JP7591491B2 - 構造用接着剤のための組成物 - Google Patents
構造用接着剤のための組成物 Download PDFInfo
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- JP7591491B2 JP7591491B2 JP2021503774A JP2021503774A JP7591491B2 JP 7591491 B2 JP7591491 B2 JP 7591491B2 JP 2021503774 A JP2021503774 A JP 2021503774A JP 2021503774 A JP2021503774 A JP 2021503774A JP 7591491 B2 JP7591491 B2 JP 7591491B2
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- Prior art keywords
- methacrylate
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- 239000000203 mixture Substances 0.000 title claims description 262
- 239000000853 adhesive Substances 0.000 title claims description 60
- 230000001070 adhesive effect Effects 0.000 title claims description 60
- 239000000178 monomer Substances 0.000 claims description 120
- 229920001400 block copolymer Polymers 0.000 claims description 56
- 239000003795 chemical substances by application Substances 0.000 claims description 45
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 44
- 239000002245 particle Substances 0.000 claims description 43
- 239000000463 material Substances 0.000 claims description 39
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 37
- 229920001971 elastomer Polymers 0.000 claims description 34
- 239000000806 elastomer Substances 0.000 claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 32
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 26
- 239000011258 core-shell material Substances 0.000 claims description 24
- 229920002857 polybutadiene Polymers 0.000 claims description 23
- 238000006116 polymerization reaction Methods 0.000 claims description 23
- -1 1,3-dioxolan-4-yl methyl Chemical group 0.000 claims description 21
- 239000005062 Polybutadiene Substances 0.000 claims description 21
- 239000002318 adhesion promoter Substances 0.000 claims description 19
- 239000002685 polymerization catalyst Substances 0.000 claims description 19
- 150000001412 amines Chemical class 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 17
- 239000002184 metal Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 17
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 16
- 239000007870 radical polymerization initiator Substances 0.000 claims description 15
- 229920001169 thermoplastic Polymers 0.000 claims description 15
- 239000004416 thermosoftening plastic Substances 0.000 claims description 15
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 14
- 229920009204 Methacrylate-butadiene-styrene Polymers 0.000 claims description 13
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 13
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 claims description 9
- 229910019142 PO4 Inorganic materials 0.000 claims description 9
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 claims description 9
- 239000010452 phosphate Substances 0.000 claims description 9
- 229920001084 poly(chloroprene) Polymers 0.000 claims description 9
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 8
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 8
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 8
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 8
- 229910000077 silane Inorganic materials 0.000 claims description 8
- MKWLYHVMTQWQHI-UHFFFAOYSA-N 1,3-dioxan-5-yl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1COCOC1 MKWLYHVMTQWQHI-UHFFFAOYSA-N 0.000 claims description 7
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 claims description 7
- 239000003822 epoxy resin Substances 0.000 claims description 7
- 229920000647 polyepoxide Polymers 0.000 claims description 7
- 150000004992 toluidines Chemical class 0.000 claims description 7
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 6
- 150000002978 peroxides Chemical group 0.000 claims description 6
- 239000003505 polymerization initiator Substances 0.000 claims description 6
