IP Library Granted Patent US 8,735,577
Granted Patent B2
US 8,735,577 · App. 13/122,246 · Granted May 27, 2014

1,3,5-triazine derivative, process for producing same, and organic electroluminescent element comprising same as constituent component

Inventors: Hidenori Aihara (Ayase, JP); Akitoshi Ogata (Ayase, JP); Tsuyoshi Tanaka (Ayase, JP)
Assignees: Tosoh Corporation; Sagami Chemical Research Institute
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Quick Facts
Patent No.
US 8,735,577
App. No.
13/122,246
Granted
May 27, 2014
Kind
B2
Abstract

A 1,3,5-triazine derivative represented by the formula (1): wherein R 1 , R 2 and R 3 each independently represent a hydrogen atom or a methyl group; X represents a carbon atom or a nitrogen atom; Ar 1 represents a substituted or unsubstituted aromatic hydrocarbon group; Ar 2 represents an C 1-4 alkyl-substituted or unsubstituted aromatic 6-membered heterocyclic group having one or two nitrogen atoms, which may be a condensed ring compound. An organic electroluminescent device comprising the 1,3,5-triazine derivative exhibits low power consumption and long lifetime.

Claims (15)

1. A 1,3,5-triazine compound represented by the following formula (1):

wherein:

R 1 , R 2 , and R 3 each independently represents a hydrogen atom or a methyl group;

X represents a carbon atom or a nitrogen atom;

Ar 1 represents a group selected from a phenyl group, a p-tolyl group, a m-tolyl group, a 4-butylphenyl group, a 4-tert-butylphenyl group, a 4-biphenylyl group, a 3-biphenylyl group, a 1-naphthyl group, a 4-methylnaphthalen-1-yl group, a 4-tert-butylnaphthalen-1-yl group, a 5-methylnaphthalen-1-yl group, a 5-tert-butylnaphthalen-1-yl group, a 2-naphthyl group, a 6-methylnaphthalen-2-yl group, a 6-tert-butylnaphthalen-2-yl group, a 7-methylaphthalene-2-yl group, and a 7-tert-butylnaphthalen-2-yl group; and

Ar 2 represents a group selected from a pyrazyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a 2-pyrimidyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a 2-quinoxalyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a quinazolyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a quinolyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; and an isoquinolyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms.

2. The 1,3,5-triazine compound according to claim 1 , wherein R 1 , R 2 , and R 3 represent a hydrogen atom.

3. The 1,3,5-triazine compound according to claim 1 , wherein Ar 1 represents a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group.

4. The 1,3,5-triazine compound according to claim 1 , wherein X represents a carbon atom.

5. An organic electroluminescent device comprising as a constituent a 1,3,5-triazine compound represented by the following formula (1):

wherein:

R 1 , R 2 , and R 3 each independently represents a hydrogen atom or a methyl group;

X represents a carbon atom or a nitrogen atom;

Ar 1 represents a group selected from a phenyl group, a p-tolyl group, a m-tolyl group, a 4-butylphenyl group, a 4-tert-butylphenyl group, a 4-biphenylyl group, a 3-biphenylyl group, a 1-naphthyl group, a 4-methylnaphthalen-1-yl group, a 4-tert-butylnaphthalen-1-yl group, a 5-methylnaphthalen-1-yl group, a 5-tert-butylnaphthalen-1-yl group, a 2-naphthyl group, a 6-methylnaphthalen-2-yl group, a 6-tert-butylnaphthalen-2-yl group, a 7-methylaphthalene-2-yl group, and a 7-tert-butylnaphthalen-2-yl group; and

Ar 2 represents a group selected from a pyrazyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a 2-pyrimidyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a 2-quinoxalyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a quinazolyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; a quinolyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms; and an isoquinolyl group, which may have an alkyl substituent or substituents, each having 1 to 4 carbon atoms.

Assignments (2)
CHANGE OF NAME Recorded Jun 30, 2011
From: SAGAMI CHEMICAL RESEARCH CENTER
To: SAGAMI CHEMICAL RESEARCH INSTITUTE
Reel/Frame 026533/0726 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2011
From: AIHARA, HIDENORI; OGATA, AKITOSHI; TANAKA, TSUYOSHI
To: TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH CENTER
Reel/Frame 026062/0721 →
Priority Claims (2)
JP 2008-258652 · Oct 3, 2008 · national
JP 2008-258653 · Oct 3, 2008 · national
Continuity (1)
Related Publication 20110190494A1 · Aug 4, 2011