Curable and cured adhesive compositions

Patent metadata

Field	Value
Publication number	US-9528035-B2
Application number	US-201013389947-A
Country	US
Kind code	B2
Filing date	Aug 20, 2010
Priority date	Sep 11, 2009
Publication date	Dec 27, 2016
Grant date	Dec 27, 2016

Abstract

Curable adhesive compositions, cured adhesive compositions, and articles that include the cured adhesive compositions are described. The curable adhesive composition contains a) an epoxy resin, b) a curing agent, c) a reactive liquid modifier, d) a toughening agent, and e) an oil displacing agent. The cured adhesive compositions can be used as structural adhesives.

First claim

I claim:

1. A curable adhesive composition having a first part and a second part, the curable adhesive composition comprising:
a) an epoxy resin, wherein the epoxy resin is in the first part of the curable adhesive composition;
b) a curing agent having at least two groups of formula —NR 1 H where R 1 is selected from hydrogen, alkyl, aryl, or alkylaryl, wherein the curing agent is in the second part of the curable adhesive composition;
c) a reactive liquid modifier that is in the first part of the curable adhesive composition, the reactive liquid modifier being of Formula (I)
R 2 (CO)CH 2 (CO)O—R 3 —O(CO)CH 2 (CO)R 2    (I)

 wherein
R 2 is hydrogen or an alkyl; and
R 3 is of formula —[(CH 2 ) n O] m —(CH 2 ) n —, wherein R 3 has greater than 20 carbon atoms;
n is an integer of 2 to 4; and
m is an integer greater than or equal to 5; and

d) a toughening agent, wherein the toughening agent is in the first part, in the second part, or in both the first part and the second part of the curable adhesive composition;
e) an oil displacing agent that is in the first part, in the second part, or in both the first part and the second part of the curable adhesive composition, wherein the oil displacing agent is soluble in the curable adhesive composition, has a surface tension in a range of 15 to 32 dynes/cm, and is not selected from a glycidyl ether; and
f) fibrillated organic fibers comprising polyolefin fibers or aramid fibers.

2. The curable adhesive composition of claim 1 , wherein the oil displacing agent has a solubility parameter in the range of 6 to 12 cal 0.5 /cm 1.5 .

3. The curable adhesive composition of claim 1 , wherein the oil displacing agent is selected from a glycidyl ester, cyclic terpene, cyclic terpene oxide, mono-ester, di-ester, tri-ester, trialkyl phosphate, epoxy alkane, alkyl methacrylate, vinyl alkyl esters, or combination thereof.

4. The curable adhesive composition of claim 1 , wherein the variable n is equal to 4.

5. The curable adhesive composition of claim 1 , wherein R 3 has at least 30 carbon atoms.

6. The curable adhesive composition of claim 1 , wherein the epoxy resin has comprises a glycidyl ether having two to four glycidyl groups.

Assignees

• Campbell Christopher J
• 3M Innovative Properties Co

Inventors

• Campbell Christopher J

Classifications

• C09J171/02

  Polyalkylene oxides · CPC title

• C09J163/00 Primary

  Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins · CPC title

• C08L71/02

  Polyalkylene oxides · CPC title

• C08L2666/22

  Macromolecular compounds not provided for in C08L2666/16 - C08L2666/20 · CPC title

• C08L63/00

  Compositions of epoxy resins; Compositions of derivatives of epoxy resins · CPC title