Quantum dot article with thiol-alkene-epoxy matrix

Patent metadata

Field	Value
Publication number	US-10233387-B2
Application number	US-201615560588-A
Country	US
Kind code	B2
Filing date	Apr 7, 2016
Priority date	Apr 16, 2015
Publication date	Mar 19, 2019
Grant date	Mar 19, 2019

Abstract

Described is a quantum dot film article comprising a quantum dot of a cured thiol-alkene-epoxy matrix. The matrix formulations resist ingress from water and/or oxygen, while also providing acceptable color stability upon aging.

First claim

What is claimed is:

1. A composition comprising quantum dots dispersed in a thiol-alkene-epoxy resin matrix, wherein the thiol-alkene-epoxy resin matrix is derived from at least one polythiol, at least one polyalkene and at least one polyepoxy resin, wherein each has a functionality ≥2; and wherein the stoichiometric molar ratio of thiol groups of the at least one polythiol to alkene groups of the polyalkene plus epoxy groups of the at least one polyepoxy resin is from 0.75:1 to 1:0.75.

2. The composition of claim 1 wherein the at least one polyalkene is of the formula:
R 1 CR 10 ═CHR 11 ] x ,

where
R 1 is a polyvalent (hetero)hydrocarbyl group,
each of R 10 and R 11 are independently H or C 1 -C 4 alkyl;
and x is ≥2.

3. The composition of claim 1 wherein the at least one polythiol is of the formula:
R 2 (SH) y ,
where R 2 is (hetero)hydrocarbyl group having a valence of y, and y is ≥2.

4. The composition of claim 1 wherein the at least one polythiol is obtained by esterification of a polyol with a terminally thiol-substituted carboxylic acid.

5. The composition of claim 1 wherein the at least one polyalkene is of the formula:

where
R 3 is a (hetero)hydrocarbyl group;
X 1 is O—, —S— or —NR4-, where R 4 is H of C 1 -C 4 alkyl;
each of R 10 and R 11 are independently H or C 1 -C 4 alkyl;
n is at least one,
x is ≥2.

6. The composition of claim 1 wherein the at least one polyepoxy resin is a glycidyl ether of the formula:

wherein
R 20 is a (hetero)hydrocarbyl radical and m is 1 to 6.

7. The composition of claim 1 wherein the ratio of alkene groups of the at least one polyalkene and epoxy groups of the at least one polyepoxy resin are from 95:5 to 5:95.

8. The composition of claim 1 wherein the quantum dots are core-shelled quantum dots stabilized by an organic ligand.

9. The composition of claim 1 wherein the quantum dots are selected from the group consisting of CdSe/ZnS and InP/ZnS.

10. The composition of claim 1 , wherein the weight ratio of quantum dots in the thiol-alkene-epoxy matrix is 0.1% to 20%.

11. The composition of claim 1 wherein the thiol-alkene-epoxy resin matrix has no (meth)acrylate or alkynyl groups.

12. A quantum dot article comprising:
a first barrier layer;
a second barrier layer; and
a quantum dot layer between the first barrier layer and the second barrier layer, the quantum dot layer comprising quantum dots dispersed in a matrix comprising a cured thiol-alkene-epoxy resin of claim 1 , having a T g >20° C.

13. The quantum dot article of claim 12 , wherein the stoichiometric molar ratio of thiol groups of the at least one polythiol to alkene groups of the at least one polyalkene plus the epoxy groups of the at least one polyepoxy resin is from 0.75:1 to 1:0.75.

14. The quantum dot article of claim 12 wherein the ratio of alkene groups of the at least one polyalkene and epoxy groups of the at least one polyepoxy resin are from 95:5 to 5:95.

15. The quantum dot article of claim 12 wherein the quantum dots are core-shelled quantum dots stabilized by an organic ligand.

16. The quantum dot article of claim 15 wherein the quantum dots are selected from the group consisting of CdSe/ZnS and InP/ZnS.

17. The quantum dot article of claim 12 , wherein the thiol-alkene-epoxy resin matrix further comprises scattering particles having an average size in a range from 1 to 10 micrometers.

18. The quantum dot article of claim 12 , wherein the thickness of the quantum dot layer between the first and second barrier layers is 25˜500 um.

19. A display device comprising the quantum dot article of claim 12 .

20. A method of forming a quantum dot article comprising:
a first barrier layer;
a second barrier layer; and
a quantum dot layer between the first barrier layer and the second barrier layer, the quantum dot layer comprising quantum dots dispersed in a matrix comprising a cured thiol-alkene-epoxy resin having a T g >20° C.;

comprising the steps of coating the composition of claim 1 on a first barrier layer, laminating the second barrier layer, and curing.

Assignees

• 3M Innovative Properties Co

Inventors

• Qiu Zai-Ming
• Pieper Joseph M

Classifications

• G02F2202/36

  Micro- or nanomaterials · CPC title

• C09K11/701

  Chalcogenides · CPC title

• C08K3/32

  Phosphorus-containing compounds · CPC title

• C09K11/883

  with zinc or cadmium · CPC title

• B82Y40/00

  Manufacture or treatment of nanostructures · CPC title