Polyurethanes, articles and coatings prepared therefrom and methods of making the same
US-9994670-B2 · Jun 12, 2018 · US
US11248083B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11248083-B2 |
| Application number | US-201916579042-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 23, 2019 |
| Priority date | Sep 1, 2004 |
| Publication date | Feb 15, 2022 |
| Grant date | Feb 15, 2022 |
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The present invention provides an aircraft window including a polyurethane including a reaction product of components including (a) about 1 equivalent of at least one polyisocyanate; and (b) about 1 equivalent of 1,4-cyclohexane dimethanol based upon the about 1 equivalent of the at least one polyisocyanate, and other aircraft window compositions.
Opening claim text (preview).
What is claimed is: 1. An aircraft window comprising a polyurethane comprising a reaction product of components consisting of: (a) about 1 equivalent of at least one polyisocyanate selected from the group consisting of ethylene diisocyanate, trimethylene diisocyanate, 1,6-hexamethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, octamethylene diisocyanate, nonamethylene diisocyanate, decamethylene diisocyanate, isophorone diisocyanate, 1,6,11-undecane-triisocyanate, 1,3,6-hexamethylene triisocyanate, bis(isocyanatoethyl)-carbonate, bis(isocyanatoethyl)ether, trimethylhexane diisocyanate, trimethylhexamethylene diisocyanate, 2,2′-dimethylpentane diisocyanate, 2,2,4-trimethylhexane diisocyanate, 2,4,4,-trimethylhexamethylene diisocyanate, 1,8-diisocyanato-4-(isocyanatomethyl)octane, 2,5,7-trimethyl-1,8-diisocyanato-5-(isocyanatomethyl)octane, 2-isocyanatopropyl-2,6-diisocyanatohexanoate, lysinediisocyanate methyl ester, 4,4′-methylene-bis-(cyclohexyl isocyanate), 4,4′-isopropylidene-bis-(cyclohexyl isocyanate), 1,4-cyclohexyl diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, 3-isocyanato methyl-3,5,5-trimethylcyclohexyl isocyanate, meta-tetramethylxylylene diisocyanate, diphenyl methane diisocyanates, diphenyl isopropylidene diisocyanate, diphenylene diisocyanate, butene diisocyanate, 1,3-butadiene-1,4-diisocyanate, cyclohexane diisocyanate, methylcyclohexane diisocyanate, bis(isocyanatocyclohexyl)methane, bis(isocyanatocyclohexyl)-2,2-propane, bis(isocyanatocyclohexyl)-1,2-ethane, 2-isocyanatomethyl-3-(3-isocyanatopropyl)-5-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-3-(3-isocyanatopropyl)-6-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-2-(3-isocyanatopropyl)-5-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanato-methyl-2-(3-isocyanatopropyl)-6-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-3-(3-isocyanatopropyl)-6-(2-isocyanatoethyl)-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-2-(3-isocyanatopropyl)-5-(2-isocyanatoethyl)-bicyclo-[2.2.1]-heptane, 2-isocyanatomethyl-2-(3-isocyanatopropyl)-6-(2-isocyanatoethyl)-bicyclo[2.2.1]-heptane, a,a′-xylene diisocyanate, bis(isocyanatoethyl)benzene, a,a,a′,a′-tetramethylxylene diisocyanate, 1,3-bis(1-isocyanato-1-methylethyl) benzene, bis(isocyanatobutyl)benzene, bis(isocyanatomethyl)naphthalene, bis(isocyanatomethyl)diphenyl ether, bis(isocyanatoethyl) phthalate, mesitylene triisocyanate, 2,5-di(isocyanatomethyl)furan, 2,5-di(isocyanatomethyl)furan, diphenylether diisocyanate, bis(isocyanatophenylether)ethyleneglycol, bis(isocyanatophenylether)-1,3-propyleneglycol, benzophenone diisocyanate, carbazole diisocyanate, ethylcarbazole diisocyanate, dichlorocarbazole diisocyanate, and dimers, trimers and mixtures thereof; and (b) about 1 equivalent of 1,4-cyclohexane dimethanol based upon the about 1 equivalent of the at least one polyisocyanate, wherein the article has a Gardner Impact strength of at least about 200 in-lb according to ASTM D-5420-04 and up to about 30% haze according to ASTM D 1044-99 and ASTM D1003. 