (aryl ether ketone) with trifluoromethyl-substituted benzene in the side chain. // React. Funct. Polym. 2006, V. 66, № 5, P. 559−566.
- Kim S.H., Woo H.G., Kim J.S., Lee H.W., Kim W.G. Synthesis and properties of vinyl-terminated and silicon-containing polysulfones and polyke-tones. // J. Polym. Sci. Part A. 2001, V. 39, № 17, P. 2937−2942.
- Ношей А., Мак-Грат Дж. Блок-сополимеры / пер с англ. М.: Мир, 1980, 478 с.
- Liu Q., Zhang Y., Wang D., Qin S., Jiang Z., Wu Z. Synthesis and properties of block copolymers and random copolymers of PEEK-PEEKK. // Polym. Prepr. Am. Chem. Soc. 2002, V. 43, № 2, P. 1124−1125.
- Пат. 4 774 296 США. Block polymers containing a poly (aryl ether ketone) and methods for their production. / Clendinning R.A., Harris J.E., Kelsey D.R., Matzner M., Robeson L.M., Winslow P.A., Maresca L.M. // 1988.
- Rao M.R., Rao V.L., Radhakrishnan T.S., Ramachandran S. Synthesis, characterization and thermal degradation studies of poly (ether ether ketone) copolymers. // Polymer. 1992, V. 33, № 13, P. 2834−2839.
- Wang F., Chen Т., Xu J. Sodium sulfonate-functionalized poly (ether ether ketone) s. // Macromol. Chem. Phys. 1998, V. 199, № 7, P. 1421−1426.
- Zhang Y.-H., Liu Q.-H., Niu Y.-M., Zhang S.-L., Wang D., Jiang Z.-H. Properties and crystallization kinetics of poly (ether ether ketone)-co-poly (ether ether ketone ketone) block copolymers. // J. Appl. Polym. Sci. 2005, V. 97, № 4, P. 1652−1658.
- Wu S.D., Hedrick J.L., Mohanty D.K., Carter B.K., Wilkes G.L., McGrath J.E. Synthesis and characterization of poly (arylene ether tetone sulfone) copolymers. // Int. SAMPE Symp. 1986, V. 31, P. 933−944.
- Waehamad W., Cooper K.L., McGrath J.E. Poly (arylene ether ketone) -polyarylate LCP segmented copolymers: synthesis and characterization. // Polym. Prepr. Am. Chem. Soc. 1989, V. 30, № 2, P. 441−443.
- Пат. 4 968 758 США. Poly (aryl ether sulfone)-poly (aryl ether ketone) block copolymers block copolymers. / Matzner M., Botkin J.H., Winslow P.A. // 1990.
- Noell J.L.W., Wilkes G.L., Mohanty D.K., McGrath J.E. The preparation and characterization of new polyether ketone-tetraethylorthosilicate hybrid glasses by the sol-gel method. // J. Appl. Polym. Sci. 1990, V. 40, № 7−8, P. 1177−1194.
- Bennett G.S., Farris R.J., Thompson S.A. Amine-terminated poly (aryl ether ketone)-epoxy/amine resin systems as tough high performance materials. // Polymer. 1991, V. 32, № 9, P. 1633−1641.
- Hedrick J.L., Volksen W., Mohanty D.K. Imide-aryl ether ketone block соpolymers. // J. Polym. Sci. Part A. 1992, V. 30, № 10, P. 2085−2097.
- Fukawa I., Tanabe Т., Hachiya H. Trans-etherification of aromatic polyetherketone and trans-etherification between aromatic polyetherketone and aromatic polyethersulfone. // Polym. J. 1992, V. 24, № 2, P. 173−186.
- Шапошникова В.В., Салазкин С. Н., Казанцева В. В. Синтез и подходы к синтезу фталидсодержащих блок-сополимеров, сочетающих блоки по-лиариленэфиркетонов с блоками полимеров разных классов. // ДАН. 2011, Т. 439, № 4, С. 489−492.
- Risch B.G., Rodrigues D.E., Lyon К., McGrath J.E., Wilkest G.L. Structure-property behaviour of poly (ether ether ketone)-polydimethylsiloxane block copolymers and their ketamine precursors. // Polymer. 1996, V. 37, № 7, P. 1229−1242.
- Bourgeois Y., Charlier Y., Devaux J., Legras R. Synthesis of a poly (aryl ether sulfone) poly (aryl ether ketone) triblock copolymer. // Polymer. 1996, V. 37, № 24, P. 5503−5511.
- Shibata M., Cao J., Yosomiya R. Synthesis and properties of the block copolymers of poly (ether ether ketone) and the poly (aryl ether sulfone) containing biphenylene moiety. // Polymer. 1997, V. 38, № 12, P. 3103−3108.
- Cao J., Su W., Wu Z., Kitayama Т., Hatada K. Synthesis and properties of poly (ether ether ketone)-poly (ether sulfone) block copolymers. // Polymer. 1994, V. 35, № 16, P. 3549−3556.
- Cao J., Wang J., Chen Y., Wu Zh. Synthesis and properties of poly (ether ether ketone ketone)-poly (ether sulfone) block copolymers. // J. Appl. Polym. Sci., 1996, V. 59, № 6, P. 905−914.
- Mohanty D.K., Sachdeva Y., Hedrick J.L., Wolfe J.F., McGrath J.E. Synthesis and transformations of tetramethyl bis a polyaryl ethers. // Polym. Prepr. Am. Chem. Soc. 1984, V. 25, № 2, P. 19−22.
- Wang Z.T., Guen A.L. Synthesis and properties of poly (arylene ether) s containing 1,8-dibenzoylnaphthalene units. // Macromolecules. 1995, V. 28, № 10, P. 3728−3732.
- Zolotukhin M.G., Dosieret M., Fougnies C., Villers D., Gileva N.G., Fatyk-hov A.A. Aromatic homopolymers obtained by precipitation polycondensa-tion: 1. Synthesis of naphthalene-containing polyketones. // Polymer. 1995, V. 36, № 18, P. 3575−3583.
- Yoshida S., Hay A.S. Poly (arylene ether) s containing 1,5-dibenzoylnaphthalene units. // J. Macromol. Sci. Part A. 1997, V. 34, № 8, P. 1299−1309.
- Bottino F.A., Di Pasquale G., Leonardi N., Pollicino A. Synthesis and characterization of new poly (arylene ether) s based on dihydroxynaphthalene isomers. // Polymer. 1998, V. 39, № 14, P. 3199−3203.
- Ohno M., Takata T., Endo T. Synthesis of novel naphthalene-based poly (arylene ether ketone) with high solubility and thermal stability. // Macromolecules. 1994. V. 27, № 12, P. 3447−3448.
