JP7431818B2 - ポリエーテルブロックアミドポリ(メタ)アクリレート発泡体 - Google Patents
ポリエーテルブロックアミドポリ(メタ)アクリレート発泡体 Download PDFInfo
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- JP7431818B2 JP7431818B2 JP2021520993A JP2021520993A JP7431818B2 JP 7431818 B2 JP7431818 B2 JP 7431818B2 JP 2021520993 A JP2021520993 A JP 2021520993A JP 2021520993 A JP2021520993 A JP 2021520993A JP 7431818 B2 JP7431818 B2 JP 7431818B2
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- meth
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- acrylate
- peba
- poly
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- 229920002614 Polyether block amide Polymers 0.000 title claims description 56
- 239000006260 foam Substances 0.000 title claims description 20
- 229920000193 polymethacrylate Polymers 0.000 title claims description 16
- 239000000203 mixture Substances 0.000 claims description 68
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000008187 granular material Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 17
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 16
- 229920000570 polyether Polymers 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 15
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 14
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 239000004088 foaming agent Substances 0.000 claims description 4
- 238000001746 injection moulding Methods 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 239000006096 absorbing agent Substances 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004609 Impact Modifier Substances 0.000 claims description 2
- 239000003242 anti bacterial agent Substances 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- 239000012760 heat stabilizer Substances 0.000 claims description 2
- 239000012784 inorganic fiber Substances 0.000 claims description 2
- 239000004611 light stabiliser Substances 0.000 claims description 2
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 claims description 2
- 239000012758 reinforcing additive Substances 0.000 claims description 2
- 239000011810 insulating material Substances 0.000 claims 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims 1
- 125000005250 alkyl acrylate group Chemical group 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 238000010097 foam moulding Methods 0.000 claims 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 claims 1
- 210000004027 cell Anatomy 0.000 description 21
- 239000000178 monomer Substances 0.000 description 16
- 229920000728 polyester Polymers 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 14
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 12
- 239000004952 Polyamide Substances 0.000 description 9
- 238000010586 diagram Methods 0.000 description 9
- 229920002647 polyamide Polymers 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000155 melt Substances 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 7
- 238000001000 micrograph Methods 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 238000009826 distribution Methods 0.000 description 6
