JP6057837B2 - ホットメルト接着剤 - Google Patents
ホットメルト接着剤 Download PDFInfo
- Publication number
- JP6057837B2 JP6057837B2 JP2013114704A JP2013114704A JP6057837B2 JP 6057837 B2 JP6057837 B2 JP 6057837B2 JP 2013114704 A JP2013114704 A JP 2013114704A JP 2013114704 A JP2013114704 A JP 2013114704A JP 6057837 B2 JP6057837 B2 JP 6057837B2
- Authority
- JP
- Japan
- Prior art keywords
- hot melt
- melt adhesive
- copolymer
- acid
- ethylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000004831 Hot glue Substances 0.000 title claims description 92
- 229920000642 polymer Polymers 0.000 claims description 53
- 125000000524 functional group Chemical group 0.000 claims description 52
- 229920000098 polyolefin Polymers 0.000 claims description 49
- -1 polybutylene succinate Polymers 0.000 claims description 45
- 229920005989 resin Polymers 0.000 claims description 37
- 239000011347 resin Substances 0.000 claims description 37
- 239000000463 material Substances 0.000 claims description 36
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 19
- 239000004626 polylactic acid Substances 0.000 claims description 19
- 239000000758 substrate Substances 0.000 claims description 16
- 229920003232 aliphatic polyester Polymers 0.000 claims description 13
- 125000003277 amino group Chemical group 0.000 claims description 12
- 239000003963 antioxidant agent Substances 0.000 claims description 10
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 10
- 239000004645 polyester resin Substances 0.000 claims description 10
- 229920002961 polybutylene succinate Polymers 0.000 claims description 8
- 239000004631 polybutylene succinate Substances 0.000 claims description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- 230000003078 antioxidant effect Effects 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- 239000011976 maleic acid Substances 0.000 claims description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 description 44
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 30
- 239000005977 Ethylene Substances 0.000 description 30
- 150000001993 dienes Chemical class 0.000 description 23
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 18
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 16
- 150000001336 alkenes Chemical class 0.000 description 15
- 238000000576 coating method Methods 0.000 description 14
- 239000000178 monomer Substances 0.000 description 12
- 239000000123 paper Substances 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 10
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 229920001935 styrene-ethylene-butadiene-styrene Polymers 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 8
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 8
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 8
- 239000004743 Polypropylene Substances 0.000 description 8
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 125000003700 epoxy group Chemical group 0.000 description 8
- 229920001155 polypropylene Polymers 0.000 description 8
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 229920006270 hydrocarbon resin Polymers 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000003209 petroleum derivative Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 239000004711 α-olefin Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000006096 absorbing agent Substances 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 150000001733 carboxylic acid esters Chemical class 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 230000007613 environmental effect Effects 0.000 description 5
- 239000004310 lactic acid Substances 0.000 description 5
- 235000014655 lactic acid Nutrition 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003208 petroleum Substances 0.000 description 5
- MSFGZHUJTJBYFA-UHFFFAOYSA-M sodium dichloroisocyanurate Chemical compound [Na+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O MSFGZHUJTJBYFA-UHFFFAOYSA-M 0.000 description 5
- 235000007586 terpenes Nutrition 0.000 description 5
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 4
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000004018 acid anhydride group Chemical group 0.000 description 4
- 125000005370 alkoxysilyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical group [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 125000001841 imino group Chemical group [H]N=* 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
