RU2002135330A - NEUTRAL POLYTHIOPHENES, METHOD FOR PRODUCING NEUTRAL POLYTHIOPHENES AND COPOLYMERS BASED ON THIOPHENE DERIVATIVES - Google Patents

NEUTRAL POLYTHIOPHENES, METHOD FOR PRODUCING NEUTRAL POLYTHIOPHENES AND COPOLYMERS BASED ON THIOPHENE DERIVATIVES

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RU2002135330A
RU2002135330A RU2002135330/04A RU2002135330A RU2002135330A RU 2002135330 A RU2002135330 A RU 2002135330A RU 2002135330/04 A RU2002135330/04 A RU 2002135330/04A RU 2002135330 A RU2002135330 A RU 2002135330A RU 2002135330 A RU2002135330 A RU 2002135330A
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carbon atoms
alkyl
mean
hydrogen
fact
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RU2002135330/04A
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RU2311428C2 (en
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Кнуд РОЙТЕР
Штефан КИРХМАЙЕР
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Байер Акциенгезелльшафт
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1. Нейтральные политиофены общей формулы (I)1. Neutral polythiophenes of the general formula (I)
Figure 00000001
Figure 00000001
 где R1 и R2 независимо друг от друга означают водород или алкил с 1-9 атомами углерода, причем в случае, когда R1 означает водород, R2 также может означать СН2-O-R3, где R3 означает водород или алкил с 1-9 атомами углерода, циклоалкил или аралкил;where R 1 and R 2 independently from each other mean hydrogen or alkyl with 1-9 carbon atoms, and in the case where R 1 means hydrogen, R 2 may also mean CH 2 -OR 3 where R 3 means hydrogen or alkyl with 1-9 carbon atoms, cycloalkyl or aralkyl; n означает число от 2 до 200,n means a number from 2 to 200, растворимые в органических растворителях и свободные от органически связанного галогена.soluble in organic solvents and free of organically bound halogen. 2. Нейтральный политиофен формулы (I) по п.1, где R1 и R2 означают водород.2. The neutral polythiophene of formula (I) according to claim 1, where R 1 and R 2 mean hydrogen. 3. Нейтральный политиофен формулы (I) по п.1 или 2 для изготовления прослоек или слоев из катионных политиофенов путем нанесения на субстрат и последующего окисления кислородом воздуха в присутствии органической сульфокислоты.3. The neutral polythiophene of formula (I) according to claim 1 or 2 for the manufacture of interlayers or layers of cationic polythiophenes by applying to the substrate and subsequent oxidation with atmospheric oxygen in the presence of organic sulfonic acid. 4. Нейтральный политиофен формулы (I) по п.1 или 2 для изготовления электрических или электронных конструктивных элементов, например для изготовления световых элементов, фотоэлементов или органических полупроводников, для изготовления искусственных пленок для упаковки электронных конструктивных элементов и защиты помещений от загрязнений, для обеспечения антистатичности фотопленок, в качестве прозрачных нагревателей, прозрачных электродов, печатных плат или электрически окрашиваемых стекол.4. The neutral polythiophene of formula (I) according to claim 1 or 2 for the manufacture of electrical or electronic structural elements, for example for the manufacture of light elements, photocells or organic semiconductors, for the manufacture of artificial films for the packaging of electronic structural elements and to protect the premises from pollution, to ensure antistaticity of films as transparent heaters, transparent electrodes, printed circuit boards or electrically tinted glasses. 5. Нейтральный сополимер на основе тиофена формул (III) или (III a)5. A neutral copolymer based on thiophene of the formulas (III) or (III a)
Figure 00000002
Figure 00000003
Figure 00000002
Figure 00000003