- Kim W.G., Hay A.S. Synthesis of soluble poly (arylene ether) s with high glass transition temperatures from hindered biphenols. // Macromol. Chem. Macromol. Symp. 1992, V. 54/55, № 1, P. 331−336.
- Liu T., Mo Zh., Wang Sh., Zhang H. Isothermal melt and cold crystallization kinetics of poly (aryl ether ether ketone ketone) (PEEKK). // Eur. Polym. J.1997, V. 33, № 9, P. 1405−1414.
- Zhang M., Mai K., Zeng H., He Y. Effect of China-made poly (aryl-ether-ketone) on the crystallization kinetics of poly (l, 4-phenylene sulfide). // Macromol. Rapid Commun. 1994, V. 15, № 3, P. 285−289.
- Аскадский А.А., Кондращенко В. И. Компьютерное материаловедение полимеров. Т. 1. Атомно-молекулярный уровень. М.: Научный мир, 1999, 544 с.
- Нои Т.Н., Jensen B.J., Bai J.M. Linear viscoelastic properties of a poly (arylene ether ketone) with various molecular weights. // High Perform. Polym. 1989. V. 1, № 1, p. 41−59.
- Hinkley J.A., Crook R.A., Davis J.R.J. Chain dimensions and rheology of poly (arylene ethers). //High Perform. Polym. 1989. V. 1, № 1, P. 61−71.
- Chivers R.A., Moore D.R. The effect of molecular weight and crystallinity on the mechanical properties of injection moulded poly (aryl-ether-ether-ketone) resin. // Polymer. 1994, V. 35, № 1, P. 110−116.
- Пат. 20 090 292 073 A1 США. Polyarylene ether ketone moulding composition having good notched impact resistance. / Richter A., Lohkaemper H.G. // 2009.
- Xuefeng A.N., Shuagying J.I., Bangming Т., Zilong Zh., Xiao-Su Y. Toughness improvement of carbon laminates by periodic interleaving thin thermoplastic films. // J. Mater. Sei. Lett. 2002, V. 21, № 22, P. 1763−1765.
- Mercer F.W., Goodman T.D. Factors affecting the moisture absorption and dielectric constant of fluorinated aromatic polymers. // Polym. Prepr. Am. Chem. Soc. 1991, V. 32, № 2, P. 189−191.
- Lee H.-J., Lee M.-H., Oh M.-Ch., Ahn J.-H., Han S.-G. Crosslinkable polymers for optical waveguide devices. II. Fluorinated ether ketone oligomers bearing ethynyl group at the chain end. // J. Polym. Sei. Part A. 1999, V. 37, № 14, P. 2355−2361.
- Qi Y., Ding J., Day M., Jiang J., Callender C.L. Cross-linkable highly fluorinated poly (arylene ether ketones/sulfones) for optical waveguiding applications. // Chem. Mater. 2005, V. 17, № 3, P. 676−682.
- Jiang J., Callender C.L., Blanchetiere C., Jacob S., Noad J. P., Ding J., Qi Y., Day M. Optimizing fluorinated poly (arylene ether) s for optical waveguide applications. // Opt. Mater. 2006, V. 28, № 3, P. 189−194.
- Qi Y., Ding J., Day M., Jiang J., Callender C.L. Cross-linkable highly halo-genated poly (arylene ether ketone/sulfone)s with tunable refractive index: Synthesis, characterization and optical properties. // Polymer. 2006, V. 47, № 25, P. 8263−8271.
- Jiang J., Callender C.L., Noad J.P., Qi Y., Ding J., Day M. Fabrication of waveguide devices by UV photopatterning of fluorinated poly (arylene ether ketone) s containing tetrafluorostyrol moieties. // Opt. Eng. 2007, V. 46, № 7, P. 74 601.
- Polymer data handbook, 2nd Edition, ed. by Mark J.E. New York: Oxford University Press, 1999, 1040 p.
- Jones D.P., Leach D.C., Moore D.R. Mechanical properties of poly (ether-ether-ketone) for engineering applications. // Polymer. 1985, V. 26, № 9, P. 1385−1393.
- Rae P.J., Brown E.N., Orler E.B. The mechanical properties of poly (ether-ether-ketone) (PEEK) with emphasis on the large compressive strain response. // Polymer. 2007, V. 48, № 2, P. 598−615.
- Sasuga T., Hagiwara M. Molecular motions of non-crystalline poly (aryl ether-ether-ketone) PEEK and influence of elecron beam irradiation. // Polymer. 1985, V. 26, № 4, P. 501−505.
- Sasuga T., Hagiwara M. Mechanical relaxation of crystalline poly (aryl-ether-ether-ketone) (PEEK) and influence of electron beam irradiation. // Polymer. 1986, V. 27, № 6, P. 821−826.
- Sasuga T., Hagiwara M. Radiation deterioration of several aromatic polymers under oxidative conditions. // Polymer. 1987, V. 28, № 11, P. 19 151 921.
- Hegazy E.A., Sasuga T., Seguchi T. Irradiation effects on aromatic polymers: 3. Changes in thermal properties by gamma irradiation. // Polymer. 1992, V. 33, № 14, P. 2911−2914.
- Vaughan A. S., Stevens G.C. On crystallization, morphology and radiation effects in poly (ether ether ketone). // Polymer. 1995, V. 36, № 8, P. 15 311 540.
- Vaughan A. S., Sutton S.J. On radiation effects in oriented poly (ether ether ketone). // Polymer. 1995, V. 36, № 8, P. 1549−1554.
- Sasuga T., Kudoh H. Ion irradiation effects on thermal and mechanical properties of poly (ether-ether-ketone) (PEEK). // Polymer. 2000, V. 41, № 1,P. 185−194.
- Connell J.W., Siochi E.J., Croall C.I. The effect of high-energy electron radiation on poly (arylene ethers) s. // High Perform. Polym. 1993, V. 5, № 1, P. 1−14.
- Stober E.J., Seferis J.C., Keenan J.D. Characterization and exposure of poly-etheretherketone (PEEK) to fluid environments. // Polymer. 1984, V. 25,12, P. 1845−1852.
- Searle O.B., Pfeiffer R.H. Victrex® poly (ethersulfone) (PES) and Victrex® poly (etheretherketone) (PEEK). // Polym. Eng. Sci. 1985, V. 25, № 8, P. 474−476.
- Boinard E., Pethrick R.A., MacFarlane С.J. The influence of thermal history on the dynamic mechanical and dielectric studies of polyetheretherketone exposed to water and brine. // Polymer. 2000, V. 41, № 3, P. 1063−1076.
