Quantum dot, curable composition comprising the same, cured layer using the composition and color filter including the cured layer

Patent metadata

Field	Value
Publication number	US-11912911-B2
Application number	US-202017028858-A
Country	US
Kind code	B2
Filing date	Sep 22, 2020
Priority date	Oct 14, 2019
Publication date	Feb 27, 2024
Grant date	Feb 27, 2024

Abstract

Quantum dots surface-modified with a compound represented by Chemical Formula 1 or Chemical Formula 2, a curable composition including the quantum dots, a cured layer, and a color filter.In Chemical Formula 1 and Chemical Formula 2, each substituent is the same as defined in the specification.

First claim

What is claimed is:

1. A quantum dot surface-modified with a compound represented by Chemical Formula 1 or Chemical Formula 2:

wherein, in Chemical Formula 1 and Chemical Formula 2,
M is a metal atom,
L is a monovalent or divalent functional group comprising a substituted or unsubstituted C1 to C20 oxyalkylene group,
L 1 is an oxygen atom, a sulfur atom, *—C(═O)O—*, or *—OC(═O)—*,
L 2 and L 3 are each independently *—C(═O)O—* or *—OC(═O)—*, and
n is an integer of 2 to 4,
wherein the compound represented by Chemical Formula 1 contains only one metal atom.

2. The quantum dot of claim 1 , wherein
the monovalent functional group further comprises a substituted or unsubstituted C1 to C20 alkyl group, and
the divalent functional group further comprises a substituted or unsubstituted C3 to C20 cycloalkylene group.

3. The quantum dot of claim 1 , wherein the monovalent or divalent functional group each independently comprises a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted vinyl group, at a terminal end thereof.

4. The quantum dot of claim 1 , wherein M is Zn, Mg, Al, or In.

5. The quantum dot of claim 1 , wherein the compound represented by Chemical Formula 1 is represented by Chemical Formula 1A:

and
wherein, in Chemical Formula 1A,
R 1 is a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted vinyl group,
L 1 is an oxygen atom, a sulfur atom, *—C(═O)O—*, or *—OC(═O)—*,
L 4 and L 5 are each independently a substituted or unsubstituted C1 to C20 alkylene group,
L 6 is a single bond or a substituted or unsubstituted C1 to C20 alkylene group,
m1 and m2 are each independently an integer of 1 to 20, and
n is an integer of 2 to 4.

6. A quantum dot surface-modified with a compound represented by Chemical Formula 1 or Chemical Formula 2:

wherein, in Chemical Formula 1 and Chemical Formula 2,
M is a metal atom,
L is a monovalent or divalent functional group comprising a substituted or unsubstituted C1 to C20 oxyalkylene group,
L 1 is an oxygen atom, a sulfur atom, *—C(═O)O—*, or *—OC(═O)—*,
L 2 and L 3 are each independently *—C(═O)O—* or *—OC(═O)—*, and
n is an integer of 2 to 4,
wherein the compound represented by Chemical Formula 2 is represented by Chemical Formula 2A:

and
wherein, in Chemical Formula 2A,
R 1 is a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted vinyl group,
L 1 is an oxygen atom, a sulfur atom, *—C(═O)O—*, or *—OC(═O)—*,
L 2 and L 3 are each independently *—C(═O)O—* or *—OC(═O)—*,
L 4 and L 5 are each independently a substituted or unsubstituted C1 to C20 alkylene group,
L 6 is a single bond or a substituted or unsubstituted C1 to C20 alkylene group,
L 7 is a substituted or unsubstituted C3 to C20 cycloalkylene group, and
m1 and m2 are each independently an integer of 1 to 20.

7. A quantum dot surface-modified with a compound represented by Chemical Formula 1 or Chemical Formula 2:

wherein, in Chemical Formula 1 and Chemical Formula 2,
M is a metal atom,
L is a monovalent or divalent functional group comprising a substituted or unsubstituted C1 to C20 oxyalkylene group,
L 1 is an oxygen atom, a sulfur atom, *—C(═O)O—*, or *—OC(═O)—*,
L 2 and L 3 are each independently *—C(═O)O—* or *—OC(═O)—*, and
n is an integer of 2 to 4,
wherein the compound represented by Chemical Formula 1 is represented by one of Chemical Formula 1-1 to Chemical Formula 1-6:

and
wherein, in Chemical Formula 1-1 to Chemical Formula 1-6,
m2 is an integer of 1 to 20.

8. The quantum dot of claim 1 , wherein the compound represented by Chemical Formula 2 is represented by Chemical Formula 2-1:

and
wherein, in Chemical Formula 2-1,
m2 is an integer of 1 to 20.

9. The quantum dot of claim 1 , wherein the quantum dot has a maximum fluorescence emission wavelength at about 500 nm to about 680 nm.

10. A solvent-free curable composition comprising:
the quantum dot of claim 1 ; and
a polymerizable monomer having a carbon-carbon double bond at a terminal end thereof.

11. The solvent-free curable composition of claim 10 , wherein the polymerizable monomer has a molecular weight of about 220 g/mol to about 1,000 g/mol.

12. The solvent-free curable composition of claim 10 , wherein the polymerizable monomer is represented by Chemical Formula 3:

and
wherein, in Chemical Formula 3,
R 2 and R 3 are each independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group,
L 7 and L 9 are each independently a substituted or unsubstituted C1 to C10 alkylene group, and
L 8 is a substituted or unsubstituted C1 to C10 alkylene group or an ether group (*—O—*).

13. The solvent-free curable composition of claim 10 , wherein
the solvent-free curable composition comprises:
about 1 wt % to about 60 wt % of the quantum dot, and
about 40 wt % to about 99 wt % of the polymerizable monomer.

14. The solvent-free curable composition of claim 10 , wherein the solvent-free curable composition further comprises a polymerization initiator, a light diffusing agent, or a combination thereof.

15. A solvent-based curable composition comprising:
the quantum dot of claim 1 ;
a binder resin; and
a solvent.

16. The solvent-based curable composition of claim 15 , wherein the solvent-based curable composition comprises:
about 1 wt % to about 40 wt % of the quantum dot;
about 1 wt % to about 30 wt % of the binder resin; and
a balance being an amount of the solvent.

17. The solvent-based curable composition of claim 15 , wherein the solvent-based curable composition further comprises a polymerizable monomer, a polymerization initiator, a light diffusing agent, or a combination thereof.

18. A cured layer produced by curing the solvent-free curable composition of claim 10 .

19. A cured layer produced by curing the solvent-based curable composition of claim 15 .

20. A color filter comprising the cured layer of claim 18 .

21. A color filter comprising the cured layer of claim 19 .

Assignees

• Samsung Sdi Co Ltd

Inventors

• Kang Yonghee
• Kim Jonggi
• Yim Jihyeon
• Kim Dongjun
• Kim Misun
• Park Minjee
• LEE Bumjin
• Lee Injae
• Choi Mi Jeong

Classifications

• C09K11/02 Primary

  Use of particular materials as binders, particle coatings or suspension media therefor · CPC title

• C01G9/00

  Compounds of zinc · CPC title

• C08F2/50

  with sensitising agents · CPC title

• C08F222/104

  of tetraalcohols, e.g. pentaerythritol tetra(meth)acrylate · CPC title

• C08K3/22

  of metals · CPC title