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

Patent metadata

Field	Value
Publication number	US-9512354-B2
Application number	US-47922809-A
Country	US
Kind code	B2
Filing date	Jun 5, 2009
Priority date	Jun 6, 2008
Publication date	Dec 6, 2016
Grant date	Dec 6, 2016

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.

First claim

The invention claimed is:

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.

Assignees

• Koenemann Martin
• Mattern Gabriele
• Wuerthner Frank
• Roeger Cornelia
• Schmidt Ruediger
• Basf Se

Inventors

• Koenemann Martin
• Mattern Gabriele
• Wuerthner Frank
• Roeger Cornelia
• Schmidt Ruediger

Classifications

• C09B57/08

  Naphthalimide dyes; Phthalimide dyes · CPC title

• C07D493/06

  Peri-condensed systems · CPC title

• C07D471/02 Primary

  in which the condensed system contains two hetero rings · CPC title

• C07D491/06

  Peri-condensed systems · CPC title

• Y02E10/549

  Organic PV cells · CPC title