IP Library Granted Patent US 9,157,016
Granted Patent B2
US 9,157,016 · App. 14/040,796 · Granted Oct 13, 2015

Modified polyphenol binder compositions and methods for making and using same

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Quick Facts
Patent No.
US 9,157,016
App. No.
14/040,796
Granted
Oct 13, 2015
Kind
B2
Abstract

Modified polyphenol binder compositions and methods for making and using same are provided. In at least one specific embodiment, the binder composition can include at least one unsaturated monomer and at least one polyphenolic compound. The polyphenolic compound can include a lignin, a tannin, a novolac resin, a modified phenol formaldehyde resin, bis-phenol A, humic acid, or any mixture thereof.

Claims (35)

1. A binder composition, comprising:

at least one unsaturated monomer;

a tannin; and

at least one polyphenolic compound comprising a lignin, a novolac resin, a modified phenol formaldehyde resin, bis-phenol A, humic acid, or any mixture thereof, wherein the binder composition comprises about 0.1 wt % to about 1 wt % of the unsaturated monomer, based on a total weight of the tannin and the at least one polyphenolic compound.

2. The binder composition of claim 1 , wherein the unsaturated monomer is nonionic.

3. The binder composition of claim 1 , wherein the unsaturated monomer and the tannin are at least partially reacted with one another.

4. The binder composition of claim 1 , wherein the unsaturated monomer does not contain an aromatic ring.

5. The binder composition of claim 1 , wherein the binder composition further comprises water in an amount of about 40 wt % to about 70 wt %, based on a solids weight of the tannin and the at least one polyphenolic compound.

6. The binder composition 1 , wherein the unsaturated monomer comprises an unsaturated glycidyl ether, and wherein the unsaturated glycidyl ether comprises vinyl glycidyl ether, isopropenyl glycidyl ether, oleyl glycidyl ether, allyl glycidyl ether, p-vinylbenzyl glycidyl ether, o-allyl phenyl glycidyl ether, butenyl glycidyl ether, 4-vinylcyclohexyl glycidyl ether, abietylglycidyl ether, cyclohexeneylmethyl glycidyl ether, methallyl glycidyl ether, or any mixture thereof.

7. The binder composition of claim 1 , wherein the unsaturated monomer comprises an unsaturated glycidyl ester, and wherein the unsaturated glycidyl ester comprises glycidyl methacrylate, glycidyl acrylate, glycidyl crotonate, glycidyl oleate, di-glycidyl maleate, di-glycidyl fumarate, or any mixture thereof.

8. The binder composition of claim 1 , wherein the unsaturated monomer comprises an unsaturated mono-epoxide, and wherein the unsaturated mono-epoxide comprises 4-vinyl cyclohexene oxide, 1-methyl-4-isopropenyl cyclohexene monoxide, butadiene monoxide, or any mixture thereof.

9. The binder composition of claim 1 , wherein the unsaturated monomer comprises an unsaturated methylol compound, and wherein the unsaturated methylol compound comprises N-methylol acrylamide, N-methylol methacrylamide, N-methylol crotonamide, or any mixture thereof.

10. The binder composition of claim 1 , wherein the unsaturated monomer comprises maleic anhydride.

11. The binder composition of claim 1 , wherein the at least one polyphenolic compound comprises the lignin.

12. The binder composition of claim 1 , wherein the at least one polyphenolic compound comprises bis-phenol A, and wherein the binder composition is free of formaldehyde.

13. The binder composition of claim 1 , wherein the unsaturated monomer is nonionic, and wherein the binder composition is essentially free of any ionic monomer.

14. The binder composition of claim 1 , wherein the binder composition further comprises a copolymer of one or more vinyl aromatics and at least one of maleic anhydride and maleic acid; an adduct or polymer of styrene, at least one of maleic anhydride and maleic acid, and at least one of an acrylic acid and an acrylate; or a mixture thereof.

15. The binder composition of claim 1 , wherein the at least one polyphenolic compound comprises the lignin, wherein the unsaturated monomer is nonionic, wherein the unsaturated monomer does not contain an aromatic ring, and wherein the binder composition is essentially free of any ionic monomer.

16. The binder composition of claim 1 , wherein:

the binder composition further comprises a copolymer of one or more vinyl aromatics and at least one of maleic anhydride and maleic acid; an adduct or polymer of styrene, at least one of maleic anhydride and maleic acid, and at least one of an acrylic acid and an acrylate; or a mixture thereof,

the at least one polyphenolic compound comprises the lignin,

the unsaturated monomer is nonionic,

the unsaturated monomer does not contain an aromatic ring, and

the binder composition is essentially free of any ionic monomer.

17. A method for preparing a composite product, comprising:

contacting a plurality of lignocellulose substrates with a binder composition, wherein the binder composition comprises:

at least one unsaturated monomer;

a tannin; and

at least one polyphenolic compound comprising a lignin, a novolac resin, a modified phenol formaldehyde resin, bis-phenol A, humic acid, or any mixture thereof, wherein the binder composition comprises about 0.1 wt % to about 1 wt % of the unsaturated monomer, based on a total weight of the tannin and the at least one polyphenolic compound; and

at least partially curing the binder composition to produce a composite lignocellulose-containing product.

18. A composite product, comprising:

a plurality of lignocellulose substrates and an at least partially cured binder composition, wherein the binder composition, prior to at least partially curing, comprises:

at least one unsaturated monomer;

a tannin; and

at least one polyphenolic compound comprising a lignin, a novolac resin, a modified phenol formaldehyde resin, bis-phenol A, humic acid, or any mixture thereof, wherein the binder composition comprises about 0.1 wt % to about 1 wt % of the unsaturated monomer, based on a total weight of the tannin and the at least one polyphenolic compound.

Assignments (5)
ASSIGNMENT OF PATENT AND TRADEMARK SECURITY INTEREST Recorded May 12, 2025
From: MACQUARIE CAPITAL FUNDING LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 071276/0379 →
CHANGE OF NAME Recorded Mar 13, 2025
From: GEORGIA-PACIFIC CHEMICALS LLC
To: BAKELITE CHEMICALS LLC
Reel/Frame 070495/0222 →
SECURITY INTEREST Recorded Jun 9, 2022
From: GEORGIA-PACIFIC CHEMICALS LLC; GEORGIA-PACIFIC CONSUMER PRODUCTS LP; ENERG2 TECHNOLOGIES, INC.; KOCH AGRONOMIC SERVICES LLC; BAKELITE UK HOLDING LTD.; SURFACE TECH LLC
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 060328/0250 →
SECURITY INTEREST Recorded Jun 9, 2022
From: GEORGIA-PACIFIC CHEMICALS LLC; GEORGIA-PACIFIC CONSUMER PRODUCTS LP; ENERG2 TECHNOLOGIES, INC.; KOCH AGRONOMIC SERVICES LLC; BAKELITE UK HOLDING LTD.
To: MACQUARIE CAPITAL FUNDING LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 060328/0327 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 8, 2013
From: HAGIOPOL, CORNEL; ATKINSON, DEREK L.
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 031361/0485 →