DE69624590T2 - Klebhilfsmittel und verfahren zur darstellung von klebhilfsmittel - Google Patents
Klebhilfsmittel und verfahren zur darstellung von klebhilfsmittelInfo
- Publication number
- DE69624590T2 DE69624590T2 DE69624590T DE69624590T DE69624590T2 DE 69624590 T2 DE69624590 T2 DE 69624590T2 DE 69624590 T DE69624590 T DE 69624590T DE 69624590 T DE69624590 T DE 69624590T DE 69624590 T2 DE69624590 T2 DE 69624590T2
- Authority
- DE
- Germany
- Prior art keywords
- olefin
- aromatic group
- cyclopentadienyl
- cyclic
- resin
- 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.)
- Expired - Fee Related
Links
- 239000000853 adhesive Substances 0.000 title claims description 64
- 238000000034 method Methods 0.000 title claims description 43
- -1 cyclic olefin Chemical class 0.000 claims description 101
- 229920005989 resin Polymers 0.000 claims description 82
- 239000011347 resin Substances 0.000 claims description 82
- 239000000178 monomer Substances 0.000 claims description 75
- 125000003118 aryl group Chemical group 0.000 claims description 71
- 230000001070 adhesive effect Effects 0.000 claims description 63
- 239000003446 ligand Substances 0.000 claims description 42
- 239000004711 α-olefin Substances 0.000 claims description 42
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 32
- 125000004122 cyclic group Chemical group 0.000 claims description 31
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- 230000008569 process Effects 0.000 claims description 29
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 28
- 239000004215 Carbon black (E152) Substances 0.000 claims description 22
- 239000012190 activator Substances 0.000 claims description 22
- 229930195733 hydrocarbon Natural products 0.000 claims description 22
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 21
- 239000005977 Ethylene Substances 0.000 claims description 21
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 19
- 239000012968 metallocene catalyst Substances 0.000 claims description 17
- 150000001993 dienes Chemical class 0.000 claims description 12
- 150000002430 hydrocarbons Chemical class 0.000 claims description 9
- 150000001450 anions Chemical class 0.000 claims description 4
- 150000005673 monoalkenes Chemical class 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 239000002954 polymerization reaction product Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 71
- 239000003054 catalyst Substances 0.000 description 59
- 229920000642 polymer Polymers 0.000 description 31
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 25
- 238000006116 polymerization reaction Methods 0.000 description 25
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 229920005601 base polymer Polymers 0.000 description 24
- 239000004831 Hot glue Substances 0.000 description 21
- 229920001577 copolymer Polymers 0.000 description 20
- 238000012360 testing method Methods 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 18
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 239000000463 material Substances 0.000 description 16
- 150000003624 transition metals Chemical class 0.000 description 15
- 238000010348 incorporation Methods 0.000 description 14
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 13
- 229910052723 transition metal Inorganic materials 0.000 description 13
- 125000000129 anionic group Chemical group 0.000 description 12
- 229920001400 block copolymer Polymers 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 229910052739 hydrogen Inorganic materials 0.000 description 12
- 239000001257 hydrogen Substances 0.000 description 12
- 229910052751 metal Inorganic materials 0.000 description 12
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical class C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 10
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 229920001971 elastomer Polymers 0.000 description 9
- 239000010408 film Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 9
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 8
- 238000012512 characterization method Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 8
- 229910052726 zirconium Inorganic materials 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 239000000654 additive Substances 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 229920001519 homopolymer Polymers 0.000 description 7
