Compound for capping layer and organic light emitting device including same

Patent metadata

Field	Value
Publication number	US-2024190810-A1
Application number	US-202318401072-A
Country	US
Kind code	A1
Filing date	Dec 29, 2023
Priority date	Jun 30, 2021
Publication date	Jun 13, 2024
Grant date	—

Abstract

A novel compound for a capping layer, and an organic light-emitting device containing the same are disclosed.

First claim

What is claimed is:

1 . A compound for a capping layer, the compound being represented by Formula 1 below:
R 1 -L 1 -Cy L 2 -R 2 ) |   <Formula 1>
wherein in Formula 1, Cy is a substituted or unsubstituted C3-C50 cycloalkylene group, or a C3-C50 cycloalkenylene group, L1 and L2 are each independently a direct bond, a substituted or unsubstituted C1-C50 alkylene group, a substituted or unsubstituted C2-C50 alkenylene group, a substituted or unsubstituted C1-C50 alkyleneoxy group, an ether group, a substituted or unsubstituted C1-C50 sulfide group, a thioether group, a substituted or unsubstituted C1-C50 carbonyl group, substituted or unsubstituted —C(X1)NR3-, substituted or unsubstituted —NR4C(X2)-, substituted or unsubstituted —NR—, a substituted or unsubstituted C3-C50 cycloalkylene group, a substituted or unsubstituted C1-C50 heterocycloalkylene group, or a combination thereof, X1 and X2 are each independently O, S, Se, Te, NR5, or CR6R7, R and R1 to R7 are each independently hydrogen, deuterium, halogen, a nitro group, a nitrile group, a hydroxy group, a thiol group, a substituted or unsubstituted amino group, a substituted or unsubstituted C1 to C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C1-C50 alkoxy group, a substituted or unsubstituted C1-C50 sulfide group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C50 cycloalkyl group, a substituted or unsubstituted C1-C50 heterocycloakyl group, a substituted or unsubstituted C3-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group, and a plurality of adjacent R, R1 to R7 may or may not form a ring by bonding with each other, and l is an integer from 1 to 5.

2 . The compound for a capping layer of claim 1 , wherein Formula 1 is represented by Formula 2 or Formula 3 below:

wherein in Formulas 2 to 3, same symbols as in Formula 1 above have same definitions as in Formula 1, and
m is an integer from 1 to 5.

3 . The compound for a capping layer of claim 1 , wherein in Formula 1, one or more of R1 and R2 are a substituted or unsubstituted C3-C50 cycloalkyl group, or a substituted or unsubstituted C1-C50 heterocycloakyl group.

4 . The compound for a capping layer of claim 3 , wherein substituents of R1 and R2 are each independently selected from the group consisting of hydroxyl groups, thiol groups, amino groups, C1-C30 alkyl groups, C1-C30 alkoxy groups, C1-C30 sulfide groups, silyl groups, halogen groups, C3-C30 cycloalkyl groups, C1-C30 heterocycloakyl groups, and combinations thereof.

5 . The compound for a capping layer of claim 1 , wherein Cy is selected from Structural Formula Formulas A-1 to A-15:

wherein in Structural Formulas A-1 to A-15, Q is each independently a methyl group, an ethyl group, a t-butyl group, a cyclohexyl group, an adamantane group, a dihydroamine group, a dimethylamine group, a hydroxy group, a methoxy group, a mercaptan group, methylthio group, a fluoro group, a trifluoromethyl group, or a trimethylsilyl group,
n is each independently an integer from 0 to 8, and
* indicates a bonding site.

6 . The compound for a capping layer of claim 1 , wherein when 1 is 1, Cy is a cycloalkylene where -L1-R1 and -L2-R2 are bonded to the two immediately adjacent carbons or a cycloalkylene in which -L1-R1 and -L2-R2 are each bonded to two carbons immediately adjacent to either side of any carbon.

7 . The compound for a capping layer of claim 1 , wherein Cy is 1,2-cyclopentylene, 1,2-cyclohexylene, 1,2-cycloheptylene, 1,2-cyclooctylene, 1,2-cyclononylene, 1-2-cyclodecylene, 1,3-cyclopentylene, 1,3-cyclohexylene, 1,3-cycloheptylene, 1,3-cyclooctylene, 1,3-cyclononylene, 1,3-cyclodecylene, 1, 2-cyclohex-1-ene, 4,5-cyclohex-1-ene, or 2,3-decahydronaphthalene.

8 . The compound for a capping layer of claim 1 , wherein in Formula 1, at least one of -L1-R1 and -L2-R2 is independently selected from Structural Formulas B-1 to B-47:

wherein in the structural Formulas, W1 is each independently a methyl group, an ethyl group, a t-butyl group, a cyclohexyl group, an adamantane group, a dihydroamine group, a dimethylamine group, a hydroxy group, a methoxy group, a mercaptan group, methylthio group, a fluoro group, a trifluoromethyl group, or a trimethylsilyl group,
n is each independently an integer from 0 to 10, and
* indicates a bonding site.

9 . The compound for a capping layer of claim 8 , wherein at least one of -L1-R1 and -L2-R2 has each independently a structural formula in which —NH—CO—* in Structural Formulas B-1 to B-37 is replaced by —Z—* or *—Z—, in which Z is —NH—CS—, —NH—C(═NH)—, —CH2-NH—CO—, —CH2-CO—NH—, —O—NH—CO—, —S—NH—CO—, —CO—NH—CO—, —NH—C(═NMe)-, —NHC(═CHMe)-, —NHCOO—, —NH—, —CO—NH—, —OCONH—, —SCONH—, —CO—CO—NH—, —CH2-, —O—, —S—, —C0-, or “—”.

10 . The compound for a capping layer of claim 8 , wherein at least one of -L1-R1 and -L2-R2 has each independently a structural formula in which N—C0-* structure in Structural Formulas B-38 to B-47 is replaced by N—CS—*, N—C(═NH)—*, N—C(═NMe)-*, NC(═CHMe)-*, NCOO—*, N—*, NCH2-*, NO—*, or NS—*.

11 . The compound for a capping layer of claim 1 , wherein in Formula 1, at least one of -L1-R1 and -L2-R2 is independently selected from Structural Formulas C-1 through C-12:

12 . The compound for a capping layer of claim 11 , wherein at least one of -L1-R1 and -L2-R2 has independently a structural formula in which —CO—N—* structure in Structural Formulas C-1 through C-12 is replaced by —N—*.

13 . The compound for a capping layer of claim 1 , wherein the compound is any one of the following compounds:

Assignees

• Dongjin Semichem Co Ltd
• Samsung Display Co Ltd

Inventors

• Ham Ho Wan
• An Hyun Cheol
• Kim Hee Joo
• Kim Dong Jun
• Han Jeong Woo
• Lee Hyung Jin
• Ann Ja Eun
• Kwon Dong Yuel
• Cho Ill Hun
• Lee Bo Ra
• Park Yeong Rong
• Oh Il Soo
• Lee Dae Woong
• Im Hyeon Jeong

Classifications

• H10K50/858

  comprising refractive means, e.g. lenses · CPC title

• C07C49/323

  having keto groups bound to condensed ring systems · CPC title

• C07C43/18

  having an ether-oxygen atom bound to a carbon atom of a ring other than a six-membered aromatic ring · CPC title

• C07C13/615

  with an adamantane ring · CPC title

• C07C233/92

  with at least one carbon atom of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring · CPC title