Adhesion promoters

• US 5,342,867 A
• Filed: 09/30/1993
• Issued: 08/30/1994
• Est. Priority Date: 10/06/1992
• Status: Expired due to Term

• Current Assignee: Huntsman Advanced Materials Americas, Inc.
• Original Assignee: Ciba-Geigy Corporation (Novartis Ag)
• Inventors: Ryan, Glen R., Allen, Steven A., Taylor, David A.
• Primary Examiner(s): WELSH JR, MAURICE
• Application Number:
  US08/129,703
• Time in Patent Office: 334 Days
• Field of Search: 524/101, 524/188, 524/720, 524/723, 524/728, 525/457
• US Class Current: 524/101
• 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 18/809 containing silicon
• CPC Class Codes: C09J 175/04 Polyurethanes

Abstract

The present invention provides an adhesive composition comprising a polyurethane resin and, as adhesion promoter, a compound of formula I: ##STR1## in which Z is an organic radical which is derived from an aliphatic aromatic or heterocyclic polyisocyanate containing m+n isocyanate groups; m is a value greater than or equal to 1; n is a value greater than or equal to 0; m+n is a value greater than or equal to 2; Y is 0 or S; X is 0, S or N--C₁ -C₄ alkyl; R₁ is C₁ -C₈ alkylene; R₂ is C₁ -C₄ alkyl or two groups R₂ together for m a C₁ -C₄ alkylene residue; R₃ is C₁ -C₄ alkyl or phenyl; and q is a value from 0 to 2.

Claims

1. An adhesive composition comprising a polyurethane resin and, as adhesion promoter, a compound of formula I:

##STR23## in which Z is an organic radical which is derived from an aliphatic, aromatic or heterocyclic polyisocyanate containing m+n isocyanate groups;

m is a value greater than or equal to 1;

n is a value greater than or equal to 0;

m+n is a value greater than or equal to 2;

Y is O or S;

X is O, S or N--C₁ -C₄ alkyl;

R₁ is C₁ -C₈ alkylene;

R₂ is C₁ -C₄ alkyl or two groups R₂ together for m a C₁ -C₄ alkylene residue;

R₃ is C₁ -C₄ alkyl or phenyl; and

q is a value from 0 to 2.

2. A composition according to claim 1 in which m and n, independently, are each 1, 2 or 3.

3. A composition according to claim 2 in which the sum of m and n is 2, 3 or 4.

4. A composition according to claim 1 in which Y is O.

5. A composition according to claim 1 in which X is S.

6. A composition according to claim 1 in which R₁ is trimethylene.

7. A composition according to claim 1 in which R₂ is methyl.

8. A composition according to claim 1 in which q is 0.

9. A composition according to claim 1 in which Z is derived from an aliphatic, aliphatic-aromatic, aromatic or heterocyclic polyisocyanate and optionally containing one or more amide, ester, ether, urethane, thiourethane, isocyanate, urea or biuret functions.

10. A composition according to claim 9 in which Z is derived from an aliphatic or heterocyclic polyisocyanate having 2 or more isocyanate groups and optionally containing one or two amide, ester, ether, urethane, thiourethane, isocyanate, urea or biuret functions.

11. A composition according to claim 9 in which Z is a radical containing a linking group of formula:

space="preserve" listing-type="equation">--NH--C(═

O)--O--P--O--C(═

O)--NH-- or --NH--C(═

O)--S--P--S--C(═

O)--NH--

in which P is the radical of a polyol.

12. A composition according to claim 9 in which Z is a radical containing a linking group of formula:

space="preserve" listing-type="equation">--NH--C(═

O)--NH--PA--NH--C(═

O)--NH--

in which PA in the residue of a polyamine.

13. A composition according to claim 1 which contains 0.1-20% by weight, based on the resin, of a compound of formula I.

14. A composition according to claim 13 which also comprises one or more additives selected from the group consisting of fillers, solvents, plasticizers, flame retardants, retarders, colourants, ageing inhibitors, foam stabilizers, and accelerators.