Cross-linkable arylamine-based compound, polymer obtained therefrom, light-emitting device including the polymer, and electronic apparatus including the light-emitting device

Patent metadata

Field	Value
Publication number	US-11569448-B2
Application number	US-201916277758-A
Country	US
Kind code	B2
Filing date	Feb 15, 2019
Priority date	Feb 19, 2018
Publication date	Jan 31, 2023
Grant date	Jan 31, 2023

Abstract

Provided is a cross-linkable arylamine-based compound represented by Formula 1a or 1b, a polymer obtained therefrom, a light-emitting device including the polymer, and an electronic apparatus including the light-emitting device. The light-emitting device includes a first electrode; a second electrode facing the first electrode; and an intermediate layer between the first electrode and the second electrode and comprising an emission layer, wherein the intermediate layer includes at least one of the arylamine-based polymer formed by cross-linking a cross-linkable arylamine-based compound represented by Formula 1a or 1b.

First claim

What is claimed is:

1. A light-emitting device comprising:
a first electrode;
a second electrode facing the first electrode; and
an intermediate layer between the first electrode and the second electrode and comprising an emission layer,
wherein the intermediate layer further comprises at least one of an arylamine-based polymer formed by cross-linking a cross-linkable arylamine-based compound represented by Formula 1a or 1b:

wherein, in Formula 1a, A 1 and A 2 are each a group represented by Formula 1-1, and A 1 and A 2 are identical to or different from each other,
in Formula 1a, B is selected from a substituted or unsubstituted C 5 -C 60 carbocyclic group, a substituted or unsubstituted C 1 -C 60 heterocyclic group, and *′—Si(Q 41 )(Q 42 )*″, p is an integer of 1 to 10
in Formula 1-1, * indicates a binding site to (B) p in Formula 1a,
in Formula 1-1, Ar 1 is selected from a substituted or unsubstituted C 5 -C 60 carbocyclic group and a substituted or unsubstituted C 1 -C 60 heterocyclic group,
in Formula 1-1, b1 is an integer of four or more, and four or more Ar 1 (s) are identical to or different from each other,
in Formula 1-1, L 11 to L 14 are each independently a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
in Formula 1-1, a11 to a14 are each independently 0, 1, 2, 3, or 4,
in Formula 1-1, when a11 is 0, *′-(L 11 ) a11 -*″ is a single bond, when a12 is 0, *′-(L 12 ) a12 -*″ is a single bond, when a13 is 0, *′-(L 13 ) a13 -*″ is a single bond, when a14 is 0, *′-(L 14 ) a14 -*″ is a single bond, when a11 is two or more, two or more L 11 (s) are identical to or different from each other, when a12 is two or more, two or more L 12 (s) are identical to or different from each other, when a13 is two or more, two or more L 13 (s) are identical to or different from each other, and when a14 is two or more, two or more L 14 (s) are identical to or different from each other,
in Formula 1-1, Ar 11 to Ar 13 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein at least one selected from Ar 11 to Ar 13 is substituted with a cross-linkable group,
in Formula 1-1, b11 to b13 are each independently 1, 2, 3, 4, or 5, wherein, when b11 is two or more, two or more Ar 11 (s) are identical to or different from each other, when b12 is two or more, two or more Ar 12 (s) are identical to or different from each other, and when b13 is two or more, two or more Ar 13 (s) are identical to or different from each other,
in Formula 1b, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group, wherein Ar 1 and Ar 2 are identical to or different from each other,
in Formula 1b, a1 and a2 are each independently an integer of 1 to 5, wherein, when a1 is two or more, two or more Ar 1 (s) are identical to or different from each other, and when a2 is two or more, two or more Ar 2 (s) are identical to or different from each other,
in Formula 1b, L 11 to L 14 and L 21 to L 24 are each independently a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
in Formula 1b, b11 to b14 and b21 to b24 are each independently an integer of 0 to 3, wherein, when b11 is 0, *-(L 11 ) b11 -*′ is a single bond, when b12 is 0, *-(L 12 ) b12 *′ is a single bond, when b13 is 0, *-(L 13 ) b13 -*′ is a single bond, when b14 is 0, *-(L 14 ) b14 *′ is a single bond, when b21 is 0, *-(L 21 ) b21 -*′ is a single bond, when b22 is 0, *-(L 22 ) b22 *′ is a single bond, when b23 is 0, *-(L 23 ) b23 -*′ is a single bond, when b24 is 0, *-(L 24 ) b24 *′ is a single bond, when b11 is two or more, two or more L 11 (s) are identical to or different from each other, when b12 is two or more, two or more L 12 (s) are identical to or different from each other, when b13 is two or more, two or more L 13 (s) are identical to or different from each other, when b14 is two or more, two or more L 14 (s) are identical to or different from each other, when b21 is two or more, two or more L 21 (s) are identical to or different from each other, when b22 is two or more, two or more L 22 (s) are identical to or different from each other, when b23 is two or more, two or more L 23 (s) are identical to or different from each other, and when b24 is two or more, two or more L 24 (s) are identical to or different from each other,
in Formula 1b, B 1 and B 2 are each independently selected from a single bond, a substituted or unsubstituted C 1 -C 20 alkylene group, a substituted or unsubstituted C 2 -C 20 alkenylene group, and a substituted or unsubstituted C 2 -C 20 alkynylene group,
in Formula 1b, m and n are each independently an integer of 1 to 3, wherein, when m is two or more, two or more B 1 (s) are identical to or different from each other, and when n is two or more, two or more B 2 (s) are identical to or different from each other,
in Formula 1b, Ar 11 , Ar 13 , Ar 21 , and Ar 23 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,
in Formula 1b, Ar 12 , Ar 14 , Ar 22 , and Ar 24 are each independently selected from a single bond, 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,
in Formula 1b, c11 to c14 and c21 to c24 are each independently an integer of 1 to 5, wherein, when c11 is two or more, two or more Ar 11 (s) are identical to or different from each other, when c12 is two or more, two or more Ar 12 (s) are identical to or different from each other, when c13 is two or more, two or more Ar 13 (s) are identical to or different from each other, when c14 is two or more, two or more Ar 14 (s) are identical to or different from each other, when c21 is two or more, two or more Ar 21 (s) are identical to or different from each other, when c22 is two or more, two or more Ar 22 (s) are

Assignees

• Samsung Display Co Ltd

Inventors

• Shin Dongwoo
• Kim Dukki
• Kim Sehun
• Kim Jaeyun
• Park Jongwon
• Lee Seungmook
• Ha Jaekook
• Ito Naoyuki

Classifications

• H01L51/0059

  Electricity · mapped topic

• C08F112/34

  Monomers containing two or more unsaturated aliphatic radicals · CPC title

• H01L51/5056

  Electricity · mapped topic

• H01L51/055

  Electricity · mapped topic

• H01L51/0094

  Electricity · mapped topic