JP2008515658A - Evoh層と保護層とを有する多層複合材 - Google Patents
Evoh層と保護層とを有する多層複合材 Download PDFInfo
- Publication number
- JP2008515658A JP2008515658A JP2007535125A JP2007535125A JP2008515658A JP 2008515658 A JP2008515658 A JP 2008515658A JP 2007535125 A JP2007535125 A JP 2007535125A JP 2007535125 A JP2007535125 A JP 2007535125A JP 2008515658 A JP2008515658 A JP 2008515658A
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- Prior art keywords
- multilayer composite
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- layer
- 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.)
- Granted
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- 229920000219 Ethylene vinyl alcohol Polymers 0.000 title claims abstract description 16
- 239000004715 ethylene vinyl alcohol Substances 0.000 title claims abstract description 15
- UFRKOOWSQGXVKV-UHFFFAOYSA-N ethene;ethenol Chemical compound C=C.OC=C UFRKOOWSQGXVKV-UHFFFAOYSA-N 0.000 title claims abstract 3
- 239000011185 multilayer composite material Substances 0.000 title claims 10
- 239000010410 layer Substances 0.000 title description 52
- 239000011241 protective layer Substances 0.000 title description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims abstract description 46
- 229920002313 fluoropolymer Polymers 0.000 claims abstract description 33
- 229920000098 polyolefin Polymers 0.000 claims abstract description 29
- 239000002131 composite material Substances 0.000 claims abstract description 28
- 239000012778 molding material Substances 0.000 claims abstract description 18
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 16
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000011230 binding agent Substances 0.000 claims abstract description 15
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 13
- 239000004952 Polyamide Substances 0.000 claims abstract description 12
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims abstract description 12
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000178 monomer Substances 0.000 claims abstract description 12
- 229920002647 polyamide Polymers 0.000 claims abstract description 12
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 10
- 239000001361 adipic acid Substances 0.000 claims abstract description 8
- 235000011037 adipic acid Nutrition 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 8
- 239000004811 fluoropolymer Substances 0.000 claims abstract description 7
- 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 claims abstract description 6
- 239000000654 additive Substances 0.000 claims abstract description 6
- 229920001971 elastomer Polymers 0.000 claims abstract description 4
- 229920000642 polymer Polymers 0.000 claims abstract description 4
- 239000005060 rubber Substances 0.000 claims abstract description 4
