IP Library Granted Patent US 9,464,193
Granted Patent B2
US 9,464,193 · App. 14/880,726 · Granted Oct 11, 2016

Modified polyphenol binder compositions and methods for making and using same

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Quick Facts
Patent No.
US 9,464,193
App. No.
14/880,726
Granted
Oct 11, 2016
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 (26)

1. A binder composition, comprising a reaction product of an unsaturated monomer and at least two polyphenolic compounds selected from the group consisting of: a tannin, a lignin, a novolac resin, a modified phenol formaldehyde resin, bis-phenol A, and humic acid, wherein the binder composition comprises about 0.05 wt % to 10 wt % of the unsaturated monomer, based on a solids weight of the at least two polyphenolic compounds.

2. 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 at least two polyphenolic compounds.

3. The binder composition of claim 1 , wherein the unsaturated monomer comprises an unsaturated glycidyl ether.

4. The binder composition of claim 1 , wherein the unsaturated monomer comprises an unsaturated glycidyl ester.

5. The binder composition of claim 1 , wherein the unsaturated monomer comprises an unsaturated mono-epoxide.

6. The binder composition of claim 1 , wherein the unsaturated monomer comprises an unsaturated methylol compound.

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

8. The binder composition of claim 1 , wherein the unsaturated monomer comprises at least two compounds selected from the group consisting of: an unsaturated glycidyl ether, an unsaturated glycidyl ester, an unsaturated mono-epoxide, an unsaturated methylol compound, and maleic anhydride.

9. The binder composition of claim 1 , wherein the at least two polyphenolic compounds are selected from the group consisting of: a tannin, a lignin, a novolac resin, bis-phenol A, and humic acid.

10. The binder composition of claim 1 , wherein the at least two polyphenolic compounds comprise a tannin and a lignin.

11. The binder composition of claim 1 , wherein the binder composition comprises about 0.05 wt % to about 8.5 wt % of the unsaturated monomer, based on a solids weight of the at least two polyphenolic compounds.

12. The binder composition of claim 1 , wherein the unsaturated monomer is nonionic, and wherein the binder composition comprises less than 3 wt % of ionic monomers.

13. The binder composition of claim 1 , further comprising 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.

14. A binder composition, comprising a reaction product of an unsaturated monomer and at least two polyphenolic compounds, wherein:

the at least two polyphenolic compounds are selected from the group consisting of: a tannin, a lignin, a novolac resin, a modified phenol formaldehyde resin, bis-phenol A, and humic acid, and

the unsaturated monomer is selected from the group consisting of: an unsaturated glycidyl ether, an unsaturated glycidyl ester, an unsaturated mono-epoxide, an unsaturated methylol compound, maleic anhydride, and any mixture thereof, wherein the binder composition comprises about 0.05 wt % to 10 wt % of the unsaturated monomer, based on a solids weight of the at least two polyphenolic compounds.

15. The binder composition of claim 14 , further comprising water, wherein the binder composition comprises about 1 wt % to about 80 wt % of the water, based on a solids weight of the at least two polyphenolic compounds.

16. The binder composition of claim 14 , wherein the unsaturated monomer comprises at least two compounds selected from the group consisting of: an unsaturated glycidyl ether, an unsaturated glycidyl ester, an unsaturated mono-epoxide, an unsaturated methylol compound, and maleic anhydride.

17. The binder composition of claim 14 , and wherein the binder composition comprises less than 3 wt % of ionic monomers.

18. The binder composition of claim 14 , wherein the at least two polyphenolic compounds are selected from the group consisting of: a tannin, a lignin, a novolac resin, bis-phenol A, and humic acid.

19. A composite product, comprising:

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

a reaction product of an unsaturated monomer and at least two polyphenolic compounds, wherein:

the at least two polyphenolic compounds are selected from the group consisting of: a tannin, a lignin, a novolac resin, a modified phenol formaldehyde resin, bis-phenol A, and humic acid, and

the binder composition comprises about 0.05 wt % to 10 wt % of the unsaturated monomer, based on a solids weight of the at least two polyphenolic compounds.

20. The composite product of claim 19 , wherein the unsaturated monomer is selected from the group consisting of: an unsaturated glycidyl ether, an unsaturated glycidyl ester, an unsaturated mono-epoxide, an unsaturated methylol compound, maleic anhydride, and any mixture thereof.

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 Jun 25, 2018
From: HAGIOPOL, CORNEL; ATKINSON, DEREK L.
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 046193/0287 →