JP4239589B2 - ブロック共重合体の製造法、得られるブロック共重合体及びその用途 - Google Patents
ブロック共重合体の製造法、得られるブロック共重合体及びその用途 Download PDFInfo
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- JP4239589B2 JP4239589B2 JP2002519536A JP2002519536A JP4239589B2 JP 4239589 B2 JP4239589 B2 JP 4239589B2 JP 2002519536 A JP2002519536 A JP 2002519536A JP 2002519536 A JP2002519536 A JP 2002519536A JP 4239589 B2 JP4239589 B2 JP 4239589B2
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- 229920001400 block copolymer Polymers 0.000 title claims description 64
- 238000004519 manufacturing process Methods 0.000 title claims description 21
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- 239000003054 catalyst Substances 0.000 claims description 46
- -1 unsaturated monocyclic compound Chemical class 0.000 claims description 39
- 238000006243 chemical reaction Methods 0.000 claims description 34
- 238000006116 polymerization reaction Methods 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 26
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 24
- 229910052751 metal Inorganic materials 0.000 claims description 21
- 239000002184 metal Substances 0.000 claims description 21
- 238000005649 metathesis reaction Methods 0.000 claims description 17
- 125000001424 substituent group Chemical group 0.000 claims description 14
- 230000003197 catalytic effect Effects 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
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- 238000005984 hydrogenation reaction Methods 0.000 claims description 2
- 125000006575 electron-withdrawing group Chemical group 0.000 claims 1
- 238000009738 saturating Methods 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 description 73
- 239000000178 monomer Substances 0.000 description 54
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- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 16
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- 125000005843 halogen group Chemical group 0.000 description 11
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 3
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- ATCZONOLUJITKL-UHFFFAOYSA-N dicyclohexyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound C1=CC2CC1C(C(=O)OC1CCCCC1)C2C(=O)OC1CCCCC1 ATCZONOLUJITKL-UHFFFAOYSA-N 0.000 description 3
- VGQLNJWOULYVFV-WZENYGAOSA-N dimethyl (2r,3s)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound C1C2C=CC1[C@H](C(=O)OC)[C@@H]2C(=O)OC VGQLNJWOULYVFV-WZENYGAOSA-N 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 3
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- 239000002244 precipitate Substances 0.000 description 3
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- 230000035484 reaction time Effects 0.000 description 3
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- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 3
- JYZKYCYHXBQTCY-UHFFFAOYSA-N 3-methoxycarbonylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid Chemical compound C1C2C=CC1C(C(=O)OC)C2C(O)=O JYZKYCYHXBQTCY-UHFFFAOYSA-N 0.000 description 2
- FKNQCJSGGFJEIZ-UHFFFAOYSA-N 4-methylpyridine Chemical compound CC1=CC=NC=C1 FKNQCJSGGFJEIZ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
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- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- 125000005041 acyloxyalkyl group Chemical group 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- NIDNOXCRFUCAKQ-UHFFFAOYSA-N bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2C(O)=O NIDNOXCRFUCAKQ-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
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- 125000004966 cyanoalkyl group Chemical group 0.000 description 2
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- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- UXRMRBNLTQHPEU-UHFFFAOYSA-N diethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound C1C2C=CC1C(C(=O)OCC)C2C(=O)OCC UXRMRBNLTQHPEU-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
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- 239000012776 electronic material Substances 0.000 description 2
- OTTZHAVKAVGASB-UHFFFAOYSA-N hept-2-ene Chemical compound CCCCC=CC OTTZHAVKAVGASB-UHFFFAOYSA-N 0.000 description 2
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- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 2
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- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
