Moisture-curable one-pack-type urethane adhesive composition

• US 6,657,035 B1
• Filed: 07/16/2002
• Issued: 12/02/2003
• Est. Priority Date: 01/19/2000
• Status: Expired due to Term

• Current Assignee: Sunstar Suisse S.A (Hosei Gijuku Luxembourg SA)
• Original Assignee: Sunstar Giken Kabushiki Kaisha (Hosei Gijuku Luxembourg SA), Uni-Sunstar B.V.
• Inventors: Nakata, Yoshihiro, Ochi, Shinji
• Primary Examiner(s): SERGENT, RABON A
• Application Number:
  US10/169,732
• Time in Patent Office: 504 Days
• Field of Search: 528/18, 528/21, 528/28, 528/53, 528/58, 528/59, 528/73
• US Class Current: 528/18
• 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 18/2081 containing at least two non-condensed heterocyclic rings
• CPC Class Codes: C08G 18/242 organometallic compounds containing tin-carbon bonds
• CPC Class Codes: C08G 18/289 containing silicon
• CPC Class Codes: C08G 18/307 Atmospheric humidity
• CPC Class Codes: C08G 18/7831 containing biuret groups
• CPC Class Codes: C09J 175/04 Polyurethanes
• CPC Class Codes: C09J 175/08 from polyethers

Abstract

The present invention provides a moisture-curing one-pack urethane adhesive composition which has a good adhesive property to a painted steel. The moisture-curing one-pack urethane adhesive composition according to the present invention contains an isocyanate group-terminated urethane prepolymer as a main component, and also contains (1) a silane coupling agent as an adhesive promoter, and (2) (a) 2,2′-dimorpholinodiethyl ether and/or di(2,6-dimethylmorpholinoethyl)ether, and (b)dibutyltin diacetylacetonate, as curing catalysts. The moisture-curing one-pack urethane adhesive composition according to the present invention is particularly suitable for bonding automotive window glasses to automotive bodies.

Claims

1. A moisture-curing one-pack urethane adhesive composition comprising an isocyanate group-terminated urethane prepolymer as a main component, and

(1) a silane coupling agent as an adhesive promoter, and

(2) (a)2,2′

-dimorpholinodiethyl ether and/or di(2,6-dimethylmorpholinoethyl)ether, and (b)dibutyltin diacetylacetonate, as curing catalysts.

2. The moisture-curing one-pack urethane adhesive composition according to claim 1 in which the silane coupling agent is at least one compound selected from the group consisting of mercaptopropyltrimethoxysilane, mercaptopropylmethyldimethoxysilane, γ

-N-phenylaminopropyltrimethoxysilane and γ

-isocyanatopropyltrimethoxysilane.

3. The moisture-curing one-pack urethane adhesive composition according to claim 1 in which a part of the isocyanate group-terminated urethane prepolymer is a hexamethylene diisocyanate derivative.

4. The moisture-curing one-pack urethane adhesive composition according to claim 3 in which the hexamethylene diisocyanate derivative is at least one compound selected from the group consisting of biuret derivatives, isocyanurate derivatives and trimethylolpropane derivatives.

5. The moisture-curing one-pack urethane adhesive composition according to claim 1 in which the silane coupling agent is present in an amount of 0.1 to 5% by weight, the 2,2′

-dimorpholinodiethyl ether and/or di(2,6-dimethylmorpholinoethyl) ether is present in an amount of 0.05 to 2.0% by weight, and the dibutyltin diacetylacetonate is present in an amount of 0.001 to 0.5% by weight, all the amounts being based on the adhesive composition as a whole.

6. The moisture-curing one-pack urethane adhesive composition according to claim 3 in which the hexamethylene diisocyanate derivative is present in an amount of 0.5 to 10% by weight, based on the adhesive composition as a whole.