- Sutter A., Schmutz P., Marvel C.S. Polyaromatic ether-ketones containing various biphenylene units as crosslinking sites. // J. Polym. Sci. Polym. Chem. Ed. 1982, V. 20, № 3, P. 609−617.
- Пат. 517 5218A США. Crosslinking polymers with compounds containing xanthene groups. / Brugel E.G., David I.A., Gay F.P. // 1992.
- Пат. 4 987 206 США. Crosslinking of aromatic ether containing polymers by halocarbons. / David I.A. // 1990.
- Chan C.M., Venkatraman S. Crosslinking of poly (arylene ether ketone) s. 1. Rheological behavior of the melt and mechanical properties of cured resin. // J. Appl. Polym. Sci. 1986, V. 32, № 7, P. 5933−5943.
- Thompson S.A., Farris R.J. A novel method for crosslinking polyetheretherketone. // J. Appl. Polym. Sci. 1988, V. 36, № 5, P. 1113−1120.
- Yurchenko M.E., Huang J., Robisson A., McKinley G.H., Hammond P.T. «Synthesis, mechanical properties and chemical/solvent resistance of crosslinked poly (aryl-ethereethereketones) at high temperatures». // Polymer. 2010, V. 51, № 9, P. 1914−1920.
- Prime R.B., Seferis J.C. Thermo-oxidative decomposition of poly (ether ether ketone). // J. Polym. Sci. Part C. 1986, V. 24, № 12, P. 641−644.
- Day M., Cooney J.D., Wiles D.M. A kinetic study of the thermal decomposition of poly (aryl-ether-ether-ketone) (PEEK) in nitrogen. // Polym. Eng. Sci. 1989, V.29, № 1,P. 19−22.
- Day M., Cooney J.D., Wiles D.M. The thermal stability of poly (aryl-ether-ether-ketone) as assessed by thermogravimetry. // J. Appl. Polym. Sci. 1989, V. 38, № 2, P. 323−337.
- Day M., Cooney J.D., Wiles D.M. The kinetics of the oxidative degradation of poly (aryl-ether-ether-ketone) (PEEK). // Thermochimica Acta. 1989, V. 147, № 1,P. 189−197.
- Day M., Sally D., Wiles D.M. Thermal degradation of poly (aryl-ether-ether-ketone): Experimental evaluation of crosslinking reactions. // J. Appl. Polym. Sci. 1990. V. 40, № 9−10, P. 1615−1625.
- Hay J.N., Kemmish D.J. Thermal decomposition of poly (aryl ether ketones). // Polymer. 1987, V. 28, № 12, P. 2047−2051.
- Генин Я.В., Цванкин Д. Я., Салазкин C.H., Сергеев В. А. Особенности кристаллической структуры поликетона. // Высокомолек.соед. Серия Б. 1989, Т. 31, № 1, С. 74−76.
- Blundell D.J., Osborn B.N. The morphology of poly (aryl-ether-ether-ketone). // Polymer. 1983, V. 24, № 8, P. 953−958.
- Lovinger A.J., Davis D.D. Electron-microscopic investigation of the morphology of a melt-crystallized polyaryletherketone. //J. Appl. Phys. 1985, V. 58, № 8, P. 2843−2853.
- Kumar S., Anderson D.P., Adams W.W. Crystallization and morphology of poly (aryl-ether-ether-ketone). // Polymer. 1986, V. 27, № 3, P. 329−336.
- Valisaris C.N., Seferis J.C. Crystallization kinetics of polyetheretherketone (peek) matrices. // Polym. Eng. Sci. 1986, V. 26, № 22, P. 1574−1581.
- Fratini A.V., Cross E.M., Whitaker R.B., Adams W.W. Refinement of the structure of PEEK fibre in an orthorhombic unit cell. // Polymer. 1986, V. 27, № 6, P. 861−865.
- Cebe P., Hong S.-D. Crystallization behaviour of poly (ether-ether-ketone). // Polymer. 1986, V. 27, № 8, P. 1183−1192.
- Blundell D.J., Osborn B.N. Crystalline morphology of the matrix of PEEK-carbon fiber aromatic polymer composites, II. Crystallizaton behaviour. // SAMPE Q. 1986, V.17, № 1, P. 1−17.
- Blundell D.J., Willmouth F.M. Crystalline morphology of the matrix of PEEK-carbon fiber aromatic polymer composites. // SAMPE Q. 1986, V. 17, № 2, P. 50−57.
- Lee Y., Porter R.S. Double-melting behavior of poly (ether ether ketone). // Macromolecules. 1987, V. 20, № 6, P. 1336−1341.
- Bassett D.C., Olley R.H., A1 Raheil I.A.M. On crystallization phenomena in PEEK. // Polymer. 1988, V. 29, № 10, P. 1745−1754.
- Choe C.R., Lee K.H. Nonisothermal crystallization kinetics of poly (etheretherketone) (PEEK). // Polym. Eng. Sci. 1989, V. 29, № 12, P. 801−805.
- Deslandes Y., Day M., Sabir N.F., Suprunchuk T. Crystallization of poly (aryl-ether-ether-ketone): Effect of thermal history of the melt on crystallization kinetics. // Polym. Compos. 1989, V.10, № 5, P. 360−366.
- Chu J.N., Schultz J.M. The influence of microstructure on the failure behaviour of PEEK. // J. Mater. Sci. 1989, V. 24, № 12, P. 4538−4544.
- Lee Y., Porter R.S., Lin J.S. On the double-melting behavior of poly (ether ether ketone). // Macromolecules. 1989, V. 22, № 4, P. 1756−1760.
- Blundell D.J., Newton A.B. Variations in the crystal lattice of PEEK and related para-substituted aromatic polymers: 2. Effect of sequence and proportion of ether and ketone links. //Polymer. 1991, V. 32, № 2, P. 308−313.
- Marand H., Prasad A. On the observation of a new morphology in poly (arylene ether ether ketone). A further examination of the double endo-thermic behavior of poly (arylene ether ether ketone). // Macromolecules. 1992, V. 25, № 6, P. 1731−1736.
- Saib K.S., Evans W.J., Isaac D.H. The role of microstructure during fatiguecrack growth in poly (aryl ether ether ketone) (PEEK). // Polymer. 1993, V. 34, № 15, P. 3198−3203.
- Saib K.S., Isaac D.H., Evans W.J. Effects of processing variables on fatigue in molded PEEK and its short fiber composites. // Mater. Manufact. Processes. 1994, V. 9, № 5, P. 829−850.
- Konnecke K. Crystallization of poly (aryl ether ketones). I. Crystallization kinetics. // J. Macromol. Sci. Part B. 1994, V. 33, № 1, P. 37−62.
