Polymer composites and films comprising reactive additives having thiol groups for improved quantum dot dispersion and barrier properties

Patent metadata

Field	Value
Publication number	US-10508232-B2
Application number	US-201815880860-A
Country	US
Kind code	B2
Filing date	Jan 26, 2018
Priority date	Feb 16, 2017
Publication date	Dec 17, 2019
Grant date	Dec 17, 2019

Abstract

The present invention provides polymer composites, such as films, having dispersed therein quantum dots, wherein the polymer comprises (b) polymerized units of a first compound comprising from one to 6 thiol groups, the compound having a molecular weight from 300 to 20,000 and having at least one continuous acyclic hydrocarbyl chain of at least three carbon atoms, or, preferably, at least 5 carbon atoms; and (c) polymerized units of a second compound having a molecular weight from 100 to 750 and comprising at least two polymerizable vinyl groups as part of a (meth)acrylate ester group or attached directly to an aromatic ring and, wherein the molecular weight of the first compound minus the molecular weight of the second compound is at least 100. The polymer composites provide more stably dispersed and durable quantum dot compositions for use in, for example, display devices.

First claim

The invention claimed is:

1. A polymer composite having dispersed therein quantum dots, the polymer composite comprising: (a) quantum dots; (b) polymerized units of a first compound comprising from one to 6 thiol groups and having a molecular weight from 300 to 20,000 and having at least one continuous acyclic hydrocarbyl chain of at least three carbon atoms; and (c) polymerized units of a second compound having a molecular weight from 100 to 750 and comprising at least two polymerizable vinyl groups as part of a (meth)acrylate ester group or attached directly to an aromatic ring and, wherein the molecular weight of the first compound minus the molecular weight of the second compound is at least 100.

2. The polymer composite as claimed in claim 1 in which the (a) quantum dots are cadmium-free quantum dots.

3. The polymer composite as claimed in claim 1 in which the first compound used to make the polymerized units (b) comprises at least one continuous acyclic hydrocarbyl chain of at least five carbon atoms.

4. The polymer composite as claimed in claim 1 in which the first compound used to make the polymerized units (b) further comprises at least one hydroxyl group.

5. The polymer composite as claimed in claim 1 in which the first compound used to make the polymerized units (b) comprises any of an oligomeric or polymeric adduct of an N-alkylamine thiol or a thiol group containing amino acid with a C 12 -C 26 aliphatic hydroxycarboxylic acid; an adduct of an N-alkylamine thiol or a thiol group containing amino acid with a C 12 -C 26 aliphatic carboxylic acid; an adduct of a thio alkylcarboxylic acid with a C 12 -C 26 aliphatic diol or triol; or an adducts of a thio alkylcarboxylic acid with oligomers of one or more C 4 to C 16 hydroxyalkyl (meth)acrylates.

6. The polymer composite as claimed in claim 4 in which the first compound used to make the polymerized units (b) is an oligo (hydroxy fatty acid) amide having a terminal thiol group, wherein the fatty acid chain contains a hydroxyl group located three or more carbons from the end of the fatty acid chain.

7. The polymer composite as claimed in claim 6 in which the first compound used to make the polymerized units (b) is the thiolethylamide of 12-hydroxystearic acid or the thiolethylamide of oligo(12-hydroxystearic acid).

8. The polymer composite as claimed in claim 1 in which the second compound used to make the polymerized units (c) comprises a monomer chosen from one having (meth)acrylate ester groups attached to an aromatic ring or a cycloaliphatic group, one having vinyl groups directly attached to an aromatic ring or a cycloaliphatic group, or mixtures thereof.

9. The polymer composite as claimed in claim 1 in which the second compound used to make the polymerized units (c) is chosen from tricyclodecane dimethanol diacrylate, isobornyl dimethacrylate, divinyl benzene, or mixtures thereof.

10. The polymer composite as claimed in claim 1 in which the polymer composite comprises (a) from 0.001 to 5 wt. % of quantum dots, (b) from 0.5 to 40 wt. % of polymerized units of the first compound, and (c) from 55 to 94.999 wt. % of polymerized units of the second compound.

Assignees

• Dow Global Technologies Llc

Inventors

• Huang Jessica Ye
• Chen Liang
• He Yiyong
• Chen Xiaoyun

Classifications

• C09K11/0811

  with zinc or cadmium · CPC title

• Y10S977/818

  III-P based compounds, e.g. AlxGayIn2P · CPC title

• C08L25/00

  Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers · CPC title

• C08K3/105

  Compounds containing metals of Groups 1 to 3 or of Groups 11 to 13 of the Periodic Table · CPC title

• C09K11/02 Primary

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