# US 10,870,782 B2 · Aqueous adhesive compositions > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,870,782 B2 - Document ID: US10870782B2 - Status: Granted - Kind: B2 - Application number: 16/383,398 - Filed: 2019-04-12 - Published: 2019-10-17 - Granted: 2020-12-22 - Earliest claimed: 2018-04-13 - Assignees: Swimc LLC - Applicants: Swimc LLC - Inventors: Allen Bulick; Chris Fredrickson; Mary Jane Hibben; Robert Sandoval; Ashley Rodgers; Glenn Frazee - Web page: https://patentgrep.com/patent/US10870782B2 ## CPC - C08F 220/1804: {C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate} - C09D 133/14: of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen - C09D 151/003: {grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds (C09D151/04, C09D151/06 take precedence)} - C09J 133/062: {Copolymers with monomers not covered by C09J133/06} - C09J 133/066: {containing -OH groups} - C09J 133/14: of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen - C09J 151/003: {grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds (C09J151/04, C09J151/06 take precedence)} - E04D 7/00: Roof covering {exclusively consisting of} sealing masses applied in situ; Gravelling of flat roofs - E04D 11/02: Build-up roofs, i.e. consisting of two or more layers bonded together in situ, at least one of the layers being of watertight composition (gravelling of flat roofs E04D7/00; venting or ventilation E04D13/17) - C08F 220/1806: {C6-(meth)acrylate, e.g. (cyclo)hexyl (meth)acrylate or phenyl (meth)acrylate} - C08F 2800/20: as weight or mass percentages - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D) - 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) - E04D: ROOF COVERINGS; SKY-LIGHTS; GUTTERS; ROOF-WORKING TOOLS (coverings of outer walls by plaster or other porous material E04F13/00) ## Abstract A latex emulsion that includes an aqueous carrier liquid and a latex copolymer formed from reactants comprising butyl methacrylate, wherein the reactants comprise at least 20 wt. % a vinyl monomer, based on the total weight of ethylenically unsaturated monomers in the latex copolymer. A homopolymer formed from the vinyl monomer preferably exhibits a glass transition temperature of between about −10° C. and about 30° C. A coating formed from the latex emulsion preferably exhibits a dry adhesion of greater than about 4 pounds per linear inch when applied between a thermoplastic polyolefin roofing membrane and a plywood roofing substrate at an average coat weight of about 6 lbs/100 ft2 and subjected to 180° peel testing according to ASTM D903 with a 2-inch per minute pull rate. The latex emulsion may include a second latex copolymer or stage, and may be used as part of an aqueous adhesive composition. ## Claims ### Claim 1 A composition comprising: an aqueous carrier liquid; a latex copolymer formed from reactants comprising a chain transfer agent and a vinyl monomer having an alkyl group including between 2 and 20 carbon atoms, wherein the reactants comprise at least 20 wt. % of the vinyl monomer having an alkyl group including between 2 and 20 carbon atoms, based on the total weight of ethylenically unsaturated monomers used to make the latex copolymer, and wherein a homopolymer formed from the vinyl monomer exhibits a glass transition temperature of between about −10° C. and about 30° C., and wherein the latex copolymer exhibits a glass transition temperature of less than about −15° C.; and wherein the latex copolymer exhibits a gel fraction of between 0% and about 5% and a solubilized portion of the latex copolymer exhibits a weight average molecular weight of less than about 230,000 g/mol, wherein a coating formed from the aqueous adhesive composition exhibits a dry adhesion of greater than about 4 pounds per linear inch when applied between a thermoplastic polyolefin roofing membrane and a plywood roofing substrate at an average coat weight of about 6 lbs/100 ft2 and subjected to 180° peel testing according to ASTM D903 with a 2-inch per minute pull rate. ### Claim 2 (depends on 1) The composition of claim 1, wherein the vinyl monomer comprises butyl methacrylate, ethylhexyl methacrylate, a vinyl ester of neodecanoic acid, or combinations thereof. ### Claim 3 (depends on 1) The composition of claim 1, wherein the latex copolymer is a first latex copolymer or stage, further comprising a second latex copolymer or stage formed from second reactants comprising a (meth)acrylate monomer other than butyl methacrylate. ### Claim 4 (depends on 3) The composition of claim 3, wherein the first latex copolymer or stage is formed as an initial stage of a multi-stage latex and the second latex copolymer or stage is formed as a subsequent stage of the multi-stage latex. ### Claim 5 (depends on 3) The composition of claim 3, wherein the second latex copolymer or stage is formed as an initial stage of a multi-stage latex and the first latex copolymer or stage is formed as a subsequent stage of the multi-stage latex. ### Claim 6 (depends on 3) The composition of claim 3, wherein the first latex copolymer or stage and the second latex copolymer or stage are separate polymers mechanically mixed in the latex emulsion. ### Claim 7 (depends on 3) The composition of claim 3, wherein