Accelerated cure of isocyanate terminated prepolymers
View Patent ↗A method for preparing a polyurethane elastomer, the method comprising mixing an isocyanate terminated prepolymer and a nitrogen-containing organic salt to form a prepolymer mixture and reacting the prepolymer in the prepolymer mixture with a methylenedianiline metal salt coordination complex chain extender to form the polyurethane elastome. The nitrogen-containing organic salt is selected from the group consisting of an ammonium salt, an imidazolium salt, a pyridinium salt, a pyrrolidinium salt, a piperidinium salt, and a morpholinium salt.
1. A method of preparing a polyurethane elastomer, the method comprising the steps of:
blending an isocyanate terminated prepolymer and from 0.1 wt % to 10 wt % based on the total weight of the prepolymer mixture of a nitrogen-containing organic salt selected from the group consisting of an ammonium salt, an imidazolium salt, a pyridinium salt, a pyrrolidinium salt, a piperidinium salt, and a morpholinium salt to form a prepolymer mixture;
adding to the prepolymer mixture of prepolymer and nitrogen-containing organic salt, at a temperature of at least 40° C., with mixing, a methylenedianiline metal salt coordination complex chain extender to form a reaction mixture; and
heating the reaction mixture to a temperature of at least 75° C. to form the polyurethane elastomer.
2. The method of claim 1 , wherein the nitrogen-containing organic salt is selected from the group consisting of an imidazolium salt, a pyridinium salt, a pyrrolidinium salt, a piperidinium salt, and a morpholinium salt.
3. The method of claim 1 , wherein the nitrogen-containing organic salt has the formula:
wherein R1-R4 are the same or different and are independently selected alkyl, aryl and alkyl interrupted by one or more hetero atoms, Z is an anion, and x is 1 or 2.
4. The method of claim 1 , wherein the nitrogen-containing organic salt is a quaternary ammonium chloride.
5. The method of claim 1 , wherein the diisocyanate is selected from the group consisting of toluene diisocyanate, diphenylmethane diisocyanate, para-phenylene diisocyanate, naphthalene diisocyanate, DPDI, 1,6-hexane diisocyanate, isophorone diisocyanate, methylene bis (p-cyclohexyl isocyanate), 3,3′-bitoluene diisocyanate, diphenyl 4,4′-diisocyanate, tetramethylxylylene diisocyanate, and polymeric MDI.
6. The method of claim 1 , wherein the polyol is a polyether polyol selected from the group consisting of poly(tetramethylene ether) glycol, polypropylene glycol, and polyethylene glycol.
7. The method of claim 1 , wherein the polyol is a polyester polyol reaction product of adipic acid, succinic acid, or isophthalic acid with one or more glycols.
8. The method of claim 1 , wherein the isocyanate terminated prepolymer has a Brookfield viscosity, measured at 25° C., ranging from 10 centipoise to 100,000 centipoise.
9. The method of claim 1 , wherein the elastomer has a Shore A hardness of at least 30 A.
10. The method of claim 1 , wherein the reaction mixture of prepolymer, nitrogen-containing organic salt and methylenedianiline metal salt coordination complex is mixed a temperature of at least 50° C. but less than 70° C. before charging the reaction mixture to to a container and heating to a temperature of at least 75° C. to form the polyurethane elastomer.