- Ke Y.C., Wu Z.W. The absorption behavior and crystallization of poly (aryl ether ketone) films. // J. Appl. Polym. Sci. 1998, V. 67, № 12, P. 2065−2075.
- Ivanov D.A., Legras R., Jonas A.M. The crystallization of poly (aryl-ether-ether-ketone) (PEEK): reorganization processes during gradual reheating of cold-crystallized samples. // Polymer. 2000, V. 41, № 10, P. 3719−3727.
- Chen J., Yang D.C. Phase behavior and rhythmically grown ring-banded spherulites in blends of liquid crystalline poly (aryl ether ketone) and poly (aryl ether ether ketone). // Macromolecules. 2005, V. 38, № 8, P. 33 713 379.
- Wang D., Gao H., Jiang W., Jiang Z. Effect of supercritical carbon dioxide on the crystallization behavior of poly (ether ether ketone). // J. Polym. Sci. Part B. 2007, V. 45, № 21, P. 2927−2936.
- A1 Lafi A.G., Hay J.N., Parker D.J. The effect of proton irradiation on the melting and isothermal crystallization of poly (ether-ether-ketone). // J. Polym. Sci. Part B. 2008, V. 46, № 11, P. 1094−1103.
- Xi D., Zhang D., Tian J., Lu J., Zhou Z., Yuan Ch., Liu X., Long Sh., Huang Y., Huang R. Spherulitic growth of poly (ether ether ketone) crystallized athigh pressure. // J. Macromol. Sci. Part B. 2012, V. 51, № 3, P. 510−524.
- Chan C.M., Venkatraman S. Crosslinking of poly (arylene ether ketones). II. Crystallization kinetics. // J. Polym. Sci. Part B, 1987, V. 25, № 8, P. 16 551 665.
- Blundell D.J., Chalmers J.M., MacKenzie, Gaskin W.F. Crystalline morphology of the matrix of PEEK-carbon fiber aromatic polymer composites. 1. Assessment of crystallinity. // SAMPE Q. 1985, V. 16, № 4, P. 22−30.
- Lee Y., Porter R.S. Crystallization of poly (etheretherketone) (PEEK) in carbon fiber composites. // Polym. Eng. Sci. 1986, V. 26, № 9, P. 633−639.
- Talbott M.F., Springer G.S., Berglund L.A. The effects of crystallinity on the mechanical properties of PEEK polymer and graphite fiber reinorced PEEK. //J. Compos. Mater. 1987, V. 21, № 11, P. 1056−1081.
- Tung C.M., Dynes P.J. Morphological characterization of polyetheretherke-tone-carbon fiber composites. // J. Appl. Polym. Sci. 1987, V. 33, № 2, P. 505−520.
- Cebe P. Non-isothermal crystallization of poly (etheretherketone) aromatic polymer composite. // Polym. Compos. 1988, V. 9, № 4, P. 271−279.
- Velisaris C.N., Seferis J.C. Heat transfer effects on the processing-structure relationships of polyetheretherketone (PEEK) based composites. // Polym. Eng. Sci. 1988, V. 28, № 9, P. 583−591.
- Blundell D.J., Crick R.A., Fife B., Peacock J., Keller A., Waddon A. Spherulitic morphology of the matrix of thermoplastic PEEK/carbon fibre aromatic polymer composites. // J. Mater. Sci. 1989, V. 24, № 6, P. 20 572 064.
- Lustiger A., Uralil F.S., Newaz G.M. Processing and structural optimization of PEEK composites. // Polym. Compos. 1990, V. 11, № 1, P. 65−75.
- Xiao X.R., Denault J., Vu-Khanh T. The Effect of low melt Ttmperature on morphology and mode-I fracture toughness of PEEK/Carbon Composite. //
- J. Thermoplastic Compos. Mater. 1992, V. 5, № 1, P. 64−75.
- D’Amore A., Nicolais L. The effect of fibre and crystallinity content on the structural relaxation of polyetheretherketone (PEEK). // Composites Manufacturing. 1992, V. 3, № 1, P. 25−31.
- Colton J., Muzzy J., Birger S., Yang H., Norpoth L. Processing parameters for consolidating PEEK/carbon fiber (APC-2) composites. // Polym. Compos. 1992, V. 13, № 6, P. 421−426.
- Jar P.Y., Cantwell W.J., Kausch H.H. Study of the crystal morphology and the deformation behaviour of carbon fibre reinforced PEEK (APC-2). // Compos. Sci. Technol. 1992, V. 43, № 3, P. 299−306.
- Folkes J.J., Kalay G., Ankara A. The effect of heat treatment on the properties of peek and APC2. // Compos. Sci. Technol. 1993, V. 46, № 1, P. 77−83.
- Tregub A., Harel H., Marom G., Migliaresi C. The influence of thermal history on the mechanical properties of poly (ether ether ketone) matrix composite materials. // Compos. Sci. Technol. 1993, V. 48, № 1−4, P. 185−190.
- Unger W.J., Hansen J.S. The effect of cooling rate and annealing on residual stress development in graphite fibre reinforced PEEK laminates. // J. Compos. Mater. 1993, V. 27, № 2, P. 108−137.
- Denault J., Dumouchel M. Consolidation Process of PEEK/carbon composite for aerospace applications. // Adv. Perform. Mater. 1998, V. 5, № 1−2, P. 83−96.
- Lagattu F., Lafarie-Frenot M.C. Variation of PEEK matrix crystallinity in APC-2 composite subjected to large shearing deformations. // Compos. Sci. Technol. 2000, V. 60, № 4, P. 605−612.
- Jen M.H.R., Tseng Y.Ch., Chang Sh.Ch., Chen M. Mechanical properties in notched AS-4/PEEK APC-2 composite laminates at elevated temperature. // J. Compos. Mater. 2006, V. 40, № 11, P. 955−969.
- Eur. Pat. 6 2830A1. Alloys of a poly (arylene sulfide) and a poly (aryl ketone). / Robeson L.M. // 1982. C.A. 1983, V. 98, 35520v.
- Пат. 57 181 852 Япония. Rigid fiber-reinforced polymer composites. / Jpn. Kokai Tokkyo Koho // C.A. 1983, V. 98, 199 420р.
- Пат. 5 969 989 Япония. Printed circuit boards. / Jpn. Kokai Tokkyo Koho //C.A. 1984, V. 101, 39581u.
- Eur. Pat. 11 9815A2. Composition of matter incorporating polyether ether ketone. // 1984. C.A. 1984, V. 101, 231 691 w.
