Polymer compound, composition, and light-emitting device using the same

Patent metadata

Field	Value
Publication number	US-9267003-B2
Application number	US-201314374546-A
Country	US
Kind code	B2
Filing date	Jan 18, 2013
Priority date	Jan 30, 2012
Publication date	Feb 23, 2016
Grant date	Feb 23, 2016

Abstract

Provided are a useful polymer compound excellent in hole transportability, and a composition, an organic film, an insolubilized organic film, a light-emitting device, a planar light source, and a display device including the polymer compound. The polymer compound comprises a constitutional unit represented by Formula (1) in an amount of 51% by mol or more with respect to the total amount of all constitutional units and at least one of a constitutional unit represented by Formula (2) and a constitutional unit represented by Formula (3):

First claim

The invention claimed is:

1. A polymer compound comprising:
a structural unit represented by Formula (1) in an amount of 51% by mol or more with respect to the total amount of all structural units; and
a structural unit represented by Formula (2):

wherein in Formula (1),
a represents an integer of from 1 to 3, b represents 0 or 1,
Ar 1 and Ar 3 each independently represents an arylene group optionally having a substituent or a divalent heterocyclic group optionally having a substituent; Ar 2 and Ar 4 each independently represents an arylene group optionally having a substituent, a divalent heterocyclic group optionally having a substituent, or a divalent group made by linking two or more groups that are selected from the group consisting of an arylene group optionally having a substituent and a divalent heterocyclic group optionally having a substituent and may be the same as or different from each other; each of Ar 1 , Ar 2 , Ar 3 , and Ar 4 may be linked to another group bonding to a nitrogen atom to which the Ar 1 , Ar 2 , Ar 3 , and Ar 4 is bonded, thereby forming a ring structure; when Ar 2 is plurally present, they may be the same as or different from each other, and
R A , R B , and R C each independently represents a hydrogen atom, an alkyl group optionally having a substituent, an aryl group optionally having a substituent, or a monovalent heterocyclic group optionally having a substituent; when R B is plurally present, they may be the same as or different from each other,

wherein in Formula (2),
na represents an integer of from 0 to 3, nb represents an integer of from 0 to 12, nA represents 0 or 1, n represents an integer of from 1 to 4,
Ar 5 represents a (2+n)-valent aromatic hydrocarbon group optionally having a substituent or a (2+n)-valent heterocyclic group optionally having a substituent,
L a and L b each independently represents an alkylene group, or a phenylene group optionally having a substituent; when L a is plurally present, they may be the same as or different from each other, when L b is plurally present, they may be the same as or different from each other,
L A represents an oxygen atom or a sulfur atom; when L A is plurally present, they may be the same as or different from each other, and
X represents a monovalent crosslinking group; when X is plurally present, they may be the same as or different from each other,
wherein the polymer compound comprises a plurality of monovalent crosslinking groups represented by X, the monovalent crosslinking groups comprising at least one monovalent crosslinking group represented by Formula (X-1) and at least one monovalent crosslinking group represented by Formula (X-2):

wherein in Formula (X-2)
ne and nf each independently represents 0 or 1,
L x1 represents an oxygen atom, a sulfur atom, a carbonyl group, or a group represented by —O—CO—, and
R 4 , R 5 , R 6 , R 7 , and R 8 each independently represents a hydrogen atom, an alkyl group optionally having a substituent, an alkoxy group optionally having a substituent, an alkylthio group optionally having a substituent, an aryl group optionally having a substituent, an aryloxy group optionally having a substituent, an arylthio group optionally having a substituent, a monovalent heterocyclic group optionally having a substituent, an amino group optionally having a substituent, a silyl group optionally having a substituent, an acyl group optionally having a substituent, an acyloxy group optionally having a substituent, a halogen atom, a cyano group, or a nitro group.

2. The polymer compound according to claim 1 , wherein the structural unit represented by Formula (2) is a structural unit represented by Formula (4):

wherein in Formula (4)
nc represents an integer of from 0 to 3, nd represents an integer of from 0 to 12, nB represents 0 or 1, m represents 1 or 2,
L c and L d each independently represents an alkylene group optionally having a substituent, or a phenylene group optionally having a substituent; when L c is plurally present, they may be the same as or different from each other; when L d is plurally present, they may be the same as or different from each other,
L B represents an oxygen atom or a sulfur atom; when L B is plurally present, they may be the same as or different from each other,
X represents a monovalent crosslinking group; when X is plurally present, they may be the same as or different from each other, and
R 3 represents a hydrogen atom, an alkyl group optionally having a substituent, an alkoxy group optionally having a substituent, an aryl group optionally having a substituent, an aryloxy group optionally having a substituent, a monovalent heterocyclic group optionally having a substituent, or a monovalent heterocyclic oxy group; when R 3 is plurally present, they may be the same as or different from each other.

3. The polymer compound according to claim 1 , wherein X is a monovalent crosslinking group optionally having a substituent represented by Formula (X-1)

4. The polymer compound according to claim 1 , wherein Ar 2 represents a 2,7-fluorenediyl group optionally having a substituent, a naphthalenediyl group optionally having a substituent, a phenanthrenediyl group optionally having a substituent, a dihydrophenanthrenediyl group optionally having a substituent, an anthracenediyl group optionally having a substituent, a pyrenediyl group optionally having a substituent, or a perylenediyl group optionally having a substituent.

5. A method for producing the polymer compound according to claim 1 , the method comprising:
performing a polymerization reaction of a monomer composition comprising a first monomer represented by Formula (5) and a second monomer represented by Formula (6), thereby obtaining the polymer compound:

wherein in Formula (5),
d represents an integer of 1 to 3, e represents 0 or 1,
Ar 9 and Ar 11 each independently represents an arylene group optionally having a substituent or a divalent heterocyclic group optionally having a substituent, Ar 10 and Ar 12 each independently represents an arylene group optionally having a substituent, a divalent heterocyclic group optionally having a substituent, or a divalent group made by linking two or more groups that are selected from the group consisting of arylene groups optionally having a substituent and divalent heterocyclic groups optionally having a substituent and may be the same as or different from each other; each of Ar 9 , Ar 10 , Ar 11 , and Ar 12 may be linked to another group bonding to a nitrogen atom to which the Ar 9 , Ar 10 , Ar 11 , and Ar 12 is bonded, thereby forming a ring structure; when Ar 10 is plurally present, they may be the same as or different from each other,
R D , R E , and R F each independently represents a hydrogen atom, an alkyl group optionally having a substituent, an aryl group optionally having a substituent, or a monovalent heterocyclic group optionally having a substituent; when R′ is a plurally present, they may be the same as or different from each other, and
Z 1 and Z 2 each indepen

Assignees

• Sumitomo Chemical Co

Inventors

• Yoshida Tomoyasu
• Inada Youichi
• Fukushima Daisuke

Classifications

• C08G2261/3162

  Arylamines · CPC title

• C08G2261/148

  Side-chains having aromatic units · CPC title

• C08G2261/1414

  Unsaturated aliphatic units · CPC title

• C08G2261/411

  Suzuki reactions · CPC title

• C08G2261/95

  Use in organic luminescent diodes · CPC title