 где R1 и R2 независимо друг от друга соответственно означают водород или алкил с 1-9 атомами углерода, причем в случае, когда R1 означает водород, R2 также может означать CH2-O-R3, где R3 означает водород или алкил с 1-9 атомами углерода, цилоалкил или аралкил;where R 1 and R 2 independently from each other respectively mean hydrogen or alkyl with 1-9 carbon atoms, and in the case where R 1 means hydrogen, R 2 may also mean CH 2 -OR 3 where R 3 means hydrogen or alkyl with 1-9 carbon atoms, cycloalkyl or aralkyl; R4 линейный или разветвленный алкил с 1-18 атомами углерода, при необходимости замещенная алкилом с 1-6 атомами углерода циклоалкильная группа, содержащая в целом 5-12 атомов углерода, при необходимости замещенный арил с 6-10 атомами углерода или линейная или разветвленная алкоксигруппа с 1-18 атомами углерода;R 4 linear or branched alkyl with 1-18 carbon atoms, optionally substituted by alkyl with 1-6 carbon atoms, a cycloalkyl group containing a total of 5-12 carbon atoms, optionally substituted aryl with 6-10 carbon atoms or a linear or branched alkoxy group with 1-18 carbon atoms; R5 линейный или разветвленный алкил с 1-18 атомами углерода, при необходимости замещенная алкилом с 1-6 атомами углерода циклоалкильная группа, содержащая в целом 5-12 атомов углерода, при необходимости замещенный арил с 6-10 атомами углерода или аралкил с 7-12 атомами углерода;R 5 linear or branched alkyl with 1-18 carbon atoms, optionally substituted by alkyl with 1-6 carbon atoms, a cycloalkyl group containing a total of 5-12 carbon atoms, optionally substituted aryl with 6-10 carbon atoms or aralkyl with 7- 12 carbon atoms; n и m независимо друг от друга означают число от 1 до 200,n and m independently from each other mean a number from 1 to 200, растворимый в органических растворителях и свободный от органически связанного галогена.soluble in organic solvents and free of organically bound halogen. 6. Нейтральный сополимер по п.5 для изготовления прослоек или слоев из катионных политиофенов путем нанесения на субстрат и последующего окисления кислородом воздуха в присутствии органической сульфокислоты.6. The neutral copolymer according to claim 5 for the manufacture of interlayers or layers of cationic polythiophenes by applying to the substrate and subsequent oxidation with atmospheric oxygen in the presence of organic sulfonic acid. 7. Нейтральный сополимер по п.5 для изготовления электрических или электронных конструктивных элементов, например для изготовления световых элементов, фотоэлементов или органических полупроводников, для изготовления искусственных пленок для упаковки электронных конструктивных элементов и защиты помещений от загрязнений, для обеспечения антистатичности фотопленок, в качестве прозрачных нагревателей, прозрачных электродов, печатных плат или электрически окрашиваемых стекол.7. The neutral copolymer according to claim 5 for the manufacture of electrical or electronic structural elements, for example for the manufacture of light elements, photocells or organic semiconductors, for the manufacture of artificial films for packaging electronic structural elements and to protect rooms from pollution, to ensure antistaticity of photographic films, as transparent heaters, transparent electrodes, printed circuit boards or electrically tinted glass. 8. Способ получения нейтральных политиофенов общей формулы (I)8. The method of obtaining neutral polythiophenes of General formula (I)
Figure 00000004
Figure 00000004
 где R1 и R2 независимо друг от друга означают водород или алкил с 1-9 атомами углерода, причем в случае, когда R1 означает водород, R2 также может означать CH2-O-R3, где R3 означает водород или алкил с 1-9 атомами углерода, циклоалкил или аралкил;where R 1 and R 2 independently from each other mean hydrogen or alkyl with 1-9 carbon atoms, and in the case where R 1 means hydrogen, R 2 may also mean CH 2 -OR 3 where R 3 means hydrogen or alkyl with 1-9 carbon atoms, cycloalkyl or aralkyl; n означает число от 2 до 200,n means a number from 2 to 200, взаимодействием мономеров общей формулы (II)the interaction of the monomers of General formula (II)
Figure 00000005
Figure 00000005
