Golf ball coatings formed from hydroxyurethane compositions
US-2024325826-A1 · Oct 3, 2024 · US
US10442956B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10442956-B2 |
| Application number | US-201615262931-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 12, 2016 |
| Priority date | Mar 11, 2014 |
| Publication date | Oct 15, 2019 |
| Grant date | Oct 15, 2019 |
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The present disclosure relates to a two-component composition containing a polymer polyol, a dial chain extender, an aldimine of formula (I), optionally additional polyols and diphenylmethandiisocyanates in the two components. The composition is particularly suitable as a manually applicable solvent-free liquid film for coating and/or sealing floors and roofs. It also has a long open time, cures quickly and without complications in a wide temperature and humidity range, has a high level of strength and is weather resistant.
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What is claimed is: 1. A composition composed of: a first component comprising: at least one polymer polyol which is a dispersion of a polymer that is solid at room temperature in a polyether polyol that is liquid at room temperature, at least one diol chain extender and optionally other polyols; and a second component comprising: monomeric diphenylmethane diisocyanate; where at least one of the first component and the second component additionally comprises at least one aldimine of the formula (I), where A is an (m+n)-valent hydrocarbon moiety which optionally comprises ether units and which has from 2 to 20 C atoms, X is O or N—R 5 , R 1 and R 2 are mutually independently respectively a monovalent hydrocarbon moiety having from 1 to 12 C atoms, or together are a divalent hydrocarbon moiety which has from 4 to 12 C atoms and which is part of an optionally substituted carbocyclic ring having from 5 to 8; R 3 is a hydrogen atom or is an alkyl or arylalkyl or alkoxycarbonyl moiety having from 1 to 12 C atoms; R 4 is a monovalent hydrocarbon moiety which has from 6 to 20 C atoms and which optionally comprises ether units or aldehyde units; R 5 is a monovalent hydrocarbon moiety which has from 1 to 30 C atoms and which optionally comprises at least one carboxylic ester group, nitrile group, nitro group, phosphonic ester group, sulfonic group or sulfonic ester group, or a group of the formula and m is 0 or 1, and n is 1 or 2 or 3, with the proviso that m+n is 2 or 3. 2. The composition as claimed in claim 1 , wherein the aldimine of the formula (I) is selected from the group consisting of: N,N′-bis(2,2-dimethyl-3-lauroyloxypropylidene)hexamethylene-1,6-diamine, N,N′-bis(2,2-dimethyl-3-lauroyloxypropylidene)-3-aminomethyl-3,5,5-trimethylcyclohexylamine, N-2,2-dimethyl-3-lauroyloxypropylidene-2-(2-aminoethoxy)ethanol, N,N′-bis(2,2-dimethyl-3-lauroyloxypropylidene)polyoxypropylenediamine with average molecular weight in a range from 710 to 810 g/mol and N,N′,N″-tris(2,2-dimethyl-3-lauroyloxypropylidene)polyoxypropylenetriamine with average molecular weight in a range from 1190 to 1290 g/mol. 3. The composition as claimed in claim 1 , wherein the solid polymer is a copolymer of acrylonitrile and styrene (SAN) or is a polyurea/polyhydrazodicarbonamide (PHD) or is a polyurethane. 4. The composition as claimed in claim 1 , wherein the polyether polyol is an ethylene-oxide-terminated polyoxypropylenetriol with molecular weight in a range from 1000 to 6000 g/mol. 5. The composition as claimed in claim 1 , wherein the diol chain extender is selected from the group consisting of: 1,2-ethanediol, 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 2-methyl-1,3-propanediol, 1,5-pentanediol, 1,2-pentanediol, 2,4-pentanediol, 2-methyl-1,4-pentanediol, 2,2-dimethyl-1,3-propanediol, 1,6-hexanediol, 1,2-hexanediol, 3-methyl-1,5-pentanediol, 1,8-octanediol, 1,2-octanediol, 3,6-octanediol, 2-ethyl-1,3-hexanediol, 2,2,4-trimethyl-1,3-pentanediol, 2-butyl-2-ethyl-1,3-propanediol, 2,7-dimethyl-3,6-octanediol, 1,4-cyclohexanediol, 1,3-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, diethylene glycol and dipropylene glycol. 6. The composition as claimed in claim 1 , wherein the composition comprises: at least one other polyol which is a polyether polyol or a poly(meth)acrylate polyol or which is a polyhydroxyfunctional fat or oil. 7. The composition as claimed in claim 1 , wherein a proportion of solid polymer from the polymer polyol, based on a entirety of polymer polyol and optionally present other polyols, is in a range from 5 to 30% by weight. 8. The composition as claimed claim 1 , wherein a content of the monomeric diphenylmethane diisocyanate in the second component is in a range from 20 to 100% by weight. 9. The composition as claimed in claim 1 , wherein at least one of the first component and the second component additionally comprises: a zirconium(IV) compound as catalyst. 10. The composition as claimed in claim 1 , wherein the composition is substantially free from volatile solvents. 11. The composition as claimed in claim 1 , wherein the composition viscosity one minute after mixing of the first component and the second component is in a range from 0.5 to 2 Pa·s at 25° C. 12. The composition as claimed in claim 1 , wherein the first and second components are mixed to form a coating or seal. 13. The composition claimed in claim 1 , in combination with a floor-coating system comprising: optionally a primer and/or a priming coat, and/or a repair composition or leveling composition; at least one layer of the composition, onto which a defined quantity of, or an excess of, quartz sand or other aggregates can have been scattered; optionally a topcoat, onto which a defined quantity of, or an excess of, quartz sand or other aggregates can have been scattered; and a sealing system. 14. The composition as claimed in claim 1 , in combination with a roof-sealing system comprising: optionally a primer and/or a priming coat, and/or a repair composition or leveling composition; at least one layer of thickness from 0.5 to 5 mm of the composition; optionally a topcoat; and optionally a sealing system. 15. A composition as claimed in claim 1 , which has been hardened after mixing of the first and second components. 16. A composition as claimed in claim 1 : the first component comprising: at least one polymer polyol which is a dispersion of a polymer that is solid at room temperature in a polyether polyol that is liquid at room temperature, at least one diol chain extender; and other polyols; and the second component comprising: monomeric diphenylmethane diisocyanate; where at least one of the first component and the second component additionally comprises at least one aldimine of the formula (I), where A is an (m+n)-valent hydrocarbon moiety which comprises ether units and which has from 2 to 20 C atoms, X is O or N—R 5 , R 1 and R 2 are mutually independently respectively a monovalent hydrocarbon moiety having from 1 to 12 C atoms, or together are a divalent hydrocarbon moiety which has from 4 to 12 C atoms and which is part of an substituted carbocyclic ring having 6 C atoms; R 3 is a hydrogen atom or is an alkyl or arylalkyl or alkoxycarbonyl moiety having from 1 to 12 C atoms; R 4 is a monovalent hydrocarbon moiety which has from 6 to 20 C atoms and which comprises ether units or aldehyde units; R 5 is a monovalent hydrocarbon moiety which has from 1 to 30 C atoms and which comprises at least one carboxylic ester group, nitrile group, nitro group, phosphonic ester group, sulfonic group or sulfonic ester group, or a group of the formula; and m is 0 or 1, and n is 1 or 2 or 3, with the proviso that m+n is 2 or 3. 17. The composition as claimed in claim 2 , wherein the solid polymer is a copolymer of acrylonitrile and styrene (SAN) or is a polyurea/polyhydrazodicarbonamide (PHD) or is a polyurethane. 18. The composition as claimed in
metal compounds not provided for in groups C08G18/225 - C08G18/26 · CPC title
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