IP Library Granted Patent US 7,488,834
Granted Patent B2
US 7,488,834 · App. 11/241,642 · Granted Feb 10, 2009

Organic semiconductors

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Quick Facts
Patent No.
US 7,488,834
App. No.
11/241,642
Granted
Feb 10, 2009
Kind
B2
Abstract

A molecule including a chain-like core region having two ends and having at least three conjugated aromatic rings; and including at the two ends, branched groups R 1 and R 2 respectively, each including a C 5 - to C 20 -alkyl group. A semiconducting composition including the molecule.

Claims (38)

1. A molecule having the following formula:

wherein each of R 1 and R 2 includes a branched alkyl group having 5 to 20 carbon atoms and an ether moiety; wherein each of R 1 and R 2 is linked by the ether moiety to one of the benzene rings; and wherein the molecule is a member selected from a group consisting of:

5,5′-bis(4-(4-methylpentyloxy)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(3,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(3S,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(2-ethylbutyloxy)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(2-methylhexyloxy)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(2-ethylhexyloxy)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(1-methylhexyloxy)phenyl)-2,2′-bithiophene;

5,5′-Bis-[4-(1-ethyl-hexyloxy)-phenyl]-[2,2′]bithiophenyl;

5,5′-Bis-[4-(2-methyl-propoxy-tetrahydro-pyran)-phenoxy]-[2,2′]bithiophenyl;

3-(4-{5′-[4-(3-Hydroxy-2-methyl-propoxy)-phenyl]-[2,2′]bithiophenyl-5-yl}-phenoxy) -2-methyl-propan-1-ol;

6-[4-(5′-{4-[5-(1-Vinyl-allyloxycarbonyl)-pentyloxy]-phenyl}-[2,2′]bithiophenyl-5-yl)-phenoxy]-hexanoic acid 1-vinyl-allyl ester; and

5,5′-Bis-{4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyloxy]-phenyl}-[2,2′]bithiophenyl.

2. The molecule of claim 1 , wherein the molecule is 5,5′-bis(4-(1-methylhexyloxy)phenyl)-2,2′-bithiophene.

3. The molecule of claim 1 , wherein the molecule is 5,5′-bis(4-(2-methylhexyloxy)phenyl)-2,2′-bithiophene.

4. The molecule of claim 1 , wherein the molecule is 5,5′-bis(4-(4-methylpentyloxy)phenyl)-2,2′-bithiophene.

5. The molecule of claim 1 , wherein the molecule is 5,5′-bis(4-(3,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene.

6. The molecule of claim 1 , wherein the molecule is 5,5′-bis(4-(3S,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene.

7. The molecule of claim 1 , wherein the molecule is 5,5′-bis(4-(2-ethylbutyloxy)phenyl)-2,2′-bithiophene.

8. The molecule of claim 1 , wherein the molecule is 5,5′-bis(4-(2-ethylhexyloxy)phenyl)-2,2′-bithiophene.

9. The molecule of claim 1 , wherein he molecule is 5,5′-Bis-[4-(1-ethyl-hexyloxy)-phenyl]-[2,2′]bithiophenyl.

10. The molecule of claim 1 wherein the molecule is 5,5′-Bis- 8 4-(2-methyl-propoxy-tetrahydro-pyran)-phenoxy]-[2,2′]bithiophenyl.

11. The molecule of claim 1 , wherein the molecule is 3-(4-{5′-[4-(3-Hydroxy-2-methyl-propoxy)-phenyl]-[2,2′]bithiophenyl-5-yl}-phenoxy) -2-methyl-propan-1-ol.

12. The molecule of claim 1 , wherein the molecule is 6-[4-(5′-{4-[5-(1-Vinyl-allyloxycarbonyl)-pentyloxy]-phenyl}-[2,2′]bithiophenyl -5-yl) -phenoxy]-hexanoic acid 1-vinyl-allyl ester.

13. The molecule of claim 1 , wherein the molecule is 5,5′-Bis-{4-[6-(tert-butyl -diphenyl-silanyloxy)-hexyloxy]-phenyl}-[2,2′]bithiophenyl.

14. A molecule having the following formula:

wherein each of R 1 and R 2 includes a branched alkyl group having 5 to 20 carbon atoms; and wherein the molecule is a member selected from a group consisting of:

5,5′-bis(4-(2-methylheptyl)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(1-methylhexyl)phenyl)-2,2′-bithiophene;

5,5′-Bis-[4-(1-hydroxy-3-ethyl-heptyloxy)-phenyl]-[2,2′]bithiophenyl;

5,5′-Bis-[4-N-(2-ethyl-hexyl)-benzamido]-[2,2′]bithiophenyl; and

5,5′-bis(4-(propoxy ethyl)phenyl)-2,2′-bithiophene.

15. The molecule of claim 14 , wherein the molecule is 5,5′-bis(4-(2-methylheptyl)phenyl)-2,2′-bithiophene.

16. The molecule of claim 14 , wherein the molecule is 5,5′-bis(4-(1-methylhexyl)phenyl)-2,2′-bithiophene.

17. The molecule of claim 14 , wherein the molecule is 5,5′-Bis-[4-(1-hydroxy -3-ethyl-heptyloxy)-phenyl]-[2,2′]bithiophenyl.

18. The molecule of claim 14 , wherein the molecule is 5,5′-Bis-[4-N-(2-ethyl -hexyl)-benzamido]-[2,2′]bithiophenyl.

19. The molecule of claim 14 , wherein the molecule is 5,5′-bis(4-(propoxy ethyl)phenyl)-2,2′-bithiophene.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Oct 9, 2014
From: CREDIT SUISSE AG
To: ALCATEL-LUCENT USA INC.
Reel/Frame 033950/0001 →
SECURITY INTEREST Recorded Mar 7, 2013
From: ALCATEL-LUCENT USA INC.
To: CREDIT SUISSE AG
Reel/Frame 030510/0627 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2008
From: DOTZ, FLORIAN; HENNIG, INGOLF
To: BASF SOCIETAS EUROPAEA
Reel/Frame 022014/0725 →
MERGER Recorded Dec 18, 2008
From: LUCENT TECHNOLOGIES INC.
To: ALCATEL-LUCENT USA INC.
Reel/Frame 022000/0218 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 3, 2006
From: KATZ, HOWARD E.; REICHMANIS, ELSA; VAIDYANATHAN, SUBRAMANIAN
To: LUCENT TECHNOLOGIES INC.
Reel/Frame 017306/0397 →