JP5886134B2 - ポリマー組成物 - Google Patents
ポリマー組成物 Download PDFInfo
- Publication number
- JP5886134B2 JP5886134B2 JP2012120291A JP2012120291A JP5886134B2 JP 5886134 B2 JP5886134 B2 JP 5886134B2 JP 2012120291 A JP2012120291 A JP 2012120291A JP 2012120291 A JP2012120291 A JP 2012120291A JP 5886134 B2 JP5886134 B2 JP 5886134B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- olefin
- polyamide
- polymer
- polymer composition
- 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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- 229920000642 polymer Polymers 0.000 title claims description 138
- 239000000203 mixture Substances 0.000 title claims description 120
- 229920002647 polyamide Polymers 0.000 claims description 76
- 239000004952 Polyamide Substances 0.000 claims description 73
- 239000002253 acid Substances 0.000 claims description 68
- 150000001336 alkenes Chemical class 0.000 claims description 59
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 58
- 239000000539 dimer Substances 0.000 claims description 57
- 239000012943 hotmelt Substances 0.000 claims description 28
- 239000000126 substance Substances 0.000 claims description 24
- 150000001408 amides Chemical class 0.000 claims description 12
- 150000008065 acid anhydrides Chemical class 0.000 claims description 10
- 229920001577 copolymer Polymers 0.000 claims description 10
- 229920000578 graft copolymer Polymers 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 238000013329 compounding Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 41
- 238000010521 absorption reaction Methods 0.000 description 38
- -1 polyethylene terephthalate Polymers 0.000 description 35
- 230000000052 comparative effect Effects 0.000 description 29
- 229920000098 polyolefin Polymers 0.000 description 27
- 238000009413 insulation Methods 0.000 description 19
- 239000000178 monomer Substances 0.000 description 16
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- 238000011156 evaluation Methods 0.000 description 11
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 11
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- 239000004711 α-olefin Substances 0.000 description 10
- 239000004698 Polyethylene Substances 0.000 description 9
- 150000004985 diamines Chemical class 0.000 description 9
- 229920000573 polyethylene Polymers 0.000 description 9
- 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 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
- 150000001412 amines Chemical class 0.000 description 8
- 239000003963 antioxidant agent Substances 0.000 description 8
- 229920006270 hydrocarbon resin Polymers 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 239000003209 petroleum derivative Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 239000011347 resin Substances 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
