IP Library › Granted Patent US 10,400,061
Granted Patent B1
US 10,400,061 · App. 16/388,693 · Granted Sep 3, 2019

Curative

Inventors: Aaron Kenneth Amstutz (Peoria, IL); Luke Michael Haverhals (Peoria, IL); Albert C Pierz (Peoria, IL); Ian T Pierz (Peoria, IL)
Assignee: Natural Fiber Welding, Inc.
C08G63/42B32B5/022B32B5/024B32B9/06B32B25/10B32B25/12C08C19/06C08G63/81C08J3/24B32B2305/72B32B2307/50B32B2319/00C08J2315/00
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Quick Facts
Patent No.
US 10,400,061
App. No.
16/388,693
Granted
Sep 3, 2019
Kind
B1
Abstract

A curative for epoxidized plant-based oils and epoxidized natural rubber is created from the reaction between a naturally occurring polyfunctional acid and an epoxidized plant-based oil is disclosed. The curative may be used to produce porosity-free castable resins and vulcanize rubber formulations based on epoxidized natural rubber. Materials made from disclosed materials may be advantageously used as leather substitutes.

Claims (12)

1. A curative comprising a reaction product among a naturally occurring polyfunctional carboxylic acid, a hydroxyl-containing solvent, and an epoxidized triglyceride, wherein said curative includes a formed ester linkage between said hydroxyl-containing solvent and said naturally occurring polyfunctional carboxylic acid.

2. The curative according to claim 1 wherein said naturally occurring polyfunctional carboxylic acid is further defined as being selected from a group consisting of citric acid, tartaric acid, succinic acid, malic acid, maleic acid, and fumaric acid.

3. The curative according to claim 1 wherein said epoxidized triglyceride is further defined as being selected from a group consisting of epoxidized soybean oil, epoxidized linseed oil, epoxidized corn oil, epoxidized cottonseed oil, epoxidized canola oil, epoxidized rapeseed oil, epoxidized grape seed oil, epoxidized poppy seed oil, epoxidized tongue oil, epoxidized sunflower oil, epoxidized safflower oil, epoxidized wheat germ oil, epoxidized walnut oil, and epoxidized microbial-produced oil.

4. The curative according to claim 1 wherein said epoxidized triglyceride is further defined as having an iodine number of 100 or greater prior to epoxidation.

5. The curative according to claim 1 wherein said hydroxyl-containing solvent is further defined as being selected from a group consisting of isopropyl alcohol and ethanol.

6. The curative according to claim 1 wherein said reaction product is further defined such that said epoxidized triglyceride contains a negligible number of unreacted epoxide groups.

7. The curative according to claim 1 wherein a molar ratio of epoxide groups in said epoxidized triglyceride and carboxylic acid groups in said polyfunctional carboxylic acid is defined as being from 0.14:1 to 0.43:1.

8. The curative according to claim 7 wherein said molar ratio is further defined as being 0.29:1.

9. An epoxidized natural rubber-based material comprising a mixture of a curative and an epoxidized natural rubber, said curative comprising a reaction product among a naturally occurring polyfunctional carboxylic acid, a hydroxyl-containing solvent, and an epoxidized triglyceride, wherein said curative includes a formed ester linkage between said hydroxyl-containing solvent and said naturally occurring polyfunctional carboxylic acid.

10. The epoxidized natural rubber-based material according to claim 9 wherein said naturally occurring polyfunctional carboxylic acid is further defined as being selected from a group consisting of citric acid, tartaric acid, succinic acid, malic acid, maleic acid, and fumaric acid.

11. The epoxidized natural rubber-based material according to claim 9 wherein said epoxidized triglyceride is further defined as being selected from a group consisting of epoxidized soybean oil, epoxidized linseed oil, epoxidized corn oil, epoxidized cottonseed oil, epoxidized canola oil, epoxidized rapeseed oil, epoxidized grape seed oil, epoxidized poppy seed oil, epoxidized tongue oil, epoxidized sunflower oil, epoxidized safflower oil, epoxidized wheat germ oil, epoxidized walnut oil, and epoxidized microbial-produced oil.

12. The epoxidized natural rubber-based material according to claim 11 wherein said epoxidized natural rubber is further defined as having a level of epoxidation between 3% and 50%.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2021
From: NATURAL FIBER WELDING, INC.
To: NATURAL FIBER WELDING, INC.
Reel/Frame 055708/0768 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 14, 2019
From: AMSTUTZ, AARON KENNETH; HAVERHALS, LUKE MICHAEL; PIERZ, ALBERT C; PIERZ, IAN T
To: NATURAL FIBER WELDING, INC.
Reel/Frame 049176/0293 →
Continuity (7)
Provisional Application 62806480 · Feb 15, 2019
Provisional Application 62772744 · Nov 29, 2018
Provisional Application 62772715 · Nov 29, 2018
Provisional Application 62756062 · Nov 5, 2018
Provisional Application 62669483 · May 10, 2018
Provisional Application 62669502 · May 10, 2018
Provisional Application 62660943 · Apr 21, 2018
Cited By (2)
US 12,247,098 US 12,344,706