- 239000000446 fuel Substances 0.000 claims description 18
- 101000623895 Bos taurus Mucin-15 Proteins 0.000 claims description 17
- 150000003951 lactams Chemical class 0.000 claims description 10
- -1 polyethylene Polymers 0.000 claims description 9
- 229920000768 polyamine Polymers 0.000 claims description 6
- 239000002033 PVDF binder Substances 0.000 claims description 5
- 238000000071 blow moulding Methods 0.000 claims description 5
- 229920000840 ethylene tetrafluoroethylene copolymer Polymers 0.000 claims description 5
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims description 5
- 239000004743 Polypropylene Substances 0.000 claims description 4
- 150000004985 diamines Chemical class 0.000 claims description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 229920001155 polypropylene Polymers 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 238000002347 injection Methods 0.000 claims description 3
- 239000007924 injection Substances 0.000 claims description 3
- 229920002493 poly(chlorotrifluoroethylene) Polymers 0.000 claims description 3
- 239000005023 polychlorotrifluoroethylene (PCTFE) polymer Substances 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 claims description 2
- 238000001746 injection moulding Methods 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 229920009441 perflouroethylene propylene Polymers 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000000110 cooling liquid Substances 0.000 claims 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 description 11
- 125000003277 amino group Chemical group 0.000 description 10
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 229920002873 Polyethylenimine Polymers 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 230000004888 barrier function Effects 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000002482 conductive additive Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 229920006129 ethylene fluorinated ethylene propylene Polymers 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 229920001903 high density polyethylene Polymers 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 150000003628 tricarboxylic acids Chemical class 0.000 description 3
- MRERMGPPCLQIPD-NBVRZTHBSA-N (3beta,5alpha,9alpha,22E,24R)-3,5,9-Trihydroxy-23-methylergosta-7,22-dien-6-one Chemical compound C1C(O)CCC2(C)C(CCC3(C(C(C)/C=C(\C)C(C)C(C)C)CCC33)C)(O)C3=CC(=O)C21O MRERMGPPCLQIPD-NBVRZTHBSA-N 0.000 description 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-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
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-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
