IP Library Granted Patent US 7,569,415
Granted Patent B2
US 7,569,415 · App. 11/240,222 · Granted Aug 4, 2009

Liquid phase fabrication of active devices including organic semiconductors

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Quick Facts
Patent No.
US 7,569,415
App. No.
11/240,222
Granted
Aug 4, 2009
Kind
B2
Abstract

Techniques including steps of: providing a support body; forming an organic semiconductor composition body including an organic semiconductor composition on the support body, no more than 10% by weight of the organic semiconductor composition being pentacene; providing a first organic dielectric composition mobilized in a first liquid medium, the organic semiconductor composition being insoluble in the first liquid medium; and forming a first organic dielectric composition body from the first organic dielectric composition on the organic semiconductor composition body. Techniques in which an organic semiconductor composition body is formed on an organic dielectric composition body. Apparatus having an organic dielectric composition body on an organic semiconductor composition body.

Claims (64)

1. A process comprising the steps of:

providing a support body;

forming an organic semiconductor composition body including an organic semiconductor composition on said support body;

providing an organic dielectric composition mobilized in a liquid medium, said organic semiconductor composition being insoluble in said liquid medium; and

forming an organic dielectric composition body from said organic dielectric composition on said organic semiconductor composition body; wherein the organic semiconductor composition includes at least one 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-(2-methylheptyl)phenyl)-2,2′-bithiophene;

5,5′-bis(4-(1-methyihexyl)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;

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

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

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

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

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

2. A process comprising the steps of:

providing a support body;

forming an organic dielectric composition body on said support body;

providing an organic semiconductor composition mobilized in a liquid medium, the organic dielectric composition body being insoluble in said liquid medium; and

forming an organic semiconductor composition body including said organic semiconductor composition on said organic dielectric composition body; wherein the organic semiconductor composition includes at least one 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-dimethyloctyloxyl)phenyl)-2,2′-bithiophene;

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

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

5,5′-bis(4-(1-methylhexyl)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;

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

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

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

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

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

3. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-bis(4-(4-methylpentyloxy)phenyl)-2,2′-bithiophene.

4. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-bis(4-(1-methylhexyloxy)phenyl)-2,2′-bithiophene.

5. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-bis(4-(propoxy ethyl)phenyl)-2,2′-bithiophene.

6. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-bis(4-(3,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene; or 5,5′-bis(4-(3S,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene; or their mixture.

7. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-bis(4-(2-ethylbutyloxy)phenyl)-2,2′-bithiophene; or 5,5′-bis(4-(2-methylhexyloxy)phenyl)-2,2′-bithiophene; or their mixture.

8. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-bis(4-(2-ethylhexyloxy)phenyl)-2,2′-bithiophene; or 5,5′-bis(4-(2-methylheptyl) phenyl)-2,2′-bithiophene; or their mixture.

9. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-bis(4-(1-methylhexyl)phenyl)-2,2′-bithiophene; or 5,5′-Bis-[4-(1-ethyl-hexyloxy)-phenyl]-[2,2′]bithiophenyl; or their mixture.

10. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-Bis-[4-(2-methyl-propoxy-tetrahydro-pyran)-phenoxy]-[2,2′]bithiophenyl; or 3-(4-{5′-[4-(3-Hydroxy-2-methyl-propoxy)-phenyl]-[2,2′]bithiophenyl-5-yl}-phenoxy)-2-methyl-propan-1-ol; or their mixture.

11. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-Bis-[4-(1-hydroxy-3-ethyl-heptyloxy)-phenyl]-[2,2′]bithiophenyl; or 6-[4-(5′-{4-[5-(1-Vinyl-allyloxycarbonyl)-pentyloxy]-phenyl}-[2,2′]bithiophenyl-5-yl)-phenoxy]-hexanoic acid 1-vinyl-allyl ester; or their mixture.

12. The process of claim 1 , wherein the organic semiconductor composition includes 5,5′-Bis-[4-N-(2-ethyl-hexyl)-benzamido]-[2,2′]bithiophenyl; or 5,5′-Bis-{4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyloxy]-phenyl}-[2,2′]bithiophenyl; or their mixture.

13. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-bis(4-(4-methylpentyloxy)phenyl)-2,2′-bithiophene.

14. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-bis(4-(1-methylhexyloxy)phenyl)-2,2′-bithiophene.

15. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-bis(4-(propoxy ethyl)phenyl)-2,2′-bithiophene.

16. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-bis(4-(3,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene; or 5,5′-bis(4-(3S,7-dimethyloctyloxy)phenyl)-2,2′-bithiophene; or their mixture.

17. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-bis(4-(2-ethylbutyloxy)phenyl)-2,2′-bithiophene; or 5,5′-bis(4-(2-methylhexyloxy)phenyl)-2,2′-bithiophene; or their mixture.

18. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-bis(4-(2-ethylhexyloxy)phenyl)-2,2′-bithiophene; or 5,5′-bis(4-(2-methylheptyl) phenyl)-2,2′-bithiophene; or their mixture.

19. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-bis(4-(1-methyihexyl)phenyl)-2,2′-bithiophene; or 5,5′-Bis-[4-(1-ethyl-hexyloxy) -phenyl]-[2,2′]bithiophenyl; or their mixture.

20. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-Bis-[4-(2-methyl-propoxy-tetrahydro-pyran)-phenoxy]-[2,2′]bithiophenyl; or 3-(4-{5′-[4-(3-Hydroxy-2-methyl-propoxy)-phenyl]-[2,2′]bithiophenyl-5-yl}-phenoxy)-2-methyl-propan-1-ol; or their mixture.

21. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-Bis-[4-(1-hydroxy-3-ethyl-heptyloxy)-phenyl]-[2,2′]bithiophenyl; or 6-[4-(5 ′-{4-[5-(1-Vinyl-allyloxycarbonyl)-pentyloxy]-phenyl}-[2,2′]bithiophenyl-5-yl)-phenoxy]-hexanoic acid 1-vinyl-allyl ester; or their mixture.

22. The process of claim 2 , wherein the organic semiconductor composition includes 5,5′-Bis-[4-N-(2-ethyl-hexyl)-benzamido]-[2,2′]bithiophenyl; or 5,5′-Bis-{4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyloxy]-phenyl}-[2,2′]bithiophenyl; or their mixture.

Assignments (1)
RELEASE OF SECURITY INTEREST Recorded Oct 9, 2014
From: CREDIT SUISSE AG
To: ALCATEL-LUCENT USA INC.
Reel/Frame 033950/0001 →