IP Library › Granted Patent US 11,407,856
Granted Patent B2
US 11,407,856 · App. 17/129,183 · Granted Aug 9, 2022

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 11,407,856
App. No.
17/129,183
Granted
Aug 9, 2022
Kind
B2
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 (20)

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

2. The foam material according to claim 1 wherein said mixture further comprises an epoxidized natural rubber.

3. The foam material 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.

4. The foam material 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.

5. The foam material according to claim 1 wherein the glass transition temperature is between 10° C. and 50° C.

6. The foam material according to claim 1 wherein the glass transition temperature is between 15° C. and 30° C.

7. The foam material according to claim 1 wherein the material has a local maximum in the loss modulus between 10° C. and 50° C.

8. The foam material according to claim 2 wherein the epoxidized natural rubber is included at up to 25 wt % blended into the said first epoxidized triglyceride.

9. The foam material according to claim 1 wherein the curative pre-polymer comprises a mixture of an epoxidized triglyceride and a naturally occurring polyfunctional carboxylic acid in a weight ratio between 1.5:1 to 0.5:1.

10. A flowable blend of epoxidized natural rubber and epoxidized triglyceride wherein the flowable blend is mixed in two stages, the first stage of which mixes the epoxidized triglyceride to the epoxidized natural rubber using a first high-shear rubber mixing method using a two-roll mill or an internal mixer and, wherein the second state of which mixes additional epoxidized triglyceride to the mixture of the first stage using a second lower-shear mixing method.

11. A flowable blend of a first curative pre-polymer and a second mixture of a flowable blend of epoxidized natural rubber and epoxidized triglyceride wherein the second mixture comprises up to 25 wt % epoxidized natural rubber.

12. The flowable blend according to claim 11 that is cured at an elevated temperature to create a foam material.

13. The flowable blend according to claim 11 wherein said first curative pre-polymer comprises a reaction product among a naturally occurring polyfunctional carboxylic acid, a hydroxyl-containing solvent, and a second epoxidized triglyceride, wherein said curative includes a formed ester linkage between said hydroxyl-containing solvent and said naturally occurring polyfunctional carboxylic acid.

14. The flowable blend according to claim 13 that is cured at an elevated temperature to create a foam material.

15. The foam material according to claim 14 wherein the said elevated temperature is over 180° C.

16. The flowable blend according to claim 13 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.

17. The flowable blend according to claim 13 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.

18. The flowable blend according to claim 11 wherein first curative pre-polymer comprises a mixture of an epoxidized triglyceride and a naturally occurring polyfunctional carboxylic acid in a weight ratio between 1.5:1 to 0.5:1.

19. The flowable blend according to claim 11 wherein the mixing process incorporates gas into the mixture.

20. The flowable blend according to claim 19 wherein the incorporated gas creates a foam structure during elevated temperature curing of said mixture.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2021
From: AMSTUTZ, AARON KENNETH; HAVERHALS, LUKE; PIERZ, ALBERT C; PIERZ, IAN T
To: NATURAL FIBER WELDING, INC.
Reel/Frame 056333/0524 →
Continuity (10)
Continuation 16457352 · Jun 28, 2019
Continuation 16388693 · Apr 18, 2019
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
Related Publication 20210108029A1 · Apr 15, 2021
Cited By (1)
US 12,344,706