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 229920006367 Neoflon Polymers 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 229920006097 Ultramide® Polymers 0.000 description 2
- 229920006099 Vestamid® Polymers 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000005587 carbonate group Chemical group 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 238000010101 extrusion blow moulding Methods 0.000 description 2
- 239000004700 high-density polyethylene Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000012360 testing method Methods 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
- 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
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 1
- VUYOLIKWIVQHBC-UHFFFAOYSA-N 1-methylpiperidine-2,6-dione Chemical compound CN1C(=O)CCCC1=O VUYOLIKWIVQHBC-UHFFFAOYSA-N 0.000 description 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 description 1
- GVJRTUUUJYMTNQ-UHFFFAOYSA-N 2-(2,5-dioxofuran-3-yl)acetic acid Chemical compound OC(=O)CC1=CC(=O)OC1=O GVJRTUUUJYMTNQ-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- BQBSIHIZDSHADD-UHFFFAOYSA-N 2-ethenyl-4,5-dihydro-1,3-oxazole Chemical compound C=CC1=NCCO1 BQBSIHIZDSHADD-UHFFFAOYSA-N 0.000 description 1
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 1
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical group N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- FBXGQDUVJBKEAJ-UHFFFAOYSA-N 4h-oxazin-3-one Chemical group O=C1CC=CON1 FBXGQDUVJBKEAJ-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- UQXNEWQGGVUVQA-UHFFFAOYSA-N 8-aminooctanoic acid Chemical compound NCCCCCCCC(O)=O UQXNEWQGGVUVQA-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920001780 ECTFE Polymers 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- YDLSUFFXJYEVHW-UHFFFAOYSA-N azonan-2-one Chemical compound O=C1CCCCCCCN1 YDLSUFFXJYEVHW-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 239000000412 dendrimer Substances 0.000 description 1
- 229920000736 dendritic polymer Polymers 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- WFMPGHGAHVPFKP-UHFFFAOYSA-N dodecane;methanediamine Chemical compound NCN.CCCCCCCCCCCC WFMPGHGAHVPFKP-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000009863 impact test Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229920001912 maleic anhydride grafted polyethylene Polymers 0.000 description 1
- 229920001911 maleic anhydride grafted polypropylene Polymers 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- AQGNVWRYTKPRMR-UHFFFAOYSA-N n'-[2-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCNCCN AQGNVWRYTKPRMR-UHFFFAOYSA-N 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920001470 polyketone Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- 230000002277 temperature effect Effects 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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Abstract