- Пат. 59 133 231 Япония. Crystalline aromatic keton resin moldings. / Jpn. Kokai Tokkyo Koho // C.A. 1985, V. 102, 46953r.
- Пат. 59 189 164 Япония. Reinforced poly (ether ketone) compositions. / Jpn.
- Kokai Tokkyo Koho // C.A. 1985, V. 102, 15 0349j.
- Пат. 6 113 963 Япония. Prosthetic polymers as bone substitutes and supports. / Jpn. Kokai Tokkyo Koho // C.A. 1986, V. 104, 17 4701k.
- Eur. Pat. 16 3464A1. Blends of poly (aryl ether) ketones. / Dubrow R.S., Farrar N. R, Froix M.F., Hathaway M.C., Petersen M. // 1985. C.A. 1986, V. 104, 18 751 Ox.
- Пат. 60 258 251 Япония. Poly (ether ketone) resin composition. / Jpn. Kokai Tokkyo Koho // C.A. 1986, V. 105, 7412f.
- Ger. offen. DE3721337. Heat resistant polysulfone molding compositions with good melt stability. / Ittemann P., Simon G.N., Heinz G., Zeiner H., Buchert H., Seibring J. // C.A. 1989, V. 110, 21 4208n.
- Kwarteng K.B., Stark C. Carbon-fiber reinforced PEEK (APC-2 AS-4) composites for orthopedic implants. // SAMPE Q. 1990, V. 22, № 1, P. 1014.
- Malik T.M. Thermal and mechanical characterization of partially miscible blends of poly (ether ether ketone) and polyethersulfone. // J. Appl. Polym. Sci. 1992, V. 46, № 2, P. 303−310.
- Пат. 62 148 260 Япония. Heat resistant composite films. / Jpn. Kokai Tok-kyo Koho // C.A. 1987, V. 107, 19 9982c.
- Eur. Pat. 257 150. Miscible blends of a poly (aryl ether ketone) and a poly (imide). / Harris J.E., Robeson L.M., Eckstein B.H., Cliffton M.D. // 1988. C.A. 1988, V. 109, 11531n.
- Пат. WO 19 880 0605Al. Blends containing liquid crystalline polyesters. / Matzner M., Papuga D.M. // 1988. C.A. 1988, V. 109, 11 1554n.
- Jenkins M.J. Relaxation behaviour in blends of PEEK and PEI. // Polymer. 2000, V. 41, № 18, P. 6803−6812.
- Goyal R.K., Tiwari A.N., Mulik U. P, Negi Y.S. Novel high performance А12Оз/ро1у (ether ether ketone) nanocomposites for electronics applications. // Compos. Sci. Technol. 2007, V. 67, № 9, P. 1802−1812.
- Seidel C., Muenstedt H. Polyetheretherketone films with low thermal expansion for flexible printed circuit boards. // Int. Polym. Process. 2008, № 1, P. 103−109.
- Wang L., Weng L.Q., Song Sh., Zhang Z.Y., Tian S.L., Ma R. Characterization of polyetheretherketone-hydroxyapatite nanocomposite materials. // Mater. Sci. Eng. Part A. 2011, V. 528, № 10−11, P. 3689−3696.
- Nisa V.S., Rajesh S., Murali K.P., Priyadarsini V., Potty S.N., Ratheesh R.
- Preparation, characterization and dielectric properties of temperature stable SrTi03/PEEK composites for microwave substrate applications. // Compos. Sci. Technol. 2006, V. 68, № 1, P. 106−112.
- Luo Y., Zhang M., Dang G., Li Y., An X., Chen Ch., Yi X. Toughening of epoxy resin by poly (ether ether ketone) with pendant fluorocarbon groups. // J. Appl. Polym. Sci. 2011, V. 122, № 3, P. 1758−1765.
- Francis B., Ramaswamy R., Lakshmana Rao V., Thomas S. Toughening of diglycidyl ether of bisphenol-A epoxy resin using poly (ether ether ketone) with pendent ditert-butyl groups. // Int. J. Polym. Mater. 2006, V. 55, № 9, P. 681−702.
- Shekar R.I., Kotresh T.M., Damodhara Rao P.M., Kumar K. Properties of high modulus PEEK yarns for aerospace applications. // J. Appl. Polym. Sci. 2009, V. 112, № 4, P. 2497−2510.
- Schlac M. Thermoplastics meet the toughest challenges. // Plast. World. 1987, V. 45, № 5, P. 30−33.
- Weidig R. Metall substituieren. Zahnrader aus PEEK im automobile. // Kunststoffe. 2001, V. 91, № 4, S. 64−65.
- Moddeman W.E., Bowling W.C., Tibbitts E.E., Whitaker R.B. Thermal stability and compatibility of polyetheretherketone (PEEK) with an oxidizer and pyrotechnic blend. // Polym. Eng. Sci. 1986, V. 26, № 21, P. 1469−1477.
- Kurtz S.M., Devine J.N. PEEK biomaterials in trauma, orthopedic and spinal implants. // Biomaterials. 2007, V. 28, № 32, P. 4845−4869.
- Kurtz S.M. (ed). PEEK biomaterials handbook. New York: World Plastics Library, Elsevier, 2011, 384 p.
- Geringer J., Tatkiewicz W., Rouchouse G. Wear behavior of PAEK, poly (aryl-ether-ketone), under physiological conditions, outlooks for performing these materials in the field of hip prosthesis. // Wear. 2011, V. 271, № 11−12, P. 2793−2803.
- Patel S.A., Patel M.V., Ray A., Patel R.M. Synthesis, characterization, and antimicrobial activity of some novel poly (ether ketone) s. // J. Polym. Sci. Part A. 2003, V. 41, № 15, P. 2335−2344.
- Jansen J.C., Drioli E. Poly (ether ether ketone) derivative membranes a review of their preparation, properties and potential. // Bbicokomojick. coe^. 2009, T. 51, № 11, C. 2101−2112.
- Jagur-Grodzinski J. Polymeric materials for fuel cells: concise review of recent studies. // Polym. Adv. Technol. 2007, V. 18, № 10, P. 785−799.
- Nagarale R.K., Shina W., Singh P.K. Progress in ionic organic-inorganic composite membranes for fuel cell applications. // Polym. Chem., 2010, V. 1, № 4, P. 388−408.
- Добровольский Ю.А., Джаннаш П., Лаффит Б., Беломоина Н. М., Русанов А. Л., Лихачев Д. Ю. Успехи в области протонпроводящих полимерных мембран. // Электрохимия. 2007, Т. 43, № 5, С. 515−527.
