# US 2025/0084244 A1 · Composite adhesives > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2025/0084244 A1 - Document ID: US20250084244A1 - Status: Published application - Kind: A1 - Application number: 18/723,704 - Filed: 2023-02-28 - Published: 2025-03-13 - Earliest claimed: 2022-03-15 - Assignees: 3M Innovative Properties Company - Applicants: 3M Innovative Properties Company - Inventors: Michael J. Maher; Adam O. Moughton; Lucas J. Jones - Web page: https://patentgrep.com/patent/US20250084244A1 ## CPC - C08L 33/14: of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen - C09J 4/06: {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00 - C08F 2/50: with sensitising agents - C08F 220/286: {and containing polyethylene oxide in the alcohol moiety, e.g. methoxy polyethylene glycol (meth)acrylate} - C08F 265/06: Polymerisation of acrylate or methacrylate esters on to polymers thereof - C08F 290/062: {Polyethers} - C09J 7/385: {Acrylic polymers} - C09J 11/08: Macromolecular additives - C08L 2205/02: containing two or more polymers of the same C08L -group - C08L 2205/18: Spheres - C08L 2205/22: Mixtures comprising a continuous polymer matrix in which are dispersed crosslinked particles of another polymer - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H) - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS ## Abstract Described herein is an adhesive composite composition. The composition comprises: a plurality of polymeric microspheres dispersed within a (meth)acrylate-based matrix, wherein the polymeric microspheres are derived from 20-100 wt % of a (meth)acrylate monomer having a Tg above room temperature; and the (meth)acrylate-based matrix is derived from a C1 to C20 (meth)acrylate ester monomer and a (meth)acrylate macromer. In some embodiments, these composite adhesives show good impact resistance and good shear. ## Claims ### Claim 1 A polymerizable composition comprising: (i) a polymerizable matrix comprising: (a) a (meth)acrylate macromer, wherein the (meth)acrylate macromer comprises a poly(ethylene oxide) group, a poly(propylene oxide) group, a poly(ethylene oxide-co-propylene oxide), a poly(tetrahydrofuran) group, or combinations thereof; (b) one or more of a C1 to C20 (meth)acrylate ester monomer; and (c) a cross-linking agent; and (ii) a plurality of polymeric microspheres, wherein the polymeric microspheres are derived from 20 to 100 wt % of a (meth)acrylate monomer having a Tg above room temperature, wherein the plurality of polymeric microspheres is dispersed in a matrix and ### Claim 2 (depends on 1) The composition according to claim 1, wherein the plurality of polymeric microspheres has an average particle diameter of at least 1 micrometer. ### Claim 3 (canceled) ### Claim 4 (depends on 1) The composition of claim 1, wherein the plurality of polymeric microspheres are derived from 50 to 100 wt % of the (meth)acrylate monomer. ### Claim 5 (canceled) ### Claim 6 (depends on 1) The composition of claim 1, wherein the composition comprises at least 0.5 and at most 40 grams of the plurality of polymeric microspheres per 100 grams of the composition. ### Claim 7 (depends on 1) The composition of claim 1, wherein the composition comprises up to 50 weight percent of the (meth)acrylate macromer. ### Claim 8 (depends on 1) The composition of claim 1, wherein the composition comprises at least 0.5 weight percent of the (meth)acrylate macromer. ### Claim 9 (canceled) ### Claim 10 (depends on 1) The composition of claim 1, wherein the (meth)acrylate macromer has a number average molecule weight in a range of 350 to 10,000 Daltons. ### Claim 11 (depends on 1) The composition of claim 1, wherein the (meth)acrylate macromer comprises a poly(ethylene oxide) group. ### Claim 12 (depends on 1) The composition of claim 1, wherein the C1 to C20 (meth)acrylate ester monomer comprises one of the following: 2-methylbutyl acrylate, 2-ethylhexyl acrylate, butyl acrylate, iso-octyl acrylate, or combinations thereof. ### Claim 13 (depends on 1) The composition of claim 1, wherein the polymerizable matrix comprises at least 10 wt % to at most 99.5 wt % of the C1 to C20 (meth)acrylate ester monomer. ### Claim 14 (depends on 1) The composition of claim 1, wherein the polymerizable matrix further comprises a polar monomer. ### Claim 15 (canceled) ### Claim 16 (canceled) ### Claim 17 (depends on 1) The composition of claim 1, claims wherein the cross-linking agent is selected from one of the following: a triazine, a multifunctional (meth)acrylate, or combinations thereof. ### Claim 18 (depends on 1) The composition of claim 1, wherein the polymerizable matrix comprises 0.01 to 5 parts (solid/solid) of the cross-linking agent. ### Claim 19 (canceled) ### Claim 20 (canceled) ### Claim 21 (canceled) ### Claim 22 (depends on 1) An at least partially polymerized reaction product of the polymerizable composition of claim 1. ### Claim 23 (depends on 1) An adhesive article comprising an adhesive composition derived from the composition according to claim 1, wherein the adhesive composition is disposed on a substrate. ### Claim 24 (depends on 23) The adhesive article of claim 23, wherein the substrate is a backing. ### Claim 25 (canceled) ### Claim 26 (depends on 23) The adhesive article of claim 23, wherein the substrate is a liner comprising a release agent. ### Claim 27 (depends on 23) The adhesive article according to claim 23, wherein the adhesive article is a tape, or a label. ### Claim 28 (canceled) ### Claim 29 (canceled) ### Claim 30 (canceled) ### Claim 31 A method of making an adhesive article comprising: (i) obtaining a polymerizable matrix comprising: (a) a (meth)acrylate macromer, wherein the (meth)acrylate macromer comprises a poly(ethylene oxide) group, a poly(propylene oxide) group, a poly(ethylene oxide-co-propylene oxide), a poly(tetrahydrofuran) group, or combinations thereof; (b) one or more of a C1 to C20 (meth)acrylate ester monomer; and (c) a cross-linking agent; and (ii) adding a plurality of polymeric microspheres to the polymerizable matrix to form a composition, wherein the polymeric microspheres are derived from 20 to 100 wt % of (meth)acrylate monomer having a Tg above room temperature. ### Claim 32 (depends on 31) A method of claim 31, comprising at least partially polymerizing the polymerizable matrix to form an at least partially polymerized composition, before adding the plurality of polymeric microspheres. ### Claim 33 (canceled) ### Claim 34 (canceled) ### Claim 35 (canceled)