- 229920000299 Nylon 12 Polymers 0.000 description 7
- 239000004743 Polypropylene Substances 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- 229920002292 Nylon 6 Polymers 0.000 description 6
- 239000006096 absorbing agent Substances 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 229910052802 copper Inorganic materials 0.000 description 6
- 239000010949 copper Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- 238000004364 calculation method Methods 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 238000001879 gelation Methods 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000005191 phase separation Methods 0.000 description 5
- 239000004014 plasticizer Substances 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 229920000571 Nylon 11 Polymers 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 150000002118 epoxides Chemical class 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 239000010419 fine particle Substances 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- 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
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-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
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000004959 Rilsan Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- SPURMHFLEKVAAS-UHFFFAOYSA-N 1-docosene Chemical compound CCCCCCCCCCCCCCCCCCCCC=C SPURMHFLEKVAAS-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-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
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-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
- 239000004831 Hot glue Substances 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 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
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-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
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 2
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 239000010734 process oil Substances 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- MSFGZHUJTJBYFA-UHFFFAOYSA-M sodium dichloroisocyanurate Chemical compound [Na+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O MSFGZHUJTJBYFA-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 150000003456 sulfonamides Chemical class 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- WMZHDICSCDKPFS-UHFFFAOYSA-N triacont-1-ene Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCC=C WMZHDICSCDKPFS-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WLQXEFXDBYHMRG-UPHRSURJSA-N (z)-4-(oxiran-2-ylmethoxy)-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OCC1CO1 WLQXEFXDBYHMRG-UPHRSURJSA-N 0.000 description 1
- GXSSZJREKCITAD-ARJAWSKDSA-N (z)-4-ethenoxy-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OC=C GXSSZJREKCITAD-ARJAWSKDSA-N 0.000 description 1
