IP Library Granted Patent US 8,399,544
Granted Patent B2
US 8,399,544 · App. 13/020,069 · Granted Mar 19, 2013

Adhesive compositions

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Quick Facts
Patent No.
US 8,399,544
App. No.
13/020,069
Granted
Mar 19, 2013
Kind
B2
Abstract

The invention is directed to composition, preparation and use of composite materials based on an adhesive with solids levels above 45% by weight that contain stable polyamidoamine-epihalohydrin resins (PAE resins) of solids greater than 40% where the relative high solids of the PAE enables the high solids content of the adhesive. Furthermore, at least 45% of the solids portion of the adhesive is made up of a combination of the solids of the PAE resin and the solids of the protein source. The invention is also directed an adhesive comprised of the PAE in combination with a soy protein source. The invention is also directed toward use of the adhesive in composite materials and in particular wood containing composite materials, and more specifically wood fiber or particle based composites.

Claims (35)

1. A method of preparing an adhesive, the method comprising combining a PAE resin with a protein source,

wherein the adhesive has a total solids content of greater than 45% by weight based on the total weight of the adhesive,

wherein the combined solids content of the PAE resin and protein source comprises a least 45% of the total adhesive solids content,

wherein the PAE resin has a solids content of greater than 40%, and

wherein the PAE resin is characterized in that it has an aging stability of greater than one week at 32° C.

2. The method of claim 1 wherein the protein source comprises soy protein.

3. The method of claim 1 wherein the PAE resin has a viscosity at 40% solids of less than 200 cps.

4. The method of claim 1 wherein the PAE resin has a RSV of less than 0.3 dl/g.

5. The method of claim 1 wherein the PAE resin has an azetidinium level of greater than 0.75 meq.

6. The method of claim 1 wherein the viscosity of the adhesive is less than 10,000 cps.

7. The method of claim 1 wherein the adhesive has a total solids content of greater than 50% by weight based on the total weight of the adhesive.

8. The method of claim 1 wherein the combined solids content of the PAE resin and the protein source comprise at least 50% of the total adhesive solids content.

9. A method of preparing a composite the method comprising adding the adhesive of claim 1 to a suitable substrate.

10. The method of claim 9 wherein the protein source is a soy based material containing soy protein.

11. The method of claim 9 wherein the PAE resin has a viscosity at 40% solids of less than 200 cps and wherein the viscosity of the adhesive viscosity is less than 10,000 cps.

12. The method of claim 9 wherein the PAE resin has a RSV of 0.3 dl/g and an azetidinium level greater than 0.75 meq.

13. The method of claim 9 wherein the adhesive has a total solids content of greater than 50% by weight based on the total weight of the adhesive.

14. The method of claim 9 wherein the combined solids content of the PAE resin and the protein source comprise at least 50% of the total adhesive solids content.

15. The method of claim 9 wherein the composite is a wood based particle board.

16. The method of claim 15 wherein the protein source is a soy based material containing soy protein, the adhesive has a viscosity at 40% solids of less than 200 cps, the PAE resin has a RSV below 0.3 dl/g, the PAE resin has an azetidinium level greater than 0.75 meq and the adhesive viscosity is below 10,000 cps.

17. The method of claim 9 wherein the composite is a wood based fiber board.

18. The method of claim 17 wherein the protein source is a soy based material containing soy protein, the adhesive has a viscosity at 40% solids of less than 200 cps, the PAE resin has a RSV below 0.3 dl/g, the PAE resin has an azetidinium level greater than 0.75 meq and the adhesive viscosity is below 10,000 cps.

19. An adhesive composition comprising a PAE resin and a protein source,

wherein the adhesive has a total solids content of greater than 45% by weight based on the total weight of the adhesive,

wherein the combined solids content of the PAE resin and protein source comprises at least 45% of the total adhesive solids content,

wherein the PAE resin has a solids content of greater than 40%, and

wherein the PAE resin is characterized in that it has an aging stability of greater than one week at 32° C.

20. The adhesive according to claim 19 , wherein the PAE resin has a solids level of greater than 40%, an LV Brookfield viscosity of less than 200 cps, an azetidinium level of greater than 0.75 meq/g, a RSV of less than 0.3 dl/g and stability of greater than one week at 32° C.

