IP Library Granted Patent US 9,169,157
Granted Patent B2
US 9,169,157 · App. 12/534,319 · Granted Oct 27, 2015

Formaldehyde free binder

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Quick Facts
Patent No.
US 9,169,157
App. No.
12/534,319
Granted
Oct 27, 2015
Kind
B2
Abstract

An aqueous binder composition, useful for making fiber products, especially fiberglass insulation, comprising an aqueous substantially alkaline (pH of at least 5.0) solution of a polyol and a hydrolyzed (solubilized) copolymer of maleic anhydride and a vinyl aromatic compound, preferably styrene (i.e., a SMA copolymer); the copolymer is solubilized using ammonia, an ammine, a primary alkanolamines (preferably monoethanolamine), a secondary alkanolamine (preferably diethanolamine (DEA)), a tertiary alkanolamine (preferably triethanolamine (TEA)), or a mixture thereof and the binder composition is cured as a consequence of cross-linking, esterification reactions between pendant carboxyls on the solubilized (hydrolyzed) copolymer (SMA) chains and hydroxyl groups of the polyol, including the diethanolamine and/or triethanolamine preferably used in the solubilization of the SMA.

Claims (27)

1. An aqueous binder composition comprising a polyol and an aqueous solution of a hydrolyzed copolymer of maleic anhydride and a vinyl aromatic compound, wherein:

the hydrolyzed copolymer is hydrolyzed using an alkaline substance comprising a primary alkanolamine and a tertiary alkanolamine,

the aqueous solution of the hydrolyzed copolymer has a pH above 7.0 and comprises an amide functional group,

the polyol comprises a monosaccharide, and

the aqueous binder composition is formaldehyde free.

2. The aqueous binder composition of claim 1 , wherein the alkaline substance further comprises ammonia, one or more amines, or a mixture thereof.

3. The aqueous binder composition of claim 1 , wherein the vinyl aromatic compound is styrene.

4. The aqueous binder composition of claim 1 , wherein:

the hydrolyzed copolymer contains from 7 mole % to 50 mole % maleic anhydride and from 50 mole % to 93 mole % styrene,

the alkaline substance further comprises aqueous ammonia, and

the aqueous solution of the hydrolyzed copolymer comprises an imide functional group.

5. The aqueous binder composition of claim 4 , wherein the hydrolyzed copolymer further contains an unsaturated carboxylic acid in an amount less than 30 mole %, based on the amount of maleic anhydride.

6. The aqueous binder composition of claim 5 , wherein the unsaturated carboxylic acid is selected from the group consisting of: aconitic acid, itaconic acid, acrylic acid, methacrylic acid, crotonic acid, isocrotonic acid, citraconic acid, fumaric acid, lower alkyl esters thereof, and mixtures thereof.

7. The aqueous binder composition of claim 4 , wherein the hydrolyzed copolymer further contains a non-styrenic vinyl compound in an amount less than 30 mole %, based on the amount of styrene.

8. The aqueous binder composition of claim 7 , wherein the non-styrenic vinyl compound is selected from the group consisting of: vinyl acetate, vinyl propionate, vinyl butyrate, vinyl caproate, vinyl 2-ethylhexanoate, vinyl laurate, vinyl stearate, butadiene, isoprene, ethylene, propylene, cyclohexene, vinyl chloride, vinylidene chloride, methyl acrylate, ethyl acrylate, n-propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, tert-butyl acrylate, n-hexyl acrylate, cyclohexyl acrylate, 2-ethylhexyl acrylate, acrylonitrile, methacrylonitrile, and mixtures thereof.

9. The aqueous binder composition of claim 1 , wherein the hydrolyzed copolymer contains from 20 mole % to 40 mole % maleic anhydride and from 60 mole % to 80 mole % styrene.

10. The aqueous binder composition of claim 1 , wherein the polyol further comprises diethanolamine, triethanolamine, ethyl diethanolamine, methyl diethanolamine, ethylene glycol, diethylene glycol, triethylene glycol, hydroxy terminated polyethyleneoxide, glycerine, pentaerythritol, trimethylol propane, sorbitol, a polysaccharide, polyvinyl alcohol, resorcinol, catechol, pyrogallol, glycollated ureas, 1,4-cyclohexane diol, or mixtures thereof.

11. The aqueous binder composition of claim 1 , wherein the monosaccharide comprises glucose, fructose, or a mixture thereof.

12. The aqueous binder composition of claim 1 , wherein the monosaccharide comprises glucose.

13. The aqueous binder composition of claim 1 , wherein a molar ratio between pendant carboxyl (—COOH) groups of the copolymer and hydroxyl (—OH) groups of the polyol is from about 2:1 to about 1:2.

14. The aqueous binder composition of claim 1 , wherein a molar ratio between pendant carboxyl (—COOH) groups of the copolymer and hydroxyl (—OH) groups of the polyol is from about 1.5:1 to about 1:1.5.

15. The aqueous binder composition of claim 1 , wherein the aqueous solution of the hydrolyzed copolymer further comprises an imide functional group.

16. The aqueous binder composition of claim 1 , wherein the primary alkanolamine comprises monethanolamine and the tertiary alkanolamine comprises triethanolamine.

17. The aqueous binder composition of claim 1 , wherein the primary alkanolamine comprises monoethanolamine and the tertiary alkanolamine comprises triethanolamine, and wherein the polyol comprises glucose.

18. The aqueous binder composition of claim 1 , wherein the primary alkanolamine comprises monoethanolamine and the tertiary alkanolamine comprises triethanolamine, wherein the hydrolyzed copolymer contains from 20 mole % to 40 mole % maleic anhydride and from 60 mole % to 80 mole % styrene, and wherein the monosaccharide comprises glucose.

19. The aqueous binder composition of claim 1 , wherein the primary alkanolamine comprises monoethanolamine and the tertiary alkanolamine comprises triethanolamine, wherein a molar ratio between pendant carboxyl (—COOH) groups of the copolymer and hydroxyl (—OH) groups of the polyol is from about 1.5:1 to about 1:1.5, and wherein the monosaccharide comprises glucose.

20. The aqueous binder composition of claim 1 , wherein the primary alkanolamine comprises monoethanolamine and the tertiary alkanolamine comprises triethanolamine, wherein the aqueous solution of the hydrolyzed copolymer further comprises an imide functional group, wherein a molar ratio between pendant carboxyl (—COOH) groups of the copolymer and hydroxyl (—OH) groups of the polyol is from about 1.5:1 to about 1:1.5, wherein the monosaccharide comprises glucose, and wherein the hydrolyzed copolymer contains from 20 mole % to 40 mole % maleic anhydride and from 60 mole % to 80 mole % styrene.

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 19, 2009
From: SRINIVASAN, RAMJI; GABRIELSON, KURT D.; HINES, JOHN B.; HAGIOPOL, CORNEL
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 023388/0155 →