Semiconducting polymers
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.
1. A semiconducting polymer of the formula (I)
where X 1 and X 2 are independently O, S, N, NH, CR 1 , CR 2 , CHR 1 , or CHR 2 , where R 1 and R 2 are independently H, alkyl, alkoxy, aryl, aryloxy, heteroaryl, heteroaryloxy, oligo(ethylene glycol);
Y 1 and Y 2 are independently O, Se, or amino;
Z is an ester, amide, cyano, alkyl, or polyfluoroalkyl, polychloroalkyl, aryl, or heteroaryl;
W is H, halogen, cyano, dicyanovinyl, or tricyanovinyl; and
n is an integer greater than 0.
2. The semiconducting polymer of claim 1 , where X 1 and X 2 are independently O, S, NH, CHR 1 , or CHR 2 .
3. The semiconducting polymer of claim 2 , where W is F or H.
4. The semiconducting polymer of claim 2 , where X 1 and X 2 are independently CH 2 or O.
5. The semiconducting polymer of claim 2 , where Z is O n F 2n+1 or C n H 2n+1 , and n is an integer from 1 to 12.
6. The semiconducting polymer of claim 2 , where Z is —COOR″, where R″ is alkyl, alkoxy, aryl, aryloxy, heteroaryl, or heteroaryloxy.
7. The semiconducting polymer of claim 6 , where R″ is
or
8. The semiconducting polymer of claim 2 where
X 1 and X 2 are CH 2 ,
Z is COOR″,
W is H,
R 1 and R 2 are C 7 H 15 , and
R″ has the formula
9. The semiconducting polymer of claim 2 where
X 1 and X 2 are O,
Z is COOR″,
W is F or H,
R 1 and R 2 have the following formula:
and R″ is C 8 H 17 .
10. A conjugate of a semiconducting polymer according to claim 1 .
11. A conjugate of a semiconducting polymer according to claim 2 and an acceptor material.
12. The conjugate of semiconducting polymer of claim 1 where the acceptor material is a fullerene derivative.
13. The conjugate of a semiconducting polymer of claim 2 where the fullerene derivative is C 61 or C 71 .
14. A conjugate of the semiconducting polymer according to claim 1 , wherein Z is of the formula:
and R′ is —(CH 2 ) m — and m is an integer between 2 and 16;
X is selected from O, S, NH, and —ONH—.
15. The conjugate of claim 14 , where X 1 and X 2 are independently O, S, NH, CHR 1 , or CHR 2 .
16. The semiconducting polymer of claim 2 in a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, or photodiode.
17. The conjugate of claim 1 in a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, semiconducting cell, photodiode or polymeric field effect transistors.
18. A photovoltaic layer, comprising a semi-conducting polymer according to claim 2 .
19. The semiconducting polymer of claim 6 , where Z is C m H 2m+1 and m is an integer from 1 to 30.