IP Library Granted Patent US 9,153,785
Granted Patent B2
US 9,153,785 · App. 14/111,473 · Granted Oct 6, 2015

Semiconducting polymers

Inventors: Luping Yu (Chicago, IL); Hae Jung Son (Chicago, IL)
Assignee: The University of Chicago
H01L51/0047C08G61/123C08G61/126H01L51/0036H01L51/0043C08G2261/146C08G2261/1412C08G2261/1426C08G2261/3243C08G2261/91H01L51/4253Y02E10/549
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Quick Facts
Patent No.
US 9,153,785
App. No.
14/111,473
Granted
Oct 6, 2015
Kind
B2
Abstract

Novel semiconducting photovoltaic polymers with conjugated units that provide improved solar conversion efficiency that can be used in electro-optical and electric devices. The polymers exhibit increased solar conversion efficiency in solar devices.

Claims (27)

1. A semiconducting polymer of formula (V):

where X 1 and X 2 are independently selected from the group consisting of O, S, NH, and CH 2 ;

R 1 and R 2 are independently selected from the group consisting of H, alkyl, alkoxy, aryl, aryloxy, heteroaryl, heteroaryloxy, a cross-linkable moiety, and oligo (ethylene glycol);

each of Y 1 , Y 2 , Y 3 , and Y 4 is;

Z is selected from the group consisting of an ester, ketone, amide, cyano, alkyl, polyfluoroalkyl, polychloroalkyl, aryl, and heteroaryl;

W is selected from the group consisting of H, halogen, cyano, dicyanovinyl, and tricyanovinyl; and

n is an integer greater than 0.

2. The semiconducting polymer of claim 1 , where at least one of R 1 and R 2 is 2-ethylhexyl.

3. The semiconducting polymer of claim 1 , where Z is an ester.

4. The semiconducting polymer of claim 1 , where Z is —C(O)OCH 2 CH(C 2 H 5 )C 4 H 9 .

5. The semiconducting polymer of claim 1 , where W is selected from the group consisting of H and F.

6. The semiconducting polymer of claim 1 , which is of the formula:

where R 1 and R 2 , and R 3 are independently selected from the group consisting of H, alkyl, alkoxy, aryl, aryloxy, heteroaryl, heteroaryloxy, a cross-linkable moiety, and oligo (ethylene glycol).

7. The semiconducting polymer of claim 6 , where R 1 , R 2 , and R 3 are independently 2-ethylhexyl.

8. The semiconducting polymer of claim 1 , where n is from about 1 to about 200.

9. A composition comprising the semiconducting polymer of claim 1 and an electron-withdrawing fullerene derivative.

10. The composition of claim 9 , where the electron-withdrawing fullerene derivative is selected from the group consisting of [6,6]-phenyl-C 61 -butyric acid methyl ester and [6,6]-phenyl-C 71 -butyric acid methyl ester.

11. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, and photodiode, comprising the semiconducting polymer of claim 1 .

12. The semiconducting polymer of claim 3 , where W is H.

13. The semiconducting polymer of claim 3 , where W is F.

14. The semiconducting polymer of claim 4 , where W is H.

15. The semiconducting polymer of claim 4 , where W is F.

16. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, and photodiode, comprising the semiconducting polymer of claim 12 .

17. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, and photodiode, comprising the semiconducting polymer of claim 13 .

18. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, and photodiode, comprising the semiconducting polymer of claim 14 .

19. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, and photodiode, comprising the semiconducting polymer of claim 15 .

20. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, and photodiode, comprising the semiconducting polymer of claim 4 .

Assignments (2)
CONFIRMATORY LICENSE Recorded Apr 20, 2017
From: UNIVERSITY OF CHICAGO
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 042286/0008 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 23, 2014
From: YU, LUPING; SON, HAE JUNG
To: THE UNIVERSITY OF CHICAGO
Reel/Frame 032031/0175 →
Continuity (2)
Provisional Application 61517205 · Apr 15, 2011
Related Publication 20140145119A1 · May 29, 2014