IP Library Granted Patent US 10,227,431
Granted Patent B2
US 10,227,431 · App. 16/131,278 · Granted Mar 12, 2019

Binder compositions and methods for making and using same

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Quick Facts
Patent No.
US 10,227,431
App. No.
16/131,278
Granted
Mar 12, 2019
Kind
B2
Abstract

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 compound having two or more unsaturated carbon-carbon bonds and at least one free radical precursor. At least one of the unsaturated carbon-carbon bonds can be a pi-bond that is not conjugated with an aromatic moiety and can be capable of free radical addition. The free radical precursor can be present in an amount of about 7 wt % to about 99 wt %, based on the weight of the one or more unsaturated compounds.

Claims (31)

1. A binder composition, comprising:

an unsaturated compound comprising a reaction product of (1) a prepolymer and (2) an unsaturated alcohol, an unsaturated acid, an unsaturated epoxide, or a mixture thereof, wherein the prepolymer comprises an unsaturated polyester prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyether prepolymer, an unsaturated polyurethane prepolymer, or a mixture thereof; and

a free radical precursor comprising an oxidant and a catalyst.

2. The binder composition of claim 1 , wherein the oxidant comprises an inorganic oxidant.

3. The binder composition of claim 1 , wherein a weight ratio of the free radical precursor to the unsaturated compound is at least 0.23:1 to about 40:1.

4. The binder composition of claim 3 , wherein the oxidant comprises hydrogen peroxide and the catalyst comprises an iron containing catalyst.

5. The binder composition of claim 1 , wherein the unsaturated compound comprises a reaction product of (1) the prepolymer and (2) the unsaturated alcohol.

6. The binder composition of claim 5 , wherein the unsaturated alcohol comprises an allylic alcohol.

7. The binder composition of claim 1 , wherein the unsaturated compound comprises a reaction product of (1) the prepolymer and (2) the unsaturated acid.

8. The binder composition of claim 7 , wherein the unsaturated acid comprises an unsaturated polyacid.

9. The binder composition of claim 1 , wherein the unsaturated compound comprises a reaction product of (1) the prepolymer and (2) the unsaturated epoxide.

10. The binder composition of claim 9 , wherein the unsaturated epoxide comprises allyl glycidyl ether; 3,4-epoxy-1-butene; 1,2-epoxy-5-hexene; or a mixture thereof.

11. The binder composition of claim 1 , wherein:

the unsaturated compound comprises a reaction product of (1) the prepolymer and (2) the unsaturated epoxide,

the prepolymer comprises the unsaturated polyester prepolymer, and

the unsaturated epoxide comprises allyl glycidyl ether.

12. A binder composition, comprising:

a first unsaturated compound comprising a prepolymer selected from the group consisting of: an unsaturated polyester prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyether prepolymer, an unsaturated polyurethane prepolymer, and a mixture thereof;

a second unsaturated compound selected from the group consisting of: dicyclopentadiene, ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol) diacrylate, poly(ethylene glycol) dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, polyacrylate starch, and a mixture thereof; and

a free radical precursor comprising an oxidant and a catalyst.

13. The binder composition of claim 12 , wherein a weight ratio of the free radical precursor to a combined weight of the first unsaturated compound and the second unsaturated compound is at least 0.23:1 to about 40:1.

14. The binder composition of claim 13 , wherein the oxidant comprises hydrogen peroxide, and wherein the catalyst comprises an iron-containing catalyst.

15. A binder composition, comprising:

a first unsaturated compound comprising a reaction product of (1) a prepolymer and (2) an unsaturated alcohol, an unsaturated acid, an unsaturated epoxide, or a mixture thereof, wherein the prepolymer comprises an unsaturated polyester prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyether prepolymer, an unsaturated polyurethane prepolymer, or a mixture thereof;

a second unsaturated compound selected from the group consisting of: dicyclopentadiene, ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol) diacrylate, poly(ethylene glycol) dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, polyacrylate starch, and a mixture thereof; and

a free radical precursor comprising an oxidant and a catalyst.

16. The binder composition of claim 15 , wherein a weight ratio of the free radical precursor to a combined weight of the first unsaturated compound and the second unsaturated compound is at least 0.23:1 to about 40:1.

17. The binder composition of claim 16 , wherein the oxidant comprises hydrogen peroxide, and wherein the catalyst comprises an iron-containing catalyst.

18. The binder composition of claim 15 , wherein the unsaturated compound comprises a reaction product of (1) the prepolymer and (2) the unsaturated alcohol.

19. The binder composition of claim 15 , wherein the unsaturated compound comprises a reaction product of (1) the prepolymer and (2) the unsaturated acid.

20. The binder composition of claim 15 , wherein the unsaturated compound comprises a reaction product of (1) the prepolymer and (2) the unsaturated epoxide.

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 Sep 17, 2018
From: WILLIAMSON, BOBBY L.; SNIADY, ADAM K.; SWIFT, BRIAN L.; SRINIVASAN, RAMJI; JING, FENG; HAGIOPOL, CORNEL
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 046891/0342 →