Carbohydrate polyamine binders and materials made therewith
US-2020332060-A1 · Oct 22, 2020 · US
US9493603B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9493603-B2 |
| Application number | US-201113696452-A |
| Country | US |
| Kind code | B2 |
| Filing date | May 7, 2011 |
| Priority date | May 7, 2010 |
| Publication date | Nov 15, 2016 |
| Grant date | Nov 15, 2016 |
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A binder comprising a polymeric binder comprising the products of a carbohydrate reactant and nucleophile is disclosed. The binder is useful for consolidating loosely assembled matter, such as fibers. Fibrous products comprising fibers in contact with a carbohydrate reactant and a nucleophile are also disclosed. The binder composition may be cured to yield a fibrous product comprising fibers bound by a cross-linked polymer. Further disclosed are methods for binding fibers with the carbohydrate reactant and polyamine based binder.
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The invention claimed is: 1. A method of making a composite wood board comprising a collection of matter comprising cellulosic fibers bound with a cured thermoset polymeric binder, the method comprising: (i) preparing an aqueous binder solution containing reactants for producing the cured thermoset polymeric binder, wherein the reactants include a reducing sugar and a nucleophile R 1 -Q-R 2 , wherein; Q is alkyl, cycloalkyl, heteroalkyl, or cycloheteroalkyl, each of which is optionally substituted, R 1 is selected from the group consisting of an amine, an azide, a cyanate, an isocyanate, a thiol, a disulfide, a thiocyanate, a halogen, a haloformyl, a carboxyl, a carboxylate, a hydroxyl, and an alkoxide, and R 2 is selected from the group consisting of an amine, an amide, an imine, an imide, a nitro, a nitrate, a pyridine, a phosphate, a phosphono, a hydroxyl, a sulphono, a sulpho, a sulfinyl, and a sulfhydryl, provided that when the nucleophile consists of polyethylenimine, the mole ratio of the reducing sugar to the nucleophile is in the range of 1:1 to 30:1; (ii) disposing the aqueous binder solution onto a collection of matter; (iii) drying the aqueous binder solution to form an uncured product; and (iv) thermally curing the uncured product which comprises 3% to 25% of dry binder solids (total uncured solids by weight) to form the composite wood board bound with the cured thermoset polymeric binder. 2. The method of claim 1 , wherein preparing the aqueous binder solution includes at least one of the steps selected from the group consisting of: a) adding an amount of the reducing sugar and an amount of the nucleophile so a weight ratio of the reducing sugar to the nucleophile is in the range of about 2:1 to about 10:1; b) adding the reducing sugar and the nucleophile to an aqueous solution; and c) adjusting the pH of the solution to within the range of about 8 to about 12. 3. The method of claim 1 , in which the cured thermoset polymeric binder is formaldehyde free. 4. The method of claim 1 , in which neither formaldehyde nor phenol is used as a reagent. 5. The method of claim 1 , wherein the cellulosic fibers comprises matter selected from the group consisting of wood shavings, sawdust, wood pulp, ground wood, jute, flax, hemp and straw. 6. The method of claim 1 , wherein the weight ratio of the reducing sugar to the nucleophile is in the range of 2:1 to 10:1. 7. The method of claim 1 , wherein the reducing sugar is selected from the group consisting of dextrose, xylose, fructose, dihydroxyacetone, and mixtures thereof. 8. The method of claim 1 , wherein R 1 and R 2 form covalent bonds with the reducing sugar to form the polymeric binder. 9. The method of claim 1 , wherein R 1 is selected from the group consisting of an azide, a cyanate, an isocyanate, a thiol, a disulfide, a thiocyanate, a halogen, a haloformyl, a carboxyl, a carboxylate, a hydroxyl, and an alkoxide, and R 2 is selected from the group consisting of an amine, an amide, an imine, an imide, a nitro, a nitrate, a pyridine, a phosphate, a phosphono, a hydroxyl, a sulphono, a sulpho, a sulfinyl, and a sulfhydryl. 10. The method of claim 1 , wherein R 1 is selected from the group consisting of an amine, an azide, a cyanate, an isocyanate, a thiol, a disulfide, a thiocyanate, a halogen, a haloformyl, a carboxyl, a carboxylate, a hydroxyl, and an alkoxide, and R 2 is a selected from the group consisting of an amide, an imine, an imide, a nitro, a nitrate, a pyridine, a phosphate, a phosphono, a hydroxyl, a sulphono, a sulpho, a sulfinyl, and a sulfhydryl. 11. The method of claim 1 , wherein R 1 is selected from the group consisting of an azide, a thiol, a halogen, a carboxyl, a carboxylate, a hydroxyl, and an alkoxide, and R 2 is a selected from the group consisting of an imine, a pyridine, a phosphate, a phosphono, a hydroxyl, a sulfinyl, and a sulfhydryl. 12. The method of claim 1 , wherein R 1 -Q-R 2 does not consist of polyethylenimine. 13. The method of claim 1 , wherein neither R 1 nor R 2 is an amine. 14. The method of claim 1 , wherein R 1 -Q-R 2 is a primary amine having only one primary amine group. 15. The method of claim 1 , wherein Q is an alkyl selected from the group consisting of C 2 -C 24 . 16. The method of claim 1 , wherein Q is an alkyl selected from the group consisting of C 2 -C 8 . 17. The method of claim 1 , wherein Q is an alkyl selected from the group consisting of C 3 -C 7 . 18. The method of claim 1 , wherein Q is a C 6 alkyl. 19. The method of claim 1 , wherein Q is a cycloalkyl selected from the group consisting of a cyclohexyl, cyclopentyl and cyclobutyl. 20. The method of claim 1 , wherein R 1 -Q-R 2 is 2-[(2-aminoethyl)amino]ethanol. 21. The method of claim 1 , wherein each of R 1 and R 2 is thiol. 22. The method of claim 1 , wherein R 1 is an amine and R 2 is an amine, an amide, an imine, or an imide. 23. The method of claim 1 , wherein R 1 is an amine and R 2 is an amine. 24. The method of claim 1 , wherein the mole ratio of the reducing sugar to the nucleophile is in the range of 1:1 to 30:1. 25. The method of claim 1 , wherein the mole ratio of the reducing sugar to the nucleophile is in the range of 2:1 to 10:1. 26. The method of claim 1 , wherein the mole ratio of the reducing sugar to nucleophile is in the range of 3:1 to 6:1. 27. The method of claim 1 , wherein preparing the aqueous binder solution includes adjusting the pH of the aqueous binder solution to within the range of 8 to 12. 28. The method of claim 1 , wherein the aqueous binder solution has an alkaline pH. 29. The method of claim 1 , wherein the cured thermoset polymeric binder is water insoluble. 30. The method of claim 1 , wherein the cured thermoset polymeric binder strongly absorbs light at 420 nm. 31. The method of claim 1 , wherein the aqueous binder solution is acid-free. 32. The method of claim 1 , wherein the collection of matter and the cured thermoset polymeric binder further comprises a material selected from the group consisting of a silicon-containing compound, gamma-aminopropyltriethoxysilane, gamma-glycidoxypropyltrimethoxysilane, aminoethylaminopropyltrimethoxysilane, an aminofunctional oligomeric siloxane and mixtures thereof. 33. The method of claim 1 , wherein the collection of matter and the cured thermoset polymeric binder further comprises a corrosion inhibitor selected from the group consisting of dedusting oil, monoammonium phosphate, sodium metasilicate pentahydrate, melamine, tin (II)oxalate, and a methylhydrogen silicone fluid emulsion. 34. The method of claim 1 , wherein the binder further comprises a non-aqueous moisturizer.
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