Two component (2k) acrylic composition comprising a bio-renewable monomer

Patent metadata

Field	Value
Publication number	US-2025051612-A1
Application number	US-202418926938-A
Country	US
Kind code	A1
Filing date	Oct 25, 2024
Priority date	Apr 26, 2022
Publication date	Feb 13, 2025
Grant date	—

Abstract

The present disclosure is directed to a two component (2K) composition comprising:a first component comprising:a) 4,5-dihydro-5-methyl-3-methylene-2 (3H)-furanone; and,b) at least one ethylenically unsaturated monomer different from a); and,a second component comprising:c) at least one radical generating initiator.

First claim

What is claimed is:

1 . A two component (2K) composition comprising:
a first component comprising:
a) 4,5-dihydro-5-methyl-3-methylene-2 (3H)-furanone; and,
b) at least one ethylenically unsaturated monomer different from a); and,
a second component comprising:
c) at least one radical generating initiator.

2 . The two component (2K) composition according to claim 1 comprising, based on the weight of the composition:
a first component comprising:
from 2 to 80 wt. % of a) 4,5-dihydro-5-methyl-3-methylene-2 (3H)-furanone; and,
from 10 to 80 wt. % of b) said at least one ethylenically unsaturated monomer different from a);

a second component comprising:
from 0.1 to 10 wt. % of c) said at least one radical generating initiator.

3 . The two component (2K) composition according to claim 1 , wherein part b) of the first component comprises, based on the weight of the composition, from 2 to 50 wt. % at least one ethylenically unsaturated acid monomer.

4 . The two component (2K) composition according to claim 3 , wherein said at least one ethylenically unsaturated acid monomer is selected from the group consisting of: ethylenically unsaturated carboxylic acids; ethylenically unsaturated sulfonic acids; ethylenically unsaturated phosphoric acids; and, ethylenically unsaturated phosphonic acids.

5 . The two component (2K) composition according to claim 4 , wherein said at least one ethylenically unsaturated acid monomer is selected from the group consisting of: methacrylic acid; acrylic acid, itaconic acid; maleic acid; aconitic acid; crotonic acid; muconic acid; and, fumaric acid; mono-2-(methacryloyloxy)ethyl maleate;
and, mono-2-methacryloyloxyethyl succinate.

6 . The two component (2K) composition according to claim 1 , wherein part b) comprises, based on the weight of the composition, from 5 to 80 wt. % of at least one (meth)acrylate monomer represented by Formula M:

H 2 C═CQCO 2 R 1 (M)

wherein:
Q is hydrogen, halogen or a C 1 alkyl group; and,

R 1 is C 1 -C 18 alkyl, C 1 -C 18 hydroxyalkyl, C 3 -C 18 cycloalkyl, C 3 -

C 5 cycloalkylC 1 -C 3 alkyl, C 2 -C 5 heterocycloalkyl, C 2 -

C 5 heterocycloalkylC 1 -C 3 alkyl, C 2 -C 20 alkenyl, C 2 -C 12 alkynyl, C 6 -C 18

aryl, C 1 -C 9 heteroaryl, C 1 -C 9 heteroarylC 1 -C 3 alkyl, C 7 -C 18 alkaryl or

C 7 -C 18 aralkyl;

wherein:
R 1 is C 1 -C 12 alkyl, C 1 -C 12 hydroxyalkyl, C 3 -C 12 cycloalkyl, C 3 -

C 5 cycloalkylC 1 -C 3 alkyl, C 2 -C 5 heterocycloalkyl or C 2 -

C 5 heterocycloalkylC 1 -C 3 alkyl.

7 . The two component (2K) composition according to claim 6 comprising:
at least one (meth)acrylate monomer represented by Formula (M) wherein R 1 is C 1 -C 12 alkyl; and/or,
at least one (meth)acrylate monomer represented by Formula (M) wherein R 1 is C 2 -C 5 heterocycloalkyIC 1 -C 3 alkyl.

8 . The two component (2K) composition according to claim 1 comprising a macro-monomer component consisting of one or more oligomers selected from the group consisting of: urethane (meth)acrylates, polyester (meth)acrylates; polyether (meth)acrylates; (meth)acrylate functionalized polymers and copolymers of dienes; and (meth)acrylate functionalized hydrogenated polymers and copolymers of dienes.

9 . The two component (2K) composition according to claim 1 comprising at least one (meth)acrylate phosphate ester and/or at least one (meth)acrylate phosphonate ester.

10 . The two component (2K) composition according to claim 1 , wherein part c) consists of at least one radical generating redox initiator.

11 . The two component (2K) composition according to claim 1 further comprising, based on the weight of the composition:
from 5 to 60 wt. %, from 10 to 40 wt. % of d) at least one thermoplastic polyurethane.

12 . The two component (2K) composition according to claim 11 comprising at least one thermoplastic polyurethane obtained from the reaction of:
I) at least one polyether polyol having a weight average molecular weight of from 400 to 4000 g/mol and a polydispersity (PD) of less than 3;
II) at least one polyol having a molecular weight of less than 500 g/mol;
III) optionally at least one further active hydrogen compound; and,
IV) at least one polyisocyanate compound,
wherein in said reaction the molar ratio of OH to NCO groups is at least 1:1 and from 1:1 to 2:1.

13 . The two component (2K) composition according to claim 1 further comprising, based on the weight of the composition:
from 1 to 20 wt. % of e) core-shell rubber particles.

14 . The two component (2K) composition according to claim 1 further comprising, based on the weight of the composition:
from 0.01 to 5 wt. % of f) cure accelerator.

15 . A cured product obtained from the two component (2K) composition as defined in claim 1 .

16 . A bonded structure comprising
a first substrate; and, a second substrate; wherein a cured two component (2K) composition as defined in claim 1 is disposed between the first and second substrates.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Brandt Adrian
• Sweeney Nigel
• Pasemann Timo
• Schroeder Kerstin
• Spiegelberg Brian
• Besler Alissa

Classifications

• C09J2203/326

  for bonding electronic components such as wafers, chips or semiconductors · CPC title

• C09J11/06

  organic · CPC title

• B32B2457/00

  Electrical equipment · CPC title

• B32B2307/748

  Releasability · CPC title

• B32B2307/558

  Impact strength, toughness · CPC title