Description
I.場合により付着改質されるフッ化ポリマー成形材料および場合により付着改質されるポリオレフィン成形材料から選択される内側の層I;
II.以下に挙げるa)〜d)の組成
a)以下のモノマー:
− グラフトコポリマーに関して0.5〜25質量%の、少なくとも4個、有利には少なくとも8個、特に有利には少なくとも11個の窒素原子と、有利には少なくとも146g/モル、特に有利には少なくとも500g/モル、殊に有利には少なくとも800g/モルの平均分子量Mnとを有するポリアミンならびに
− ラクタム、ω−アミノカルボン酸および/またはジアミンとジカルボン酸との等モルの組み合わせから選択されるポリアミド形成モノマーを使用しながら製造されるグラフトコポリマー0〜80質量部、有利には1〜60質量部、特に有利には3〜40質量部
b)ポリアミド0〜100質量部、有利には10〜75質量部、特に有利には25〜65質量部
c)フッ化ポリマーおよびポリオレフィンから選択されるポリマー0〜85質量部、有利には5〜75質量部、特に有利には10〜65質量部、殊に有利には20〜55質量部
ただし、a)、b)およびc)の質量部の合計が100であり、かつ付加的に、
− 成分a)およびb)の合計中、少なくとも20質量部、有利には少なくとも40質量部、特に有利には少なくとも60質量部が、カプロラクタムおよび/または以下の組み合わせ、ヘキサメチレンジアミン/アジピン酸、ヘキサメチレンジアミン/コルク酸、ヘキサメチレンジアミン/セバシン酸、ヘキサメチレンジアミン/ドデカン二酸、ヘキサメチレンジアミン/イソフタル酸またはヘキサメチレンジアミン/テレフタル酸に由来するモノマー単位から成り、
d)耐衝撃性化するゴムおよび/または一般的な助剤もしくは添加剤から選択される添加物最大50質量部、有利には最大30質量部、特に有利には最大20質量部を有する結合剤層II;
III.EVOH成形材料から成る層IIIを有している多層複合材により解決される。
− フッ化ポリマーが、組み込まれた官能基、例えばUS5576106、US−A−2003148125、US−A−2003035914、US−A−2002104575、JP−A−10311461、EP−A−0726293、EP−A−0992518またはWO9728394に記載されているような酸無水物基またはカルボネート基を有するか、または;
− フッ化ポリマー成形材料が、フッ化ポリマーと混合可能または少なくとも相容可能な、官能基を有するポリマーを有する。その種の系は例えばEP−A−0637511もしくはこれと等価のUS5510160ならびにEP−A−0673762もしくはこれと等価のUS5554426に開示されており、これをもってその内容を本明細書に引用したものとする。EP−A−0673762の改質されたフッ化ポリマーは、
− PVDF97.5〜50質量%、有利には97.5〜80質量%、特に有利には96〜90質量%と、
− アクリレートコポリマー2.5〜50質量%、有利には2.5〜20質量%、特に有利には4〜10質量%と
から成っており、このアクリレートコポリマーは少なくとも以下の基本構成要素、すなわち:
i)エステル構成要素14〜85質量%、
ii)イミド構成要素0〜75質量%、
iii)カルボン酸構成要素0〜15質量%および
iiii)カルボン酸無水物構成要素7〜20質量部
を有している。
− ポリビニルアミン(Roempp Chemie Lexikon、第9版、第6巻、第4921頁、Georg Thieme出版、Stuttgart、1992年);
− 交互ポリケトンから製造されるポリアミン(DE−OS19654058);
− デンドリマー、例えば
((H2N-(CH2)3)2N-(CH2)3)2-N(CH2)2-N((CH2)2-N((CH2)3-NH2)2)2
(DE−A−19654179)または
トリス(2−アミノエチル)アミン、N,N−ビス(2−アミノエチル)−N′,N′−ビス[2−[ビス(2−アミノエチル)アミノ]−エチル]−1,2−エタンジアミン、3,15−ビス(2−アミノエチル)−6,12−ビス[2−[ビス(2−アミノエチル)アミノ]エチル]−9−[2−[ビス[2−ビス(2−アミノエチル)アミノ]エチル]アミノ]エチル]3,6,9,12,15−ペンタアザヘプタデカン−1,17−ジアミン(J.M.Warakomski、Chem.Mat.、1992年4月、1000〜1004);
− 4,5−ジヒドロ−1,3−オキサゾールの重合と引き続いての加水分解とにより製造され得る線状ポリエチレンイミン(Houben−Weyl、Methoden der Organischen Chemie、E20巻、第1482頁〜第1487頁、Georg Thieme出版、Stuttgart、1987年);
− アジリジンの重合により得られる枝分かれポリエチレンイミン(Houben−Weyl、Methoden der Organischen Chemie、E20巻、第1482頁〜第1487頁、Georg Thieme出版、Stuttgart、1987年)。この枝分かれポリエチレンイミンは一般に以下のアミノ基分布、すなわち:
第1のアミノ基25〜46%、
第2のアミノ基30〜45%および
第3のアミノ基16〜40%
を有している。
フッ化ポリマー1:
EP−A−0673762による、市場で一般的な95質量%のPVDFと5質量%のポリグルタルイミドとから成る混合物であって、ポリグルタルイミドは以下の基本構成要素、すなわち:
メチルメタクリレート57質量%、
N−メチルグルタルイミド−タイプ30質量%、
メタアクリル酸3質量%および
グルタル酸無水物−タイプ10質量%
(溶融物中でのメチルアミンの水溶液とのエチルメタクリレートの反応により製造される)
から構成されている。
フッ化ポリマー2:
Daikin Industries Ltd社(日本)のNEOFLONR RP 5000、改質されたEFEP
フッ化ポリマー3:
Daikin Industries Ltd社(日本)のNEOFLONR RP 5000 AS、電気伝導性に調節され改質されたEFEP
ポリオレフィン1:
STAMYLANR P 83 MF 10、DSM Deutschland GmbH社のPP−コポリマー
