# US 12,215,251 B2 · Hot-melt adhesive composition and manufacturing method therefor > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,215,251 B2 - Document ID: US12215251B2 - Status: Granted - Kind: B2 - Application number: 17/421,089 - Filed: 2020-08-12 - Published: 2022-03-24 - Granted: 2025-02-04 - Earliest claimed: 2019-10-08 - Assignees: LG Chem, Ltd. - Applicants: LG Chem, Ltd. - Inventors: Se Kyung Lee; Tae Jung Kim; Hyun Woo Kim; Seong Du Lee - Web page: https://patentgrep.com/patent/US12215251B2 ## CPC - C09J 7/35: Heat-activated - C09J 153/02: Vinyl aromatic monomers and conjugated dienes - C08F 8/06: Oxidation - C08F 297/044: {using a coupling agent} - C08F 297/046: {polymerising vinyl aromatic monomers and isoprene, optionally with other conjugated dienes} - C09J 153/025: {modified} - C08K 5/01: Hydrocarbons {(C08K5/0091 takes precedence)} - C09J 2453/00: Presence of block copolymer - 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 - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## Abstract A hot melt adhesive composition is provided that includes: a diblock copolymer including a styrene-based monomer-derived unit and a conjugated diene-based monomer-derived unit; a triblock copolymer which is a coupled polymer of the diblock copolymer; and a crosslinked block copolymer including a crosslinking agent-derived crosslinked part crosslinked with two or more of the diblock copolymer and the triblock copolymer. The conjugated diene-based monomer-derived unit includes an isoprene-derived unit and an epoxidized isoprene rubber. ## Claims ### Claim 1 A hot melt adhesive composition comprising: a diblock copolymer including a styrene-based monomer-derived unit and a conjugated diene-based monomer-derived unit; a triblock copolymer which is a coupled polymer of the diblock copolymer; and a crosslinked block copolymer including a crosslinking agent-derived crosslinked part crosslinked with two or more of the diblock copolymers and the triblock copolymers, wherein the crosslinking agent-derived crosslinked part is one or more selected from the group consisting of polyalkylene glycol and ethylene glycol, and wherein the conjugated diene-based monomer-derived unit includes an isoprene-derived unit and an epoxidized isoprene unit represented by the following chemical formula 1: ### Claim 2 (depends on 1) The hot melt adhesive composition of claim 1, wherein the epoxidized isoprene unit included in the hot melt adhesive composition is included from 0.5 to 5 parts by weight, based on a total of 100 parts by weight of the isoprene-derived unit and the epoxidized isoprene unit. ### Claim 3 (depends on 1) The hot melt adhesive composition of claim 1, wherein the styrene-based monomer-derived unit included in the hot melt adhesive composition is included from 10 to 20 parts by weight, based on a total of 100 parts by weight of the diblock copolymer and the triblock copolymer. ### Claim 4 (depends on 1) The hot melt adhesive composition of claim 1, wherein the diblock copolymer is included from 15 to 25 parts by weight, based on a total of 100 parts by weight of the diblock copolymer and the triblock copolymer. ### Claim 5 (depends on 1) The hot melt adhesive composition of claim 1, further comprising a blend for a hot melt adhesive, wherein the blend is one or more selected from the group consisting of a tackifier, a plastic oil, and an antioxidant. ### Claim 6 A method of preparing a hot melt adhesive composition, comprising: polymerizing a styrene-based monomer in the presence of a hydrocarbon solvent and a polymerization initiator to prepare a styrene-based monomer block; polymerizing the styrene-based monomer block and isoprene to prepare a diblock copolymer including a styrene-based monomer-derived unit and an isoprene-derived unit; coupling two or more of the diblock copolymers and a coupling agent to prepare a triblock copolymer, thereby preparing a block copolymer composition including the triblock copolymer and the diblock copolymer; reacting a part of the isoprene-derived unit included in the diblock copolymer and the triblock copolymer and a mixture of hydrogen peroxide and a carboxylic acid to substitute a part of the isoprene-derived unit with an epoxidized isoprene unit; and crosslinking two or more of the triblock copolymers and the diblock copolymers including the epoxidized isoprene unit with a crosslinking agent to prepare a crosslinked block copolymer, wherein the crosslinking agent is one or more selected from the group consisting of polyalkylene glycol and ethylene glycol. ### Claim 7 (depends on 6) The method of claim 6, wherein the hydrogen peroxide and the carboxylic acid is used at 0.01 mol to 0.4 mol, based on 1 mol of the isoprene-derived unit included in the diblock copolymer and the triblock copolymer. ### Claim 8 (depends on 6) The method of claim 6, wherein the carboxylic acid is one or more selected from the group consisting of a formic acid, an acetic acid, a trifluoroacetic acid, a benzyloxyformic acid, a dinitrobenzoic acid, and a metachlorobenzoic acid. ### Claim 9 (depends on 6) The method of claim 6, wherein the mixture of the hydrogen peroxide and the carboxylic acid includes the hydrogen peroxide and the carboxylic acid at a mole ratio of 1:0.8 to 1:3. ### Claim 10 (depends on 6) The method of claim 6, wherein the epoxidized isoprene unit included in the diblock copolymer and the triblock copolymer is included from 0.5 to 5 parts by weight, based on a total of 100 parts by weight of the isoprene-derived unit and the epoxidized isoprene unit. ### Claim 11 (depends on 6) The method of claim 6, wherein the crosslinking two or more of the triblock copolymers and the diblock copolymers is performed by adding the crosslinking agent during a process of blending a blend for a hot melt adhesive and the block copolymer composition. ### Claim 12 (depends on 11) The method of claim 11, wherein the blend for the hot melt adhesive includes one or more selected from the group consisting of a tackifier, a plastic oil, and an antioxidant. ### Claim 13 (depends on 6) The method of claim 6, wherein the crosslinking agent is used at a mole ratio of 0.1 to 1 relative to 1 mol of the epoxidized isoprene unit included in the diblock copolymer and the triblock copolymer.