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 ,
R 1 and R 2 are independently H, alkyl, alkoxy, aryl, aryloxy, heteroaryl, heteroaryloxy, or oligo (ethylene glycol);
Y 1 and Y 2 are independently O, S, Se, or amino;
Z is an ester, amide, cyano, alkyl, aryl, 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 X 1 and X 2 are independently O, S, N, NH, or CH 2 .
4. The semiconducting polymer of claim 3 , where X 1 and X 2 are independently CH 2 or O.
5. The semiconducting polymer of claim 3 , where either Y 1 , Y 2 or both are S.
6. The semiconducting polymer of claim 3 , where Z is C n H 2n+1 , and n is an integer from 1 to 12.
7. The semiconducting polymer of claim 3 , where Z is —COOR″, where R″ is alkyl, aryl, or heteroaryl.
8. The semiconducting polymer of claim 7 where R″ has one the following formulae:
9. The semiconducting polymer of claim 3 where
X 1 and X 2 are CH 2 ,
Y 1 and Y 2 are S,
Z is COOR″,
W is H,
R 1 and R 2 are C 7 H 15 , and
R″ has the formula
10. The semiconducting polymer of claim 3 where
X 1 and X 2 are O,
Y 1 and Y 2 are S,
Z is COOR″,
W is F or H,
R 1 and R 2 have the following formula:
and R″ is C 8 H 17 .
11. The conjugate of a semiconducting polymer according to claim 2 .
12. The conjugate of a semiconducting polymer according to claim 2 and an acceptor material.
13. The conjugate of a semiconducting polymer of claim 12 where the acceptor material is a fullerene derivative.
14. The conjugate of a semiconducting polymer of claim 13 where the fullerene derivative is C 61 or C 71 .
15. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, a semiconducting cell, and a photodiode, comprising the polymer of claim 2 .
16. A device selected from the group consisting of a solar cell, an optical device, an electroluminescent device, a photovoltaic cell, a semiconducting cell, a photodiode and polymeric field effect transistors, comprising the conjugate of claim 12 .
17. A photovoltaic layer comprising a semi-conducting polymer according to claim 2 .
18. The polymer of claim 2 , wherein X 1 and X 2 are independently a cross-linkable group.
19. The semiconducting polymer of claim 7 , where Z is —COOR″, where R″ is C m H 2m+1 , and where m is an integer from 1 to 30.
20. A semiconducting polymer of the formula (I)
where X 1 and X 2 are independently O, S, NH, or CH 2 ;
R 1 and R 2 are independently H, alkyl, alkoxy, aryl, aryloxy, heteroaryl, heteroaryloxy, or oligo (ethylene glycol);
Y 1 and Y 2 are independently O, S, Se, or amino;
Z is —COOR″, where R″ is alkyl, aryl, or heteroaryl;
W is H, halogen, cyano, dicyanovinyl, or tricyanovinyl; and
n is an integer greater than 0.
21. The semiconducting polymer of claim 20 where R″ has one of the following formulae:
22. A semiconducting polymer of the formula (I)
where X 1 and X 2 are CH 2 ;
Y 1 and Y 2 are S;
W is H;
n is an integer greater than 0;
R 1 and R 2 are C 7 -C 15 ; and
Z is —COOR″ where R″ is represented by formula III:
23. The semiconducting polymer of the formula (I)
where X 1 and X 2 are O;
Y 1 and Y 2 are S;
Z is COOR″;
W is F or H;
n is an integer greater than 0;
R 1 and R 2 have the following formula:
and R″ is C 8 H 17 .
24. The semiconducting polymer of claim 3 , where W is F or H.
25. The semiconducting polymer of claim 20 , where R 1 and R 2 are independently H, alkyl, aryl, heteroaryl, or oligo (ethylene glycol).