Clickable waterborne polymers and click-crosslinked waterborne polymers, clickable functional compounds, click functionalized waterborne polymers, and uses thereof

Patent metadata

Field	Value
Publication number	US-2016311973-A1
Application number	US-201615137506-A
Country	US
Kind code	A1
Filing date	Apr 25, 2016
Priority date	Apr 24, 2015
Publication date	Oct 27, 2016
Grant date	—

Abstract

Clickable waterborne polymers, click crosslinking of waterborne polymers, click crosslinked waterborne polymers, clickable functional compounds, and click functionalized waterborne polymers are presented. For example, the waterborne polymers have pendant groups bearing alkyne and/or azide groups and alkyne. For example, the functionalized azide-containing functional compounds such as antimicrobial or infrared-refractive compounds. The click crosslinking of clickable waterborne polymers or polymer mixtures, and the click conjugation of clickable waterborne polymers with clickable functional compounds such as clickable antimicrobial or infrared-refractive compounds, which resulted in functional waterborne polymers with antimicrobial or infrared-refractive functions, are presented. The presented polymers, including clickable waterborne polymers, click-crosslinked waterborne polymers, and functional waterborne polymers with, for example, antimicrobial or infrared-refractive functions, can be used in applications such as coating and adhesive compositions. The aqueous suspensions of waterborne polymers can also be used directly as drug delivery systems, or can be crosslinked into hydrogels or composites for biomedical applications such as drug/cell delivery, tissue engineering, and other medical device.

First claim

What is claimed is:

1 . A polyurethane, polyester, or polyacrylate polymer having at least one first pendant group comprising an azide group or alkyne group.

2 . The polyurethane, polyester, or polyacrylate polymer of claim 1 , wherein the polymer has at least one first pendant group comprising an azide group and at least one second pendant group comprising an alkyne group.

3 . The polyurethane, polyester, or polyacrylate polymer of claim 1 , wherein the polyurethane polymer or polyester polymer has x % by weight alkyne groups and/or azide groups, wherein 0<x≦20.

4 . The polyurethane, polyester, or polyacrylate polymer of claim 1 , wherein the polyacrylate polymer has x % by weight alkyne groups and/or azide groups, wherein 0<x≦15.

5 . A polyurethane, polyester, or polyacrylate polymer having at least one crosslinking group, wherein the crosslinking group comprises a 1,2,3-triazole.

6 . A method of crosslinking a polyurethane, polyester, or polyacrylate polymer comprising: contacting a polyurethane, polyester, or polyacrylate polymer having at least one first pendant group comprising an azide group and at least one second pendant group comprising an alkyne group with a copper(I) catalyst under conditions such that a crosslinking group comprising a 1,2,3-triazole is formed.

7 . The method of crosslinking a polyurethane, polyester, or polyacrylate polymer of claim 6 , wherein polyurethane polymer or polyester polymer has 0 to 20% by weight alkyne groups and/or azide groups.

8 . The method of crosslinking a polyurethane, polyester, or polyacrylate polymer of claim 6 wherein the polyacrylate polymer has 0 to 15% by weight alkyne groups and/or azide groups.

9 . The method of crosslinking a polyurethane, polyester, or polyacrylate polymer of claim 6 , wherein the contacting is carried out in an aqueous medium.

10 . The method of crosslinking a polyurethane, polyester, or polyacrylate polymer of claim 6 , wherein the contacting is carried out at room temperature.

11 . The method of crosslinking a polyurethane, polyester, or polyacrylate polymer of claim 6 , wherein the copper(I) catalyst is formed in situ.

12 . A functionalized polyurethane, polyester, or polyacrylate polymer comprising at least one functional molecule linked to the polymer backbone via a linking group comprising a 1,2,3-triazole.

13 . A composition comprising a polyurethane, polyester, and/or polyacrylate polymer of claim 1 and/or a polyurethane, polyester, and/or polyacrylate polymer of claim 5 and/or a functionalized polyurethane, polyester, and/or polyacrylate polymer of claim 12 .

14 . The composition of claim 13 , wherein the composition is a coating or adhesive composition.

Assignees

• Penn State Res Found

Inventors

• Yang Jian
• Hu Jianqing
• Guo Jinshan

Classifications

• C08G18/83

  Chemically modified polymers · CPC title

• C09D5/14

  Paints containing biocides, e.g. fungicides, insecticides or pesticides (C09D5/16 takes precedence) · CPC title

• C09J133/12

  Homopolymers or copolymers of methyl methacrylate · CPC title

• C09J175/04

  Polyurethanes · CPC title

• C09D175/04

  Polyurethanes · CPC title