- Bose S., Kuila Т., Nguyen Т.Х.Н., Kim N.H., Lau К., Lee J.H. Polymer membranes for high temperature proton exchange membrane fuel cell: Recent advances and challenges. // Prog. Polym. Sci. 2011, V. 36, № 6, P. 813−843.
- Wu Ch., Bo Sh., Siddiq M., Yang G., Chen T. Laser light-scattering study of novel thermoplastics. 1. Phenolphthalein poly (aryl ether ketone). // Macro-molecules. 1996, V. 29, № 8, P. 2989−2993.
- Wu Ch. Characterization of novel thermoplastic polymers with phenolphthalein in their backbone chains. // Polym. Eng. Sci. 1998, V. 38, № 3, P. 524−529.
- Wang Zh., Chen Т., Xu J. Gas transport properties of novel cardo poly (aryl ether ketone) s with pendant alkyl groups. // Macromolecules. 2000, V. 33, № 15, P. 5672−5679.
- Li L., Wang В., Tan H., Chen Т., Xu J. A novel nanofiltration membrane prepared with РАМАМ and TMC by in situ interfacial polymerization on PEK-C ultrafiltration membrane. // J. Membr. Sci. 2006, V. 269, № 1−2, P. 84−93.
- Wang Zh., Chen Т., Xu J. Hydrogen-bonding in cardo copoly (aryl ether ketone^ and its effects on the gas permeation behavior. // Macromolecules. 2007, V. 40, № 9, P. 3238−3245.
- Drioli E., Regina A., Casciola M., Oliveti A., Trotta F., Massari T. Sulfonated PEEK-WC membranes for possible fuel cell applications. // J. Membr. Sci. 2004, V. 228, № 2, P. 139−148.
- Dang H.S., Kim D. Cross-linked poly (arylene ether ketone) membranes sulfonated on both backbone and pendant position for high proton conductionand low water uptake. // J. Power Sources. 2013, V. 222, 15 January, P. 103 111.
- Chen Y., Meng Y.Z., Wang S.J., Tian Sh., Chen Y., Hay A.S. Sulfonated poly (fluorenyl ether ketone) membrane prepared via direct polymerization for PEM fuel cell application. // J. Membr. Sci. 2006, V. 280, № 1−2, P. 433 441.
- Wootthikanokkhan J., Seeponkai N. Methanol permeability and properties of DMFC membranes based on sulfonated PEEK/PVDF blends. // J. Appl. Polym. Sci. 2006, V. 102, № 6, P. 5941−5947.
- Shang X.Y., Fang S.M., Meng Y.Z. Synthesis and characterization of poly (arylene ether ketone) with sulfonated fluorene pendants for proton exchange membrane. // J. Membr. Sci. 2007, V. 297, № 1−2, P. 90−97.
- Jeong M.H., Lee K.S., Hong Y.T., Lee J.S. Selective and quantitative sul-fonation of poly (arylene ether ketone) s containing pendant phenyl rings by chlorosulfonic acid. // J. Membr. Sci. 2008, V. 314, № 1−2, P. 212−220.
- Pang J.H., Zhang H.B., Li X.F., Wang L.F., Liu B.J., Jiang Zh. Synthesis and characterization of sulfonated poly (arylene ether) s with sulfoalkyl pendant groups for proton exchange membranes. // J. Membr. Sci. 2008, V. 318, № 1−2, P. 271−279.
- Jeong M.H., Lee K.S., Lee J.S. Synthesis and characterization of sulfonated poly (arylene ether ketone) copolymers containing crosslinking moiety. // J. Membr. Sci. 2009, V. 337, № 1−2, P. 145−152.
- Jeong M.H., Lee K.S., Lee J.S. Cross-linking density effect of fluorinated aromatic polyethers on transport properties. // Macromolecules. 2009, V. 42, № 5, P. 1652−1658.
- Zhang Y., Wan Y, Zhao C.J., Shao K., Zhang G, Li H.T., Lin H.D., Na H. Novel side-chain-type sulfonated poly (arylene ether ketone) with pendant sulfoalkyl groups for direct methanol fuel cells. // Polymer. 2009, V. 50, № 19, P. 4471−4478.
- Luo J.J., Wang S.J., Xiao M., Han D.M., Meng Y.Z. Fluorene-containing block sulfonated poly (ether ether ketone) as proton-exchange membrane for PEM fuel cell application. // Eur. Polym. J. 2010, V. 46, № 8, P. 1736−1744.
- Mikami T., Miyatake K., Watanabe M. Poly (arylene ether) s containing superacid groups as proton exchange membranes. // ACS Appl. Mater. Interfaces. 2010, V. 2, № 6, P. 1714−1721.
- Zhao C.J., Lin H.D., Na H. Novel cross-linked sulfonated poly (arylene ether ketone) membranes for direct methanol fuel cell. // Int. J. Hydrogen Energy. 2010, V. 35, № 5, P. 2176−2182.
- Zhao C.J., Lin H.D., Han M.M., Na H. Covalently cross-linked proton exchange membranes based on sulfonated poly (arylene ether ketone) and polybenzimidazole oligomer. // J. Membr. Sci. 2010, V. 353, № 1−2, P. 1016.
- Fu L.C., Xiao G.Y., Yan D.Y. Synthesis and characterization of sulfonated poly (arylene ether ketone/ketone phosphine oxide) s as proton exchange membranes. // J. Membr. Sci. 2010, V. 362, № 1−2, P. 509−516.
- Guo M.M., Liu B.J., Guan S.W., Liu C., Qin H.Y., Jiang Z.H. Novel poly (arylene ether ketone) s containing sulfonic/carboxylic groups: Synthesis and properties. // J. Membr. Sci. 2010, V. 362, № 1−2, P. 38−46.
- Zhang Y., Wan Y., Zhang G., Shao K., Zhao C.J., Li H.T., Na H. Preparation and properties of novel cross-linked sulfonated poly (arylene ether ketone) for direct methanol fuel cell application. // J. Membr. Sci. 2010, V. 348, № 1−2, P. 353−359.
- Chen L.K., Wu Ch.Sh., Chen M.C., Hsu K.L., Li H.Ch., Hsieh Ch.H., Hsiao M.H., Chang C.L., Chu P.P.J. Cross-linked norbornene sulfonated poly (ether ketone) s for proton exchange membrane. // J. Membr. Sci. 2010, V. 361, № 1−2, P. 143−153.
- Lin H.D., Zhao C.J., Jiang Y.N., Ma W.J., Na H. Novel hybrid polymer electrolyte membranes with high proton conductivity prepared by a silane-crosslinking technique for direct methanol fuel cells. // J. Power Sources. 2011, V. 196, № 4, P. 1744−1749.
