IP Library › Granted Patent US 7,829,639
Granted Patent B2
US 7,829,639 · App. 11/661,364 · Granted Nov 9, 2010

Composition for conductive layers in electronic devices

Assignee: Seiko Epson Corporation
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Quick Facts
Patent No.
US 7,829,639
App. No.
11/661,364
Granted
Nov 9, 2010
Kind
B2
Abstract

A composition for conductive materials comprises a compound represented by the following general formula (A1): wherein: R 1 is the same or different and each independently represents a C 2 -C 8 straight-chain alkyl group; R 2 is the same or different and each independently represents a hydrogen atom, a methyl group or an ethyl group; Y represents a group containing at least one substituted or unsubstituted aromatic hydrocarbon ring, or substituted or unsubstituted heterocyle; and X 1 is the same or different and each represents a substituent represented by the following general formula (A2): wherein n 1 is an integer of from 2 to 8.

Claims (69)

1. A composition for conductive materials, comprising a compound represented by the following general formula (A1):

wherein two R 1 s may be the same or different and each independently represents a straight-chain alkyl group having 2 to 8 carbon atoms, four R 2 s may be the same or different and each independently represents a hydrogen atom, a methyl group or an ethyl group, Y represents a group containing at least one substituted or unsubstituted aromatic hydrocarbon ring or substituted or unsubstituted heterocycle, and two X 1 s may be the same or different and each independently represents a substituent represented by the following general formula (A2):

wherein n 1 is an integer of 2 to 8.

2. The composition for conductive materials as claimed in claim 1 , wherein the group Y contains at least one substituted or unsubstituted aromatic hydrocarbon ring.

3. The composition for conductive materials as claimed in claim 2 , wherein the two substituents X 1 are identical with each other.

4. The composition for conductive materials as claimed in claim 2 , wherein each substituent X 1 is bonded to the 3-, 4- or 5-position of the benzene ring.

5. The composition for conductive materials as claimed in claim 2 , wherein the two substituents R 1 are identical with each other.

6. The composition for conductive materials as claimed in claim 2 , wherein each substituent R 1 is bonded to the 4-position of the benzene ring.

7. The composition for conductive materials as claimed in claim 2 , wherein the group Y consists of carbon atoms and hydrogen atoms.

8. The composition for conductive materials as claimed in claim 2 , wherein the group Y contains 6 to 30 carbon atoms in total.

9. The composition for conductive materials as claimed in claim 2 , wherein the group Y contains 1 to 5 aromatic hydrocarbon rings.

10. The composition for conductive materials as claimed in claim 2 , wherein the group Y is a biphenylene group or a derivative thereof.

11. The composition for conductive materials as claimed in claim 2 , further comprising an epoxy-based cross-linking agent.

12. The composition for conductive materials as claimed in claim 11 , wherein the epoxy-based cross-linking agent contains a (meth)acrylic ester-based epoxy cross-linking agent.

13. The composition for conductive materials as claimed in claim 11 , wherein the epoxy based cross-linking agent contains a bisphenol epoxy cross-linking agent.

14. The composition for conductive materials as claimed in claim 11 , wherein the epoxy-based cross-linking agent contains at least one cross-linking agent selected from the group comprising a glycidyl ester-based epoxy cross-linking agent, an alicyclic epoxy cross-linking agent, an urethane modified epoxy cross-linking agent and a silicon-containing epoxy cross-linking agent.

15. The composition for conductive materials as claimed in claim 11 , wherein the epoxy-based cross-linking agent contains at least one of a polyfunctional phenol-based epoxy cross-linking agent and a glycidyl amine epoxy cross-linking agent.

16. The composition for conductive materials as claimed in claim 11 , wherein the two substituents X 1 are identical with each other.

17. The composition for conductive materials as claimed in claim 11 , wherein each substituent X 1 is bonded to the 3-, 4- or 5-position of the benzene ring.

18. The composition for conductive materials as claimed in claim 11 , wherein the two substituents R 1 are identical with each other.

19. The composition for conductive materials as claimed in claim 12 , wherein each substituent R 1 is bonded to the 4-position of the benzene ring.

20. The composition for conductive materials as claimed in claim 11 , wherein the group Y consists of carbon atoms and hydrogen atoms.

21. The composition for conductive materials as claimed in claim 11 , wherein the group Y contains 6 to 30 carbon atoms in total.

22. The composition for conductive materials as claimed in claim 11 , wherein the group Y contains 1 to 5 aromatic hydrocarbon rings.

23. The composition for conductive materials as claimed in claim 11 , wherein the group Y is a biphenylene group or a derivative thereof.

24. The composition for conductive materials as claimed in claim 1 , wherein the group Y contains at least one substituted or unsubstituted heterocycle.

25. The composition for conductive materials as claimed in claim 24 , wherein the two substituents X 1 are identical with each other.

26. The composition for conductive materials as claimed in claim 24 , wherein each substituent X 1 is bonded to the 3-, 4- or 5-position of the benzene ring.

27. The composition for conductive materials as claimed in claim 24 , wherein the two substituents R 1 are identical with each other.

28. The composition for conductive materials as claimed in claim 24 , wherein each substituent R 1 is bonded to the 4-position of the benzene ring.

29. The composition for conductive materials as claimed in claim 24 , wherein the heterocycle contains at least one heteroatom selected from the group comprising nitrogen, oxygen, sulfur, selenium and tellurium.

30. The composition for conductive materials as claimed in claim 24 , wherein the heterocycle is an aromatic heterocycle.