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 5
- -1 PA613 Polymers 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 4
- 229920006099 Vestamid® Polymers 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000004985 diamines Chemical class 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000006575 electron-withdrawing group Chemical group 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000006261 foam material Substances 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 150000003949 imides Chemical class 0.000 description 3
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical group CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 238000007363 ring formation reaction Methods 0.000 description 3
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
- 229920000299 Nylon 12 Polymers 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000005376 alkyl siloxane group Chemical group 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical group CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
- 239000008240 homogeneous mixture Substances 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 238000006459 hydrosilylation reaction Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000009413 insulation Methods 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
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- JWZZKOKVBUJMES-UHFFFAOYSA-N (+-)-Isoprenaline Chemical compound CC(C)NCC(O)C1=CC=C(O)C(O)=C1 JWZZKOKVBUJMES-UHFFFAOYSA-N 0.000 description 1
- ABUIKOPEGIZINI-UHFFFAOYSA-N (1-ethylcyclohexyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1(CC)CCCCC1 ABUIKOPEGIZINI-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- PGRNEGLBSNLPNP-UHFFFAOYSA-N 1,6-dichloro-3-methylhex-1-ene Chemical compound ClC=CC(C)CCCCl PGRNEGLBSNLPNP-UHFFFAOYSA-N 0.000 description 1
- HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- OSKVFHONCZMKCM-UHFFFAOYSA-N 4,6,6-trimethyloxepan-2-one Chemical compound CC1CC(=O)OCC(C)(C)C1 OSKVFHONCZMKCM-UHFFFAOYSA-N 0.000 description 1
- KEZABYZKUMNECW-UHFFFAOYSA-N 5-methylhexa-1,2,3,5-tetraene Chemical compound CC(=C)C=C=C=C KEZABYZKUMNECW-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 238000006959 Williamson synthesis reaction Methods 0.000 description 1
- 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 description 1
- RUDUCNPHDIMQCY-UHFFFAOYSA-N [3-(2-sulfanylacetyl)oxy-2,2-bis[(2-sulfanylacetyl)oxymethyl]propyl] 2-sulfanylacetate Chemical compound SCC(=O)OCC(COC(=O)CS)(COC(=O)CS)COC(=O)CS RUDUCNPHDIMQCY-UHFFFAOYSA-N 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
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- 235000013844 butane Nutrition 0.000 description 1
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- 238000006473 carboxylation reaction Methods 0.000 description 1
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- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
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- 238000005345 coagulation Methods 0.000 description 1