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 5
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical group C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 5
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 claims description 5
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 5
- LKAVYBZHOYOUSX-UHFFFAOYSA-N buta-1,3-diene;2-methylprop-2-enoic acid;styrene Chemical compound C=CC=C.CC(=C)C(O)=O.C=CC1=CC=CC=C1 LKAVYBZHOYOUSX-UHFFFAOYSA-N 0.000 claims description 5
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 4
- OAZWDJGLIYNYMU-UHFFFAOYSA-N Leucocrystal Violet Chemical compound C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 OAZWDJGLIYNYMU-UHFFFAOYSA-N 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims description 4
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 4
- VZIBAPMSKYQDFH-UHFFFAOYSA-N buta-1,3-diene;2-methylprop-2-enoic acid;prop-2-enenitrile;styrene Chemical compound C=CC=C.C=CC#N.CC(=C)C(O)=O.C=CC1=CC=CC=C1 VZIBAPMSKYQDFH-UHFFFAOYSA-N 0.000 claims description 4
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims description 4
- 239000011256 inorganic filler Substances 0.000 claims description 4
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 4
- 229920001195 polyisoprene Polymers 0.000 claims description 4
- APAUNQLFVGBQQW-UHFFFAOYSA-N (1,2,2-trimethylcyclohexyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1(C)CCCCC1(C)C APAUNQLFVGBQQW-UHFFFAOYSA-N 0.000 claims description 3
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 claims description 3
- POLZHVHESHDZRD-UHFFFAOYSA-N 2-hydroxyethyl 2-methylprop-2-enoate;phosphoric acid Chemical compound OP(O)(O)=O.CC(=C)C(=O)OCCO POLZHVHESHDZRD-UHFFFAOYSA-N 0.000 claims description 3
- YNOXQPJKWDCAJW-UHFFFAOYSA-N 2-methylprop-2-enoic acid;2-(oxiran-2-ylmethoxymethyl)oxirane Chemical compound CC(=C)C(O)=O.C1OC1COCC1CO1 YNOXQPJKWDCAJW-UHFFFAOYSA-N 0.000 claims description 3
- KFCDDRTYJQZGKK-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enenitrile Chemical compound C=CC#N.CC(=C)C(O)=O KFCDDRTYJQZGKK-UHFFFAOYSA-N 0.000 claims description 3
- CEXQWAAGPPNOQF-UHFFFAOYSA-N 2-phenoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC1=CC=CC=C1 CEXQWAAGPPNOQF-UHFFFAOYSA-N 0.000 claims description 3
- 229920000459 Nitrile rubber Polymers 0.000 claims description 3
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 claims description 3
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 claims description 3
- PIMBTRGLTHJJRV-UHFFFAOYSA-L zinc;2-methylprop-2-enoate Chemical compound [Zn+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O PIMBTRGLTHJJRV-UHFFFAOYSA-L 0.000 claims description 3
- WDFFWUVELIFAOP-UHFFFAOYSA-N 2,6-difluoro-4-nitroaniline Chemical group NC1=C(F)C=C([N+]([O-])=O)C=C1F WDFFWUVELIFAOP-UHFFFAOYSA-N 0.000 claims description 2
- NRVFHZGBTDXOEY-UHFFFAOYSA-N 2-methylprop-2-enoic acid;zinc Chemical compound [Zn].CC(=C)C(O)=O NRVFHZGBTDXOEY-UHFFFAOYSA-N 0.000 claims description 2
- JOBXJZYXLNTCQU-UHFFFAOYSA-M [Ca+].CC(=C)C([O-])=O Chemical compound [Ca+].CC(=C)C([O-])=O JOBXJZYXLNTCQU-UHFFFAOYSA-M 0.000 claims description 2
- DSVWLJUEGDHBGN-UHFFFAOYSA-M [Fe+].CC(=C)C([O-])=O Chemical compound [Fe+].CC(=C)C([O-])=O DSVWLJUEGDHBGN-UHFFFAOYSA-M 0.000 claims description 2
- QOERVJCVFAZUTB-UHFFFAOYSA-M [Mg+].CC(=C)C([O-])=O Chemical compound [Mg+].CC(=C)C([O-])=O QOERVJCVFAZUTB-UHFFFAOYSA-M 0.000 claims description 2
- OAKHANKSRIPFCE-UHFFFAOYSA-L calcium;2-methylprop-2-enoate Chemical compound [Ca+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O OAKHANKSRIPFCE-UHFFFAOYSA-L 0.000 claims description 2
- TXTCTCUXLQYGLA-UHFFFAOYSA-L calcium;prop-2-enoate Chemical compound [Ca+2].[O-]C(=O)C=C.[O-]C(=O)C=C TXTCTCUXLQYGLA-UHFFFAOYSA-L 0.000 claims description 2
- 239000001177 diphosphate Substances 0.000 claims description 2
