Method for producing a mixture of alkoxylated polyphenols and use of said mixture
US-2024409679-A1 · Dec 12, 2024 · US
US9988563B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9988563-B2 |
| Application number | US-201314370065-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jan 8, 2013 |
| Priority date | Jan 26, 2012 |
| Publication date | Jun 5, 2018 |
| Grant date | Jun 5, 2018 |
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The invention relates to a composition obtained by simultaneously mixing at least one isocyanate, at least one polyether and at least one amino resin, wherein said polyether comprises at least one ethylene oxide moiety and at least one isocyanate reactive group selected from the group comprising hydroxyl, amino, epoxy, and thiol, and wherein said amino resin is the condensation product of an aldehyde with a compound selected from the group comprising urea, melamine, benzoguanamine, glycoluril, acetoguanamine and mixtures thereof.
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The invention claimed is: 1. A process for binding a plurality of lignocellulose materials, the process comprising simultaneously mixing (a) at least one isocyanate, (b) at least one polyether and (c) at least one amino resin to form an adhesive composition and contacting a plurality of lignocellulosic materials with the adhesive composition, wherein said polyether comprises at least one ethylene oxide moiety and at least two isocyanate reactive groups selected from the group consisting of hydroxyl, amino, epoxy, and thiol, and wherein said polyether polyol has an average nominal functionality of isocyanate reactive groups in a range of from 2 to 6, wherein said amino resin is the condensation product of an aldehyde with a compound selected from the group consisting of urea, melamine, benzoguanamine, glycoluril, acetoguanamine and mixtures thereof, and wherein the adhesive composition has an ethylene oxide content greater than 20% by weight based on the combined weight of the at least one isocyanate and the at least on polyether. 2. The process according to claim 1 , wherein said aldehyde is selected from the group consisting of formaldehyde, acetaldehyde, crotonaldehyde, acrolein, benzaldehyde, and furfural. 3. The process according to claim 1 , wherein the at least one polyether has a weight average molecular weight ranging from 62 to 40000 Daltons. 4. The process according to claim 1 , wherein the at least one isocyanate is selected from the group consisting of hexamethylene diisocyanate, m- and p-phenylene diisocyanate, tolylene-2,4- and tolylene-2,6-diisocyanate, diphenylmethane diisocyanate in the form of its 2,4-, 2,2- and 4,4-isomers and mixtures thereof, the mixtures of diphenylinethane diisocyanates and oligomers thereof, chlorophenylene-2,4-diisocyanate, naphthylene-1,5-diisocyanate, diphenylene-4,4-diisocyanate, 4,4-diisocyanate-3,3-dimethyl-diphenyl, 3-methyl-diphenylmethane-4,4′-diisocyanate, diphenyl ether diisocyanate, cyclohexane-2,4- and -2,3-diisocyanate, 1-methylcyclohexyl-2,4- and -2,6-diisocyanate, bis-(isocyana-tocyclohexyl)methane, 2,4,6-triisocyanatotoluene, 2,4,4-triisocyanatodiphenylether, isophorone diisocyanate, butylene diisocyanate, trimethylhexamethylene diisocyanate, isocyanatomethyl-1,8-octane diisocyanate, tetramethylxylene diisocyanate, 1,4-cyclohexanediisocyanate, tolidine diisocyanate, and mixtures thereof. 5. The process according to claim 1 , wherein the at least one amino resin is present in an amount of at least 30% by weight based on the total weight of the adhesive composition. 6. The process according to claim 1 , wherein the at least one isocyanate is present in an amount of at least 0.5% by weight based on the total weight of the adhesive composition. 7. The process according to claim 1 , wherein the at least one polyether is present in an amount of at least 0.01% by weight based on 100% by weight of the total composition. 8. The process according to claim 1 , wherein the adhesive composition further comprises at least one additive selected from the group consisting of a hardener, a surfactant, a release agent, a wax, and a pigment and wherein the at least one additive is simultaneously mixed with the at least one isocyanate, the at least one polyether, and the at least one amino resin in step (ii). 9. The process according to claim 1 , wherein the at least one polyether is selected from the group consisting of poly(oxyethylene-oxypropylene) diols, poly(oxyethylene-oxypropylene) triols, and combinations thereof. 