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- 238000010924 continuous production Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
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- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- BLCKNMAZFRMCJJ-UHFFFAOYSA-N cyclohexyl cyclohexyloxycarbonyloxy carbonate Chemical compound C1CCCCC1OC(=O)OOC(=O)OC1CCCCC1 BLCKNMAZFRMCJJ-UHFFFAOYSA-N 0.000 description 1
- GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- MDNFYIAABKQDML-UHFFFAOYSA-N heptyl 2-methylprop-2-enoate Chemical compound CCCCCCCOC(=O)C(C)=C MDNFYIAABKQDML-UHFFFAOYSA-N 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000012768 molten material Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- LKEDKQWWISEKSW-UHFFFAOYSA-N nonyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCOC(=O)C(C)=C LKEDKQWWISEKSW-UHFFFAOYSA-N 0.000 description 1
- KCAMXZBMXVIIQN-UHFFFAOYSA-N octan-3-yl 2-methylprop-2-enoate Chemical compound CCCCCC(CC)OC(=O)C(C)=C KCAMXZBMXVIIQN-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 238000006578 reductive coupling reaction Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000012899 standard injection Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 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
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
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Description
R1およびR2は、同一であるかまたは異なって、水素またはメチル基を表し、R3は、水素、炭素原子数1~20のアルキル基、または炭素原子数2~20、有利に4~15、特に好ましくは5~12、極めて特に好ましくは6~10のアリール基を表す]で表すことができる繰返し単位を有する。好ましいのは、式(IV)[式中、3つの基R1、R2およびR3は、それぞれメチル基である]である。
Rは、互いに独立して、炭素原子数1~11、好ましくは1~4のアルキル基、有利にメチル基であり、
R1は、互いに独立して、R、またはポリエステル基であり、
R2は、互いに独立して、R、または炭素原子数12~36、有利に炭素原子数14~30、好ましくは炭素原子数16~26の炭化水素基であり、
n、m、およびpは、互いに独立して、0~58であるが、ただし、
N=n+m+p+2は、10~100、有利に15~60であり、かつ
すべてのR2がRである場合、すべてのR1がRではなく、すべてのR1がRである場合、少なくとも1つのR2がRではなく、
かつ/または
mおよびpが0である場合、すべての基R1がRでなく、すべての基R1がRである場合、mまたはp、有利にmが0ではない]の少なくとも1つの化合物を、相間移動試薬として含む。これは、ポリエステルシロキサンまたはアルキルシロキサンである。
-Rq-(Rr)zH (II)
[式中、
Rqは、-(CH2)x-O-であり、
Rrは、C(O)-(CH2)y-O-であり、
xは、2~10、有利に3~7、特に6であり、
yは、2~10、有利に3~8、好ましくは4または5であり、
Zは、3~30、好ましくは8~25、特に好ましくは15~22である]による有利な構造を有する。
R3O(SO)a(EO)b(PO)c(BO)dR4 (III)
[式中、
R3は、炭素原子数2~30の直鎖状または分岐状または脂環式の基であり、
R4は、水素、それぞれ炭素原子数1~8のアシル基、アルキル基またはカルボン酸基であり、
SOは、スチレンオキシドであり、
EOは、エチレンオキシドであり、
POは、プロピレンオキシドであり、
BOは、ブチレンオキシドであり、
aは、1~5であり、
bは、3~50であり、
cは、0~10であり、
dは、0~10であり、
a、cまたはdが0以外である場合、b≧a+c+dである]の少なくとも1つの化合物が、相間移動試薬として含まれている。これは、スチレンオキシドポリエーテルである。
a.本発明による混合物を溶融するステップと、
b.溶融された混合物を押出成形して、造粒体を得るステップと、
c.造粒体を射出成形して、成形体または押出シートを得るステップと、
d.成形体または押出シートをオートクレーブに入れ、物理発泡剤を作用させて、発泡成形体を得るステップと
を含む。
a.本発明による混合物を溶融するステップと、
b.溶融された混合物に物理発泡剤を作用させ、かつ溶融された混合物を多孔板または適切なダイスで押出成形して、発泡成形体を得るステップと
を含む。
