Aqueous algal-based phenolic type adhesives and glues

• US 5,520,727 A
• Filed: 08/16/1993
• Issued: 05/28/1996
• Est. Priority Date: 08/16/1993
• Status: Expired due to Fees

• Current Assignee: Regents of the University of California (University of California)
• Original Assignee: Regents of the University of California (University of California)
• Inventors: Grotkopp, Eva, Vreeland, Valerie
• Primary Examiner(s): BRUNSMAN, DAVID M
• Application Number:
  US08/108,077
• Time in Patent Office: 1,016 Days
• Field of Search: 106/205, 435/156, 527/100, 528/219
• US Class Current: 106/135.1
• CPC Class Codes: C08G 61/00 Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule C08G2/00 - C08G16/00 take precedence
• CPC Class Codes: C09J 105/04 Alginic acid; Derivatives thereof
• CPC Class Codes: C09J 199/00 Adhesives based on natural macromolecular compounds or on derivatives thereof, not provided for in groups C09J101/00 -C09J107/00 or C09J189/00 - C09J197/00

Abstract

A novel water-resistant, aqueous, and versatile phenolic adhesive or glue derived from algal materials. Phenolic compounds act as an adhesive glue by binding non-specifically to both hydrophobic and hydrophilic surfaces in aqueous conditions and are useful for medical, biological, biomedical, marine, industrial and other applications. Algal derived adhesive phenolic compounds are activated with enzyme catalyst or oxidizing agents and/or cross-linked with algal carbohydrate, other fibers, or proteins.

Claims

1. A water-resistant aqueous adhesive comprising natural phenolic compounds extracted from algae.

2. The aqueous adhesive of claim 1 wherein the phenolic compound consists of phloroglucinol units of the formula ##STR3## namely, 1,3,5-trihydroxybenzene.

3. The aqueous adhesive of claim 2 wherein the phenolic compound is polyphenol containing from about 2 to 500,000 phloroglucinol units.

4. The aqueous adhesive of claim 3 wherein the phenolic compound is activated in the presence of an oxidizing agent selected from the group consisting of sodium hypochlorite, hydrogen peroxide, urea hydrogen peroxide, periodic acid, nitric acid, potassium permanganate, potassium dichromate, and sodium metaperiodate, organic peroxides, free radical forming agents and sodium orthovanadate.

5. The aqueous adhesive of claim 4 wherein the phenolic compound is extracted from algae in a solution comprising lower alcohol and acetone.

6. A water-resistant aqueous adhesive comprising natural phenolic compounds extracted from algae and activated with a naturally derived enzyme catalyst.

7. The aqueous adhesive of claim 6 wherein the phenolic compound consists of phloroglucinol units of the following formula ##STR4## namely 1,3,5-trihydroxybenzene.

8. The aqueous adhesive of claim 7 wherein the phenolic compound is a polyphenol containing from about 2 to 500.000 phloroglucinol units.

9. The aqueous adhesive of claim 8 wherein the naturally derived enzyme catalyst is a vanadate requiring haloperoxidase or a higher plant peroxidase.

10. The aqueous adhesive of claim 9 wherein the enzyme catalyst is an algal derived vanadate-requiring bromoperoxidase or a vanadate-requiring iodoperoxidase.

11. The aqueous adhesive of claim 10 wherein the ratio of vanadate to peroxidase in the algal derived enzyme catalyst is about 0.1:

1 to 1;

1.

12. The aqueous adhesive of claim 11 wherein the higher plant peroxidase is a horseradish peroxidase.

13. A water-resistant aqueous adhesive comprising activated phenolic compounds extracted from algae, and cross-linked with algal carbohydrate or natural algal fibrous material, or protein materials.

14. The adhesive of claim 13 wherein the phenolic compound is activated in the presence of a naturally derived enzyme catalyst or an oxidizing agent.

15. The adhesive of claim 14 wherein the phenolic compound consists of phloroglucinol units of the following formula ##STR5## namely, 1,3,5-trihydroxybenzene.

16. The adhesive of claim 15 wherein the naturally derived algal carbohydrate or fibrous material is extracted from brown algae.

17. The adhesive of claim 16 wherein the naturally derived algal carbohydrates or fibrous material is selected from the group consisting of alginates, alginic acid, fucans, and fucoidans.

18. The adhesive of claim 17 wherein the naturally derived enzyme catalyst is a higher plant peroxidase or an algal derived vanadate-requiring haloperoxidase.

19. The adhesive of claim 17 wherein the vanadate-requiring haloperoxidase is a vanadate-requiring bromoperoxidase or a vanadate-requiring iodoperoxidase.

20. The adhesive of claim 15 wherein the oxidizing agent is selected from the group consisting of sodium hypochlorite, hydrogen peroxide, urea hydrogen peroxide, periodic acid, nitric acid, potassium permanganate, potassium dichromate, sodium metaperiodate, organic peroxides, free radical forming agents and sodium orthovanadate.