- 238000005191 phase separation Methods 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 125000005372 silanol group Chemical group 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 229920006026 co-polymeric resin Polymers 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000005038 ethylene vinyl acetate Substances 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002596 lactones Chemical class 0.000 description 3
- 239000004745 nonwoven fabric Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 3
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 3
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 3
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 150000003505 terpenes Chemical class 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical compound CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- ADOBXTDBFNCOBN-UHFFFAOYSA-N 1-heptadecene Chemical compound CCCCCCCCCCCCCCCC=C ADOBXTDBFNCOBN-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- PJLHTVIBELQURV-UHFFFAOYSA-N 1-pentadecene Chemical compound CCCCCCCCCCCCCC=C PJLHTVIBELQURV-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 description 2
- WGLLSSPDPJPLOR-UHFFFAOYSA-N 2,3-dimethylbut-2-ene Chemical compound CC(C)=C(C)C WGLLSSPDPJPLOR-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 2
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical compound CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 description 2
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 2
- FMHKPLXYWVCLME-UHFFFAOYSA-N 4-hydroxy-valeric acid Chemical compound CC(O)CCC(O)=O FMHKPLXYWVCLME-UHFFFAOYSA-N 0.000 description 2
- SJZRECIVHVDYJC-UHFFFAOYSA-N 4-hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
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- 229920005680 ethylene-methyl methacrylate copolymer Polymers 0.000 description 2
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- 150000002430 hydrocarbons Chemical class 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 150000001247 metal acetylides Chemical class 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 2
- NHLUYCJZUXOUBX-UHFFFAOYSA-N nonadec-1-ene Chemical compound CCCCCCCCCCCCCCCCCC=C NHLUYCJZUXOUBX-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
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- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
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- 229920001223 polyethylene glycol Polymers 0.000 description 2
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- 238000012545 processing Methods 0.000 description 2
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- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
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- AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 description 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- QMMOXUPEWRXHJS-HWKANZROSA-N (e)-pent-2-ene Chemical compound CC\C=C\C QMMOXUPEWRXHJS-HWKANZROSA-N 0.000 description 1
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- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 description 1
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- 229940106006 1-eicosene Drugs 0.000 description 1
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- UVHXEHGUEKARKZ-UHFFFAOYSA-N 1-ethenylanthracene Chemical compound C1=CC=C2C=C3C(C=C)=CC=CC3=CC2=C1 UVHXEHGUEKARKZ-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
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- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- LPWUGKDQSNKUOQ-UHFFFAOYSA-N 12-ethyltetradec-1-ene Chemical compound CCC(CC)CCCCCCCCCC=C LPWUGKDQSNKUOQ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
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- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
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- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
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Description
(B)脂肪族ポリエステル系樹脂、
(C)オレフィン系重合体、および
(D)粘着付与樹脂を含むホットメルト接着剤。
本発明のホットメルト接着剤は、(A)極性官能基で変性された重合体(A成分)を含有することにより、(B)脂肪族ポリエステル系樹脂と、(C)オレフィン系重合体や(D)粘着付与樹脂等の他の成分との相溶性が高まり、粘着性、接着性および熱安定性等が向上する。
「共役ジエン系重合体」とは、共役ジエン化合物に基づく構成単位(共役ジエン単位)を有する重合体のことをいう。