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 1
- 229940106006 1-eicosene Drugs 0.000 description 1
- FIKTURVKRGQNQD-UHFFFAOYSA-N 1-eicosene Natural products CCCCCCCCCCCCCCCCCC=CC(O)=O FIKTURVKRGQNQD-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-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
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 description 1
- ZVNYKZKUBKIIAH-UHFFFAOYSA-N 2-(oxiran-2-yl)acetic acid Chemical compound OC(=O)CC1CO1 ZVNYKZKUBKIIAH-UHFFFAOYSA-N 0.000 description 1
- FVHFDNYRMIWPRS-UHFFFAOYSA-N 2-[4-(2-aminoethyl)phenyl]ethanamine Chemical compound NCCC1=CC=C(CCN)C=C1 FVHFDNYRMIWPRS-UHFFFAOYSA-N 0.000 description 1
- GAODDBNJCKQQDY-UHFFFAOYSA-N 2-methyl-4,6-bis(octylsulfanylmethyl)phenol Chemical compound CCCCCCCCSCC1=CC(C)=C(O)C(CSCCCCCCCC)=C1 GAODDBNJCKQQDY-UHFFFAOYSA-N 0.000 description 1
- OCXPJMSKLNNYLE-UHFFFAOYSA-N 2-prop-2-enylbutanedioic acid Chemical compound OC(=O)CC(C(O)=O)CC=C OCXPJMSKLNNYLE-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- POXVYHCZLVECNY-UHFFFAOYSA-N 3-methyl-3-pent-3-enyloxetane-2,4-dione Chemical compound CC=CCCC1(C)C(=O)OC1=O POXVYHCZLVECNY-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 description 1
- OXEZLYIDQPBCBB-UHFFFAOYSA-N 4-(3-piperidin-4-ylpropyl)piperidine Chemical compound C1CNCCC1CCCC1CCNCC1 OXEZLYIDQPBCBB-UHFFFAOYSA-N 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000002469 tricosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- LWBHHRRTOZQPDM-UHFFFAOYSA-N undecanedioic acid Chemical compound OC(=O)CCCCCCCCCC(O)=O LWBHHRRTOZQPDM-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
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- C08L23/36—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment by reaction with nitrogen-containing compounds, e.g. by nitration
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- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
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- C08L87/00—Compositions of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
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- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/06—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
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- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
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- C09J2301/304—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being heat-activatable, i.e. not tacky at temperatures inferior to 30°C
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Description
(B)オレフィン系変性ポリマーは、オレフィンに由来する化学構造およびアミドに由来する化学構造を有しているポリマー組成物。
本明細書において、「(A)ダイマー酸ベースポリアミド」とは、ダイマー酸を含む酸成分とジアミン成分との反応で得られたポリマーのことをいう。上記反応としては、重縮合反応が好ましい。本発明のポリマー組成物は、(A)ダイマー酸ベースポリアミドを含むことにより、金属への接着がより良好となる。
ここで、
