Material for organic light-emitting device and organic light-emitting device including the same

Patent metadata

Field	Value
Publication number	US-2016181535-A1
Application number	US-201514972853-A
Country	US
Kind code	A1
Filing date	Dec 17, 2015
Priority date	Dec 18, 2014
Publication date	Jun 23, 2016
Grant date	—

Abstract

A material for an organic light-emitting device, the material including a repeating unit represented by Formula 1:

wherein, in Formula 1, R 1 , A, and X 1 are the same as described in the specification.

First claim

What is claimed is:

1 . A material for an organic light-emitting device, the material comprising
a repeating unit represented by Formula 1:

wherein, in Formula 1,
R 1 is selected from a single bond, a phenylene group, and a group represented by one of Formulae a1 to a9:

wherein, in Formulae a1 to a9,
R 22 is a C 1 -C 6 alkyl group,
X 21 and X 22 are each independently selected from an oxygen atom and a sulfur atom;
A is a divalent saturated aliphatic cyclic group; and
X 1 is a charge transport unit.

2 . The material of claim 1 , wherein
R 1 is selected from a phenylene group and a group represented by one of Formulae a1 to a9.

3 . The material of claim 1 , wherein
R 1 is selected from a phenylene group and a group represented by Formula a1.

4 . The material of claim 1 , wherein
R 1 is a phenylene group.

5 . The material of claim 1 , wherein
A is selected from an adamantylene group, a diadamantylene group, a triadamantylene group, a tetraadamantylene group, a cyclopropylene group, a cyclobutylene group, a cyclopentylene group, a cyclohexylene group, a bicyclo[2.1.0]pentyl group, a bicyclo[3.1.0]hexyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[4.1.0]heptyl group, a bicyclo[2.2.1]heptyl group, and a pentacyclo [4.2.0.0 2,5 .0 3,8 .0 4,7 ]octanyl group.

6 . The material of claim 1 , wherein
A is selected from an adamantylene group, a diadamantylene group, a triadamantylene group, and a tetraadamantylene group.

7 . The material of claim 1 , wherein
X 1 is selected from an arylamine moiety, a fluorene moiety, a carbazole moiety, a dibenzofurane moiety, a dibenzothiophene moiety, each optionally forming a fused ring system or a spiro ring system; a fluorenone moiety, a quinone moiety, an anthraquinone moiety, a diphenylquinone moiety, a thiopyrandioxide moiety, an oxazole moiety, an oxadiazole moiety, a triazole moiety, an imidazole moiety, an anthrone moiety, a bipyridine moiety, and a phenanthroline moiety.

8 . The material of claim 1 , wherein
X 1 is a group represented by one of Formulae b1 to b13:

wherein, in Formulae b1 to b13,
R 311 , R 312 , R 313 , R 321 , R 322 , R 331 , R 341 , R 351 , R 352 , R 361 , R 362 , R 363 , R 371 , R 372 , R 381 , R 391 , R 3101 , R 3111 , R 3112 , R 3113 , R 3121 , R 3122 , R 3123 , R 3124 , R 3125 , R 3131 and R 3132 are each independently selected from a hydrogen atom, a C 1 -C 8 alkyl group, and a group represented by one of Formulae c1 to c16:

wherein, in Formulae c1 to c16,
p is 0 or 1; and
Z 11 , Z 12 , Z 21 , Z 31 , Z 41 , Z 42 , Z 51 , Z 52 , Z 53 , Z 61 , Z 62 , Z 71 , Z 72 , Z 81 , Z 82 , Z 91 , and Z 92 are each independently selected from a C 1 -C 6 alkyl group, a methoxy group, and a group represented by one of Formulae d1 to d7:

wherein, in Formulae d1 to d7,
alkyl indicates a C 1 -C 6 alkyl group;
Y 11 , Y 12 , Y 21 , Y 31 , Y 41 , Y 42 , Y 51 , Y 52 , Y 61 , Y 62 , and Y 63 are each independently a group represented by one of Formulae e1 to e11:

wherein, in Formulae e1 to e11,
R 411 , R 412 , R 421 , R 431 , R 441 , R 442 , R 451 , R 452 , R 461 , and R 462 are each independently selected from a hydrogen atom, a C 1 -C 6 alkyl group, a phenyl group, and a tolyl group.

9 . The material of claim 8 , wherein
X 1 is a group represented by one of Formulae b1 to b5, b8, and b11.

10 . The material of claim 8 , wherein
X 1 is a group represented by one of Formulae b1 and b11.

11 . The material of claim 1 , wherein
the repeating unit represented by Formula 1 is represented by Formula 1a:

wherein, in Formula 1a,
X 1 is the same as in Formula 1.

12 . The material of claim 1 , wherein
the material for the organic light-emitting device comprises 20 to 500 repeating units in total.

13 . The material of claim 1 , wherein
the material comprises the repeating unit represented by Formula 1 in an amount of 10 to 100 mol %.

14 . The material of claim 1 , wherein
the material comprises the repeating unit represented by Formula 1 in an amount of 30 to 100 mol %.

15 . The material of claim 1 , further comprising
a repeating unit represented by Formula 2:

wherein, in Formula 2,
R 10 is the same as in Formula 1;
X 10 is the same as in Formula 1; and
q is 0 or 1.

16 . The material of claim 1 , wherein
the material for the organic light-emitting device is represented by Formula 3:

wherein, in Formula 3,
R 1 and R 10 are each independently defined as R 1 in Formula 1;
A is the same as A in Formula 1;
X 1 and X 10 are each independently defined as X 1 in Formula 1;
q is 0 or 1;
n is an integer of 20 to 500; and
m is an integer of 1 to 180.

17 . The material of claim 16 , wherein
n and m satisfy the condition of 0.1≦n/(n+m)≦1.

18 . The material of claim 16 , wherein
n and m satisfy the condition of 20≦n+m≦500.

19 . An organic light-emitting device comprising:
a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode; wherein the organic layer comprises the material of claim 1 .

20 . The organic light-emitting device of claim 19 , wherein
the organic film comprises at least one layer selected from a hole injection layer and a hole transport layer, and the at least one layer comprises the material of claim 1 .

Assignees

• Samsung Electronics Co Ltd

Inventors

• Tsuji Masashi
• Hasegawa Koji
• Taguchi Makoto

Classifications

• C08F32/00 Primary

  Homopolymers and copolymers of cyclic compounds having no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system · CPC title

• H01L51/0043

  Electricity · mapped topic

• H01L51/0035 Primary

  Electricity · mapped topic

• C08F26/00

  Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen · CPC title

• H01L51/5056

  Electricity · mapped topic