IP Library › Granted Patent US 11,974,494
Granted Patent B2
US 11,974,494 · App. 15/855,145 · Granted Apr 30, 2024

Polymer compound, composition including the polymer compound, light-emitting device including the polymer compound

Inventors: Takahiro Fujiyama (Kanagawa, JP); Keisuke Korai (Kanagawa, JP); Katsunori Shibata (Kanagawa, JP); Daeyoung Chung (Suwon-si, KR); Eunjoo Jang (Suwon-si, KR); Taehyung Kim (Suwon-si, KR)
Assignee: SAMSUNG ELECTRONICS CO., LTD.
H10K85/115C08G61/02C08G61/124H10K50/115H10K85/141H10K85/151C08G2261/12C08G2261/1412C08G2261/1414C08G2261/1434C08G2261/147C08G2261/148C08G2261/312C08G2261/3142C08G2261/95H10K50/11H10K50/15H10K50/17H10K2101/10
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Quick Facts
Patent No.
US 11,974,494
App. No.
15/855,145
Granted
Apr 30, 2024
Kind
B2
Abstract

A polymer compound including a repeating unit represented by Formula 1: wherein, in Formula 1, groups and variables are the same as described in the specification.

Claims (60)

1. A polymer compound consisting of a first repeating unit represented by one of Formulae

1-1-a to 1-1-r, 1-2-a to 1-2-l, 1-3-a to 1-3-l, and 1-4-a to 1-4-l a third repeating unit represented by Formulae 4-1 or 4-2, and optionally a second repeating unit represented by Formula 2, wherein the first repeating units may be the same or different, the third repeating units may be the same or different, and the second repeating units may be the same of different:

wherein, in Formulae

1-1-a to 1-1-r, 1-2-a to 1-2-l, 1-3-a to 1-2-l, and 1-4-a to 1-4-l;

each instance of alkyl is independently unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, or a C 1 -C 60 alkyl group, and

* and *′ each indicate a binding site to a neighboring atom,

wherein, in Formulae 4-1 and 4-2,

R 41 and R 42 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, or a C 1 -C 60 alkyl group, and

* and *′ each indicate a binding site to Formula 1, Formula 2, Formula 4-1, Formula 4-2, or a combination thereof,

wherein, in Formula 2,

Ar 3 is a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C 1 -C 30 heterocyclic group,

L 5 is selected from a single bond, a substituted or unsubstituted C 1 -C 60 alkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenylene group, a substituted or unsubstituted C 6 -C 60 arylene group, a substituted or unsubstituted C 1 -C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

m5 is an integer from 0 to 5,

when m5 is zero, L 5 is a single bond,

when m5 is two or more, two or more groups L 5 are identical to or different from each other,

Q 1 is a monovalent crosslinking group comprising at least one selected from an ether group, a vinyl group, an acrylate group, a methacrylate group, a styryl group, an epoxy group, an oxetane group, and a benzocyclobutene group,

n1 is an integer from 1 to 5, wherein, when n1 is two or more, two or more groups Q 1 are identical to or different from each other, and

p1 is an integer from 1 to 5, wherein, when p1 is two or more, two or more groups -(L 5 ) m5 -(Q 1 ) n1 are identical to or different from each other.

2. The polymer compound of claim 1 , the second repeating unit of Formula 2 is present.

3. The polymer compound of claim 2 , wherein

Q 1 in Formula 2 is a crosslinking group represented by one of Formulae Q-1 to Q-8:

wherein, in Formulae Q-1 to Q-8,

R 10 is hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, or a C 1 -C 10 alkyl group,

p is an integer from 1 to 10, and

* indicates a binding site to a neighboring atom.

4. The polymer compound of claim 2 , wherein

the second repeating unit is represented by Formula 2-1 or 2-2:

wherein, in Formulae 2-1 and 2-2,

* and *′ each indicate a binding site to a neighboring atom.

5. The polymer compound of claim 2 , wherein

an amount of the first repeating unit is in a range of about 40 parts by weight to about 95 parts by weight based on 100 parts by weight of the polymer compound, and an amount of the second repeating unit is in a range of about 5 parts by weight to about 15 parts by weight based on 100 parts by weight of the polymer compound.

6. The polymer compound of claim 1 , wherein

an amount of the third repeating unit is in a range of about 5 parts by weight to about 50 parts by weight based on 100 parts by weight of the polymer compound.

7. The polymer compound of claim 1 , wherein

a number average molecular weight (Mn) of the polymer compound is in a range of about 10,000 Daltons to about 500,000 Daltons.

8. A composition comprising:

the polymer compound of claim 1 ; and

a liquid medium.

9. The composition of claim 8 , further comprising at least one selected from a hole transport material, an electron transport material, and a light-emitting material.

10. The composition of claim 9 , wherein

the light-emitting material comprises an organometallic complex compound.

11. A light-emitting device comprising:

a first electrode;

a second electrode; and

an intermediate layer disposed between the first electrode and the second electrode and comprising an emission layer,

wherein the intermediate comprises the polymer compound of claim 1 .

12. The light-emitting device of claim 11 , wherein

the intermediate layer comprises an organometallic compound, a semiconductor compound, or a combination thereof.

13. The light-emitting device of claim 12 , wherein

the intermediate layer comprises an organic compound, and

the organic compound emits light from triplet excitons.

14. The light-emitting device of claim 11 , wherein

the intermediate layer comprises a semiconductor compound, and

the semiconductor compound is a quantum dot.

15. The polymer compound of claim 1 , wherein

the second repeating unit is represented by Formula 2-2:

wherein, in Formula 2-2,

* and *′ each indicate a binding site to a neighboring atom.

16. The polymer compound of claim 1 , wherein

an amount of the first repeating unit is in a range of about 40 parts by weight to about 95 parts by weight based on 100 parts by weight of the polymer compound, and an amount of the second repeating unit is in a range of about 5 parts by weight to about 15 parts by weight based on 100 parts by weight of the polymer compound.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2018
From: FUJIYAMA, TAKAHIRO; KORAI, KEISUKE; SHIBATA, KATSUNORI; CHUNG, DAEYOUNG; JANG, EUNJOO; KIM, TAEHYUNG
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 044736/0217 →
Priority Claims (3)
JP 2016-253651 · Dec 27, 2016 · national
JP 2017-209850 · Oct 30, 2017 · national
KR 10-2017-0171419 · Dec 13, 2017 · national
Continuity (1)
Related Publication 20180182969A1 · Jun 28, 2018