 где R1 и R2 имеют указанное выше значение,where R 1 and R 2 have the above meaning, с окислителем, заключающийся в том, что взаимодействие осуществляют в органическом растворителе, и окислитель используют в количестве от 50 до 99,9% от стехиометрически необходимого количества.with an oxidizing agent, which consists in the fact that the interaction is carried out in an organic solvent, and the oxidizing agent is used in an amount of from 50 to 99.9% of the stoichiometrically necessary amount. 9. Способ по п.8, заключающийся в том, что R1 и R2 независимо друг от друга означают водород или алкил с 1-5 атомами углерода, причем в случае, когда R1 означает водород, R2 также может означать CH2-O-R3, где R3 означает водород или алкил с 1-5 атомами углерода.9. The method according to claim 8, which consists in the fact that R 1 and R 2 independently from each other mean hydrogen or alkyl with 1-5 carbon atoms, and in the case where R 1 means hydrogen, R 2 may also mean CH 2 -OR 3 where R 3 means hydrogen or alkyl with 1-5 carbon atoms. 10. Способ по п.8, заключающийся в том, что R1 и R2 независимо друг от друга означают водород или алкил с 1-2 атомами углерода, причем в случае, когда R1 означает водород, R2 также может означать CH2-O-R3, где R3 означает водород или алкил с 1-4 атомами углерода.10. The method according to claim 8, which consists in the fact that R 1 and R 2 independently from each other mean hydrogen or alkyl with 1-2 carbon atoms, and in the case when R 1 means hydrogen, R 2 may also mean CH 2 -OR 3 where R 3 means hydrogen or alkyl with 1-4 carbon atoms. 11. Способ по п.8, заключающийся в том, что R1 и R2 означают водород.11. The method of claim 8, wherein R 1 and R 2 are hydrogen. 12. Способ по одному из пп.8-11, заключающийся в том, что в качестве окислителя используют соединения железа (III).12. The method according to one of paragraphs.8-11, which consists in the fact that iron (III) compounds are used as an oxidizing agent. 13. Способ по п.12, заключающийся в том, что в качестве окислителя используют хлорид железа (III) или тозилат железа (III).13. The method according to item 12, which consists in the fact that iron (III) chloride or tosylate of iron (III) is used as an oxidizing agent. 14. Способ по п.13, заключающийся в том, что в качестве окислителя используют хлорид железа (III).14. The method according to item 13, which consists in the fact that iron (III) chloride is used as an oxidizing agent. 15. Способ по одному из пп.8-14, заключающийся в том, что в качестве органического растворителя используют апротонный растворитель.15. The method according to one of claims 8 to 14, which consists in using an aprotic solvent as an organic solvent. 16. Способ по одному из пп.8-15, заключающийся в том, что в качестве органического растворителя используют галогенированный углеводород.16. The method according to one of paragraphs.8-15, which consists in the fact that as an organic solvent using a halogenated hydrocarbon. 17. Способ по одному из пп.8-16, заключающийся в том, что реакцию проводят в присутствии основания.17. The method according to one of paragraphs.8-16, which consists in the fact that the reaction is carried out in the presence of a base. 18. Способ по п.17, заключающийся в том, что в качестве основания используют карбонат щелочного или щелочноземельного металла.18. The method according to 17, which consists in the fact that the base is carbonate of an alkali or alkaline earth metal. 19. Способ по одному из пп.8-18, заключающийся в том, что окислитель используют в количестве от 80 до 96% от стехиометрически необходимого количества.19. The method according to one of paragraphs.8-18, which consists in the fact that the oxidizing agent is used in an amount of from 80 to 96% of the stoichiometrically necessary amount.
RU2002135330/04A 2001-12-27 2002-12-27 Neutral polythiophenes, method for preparing neutral polythiophenes RU2311428C2 (en)

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DE10164260A DE10164260A1 (en) 2001-12-27 2001-12-27 Process for the production of undoped, neutral polyethylene dioxythiophene, and corresponding polyethylene dioxythiophenes

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