Polyurethanes made using bismuth thiocarbamate or thiocarbonate salts as catalysts

Patent metadata

Field	Value
Publication number	US-9416214-B2
Application number	US-201314390717-A
Country	US
Kind code	B2
Filing date	Mar 26, 2013
Priority date	Apr 25, 2012
Publication date	Aug 16, 2016
Grant date	Aug 16, 2016

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 bismuth mono- or dithiocarbamate or mono- or dithiocarbonate salt.

First claim

What is claimed is:

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 catalyst, and then curing the reaction mixture in the absence of a blowing agent or frothing to form the polyisocyanate-based polymer, wherein the catalyst includes a bismuth salt of a mono- or dithiocarbonate compound, wherein the polyisocyanate-based polymer is a non-cellular cast elastomer, the polyisocyanate is a prepolymer or quasi-prepolymer having an isocyanate content of 8 to 18% by weight and the isocyanate-reactive compound is a chain extender or mixture of a chain extender and at least one polyol having a hydroxyl equivalent weight of at least 250.

2. The process of claim 1 wherein the bismuth salt of a mono- or dithiocarbonate compound has the structure:

wherein X is sulfur or oxygen, X 1 is sulfur or oxygen, provided that at least one of X and X 1 is sulfur, each R 1 is independently a hydrocarbyl group that may be substituted with one or more heteroatom-containing substituent groups, n is a number from 1 to 3, and each L is independently an anion other than a mono- or dithiocarbonate anion.

3. The process of claim 2 , wherein n is at least 2 and both X and X 1 are sulfur.

4. The process of claim 3 , wherein n is 3.

5. The process of claim 1 wherein the bismuth salt of a mono- or dithiocarbonate compound is present in an amount from 0.01 to 3 millimoles per kilogram of polyisocyanate(s) and isocyanate-reactive material(s) present in the reaction mixture.

6. The process of claim 5 wherein the bismuth salt of a mono- or dithiocarbonate compound is present in an amount from 0.05 to 1 millimole per kilogram of polyisocyanate(s) and isocyanate-reactive materials) present in the reaction mixture.

7. The process of claim 6 wherein the reaction mixture contains at least one activator for the bismuth salt of a mono- or dithiocarbonate compound.

8. The process of claim 7 wherein the activator includes at least one aluminosilicate.

9. The process of claim 7 wherein the activator includes at least one inorganic or organic base.

10. The process of claim 9 wherein the activator is an amidine.

11. The process of claim 10 wherein the amidine is present, in an amount of not more than 1 millimole per kilogram of polyisocyanate(s) and isocyanate-reactive materials) present in the reaction mixture.

12. The process of claim 11 wherein the amidine is present in an amount from 0.1 to 5 moles per mole of the bismuth salt.

13. The process of claim 11 wherein the amidine is present in an amount from 0.5 to 3 moles of tertiary amine activator per mole of the bismuth salt of a mono- or dithiocarbonate compound.

Assignees

• Keaton Richard J
• Margl Peter M
• Duggal Rajat
• Boelter Scott D
• Romer Duane R
• Wilmot Nathan
• Dow Global Technologies Llc

Inventors

• Keaton Richard J
• Margl Peter M
• Duggal Rajat
• Boelter Scott D
• Romer Duane R
• Wilmot Nathan

Classifications

• C08G18/7671

  containing only one alkylene bisphenyl group · CPC title

• C08G18/7664

  containing alkylene polyphenyl groups · CPC title

• C08G18/227 Primary

  of antimony, bismuth or arsenic · CPC title

• C08G18/14

  Manufacture of cellular products · CPC title

• C08G18/6564 Primary

  with compounds of group C08G18/3203 · CPC title