Epoxy adhesives with dithiooxamide adhesion promoters

• US 5,712,039 A
• Filed: 04/11/1995
• Issued: 01/27/1998
• Est. Priority Date: 04/11/1995
• Status: Expired due to Term

• Current Assignee: 3M Company
• Original Assignee: 3M Company
• Inventors: Tarbutton, Kent S., Marhevka, Virginia C., Griggs, Allen L.
• Primary Examiner(s): GULAKOWSKI, RANDY P
• Application Number:
  US08/420,087
• Time in Patent Office: 1,022 Days
• Field of Search: 525/504, 525/505, 525/523, 528/90, 528/93, 528/381, 528/390, 528/414, 428/416, 523/453, 523/461, 427/207.1, 427/372.2
• US Class Current: 428/414
• CPC Class Codes: C08L 2666/28 Non-macromolecular organic substances
• CPC Class Codes: C09J 163/00 Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
• CPC Class Codes: Y10T 428/31515 As intermediate layer
• CPC Class Codes: Y10T 428/31522 Next to metal

Abstract

The invention provides a curable, structural epoxy adhesive composition comprising: (a) an epoxy resin; (b) a curing agent for the epoxy resin; and (c) a compound of the formula I: ##STR1## in which R¹ and R², which may be the same or different, are selected from an alkyl group, a hydroxyalkyl group, a cycloalkyl group, an aryl group, an arylalkyl group, or a heterocyclic group in which the one to three non-carbon atoms in the ring are independently selected from S, N, and O.

Claims

1. A curable, structural epoxy adhesive composition for bonding to oily metal comprising:

(a) an epoxy resin;

(b) a phenalkylene amine curing agent for the epoxy resin; and

(c) a compound of the formula I ##STR5## in which R¹ and R², which may be the same or different, are selected from an alkyl group, a hydroxyalkyl group, a cycloalkyl group, an aryl group, an arylalkyl group, or a heterocyclic group in which the one to three non-carbon atoms in the ring are independently selected from S, N, and O, wherein said compound of formula I is soluble in the adhesive composition and wherein said composition has a greater amount of cohesive failure when bonded to a steel surface coated with 150 mg/ft² of oil than an otherwise identical composition without component (c).

2. The composition of claim 1, further comprising an accelerator to increase the cure rate of the composition.

3. The composition of claim 1, further comprising a toughening agent.

4. The composition of claim 1, wherein R¹ and R² of formula I are selected from an alkyl group, hydroxyalkyl group, or cycloalkyl group.

5. The composition of claim 1, wherein R¹ and R² are both cyclohexyl groups.

6. The composition of claim 1, wherein R¹ and R² are both hydroxyethyl groups.

7. The composition of claim 1, wherein the compound of formula I is present at 0.5 to 25 phr.

8. The composition of claim 1, wherein the compound of formula I is present at 0.5 to 8 phr.

9. The composition of claim 1, wherein the compound of formula I is present at 1 to 3 phr.

10. The composition of claim 1, further comprising a particulate ion exchange corrosion-inhibiting additive.

11. A method of bonding to oily metal comprising (i) applying the composition of claim 1 to an oily metal substrate and (ii) curing the composition.

12. A construction comprising two steel substrates bonded together with the composition of claim 1.

13. An adhesive composition for bonding to oily metal comprising:

(a) an aliphatic epoxy resin;

(b) an aromatic epoxy resin;

(c) a phenalkylene amine curing agent; and

(d) a compound of the formula I ##STR6## wherein said compound of formula I is soluble in the adhesive composition and wherein said composition has a greater mount of cohesive failure when bonded to a steel surface coated with 150 mg/ft² of oil than an otherwise identical composition without component (d).