造粒体から、PEBAとポリ(メタ)アクリレートとを含む乾燥予備混合物を製造した。この混合物を、重量式供給装置により、240℃に予熱された2軸スクリューコンパウンダーCoperion ZSK25 WLEに、20kg/hの処理量で計量供給した。スクリュー構成として、例えばポリアミドコンパウンドの製造に使用されるような標準的なスクリューを使用した。この2軸スクリューコンパウンダーにて、これらの混合物を250rpmのスクリュー回転数で加熱して溶融物を生じさせた。これらの溶融物を直径各4mmの3穴ダイプレートから押し出して、溶融ストランドを生じさせた。これらの溶融ストランドを、水浴中で室温において冷却した。冷却して固化したストランドを、標準的なストランドペレタイザーで切断して造粒体とした。得られた造粒体を、乾燥空気乾燥機にて80℃で12時間乾燥させて、水分量を0.02%未満とした。これらの乾燥造粒体を、標準的な3ゾーンスクリューを備えた標準的な射出成形機(Engel Victory 650/200)を用いて、バレル温度240℃でシート状に加工した。射出成形金型を40℃まで冷却した。得られた射出成形シートから、任意に辺長30×10×5mmまたは辺長40×30×10mmの立方体状の試験片を切り出した。これらの試験片について、標準的なオートクレーブにて、CO2を用いて、圧力300バール、温度140℃で4.5時間(小型試験片)または95時間(大型試験片)にわたってCO2を飽和させた。自然に圧力が抜けることで発泡が生じた。
PEBA1:ポリエーテルブロックを30重量%含む末端アミノ化PEBA(VESTAMID(登録商標)E58-S4)、
PEBA2:ポリエーテルブロックを20重量%含む末端カルボキシル化PEBA(VESTAMID(登録商標)E62-S3)、
(メタ)アクリレート1:欧州特許第1755890号明細書に記載されているようなポリメチルメタクリルイミドであって、100000g/molの分子量(GPCによりPMMA標準物質に対して測定)を有し、式IV[式中、R1、R2およびR3は、それぞれメチル基である]による単位30重量%と、メチルメタクリレート(MMA)単位57重量%と、メタクリル酸無水物(MSA)単位10重量%と、メタクリル酸(MAS)単位3重量%とからなるもの(IR分光法により測定)、
(メタ)アクリレート2:耐衝撃性改良ポリ(メタ)アクリレートであって、200000g/molの分子量(GPCによりPMMA標準物質に対して測定)を有し、メチルメタクリレート(MMA)単位55重量%と、スチレン単位20重量%と、エチルアクリレート(EA)単位2重量%と、ゴム23重量%とからなるもの。このゴムは、ポリブタジエンであって、MMA単位とスチレン単位とから構成されるシェルでグラフト化されており、衝撃強度の有効径(平均凝集体径に相当)が300nmである(透過型電子顕微鏡により測定)もの、
(メタ)アクリレート3:耐衝撃性改良ポリ(メタ)アクリレートであって、(メタ)アクリレート2と同様であるが、この場合には140000g/molの分子量(GPCによりPMMA標準物質に対して測定)を有するもの、
PA12:末端カルボキシル化ポリアミド12(VESTAMID(登録商標)L1901)。
dcell:セルの平均直径(μm)
tcell:セル壁の平均厚さ(μm)
Ncell:1cm3あたりのセル数
ρ:発泡材料の密度(kg/cm3)
Δρ:未発泡材料に対する密度の変化。
1:不均一なセル分布、不均一なセル
2:均一なセル分布、均一なセルサイズ
Claims (16)
- a.少なくとも1つのポリエーテルブロックアミド(PEBA)と、
b.ポリ(メタ)アクリルイミド、ポリアルキル(メタ)アクリレート、およびそれらの混合物から選択される少なくとも1つのポリ(メタ)アクリレートと
を含む混合物であって、PEBA対ポリ(メタ)アクリレートの重量比が、90:10~60:40であり、前記ポリアルキル(メタ)アクリレートが、ポリアルキル(メタ)アクリレートの総重量を基準にして、80~99重量%のメチルメタクリレート(MMA)単位と、1~20重量%のC1~C10アルキルアクリレート単位とを含む、混合物。 - 前記PEBAが、アミノ調整されたPEBAであることを特徴とする、請求項1記載の混合物。
- 前記PEBAが、カルボキシル調整されたPEBAであることを特徴とする、請求項1記載の混合物。
- 前記カルボキシル調整されたPEBAが、30~60mmol/kgのカルボキシル末端基を含むことを特徴とする、請求項3記載の混合物。
- 前記PEBAが、20~60mmol/kgのアミノ末端基を含むことを特徴とする、請求項1から4までのいずれか1項記載の混合物。
- 前記PEBA中のポリエーテルの割合が、PEBAの総重量を基準にして10~50重量%であることを特徴とする、請求項1から5までのいずれか1項記載の混合物。
- 前記ポリ(メタ)アクリルイミドが、式(IV)の単位を10~95重量%含むことを特徴とする、請求項7記載の混合物。
- GPCによりPMMA標準物質に対して測定した場合に、前記ポリ(メタ)アクリルイミドの分子量Mwが、50000~150000g/molの範囲であることを特徴とする、請求項1から8までのいずれか1項記載の混合物。
- ポリアルキル(メタ)アクリレートが、コモノマーとしてスチレンを含むことを特徴とする、請求項1から9までのいずれか1項記載の混合物。
- 前記ポリアルキル(メタ)アクリレートが、耐衝撃性改良ポリマーであることを特徴とする、請求項1から10までのいずれか1項記載の混合物。
- 前記混合物が、着色剤、光安定剤、紫外線安定剤、紫外線吸収剤、赤外線吸収剤、抗菌剤、難燃剤、熱安定剤、酸化防止剤、架橋性ポリマー、有機または無機の繊維補強用添加物質、耐衝撃性改良剤、ならびにこれらの混合物から選択される少なくとも1つの成分を含むことを特徴とする、請求項1から11までのいずれか1項記載の混合物。
- 混合物から得ることができる、発泡成形体であって、
前記混合物は、
a.少なくとも1つのポリエーテルブロックアミド(PEBA)と、
b.ポリ(メタ)アクリルイミド、ポリアルキル(メタ)アクリレート、およびそれらの混合物から選択される少なくとも1つのポリ(メタ)アクリレートと
を含み、PEBA対ポリ(メタ)アクリレートの重量比が、95:5~60:40であり、前記ポリアルキル(メタ)アクリレートが、ポリアルキル(メタ)アクリレートの総重量を基準にして、80~99重量%のメチルメタクリレート(MMA)単位と、1~20重量%のC 1 ~C 10 アルキルアクリレート単位とを含む、発泡成形体。 - 発泡成形体の製造方法であって、
a.請求項1から12までのいずれか1項記載の混合物を溶融するステップと、
b.溶融された混合物を押出成形して、造粒体を得るステップと、
c.前記造粒体を射出成形して、成形体または押出シートを得るステップと、
d.前記成形体または前記押出シートをオートクレーブに入れ、物理発泡剤を作用させて、発泡成形体を得るステップと
を含む、方法。 - 発泡成形体の製造方法であって、
a.請求項1から12までのいずれか1項記載の混合物を溶融するステップと、
b.溶融された混合物に物理発泡剤を作用させ、かつ前記溶融された混合物を多孔板またはダイスで押出成形して、発泡成形体を得るステップと
を含む、方法。 - 靴底、滑止め材、絶縁材、断熱材、緩衝部材、軽量部材としての、またはサンドイッチ構造体における、請求項13記載の発泡成形体の使用。
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