IP Library Granted Patent US 8,845,851
Granted Patent B2
US 8,845,851 · App. 13/116,359 · Granted Sep 30, 2014

Protein adhesive formulations with amine-epichlorohydrin and isocyanate additives

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Quick Facts
Patent No.
US 8,845,851
App. No.
13/116,359
Granted
Sep 30, 2014
Kind
B2
Abstract

Disclosed is an adhesive composition comprising a protein component, an AE adduct component and an isocyanate component. Also disclosed is a composite and a method of making a composite comprising a substrate and the adhesive composition of the present invention.

Claims (17)

1. An adhesive composition comprising a soy, an amine-epichlorohydrin (AE) adduct and an isocyanate, wherein the AE adduct comprises a polyamidoamine epichlorohydrin (PAE) polymer; the isocyanate comprises poly(hexamethylene diisocyanate) [pHDI] or poly(methylene diphenyl diisocyanate); the ratio of the dry weight of AE adduct to dry weight of isocyanate material is from 10:1 to 1:1; and the ratio of soy to the total of the AE adduct component and isocyanate component in the composition is from 1:2 to 10:1.

2. The composition of claim 1 wherein the isocyanate is water-dispersible.

3. The composition of claim 1 wherein the AE adduct comprises a polyamidoamine-epichlorohydrin (PAE) polymer; the isocyanate comprises a water-dispersible isocyanate made from poly(hexamethylene diisocyanate) [pHDI] or poly(methylene diphenyl diisocyanate); and the ratio of the dry weight of AE adduct to dry weight of isocyanate material is from 10:1 to 1:1.

4. The composition of claim 1 wherein the AE adduct comprises a polyamidoamine-epichlorohydrin [PAE) polymer; the isocyanate comprises a water-dispersible isocyanate made from poly(hexamethylene diisocyanate) [pHDI]; the protein source comprises soy flour, and the ratio of the dry weight of AE adduct to dry weight of isocyanate is from 10:1 to 1:1.

5. A lignocellulosic composite comprising the composition of claim 1 and a lignocellulosic substrate.

6. The composite of claim 5 wherein the protein comprises soy, the AE adduct comprises a polyamidoamine-epichlorohydrin (PAE) polymer and the isocyanate comprises a water-dispersible isocyanate.

7. A method of making a composite comprising the steps of

a) providing a lignocellulosic substrate,

b) applying the adhesive composition of claim 1 to the substrate, and

c) subjecting the substrate/adhesive combination to heat and pressure to form the composite.

8. The method of claim 7 wherein the protein comprises soy, the AE adduct comprises a polyamidoamine-epichlorohydrin (PAE) polymer and the isocyanate comprises a water-dispersible isocyanate.

9. A method of making a composite comprising

a) providing a lignocellulosic substrate,

b) applying an isocyanate to the substrate

c) applying an AE adduct and soy mixture to the substrate, wherein the ratio of the dry weight of AE adduct to dry weight of isocyanate material is from 10:1 to 1:1; and the ratio of soy to the total of the AE adduct component and isocyanate component in the composition is from 1:2 to 10:1; and

d) subjecting the substrate/adhesive combination to heat and pressure to form the composite.

10. The method of claim 9 wherein the protein comprises soy, the AE adduct comprises a polyamidoamine-epichlorohydrin (PAE) polymer and the isocyanate comprises a water-dispersible isocyanate.

Assignments (24)
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 →
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 (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 →
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 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058856/0724 →
ABL PATENT SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: BANK OF AMERICA, N.A.
Reel/Frame 058102/0122 →
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 →
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 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CITIBANK, N.A.
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058848/0636 →
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 →
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 →
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 →
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 Aug 1, 2011
From: ALLEN, ANTHONY J.; WESCOTT, JAMES M.; VARNELL, DANIEL F.; EVANS, MICHAEL A.
To: HERCULES INCORPORATED
Reel/Frame 026680/0134 →
SECURITY AGREEMENT Recorded Jun 14, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A.
Reel/Frame 026440/0578 →