the first latex copolymer is chemically different from the second latex copolymer. ### Claim 8 (depends on 1) The composition of claim 1, further comprising a dispersant, a biocide, a fungicide, an UV stabilizer, a thickener, a wetting agent, a defoamer, a filler, a pigment or colorizer, a tackifier, or combinations thereof. ### Claim 9 (depends on 1) The composition of claim 1, wherein the reactants comprise between 20 and 50 wt. % of the vinyl monomer having an alkyl group including between 2 and 20 carbon atoms, based on the total weight of ethylenically unsaturated monomers used to make the latex copolymer or the first latex copolymer or stage. ### Claim 10 (depends on 1) The composition of claim 1, wherein the vinyl monomer comprises n-butyl methacrylate or a mixture of n-butyl methacrylate and ethylhexyl methacrylate. ### Claim 11 (depends on 1) The composition of claim 1, wherein the reactants or the first reactants further comprise: an ethylenically unsaturated polar monomer. ### Claim 12 (depends on 11) The composition of claim 11, wherein the chain transfer agent comprises dodecyl mercaptan. ### Claim 13 (depends on 1) The composition of claim 1, wherein the reactants further comprise a second (meth)acrylate, wherein the second (meth)acrylate forms a homopolymer that has a glass transition temperature that is less than −25° C. ### Claim 14 (depends on 1) The composition of claim 1, wherein the reactants further comprise a ureido-functional monomer. ### Claim 15 (depends on 1) The composition of claim 1, wherein a coating formed from the latex emulsion or the aqueous adhesive composition exhibits a dry adhesion of greater than about 8 pounds per linear inch when applied between a thermoplastic polyolefin roofing membrane and a plywood roofing substrate and subjected to 180° peel testing. ### Claim 16 (depends on 1) The composition of claim 1, wherein the latex copolymer exhibits a glass transition temperature of less than about −20° C. ### Claim 17 A roofing material comprising: a polymeric roofing membrane; and an adhesive on a surface of the polymeric roofing membrane, wherein the adhesive comprises: an aqueous carrier liquid; a latex copolymer formed from reactants comprising a chain transfer agent and a vinyl monomer having an alkyl group including between 2 and 20 carbon atoms, wherein the reactants comprise at least 20 wt. % of the vinyl monomer having an alkyl group including between 2 and 20 carbon atoms, based on the total weight of ethylenically unsaturated monomers used to make the latex copolymer, and wherein a homopolymer formed from the vinyl monomer exhibits a glass transition temperature of between about −10° C. and about 30° C., and wherein the latex copolymer exhibits a glass transition temperature of less than about −15° C.; and wherein the latex copolymer exhibits a gel fraction of between 0% and about 5% and a solubilized portion of the latex copolymer exhibits a weight average molecular weight of less than about 230,000 g/mol, wherein a coating formed from the aqueous adhesive composition exhibits a dry adhesion of greater than about 4 pounds per linear inch when applied between a thermoplastic polyolefin roofing membrane and a plywood roofing substrate at an average coat weight of about 6 lbs/100 ft2 and subjected to 180° peel testing according to ASTM D903 with a 2-inch per minute pull rate; and a backing membrane removably on the adhesive. ### Claim 18 (depends on 17) The roofing material of claim 17, wherein the polymeric roofing membrane comprises thermoplastic polyolefin (TPO) membrane, ethylene propylene diene monomer (EPDM) rubber membrane, or poly(vinyl chloride) membrane. ### Claim 19 A method comprising: reacting reactants comprising a chain transfer agent and a vinyl monomer having an alkyl group including between 2 and 20 carbon atoms to form a latex emulsion including a latex copolymer, wherein the reactants comprise at least 20 wt. % of the vinyl monomer having an alkyl group including between 2 and 20 carbon atoms, based on the total weight of ethylenically unsaturated monomers used to make the latex copolymer, wherein a homopolymer formed from the vinyl monomer exhibits a glass transition temperature of between about −10° C. and about 30° C., wherein the latex copolymer exhibits a glass transition temperature of less than about −15° C., wherein the latex copolymer exhibits a gel fraction of between 0% and about 5% and a solubilized portion of the latex copolymer exhibits a weight average molecular weight of less than about 230,000 g/mol, and wherein a coating formed from the latex emulsion exhibits a dry adhesion of greater than about 4 pounds per linear inch when applied between a thermoplastic polyolefin roofing membrane and a plywood roofing substrate at an average coat weight of about 6 lbs/100 ft2 and subjected to 180° peel testing according to ASTM D903 with a 2-inch per minute pull rate. ### Claim 20 (depends on 19) The method of claim 19, wherein the reactants comprise first reactants, further comprising: reacting second reactants comprising a (meth)acrylate monomer other than the vinyl monomer having an alkyl group including between 2 and 20 carbon atoms to form a second latex copolymer or stage.