Compound, light-emitting material, and organic light-emitting device

Patent metadata

Field	Value
Publication number	US-9660199-B2
Application number	US-201314379567-A
Country	US
Kind code	B2
Filing date	May 10, 2013
Priority date	May 17, 2012
Publication date	May 23, 2017
Grant date	May 23, 2017

Abstract

A compound represented by the general formula (1) is useful as a light-emitting material. In the general formula (1), Ar 1 to Ar 3 represent an aryl group, provided that at least one thereof represents an aryl group substituted by a group represented by the general formula (2). In the general formula (2), R 1 to R 8 represent a hydrogen atom or a substituent; Z represents O, S, O═C or Ar 4 —N; and Ar 4 represents an aryl group.

First claim

The invention claimed is:

1. A compound represented by the following general formula (1):

wherein in the general formula (1), Ar 1 to Ar 3 each independently represent a substituted or unsubstituted aryl group, provided that at least one thereof represents an aryl group substituted by a group represented by the following general formula (2):

wherein in the general formula (2), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent; Z represents O, S, O═C or Ar 4 —N; and Ar 4 represents a substituted or unsubstituted aryl group, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure, provided that neither Ar 2 nor Ar 3 is a phenyl group when Ar1 is a 4-(phenothiazin-10-yl)phenyl group, and
provided that when one of the Ar 1 to Ar 3 is an aryl group substituted with a group represented by the general formula (2) wherein Z is O, S or O═C, then at least one of the other Ar 1 to Ar 3 has a group represented by the general formula (2).

2. The compound according to claim 1 , wherein at least one of Ar 1 to Ar 3 in the general formula (1) represents an aryl group substituted by a group represented by the following general formula (3):

wherein in the general formula (3), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

3. The compound according to claim 1 , wherein at least one of Ar 1 to Ar 3 in the general formula (1) represents an aryl group substituted by a group represented by the following general formula (4):

wherein in the general formula (4), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

4. The compound according to claim 1 , wherein at least one of Ar 1 to Ar 3 in the general formula (1) represents an aryl group substituted by a group represented by the following general formula (5):

wherein in the general formula (5), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

5. The compound according to claim 1 , wherein the compound has a structure represented by the following general formula (6):

wherein in the general formula (6), Ar 2 , Ar 3 , Ar 2 ′ and Ar 3 ′ each independently represent a substituted or unsubstituted aryl group; Ar 5 and Ar 5 ′ each independently represent a substituted or unsubstituted arylene group; and R 1 to R 8 each independently represent a hydrogen atom or a substituent, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

6. The compound according to claim 1 , wherein the compound has a structure represented by the following general formula (7):

wherein in the general formula (7), at least one of R 11 to R 25 represents a group represented by the general formula (2) below, and the other thereof each independently represent a hydrogen atom or a substituent other than the general formula (2), provided that R 11 and R 12 , R 12 and R 13 , R 13 and R 14 , R 14 and R 15 , R 16 and R 17 , R 17 and R 18 , R 18 and R 19 , R 19 and R 20 , R 21 and R 22 , R 22 and R 23 , R 23 and R 24 , and R 24 and R 25 each may be bonded to each other to form a cyclic structure:

wherein in the general formula (2), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent; Z represents O, S, O═C or Ar 4 —N; and Ar 4 represents a substituted or unsubstituted aryl group, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

7. The compound according to claim 6 , wherein at least one of R 11 to R 25 in the general formula (7) represents a group represented by the following general formula (3):

wherein in the general formula (3), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

8. The compound according to claim 6 , wherein at least one of R 11 to R 25 in the general formula (7) represents a group represented by the following general formula (4):

wherein in the general formula (4), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

9. The compound according to claim 6 , wherein at least one of R 11 to R 25 in the general formula (7) represents a group represented by the following general formula (5):

wherein in the general formula (5), * represents the bonding site to the triazine ring in the general formula (1); R 1 to R 8 each independently represent a hydrogen atom or a substituent, provided that R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 5 and R 6 , R 6 and R 7 , and R 7 and R 8 each may be bonded to each other to form a cyclic structure.

10. The compound according to claim 7 , wherein the compound has a rotationally symmetric structure with the center of the triazine ring as the axis.

11. The compound according to claim 6 , wherein the compound has a structure represented by the following general formula (8):

Assignees

• Kyulux Inc

Inventors

• SHIZU Katsuyuki
• Tanaka Hiroyuki
• Nakanotani Hajime
• Adachi Chihaya

Classifications

• H01L51/5012

  Electricity · mapped topic

• C07D251/24 Primary

  to three ring carbon atoms · CPC title

• C09K2211/1037

  with sulfur · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C07D413/10

  linked by a carbon chain containing aromatic rings · CPC title