IP Library Granted Patent US 8,513,466
Granted Patent B2
US 8,513,466 · App. 12/627,792 · Granted Aug 20, 2013

Class of soluble, photooxidatively resistant acene derivatives

Inventors: Glen P. Miller (Lee, NH); Irvinder Kaur (Durham, NH)
Assignee: University of New Hampshire
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Quick Facts
Patent No.
US 8,513,466
App. No.
12/627,792
Granted
Aug 20, 2013
Kind
B2
Abstract

The present invention is directed towards a new class of semi-conducting acene derivatives. These compounds are all soluble species and they all possess superior resistance to photooxidation as compared to their counterparts that lack the substitution patterns disclosed herein.

Claims (22)

1. A photooxidatively resistant acene composition selected from the group consisting of:

wherein R 1 is any group containing pi (or π) electrons that is capable of participating in ππ-stacking interactions with the central acene core and R 2 through R 11 represent any group chosen from the following list: hydrogen, alkyl, aryl, heteroaryl, nitrile, carbonyl, trifluoromethyl, halogen, alkylthio, arylthio, alkynyl.

2. The composition of claim 1 , wherein said photooxidatively resistant acene is:

3. The composition of claim 1 , wherein said photooxidatively resistant acene is:

4. The composition of claim 1 , wherein said photooxidatively resistant acene is:

5. The composition of claim 1 , wherein said photooxidatively resistant acene is:

6. The composition of claim 1 , wherein said photooxidatively resistant acene is:

7. The composition of claim 1 , wherein said photooxidatively resistant acene is:

8. The composition of claim 1 , wherein R 1 is selected from a group consisting carbonyl moieties, alkene moieties, alkyne moieties, diene moieties and aromatic moieties.

9. The composition of claim 1 , wherein said photooxidatively resistant acene is:

10. The composition of claim 1 , wherein said photooxidatively resistant acene is:

11. An electronic device comprising an acene derivative selected from one or more of the group consisting of:

wherein R 1 is any group containing pi (or π) electrons that is capable of participating in ππ-stacking interactions with the central acene core and R 2 through R 11 represent any group chosen from the following list: hydrogen, alkyl, aryl, heteroaryl, nitrile, carbonyl, trifluoromethyl, halogen, alkylthio, arylthio, alkynyl.

12. The acene derivative of the electronic device of claim 11 , wherein R 1 is selected from a group consisting of carbonyl moieties, alkene moieties, alkyne moieties, diene moieties and aromatic moieties.

13. The composition of claim 11 , wherein said photooxidatively resistant acene is:

14. The composition of claim 11 , wherein said photooxidatively resistant acene is:

15. The composition of claim 11 , wherein said photooxidatively resistant acene is:

16. The composition of claim 11 , wherein said photooxidatively resistant acene is:

17. The composition of claim 11 , wherein said photooxidatively resistant acene is:

18. The composition of claim 11 , wherein said photooxidatively resistant acene is:

19. The photooxidatively resistant acene of the electronic device of claim 11 , wherein the photooxidatively resistant acene has the structure

20. The photooxidatively resistant acene of the electronic device of claim 11 , wherein the photooxidatively resistant acene has the structure:

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 16, 2010
From: UNIVERSITY OF NEW HAMPSHIRE
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 024541/0909 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2010
From: MILLER, GLEN P.; KAUR, IRVINDER
To: UNIVERSITY OF NEW HAMPSHIRE
Reel/Frame 024299/0218 →
Continuity (1)
Related Publication 20110130594A1 · Jun 2, 2011