- 229930015698 phenylpropene Natural products 0.000 description 7
- 229920002223 polystyrene Polymers 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 229910052719 titanium Inorganic materials 0.000 description 7
- 239000010936 titanium Substances 0.000 description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 6
- 239000013032 Hydrocarbon resin Substances 0.000 description 6
- 239000004793 Polystyrene Substances 0.000 description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 6
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 6
- 229910052796 boron Inorganic materials 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 229920006270 hydrocarbon resin Polymers 0.000 description 6
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 6
- 239000010935 stainless steel Substances 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 239000011111 cardboard Substances 0.000 description 5
- 239000000539 dimer Substances 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 5
- 239000000123 paper Substances 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 229920005604 random copolymer Polymers 0.000 description 5
- 239000005060 rubber Substances 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- 229920002799 BoPET Polymers 0.000 description 4
- BRHODLBZJKAKRN-UHFFFAOYSA-N C1=CC=CC1[Zr](C)(C)C1C=CC=C1 Chemical compound C1=CC=CC1[Zr](C)(C)C1C=CC=C1 BRHODLBZJKAKRN-UHFFFAOYSA-N 0.000 description 4
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 229920002633 Kraton (polymer) Polymers 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 150000001768 cations Chemical class 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 4
- 229910052735 hafnium Inorganic materials 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000002655 kraft paper Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920000098 polyolefin Polymers 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 238000005096 rolling process Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000012719 thermal polymerization Methods 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 3
- XUFPYLQWLKKGDQ-UHFFFAOYSA-N 4,4a,9,9a-tetrahydro-1,4-methano-1h-fluorene Chemical compound C12CC3=CC=CC=C3C1C1C=CC2C1 XUFPYLQWLKKGDQ-UHFFFAOYSA-N 0.000 description 3
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 238000005698 Diels-Alder reaction Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000002841 Lewis acid Substances 0.000 description 3
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
- 229920002367 Polyisobutene Polymers 0.000 description 3
- 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 3
- 150000004703 alkoxides Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 239000002216 antistatic agent Substances 0.000 description 3
- 239000010426 asphalt Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 229920006026 co-polymeric resin Polymers 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000012760 heat stabilizer Substances 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229910052809 inorganic oxide Inorganic materials 0.000 description 3
- 238000003780 insertion Methods 0.000 description 3
- 230000037431 insertion Effects 0.000 description 3
- 150000007517 lewis acids Chemical class 0.000 description 3
- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 229910052752 metalloid Inorganic materials 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 3
- MMMNTDFSPSQXJP-UHFFFAOYSA-N orphenadrine citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=C(C)C=1C(OCCN(C)C)C1=CC=CC=C1 MMMNTDFSPSQXJP-UHFFFAOYSA-N 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- HYZJPHFJTRHXET-UHFFFAOYSA-N 1-methyltricyclo[5.2.1.02,6]dec-8-ene Chemical compound C12CCCC2C2(C)C=CC1C2 HYZJPHFJTRHXET-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 description 2
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 2
- OGJJVYFQXFXJKU-UHFFFAOYSA-N 3-methylbicyclo[2.2.1]hepta-2,5-diene Chemical compound C1C2C(C)=CC1C=C2 OGJJVYFQXFXJKU-UHFFFAOYSA-N 0.000 description 2
- YKZUNWLMLRCVCW-UHFFFAOYSA-N 4-[2-(4-bicyclo[2.2.1]hept-2-enyl)ethyl]bicyclo[2.2.1]hept-2-ene Chemical compound C1CC(C2)C=CC21CCC1(C=C2)CC2CC1 YKZUNWLMLRCVCW-UHFFFAOYSA-N 0.000 description 2