2. An aircraft window comprising a polyurethane comprising a reaction product of components consisting of: (a) about 1 equivalent of at least one polyisocyanate selected from the group consisting of ethylene diisocyanate, trimethylene diisocyanate, 1,6-hexamethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, octamethylene diisocyanate, nonamethylene diisocyanate, decamethylene diisocyanate, isophorone diisocyanate, 1,6,11-undecane-triisocyanate, 1,3,6-hexamethylene triisocyanate, bis(isocyanatoethyl)-carbonate, bis(isocyanatoethyl)ether, trimethylhexane diisocyanate, trimethylhexamethylene diisocyanate, 2,2′-dimethylpentane diisocyanate, 2,2,4-trimethylhexane diisocyanate, 2,4,4,-trimethylhexamethylene diisocyanate, 1,8-diisocyanato-4-(isocyanatomethyl)octane, 2,5,7-trimethyl-1,8-diisocyanato-5-(isocyanatomethyl)octane, 2-isocyanatopropyl-2,6-diisocyanatohexanoate, lysinediisocyanate methyl ester, 4,4′-methylene-bis-(cyclohexyl isocyanate), 4,4′-isopropylidene-bis-(cyclohexyl isocyanate), 1,4-cyclohexyl diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, 3-isocyanato methyl-3,5,5-trimethylcyclohexyl isocyanate, meta-tetramethylxylylene diisocyanate, diphenyl methane diisocyanates, diphenyl isopropylidene diisocyanate, diphenylene diisocyanate, butene diisocyanate, 1,3-butadiene-1,4-diisocyanate, cyclohexane diisocyanate, methylcyclohexane diisocyanate, bis(isocyanatocyclohexyl)methane, bis(isocyanatocyclohexyl)-2,2-propane, bis(isocyanatocyclohexyl)-1,2-ethane, 2-isocyanatomethyl-3-(3-isocyanatopropyl)-5-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-3-(3-isocyanatopropyl)-6-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-2-(3-isocyanatopropyl)-5-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanato-methyl-2-(3-isocyanatopropyl)-6-isocyanatomethyl-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-3-(3-isocyanatopropyl)-6-(2-isocyanatoethyl)-bicyclo[2.2.1]-heptane, 2-isocyanatomethyl-2-(3-isocyanatopropyl)-5-(2-isocyanatoethyl)-bicyclo-[2.2.1]-heptane, 2-isocyanatomethyl-2-(3-isocyanatopropyl)-6-(2-isocyanatoethyl)-bicyclo[2.2.1]-heptane, a,a′-xylene diisocyanate, bis(isocyanatoethyl)benzene, a,a,a′,a′-tetramethylxylene diisocyanate, 1,3-bis(1-isocyanato-1-methylethyl) benzene, bis(isocyanatobutyl)benzene, bis(isocyanatomethyl)naphthalene, bis(isocyanatomethyl)diphenyl ether, bis(isocyanatoethyl) phthalate, mesitylene triisocyanate, 2,5-di(isocyanatomethyl)furan, 2,5-di(isocyanatomethyl)furan, diphenylether diisocyanate, bis(isocyanatophenylether)ethyleneglycol, bis(isocyanatophenylether)-1,3-propyleneglycol, benzophenone diisocyanate, carbazole diisocyanate, ethylcarbazole diisocyanate, dichlorocarbazole diisocyanate, and dimers, trimers and mixtures thereof; and (b) about 1 equivalent of 1,10-decanediol, based upon the about 1 equivalent of the at least one polyisocyanate. 3. The aircraft window according to claim 2 , wherein the article has a Gardner Impact strength of at least about 200 in-lb according to ASTM D-5420-04 and up to about 30% haze according to ASTM D 1044-99 and ASTM D1003. 4. An aircraft window comprising a polyurethane comprising a reaction product of components consisting of: (a) about 1 equivalent of 4,4′-methylene-bis-(cyclohexyl isocyanate); and (b) about 1 equivalent of cyclohexane dimethanol, based upon the about 1 equivalent of 4,4′-methylene-bis-(cyclohexyl isocyanate), wherein the article has a Gardner Impact strength of at least about 200 in-lb according to ASTM D-5420-04 and up to about 30% haze according to ASTM D 1044-99 and ASTM D1003. 5. The aircraft window according to claim 4 , wherein the cyclohexane dimethanol is 1,4-cyclohexane dimethanol. 6. An aircraft window comprising a polyurethane comprising a reaction product of components consisting of: (a) about 1 equivalent of 4,4′-methylene-bis-(cyclohexyl isocyanate); and (b) about 1 equivalent of decanediol, based upon the about 1 equivalent of 4,4′-methylene-bis-(cyclohexyl isocyanate). 7. The aircraft window according to claim 6 , wherein the decanediol is 1, 10-decanediol. 8. The aircraft window according to claim 6 , wherein the article has a Gardner Impact strength of at least about 200 in-lb according to ASTM D-5420-04 and up to about 30% haze according to ASTM D 1044-99 and ASTM D1003.
Polyisocyanates or polyisothiocyanates · CPC title
Next to silicon-containing [silicone, cement, etc.] layer · CPC title
Polymeric products of isocyanates or isothiocyanates · CPC title
Of polycarbonate · CPC title
containing four hydroxy groups · CPC title
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