21. The adhesive of claim 19 , wherein the protein source comprises soy protein.

22. The adhesive of claim 19 , wherein the PAE resin has a viscosity at 40% solids of less than 200 cps.

23. The adhesive of claim 19 , wherein the PAE resin has a RSV of less than 0.3 dl/g.

24. The adhesive of claim 19 , wherein the PAE resin has an azetidinium level of greater than 0.75 meg.

25. The adhesive of claim 19 , wherein the viscosity of the adhesive is less than 10,000 cps.

26. The adhesive of claim 19 , wherein the adhesive has a total solids content of greater than 50% by weight based on the total weight of the adhesive.

27. The adhesive of claim 19 , wherein the combined solids content of the PAE resin and the protein source comprise at least 50% of the total adhesive solids content.

Assignments (25)
SECURITY INTEREST Recorded Nov 14, 2025
From: CHEM-AQUA, INC.; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; NCH CORPORATION; NCH LIFE SCIENCES LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073570/0838 →
RELEASE OF SECURITY INTEREST Recorded Nov 14, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073564/0864 →
SECURITY AGREEMENT (NOTES) Recorded Oct 10, 2025
From: DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073061/0885 →
RELEASE OF 2023 NOTES PATENT SECURITY INTERESTS Recorded Oct 10, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073074/0198 →
SECURITY AGREEMENT (2024 NOTES) Recorded Jun 24, 2024
From: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 067824/0278 →
2023 NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE GLOBAL CORPORATION
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064225/0170 →
SECURITY AGREEMENT (NOTES) Recorded Sep 14, 2022
From: SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
Reel/Frame 061432/0821 →
TERM LOAN PATENT SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: GOLDMAN SACHS BANK USA
Reel/Frame 058102/0407 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058856/0724 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CITIBANK, N.A.
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058848/0636 →
NOTES SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 058103/0066 →
FIRST LIEN NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jul 20, 2018
From: SOLENIS TECHNOLOGIES, L.P.
To: CITIBANK, N.A., COLLATERAL AGENT
Reel/Frame 046595/0241 →
INTELLECTUAL PROPERTY FIRST LIEN SECURITY AGREEMENT RELEASE Recorded Jul 20, 2018
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 046594/0252 →
INTELLECTUAL PROPERTY SECOND LIEN SECURITY AGREEMENT RELEASE Recorded Jul 20, 2018
From: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 047058/0800 →
SECOND LIEN NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jul 20, 2018
From: SOLENIS TECHNOLOGIES, L.P.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 046629/0213 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ERROR IN RECORDATION OF ASSIGNMENT BY REMOVING PATENT APPLICATION NO. 12020069; INSERT CORRECT PATENT APPLICATION NO. 13020069 PREVIOUSLY RECORDED ON REEL 033470 FRAME 0922. ASSIGNOR(S) HEREBY CONFIRMS THE U.S. ASSIGNMENT OF PATENTS. Recorded Aug 18, 2014
From: HERCULES INCORPORATED
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 033558/0897 →
NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS (SECOND LIEN) Recorded Aug 14, 2014
From: SOLENIS TECHNOLOGIES, L.P.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 033535/0847 →
NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS (FIRST LIEN) Recorded Aug 14, 2014
From: SOLENIS TECHNOLOGIES, L.P.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 033535/0806 →
U.S. ASSIGNMENT OF PATENTS Recorded Aug 4, 2014
From: HERCULES INCORPORATED
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 033470/0922 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Sep 15, 2011
From: BANK OF AMERICA, N.A.
To: ASHLAND, INC.; ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 026927/0247 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2011
From: VARNELL, DANIEL F; SPRAUL, BRYAN K.; EVANS, MICHAEL A.
To: HERCULES INCORPORATED
Reel/Frame 026447/0793 →
SECURITY AGREEMENT Recorded Apr 7, 2011
From: HERCULES INCORPORATED
To: BANK OF AMERICA, N.A.
Reel/Frame 026089/0554 →
SECURITY AGREEMENT Recorded Mar 14, 2011
From: HERCULES INCORPORATED
To: BANK OF AMERICA, N.A.
Reel/Frame 025947/0523 →