Viscosity-stable isocyanate-terminated prepolymers and polyoxyalkylene polyether polyols having improved storage stability

• US 5,919,888 A
• Filed: 06/01/1998
• Issued: 07/06/1999
• Est. Priority Date: 08/10/1995
• Status: Expired due to Term

• Current Assignee: ARCO Chemical Technology, L.P. (Lyondellbasell Industries NV)
• Original Assignee: ARCO Chemical Technology, L.P. (Lyondellbasell Industries NV)
• Inventors: Lawrey, Bruce D., Barksby, Nigel, Seneker, Stephen D.
• Primary Examiner(s): COONEY, JOHN M
• Application Number:
  US09/088,275
• Time in Patent Office: 400 Days
• Field of Search: 528/52, 528/59, 528/55, 528/56, 528/76, 528/77, 560/25, 560/26, 560/158, 560/330, 560/358, 560/359, 560/360
• US Class Current: 528/59
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• CPC Class Codes: C08G 18/307 Atmospheric humidity
• CPC Class Codes: C08G 18/48 Polyethers
• CPC Class Codes: C08G 18/4866 having a low unsaturation value
• CPC Class Codes: C08G 65/2663 Metal cyanide catalysts, i.e. DMC's

Abstract

Polyoxyalkylene polyols containing double metal cyanide complexes or residues thereof as are produced during the preparation of polyoxyalkylene polyols by the double metal cyanide complex catalyzed oxyalkylation of a suitably functional hydric initiator are stable without catalyst removal. Isocyanate-terminated prepolymers prepared from such polyols are surprisingly viscosity-stable relative to similar prepolymers prepared from polyols not containing double metal cyanide complexes or residues thereof.

Claims

1. An isocyanate-terminated, viscosity stable prepolymer prepared by reacting an excess of an organic di- or polyisocyanate with a polyol component comprising one or more polyoxyalkylene polyether polyols having a nominal functionality of two or more, at least one of said one or more polyoxyalkylene polyether polyols prepared by the oxyalkylation of a suitably functional initiator molecule in the presence of a double metal cyanide complex catalyst and containing double metal cyanide complex catalyst or double metal cyanide complex catalyst residues and containing a stabilizing effective amount of one or more antioxidants;

wherein said prepolymer contains from about 10 to about 250 ppm double metal cyanide complex catalyst or double metal cyanide complex catalyst residues.

2. The prepolymer of claim 1 wherein said polyoxyalkylene polyol containing double metal cyanide complex catalyst residues contains from about 25 to about 250 ppm double metal cyanide complex residues.

3. The prepolymer of claim 2 wherein said polyoxyalkylene polyol containing double metal cyanide complex catalyst residues contains from about 50 to about 150 ppm double metal cyanide complex residues.

4. The prepolymer of claim 1 wherein said prepolymer has an isocyanate group content of from 1 to about 25 weight percent based on the weight of said prepolymer.

5. The prepolymer of claim 1 wherein said polyol component further comprises from 10 to about 3000 ppm based on the weight of said polyol component of the antioxidants.

6. The prepolymer of claim 5 wherein at least one of said antioxidants comprises a hindered phenol antioxidant.

7. The prepolymer of claim 6 wherein said hindered polyol antioxidant comprises butylated hydroxytoluene.

8. The prepolymer of claim 1 wherein said double metal cyanide complex catalyst comprises a substantially amorphous zinc hexacyanocobaltate complex catalyst.

9. The prepolymer of claim 8 wherein t-butyl alcohol is employed as a complexing agent in said zinc hexacyanocobaltate complex catalyst.

10. The prepolymer of claim 8 wherein t-butylalcohol and a polyoxypropylene polyol are employed as complexing agents in said zinc hexacyanocobaltate complex catalyst.

11. The prepolymer of claim 8 wherein glyme is employed as a complexing agent in said zinc hexacyanocobaltate complex catalyst.

12. A polyurethane polymer prepared by reacting an isocyanate reactive component with the isocyanate-terminated prepolymer of claim 1 at an index of from 90 to 110.

13. A moisture-cured one component polyurethane elastomer prepared by curing an isocyanate-terminated prepolymer of claim 1 containing from 1 to about 3 weight percent free NCO groups in the presence of atmospheric moisture.