IP Library Granted Patent US 11,912,911
Granted Patent B2
US 11,912,911 · App. 17/028,858 · Granted Feb 27, 2024

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

Inventors: Yonghee Kang (Suwon-si, KR); Jonggi Kim (Suwon-si, KR); Jihyeon Yim (Suwon-si, KR); Dongjun Kim (Suwon-si, KR); Misun Kim (Suwon-si, KR); Minjee Park (Suwon-si, KR); Bumjin Lee (Suwon-si, KR); Injae Lee (Suwon-si, KR); Mi Jeong Choi (Suwon-si, KR)
Assignee: Samsung SDI Co., Ltd.
C09K11/02C01G9/00C08F2/50C08F222/104C08K3/22C08K5/5397C08K5/56C09K11/54G02B5/223B82Y20/00B82Y30/00C08K2003/2241C08K2201/011
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Quick Facts
Patent No.
US 11,912,911
App. No.
17/028,858
Granted
Feb 27, 2024
Kind
B2
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.

Claims (83)

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 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2020
From: KANG, YONGHEE; KIM, JONGGI; YIM, JIHYEON; KIM, DONGJUN; KIM, MISUN; PARK, MINJEE; LEE, BUMJIN; LEE, INJAE; CHOI, MI JEONG
To: SAMSUNG SDI CO., LTD.
Reel/Frame 053850/0107 →
Priority Claims (1)
KR 10-2019-0127124 · Oct 14, 2019 · national
Continuity (1)
Related Publication 20210108135A1 · Apr 15, 2021
Cited By (4)
US 12,312,521 US 12,331,234 US 12,351,750 US 12,650,643