# US 7,608,680 B2 · Triarylamine polymer, process for producing the same, and use thereof > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 7,608,680 B2 - Document ID: US7608680B2 - Status: Granted - Kind: B2 - Application number: 11/476,669 - Filed: 2006-06-29 - Published: 2006-10-26 - Granted: 2009-10-27 - Earliest claimed: 2002-08-09 - Assignees: Tosoh Corporation - Inventors: Takao Suzuki; Masakazu Nishiyama; Hisao Eguchi - Web page: https://patentgrep.com/patent/US7608680B2 ## CPC - C08G 73/026: {Wholly aromatic polyamines} - C08G 73/02: Polyamines - C09K 11/06: containing organic luminescent materials - H01B 1/128: {comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes} - H05B 33/14: characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source} - H10K 85/111: {comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene} - C09K 2211/1433: bridged by heteroatoms, e.g. N, P, Si or B - H10K 50/11: characterised by the electroluminescent [EL] layers - H10K 50/14: Carrier transporting layers - H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine} - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE - H01B: CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES (selection for magnetic properties H01F1/00; waveguides H01P {; printed circuits H05K}) - H05B: ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES ## Abstract It is an object of the present invention to provide a novel triarylamine polymer which is excellent in solubility and film-forming property and has improved thermal stability; a simple process for its production; and an electronic element employing it. A triarylamine polymer represented by the following formula (1) (wherein each of Ar1, Ar2, Ar3, Ar4, Ar5, Ar6 and Ar7 which are independent of one another, is an unsubstituted or substituted C6-60 aromatic group, Ar1 and Ar2 are the same or different, Ar3 and Ar4 are the same or different, and m is an integer of at least 1), a process for its production, and an electronic element employing it, are provided: ## Claims ### Claim 1 A triarylamine polymer represented by formula (1): wherein Ar1 and Ar2, are different from each other and are, independent of each other, any one of the following formulas (4) to (8): wherein R2 and R3 are, independent of each other, a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkenyl group, an aryl group, an arylamino group or a heteroaryl group, R2 may, together with one or more substituents, form a condensed ring, A is S, O, SO2, CO, CH2 or(CH3)2, b is an integer of from 0 to 4, c is an integer of from 2 to 4, and d is an integer of from 1 to 4, Ar3, Ar4, Ar5, Ar6 and Ar7 are, independent of one another, an unsubstituted or substituted C6-60 aromatic group, and Ar3 and Ar4 are the same, and m is an integer of at least 1, wherein the triarylamine polymer has a weight average molecular weight of from 16000 to 100,000 as calculated as polystyrene. ### Claim 2 (depends on 1) The triarylamine polymer according to claim 1, wherein Ar5 and Ar7 are the same, and Ar3 and Ar6 are the same. ### Claim 3 (depends on 1) The triarylamine polymer according to claim 1, wherein Ar5, Ar6 and Ar7 are represented by the following formula (3): wherein R1 each independently is a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkenyl group, an aryl group, an arylamino group or a heteroaryl group, R1 may form a condensed ring together with one or more other substituents, and a is an integer of from 0 to 5. ### Claim 4 (depends on 3) The triarylamine polymer according to claim 3, wherein formula (3) is a phenyl group. ### Claim 5 (depends on 1) The triarylamine polymer according to claim 1, wherein in the formula (1), Ar3 and Ar4 are any one of the following formulas (9) to (13): wherein R4 and R5 are, independent of each other, a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkenyl group, an aryl group, an arylamino group or a heteroaryl group, R4 may, together with one or more other substituents, form a condensed ring, and e is an integer of from 0 to 5. ### Claim 6 (depends on 1) A process for producing the triarylamine polymer as defined in claim 1, comprising: reacting a triarylamine polymer having repeating structural units represented by the following formula (19): wherein Ar1, Ar2, Ar3 and Ar4 and m are the same as defined above; obtained by reacting an arylene dihalide with an arylenediamine in the presence of a base and a catalyst comprising a trialkylphosphine or an arylphosphine or both in combination and a palladium compound, with an arylamine represented by the following formula (21): wherein Ar5 and Ar6 are the same as defined above; and/or an aryl halide represented by the following formula (22): X—Ar7 (22) wherein Ar7 is the same as defined above, and X is a halogen atom in the presence of a base and a catalyst comprising a trialkylphosphine or an arylphosphine or both in combination and a palladium compound. ### Claim 7 (depends on 6) The process for producing the triarylamine polymer according to claim 6, wherein in the formula (19), the polymer terminals are hydrogen atoms or halogen atoms or both in combination. ### Claim 8 (depends on 6) The process for producing the triarylamine polymer according to claim 6, wherein the catalyst comprises tri-tert-butylphosphine. ### Claim 9 (depends on 1) An electron element comprising the triarylamine polymer as defined in claim 1. ### Claim 10 (depends on 9) The electron element according to claim 9, wherein said electron element is an organic electroluminescence element.