Adhesive compositions

• US 4,948,824 A
• Filed: 03/17/1989
• Issued: 08/14/1990
• Est. Priority Date: 03/26/1987
• Status: Expired due to Term

• Current Assignee: Lord Corporation (Parker-Hannifin Corporation)
• Original Assignee: Lord Corporation (Parker-Hannifin Corporation)
• Inventors: Watson, George W., Auerbach, Robert A.
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): Mulcahy, Peter D.
• Application Number:
  US07/333,738
• Time in Patent Office: 515 Days
• Field of Search: 524/197, 525/124, 525/332.1
• US Class Current: 524/197
• CPC Class Codes: C08G 18/8058 with compounds of C08G18/3819
• CPC Class Codes: C08L 2666/20 Macromolecular compounds having nitrogen in the main chain according to C08L75/00 - C08L79/00; Derivatives thereof
• CPC Class Codes: C09J 123/16 Elastomeric ethene-propene or ethene-propene-diene copolymers, e.g. EPR and EPDM rubbers

Abstract

Compositions of matter based on the reaction product of a dioxime compound and a polyisocyanate compound, made by reacting the compounds in an inert organic liquid in such a proportion that the ratio of oxime groups to isocyanate groups in the reaction is greater than 2:1, and is preferably about 2.5:1. The reaction product may be used in an adhesive composition which further includes an elastomer with a degree of unsaturation of greater than two mole percent, which is preferably an ethylene-propylene-diene terpolymer, and which may further include a film-forming adjunct, an inert filler material, and an inert solvent. The adhesive composition, which does not require an oxidizing agent, may be made into a liquid adhesive composition by mixing with an inert organic liquid. The liquid adhesive composition may be used to bond rubber to metal, producing useful bonded and laminated articles, by coating at least one of the substrate surfaces to be bonded with the composition; bringing both substrate surfaces into contact with the composition layered therebetween; and maintaining contact under sufficient conditions of time, temperature, and pressure to effect bonding. Both cured and uncured rubbers may be bonded.

Claims

1. A composition of matter, comprising:

(a) an ethylene-propylene-diene terpolymer having a degree of unsaturation of at least four mole percent; and

(b) an adduct of a dioxime and a polyisocyanate, said adduct being formed by the process of reacting a dioxime compound and an isocyanate compound in proportion to each other such that the ratio of oxime groups to isocyanate groups is greater than 2;

1, whereby said composition of matter is essentially free of unreacted isocyanate functionality.

2. The composition of matter as defined by claim 1, further comprising essentially no oxidizing agent.

3. The composition of matter as defined by claim 1, wherein said diene is selected from the group consisting of 1,4-hexadiene;

dicyclopentadiene;

5-ethylidene-2-norbornene; and

5-isopropylidene-2-norbornene.

4. The composition of matter as defined by claim 1, wherein said ratio of oxime groups to isocyanate groups is about 2.5:

1.