IP Library Granted Patent US 9,512,354
Granted Patent B2
US 9,512,354 · App. 12/479,228 · Granted Dec 6, 2016

Chlorinated naphthalenetetracarboxylic acid derivatives, preparation thereof and use thereof in organic electronics

Inventors: Martin Koenemann (Mannheim, DE); Gabriele Mattern (Schifferstadt, DE); Frank Wuerthner (Hoechberg, DE); Cornelia Roeger (Schwetzingen, DE); Ruediger Schmidt (Paderborn, DE)
Assignee: BASF SE
C09K11/06C07D471/06C07D491/06C07D493/06H01L51/0053H01L51/0545H01L51/42H01L51/50Y02E10/549
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Quick Facts
Patent No.
US 9,512,354
App. No.
12/479,228
Granted
Dec 6, 2016
Kind
B2
Abstract

The present invention relates to chlorinated naphthalenetetracarboxylic acid derivatives, preparation thereof and use thereof as charge transport materials, exciton transport materials or emitter materials.

Claims (18)

1. A method for obtaining an n-semiconductor in organic field-effect transistors, a charge transport material, or an exciton transport material in solar cells, comprising disposing a compound of a formula (I.B) on a substrate:

wherein at least two of the R 1 , R 2 , R 3 and R 4 radicals are Cl and the remaining radicals are hydrogen; R a and R b are each 1H,1H-perfluoro-C 2 -C 30 -alkyl or 1H,1H,2H,2H-perfluoro-C 3 -C 30 -alkyl, wherein R a and R b are not each 1H,1H-perfluoro-C 4 -alkyl.

2. The method according to claim 1 , wherein R 1 and R 3 are each chlorine.

3. The method according to claim 1 , wherein R 1 and R 4 are each chlorine.

4. The method according to claim 1 , wherein R 1 , R 2 and R 3 are each chlorine.

5. The method according to claim 1 , wherein R 1 , R 2 , R 3 and R 4 are each chlorine.

6. An exciton transport material in excitonic solar cells obtained by the method according to claim 1 .

7. An organic field-effect transistor comprising a substrate with at least one gate structure, a source electrode and a drain electrode, and an n-type semiconductor obtained by the method according claim 1 .

8. A substrate comprising a multitude of organic field-effect transistors, wherein at least some of the field-effect transistors comprise an n-semiconductor obtained by the method according to claim 1 .

9. A semiconductor unit comprising at least one substrate as defined in claim 8 .

10. An organic solar cell obtained by a process comprising the method according claim 1 .

11. The method according to claim 1 , wherein said compound of formula (I.B) is disposed by a method selected from the group consisting of printing, evaporation, laser transfer, spin-coating, photolithography and, drop casting.

12. A method for obtaining an n-semiconductor in organic field-effect transistors, a charge transport material, or an exciton transport material in solar cells, comprising disposing a compound of a formula (I.B) on a substrate:

wherein at least two of the R 1 , R 2 , R 3 and R 4 radicals are Cl and the remaining radicals are hydrogen; R a and R b are each 1H,1H-perfluoro-C 4 -alkyl.

13. The method according to claim 12 , wherein R 1 and R 3 are each chlorine.

14. The method according to claim 12 , wherein R 1 and R 4 are each chlorine.

15. The method according to claim 12 , wherein R 1 , R 2 and R 3 are each chlorine.

16. The method according to claim 12 , wherein R 1 , R 2 , R 3 and R 4 are each chlorine.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 22, 2020
From: BASF SE
To: CLAP CO., LTD.
Reel/Frame 052459/0201 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 31, 2009
From: KOENEMANN, MARTIN; MATTERN, GABRIELE; WUERTHNER, FRANK; ROEGER, CORNELIA; SCHMIDT, RUEDIGER
To: BASF SE
Reel/Frame 023034/0231 →
Priority Claims (1)
DE 10 2008 027 214 · Jun 6, 2008 · national
Continuity (2)
Provisional Application 61116760 · Nov 21, 2008
Related Publication 20090301552A1 · Dec 10, 2009