本発明において、「オレフィン系重合体」とは、オレフィンに基づく構成単位を有する重合体を意味し、オレフィン単独重合体でもよく、オレフィンと共重合可能な化合物を共重合した共重合体でもよい。本発明において、ポリオレフィン系共重合体は、オレフィンを50重量%以上、好ましくは80重量%以上有し、オレフィンと共重合可能な化合物を50重量%未満、好ましくは20重量%未満有するオレフィン系共重合体が好ましい。なお、本明細書において、「極性官能基で変性されたオレフィン系重合体」には、上記「極性官能基で変性された共役ジエン系重合体」に該当する化合物は含まれないものとする。
本発明のホットメルト接着剤は、(B)脂肪族ポリエステル系樹脂(B成分)を含むことにより、石油を原料とする材料等の含有量を減らすことができ、環境面への問題を小さくできる。
本発明のホットメルト接着剤は、(C)オレフィン系重合体を含むことによって、ポリオレフィン基材への接着性が高くなる。ポリオレフィン基材への接着性が向上することで、本発明のホットメルト接着剤は、ポリオレフィンから構成される自動車内装材や衛生材料を製造するのに適したものとなる。
本発明のホットメルト接着剤は、(D)粘着付与樹脂(D成分)を含むことにより、粘着性を向上することができる。「粘着付与樹脂」は、ホットメルト接着剤に通常使用されるものであって、本発明が目的とするホットメルト接着剤を得ることができるものであれば、特に限定されることはない。
(A1)極性官能基で変性された共役ジエン系共重合体
(A1−1)アミノ基変性SEBS(JSR製の「ダイナロン8630P」)
(A1−2)マレイン酸基変性SEBS(旭化成ケミカルズ製の「タフテックM1913」)
(A2)極性官能基で変性されたポリオレフィン系重合体
(A2−1)エチレン/アクリル酸メチル/メタクリル酸グリシジル共重合樹脂(住友化学社製の「ボンドファースト7M」(商品名))
(B1)ポリLD乳酸樹脂(Nature works社製“4060D”)
(B2)ポリブチレンサクシネート樹脂(三菱化学社製“AD92W”)
(C1)プロピレン/エチレン/1−ブテン共重合体(エボニックデグサ社製“ベストプラスト708”)
(C2)エチレン/オクテン共重合体(ダウケミカル社製“AFFINITY GA1950”)
(C3)エチレン/酢酸ビニル共重合体(東ソー社製“ウルトラセン722”)
(C4)ポリエチレン(東ソー社製“ペトロセン249”)
(C5)ポリプロピレン(サンアロマー社製“PM940M”)
(D1)芳香族石油炭化水素樹脂の水素化誘導体(出光興産社製 アイマーブP100)
(D2)C5系石油樹脂(イーストマンケミカル社製“イーストタック H―100W”)
(D3)水素添加テルペン系樹脂(ヤスハラケミカル社製“クリアロンM105”)
(E1)酸化防止剤(アデカ社製“AO−60”)
ホットメルト接着剤の接着性について、PET、または、ポリプロピレン(PP)の被着体に対する引張せん断強度から評価した。各被着体には、幅25mm、長さ100mm、厚み2mmの短冊状のものを使用した。ホットメルト接着剤を空気中、180℃で溶融させ、25mm四方の塗布面積で厚みが2mmになるように2つの被着体を貼り合わせることで試験片を作製した。
○: 0.5MPa以上、1.0MPa以下
△: 0.2MPa以上、0.5MPa未満
×: 0.2MPa未満、またはホットメルトにならず、測定不可
ホットメルト接着剤の接着性について、PP板/ポリエステル不織布の被着体に対する剥離強度から評価した。ホットメルト接着剤を空気中、180℃で溶融させ、0.30g/inchの塗布量でPP基材に塗布しポリエステル不織布を張り合わせ試験片を作製した。
○ : 5kg/inchより大きく、10kg/inch以下
△ : 0kg/inchより大きく、5kg/inch以下
× : 0kg/inch、またはホットメルトにならず測定不可
ホットメルト接着剤の接着性について、紙(Kライナーダンボール)の被着体に対する剥離強度から評価した。ホットメルト接着剤を空気中、180℃で溶融させ、0.15g/inchの塗布量で紙基材に塗布し同様の紙基材を張り合わせ試験片を作製した。
○ : 1.0 kg/inchより大きく、界面破壊
△ : 0.5 kg/inch以上、1.0kg/inch未満で界面破壊
× : 0.5kg/inch未満で界面破壊またはホットメルト接着剤にならず測定不可
70mlのガラス瓶にホットメルト接着剤を35g入れ、150度の乾燥機に24時間静置した後、外観変化を目視で判定した。
○: 極わずかに相分離、炭化物、およびリングが観察された。
△: わずかに相分離、炭化物、およびリングが観察された。
×: 相分離、炭化物、およびリングが観察された。
Claims (5)
- (A)マレイン酸基、アミノ基、およびグリシジル基から選ばれる少なくとも1種の極性官能基で変性された重合体、
(B)脂肪族ポリエステル系樹脂、
(C)オレフィン系重合体、および
(D)粘着付与樹脂を含み、
(B)脂肪族ポリエステル系樹脂が、ポリ乳酸系樹脂およびポリブチレンサクシネートから選ばれる少なくとも1種を含むホットメルト接着剤。 - (A)〜(D)の総重量100重量部に対し、(C)が5〜60重量部である、請求項1に記載のホットメルト接着剤。
- さらに、酸化防止剤を含む、請求項1または2に記載のホットメルト接着剤。
- 請求項1〜3のいずれかに記載のホットメルト接着剤が塗布されたポリオレフィン基材。
- 請求項4に記載のポリオレフィン基材を備えた自動車内装材。
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
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JP2013114704A JP6057837B2 (ja) | 2013-05-30 | 2013-05-30 | ホットメルト接着剤 |
CN201480030281.3A CN105264037B (zh) | 2013-05-30 | 2014-05-29 | 热熔性粘合剂 |
EP14804523.0A EP3004276B1 (en) | 2013-05-30 | 2014-05-29 | Hot melt adhesive |
PCT/JP2014/064896 WO2014192970A1 (en) | 2013-05-30 | 2014-05-29 | Hot melt adhesive |
PT14804523T PT3004276T (pt) | 2013-05-30 | 2014-05-29 | Adesivo termofusível |
ES14804523T ES2717443T3 (es) | 2013-05-30 | 2014-05-29 | Adhesivo de fundición en caliente |
KR1020157033876A KR102216492B1 (ko) | 2013-05-30 | 2014-05-29 | 핫 멜트 접착제 |
US14/950,253 US9790409B2 (en) | 2013-05-30 | 2015-11-24 | Hot melt adhesive |
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JP5883344B2 (ja) | 2012-04-26 | 2016-03-15 | ヘンケルジャパン株式会社 | ホットメルト接着剤 |
JP2015063588A (ja) * | 2013-09-24 | 2015-04-09 | ヘンケルジャパン株式会社 | ホットメルト接着剤 |
WO2016028961A1 (en) * | 2014-08-21 | 2016-02-25 | Dow Global Technologies Llc | Hot melt adhesive composition including a crystalline block composite |
JP6740215B2 (ja) * | 2014-09-05 | 2020-08-12 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | ホットメルト接着剤組成物およびその使用 |
CN105505277B (zh) * | 2015-12-15 | 2018-04-10 | 哈尔滨工业大学无锡新材料研究院 | 聚酯热熔压敏胶及其制备方法 |
US11590255B2 (en) | 2016-11-11 | 2023-02-28 | Avery Dennison Corporation | Rubber-based soft gel skin adhesives |
WO2018136679A1 (en) * | 2017-01-20 | 2018-07-26 | Danimer Bioplastics, Inc. | Biodegradable hot melt adhesives |
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WO2014192970A1 (en) | 2014-12-04 |
PT3004276T (pt) | 2019-02-27 |
US20160075924A1 (en) | 2016-03-17 |
CN105264037B (zh) | 2017-11-24 |
CN105264037A (zh) | 2016-01-20 |
ES2717443T3 (es) | 2019-06-21 |
EP3004276A1 (en) | 2016-04-13 |
US9790409B2 (en) | 2017-10-17 |
JP2014234400A (ja) | 2014-12-15 |
KR102216492B1 (ko) | 2021-02-16 |
KR20160013877A (ko) | 2016-02-05 |
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EP3004276B1 (en) | 2019-01-30 |
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