Thermoplastic polymer and method of forming the same

Patent metadata

Field	Value
Publication number	US-11999874-B2
Application number	US-202016847583-A
Country	US
Kind code	B2
Filing date	Apr 13, 2020
Priority date	Apr 12, 2019
Publication date	Jun 4, 2024
Grant date	Jun 4, 2024

Abstract

Provided are a thermoplastic polymer and a method of forming a thermoplastic polymer. The thermoplastic polymer includes a thermoplastic polymer including one or more fatty acids derived from a plant-based oil. In some embodiments, the thermoplastic polymer includes a structure according to the formula (C18HxO2)y, wherein each x is individually selected from the group consisting of 32 and 33, and wherein y is between 1 and 300. The method of forming a thermoplastic polymer including epoxidizing a plant-based oil to form an epoxidized plant-based oil; saponifying the epoxidized plant-based oil to separate the fatty acids from the glycerol; and then polymerizing the separated fatty acids to form the thermoplastic polymer.

First claim

What is claimed is:

1. A method of forming a non-crosslinked thermoplastic polymer, the method comprising:
epoxidizing a plant-based oil to form an epoxidized plant-based oil;
saponifying the epoxidized plant-based oil to separate fatty acids from glycerol; and then
polymerizing the separated fatty acids to form the thermoplastic polymer;
wherein in the polymerizing step includes esterification with a titanium isoperoxide catalyst solution under vacuum and at an elevated temperature;
wherein after esterification of the polymerization the reaction temperature is raised to at least 200° C. under reduced pressure; and
wherein the thermoplastic polymer exhibits melting between 110-120° C. and recrystallization between 95-105° C.

2. The method of claim 1 , wherein the plant-based oil includes at least 50% unsaturated fatty acid.

3. The method of claim 1 , wherein the plant-based oil includes between 60% and 70% unsaturated fatty acid.

4. The method of claim 1 , wherein the plant-based oil is selected from the group consisting of cottonseed oil, corn oil, soybean oil, rape seed oil, sunflower oil, palm oil, linseed oil, castor oil, peanut oil, and combinations thereof.

5. The method of claim 1 , wherein the plant-based oil is cottonseed oil.

6. The method of claim 1 , wherein the epoxidizing step includes reacting the plant-based oil with peroxy acid.

7. The method of claim 6 , wherein the epoxidizing step converts at least 60% of the carbon-carbon double bonds in the plant-based oil to more reactive functional groups.

8. The method of claim 7 , wherein the epoxidizing step converts at least 80% of the carbon-carbon double bonds in the plant-based oil to more reactive functional groups.

9. The method of claim 7 , wherein the more reactive functional groups include oxirane groups.

10. The method of claim 1 , wherein the saponifying step includes breaking glycosidic bonds between fatty acids and glycerol molecules of the epoxidized plant-based oil.

11. The method of claim 10 , wherein the saponifying step includes a saponification reaction with NaOH.

Assignees

• Univ Mississippi State

Inventors

• Wijayapala Rangana
• Kundu Santanu
• Elmore Bill
• Freeman Charles

Classifications

• C09F7/06 Primary

  by polymerisation · CPC title

• C08G63/06

  derived from hydroxycarboxylic acids · CPC title

• C08G63/48 Primary

  by unsaturated higher fatty oils or their acids; by resin acids · CPC title

• C08L91/005

  Drying oils · CPC title

• C08L91/00

  Compositions of oils, fats or waxes; Compositions of derivatives thereof · CPC title