IP Library Granted Patent US 8,309,633
Granted Patent B2
US 8,309,633 · App. 12/504,693 · Granted Nov 13, 2012

Low temperature, cationically curable compositions with improved cure speed and toughness

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Quick Facts
Patent No.
US 8,309,633
App. No.
12/504,693
Granted
Nov 13, 2012
Kind
B2
Abstract

The present invention relates to low temperature, cationically curable compositions with improved cure speed and toughness.

Claims (21)

1. A cationically curable composition comprising:

a. a cycloaliphatic epoxy;

b. a hydroxyl-functionalized aliphatic polyester;

c. a rubber component having a particle size on the order of 10 −9 meters dispersed in a cationically curable epoxy;

d. a silica component having a particle size on the order of 10 −9 meters dispersed in a cationically curable epoxy; and

e. a cationic cure catalyst, wherein when cured at a temperature of 100° C. for a period of time of 60 minutes the composition demonstrates tensile peel strength on mild steel substrates spaced apart by 250 nm of greater than about 11 N/mm.

2. The composition of claim 1 , wherein the cycloaliphatic epoxy has two or more epoxy groups.

3. The composition of claim 1 , which cures when exposed to a temperature of 100° C. for a period of time of 30 to 60 minutes.

4. The composition according to claim 1 , wherein the rubber component is a core shell rubber.

5. The composition according to claim 1 , wherein the rubber component is surface modified rubber.

6. The composition of claim 1 , wherein the cycloaliphatic epoxy and the polyester are present in a by weight ratio of 2.5:1 to 3.5:1.

7. The composition according to claim 1 , wherein the cationic cure catalyst includes a cationic counter ion within the following structure:

wherein R 1 , R 2 , R 3 ′ R 4 , R 5 and R 5 ′ are selected from hydrogen, C 1 - 6 alkyl, C 2-6 alkenyl, halogen, hydroxyl and carboxyl, with R′, R 2 , R 5 and R 5 ′ being present individually up to 5 times on each aromatic ring to which it(they) is(are) attached, and R 3 and R 4 being present individually up to 4 times on each aromatic ring to which it(they) is(are) attached, n is 0-3 and m is 0-1.

8. The composition according to claim 1 , wherein the cationic cure catalyst includes a counter cation selected from the group consisting of

9. The composition according to claim 1 , wherein the cationic cure catalyst includes a counter cation selected from the group consisting of

wherein for structure IV R 6 , R 7 , R 8 , R 9 and R 10 are selected from hydrogen, alkyl of from 1 to 5 carbon atoms, halogen, hydroxyl, and carboxyl, for structure V R 6 , R 7 , R 8 , R 9 , R 10 , R 6 ′, R 7 ′, R 8 ′, R 9 ′, and R 10 ′ are selected from hydrogen, alkyl of from 1 to 5 carbon atoms, halogen, hydroxyl, and carboxyl, and for structure VI R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , and R 21 are selected from hydrogen, alkyl of from 1 to 5 carbon atoms, halogen, hydroxyl, and carboxyl.

10. The composition according to claim 1 , wherein the cationic cure catalyst includes a counter cation selected from the group consisting of

11. The composition according to claim 1 , wherein the cationic cure catalyst is used in an amount within the range of about 0.1 to about 2 percent by weight of the total composition.

12. The composition according to claim 1 , wherein the cationic cure catalyst is an ammonium antimony hexafluoride.

13. The composition according to claim 1 , wherein the cationic cure catalyst includes a cation selected from the group consisting of onium, iodonium and sulfonium.

14. The composition of claim 1 , wherein the cationic cure catalyst includes an anion selected from the group consisting of tetrakis(pentafluorophenyl)borate, hexafluorophosphate and hexafluoroantimonate.

Assignments (6)
MERGER Recorded Feb 24, 2014
From: HENKEL IRELAND LIMITED
To: HENKEL AG & CO. KGAA
Reel/Frame 032329/0132 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2014
From: HENKEL AG & CO. KGAA
To: HENKEL IP & HOLDING GMBH
Reel/Frame 032329/0172 →
MERGER Recorded Oct 29, 2013
From: LOCTITE (R&D) LIMITED
To: HENKEL IRELAND HOLDING B.V.
Reel/Frame 031496/0233 →
MERGER Recorded Oct 29, 2013
From: HENKEL IRELAND HOLDING B.V.
To: HENKEL IRELAND LIMITED
Reel/Frame 031496/0560 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2013
From: BURNS, BARRY
To: HENKEL IRELAND LIMITED
Reel/Frame 031452/0331 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2013
From: HENKEL IRELAND LIMITED
To: LOCTITE (R&D) LIMITED
Reel/Frame 031452/0434 →