Low refractive index compound and electronic apparatus including the same

Patent metadata

Field	Value
Publication number	US-11575091-B2
Application number	US-202017002633-A
Country	US
Kind code	B2
Filing date	Aug 25, 2020
Priority date	Nov 26, 2019
Publication date	Feb 7, 2023
Grant date	Feb 7, 2023

Abstract

A metallic compound for use in an electronic apparatus having an organic light emitting element, the metallic compound having a refractive index: n620 nm≤about 1.60; n530 nm≤about 1.65; and n460nm≤about 1.68.

First claim

What is claimed is:

1. A metallic compound for use in an electronic apparatus having an organic light emitting element, the metallic compound having a refractive index:
n 620 nm ≤about 1.60;
n 530 nm ≤about 1.65; and
n 460 nm ≤about 1.68.

2. The metallic compound of claim 1 , wherein the metallic compound is a compound of Formula 1:

wherein, in Formula 1,
M is a metal ion;
L 1 to L 6 are each, independently from one another, a substituted or unsubstituted C 1 -C 60 alkylene group, a substituted or unsubstituted C 2 -C 60 alkenylene group, a substituted or unsubstituted C 2 -C 60 alkynylene group, a substituted or unsubstituted C 4 -C 60 carbocyclic group, a substituted or unsubstituted C 1 -C 60 heterocyclic group, —O—, —S—, —C(═O)—, —C(═S)—, —Si(Q 1 )(Q 2 )-, —N(Q 1 )-, —B(Q 1 )-, —P(Q 1 )-, —P(═O)(Q 1 )-, or —Ge(Q 1 )(Q 2 )-;
a1 to a6 are each, independently from one another, 0, 1, 2, or 3;
R 1 to R 6 are each, independently from one another, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, 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 fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —P(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), or —P(═O)(Q 1 )(Q 2 ),
l, m, and n are each, independently from one another, 0, 1, or 2; and
at least one substituent of the substituted C 1 -C 60 alkyl group, the substituted C 1 -C 60 alkylene group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkenylene group, the substituted C 2 -C 60 alkynyl group, the substituted C 2 -C 60 alkynylene group, the substituted C 1 -C 60 alkoxy group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 1 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted, a C 6 -C 60 arylene group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted C 1 -C 60 heteroarylene group, the substituted monovalent non-aromatic fused polycyclic group, the substituted monovalent non-aromatic fused heteropolycyclic group, the substituted C 4 -C 60 carbocyclic group, and the substituted C 1 -C 61 heterocyclic group is:
deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group;
a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group, each, independently from one another, substituted with at least one of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 3 -C 10 cycloalkyl group, a C 1 -C 60 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic fused, polycyclic group, a monovalent non-aromatic fused heteropolycyclic group —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —C(═O)(Q 11 ), —S(═O) 2 (Q 11 ), and —P(═O)(Q 11 )(Q 12 );
a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, so a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group, each, independently from one another, optionally substituted with at least one of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(Q 22 ), —C(═O)(Q 21 ), —S(═O) 2 (Q 21 ), and —P(═O)(Q 21 )(Q 22 ); and
Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —C(═O)(Q 31 ), —S(═O) 2 (Q 31 ), and —P(═O)(Q 31 )(Q 32 ),
wherein Q 1 , Q 2 , Q 3 , Q 11 , Q 12 , Q 13 , Q 21 , Q 22 , Q 23 , Q 31 , Q 32 , and Q 33 are each, independently from one another, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, or a terphenyl group.

3. The metallic compound of claim 2 , wherein M in Formula 1 is Al, Ir, Rh, Mn, Co, Fe, Ni, Zr, In, Nb, W, Os, or Bi ion.

4. The metallic compound of claim 2 , wherein the compound of Formula 1 is a compound of Formula 2 below:

wherein, in Formula 2,
M has the same meaning as in Formula 1 of claim 1 ;
R 11 to R 13 each have, independently from one another, the same meaning as R 1 in Formula 1 of claim 1 ;
L 11 to L 13 each have, independently from one another, the same meaning as L 1 in Formula 1 of claim 1 ; and
a11 to a13 each have, independently from one another, the same meaning as a1 in Formula 1 of claim 1 .

5. The metallic compound of claim 4 , wherein
a11 to a13 are each, independently from one another, 0 or 1; and
R 11 to R 13 are each, independently from one another, a substituted or unsubstituted C 1 -C 60 alkyl group, 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 6 -C 60 aryl group, or a substituted or unsubstituted C 1 -C 60 heteroaryl group.

6. The metallic compound of claim 4 , wherein R 11 to R 13 are each, independently from one another, of Formulae 2a to 2d:

Assignees

• Samsung Display Co Ltd

Inventors

• Choi Sunmi
• Kang Sunwoo

Classifications

• H10K50/8445

  multilayered coatings having a repetitive structure, e.g. having multiple organic-inorganic bilayers · CPC title

• H10K50/858

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

• H10K85/324 Primary

  comprising aluminium, e.g. Alq3 · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H10K59/1213

  the pixel elements being TFTs · CPC title