Composition having excellent adhesiveness to polyolefins

Patent metadata

Field	Value
Publication number	US-11072730-B2
Application number	US-201716470033-A
Country	US
Kind code	B2
Filing date	Dec 15, 2017
Priority date	Dec 16, 2016
Publication date	Jul 27, 2021
Grant date	Jul 27, 2021

Abstract

A composition having excellent adhesiveness to poorly adhesive materials such as polyolefins is provided. The solution is a composition comprising the following (1) to (2): (1) (meth)acrylates containing the following (1-1) to (1-3): (1-1) a (meth)acrylate having a hydroxyl group, (1-2) an alkyl (meth)acrylate, and (1-3) a (meth)acrylate having a cyclic ether skeleton, and (2) an organoboron compound. The content ratio of (1-1), (1-2), and (1-3) is (1-1):(1-2):(1-3)=(10 to 90):(5 to 80):(5 to 80) in mass ratio in 100 parts by mass of (1) (meth)acrylates.

First claim

The invention claimed is:

1. A composition comprising the following (1) to (2): (1) (meth)acrylates containing the following (1-1) to (1-3):
(1-1) a (meth)acrylate having a hydroxyl group,
(1-2) an alkyl (meth)acrylate, and
(1-3) a (meth)acrylate having a cyclic ether skeleton; and
(2) an organoboron compound,
wherein a content ratio of (1-1), (1-2), and (1-3) is (1-1):(1-2):(1-3)=(10 to 90):(5 to 80):(5 to 80) in mass ratio in 100 parts by mass of (1) (meth)acrylates.

2. The composition according to claim 1 , further comprising (3) a phosphate.

3. The composition according to claim 2 , wherein the (3) phosphate is a phosphate represented by general formula (A),

wherein R 1 represents a group comprising a saturated or unsaturated hydrocarbon having 1 to 30 carbon atoms, or a CH 2 ═CR 2 C(O)O—(R 3 ) u — group,
wherein R 2 represents hydrogen or a methyl group, and R 3 represents —C 2 H 4 —, —C 3 H 6 —, —CH 2 CH(CH 3 )—, —C 6 H 12 —, or

and t represents an integer of 1 or 2; and u represents an integer of 1 to 10.

4. The composition according to claim 1 , wherein the (2) organoboron compound is an alkylborane-amine complex.

5. The composition according to claim 4 , wherein the alkylborane-amine complex is one or more of the group consisting of a triethylborane-1,3-diaminopropane complex, a triethylborane-diethylenetriamine complex, and a tributylborane-3-methoxy-1-propylamine complex.

6. The composition according to claim 1 , wherein an amount of the (2) organoboron compound used is 0.01 to 10 parts by mass based on 100 parts by mass of the (1) (meth)acrylates.

7. The composition according to claim 2 , wherein an amount of the (3) phosphate used is 1 to 20 parts by mass based on 100 parts by mass of the (1) (meth)acrylates.

8. A two-part composition comprising a first agent and a second agent,
wherein the composition according to claim 2 is divided into the first agent and the second agent, and the first agent contains at least the (2) organoboron compound, and the second agent contains at least the (3) phosphate.

9. A curable resin composition comprising the composition according to claim 1 .

10. An adhesive composition comprising the composition according to claim 1 .

11. The adhesive composition according to claim 10 , used for adhesion of an adherend comprising one or more of the group consisting of polyolefin, cycloolefin, polystyrene, and a fiber-reinforced plastic.

12. A joined body joined by the adhesive composition according to claim 10 .

Assignees

• Denka Company Ltd

Inventors

• Hoshino Takako
• Umeyama Masaya
• Yamashita Yukihiko

Classifications

• C09J133/14 Primary

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C08F220/14

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title

• C08K5/521

  Esters of phosphoric acids, e.g. of H3PO4 · CPC title

• C08F220/20

  of polyhydric alcohols or phenols {, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate} · CPC title

• C09J133/068

  containing glycidyl groups · CPC title