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- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 2
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- MKOSBHNWXFSHSW-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-en-5-ol Chemical compound C1C2C(O)CC1C=C2 MKOSBHNWXFSHSW-UHFFFAOYSA-N 0.000 description 1
- AJIBZRIAUXVGQJ-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene-5-carbaldehyde Chemical compound C1C2C(C=O)CC1C=C2 AJIBZRIAUXVGQJ-UHFFFAOYSA-N 0.000 description 1
- BMAXQTDMWYDIJX-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene-5-carbonitrile Chemical compound C1C2C(C#N)CC1C=C2 BMAXQTDMWYDIJX-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- CFBGXYDUODCMNS-UHFFFAOYSA-N cyclobutene Chemical compound C1CC=C1 CFBGXYDUODCMNS-UHFFFAOYSA-N 0.000 description 1
- SXIFNAOBIAIYJO-UHFFFAOYSA-N cyclododeca-1,3,7-triene Chemical compound C1CCC=CC=CCCC=CC1 SXIFNAOBIAIYJO-UHFFFAOYSA-N 0.000 description 1
- HYPABJGVBDSCIT-UPHRSURJSA-N cyclododecene Chemical compound C1CCCCC\C=C/CCCC1 HYPABJGVBDSCIT-UPHRSURJSA-N 0.000 description 1
- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- MVQUNYFSOGSFLD-UHFFFAOYSA-N cyclooct-4-ene-1-carbaldehyde Chemical compound O=CC1CCCC=CCC1 MVQUNYFSOGSFLD-UHFFFAOYSA-N 0.000 description 1
- KXJSFMMHUAFBLF-UHFFFAOYSA-N cyclooct-4-ene-1-carboxylic acid Chemical compound OC(=O)C1CCCC=CCC1 KXJSFMMHUAFBLF-UHFFFAOYSA-N 0.000 description 1
- IIRFCWANHMSDCG-UHFFFAOYSA-N cyclooctanone Chemical compound O=C1CCCCCCC1 IIRFCWANHMSDCG-UHFFFAOYSA-N 0.000 description 1
- URYYVOIYTNXXBN-UHFFFAOYSA-N cyclooctene Chemical compound [CH]1[CH]CCCCCC1 URYYVOIYTNXXBN-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- KWZHRUVMNWZKEX-UHFFFAOYSA-N dibenzyl 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound C1=CC2OC1C(C(=O)OCC=1C=CC=CC=1)C2C(=O)OCC1=CC=CC=C1 KWZHRUVMNWZKEX-UHFFFAOYSA-N 0.000 description 1
- FBUQSZGYDKOXAO-UHFFFAOYSA-N dibenzyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound C1=CC2CC1C(C(=O)OCC=1C=CC=CC=1)C2C(=O)OCC1=CC=CC=C1 FBUQSZGYDKOXAO-UHFFFAOYSA-N 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- JFFRIBIWDZTESQ-UHFFFAOYSA-N dibutyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound C1C2C=CC1C(C(=O)OCCCC)C2C(=O)OCCCC JFFRIBIWDZTESQ-UHFFFAOYSA-N 0.000 description 1
- XTFDZTMMMJYFNY-UHFFFAOYSA-N diethyl 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound O1C2C=CC1C(C(=O)OCC)C2C(=O)OCC XTFDZTMMMJYFNY-UHFFFAOYSA-N 0.000 description 1
- HANKSFAYJLDDKP-UHFFFAOYSA-N dihydrodicyclopentadiene Chemical compound C12CC=CC2C2CCC1C2 HANKSFAYJLDDKP-UHFFFAOYSA-N 0.000 description 1
- JYJBURATEMWQOS-UHFFFAOYSA-N dimethyl 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate Chemical compound O1C2C=CC1C(C(=O)OC)C2C(=O)OC JYJBURATEMWQOS-UHFFFAOYSA-N 0.000 description 1
- KAOAAQXKJUXKLV-UHFFFAOYSA-N dimethyl 7-thiabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate Chemical compound S1C2C(C(=O)OC)=C(C(=O)OC)C1C=C2 KAOAAQXKJUXKLV-UHFFFAOYSA-N 0.000 description 1
- WFKWXJMEUOLYOS-UHFFFAOYSA-N dimethyl bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate Chemical compound C1C2C(C(=O)OC)=C(C(=O)OC)C1C=C2 WFKWXJMEUOLYOS-UHFFFAOYSA-N 0.000 description 1
- GUOAPVPPPVLIQQ-UHFFFAOYSA-N dimethyldicyclopentadiene Chemical compound C1=CC2CC1C1C2C(C)C(C)=C1 GUOAPVPPPVLIQQ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- JBJMWXMMUARRJR-UHFFFAOYSA-N ethyl cyclooct-4-ene-1-carboxylate Chemical compound CCOC(=O)C1CCCC=CCC1 JBJMWXMMUARRJR-UHFFFAOYSA-N 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- QQYNRBAAQFZCLF-UHFFFAOYSA-N furan-maleic anhydride adduct Chemical compound O1C2C3C(=O)OC(=O)C3C1C=C2 QQYNRBAAQFZCLF-UHFFFAOYSA-N 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- UCQHUEOREKHIBP-UHFFFAOYSA-N heptacyclo[9.6.1.14,7.113,16.02,10.03,8.012,17]icosa-5,14-diene Chemical compound C1C(C23)C4C(C=C5)CC5C4C1C3CC1C2C2C=CC1C2 UCQHUEOREKHIBP-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Chemical group 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- PDKHNCYLMVRIFV-UHFFFAOYSA-H molybdenum;hexachloride Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Mo] PDKHNCYLMVRIFV-UHFFFAOYSA-H 0.000 description 1
