IP Library Granted Patent US 9,481,640
Granted Patent B2
US 9,481,640 · App. 14/945,843 · Granted Nov 1, 2016

Electron deficient olefins

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Quick Facts
Patent No.
US 9,481,640
App. No.
14/945,843
Granted
Nov 1, 2016
Kind
B2
Abstract

This invention relates to novel electron deficient olefins, such as certain 2-cyanoacrylates and methylidene malonates, prepared using an imine or an iminium salt.

Claims (10)

1. One or more compounds selected from the group consisting of

2. A composition comprising:

(a) or more compounds of claim 1 ;

(b) a stabilizer package comprising at least one of a free radical stabilizer and an anionic stabilizer; and

(c) optionally, one or more additives selected from the group consisting of cure accelerators, thickeners, thixotropes, tougheners, thermal resistance-conferring agents, and plasticizers.

3. The composition of claim 2 , further comprising a coreactant.

4. The composition of claim 3 , wherein the coreactant is a member selected from the group consisting of epoxides, episulfides, oxetanes, thioxetanes, dioxolanes, dioxanes, isocyanates, maleimides, oxazolines, (meth)acrylates, acrylamides, cyanoacrylates, methylidene malonates, vinyl ethers and combinations thereof.

5. The composition of claim 4 , wherein the cyanoacrylate is within structure IV:

wherein in this connection R 1 is selected from C 1-16 alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, arylalkyl, aryl, or haloalkyl groups.

6. The composition of claim 4 , wherein the cyanoacrylate is selected from methyl cyanoacrylate, ethyl-2-cyanoacrylate, propyl cyanoacrylates, butyl cyanoacrylates, octyl cyanoacrylates, allyl cyanoacrylate, β-methoxyethyl cyanoacrylate and combinations thereof.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2016
From: MCARDLE, CIARAN B.; GHERARDI, STEFANO L.; MURNAGHAN, KEVIN D.; ZHAO, LIGANG
To: HENKEL IRELAND LIMITED
Reel/Frame 038264/0662 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2016
From: HENKEL IRELAND LIMITED
To: LOCTITE (R&D) LIMITED
Reel/Frame 038267/0149 →
MERGER Recorded Apr 13, 2016
From: LOCTITE (R&D) LIMITED
To: HENKEL IRELAND HOLDING B.V.
Reel/Frame 038267/0245 →
MERGER Recorded Apr 13, 2016
From: HENKEL IRELAND HOLDING B.V.
To: HENKEL IRELAND LIMITED
Reel/Frame 038267/0358 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2016
From: HENKEL AG & CO. KGAA
To: HENKEL IP & HOLDING GMBH
Reel/Frame 038267/0522 →
MERGER Recorded Apr 13, 2016
From: HENKEL IRELAND LIMITED
To: HENKEL AG & CO. KGAA
Reel/Frame 038428/0081 →