(x)中和するのに必要な塩酸の量(mL)
(f)塩酸の力価
(y)塩酸の濃度(mol/L)
(z)(A)ダイマー酸ベースポリアミドの重量(g)
である。
本発明において、(B)オレフィン系変性ポリマーは、オレフィンに由来する化学構造およびアミドに由来する化学構造を有している。
(1)上記のα−オレフィンの一つであって、第1のα−オレフィンコモノマーとは異なるもの、
(2)ジエン、例えば1,4−ヘキサジエン、エチリデン、ノルボルネンおよびブタジエン、
(3)(メタ)アクリル酸エステル、例えばアルキル(メタ)アクリレートに分類されるアルキルアクリレートまたはアルキルメタクリレート。これらのアルキル(メタ)アクリレートのアルキル鎖は30以下の炭素原子を有することができる。アルキル鎖の例としてはメチル、エチル、プロピル、n−ブチル、sec−ブチル、イソブチル、tert−ブチル、ペンチル、ヘキシル、ヘプチル、オクチル、2−エチルヘキシル、ノニル、デシル、ウンデシル、ドデシル、トリデシル、テトラデシル、ペンタデシル、ヘキサデシル、ヘプタデシル、オクタデシル、ノナデシル、エイコシル、ヘンコシル、ドコシル、トリコシル、テトラコシル、ペンタコシル、ヘキサコシル、ヘプタコシル、オクタコシル、ノナコシルが挙げられる。(メタ)アクリル酸エステルとしては、メチル(メタ)アクリレート、エチル(メタ)アクリレートおよびブチル(メタ)アクリレートが好ましい。
(4)カルボン酸ビニルエステル。カルボン酸ビニルエステルの例としては、酢酸ビニル、バーサチック酸ビニル、プロピオン酸ビニル、酪酸ビニルまたはマレイン酸ビニルが挙げられる。カルボン酸ビニルエステルとしては酢酸ビニルが好ましい。
(1)不飽和エポキシド。不飽和エポキシドとしては例えば脂肪族グリシジルエステルおよびエーテル、例えばアリルグリシジルエーテル、ビニルグリシジルエーテル、グリシジルマレエートおよびイタコネート、グリシジルアクリレートおよびグリシジルメタクリレートが挙げられる。また、これらは例えば脂環式グリシジルエステルおよびエーテル、例えば2−シクロヘキセン−1−グリシジルエーテル、シクロヘキセン4,5−ジグリシジルカルボキシレート、シクロヘキセン−4−グリシジルカルボキシレート、5−ノルボルネン−2−メチル−2−グリシジルカルボキシレートおよびエンドシス−ビシクロ[2.2.1]−5−ヘプへプテン−2,3−ジグリシジルジカルボキシレートであってもよい。これらのうち、グリシジルメタクリレートが好ましい。
(2)不飽和カルボン酸およびその塩。例えばアクリル酸またはメタクリル酸およびこれらの酸の塩が挙げられる。
(3)酸無水物。例えば、無水マレイン酸、イタコン酸、シトラコン酸、アリル琥珀酸、シクロヘキシ−4−エン−1,2−ジカルボン酸、4−メチレンシクロヘキシ−4−エン−1,2−ジカルボン酸、ビシクロ[2,2,1]へプト‐5−エン−2,3−ジカルボン酸およびx−メチルビシクロ[2,2,1]へプト−5−エン−2,2−ジカルボン酸無水物が挙げられる。これらのうち、無水マレイン酸が好ましい。(B)オレフィン系変性ポリマーを構成するポリオレフィンが酸無水物として無水マレイン酸を含むと、無水マレイン酸ユニットとポリアミドとが反応し、ポリアミドのグラフトがよりいっそう効率よく進行するので、(A)ダイマー酸ベースポリアミドと(B)オレフィン系変性ポリマーがより反応しにくくなり、ポリマー組成物は、高温下溶融状態での粘度をより安定に維持することができる。
(1)(A)ダイマー酸ベースポリアミド、(B)オレフィン系変性ポリマー、及び必要により各種添加剤を所定の比率であらかじめ混合しておき、これを二軸押出機もしくは加熱攪拌装置を有するバッチ式反応釜中で180〜215℃で混合する方法;
(2)予め、(A)ダイマー酸ベースポリアミドを加熱攪拌および減圧装置を有するバッチ式反応釜中で合成した後に、(B)オレフィン系変性ポリマーおよび各種添加剤を加えて混合する方法等が挙げられる。
(A1)ヘンケル社製Macromelt OM652(軟化点:160℃(JISK 2207規格で測定)、210℃での粘度:4000mPa・s、アミン価:0.2)
(A2)ヘンケル社製Macromelt OM673(軟化点:185℃(JISK 2207規格で測定)、210℃での粘度:3000mPa・s、アミン価:0.5)
(B1)アルケマ社製Apolhya Solar LC1(融点:145℃、メルトフローインデックス:20g/10分(190℃、2.16kg、ISO1133規格で測定))
(B2)アルケマ社製Apolhya Solar LC2(融点:145℃、メルトフローインデックス:30g/10分(190℃、2.16kg、ISO1133規格で測定))
(B3)アルケマ社製Apolhya Solar LC3(融点:130℃、メルトフローインデックス:18g/10分(190℃、2.16kg、ISO1133規格で測定))
(B’4)アルケマ社製Lotader 8200(エチレン−エチルアクリレート−無水マレイン酸共重合体、エチルアクリレート6.5重量%含有、無水マレイン酸2.8重量%含有、融点100℃、メルトフローインデックス200g/10分(190℃、2.16kg、ISO1133規格で測定))
(B’5)エクソンモービル社製ENABLE EN33330(エチレン−ブチルアクリレート共重合体、n−ブチルアクリレート33重量%含有、メルトフローインデックス:330g/10分(190℃、2.16kg、ISO1133規格で測定))
(B’6)三井化学株式会社製ハイワックス2203A(無水マレイン酸変性ポリエチレン、融点:107℃、軟化点111℃(JISK 2207規格で測定)、140℃での粘度:300mPa・s、酸価30KOHmg/g(JIS K 5902規格で測定))
以下に各評価の概要について記載する。
10.5〜10.6gのポリマー組成物を210℃に加熱したブルックフィールド型粘度計の粘度缶に入れ、溶融させた。温度を210℃で30分間保った後、ブルックフィールド型粘度計を使用し、No.27または29スピンドルを用い、0.25〜20rpmの回転数で粘度(mPa・s)を測定した。
各実施例および比較例の粘度と比較例1との比を粘度指数とした。
粘度指数を求める計算式を以下に示す。
(粘度指数)=(各実施例または比較例の粘度)×100/(比較例1の粘度)
算出した粘度指数で塗工性を評価した。評価基準を以下に示す。
○:粘度指数が1000以上、10000未満
△:粘度指数が10000以上、50000未満