ポリオレフィン2:
VESTOLENR A 6013、DSM Deutschland GmbH社のPE−HD。
グラフトコポリマーの製造:
9.5kgのラウリンラクタムを180℃〜210℃の加熱塔内で溶解し、耐圧性の重縮合塔内に移送し、引き続いて475gの水と0.54gの次亜リン酸とを供給する。ラクタム分離を280℃で、生じた固有圧力下で実施し、その後3時間5バールの残留水蒸気圧に弛緩し、500gのポリエチレンイミン(BASF AG社(Ludwigshafen)のLUPASOL G 100)ならびに15gのドデカン二酸を配量する。両成分を、生じた固有圧力下で処理し、引き続いて大気圧に弛緩し、その後2時間280℃で窒素を溶融物上に導く。クリアな溶融物を、溶融物ポンプを介してストランドとして排出し、水浴内で冷却し、引き続いて顆粒化する。
HV1:
12.6kgのPA6(BASF AG社のULTRAMIDR B4)と、22.82kgのフッ化ポリマー2と、5.0kgのグラフトコポリマーとを、Berstorff社のツインスクリュー式ニーダZE 25 33Dで、270℃、150rpmならびに10kg/hの処理能力でもって溶融物混合し、ストランドとして押し出し、顆粒化する。
HV2:
PA6(BASF AG社のULTRAMIDR B4)
HV3:
HV1に同じ。ただし、フッ化ポリマー2が、無水マレイン酸グラフトポリプロピレン(Mitsui Chemicals Inc.社(日本)のADMERR QB 520 E)に代替されている点で相違する。
HV4:
HV1に同じ。ただし、フッ化ポリマー2が、無水マレイン酸グラフトポリエチレン(Mitsui Chemicals Inc.社(日本)のADMERR NF 408 E)に代替されている点で相違する。
HV5:
Berstorff社のツインスクリュー式押出機ZE25を用いて、280℃で、35.3質量%のVESTAMIDR D22(Degussa AG社のPA612)と、48.1質量%のULTRAMIDR B5W(BASF AG社のPA6)と、10.7質量%のグラフトコポリマーと、5.4質量%のEXXELORR VA1803(EXXON社の、無水マレイン酸により官能化されたエチレン−プロピレン−ゴム)とから成る完全な混合物を製造し、ストランドとして押し出し、顆粒化し、乾燥する。
EVALR F101、KURARAY社の、32モル%のエチレンを有するEVOH。
PA12:
Degussa AG社の、耐衝撃性改質され軟化されたポリアミド(VESTAMIDR X 7293)
ポリオレフィン2:
上に同じ。
2つの45型押出機および3つの30型押出機を装備した5層用設備で、8×1mmの寸法を有する管を、約12m/分の押出速度で製造する。
例1〜5の管において、フッ化ポリマー内層もしくはポリオレフィン内層とEVOH層との間の付着は、押出後すぐにも、燃料貯蔵(CM 15、つまりイソオクタン42.5体積%と、トルオール42.5体積%と、メタノール15体積%とから成る試験燃料を80℃で週毎に燃料交換しながら1000時間内面接触させた状態で貯蔵)後にも、極めて高く、複合材はこの箇所で分離することはなかった。
Claims (16)
- 多層複合材において、以下に挙げるI〜IIIの層:
I.フッ化ポリマー成形材料およびポリオレフィン成形材料から選択される内側の層I;
II.以下に挙げるa)〜d)の組成:
a)以下のモノマー:
− グラフトコポリマーに関して0.5〜25質量%の、少なくとも4個の窒素原子を有するポリアミンならびに
− ラクタム、ω−アミノカルボン酸および/またはジアミンとジカルボン酸との等モルの組み合わせから選択されるポリアミド形成モノマーを使用しながら製造されるグラフトコポリマー0〜80質量部
b)ポリアミド0〜100質量部
c)フッ化ポリマーおよびポリオレフィンから選択されるポリマー0〜85質量部
ただし、a)、b)およびc)の質量部の合計が100であり、かつ付加的に、
− 成分a)およびb)の合計中、少なくとも20質量部が、カプロラクタムおよび/または以下の組み合わせ、ヘキサメチレンジアミン/アジピン酸、ヘキサメチレンジアミン/コルク酸、ヘキサメチレンジアミン/セバシン酸、ヘキサメチレンジアミン/ドデカン二酸、ヘキサメチレンジアミン/イソフタル酸またはヘキサメチレンジアミン/テレフタル酸に由来するモノマー単位から成り、
d)耐衝撃性化するゴムおよび/または一般的な助剤もしくは添加剤から選択される添加物最大50質量部を有する結合剤層II;
III.EVOH成形材料から成る層IIIを有していることを特徴とする多層複合材。 - 成分II.a)1〜60質量部および/または
成分II.b)10〜75質量部が含まれている、
請求項1記載の多層複合材。 - 成分II.a)3〜40質量部および/または
成分II.b)25〜65質量部が含まれている、
請求項1記載の多層複合材。 - 成分II.c)5〜75質量部が含まれている、請求項1から3までのいずれか1項記載の多層複合材。
- 成分II.c)10〜65質量部が含まれている、請求項4記載の多層複合材。
- 成分II.c)20〜55質量部が含まれている、請求項4記載の多層複合材。
- フッ化ポリマーとして、以下のグループ、すなわちPVDF、ETFE、第3成分により改質されるETFE、E−CTFE、PCTFE、THV、FEPおよびPFAから選択されている、請求項1から6までのいずれか1項記載の多層複合材。
- ポリオレフィンとして、ポリエチレンまたはアイソタクチックポリプロピレンが使用される、請求項1から6までのいずれか1項記載の多層複合材。
- フッ化ポリマーもしくはポリオレフィンが付着改質されている、請求項1から8までのいずれか1項記載の多層複合材。
- 成分II.b)のポリアミドが、PA6、PA66、PA6/66、PA68、PA610、PA612、ヘキサメチレンジアミンならびにイソフタル酸および/またはテレフタル酸から成るポリアミドまたはその混合物を有している、請求項1から9までのいずれか1項記載の多層複合材。
- 多層複合材が付加的に、層IIIに適当な結合剤を介して結合される、ポリアミド成形材料またはポリオレフィン成形材料から成る層を有している、請求項1から10までのいずれか1項記載の多層複合材。
- 多層複合材が管または中空体である、請求項1から11までのいずれか1項記載の多層複合材。
