# US 9,518,145 B2 · Polyurethanes made using zinc catalysts

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- Number: US 9,518,145 B2
- Document ID: US9518145B2
- Status: Granted
- Kind: B2
- Application number: 14/849,546
- Filed: 2015-09-09
- Published: 2015-12-31
- Granted: 2016-12-13
- Earliest claimed: 2010-07-08
- Assignees: Dow Global Technologies LLC
- Applicants: Richard Keaton; Peter Margl; Duane Romer; Nathan Wilmot; Rajat Duggal; Rashmi Chamsarkar
- Inventors: Richard Keaton; Peter Margl; Duane Romer; Nathan Wilmot; Rajat Duggal; Rashmi Chamsarkar
- Web page: https://patentgrep.com/patent/US9518145B2

## CPC

- C08G 18/7671: {containing only one alkylene bisphenyl group}
- B01J 31/2243: {At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand}
- C08G 18/0885: {using additives, e.g. absorbing agents}
- C08G 18/18: containing secondary or tertiary amines or salts thereof
- C08G 18/222: {metal compounds not provided for in groups C08G18/225 - C08G18/26}
- C08G 18/3206: {aliphatic}
- C08G 18/4841: {containing oxyethylene end groups}
- C08G 18/4883: {containing cyclic groups having at least one oxygen atom in the ring}
- C08G 18/6674: {with compounds of group C08G18/3203}
- B01J 2231/14: Other (co) polymerisation, e.g. of lactides or epoxides
- B01J 2531/26: Zinc
- Y02P 20/52: using catalysts, e.g. selective catalysts
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

Polyisocyanate-based polymers are formed by curing a reaction mixture containing at least one polyisocyanate and at least one isocyanate-reactive compound having at least two isocyanate-reactive groups in the presence of a zinc catalyst that contains at least one zinc atom associated with a polydentate ligand that contains at least one nitrogen-containing complexing site.

## Claims

### Claim 1

A process for preparing a polyisocyanate-based polymer, comprising forming a reaction mixture containing at least one polyisocyanate, at least one isocyanate-reactive compound having at least two isocyanate-reactive groups and at least one zinc catalyst, and then curing the reaction mixture to form a polymer, wherein the zinc catalyst contains at least one zinc atom associated with a polydentate organic ligand that contains at least two complexing sites, of which at least one is nitrogen-containing, wherein the ligand compound is
a β-imino alcohol or enol.

### Claim 2 (depends on 1)

The process of claim 1 wherein the ligand compound has either of structures III or V
wherein R5 is a group that is bonded to the indicated nitrogen atom through a carbon, oxygen, nitrogen or silicon atom and each R1, R2 and R3 is independently hydrogen or a group that is bonded to the indicated carbon atom through a carbon, oxygen, nitrogen or silicon atom, provided that any two or more of R1, R2 and R3 may together form a divalent or trivalent group that is bonded to the indicated carbon atoms through carbon, oxygen, nitrogen and/or silicon atoms, and further provided that an R3 and an R5 group may together form a divalent group that is bonded to the indicated carbon atom and the indicated nitrogen atom though carbon, oxygen, nitrogen and/or silicon atoms.

### Claim 3 (depends on 2)

The process of claim 2, wherein each R5 group is a hydrocarbyl group that is unsubstituted, inertly substituted, or substituted with one or more complexing sites, or a hydroxyl, an ether group, or a primary, secondary or tertiary amino group.

### Claim 4 (depends on 3)

The process of claim 3 wherein each R1, R2 and R3 is independently hydrogen or a hydrocarbyl group that is unsubstituted, inertly substituted, or substituted with one or more complexing sites.

### Claim 5 (depends on 1)

The process of claim 1 wherein the polyisocyanate-based polymer is a polyurethane, polyurea, or polyurethane-urea.

### Claim 6 (depends on 1)

The process of claim 1, wherein the reaction mixture further contains a blowing agent and a surfactant, and the polyisocyanate-based polymer is a foam.

### Claim 7 (depends on 1)

The process of claim 1, wherein the isocyanate-reactive compound includes a polyol having a molecular weight of from 800 to 12,000 and an average of from 1.8 to 2.5 hydroxyl groups per molecule, and the polyisocyanate-based polymer is a cast elastomer.

### Claim 8 (depends on 1)

The process of claim 1 wherein the reaction mixture contains at least one additional catalyst.