Wet and dry surface adhesives

Patent metadata

Field	Value
Publication number	US-2022135856-A1
Application number	US-201816625413-A
Country	US
Kind code	A1
Filing date	Jun 27, 2018
Priority date	Jun 30, 2017
Publication date	May 5, 2022
Grant date	—

Abstract

A pressure sensitive adhesive comprising the polymerization product of a reaction mixture comprising: (a1) one or more (meth)acrylate ester monomers; (a2) one or more hydrophilic monomers; and (b) non-reactive, ionic surfactant. Also, articles comprising such adhesives and methods for making such adhesives and such articles.

First claim

1 . A pressure sensitive adhesive comprising the reaction product of a reaction mixture comprising: (a) polymerizable components (a1) one or more (meth)acrylate ester monomers that when polymerized in the absence of other comonomers yield a polymer or copolymer having a T g of less than about 10° C.; and (a2) one or more hydrophilic non-acidic comonomers or one or more hydrophilic acidic comonomers; (b) one or more non-reactive, ionic surfactants;
wherein the one or more (meth)acrylate ester monomers and the one or more hydrophilic comonomers are present in a weight ratio of about 1:1 to about 1.5:1 and the surfactant is present at about 10 wt % to about 30 wt %, based on total weight of the surfactant plus (a1) (meth)acrylate ester monomers and (a2) hydrophilic comonomers.

2 . The adhesive of claim 1 wherein the one or more (meth)acrylate ester monomers are selected from the group consisting of n-butyl acrylate, decyl acrylate, 2-ethylhexyl acrylate, hexyl acrylate, isoamyl acrylate, isodecyl acrylate, isononyl acrylate, isooctyl acrylate, lauryl acrylate, 2-methyl butyl acrylate, 4-methyl-2-pentyl acrylate, ethoxy ethoxyethyl acrylate, 2-octyl acrylate, monomers comprising structural isomers of a secondary alkyl (meth)acrylate, and mixtures thereof.

3 . The adhesive of claim 1 wherein the one or more hydrophilic non-acidic comonomers are selected from the group consisting of N,N-dimethyl acrylamide, N,N-diethyl acrylamide, tert-octyl acrylamide, N,N-dimethyl methacrylamide, N,N-diethyl methacrylamide, n-octyl acrylamide, and mixtures thereof.

4 . The adhesive of claim 1 wherein the one or more hydrophilic acidic comonomers is selected from the group consisting of ethylenically unsaturated carboxylic acids, ethylenically unsaturated sulfonic acids, ethylenically unsaturated phosphonic acids, and mixtures thereof.

5 . The adhesive of claim 1 wherein the surfactant is selected from the group consisting of ammonium or sodium salts of sulfate and phosphoric acid.

6 . The adhesive of claim 1 wherein the reaction mixture further comprises one or more initiators selected from the group consisting of photoinitiators and thermal initiators.

7 . The adhesive of claim 6 wherein the one or more initiators is selected from the group consisting of benzoin ethers, substituted benzoin ethers, aromatic sulfonyl chlorides, and photoactive oxides.

8 . The adhesive of claim 7 wherein the one or more initiators is selected from the group consisting of hydroperoxides and peroxides.

9 . The adhesive of claim 7 wherein the one or more initiators is in an amount of about 0.005 to about 1 wt % based on the weight of the copolymerizable monomers.

10 . The adhesive of claim 1 wherein the reaction mixture further comprises one or more chain transfer agents selected from the group consisting of halogenated hydrocarbons, sulfur compounds, and mixtures thereof.

11 . The adhesive of claim 10 wherein the reaction mixture comprises from about 0 part to about 10 parts by weight of chain transfer agent per 100 parts of total monomer.

12 . A hot melt pressure sensitive adhesive comprises a wet-stick pressure sensitive adhesive having a flow temperature and a thermoplastic packaging material enveloping said wet-stick pressure sensitive adhesive, said thermoplastic packaging material having a melting temperature lower than the flow temperature of the wet-stick pressure sensitive adhesive, wherein said pressure sensitive adhesive comprises the reaction product of a reaction mixture comprising (a) polymerizable components (a1) one or more (meth)acrylate ester monomers that when polymerized in the absence of other comonomers, yield a polymer or copolymer having a T g of less than about 10° C.; and (a2) one or more hydrophilic non-acidic comonomers or one or more hydrophilic acidic comonomers; and (b) one or more non-reactive, ionic surfactants;
wherein the one or more (meth)acrylate ester monomers and the one or more hydrophilic comonomers are present in a weight ratio of about 1:1 to about 1.5:1 and the surfactant is present at about 10 wt % to about 30 wt %, based on total weight of the surfactant plus (a1) (meth)acrylate ester monomers and (a2) hydrophilic comonomers.

