Acrylic adhesive composition and organoboron initiator system

• US 5,106,928 A
• Filed: 04/29/1991
• Issued: 04/21/1992
• Est. Priority Date: 04/29/1991
• Status: Expired due to Term

• Current Assignee: National Starch and Chemical Investment Holding Corporation (Ingredion Incorporated)
• Original Assignee: National Starch and Chemical Investment Holding Corporation (Ingredion Incorporated)
• Inventors: Merlo, Nicholas V., Skoultchi, Martin M.
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): Cheng, Wu C.
• Application Number:
  US07/692,766
• Time in Patent Office: 358 Days
• Field of Search: 526/134, 526/196
• US Class Current: 526/196
• CPC Class Codes: C08F 220/00 Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
• CPC Class Codes: C09J 4/00 Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
• CPC Class Codes: Y10T 428/31855 Of addition polymer from unsaturated monomers

Abstract

A two-part initiator system useful in acrylic adhesive compositions comprising in one-part a stable organoboron amine complex and in the second part an organic acid destabilizer or activator. This initiator is particularly useful in elastomeric acrylic adhesive compositions and provides a fast, room temperature cure with good stability and exhibiting both high tensile strength and high peel strength.

Claims

1. A curable two-part adhesive composition wherein one-part comprises a polymerizable acrylic monomer and an effective amount of a stabilized organoboron amine complex initiator of the formula:

##STR14## where R, R₁ and R₂ are alkyl of 1 to 10 carbon atoms or phenyl, R₃ and R₄ are hydrogen or alkyl of 1 to 10 carbon atoms, or ##STR15## where R₅ and R₆ are hydrogen or alkyl of 1 to 10 carbon atoms, m is 2 to 10 and n is 1 to 6; and

the second part contains an effective destablizing amount of an organic acid activator having the formula;

space="preserve" listing-type="equation">R--COOOH

where R is H, alkyl or alkenyl of 1 to 8 carbons or aryl of 6 to 14 carbon atoms.

2. The composition of claim 1 wherein in the organoboron amine complex R, R₁ and R₂ are alkyl of 1 to 4 carbons, R₃, R₄ and R₅ are hydrogen or alkyl of 1 to 4 carbons, R₆ is hydrogen, m is 2 to 6 and n is 1 to 2.

3. The composition of claim 2 wherein the R group of the organic acid activator is an alkyl or alkenyl group of 1 to 4 carbons or an aryl of 6 to 8 carbons.

4. The composition of claim 3 wherein from about 0.1:

1 to 200;

1 parts by weight of acid to amine complex are used.

5. The composition of claim 4 wherein the second part of the initiator system also contain a hydroperoxy compound.

6. The adhesive composition of claim 1 wherein the first part of the composition containing the acrylic monomer further comprises a rubber polymer.

7. The adhesive composition of claim 6 wherein the second part containing an organic acid activator further comprises a polymerizable acrylic monomer with a rubber polymer dissolved therein.

8. The composition of claim 6 wherein in the organoboron amine complex R, R₁, and R₂ are alkyl of 1 to 4 carbons, R₃, R₄ and R₅ are each hydrogen or alkyl of 1 to 4 carbon atoms, R₆ is hydrogen, m is 2 to 6 and n is 1 to 2.

9. The composition of claim 8 wherein the R group of the organic acid activator is an alkyl or alkenyl group of 1 to 4 carbons or an aryl of 6 to 8 carbons.

10. The composition of claim 9 wherein from about 0.1 to 5% by weight of the organoboron amine complex and from about 0.5 to 20% by weight of the organic acid activator based on the total weight of the composition are used.

11. The composition of claim 10 wherein the second part further contains a hydroperoxy compound having the formula R--OOH, where R is hydrogen, alkyl of 1 to 10 carbon atoms or aryl or alkaryl of 6 to 14 carbon atoms.

12. The composition of claim 10 wherein from about 10 to 90% by weight of the acrylic monomer and from about 5 to 80% by weight of the rubber polymer based on the total weight of the composition are used.

13. The composition of claim 12 wherein the acrylic monomer is an alkyl acrylate or methacrylate and the rubber polymer is a polymer, copolymer or block copolymer or polybutadiene, polyisoprene, polyisobutylene, butadiene/styrene, butadiene/acrylonitrile and butadiene/alkyl acrylate.

14. The composition of claim 13 wherein the second part further comprises hydroperoxy compound having the formula R--OOH, where R is hydrogen, alkyl of 1 to 10 carbon atoms or aryl or alkaryl of 6 to 14 carbon atoms.