Formaldehyde-free binder compositions and methods of making the binders

US9695311B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-9695311-B2
Application numberUS-201213559769-A
CountryUS
Kind codeB2
Filing dateJul 27, 2012
Priority dateJul 27, 2012
Publication dateJul 4, 2017
Grant dateJul 4, 2017

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  1. Title

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  2. Abstract

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  3. Assignees and inventors

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  4. Key dates

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  5. First independent claim

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  6. CPC / IPC classifications

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Abstract

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Formaldehyde-free binder compositions are described that include an aldehyde or ketone, an organic anhydride, an alkanol amine, and a nitrogen-containing salt of an inorganic acid. The binder compositions may be applied to fibers, such as glass fibers, to make formaldehyde-free, fiber-reinforced composites. Methods of making fiber-reinforced composites are also described, where such methods may include mixing an alkanol amine with an organic anhydride to make a first mixture, and adding a reducing sugar to the first mixture to make a second mixture. A nitrogen-containing salt may be added to the second mixture to make a binder composition, which may be applied to fibers to form a binder-fiber amalgam. The amalgam may be heated to cure the binder composition and form the fiber-reinforced composite.

First claim

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What is claimed is: 1. A formaldehyde-free binder composition comprising: an aldehyde or ketone; a reaction product of a monomeric organic anhydride and an alkanol amine; and a nitrogen-containing salt of an inorganic acid, wherein: the reaction product reacts with the nitrogen-containing salt of the inorganic acid when the binder composition is cured, and the composition has a pH of between 2 and 4.5. 2. The formaldehyde-free binder composition of claim 1 , wherein the aldehyde or ketone is a reducing sugar. 3. The formaldehyde-free binder composition of claim 2 , wherein the reducing sugar is dextrose. 4. The formaldehyde-free binder composition of claim 1 , wherein the monomeric organic anhydride is chosen from maleic anhydride, phthalic anhydride, tetrahydrophthalic anhydride, perhydrophthalic anhydride, itaconic anhydride, and succinic anhydride. 5. The formaldehyde-free binder composition of claim 1 , wherein the monomeric organic anhydride is maleic anhydride. 6. The formaldehyde-free binder composition of claim 1 , wherein the alkanol amine has the structure: wherein R 1 , R 2 , and R 3 are independently chosen from, a hydrogen, a C 1-10 alkyl group, an aromatic group, and a C 1-10 hydroxy alkyl group, and wherein at least one of R 1 , R 2 , and R 3 is a hydroxyl alkyl group. 7. The formaldehyde-free binder composition of claim 1 , wherein the alkanol amine is chosen from monoethanol amine, diethanol amine, and triethanol amine. 8. The formaldehyde-free binder composition of claim 1 , wherein the nitrogen-containing salt is an unsubstituted ammonium salt. 9. The formaldehyde-free binder composition of claim 1 , wherein the nitrogen-containing salt is a substituted ammonium salt, and the substituted ammonium salt is an ammonium salt that has a hydrogen atom replaced by an organic moiety. 10. The formaldehyde-free binder composition of claim 1 , wherein the nitrogen-containing salt is a substituted ammonium salt having a polyammonium ion, and the substituted ammonium salt is an ammonium salt that has a hydrogen atom replaced by an organic moiety. 11. The formaldehyde-free binder composition of claim 10 , wherein the polyammonium ion is chosen from ethylene diammonium ion, 1,3-propanediammonium ion, 1,4-butanediammonium ion, 1,5-pendanediammonium ion, 1,6-hexanediammonium ion, α,α′-diaminoxylene ion, diethylenetriammonium ion, triethylenetetraammonium ion, tetraethylenepentammonium ion, and diamino benzene ion. 12. The formaldehyde-free binder composition of claim 1 , wherein inorganic acid is phosphoric acid. 13. The formaldehyde-free binder composition of claim 1 , wherein the nitrogen-containing salt of an inorganic acid is chosen from ethylene diammonium phosphate and hexamethylene diammonium phosphate. 14. The formaldehyde-free binder composition of claim 1 , wherein the binder composition comprises one or more additional compounds chosen from adhesion promoters, oxygen scavengers, moisture repellants, solvents, emulsifiers, pigments, fillers, anti-migration aids, coalescent aids, wetting agents, biocides, plasticizers, organosilanes, anti-foaming agents, colorants, waxes, suspending agents, anti-oxidants, and crosslinking catalysts. 15. The formaldehyde-free binder composition of claim 1 , wherein a molar ratio of the alkanol amine to the aldehyde or ketone is about 1:6. 16. The formaldehyde-free binder composition of claim 1 , wherein the composition has a pH of between 3 and 4.2. 17. The formaldehyde-free binder composition of claim 1 , wherein the binder composition comprises an organic acid. 18. The formaldehyde-free binder composition of claim 17 , wherein the organic acid comprises citric acid. 19. The formaldehyde-free binder composition of claim 1 , wherein the aldehyde or ketone comprises a multifunctional aldehyde. 20. The formaldehyde-free binder composition of claim 19 , wherein the multifunctional aldehyde comprises glyoxal. 21. The formaldehyde-free binder composition of claim 1 , wherein the binder composition further comprises a urea compound. 22. The formaldehyde-free binder composition of claim 1 , wherein the binder composition comprises a reaction product of a urea compound and the aldehyde or ketone. 23. The formaldehyde-free binder composition of claim 22 , wherein the aldehyde or ketone comprises glyoxal. 24. The formaldehyde-free binder composition of claim 1 , wherein the aldehyde or ketone comprises fructose. 25. The formaldehyde-free binder composition of claim 1 , wherein the binder composition is an aqueous solution. 26. A binder composition comprising: a reducing sugar; a reaction product of maleic anhydride and an ethanol amine; and a nitrogen-containing salt of phosphoric acid, wherein: the reaction product reacts with the nitrogen-containing salt of phosphoric acid when the binder composition is cured, and the binder composition has a pH of between 2 and 4.5. 27. A binder composition comprising: an aldehyde or ketone; a reaction product of a monomeric organic anhydride and an alkanol amine; a nitrogen-containing salt of an inorganic acid, and a urea compound, wherein: the reaction product reacts with the nitrogen-containing salt of the inorganic acid when the binder composition is cured, the urea compound forms an additional reaction product with the aldehyde or ketone; and the binder composition has a pH of between 2 and 4.5. 28. The binder composition of claim 27 , wherein the aldehyde or ketone comprises glyoxal.

Assignees

Inventors

Classifications

  • C08L61/02Primary

    Condensation polymers of aldehydes or ketones only · CPC title

  • Reinforcing macromolecular compounds with loose or coherent fibrous material · CPC title

  • Curing · CPC title

  • Characterised by the use of unspecified polymers · CPC title

  • Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers · CPC title

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What does patent US9695311B2 cover?
Formaldehyde-free binder compositions are described that include an aldehyde or ketone, an organic anhydride, an alkanol amine, and a nitrogen-containing salt of an inorganic acid. The binder compositions may be applied to fibers, such as glass fibers, to make formaldehyde-free, fiber-reinforced composites. Methods of making fiber-reinforced composites are also described, where such methods may…
Who is the assignee on this patent?
Shooshtari Kiarash Alavi, Lester Uranchimeg, Asrar Jawed, and 1 more
What technology area does this patent fall under?
Primary CPC classification C08L61/02. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Jul 04 2017 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).