10. The process according to claim 1 , wherein the adhesive composition has an ethylene oxide content greater than 30% by weight based on the combined weight of the at least one isocyanate and the at least one polyether. 11. A process for binding a plurality of lignocellulose materials, the process comprising simultaneously mixing (a) at least one isocyanate, (b) at least one polyether and (c) at least one amino resin to form an adhesive composition and contacting a plurality of liqnocellulosic materials with the adhesive composition, wherein said polyether comprises at least one ethylene oxide moiety and at least one isocyanate reactive group selected from the group consisting of hydroxyl, amino, epoxy, and thiol, and wherein the polyether polyol is at least one of (a) a reaction product of ethylene oxide and a polyfunctional initiator and (b) a reaction product of ethylene oxide, a polyfunctional initiator, and at least one other cyclic oxide, wherein said amino resin is the condensation product of an aldehyde with a compound selected from the group consisting of urea, melamine, benzoguanamine, glycoluril, acetoguanamine and mixtures thereof, and wherein the adhesive composition has an ethylene oxide content greater than 20% by weight based on the combined weight of the at least one isocyanate and the at least on polyether. 12. The process according to claim 11 , wherein the aldehyde is selected from the group consisting of formaldehyde, acetaldehyde, crotonaldehyde, acrolein, benzaldehyde, and furfural. 13. The process according to claim 11 , wherein the polyfunctional initiator is selected from the group consisting of ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, cyclohexane dimethanol, resorcinol, bisphenol A, glycerol trimethylolpropane, 1,2,6-hexantriol, pentaerythritol, and mixtures thereof. 14. The process according to claim 11 , wherein the at least one polyether has a weight average molecular weight ranging from 62 to 40000 Daltons. 15. The process according to claim 11 , wherein the at least one isocyanate is selected from the group consisting of hexamethylene diisocyanate, m- and p-phenylene diisocyanate, tolylene-2,4- and tolylene-2,6-diisocyanate, diphenylmethane diisocyanate in the form of its 2,4-, 2,2- and 4,4-isomers and mixtures thereof, the mixtures of diphenylinethane diisocyanates and oligomers thereof, chlorophenylene-2,4-diisocyanate, naphthylene-1,5-diisocyanate, diphenylene-4,4-diisocyanate, 4,4-diisocyanate-3,3-dimethyl-diphenyl, 3-methyl-diphenylmethane-4,4′-diisocyanate, diphenyl ether diisocyanate, cyclohexane-2,4- and -2,3-diisocyanate, 1-methylcyclohexyl-2,4- and -2,6-diisocyanate, bis-(isocyana-tocyclohexyl)methane, 2,4,6-triisocyanatotoluene, 2,4,4-triisocyanatodiphenylether, isophorone diisocyanate, butylene diisocyanate, trimethylhexamethylene diisocyanate, isocyanatomethyl-1,8-octane diisocyanate, tetramethylxylene diisocyanate, 1,4-cyclohexanediisocyanate, tolidine diisocyanate, and mixtures thereof. 16. The process according to claim 11 , wherein the at least one polyether has at least two isocyanate reactive groups selected from the group consisting of hydroxyl, amino, epoxy, and thiol, and wherein the at least one polyether polyol has an average nominal functionality of isocyanate reactive groups in a range of from 2 to 6. 17. The process according to claim 11 , wherein the adhesive composition further comprises at least one additive selected from the group consisting of a hardener, a surfactant, a release agent, a wax, and a pigment and wherein the at least one additive is simultaneously mixed with the at least one isocyanate, the at least one polyether, and the at least one amino resin in step (ii). 18. The process according to claim 11 , wherein the polyether is selected from the group consisting of (a) a reaction product of ethylene oxide and a polyfunctional initiator, (b) a reaction product of ethylene oxide, a polyfunctional initiator, and at least one cyclic oxide, and (c) combinations thereof. 19. The process accordi
containing alkylene polyphenyl groups · CPC title
Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title
having nitrogen · CPC title
with nitrogen compounds · CPC title
characterised by the type of binder (compositions of macromolecular compounds C08L) · CPC title
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