- Mikami Т., Miyatake K., Watanabe M. Synthesis and properties of multiblock copoly (arylene ether) s containing superacid groups for fuel cell membranes. // J. Polym. Sci. Part A-l. 2011, V. 49, № 2, P. 452−464.
- Wang L., Zhu G.M., Li J.Q., Gao C.M. Synthesis and characterization of partially fluorinated poly (fluorenyl ether ketone) s with different degrees of sulfonation as proton exchange membranes. // Polym. Bull. 2011, V. 66, № 7, P. 925−937.
- Gronewald S., Cassidy P.E., Fitch J.W., Arbaugh J., Herbold H., Jurek D. Poly (aryl ether ketones) bearing alkyl side chains. // High Perform. Polym. 2001. V. 13, № 2, P. 117−121.
- Чупахин O.H., Постовский И. Я. Нуклеофильное замещение водорода в ароматических системах. // Успехи химии, 1976, Т. XLV, вып. 5, С. 908−937.
- Шарапов Д.С., Шапошникова В. В., Салазкин С. Н., Мамедова И. А., Дубровина J1.B., Благодатских И. В., Бабушкина Т. А. Синтез полиари-ленэфиркетонов, содержащих концевые фенольные группы. // Известия Академии наук. Серия химическая. 2004, № 9, С. 1958−1961.
- Казанцева В.В., Аскадский A.A., Салазкин С. Н., Шапошникова В. В., Киселева Т. И., Донецкий К. И. Влияние химического строения поли-эфиркетонов на их физические характеристики. // Высокомолек. соед. Серия Б. 2001, Т. 43, № 1, С. 125−128.
- Аскадский A.A. Деформация полимеров. М.: Химия, 1973, 448 с.
- Малкин А.Я., Аскадский A.A., Коврига В. В. Методы измерения механических свойств полимеров. М., Химия, 1978, 336 с.
- Malkin A.Ya., Askadskii A.A., Kovriga V.V., Chalykh A.E. Experimental methods of polymer physics. New Jersy: Prentice Hall, Inc., 1983, 213 p.
- Ван-Кревелен Д. В. Свойства и химическое строение полимеров. М., Химия, 1976, 263 с.
- Краснов А.П., Таратута И. К., Гуреева Г. И., Шевцов В. К., Цыряпкин В. А., Антонова Т. В., Афоничева О. В., Салазкин С.Н., Шапошникова
- B.В., Сергеев В. А. О природе самосмазываемости полиариленэфирке-тона. // Трение и износ. 1994, Т. 15, № 3, С. 429−434.
- Краснов А.П., Лиознов Б. С., Гуреева Г. И., Благодатских И.В., Павлова
- C.-С.А., Сергеев В. А., Салазкин С. Н., Шапошникова В. В. Влияние термического и трибологического воздействия на молекулярно-массовые характеристики полиариленэфиркетона. // Высокомолек. соед. Серия А. 1996, Т. 38, № 12, С. 1956−1960.
- Аскадский A.A., Белошенко В. А., Бычко К. А., Шапошникова В. В., Саморядов A.B., Коврига О. В., Салазкин С. Н., Сергеев В.А., Слободина
- B.Г., Генин Я. В. Гидростатическая экструзия ароматических поликето-нов. // Высокомолек. соед. Серия А. 1994, Т.36, № 7, С. 1143−1147.
- Калаев Д.В., Бранцева Т. В., Горбаткина Ю. А., Кербер М. Л., Кравченко Т. П., Салазкин С. Н., Шапошникова В. В. Адгезия смесей эпоксидная смола-полиариленэфиркетон к волокнам. // Высокомолек. соед. Серия
- A. 2003, Т. 45, № 5, С. 779−784.
- Тимофеева Г. И., Дубровина Л. В., Брагина Т. П., Никифорова Г. Г., Васильев В. Г., Комарова Л. И., Бузин М. И., Рябев А.Н., Шапошникова
- B.В., Салазкин С. Н., Папков B.C., Роговина Л. З. Оценка молекулярных характеристик и ассоциации полиариленэфиркетона с боковыми карбоксильными группами и его солей методом седиментации. // Высокомолек. соед. Серия А. 2005, Т. 47, № 11, С. 2005−2012.
- Аскадский A.A., Салазкин С. Н., Бычко К. А., Гилева Н. Г., Золотухин М. Г., Слонимский Г. Л., Рафиков С. Р. Химическое строение и механические свойства ряда ароматических поликетонов. // Высокомолек. соед. Серия А. 1989, Т. 31, № 12, С. 2667−2672.
- Виноградова C.B., Салазкин С. Н., Беридзе Л. А., Мжельский А. И., Аскадский A.A., Слонимский Г. Л., Коршак В. В. Полиарилаты 9,9-бис-(4'-оксифенил)антрона-10. // Высокомолек. соед. Серия А. 1969, Т. 11, № 1, С. 27−34.
- Виноградова C.B., Салазкин С. Н., Беридзе Л. А., Мжельский А. И., Аскадский A.A., Слонимский Г. Л., Коршак В. В. Кристаллизующиеся полиарилаты 9,9-бис-(4'-оксифенил)антрона-10. // Известия АН СССР. Серия химическая. 1969, № 4, С. 931−938.
- Коршак В.В., Салазкин С. Н., Беридзе Л. А., Виноградова C.B. Исследование влияния химического строения и упорядоченности структуры полиарилатов на их свойства. // Высокомолек. соед. Серия А. 1973, Т. 15, № 4, С. 841−851.
- Салазкин С.Н., Коршак В. В., Виноградова C.B., Беридзе Л. А. Исследование влияния химического строения и кристалличности полиарилатов на их свойства. Регулирование кристалличности полиарилатов. // Рук. деп. в ВИНИТИ 13.03.75, № 698−75, 49 с.
- Салазкин С.Н., Виноградова C.B., Коршак В. В. Некоторые особенности растворимости и кристаллизации кардовых полиарилатов, способных к образованию водородных связей. // ЖВХО им. Д. И. Менделеева. 1974, Т.19,№ 3, С. 355−356.
- Korshak V.V., Vinogradova S.V., Salazkin S.N. Cardo polyarylates with phthalimidine groups. // Eur. Polym. J. 1974, V. 10, № 10, P. 967−973.
- Беридзе Л.А. Исследование зависимости свойств полиарилатов от химического строения элементарного звена. Дис.. канд. хим. наук. М.: ИНЭОС АН СССР, 1970, 164 с.
- Донецкий К.И., Рябев А. Н., Шапошникова В. В., Салазкин С. Н., Комарова Л. И., Афоничева О. В. Синтез и свойства сополиариленэфиркето-нов с боковыми реакционноспособными группами. // Высокомолек. соед. Серия А. 2008, Т. 50, № 1, С. 33−39.
