Ultraviolet-curable polyols and polyurethane compositions made therefrom
View Patent ↗Provided are ultraviolet (UV)-curable polyols and polyurethane compositions made by reacting the inventive polyol with an isocyanate. The inventive ultraviolet (UV)-curable polyol is made by co-polymerizing an alkylene oxide, an unsaturated carboxylic acid or anhydride and a hydroxy functional compound in the presence of a double metal cyanide (DMC) complex catalyst such that the polyol has an ultra-low level of unsaturation. The inventive polyols may be used to produce prepolymers, which in turn may be useful in making thin films which in turn may provide such items as medical examination gloves and scientific gloves. The inventive ultraviolet (UV)-curable polyurethane compositions may also find use in or as coatings, adhesives, sealants, elastomers and the like.
1. An ultraviolet (UV)-curable polyol comprising a reaction product of:
about 30 wt. % to about 70 wt. % of a hydroxy functional compound having a functionality of about 2 to about 3;
about 1 wt. % to about 10 wt. % of an unsaturated carboxylic acid or anhydride; and
about 20 wt. % to about 69 wt. % of an alkylene oxide, such that the sum of the percentages totals 100,
wherein the reaction producing the ultraviolet (UV)-curable polyol occurs in the presence of a double metal cyanide (DMC) catalyst.
2. The ultraviolet (UV)-curable polyol according to claim 1 , wherein the hydroxy functional compound comprises about 30 wt. % to about 60 wt. % of the polyol.
3. The ultraviolet (UV)-curable polyol according to claim 1 , wherein the hydroxy functional compound is chosen from polypropylene oxide, polyethylene oxide, polybutylene oxide, copolymers of propylene oxide and ethylene oxide, copolymers of propylene oxide and butylene oxide, copolymers of butylene oxide and ethylene oxide, and mixtures thereof.
4. The ultraviolet (UV)-curable polyol according to claim 1 , wherein the unsaturated carboxylic acid or anhydride comprises about 1 wt. % to about 5 wt. % of the polyol.
5. The ultraviolet (UV)-curable polyol according to claim 1 , wherein the unsaturated carboxylic acid or anhydride is chosen from cis-1,2,3,6-tetrahydrophthalic acid, cis-1,2,3,6-tetrahydrophthalic anhydride, maleic acid, maleic anhydride and mixtures thereof.
6. The ultraviolet (UV)-curable polyol according to claim 1 , wherein the alkylene oxide comprises about 20 wt. % to about 50 wt. % of the polyol.
7. The ultraviolet (UV)-curable polyol according to claim 1 , wherein the alkylene oxide is chosen from propylene oxide, ethylene oxide, butylene oxide and mixtures thereof.