Sulfonic acid ester compound and use therefor

Patent metadata

Field	Value
Publication number	US-10847725-B2
Application number	US-201716309866-A
Country	US
Kind code	B2
Filing date	Jun 14, 2017
Priority date	Jun 16, 2016
Publication date	Nov 24, 2020
Grant date	Nov 24, 2020

Abstract

Provided is an electron-accepting substance precursor comprising a sulfonic acid ester compound represented by formula (1).

(In the formula, R 1 -R 4 each independently represent a hydrogen atom, or a straight-chain or branched C1-6 alkyl group. R 5 represents a C2-20 monovalent hydrocarbon group which may be substituted. A 1 represents —O— or —S—. A 2 represents a group having a valence of (n+1) and derived from naphthalene or anthracene. A 3 represents a group having a valence of m and derived from perfluorinated biphenyl. m represents an integer satisfying 2≤m≤4. n represents an integer satisfying 1≤n≤4).

First claim

The invention claimed is:

1. An electron-accepting substance precursor consisting of a sulfonic acid ester compound of formula (1) below

wherein R 1 to R 4 are each independently a hydrogen atom or a linear or branched alkyl group of 1 to 6 carbon atoms, and R 5 is a monovalent hydrocarbon group of 2 to 20 carbon atoms which may be substituted;
A 1 represents —O— or —S—, A 2 is a group having a valence of n+1 which is derived from naphthalene or anthracene, and A 3 is an m-valent group derived from perfluorobiphenyl; and
m is an integer that satisfies the condition 2≤m≤4, and n is an integer that satisfies the condition 1≤n≤4.

2. The electron-accepting substance precursor of claim 1 , wherein R 1 or R 3 is a linear alkyl group of 1 to 3 carbon atoms and the remainder of R 1 to R 4 are hydrogen atoms.

3. The electron-accepting substance precursor of claim 2 , wherein R 1 is a linear alkyl group of 1 to 3 carbon atoms and R 2 to R 4 are hydrogen atoms.

4. The electron-accepting substance precursor of any one of claims 1 to 3 , wherein R 5 is a linear alkyl group of 2 to 4 carbon atoms or a phenyl group.

5. The electron-accepting substance precursor of claim 1 , wherein m is 2.

6. The electron-accepting substance precursor of claim 1 , wherein n is 2.

7. A charge-transporting varnish comprising the electron-accepting substance precursor of claim 1 , a charge-transporting substance and an organic solvent.

8. The charge-transporting varnish of claim 7 , wherein the organic solvent is a low-polarity organic solvent.

9. The charge-transporting varnish of claim 7 or 8 , wherein the charge-transporting substance is an aniline derivative.

10. A charge-transporting thin film produced using the charge-transporting varnish of claim 7 .

11. An organic electroluminescent device comprising the charge-transporting thin film of claim 10 .

Assignees

• Nissan Chemical Corp

Inventors

• Ota Hirofumi
• Endo Toshiyuki

Classifications

• H10K50/17

  Carrier injection layers · CPC title

• H10K85/611

  Charge transfer complexes · CPC title

• C07C309/75 Primary

  containing singly-bound oxygen atoms bound to the carbon skeleton · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C09D201/00

  Coating compositions based on unspecified macromolecular compounds · CPC title