- Рябев А.Н., Донецкий К. И., Шапошникова В. В., Салазкин С. Н., Дубровина Л. В., Брагина Т. П., Ткаченко A.C. Гомо- и сополиариленэфирке-тоны с боковыми гидроксильными группами. // Высокомолек. соед. Серия Б. 2009, Т. 51, № 2, С. 315−321.
- Салазкин С.Н., Шапошникова В. В., Мачуленко Л. Н., Гилева Н. Г., Крайкин В. А., Лачинов А. Н. Синтез полиариленфталидов, перспективных в качестве «умных» полимеров. // Высокомолек. соед. Серия А. 2008, Т. 50, № 3, С. 399−417.
- Лачинов А.Н., Воробьева Н. В. Электроника тонких слоев широкозонных полимеров. // Успехи физических наук. 2006, Т. 176, № 12, С. 1249−1266.
- Салазкин С.Н., Шапошникова В. В. Синтез фталидсодержащих полимеров, перспективных для создания функциональных материалов различного назначения. // Нанотехнологии. 2009, № 3(4), С. 3−25.
- Антипин В.А., Лачинов А. Н., Мамыкин Д. А., Ковалев A.A., Остахов С. С., Казаков В. П., Шапошникова В. В., Салазкин С. Н. Фотоника несопряженных полимеров. // Нанотехнологии. 2010, № 1(6), С. 71−79.
- Гордон А., Форд Р. Спутник химика. М.: Мир, 1976, 540 с.
- Вайсбергер А., Проскауэр Э., Риддик Дж., Тупс Э. Органические растворители. М.: И.-Л., 1958, 520 с.
- Organic synthesis / Ed. by Conant J.B., Adams R., Gilman H., Clarke H.T., Marvel C.S., Whitmore C., Allen C.F.H. New York: Wiley, 1929, V. 9, P. 16−19.
- Schotten C. Beitrag zur Kenntniss des Piperidins. // Berichte. 1882, B. 15, № 1,S. 421−427.
- Coppinger G.M. Preparations of N, N-dimethylamides. // J. Am. Chem. Soc. 1954, V. 76, № 5, P. 1372−1373.
- Свойства органических соединений. Справочник. / Под ред. Потехина А. А. Л., Химия, 1984, 520 с.
- Рабинович В.А., Хавин З. Я. Краткий химический справочник. Л.: Химия, 1977, 367 с.
- Picard J.P., Kearns C.W. The preparation of some substituted benzophe-nones and benzohydrols. // Can. J. Research. 1950, V. 28b, № 2, P. 56−59.
- Черняковская H.A., Миронов Г. С., Фарберов М. И., Тюленева И. М., Ровнягина Н. А. Синтез 4,4'-дихлорбензофенона и некоторых его производных. // Ученые записки Яросл. технол. ин-та. 1970, Т. 13, С. 92 102.
- Миронов Г. С., Черняковская Н. А., Фарберов М. И., Тюленева И. М., Русанова М. С. Синтех некоторых диарилкетонов. // Ж. прикл. Химии. 1970, Т. 43, С. 620−627.
- Dittrich М. Ueber das symmetrische p-dichlorbenzophenon und sein oxim. // Ann. der Chemie. 1891, B. 264, № 1, S. 174−178.
- Dunlop R.D., Gardner J.H. The Preparation of 4-fluoro- and 4,4'-difluorobenzophenone. // J. Am. Chem. Soc. 1933, V. 55, № 4, P. 16 651 666.
- Салазкин C.H., Беридзе JI.А., Комарова Л. И., Павлова Т. С., Коршак В. В., Виноградова С. В. Получение кардовых дикарбоновых кислот и некоторых их производных. // Рук. деп. в ВИНИТИ 22.06.76, № 229 176, 23 с.
- Пат. 949 668 Великобритания. Improvements in or relating to the manufacture of diphenylolpropane. / Jong J.I. // C.A. 1964, V. 61, 3024b.
- Пат. 3 326 986 США. Process for purifying 4,4'-isopropylidenediphenol. / Dugan G.F., Widiger A.H. // C.A. 1968, V. 68, 6867Id.
- Химическая энциклопедия: в 5 т.: т. 1- Кнунянц И. Л. (гл. ред.) и др. М: Советская энциклопедия, 1988, 623 с.
- Wieniawski W. A new method for phenolphthalein purification. // Acta Pol. Pharm. 1966, V. 23. P. 483. / C.A. 1967, V. 66, 68876h.
- Smedley I. CXXV. Studies on the origin of colour. Derivatives of fluorene.
- J. Chem. Soc. 1905, V. 87, P. 1249−1255.
- A.c. 172 775 СССР. Способ получения 9,9-бис (4-оксифенил)-флуорена. / Коршак В. В., Виноградова C.B., Панкратов В. А., Супрун А. П., Голубев В. А. // Б.И. 1965, № 14, С. 22.
- Салазкин С.Н., Коршак В. В., Виноградова C.B., Беридзе Л. А., Панкратов В. А. Получение кардовых бисфенолов и некоторых их производных. // Рук. деп. в ВИНИТИ 26.07.76 г., № 2833−76, 25 с.
- Scharwin W., Kusnezof. Ueber condensation von anthrachinon mit phenolen. // Berichte. 1903, В. 36, № 2, S. 2020−2025.
- Morgan P.W. Aromatic polyesters with large cross-planar substituents. // Macromolecules. 1970, V.3, № 5, P. 536−544.
- Салазкин C.H., Калачев А. И., Коршак B.B., Виноградова C.B. Получение бисфенолов и хлорангидридов дикарбоновых кислот, используемых для синтеза тепло- и термостойких полимеров. // Рук. деп. в ВИНИТИ 14.04.75, № 1064−75, 22 с.
- Schmidlin J., Lang R. Beitrage zur theorie organischer reaktionen: molekulverbindungen als erste reaktionsstufe bei kondensationen. // Berichte. 1910, B. 43, № 3, S. 2806−2820.
- Органические реакции. Сб. 2. M.: Изд-во иностранной лит-ры. 1950, 532 с.
- Цетлин Б.Л., Гаврилов В. И., Великовская H.A., Кочкин В. В. Прибор для исследования термомеханических характеристик полимеров. // Завод. лаб. 1956, Т. 22, № з, с. 352.1. Благодарности
- Автор выражает искреннюю и глубокую благодарность своему Учителю д.х.н., проф. Сергею Николаевичу Салазкину за помощь, терпение, доброе отношение и моральную поддержку в процессе выполнения исследования и оформления докторской диссертации.