Bioadhesives

Patent metadata

Field	Value
Publication number	US-11155568-B2
Application number	US-201916698166-A
Country	US
Kind code	B2
Filing date	Nov 27, 2019
Priority date	Feb 18, 2015
Publication date	Oct 26, 2021
Grant date	Oct 26, 2021

Abstract

Materials and methods for preparing reactive lignin and for preparing a bio-based adhesive are described herein.

First claim

What is claimed is:

1. A bioadhesive comprising an epoxidized vegetable oil and a vinyl sulfone precursor comprising an amino group and a sulfonyl group.

2. The bioadhesive of claim 1 , wherein the vegetable oil is selected from the group consisting of soybean oil, peanut oil, canola oil, crambe oil, lesquerella oil, meadowfoam oil, rapeseed oil, sunflower oil, tall oil, sesame oil, corn oil, linseed oil, and combinations thereof.

3. The bioadhesive of claim 1 , wherein the vinyl sulfone precursor has the structure

4. A method of making a biocomposite material, comprising combining the bioadhesive of claim 1 with a natural material to form a biocomposite material.

5. The method of claim 4 , wherein the natural material is selected from the group consisting of wood shavings, wood chips, wood particles, pinewood shavings, hemp, waste cotton, and other crop wastes.

6. The method of claim 4 , wherein the bio-composite material is selected from the group consisting of wood composite boards, particle board, plywood, packaging materials and edible adhesives.

7. The method of claim 4 , wherein the bio-composite material is selected from the group consisting of absorbents, super-absorbents, bio-gels, and drug-release vehicles.

8. The method of claim 4 , wherein the bio-composite material is formaldehyde free.

9. The method of claim 4 , further comprising applying pressure.

10. The method of claim 4 , wherein the combining is performed in the absence of an organic solvent.

11. The method of claim 4 , wherein the vinyl sulfone precursor has the structure

12. A method of making a bioadhesive, comprising combining an epoxidized vegetable oil with a vinyl sulfone precursor comprising an amino group and a sulfonyl group, thereby making a bioadhesive.

13. The method of claim 12 , wherein the combining is performed under basic conditions.

14. The method of claim 13 , wherein the basic conditions comprise a pH of between about 8 and about 10.

15. The method of claim 12 , wherein the combining is performed under mild heat.

16. The method of claim 15 , wherein the mild heat comprises a temperature of about 35° C. to about 85° C.

17. The method of claim 12 , wherein the combining is performed in the absence of an organic solvent.

18. The method of claim 12 , wherein the vinyl sulfone precursor has the structure

Assignees

• Nutech Ventures

Inventors

• Helle Mark Alan
• Cheung Chin Li

Classifications

• C04B24/18

  Lignin sulfonic acid or derivatives thereof, e.g. sulfite lye · CPC title

• C07C309/13

  containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton · CPC title

• C09K8/20

  Natural organic compounds or derivatives thereof, e.g. polysaccharides or lignin derivatives · CPC title

• C07G1/00 Primary

  Low-molecular-weight derivatives of lignin (high-molecular-weight derivatives of lignin {C08H6/00}) · CPC title

• C07C245/20

  Diazonium compounds · CPC title