# US 2014/0194588 A1 · Accelerated Cure of Isocyanate Terminated Prepolymers

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- Number: US 2014/0194588 A1
- Document ID: US20140194588A1
- Status: Published application
- Kind: A1
- Application number: 14/202,232
- Filed: 2014-03-10
- Published: 2014-07-10
- Earliest claimed: 2010-10-28
- Assignees: Chemtura Corporation
- Applicants: Chemtura Corporation
- Inventors: Thomas R. Doyle; Mark P. Ferrandino; Ronald O. Rosenberg
- Web page: https://patentgrep.com/patent/US20140194588A1

## CPC

- C08G 18/3206: {aliphatic}
- C08G 18/10: Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G 18/1875: {containing ammonium salts or mixtures of secondary of tertiary amines and acids}
- C08G 18/2018: {having one nitrogen atom in the ring}
- C08G 18/2027: {having two nitrogen atoms in the ring}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

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.

## Claims

### Claim 1

A method of preparing a polyurethane elastomer, the method comprising the steps of:
combining an isocyanate terminated prepolymer and 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; and
reacting the prepolymer in the prepolymer mixture with a methylenedianiline metal salt coordination complex chain extender to form the polyurethane elastomer.

### Claim 2 (depends on 1)

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.

### Claim 3 (depends on 1)

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 interupted by one or more hetero atoms, Z is an anion, and x is 1 or 2.

### Claim 4 (depends on 1)

The method of claim 1, wherein the nitrogen-containing organic salt is a quaternary ammonium chloride.

### Claim 5 (depends on 1)

The method of claim 1, wherein the nitrogen-containing organic salt is present in an amount ranging from 0.01 weight percent to 20 weight percent, based on total weight of the prepolymer mixture.

### Claim 6 (depends on 1)

The method of claim 1, wherein the prepolymer mixture comprises less than 25 weight percent residual isocyanate monomer.

### Claim 7 (depends on 1)

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.

### Claim 8 (depends on 1)

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.

### Claim 9 (depends on 1)

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.

### Claim 10 (depends on 1)

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.

### Claim 11 (depends on 1)

The method of claim 1, wherein the elastomer has a Shore A hardness of at least 30 A.