Thin film, method of manufacturing thin film, and light-emitting device including thin film

Patent metadata

Field	Value
Publication number	US-11737347-B2
Application number	US-202017034054-A
Country	US
Kind code	B2
Filing date	Sep 28, 2020
Priority date	Mar 12, 2020
Publication date	Aug 22, 2023
Grant date	Aug 22, 2023

Abstract

A thin film includes a luminescent compound represented by Formula 1 and a random copolymer, wherein the random copolymer includes a first repeating unit including at least one aromatic ring, and a second repeating unit including a heteroatom including at least one lone pair of electrons,[A]n[Q]m[X]l  Formula 1wherein, in Formula 1,A is a monovalent organic cation, a monovalent inorganic cation, or a combination thereof,Q is a divalent metal cation, a divalent metalloid cation, or a combination thereof,X is at least one monovalent halogen ion,n is an integer from 1 to 3,m is an integer from 1 to 2, andl is an integer from 1 to 5.

First claim

What is claimed is:

1. A thin film comprising a luminescent compound represented by Formula 1 and a random copolymer, wherein the random copolymer comprises a first repeating unit comprising at least one aromatic ring and a second repeating unit comprising a heteroatom comprising at least one lone pair of electrons, the second repeating unit comprising a benzoxazole group, a pyridine group, or a combination thereof,
[A] n [Q] m [X] l   Formula 1

wherein, in Formula 1,
A is a monovalent organic cation, a monovalent inorganic cation, or a combination thereof,
Q is a divalent metal cation, a divalent metalloid cation, or a combination thereof,
X is at least one monovalent halogen ion,
n is an integer from 1 to 3,
m is an integer from 1 to 2, and
l is an integer from 1 to 5,
wherein a weight of the luminescent compound is about 50 percent by weight to less than 100 percent by weight, based on the total weight of the thin film.

2. The thin film of claim 1 , wherein the thin film consists essentially of the luminescent compound and the random copolymer.

3. The thin film of claim 1 , wherein the at least one aromatic ring consists of carbon atoms and hydrogen atoms.

4. The thin film of claim 1 , wherein the at least one aromatic ring comprises 6 to 30 carbon atoms.

5. The thin film of claim 1 , wherein the at least one aromatic ring is a benzene group, a naphthalene group, a phenanthrene group, an anthracene group, a chrysene group, a pyrene group, a triphenylene group, or a combination thereof.

6. The thin film of claim 1 , wherein the second repeating unit comprises a pyridine group.

7. The thin film of claim 1 , wherein A is an ammonium ion, an alkylammonium ion, an arylammonium ion, an arylalkylammonium ion, a formamidinium ion, an alkylamidinium ion, an arylamidinium ion, an aryl alkylamidinium ion, an alkali metal ion, or a combination thereof, Q is Pb 2+ , Sn 2+ , Bi 2+ , Sb 2+ , Cu 2+ , Ag 2+ , Au 2+ , La 2+ , Ce 2+ , Pr 2+ , Nd 2+ , Pm 2+ , Sm 2+ , Eu 2+ , Gd 2+ , Tb 2+ , Dy 2+ , Ho 2+ , Er 2+ , Tm 2+ , Yb 2+ , Lu 2+ , Be 2+ , Mg 2+ , Ca 2+ , Sr 2+ , Ba 2+ , Ra 2+ , or a combination thereof, and X is Cl − , Br − , I − , or a combination thereof.

8. The thin film of claim 1 , wherein A is a methylammonium ion, a formamidinium ion, Cs+, or a combination thereof, Q is Pb 2+ , Cu 2+ , Ag 2+ , Au 2+ , or a combination thereof, and X is Br − , I − , or a combination thereof.

9. The thin film of claim 1 , wherein the luminescent compound is represented by Formula 1-1, Formula 1-2, or a combination thereof:
[A] n1 [Q] m1 [X] l1   Formula 1-1

[A] n2 [Q] m2 [X] l2   Formula 1-2

wherein, in Formulae 1-1 and 1-2,
A is a monovalent organic cation, a monovalent inorganic cation, or a combination thereof,
Q is a divalent metal cation, a divalent metalloid cation, or a combination thereof,
X is at least one monovalent halogen ion
n1 is 1, m1 is 1, l1 is 3,
n2 is 3, m2 is 2, and l2 is 5.