- ZUSSTQCWRDLYJA-UHFFFAOYSA-N n-hydroxy-5-norbornene-2,3-dicarboximide Chemical compound C1=CC2CC1C1C2C(=O)N(O)C1=O ZUSSTQCWRDLYJA-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical group [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- ZIJTYIRGFVHPHZ-UHFFFAOYSA-N selenium oxide(seo) Chemical group [Se]=O ZIJTYIRGFVHPHZ-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- PQEXLIRUMIRSAL-UHFFFAOYSA-N tert-butyl 4-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate Chemical compound CCOC(=O)CC1CCN(C(=O)OC(C)(C)C)CC1 PQEXLIRUMIRSAL-UHFFFAOYSA-N 0.000 description 1
- XBFJAVXCNXDMBH-UHFFFAOYSA-N tetracyclo[6.2.1.1(3,6).0(2,7)]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1 XBFJAVXCNXDMBH-UHFFFAOYSA-N 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- DHWBYAACHDUFAT-UHFFFAOYSA-N tricyclopentylphosphane Chemical compound C1CCCC1P(C1CCCC1)C1CCCC1 DHWBYAACHDUFAT-UHFFFAOYSA-N 0.000 description 1
- 125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 1
- IGNTWNVBGLNYDV-UHFFFAOYSA-N triisopropylphosphine Chemical compound CC(C)P(C(C)C)C(C)C IGNTWNVBGLNYDV-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
- C08G61/04—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
- C08G61/06—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
- C08G61/08—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J165/00—Adhesives based on macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Adhesives based on derivatives of such polymers
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
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JP2000244559 | 2000-08-11 | ||
JP2001102748 | 2001-04-02 | ||
PCT/JP2001/006845 WO2002014401A1 (fr) | 2000-08-11 | 2001-08-09 | Procede destine a la production de copolymeres sequences, copolymeres sequences produits au moyen de ce procede, et utilisation de ces copolymeres |
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KR (1) | KR100544525B1 (fr) |
CN (1) | CN1237090C (fr) |
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WO (1) | WO2002014401A1 (fr) |
Cited By (1)
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JP2002363265A (ja) * | 2001-04-02 | 2002-12-18 | Hitachi Chem Co Ltd | 新規なブロック共重合体、その製造法及び用途 |
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5251500A (en) * | 1975-10-22 | 1977-04-25 | Japan Synthetic Rubber Co Ltd | Process for preparing copolymers by ring opening |
JPH05339327A (ja) * | 1992-02-22 | 1993-12-21 | Hoechst Ag | シクロオレフィンブロック共重合体およびそれらの製造方法 |
JP2000504359A (ja) * | 1995-12-07 | 2000-04-11 | アドバンスト ポリマー テクノロジーズ | オレフィンメタセシス重合反応の可使時間の延長方法 |
JP2002121267A (ja) * | 2000-08-11 | 2002-04-23 | Hitachi Chem Co Ltd | ブロック共重合体の製造法 |
JP2002363265A (ja) * | 2001-04-02 | 2002-12-18 | Hitachi Chem Co Ltd | 新規なブロック共重合体、その製造法及び用途 |
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JP3876482B2 (ja) * | 1997-06-06 | 2007-01-31 | 東洋製罐株式会社 | ヒートシール性包装容器 |
JP3952102B2 (ja) * | 1998-03-31 | 2007-08-01 | 日本ゼオン株式会社 | 有機基含有ノルボルネン系重合体 |
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2001
- 2001-08-09 KR KR1020027017915A patent/KR100544525B1/ko not_active IP Right Cessation
- 2001-08-09 AU AU2001278703A patent/AU2001278703A1/en not_active Abandoned
- 2001-08-09 CN CNB018140327A patent/CN1237090C/zh not_active Expired - Fee Related
- 2001-08-09 JP JP2002519536A patent/JP4239589B2/ja not_active Expired - Fee Related
- 2001-08-09 WO PCT/JP2001/006845 patent/WO2002014401A1/fr active IP Right Grant
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2008
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5251500A (en) * | 1975-10-22 | 1977-04-25 | Japan Synthetic Rubber Co Ltd | Process for preparing copolymers by ring opening |
JPH05339327A (ja) * | 1992-02-22 | 1993-12-21 | Hoechst Ag | シクロオレフィンブロック共重合体およびそれらの製造方法 |
JP2000504359A (ja) * | 1995-12-07 | 2000-04-11 | アドバンスト ポリマー テクノロジーズ | オレフィンメタセシス重合反応の可使時間の延長方法 |
JP2002121267A (ja) * | 2000-08-11 | 2002-04-23 | Hitachi Chem Co Ltd | ブロック共重合体の製造法 |
JP2002363265A (ja) * | 2001-04-02 | 2002-12-18 | Hitachi Chem Co Ltd | 新規なブロック共重合体、その製造法及び用途 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002363265A (ja) * | 2001-04-02 | 2002-12-18 | Hitachi Chem Co Ltd | 新規なブロック共重合体、その製造法及び用途 |
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KR20030022166A (ko) | 2003-03-15 |
WO2002014401A1 (fr) | 2002-02-21 |
KR100544525B1 (ko) | 2006-01-23 |
AU2001278703A1 (en) | 2002-02-25 |
CN1446240A (zh) | 2003-10-01 |
JP2009074093A (ja) | 2009-04-09 |
WO2002014401A8 (fr) | 2003-02-13 |
CN1237090C (zh) | 2006-01-18 |
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