Preparation of thermoplastic epoxidized polymers and thermosetting materials from triglycerides

Patent metadata

Field	Value
Publication number	US-10287236-B2
Application number	US-201715488798-A
Country	US
Kind code	B2
Filing date	Apr 17, 2017
Priority date	Apr 18, 2016
Publication date	May 14, 2019
Grant date	May 14, 2019

Abstract

A method i for forming an epoxidized polymer is provided. The method may include mixing an epoxidized plant oil with a synthetic epoxy resin and crosslinking the epoxidized plant oil and the synthetic epoxy resin using a curing agent. The epoxidized plant oil may be formed via: converting plant oil triglycerides to fatty amide alcohols via aminolysis using primary or secondary amines, converting the fatty amide alcohols to epoxidized fatty amide alcohols, and reacting the epoxidized fatty amide alcohols with vinyl monomers to obtain epoxidized plant oil monomers.

First claim

What is claimed:

1. A method of forming an epoxidized polymer, the method comprising: mixing an epoxidized plant oil with a synthetic epoxy resin; and
crosslinking the epoxidized plant oil and the synthetic epoxy resin using a curing agent wherein, the epoxidized plant oil is formed via:
converting plant oil triglycerides to fatty amide alcohols via aminolysis using primary or secondary amines; converting the fatty amide alcohols to epoxidized fatty amide alcohols; and
reacting the epoxidized fatty amide alcohols with vinyl monomers to obtain epoxidized plant oil monomers.

2. The method of claim 1 , wherein the plant oil triglycerides are converted to fatty amide alcohols via aminolysis using primary amines.

3. The method of claim 2 , wherein the primary amines comprise at least one primary amine having a structure selected from the group consisting of:

4. The method of claim 1 , wherein the plant oil triglycerides are converted to fatty amide alcohols via aminolysis using secondary amines.

5. The method of claim 4 , wherein the secondary amines comprise at least one primary amine having a structure selected from the group consisting of:

6. The method of claim 1 , wherein the vinyl monomers comprise methacrylate monomers, acrylate monomers, norbornene monomers, or mixtures thereof.

7. A method of forming an epoxidized polymer, the method comprising: mixing an epoxidized plant oil with a synthetic epoxy resin; and crosslinking the epoxidized plant oil and the synthetic epoxy resin using a curing agent, wherein the epoxidized plant oil is formed via:
converting plant oil triglycerides to fatty amide alcohols via aminolysis using primary or secondary amines; and
reacting the fatty amide alcohols with vinyl monomers to obtain epoxidized plant oil monomers.

8. The method of claim 7 , wherein the plant oil triglycerides are converted to fatty amide alcohols via aminolysis using primary amines.

9. The method of claim 8 , wherein the primary amines comprise at least one primary amine having a structure selected from the group consisting of:

10. The method of claim 7 , wherein the plant oil triglycerides are converted to fatty amide alcohols via aminolysis using secondary amines.

11. The method of claim 10 , wherein the secondary amines comprise at least one primary amine having a structure selected from the group consisting of:

12. The method of claim 7 , wherein the vinyl monomers comprise methacrylate monomers, acrylate monomers, norbornene monomers, or mixtures thereof.

Assignees

• Univ South Carolina

Inventors

• Tang Chuanbing
• Wang Zhongkai
• Yuan Liang

Classifications

• C08G2261/1426

  containing carboxy groups (COOH) and/or -C(=O)O-moieties · CPC title

• C08G59/4238

  heterocyclic · CPC title

• C08F120/36

  containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} · CPC title

• C07C231/02 Primary

  from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines · CPC title

• C08G2261/228

  Polymers, i.e. more than 10 repeat units · CPC title