×:粘度指数が50000以上
実施例および比較例のポリマー組成物を23℃の水に24時間浸し、重量の変化を測定した。重量測定については、最小読取が0.1mgの精密天秤を使用した。
吸水率の測定については、下記計算式を用いた。
(吸水率)=
((ポリマー組成物の吸水(24時間)後の重量)−(ポリマー組成物の初期重量))×100/(ポリマー組成物の初期重量)
吸水指数を求める計算式を以下に示す。
(吸水指数)=(各実施例または比較例の吸水率)×100/(比較例1の吸水率)
算出した吸水指数で吸水性を評価した。評価基準を以下に示す。
○:吸水指数が80以上、90未満
△:吸水指数が90以上、100未満
×:吸水指数が100以上
(1)吸水前の絶縁性評価
神藤金属工業所製圧縮成形機AYSR−5によってポリマー組成物(15.0〜16.0g)を190℃で溶融させ、5MPaの圧力でプレスして縦80mm、横80mm、厚さ2mmのシートを作製した。本シートを体積抵抗率測定用サンプルとした。
東亜電波工業社製超絶縁計SM−8215および平板試料用電極SME−8311を使用し、500V、を印加後1分後、体積抵抗率(Ω・cm)を測定した。
(体積抵抗指数)=
(各実施例または比較例の体積抵抗率)×100/(比較例1の体積抵抗率)
ポリマー組成物を23℃の水に24時間浸した後、同様に体積抵抗率を測定し、体積抵抗指数を算出した。
○:体積抵抗指数が500以上、1000未満
△:体積抵抗指数が100より大きく、500未満
×:体積抵抗指数が100以下
ポリマー組成物の溶融状態での安定性を評価した。210℃、7時間窒素雰囲気下で加熱処理し、相分離の有無、ゲル化の有無を確認した。相分離が有り、もしくはゲル化が有りの場合、ポリマー組成物が溶融状態で安定ではない、すなわち熱安定性に優れないことを意味する。
(粘度変化率)=
((各実施例または比較例の熱処理後の粘度)−(各実施例または比較例の熱処理前の粘度))×100/(各実施例または比較例の熱処理前の粘度)
○:粘度変化率の絶対値が10以上、20未満
△:粘度変化率の絶対値が20以上、100未満
×:粘度変化率の絶対値が100以上
ポリマー組成物の接着性について、ポリエチレン、ポリプロピレン、アルミニウム、銅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。ポリマー組成物を空気中、230℃で溶融させ、25mm四方の塗布面積で厚みが1mm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。各被着体はポリマー組成物の濡れをよくするため、予熱されている。ポリエチレンとポリプロピレンについては80℃で30分間、アルミニウム、銅については150℃で30分間、熱風乾燥機中で予熱し、ポリマー組成物を塗布する直前に熱風乾燥機から取り出し、使用した。
下記計算式に従い、引張せん断強度から引張せん断強度指数を算出した。
=(各実施例または比較例の引張せん断強度)×100/(比較例1の引張せん断強度)
○:引張せん断強度指数が200以上、300未満
△:引張せん断強度指数が100より大きく、200未満
×:引張せん断強度指数が100以下
◎:引張せん断強度指数が100以上
○:引張せん断強度指数が80以上、100未満
△:引張せん断強度指数が60以上、80未満
×:引張せん断強度指数が60未満
Claims (5)
- (A)ダイマー酸ベースポリアミドと(B)オレフィン系変性ポリマーとを含み、
(B)オレフィン系変性ポリマーは、オレフィンに由来する化学構造およびアミドに由来する化学構造を有しており、
(A)と(B)との総重量100重量部に対し、(B)の配合量が5〜80重量部であるポリマー組成物。 - (B)オレフィン系変性ポリマーは、オレフィンに由来する化学構造と、ポリアミドグラフト基とを有するグラフトポリマーである、請求項1に記載のポリマー組成物。
- (B)オレフィン系変性ポリマーは、オレフィン、(メタ)アクリル酸エステルおよび酸無水物を重合し、得られた共重合体にポリアミドをグラフトさせることで得られるグラフトポリマーである、請求項1または2に記載のポリマー組成物。
- 請求項1〜3のいずれかに記載のポリマー組成物を含むホットメルト組成物。
- 請求項4に記載のホットメルト組成物が塗布された電子部品。
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JP2012120291A JP5886134B2 (ja) | 2012-05-25 | 2012-05-25 | ポリマー組成物 |
TW102117474A TWI606092B (zh) | 2012-05-25 | 2013-05-17 | 高分子組成物 |
CN201380026580.5A CN104334642B (zh) | 2012-05-25 | 2013-05-23 | 聚合物组合物 |
PCT/JP2013/064969 WO2013176295A1 (en) | 2012-05-25 | 2013-05-23 | Polymer composition |
EP13793411.3A EP2855590B1 (en) | 2012-05-25 | 2013-05-23 | Polymer composition |
KR1020147032880A KR101994510B1 (ko) | 2012-05-25 | 2013-05-23 | 중합체 조성물 |
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EP3156211B1 (de) | 2015-10-16 | 2018-09-26 | Henkel AG & Co. KGaA | Verfahren zum schweissen der kunststoffe polyamid und poly (meth) acrylat |
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US20150073093A1 (en) | 2015-03-12 |
CN104334642A (zh) | 2015-02-04 |
EP2855590B1 (en) | 2020-08-26 |
WO2013176295A1 (en) | 2013-11-28 |
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