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 claims description 2
- 235000011180 diphosphates Nutrition 0.000 claims description 2
- ZWZHJDRBENYHMK-UHFFFAOYSA-L iron(2+);2-methylprop-2-enoate Chemical compound [Fe+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O ZWZHJDRBENYHMK-UHFFFAOYSA-L 0.000 claims description 2
- GNOZLGOOOBMHRC-UHFFFAOYSA-L iron(2+);prop-2-enoate Chemical compound [Fe+2].[O-]C(=O)C=C.[O-]C(=O)C=C GNOZLGOOOBMHRC-UHFFFAOYSA-L 0.000 claims description 2
- DZBOAIYHPIPCBP-UHFFFAOYSA-L magnesium;2-methylprop-2-enoate Chemical compound [Mg+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O DZBOAIYHPIPCBP-UHFFFAOYSA-L 0.000 claims description 2
- DWLAVVBOGOXHNH-UHFFFAOYSA-L magnesium;prop-2-enoate Chemical compound [Mg+2].[O-]C(=O)C=C.[O-]C(=O)C=C DWLAVVBOGOXHNH-UHFFFAOYSA-L 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- XKMZOFXGLBYJLS-UHFFFAOYSA-L zinc;prop-2-enoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C=C XKMZOFXGLBYJLS-UHFFFAOYSA-L 0.000 claims description 2
- 229920001935 styrene-ethylene-butadiene-styrene Polymers 0.000 claims 1
- GJKZSOHUVOQISW-UHFFFAOYSA-N buta-1,3-diene;2-methylbuta-1,3-diene;styrene Chemical compound C=CC=C.CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 GJKZSOHUVOQISW-UHFFFAOYSA-N 0.000 description 22
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 22
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 description 21
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 14
- 239000002131 composite material Substances 0.000 description 14
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- 230000003197 catalytic effect Effects 0.000 description 8
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- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 5
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- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
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- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F220/282—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing two or more oxygen atoms
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- C—CHEMISTRY; METALLURGY
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F285/00—Macromolecular compounds obtained by polymerising monomers on to preformed graft polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F287/00—Macromolecular compounds obtained by polymerising monomers on to block polymers
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- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/22—Compounds containing nitrogen bound to another nitrogen atom
- C08K5/23—Azo-compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J153/02—Vinyl aromatic monomers and conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J153/02—Vinyl aromatic monomers and conjugated dienes
- C09J153/025—Vinyl aromatic monomers and conjugated dienes modified
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Graft Or Block Polymers (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
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|---|---|---|---|
| FR1856878 | 2018-07-24 | ||
| FR1856878A FR3084370B1 (fr) | 2018-07-24 | 2018-07-24 | Composition pour adhesif structural |
| PCT/EP2019/069781 WO2020020877A1 (fr) | 2018-07-24 | 2019-07-23 | Composition pour adhesif structural |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2021532231A JP2021532231A (ja) | 2021-11-25 |
| JP2021532231A5 JP2021532231A5 (enExample) | 2024-01-18 |
| JP7591491B2 true JP7591491B2 (ja) | 2024-11-28 |
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| EP (2) | EP3827036B1 (enExample) |
| JP (1) | JP7591491B2 (enExample) |
| KR (1) | KR102768436B1 (enExample) |
| CN (2) | CN117363223A (enExample) |
| CA (1) | CA3106497A1 (enExample) |