13 . An article a substrate; and a hot melt pressure sensitive adhesive applied to a surface of said substrate, said hot melt adhesive comprising a mixture of a pressure sensitive adhesive having a flow temperature and a thermoplastic material having a melting temperature that is less than the flow temperature of the pressure sensitive adhesive, said pressure sensitive adhesive the reaction product of a reaction mixture comprising (a) polymerizable components (a1) one or more (meth)acrylate ester monomers that when polymerized in the absence of other comonomers, yield a polymer or copolymer having a T g of less than about 10° C.; and (a2) one or more hydrophilic non-acidic comonomers or one or more hydrophilic acidic comonomers; and (b) one or more non-reactive, ionic surfactants;
wherein the one or more (meth)acrylate ester monomers and the one or more hydrophilic comonomers are present in a weight ratio of about 1:1 to about 1.5:1 and the surfactant is present at about 10 wt % to about 30 wt %, based on total weight of the surfactant plus (a1) (meth)acrylate ester monomers and (a2) hydrophilic comonomers.

14 . A method for preparing a pressure sensitive adhesive comprising the steps of:
(1) preparing a solventless reaction mixture comprising (a) polymerizable components (a1) one or more (meth)acrylate ester monomers that when polymerized in the absence of other comonomers yield a polymer or copolymer having a T g of less than about 10° C.; and (a2) one or more hydrophilic non-acidic comonomers or one or more hydrophilic acidic comonomers; and (b) one or more non-reactive, ionic surfactants, wherein the one or more (meth)acrylate ester monomers and the one or more hydrophilic comonomers are present in a weight ratio of about 1:1 to about 1.5:1 and the surfactant is present at about 10 wt % to about 30 wt %, based on total weight of the surfactant plus (a1) (meth)acrylate ester monomers and (a2) hydrophilic comonomers; and (2) reacting the reaction mixture to polymerize the polymerizable components to yield the pressure sensitive adhesive.

15 . A method for preparing a hot melt pressure sensitive adhesive comprising the steps of:
(1) preparing a solventless reaction mixture comprising (a) polymerizable components (a1) one or more (meth)acrylate ester monomers that when polymerized in the absence of other comonomers yield a polymer or copolymer having a T g of less than about 10° C.; and (a2) one or more hydrophilic non-acidic comonomers or one or more hydrophilic acidic comonomers; and (b) one or more non-reactive, ionic surfactants, wherein the one or more (meth)acrylate ester monomers and the one or more hydrophilic comonomers are present in a weight ratio of about 1:1 to about 1.5:1 and the surfactant is present at about 10 wt % to about 30 wt %, based on total weight of the surfactant plus (a1) (meth)acrylate ester monomers and (a2) hydrophilic comonomers; (2) enveloping the polymerizable composition in a thermoplastic packaging material; and (3) exposing the enveloped polymerizable composition to radiation in an amount sufficient to polymerize the polymerizable components and to form the pressure sensitive adhesive having a flow temperature, wherein the thermoplastic packaging material has a melting temperature lower than the flow temperature of the pressure sensitive adhesive.

16 . A method for preparing a hot melt pressure sensitive adhesive

Assignees

• 3M Innovative Properties Co

Inventors

• Sato Shinobu
• Kudo Shimpei
• Patnode Gregg A

Classifications

• C08K5/14

  Peroxides · CPC title

• C08F220/283

  and containing one or more carboxylic moiety in the chain, e.g. acetoacetoxyethyl(meth)acrylate · CPC title

• C09J133/08 Primary

  Homopolymers or copolymers of acrylic acid esters · CPC title

• C08F2/48

  by ultraviolet or visible light · CPC title

• C09J133/064

  containing anhydride, COOH or COOM groups, with M being metal or onium-cation · CPC title