IP Library Granted Patent US 7,642,333
Granted Patent B2
US 7,642,333 · App. 11/751,184 · Granted Jan 5, 2010

Anhydride and resorcinol latent catalyst system for improving cure characteristics of phenolic resins

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Quick Facts
Patent No.
US 7,642,333
App. No.
11/751,184
Granted
Jan 5, 2010
Kind
B2
Abstract

An anhydride and resorcinol latent catalyst system for a phenolic resole resin provides a resin having long pot life and long shelf life, yet cures quickly thereafter.

Claims (17)

1. A phenolic resole resin comprising a phenolic component, an aldehyde component, an amine catalyst, and a latent catalyst system, said latent catalyst system comprising an acid anhydride and resorcinol, wherein the addition of the latent catalyst system does not reduce the storage stability of the resin, as reflected by the percent viscosity increase after 21 days at 25° C.

2. The resin of claim 1 wherein the amine is an organic amine compound and is present in a concentration of between about 0.0001 and about 0.2 moles per mole of phenolic component.

3. The resin of claim 2 wherein the organic amine compound is selected from the group consisting of hexamethylene tetraamine, hexamethylene triamine, dimethylethanolamine, triethylamine, triethanol amine, ethylene diamine, and blends thereof.

4. The resin of claim 2 wherein the acid anhydride is selected from the group consisting of maleic anhydride, phthalic anhydride, and blends thereof, and is present in a concentration of between about 0.1 and about 10 parts by weight per 100 parts of base resin.

5. The resin of claim 4 wherein the resorcinol is selected from the group consisting of resorcinol solid, resorcinol in aqueous or organic solution, or a resorcinol-containing resin having a molar excess of resorcinol, and blends thereof, and is present in a concentration of between about 0.1 and about 5 parts by weight per 100 parts of base resin.

6. The resin of claim 2 wherein the resorcinol is selected from the group consisting of resorcinol solid, resorcinol in aqueous or organic solution, or a resorcinol-containing resin having a molar excess of resorcinol, and blends thereof, and is present in a concentration of between about 0.1 and about 5 parts by weight per 100 parts of base resin.

7. The resin of claim 1 wherein the acid anhydride is selected from the group consisting of maleic anhydride, phthalic anhydride, and blends thereof, and is present in a concentration of between about 0.1 and about 10 parts by weight per 100 parts of base resin.

8. The resin of claim 7 wherein the resorcinol is selected from the group consisting of resorcinol solid, resorcinol in aqueous or organic solution, or a resorcinol-containing resin having a molar excess of resorcinol, and blends thereof, and is present in a concentration of between about 0.1 and about 5 parts by weight per 100 parts of base resin.

9. The resin of claim 1 wherein the resorcinol is selected from the group consisting of resorcinol solid, resorcinol in aqueous or organic solution, or a resorcinol-containing resin having a molar excess of resorcinol, and blends thereof and is present in a concentration of between about 0.1 and about 5 parts by weight per 100 parts of base resin.

10. A method for accelerating the cure time of a phenolic resole resin comprising a phenolic component and an aldehyde component and catalyzed with an amine catalyst, said method comprising mixing an acid anhydride and resorcinol latent catalyst system with the resin and curing the resin, wherein the addition of the acid anhydride and resorcinol latent catalyst system does not reduce the storage stability of the resin, as reflected by the percent viscosity increase after 21 days at 25° C.

11. The method of claim 10 wherein the amine is an organic amine compound and is present in a concentration of between about 0.0001 and about 0.2 moles per mole of phenolic component.

12. The method of claim 11 wherein the organic amine compound is selected from the group consisting of hexamethylene tetraamine, hexamethylene triamine, dimethylethanolamine, triethylamine, triethanol amine, ethylene diamine, and blends thereof.

13. The method of claim 11 wherein the acid anhydride is selected from the group consisting of maleic anhydride, phthalic anhydride, and blends thereof and is present in a concentration of between about 0.1 and about 10 parts by weight per 100 parts of base resin.

14. The method of claim 13 wherein the resorcinol is selected from the group consisting of resorcinol solid, resorcinol in aqueous or organic solution, or a resorcinol-containing resin having a molar excess of resorcinol, and blends thereof; and is present in a concentration of between about 0.1 and about 5 parts by weight per 100 parts of base resin.

15. The method of claim 11 wherein the resorcinol is selected from the group consisting of resorcinol solid, resorcinol in aqueous or organic solution, or a resorcinol containing resin having a molar excess of resorcinol, and blends thereof, and is present in a concentration of between about 0.1 and about 5 parts by weight per 100 parts of base resin.

16. The method of claim 10 wherein the acid anhydride is selected from the group consisting of maleic anhydride, phthalic anhydride, and blends thereof, and is present in a concentration of between about 0.1 and about 10 parts by weight per 100 parts of base resin.

17. The method of claim 10 wherein the resorcinol is selected from the group consisting of resorcinol solid, resorcinol in aqueous or organic solution, or a resoreinol containing resin having a molar excess of resorcinol, and blends thereof, and is present in a concentration of between about 0.1 and about 5 parts by weight per 100 parts of base resin.

Assignments (4)
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 →
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 14, 2007
From: QURESHI, SHAHID P.; CHAN, CHARLES C.
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 019426/0914 →