Low volatile isocyanate monomer containing polyurethane prepolymer and adhesive system

• US 20060079661A1
• Filed: 10/11/2005
• Published: 04/13/2006
• Est. Priority Date: 10/08/2004
• Status: Abandoned Application

• Current Assignee: Dow Global Technologies, Inc. (Dow, Inc.)
• Original Assignee: Dow Global Technologies, Inc. (Dow, Inc.)
• Inventors: Mahdi, Syed Z., Kneisel, Andrew R., Zhu, Huide D., Saracsan, Jeffrey W.
• Application Number:
  US11/247,655
• Publication Number:
  US 20060079661A1
• Time in Patent Office: Days
• US Class Current: 528/44
• CPC Class Codes: C08G 18/12 using two or more compounds having active hydrogen in the first polymerisation step
• CPC Class Codes: C08G 18/2825 having at least 6 carbon atoms
• CPC Class Codes: C08G 18/289 containing silicon
• CPC Class Codes: C08G 18/2895 Compounds containing active methylene groups
• CPC Class Codes: C08G 18/307 Atmospheric humidity
• CPC Class Codes: C08G 18/4812 Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
• CPC Class Codes: C08G 18/7664 containing alkylene polyphenyl groups
• CPC Class Codes: C08G 18/7671 containing only one alkylene bisphenyl group
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C08J 2327/06 Homopolymers or copolymers of vinyl chloride
• CPC Class Codes: C08J 5/124 using adhesives based on a macromolecular component
• CPC Class Codes: C09J 175/04 Polyurethanes
• CPC Class Codes: C09J 175/08 from polyethers
• CPC Class Codes: C09J 201/025 containing nitrogen atoms

Abstract

In one aspect the invention is a composition comprising a prepolymer which is the reaction product of di(isocyanatophenyl)methane or a polymeric di(isocyanatophenyl)methane having an isocyanato functionality of about 2.1 to about 3.0 with a mixture of one or more diols and one or more triols wherein the ratio of isocyanate equivalents to hydroxyl equivalents in the reaction mixtures used to prepare the prepolymer is from about 1.2 to about 1.8 and the ratio of diol to triol where the diisocyanate is a di(isocyanatophenyl)methane in the reaction mixture is from about 5:1 to about 1:1. and where the isocyanate is a polymeric di(isocyanatophenyl)methane is from about 8:1 to about 4:1; wherein the prepolymer could further react with an isocyanate reactive monofunctional compound. The prepolymer herein has an isocyanate content of about 0.5 to about 1.5 percent by weight, a free isocyanate monomer content of about 1.0 percent by weight or less as measured by high pressure liquid chromatography. These prepolymers can be used in many applications including adhesive, sound dampening sealer and coating and especially in making adhesives or adhesive systems with a low content of monomeric isocyanate to bond together similar or dissimilar substrates such as metal, glass, ceramics, plastic and painted steel panel.

Claims

11-1. A method comprising:

a) contacting an isocyanate free glass primer with a portion of a glass window to be installed in a vehicle which comes into contact with a flange of the vehicle,

b) optionally contacting a composition comprising a hydrocarbyl substituted aromatic sulfonic acid and solvent with the flange of the vehicle,

c) applying a composition according to claim 11 to the flange or the portion of the glass window which will come in contact with the flange;

d) placing the window into the vehicle such that the adhesive is disposed between the glass and the flange, and

e) allowing the adhesive to cure.