| DK (1) | DK3827036T3 (enExample) |
| ES (1) | ES2980168T3 (enExample) |
| FR (1) | FR3084370B1 (enExample) |
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| PL (1) | PL3827036T3 (enExample) |
| PT (1) | PT3827036T (enExample) |
| WO (1) | WO2020020877A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| EP4176017A4 (en) * | 2020-07-02 | 2024-07-31 | Henkel AG & Co. KGaA | TWO-COMPONENT SILANE-MODIFIED POLYMER-BASED RADICAL-DRYING ADHESIVE SYSTEMS |
| JP7612836B2 (ja) * | 2021-03-31 | 2025-01-14 | デンカ株式会社 | 接着剤組成物および物品 |
| FR3125055B1 (fr) * | 2021-07-12 | 2025-03-14 | Bostik Sa | Composition à base de monomères ( méth )acrylate |
| CN119256028A (zh) * | 2022-05-25 | 2025-01-03 | 3M创新有限公司 | 包含聚合物纳米颗粒的复合粘合剂 |
| CN120548331A (zh) * | 2023-01-20 | 2025-08-26 | 电化株式会社 | 组合物、物品及马达 |
| CN121844020A (zh) * | 2023-09-15 | 2026-04-10 | Ddp 特种电子材料美国有限责任公司 | 粘合剂组合物 |
| FR3163074A1 (fr) * | 2024-06-07 | 2025-12-12 | Bostik Sa | Composition bicomposante |
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2018
- 2018-07-24 FR FR1856878A patent/FR3084370B1/fr active Active
-
2019
- 2019-07-23 CN CN202311382651.7A patent/CN117363223A/zh active Pending
- 2019-07-23 US US17/262,295 patent/US12534642B2/en active Active
- 2019-07-23 WO PCT/EP2019/069781 patent/WO2020020877A1/fr not_active Ceased
- 2019-07-23 ES ES19740593T patent/ES2980168T3/es active Active
- 2019-07-23 EP EP19740593.9A patent/EP3827036B1/fr active Active
- 2019-07-23 EP EP24161034.4A patent/EP4372064A3/fr active Pending
- 2019-07-23 HR HRP20240677TT patent/HRP20240677T1/hr unknown
- 2019-07-23 CA CA3106497A patent/CA3106497A1/fr active Pending
- 2019-07-23 DK DK19740593.9T patent/DK3827036T3/da active
- 2019-07-23 JP JP2021503774A patent/JP7591491B2/ja active Active
- 2019-07-23 CN CN201980049139.6A patent/CN112469749B/zh active Active
- 2019-07-23 PT PT197405939T patent/PT3827036T/pt unknown
- 2019-07-23 PL PL19740593.9T patent/PL3827036T3/pl unknown
- 2019-07-23 KR KR1020217003765A patent/KR102768436B1/ko active Active
- 2019-07-23 LT LTEPPCT/EP2019/069781T patent/LT3827036T/lt unknown
- 2019-07-23 MX MX2021000945A patent/MX2021000945A/es unknown
- 2019-07-23 HU HUE19740593A patent/HUE067173T2/hu unknown
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| JP2011515528A (ja) | 2008-03-21 | 2011-05-19 | ジャクレ | 構造用接着剤組成物 |
| JP2014177635A (ja) | 2008-03-21 | 2014-09-25 | Jacret | 構造用接着剤組成物 |
| JP2013504677A (ja) | 2009-09-16 | 2013-02-07 | ジャクレ | 構造用接着剤のための組成物 |
| JP2014528005A (ja) | 2011-08-02 | 2014-10-23 | エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツングＥｖｏｎｉｋ Ｒｏｅｈｍ ＧｍｂＨ | 低臭（メタ）アクリル反応性樹脂 |
| WO2017134002A1 (de) | 2016-02-03 | 2017-08-10 | Evonik Röhm Gmbh | Verfahren zur herstellung von monomeren aus isomerenmischungen |
| WO2018086670A1 (en) | 2016-11-11 | 2018-05-17 | Hempel A/S | An antifouling coating composition comprising novel carbon-based hydrolysable polymers |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2020020877A1 (fr) | 2020-01-30 |
| KR102768436B1 (ko) | 2025-02-19 |
| CN117363223A (zh) | 2024-01-09 |
| CA3106497A1 (fr) | 2020-01-30 |
| US12534642B2 (en) | 2026-01-27 |
| JP2021532231A (ja) | 2021-11-25 |
| EP3827036A1 (fr) | 2021-06-02 |
| DK3827036T3 (da) | 2024-05-27 |
| MX2021000945A (es) | 2021-03-31 |
| LT3827036T (lt) | 2024-06-10 |
| HRP20240677T1 (hr) | 2024-08-16 |
| FR3084370A1 (fr) | 2020-01-31 |
| CN112469749B (zh) | 2023-11-14 |
| KR20210036932A (ko) | 2021-04-05 |
| FR3084370B1 (fr) | 2021-03-05 |
| HUE067173T2 (hu) | 2024-10-28 |
| EP4372064A3 (fr) | 2024-07-24 |
| PL3827036T3 (pl) | 2024-09-16 |
| ES2980168T3 (es) | 2024-09-30 |
| PT3827036T (pt) | 2024-05-27 |
| EP4372064A2 (fr) | 2024-05-22 |
| EP3827036B1 (fr) | 2024-03-06 |
| CN112469749A (zh) | 2021-03-09 |
| US20210332266A1 (en) | 2021-10-28 |
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