31. The composition for conductive materials as claimed in claim 24 , wherein the group Y contains 1 to 5 heterocycles.

32. The composition for conductive materials as claimed in claim 24 , wherein the group Y contains at least one substituted or unsubstituted aromatic hydrocarbon ring in addition to the heterocycle.

33. The composition for conductive materials as claimed in claim 32 , wherein the group Y contains two aromatic hydrocarbon rings respectively bonded to each N in the general formula (A1) directly and at least one heterocycle existing between these aromatic hydrocarbon rings.

34. The composition for conductive materials as claimed in claim 24 , wherein the group Y contains 2 to 75 carbon atoms in total.

35. The composition for conductive materials as claimed in claim 27 , further comprising an epoxy based cross-linking agent.

36. The composition for conductive materials as claimed in claim 35 , wherein the epoxy-based cross-linking agent contains a (meth)acrylic ester-based epoxy cross-linking agent.

37. The composition for conductive materials as claimed in claim 35 , wherein the epoxy based cross-linking agent contains a bisphenol epoxy cross-linking agent.

38. The composition for conductive materials as claimed in claim 35 , wherein the epoxy-based cross-linking agent contains at least one cross-linking agent selected from the group comprising a glycidyl ester-based epoxy cross-linking agent, an alicyclic epoxy cross-linking agent, an urethane modified epoxy cross-linking agent and a silicon-containing epoxy cross-linking agent.

39. The composition for conductive materials as claimed in claim 35 , wherein the epoxy-based cross-linking agent contains at least one of a polyfunctional phenol-based epoxy cross-linking agent and a glycidyl amine epoxy cross-linking agent.

40. The composition for conductive materials as claimed in claim 35 , wherein the two substituents X 1 are identical with each other.

41. The composition for conductive materials as claimed in claim 35 , wherein each substituent X 1 is bonded to the 3-, 4- or 5-position of the benzene ring.

42. The composition for conductive materials as claimed in claim 35 , wherein the two substituents R 1 are identical with each other.

43. The composition for conductive materials as claimed in claim 35 , wherein each substituent R 1 is bonded to the 4-position of the benzene ring.

44. The composition for conductive materials as claimed in claim 35 , wherein the heterocycle contains at least one heteroatom selected from the group comprising nitrogen, oxygen, sulfur, selenium and tellurium.

45. The composition for conductive materials as claimed in claim 35 , wherein the heterocycle is an aromatic heterocycle.

46. The composition for conductive materials as claimed in claim 35 , wherein the group Y contains 1 to 5 heterocycles.

47. The composition for conductive materials as claimed in claim 35 , wherein the group Y contains at least one substituted or unsubstituted aromatic hydrocarbon ring in addition to the heterocycle.

48. The composition for conductive materials as claimed in claim 47 , wherein the group Y contains two aromatic hydrocarbon rings respectively bonded to each N in the general formula (A1) directly and at least one heterocycle existing between these aromatic hydrocarbon rings.

49. The composition for conductive materials as claimed in claim 35 , wherein the group Y contains 2 to 75 carbon atoms in total.

50. A conductive material obtained by direct polymerization or polymerization via an epoxy-based cross-linking agent of substituents X of compounds each represented by the following general formula (A1), each compound being contained in the composition for conductive materials defined in claim 1 :

wherein two R 1 s may be the same or different and each independently represents a straight-chain alkyl group having 2 to 8 carbon atoms, four R 1 s may be the same or different and each independently represents a hydrogen atom, a methyl group, or an ethyl group, Y represents a group containing at least one substituted or unsubstituted aromatic hydrocarbon ring or substituted or unsubstituted heterocycle, and two X 1 s may be the same or different and each independently represents a substituent represented by the following general formula (A2):

wherein n 1 is an integer of 2 to 8.

51. The conductive material as claimed in claim 50 , wherein the compounds are polymerized by light irradiation.

52. The conductive material as claimed in claim 50 , wherein the compounds and the epoxy-based cross-linking agent are polymerized by light irradiation.

53. A conductive layer mainly comprising the conductive material defined in claim 50 .

54. The conductive layer as claimed in claim 53 , wherein the conductive layer is a hole transport layer.

55. The conductive layer as claimed in claim 54 , wherein the average thickness of the hole transport layer is in the range of 10 to 150 nm.

56. The conductive layer as claimed in claim 53 , wherein the conductive layer is an electron transport layer.

57. The conductive layer as claimed in claim 56 , wherein the average thickness of the electron transport layer is in the range of 1 to 100 nm.

58. The conductive layer as claimed in claim 53 , wherein the conductive layer is an organic semiconductor layer.

59. The conductive layer as claimed in claim 58 , wherein the average thickness of the organic semiconductor layer is in the range of 0.1 to 1,000 nm.

60. An electronic device comprising a laminated body which includes the conductive layer defined in claim 53 .

61. The electronic device as claimed in claim 60 , which is a light emitting device or a photoelectric transducer.

62. The electronic device as claimed in claim 61 , wherein the light emitting device is an organic electroluminescent device.

63. The electronic device as claimed in claim 60 , wherein the electronic device is a switching element.

64. The electronic device as claimed in claim 63 , wherein the switching element is an organic thin film transistor.

65. Electronic equipment comprising the electronic device as claimed in claim 60 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 2, 2026
From: SEIKO EPSON CORPORATION
To: SHIHENG CREATION LIMITED
Reel/Frame 074264/0423 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2007
From: TERAO, KOICHI; SHINOHARA, YUJI; SHINOHARA, TAKASHI
To: SEIKO EPSON CORPORATION
Reel/Frame 018997/0299 →
Priority Claims (1)
JP 2004-255282 · Sep 2, 2004 · national
Continuity (1)
Related Publication 20070286997A1 · Dec 13, 2007