- 多層複合材が、完全にまたは部分領域でコルゲート化されている管である、請求項1から12までのいずれか1項記載の多層複合材。
- 多層複合材が燃料管路、ブレーキ液管路、冷却液管路、液圧媒体管路、給油所管路、空調装置管路、ベーパライン、容器または注入管片である、請求項1から13までのいずれか1項記載の多層複合材。
- 複合材に属する層のうちの1つまたは付加的な内層が電気伝導性に構成されている、請求項1から14までのいずれか1項記載の多層複合材。
- 多層複合材が共押出、コーティング、多成分射出成形または共押出吹込成形により製造される、請求項1から15までのいずれか1項記載の多層複合材。
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DE200410048776 DE102004048776A1 (de) | 2004-10-07 | 2004-10-07 | Mehrschichtverbund mit EVOH-Schicht und Schutzschicht |
DE102004048776.6 | 2004-10-07 | ||
PCT/EP2005/053946 WO2006040206A1 (de) | 2004-10-07 | 2005-08-10 | Mehrschichtverbund mit evoh-schicht und schutzschicht |
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DE10318321A1 (de) | 2003-04-19 | 2004-10-28 | Degussa Ag | Verfahren zum Ultraschallschweißen von Kunstoffkomponenten |
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DE102004049653A1 (de) | 2004-10-11 | 2006-04-20 | Degussa Ag | Leitungssystem für Fluide und Gase in einer Brennstoffzelle |
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2004
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- 2005-08-10 WO PCT/EP2005/053946 patent/WO2006040206A1/de active Application Filing
- 2005-08-10 CN CNB2005800012099A patent/CN100450772C/zh active Active
- 2005-08-10 RU RU2007116698A patent/RU2387545C2/ru active
- 2005-08-10 KR KR1020077007938A patent/KR100879698B1/ko active IP Right Grant
- 2005-08-10 US US10/588,487 patent/US8133561B2/en active Active
- 2005-08-10 JP JP2007535125A patent/JP4938671B2/ja active Active
- 2005-08-10 EP EP20050776170 patent/EP1799452B1/de active Active
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2018521872A (ja) * | 2016-01-15 | 2018-08-09 | アルケマ フランス | バイオ燃料中への耐溶出性が向上した多層管状構造体および当該多層管状構造体の使用 |
JP2019059238A (ja) * | 2016-01-15 | 2019-04-18 | アルケマ フランス | バイオ燃料中への耐溶出性が向上した多層管状構造体および当該多層管状構造体の使用 |
JP2022058361A (ja) * | 2016-01-15 | 2022-04-12 | アルケマ フランス | バイオ燃料中への耐溶出性が向上した多層管状構造体および当該多層管状構造体の使用 |
JP7399150B2 (ja) | 2016-01-15 | 2023-12-15 | アルケマ フランス | バイオ燃料中への耐溶出性が向上した多層管状構造体および当該多層管状構造体の使用 |
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Publication number | Publication date |
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BRPI0517546B1 (pt) | 2015-11-17 |
KR100879698B1 (ko) | 2009-01-21 |
CN1878671A (zh) | 2006-12-13 |
US20080317986A1 (en) | 2008-12-25 |
BRPI0517546A (pt) | 2008-10-14 |
EP1799452B1 (de) | 2013-10-02 |
CN100450772C (zh) | 2009-01-14 |
US8133561B2 (en) | 2012-03-13 |
WO2006040206A1 (de) | 2006-04-20 |
AR051134A1 (es) | 2006-12-20 |
DE102004048776A1 (de) | 2006-04-13 |
RU2387545C2 (ru) | 2010-04-27 |
KR20070094724A (ko) | 2007-09-21 |
EP1799452A1 (de) | 2007-06-27 |
JP4938671B2 (ja) | 2012-05-23 |
RU2007116698A (ru) | 2008-11-20 |
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