10. The thin film of claim 9 , wherein A is a methylammonium ion, a formamidinium ion, Cs+, or a combination thereof, Q is Pb 2+ , Cu 2+ , Ag 2+ , Au 2+ , or a combination thereof, and X is Br − , I − , or a combination thereof.

11. The thin film of claim 1 , wherein the luminescent compound is methylammonium —PbBr 3 , methylammonium —PbI 3 , formamidinium —PbBr 3 , formamidinium —PbI 3 , CsPbBr 3 , CsPbI 3 , trimethylammonium —Cu 2 Br 5 , trimethylammonium —Cu 2 I 5 , triformamidinium —Cu 2 Br 5 , triformamidinium —Cu 2 I 5 , Cs 3 Cu 2 Br 5 , Cs 3 Cu 2 I 5 , or a combination thereof.

12. A thin film comprising a luminescent compound represented by Formula 1 and a random copolymer, wherein the random copolymer comprises a first repeating unit comprising at least one aromatic ring and a second repeating unit comprising a heteroatom comprising at least one lone pair of electrons, the second repeating unit comprising a benzoxazole group, a pyridine group, or a combination thereof,
[A] n [Q] m [X] l   Formula 1

wherein, in Formula 1,
A is a monovalent organic cation, a monovalent inorganic cation, or a combination thereof,
Q is a divalent metal cation, a divalent metalloid cation, or a combination thereof,
X is at least one monovalent halogen ion,
n is an integer from 1 to 3,
m is an integer from 1 to 2, and
l is an integer from 1 to 5,
wherein the thin film comprises a first area and a second area, wherein a ratio of a weight ratio of the luminescent compound to the random copolymer in the first area to a weight ratio of the luminescent compound to the random copolymer in the second area is in a range of about 0.9:1.0 to about 1.0:0.9.

13. The thin film of claim 12 , wherein a weight of the luminescent compound is about 50 percent by weight to less than 100 percent by weight, based on the total weight of the thin film.

14. A thin film comprising a luminescent compound represented by Formula 1 and a random copolymer, wherein the random copolymer comprises a first repeating unit comprising at least one aromatic ring and a second repeating unit comprising a heteroatom comprising at least one lone pair of electrons, the second repeating unit comprising a benzoxazole group, a pyridine group, or a combination thereof,
[A] n [Q] m [X] l   Formula 1

wherein, in Formula 1,
A is a monovalent organic cation, a monovalent inorganic cation, or a combination thereof,
Q is a divalent metal cation, a divalent metalloid cation, or a combination thereof,
X is at least one monovalent halogen ion,
n is an integer from 1 to 3,
m is an integer from 1 to 2, and
l is an integer from 1 to 5,
wherein the thin film comprises a first surface and a second surface facing the first surface, wherein a ratio of a weight ratio of the luminescent compound to the random copolymer in the first surface to a weight ratio of the luminescent compound to the random copolymer in the second surface is in a range of about 0.9:1.0 to about 1.0:0.9.

15. A light-emitting device comprising:
a first electrode;
a second electrode facing the first electrode;
an emission layer between the first electrode and the second electrode,
wherein the emission layer comprises the thin film of claim 1 .

16. The light-emitting device of claim 15 , wherein the light-emitting device comprises a hole transport region between the first electrode and the emission layer and/or an electron transport region between the emission layer and the second electrode.

17. The light-emitting device of claim 15 , further comprising a first charge transport layer between the first electrode and the emission layer, wherein the first charge transport layer comprises a hydrophobic material.

18. The light-emitting device of claim 17 , wherein the first charge transport layer is in direct contact with the emission layer.

Assignees

• Samsung Electronics Co Ltd

Inventors

• Seo Byunghwa
• Kim Yongchurl
• Kim Hyungjun
• Lee Yong Joo

Classifications

• H10H20/822

  Materials of the light-emitting regions · CPC title

• H10K85/141 Primary

  comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE · CPC title

• B05D3/107

  Post-treatment of applied coatings · CPC title

• C01G21/006

  Compounds containing lead, with or without oxygen or hydrogen, and containing two or more other elements · CPC title

• C08L25/06

  Polystyrene · CPC title