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Polyester having pi -conjugated group in side chain and charge transporting material using the same

外国特許コード F110005458
整理番号 K05306US
掲載日 2011年9月6日
出願国 アメリカ合衆国
出願番号 51365903
公報番号 20050228163
公報番号 7235620
出願日 平成15年5月7日(2003.5.7)
公報発行日 平成17年10月13日(2005.10.13)
公報発行日 平成19年6月26日(2007.6.26)
国際出願番号 JP2003005727
国際公開番号 WO2003095519
国際出願日 平成15年5月7日(2003.5.7)
国際公開日 平成15年11月20日(2003.11.20)
優先権データ
  • 特願2002-132598 (2002.5.8) JP
  • 2003WO-JP05727 (2003.5.7) WO
発明の名称 (英語) Polyester having pi -conjugated group in side chain and charge transporting material using the same
発明の概要(英語) (US7235620)
A polyester expressed by the following structural formula 1, and a charge transport material obtained by adding an electron acceptor compound or an electron donor compound to this polyester.
In the aforesaid structural formula, Ar is an aromatic group and this aromatic group may contain a heterocyclic ring.
R1 is a carbon atom or absent (direct bond), R2-R9 are hydrogen atoms, electron donor groups or electron attracting groups, R20, R21 are hydrogen atoms or organic groups, X is a hetero atom, hetero atom-containing group, organic group or absent (direct bond), and m is an integer equal to 2 or more.
特許請求の範囲(英語) [claim1]
1. A polyester having pi -conjugated electrons of the following structural formula 1:
wherein, R1 is a carbon atom or R1 is absent thereby providing a direct bond, in which case R20 and R21 are not present,R2-R9 are independently hydrogen atoms, electron donor groups or electron attracting groups,m is an integer equal to 2 or more, Ar is an aromatic group including an aromatic group having a heterocyclic ring, R20, R21 are, independently, hydrogen atoms, alkyl groups, aromatic groups, -- CN or ester groups, andX is -- O -- ;
-- NR -- where R is a hydrogen atom, alkyl group or aromatic group;
-- S -- ;
-- CH2 -- ;
or absent resulting in a direct bond.
[claim2]
2. The polyester according to claim 1, wherein the molecular weight of said polyester is from 400 to one million in terms of number average molecular weight.
[claim3]
3. The polyester according to claim 2, wherein the distance between the polycyclic groups in adjacent units in said polyester is 4-20 angstroms.
[claim4]
4. The polyester according to claim 1, wherein Tg of said polyester is 30-300 deg. C.
[claim5]
5. A composition obtained by adding an electron acceptor compound or an electron donor compound to the polyester according to claim 1.
[claim6]
6. The composition according to claim 5, wherein said composition forms a charge transfer complex.
[claim7]
7. A charge transport material formed using the composition according to claim 6.
[claim8]
8. The polyester of claim 1, wherein each Ar is phenyl and X is -- CH2 -- .
[claim9]
9. The polyester of claim 1, wherein R1 is absent thereby providing a direct bond, in which case R20 and R21 are not present.
[claim10]
10. The polyester of claim 1, wherein R2-R9 are independently hydrogen atoms, electron donor groups selected from F, Cl, Br, I, -- OH, -- OR, -- O(C.dbd.O)R, -- NR10R11, -- SR, -- SH or an alkyl group, or electron attracting groups selected from -- CN, -- (C.dbd.O)R, -- SO2, -- NO2, phenyl, -- COOH or -- COOR, where R, R10, and R11 are each independently a hydrogen atom, alkyl group or aromatic group.
[claim11]
11. The polyester of claim 10, wherein R2-R9 are selected from one of the following combinations: all H,R3 and R8 are -- NR10R11, and R2, R4-R7, and R9 are H,R3 R8 are -- H2, and R2, R4-R7, and R9 are H,R3 and R8 are -- N(phenyl)2, and R2, R4-R7, and R9 are H,R3, R6 and R8 are -- NO2, and R2, R4, R5, R7, and R9 are H,R3 and R8 are -- NO2, and R2, R4-R7, and R9 are H,R3, R6 and R8 are -- CN, and R2, R4, R5, R7, and R9 are H, orR3 and R8 are -- CN, and R2, R4-R7, and R9 are H.
[claim12]
12. The composition of claim 5, wherein the composition comprises an electron acceptor compound selected from halogen compounds, Lewis acid compounds, proton acid compounds, transition metal halides or (9-fluorenylidene)acetonitrile, (9-fluorenylidene)malononitrile, (2,4,7-trinitro-9-fluorenylidene)acetonitrile, (2,4,7-trinitro-9-fluorenylidene)malononitrile, o-dinitrobenzene, m-dinitrobenzene, p-dinitrobenzene, 2,4,6-trinitrobenzene, 2,4,6-trinitrotoluene, tetracyanoquinodimethane (TCNQ), tetracyanoethylene (TCNE) or 2,3-dichloro-5 ,6-dicyano-p-benzoquinone (DDQ).
[claim13]
13. The composition of claim 5, wherein the composition comprises an electron donor compound selected from hexamethylbenzene, an alkali metal compound, an ammonium ion compound or a lanthanoid compound.
[claim14]
14. The polyester of claim 1, wherein the molecular weight of said polyester is from 800 to 100,000 in terms of number average molecular weight.
[claim15]
15. The polyester of claim 1, wherein the Tg of said polyester is from 80-200 deg. C.
[claim16]
16. The charge transport material of claim 7, wherein the material is in the form of a hole transport layer of an organic electroluminescent (EL) device or solar cell.
[claim17]
17. The polyester of claim 1, which is a polyester of 9-hydroxy-9-fluorene carboxylic acid.
[claim18]
18. The polyester of claim 1, wherein each Ar ring is phenyl.
  • 発明者/出願人(英語)
  • NAKANO TAMAKI
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
国際特許分類(IPC)
米国特許分類/主・副
  • 528/272
  • 525/437
参考情報 (研究プロジェクト等) PRESTO Conversion and Control by Advanced Chemistry AREA
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