- RMDKEBZUCHXUER-UHFFFAOYSA-N 4-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C=CC1(C)C2 RMDKEBZUCHXUER-UHFFFAOYSA-N 0.000 description 2
- FSWCCQWDVGZMRD-UHFFFAOYSA-N 4-methylcyclohexene Chemical compound CC1CCC=CC1 FSWCCQWDVGZMRD-UHFFFAOYSA-N 0.000 description 2
- KEUSWSGBDGZTQU-UHFFFAOYSA-N 5-(2-methylphenyl)bicyclo[2.2.1]hept-2-ene Chemical compound CC1=CC=CC=C1C1C(C=C2)CC2C1 KEUSWSGBDGZTQU-UHFFFAOYSA-N 0.000 description 2
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 description 2
- SLLQHXBUQMCLGK-UHFFFAOYSA-N 5-methyl-5-phenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C(C=C2)CC2C1(C)C1=CC=CC=C1 SLLQHXBUQMCLGK-UHFFFAOYSA-N 0.000 description 2
- PGNNHYNYFLXKDZ-UHFFFAOYSA-N 5-phenylbicyclo[2.2.1]hept-2-ene Chemical compound C1=CC2CC1CC2C1=CC=CC=C1 PGNNHYNYFLXKDZ-UHFFFAOYSA-N 0.000 description 2
- BKGLGXITCRUYKH-UHFFFAOYSA-N 9-butyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1CCCC BKGLGXITCRUYKH-UHFFFAOYSA-N 0.000 description 2
- OEPFHTJNMSVZNY-UHFFFAOYSA-N 9-ethyl-10-ethylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(CC)C1=CC OEPFHTJNMSVZNY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- MKUHDMRUXVOKJX-UHFFFAOYSA-N CC([SiH](C)[Zr](C1CCC2CC=CC=C12)C1CCC2CC=CC=C12)C Chemical compound CC([SiH](C)[Zr](C1CCC2CC=CC=C12)C1CCC2CC=CC=C12)C MKUHDMRUXVOKJX-UHFFFAOYSA-N 0.000 description 2
- 239000004821 Contact adhesive Substances 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 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
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000005041 Mylar™ Substances 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 101100311330 Schizosaccharomyces pombe (strain 972 / ATCC 24843) uap56 gene Proteins 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 230000003213 activating effect Effects 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000001118 alkylidene group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000012967 coordination catalyst Substances 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- IDASTKMEQGPVRR-UHFFFAOYSA-N cyclopenta-1,3-diene;zirconium(2+) Chemical compound [Zr+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 IDASTKMEQGPVRR-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052732 germanium Inorganic materials 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000008240 homogeneous mixture Substances 0.000 description 2
- 239000012943 hotmelt Substances 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 150000002738 metalloids Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- SCGYFOYEXRDPPA-UHFFFAOYSA-N pentacyclo[9.2.1.14,7.02,10.03,8]pentadec-5-ene Chemical group C1=CC2CC1C(C13)C2CC3C2CC1CC2 SCGYFOYEXRDPPA-UHFFFAOYSA-N 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000636 poly(norbornene) polymer Polymers 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 230000008707 rearrangement Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 230000002000 scavenging effect Effects 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 101150018444 sub2 gene Proteins 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- 229920002725 thermoplastic elastomer Polymers 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
- 150000003623 transition metal compounds Chemical class 0.000 description 2
- 150000005671 trienes Chemical class 0.000 description 2
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- YWWDBCBWQNCYNR-UHFFFAOYSA-N trimethylphosphine Chemical compound CP(C)C YWWDBCBWQNCYNR-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 1
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- FMZITCJWMYHQFG-UHFFFAOYSA-N 1,2,3,4,4a,5,8,8a-octahydro-2-methyl-1,4:5,8-dimethanonaphthalene Chemical compound C1C(C23)C=CC1C3C1CC2CC1C FMZITCJWMYHQFG-UHFFFAOYSA-N 0.000 description 1
- XEYSSHJEDLXYAC-UHFFFAOYSA-N 1,3-dimethylpentacyclo[6.5.1.13,6.02,7.09,13]pentadec-4-ene Chemical class C1C(C)(C23)C4CCCC4C1C3C1CC2(C)C=C1 XEYSSHJEDLXYAC-UHFFFAOYSA-N 0.000 description 1
- IFDHVZNLVSYRDF-UHFFFAOYSA-N 1,6,9,10-tetramethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C=C3)CC3(C)C1C1CC2(C)C(C)C1C IFDHVZNLVSYRDF-UHFFFAOYSA-N 0.000 description 1
- NIILTOYPQYRSSP-UHFFFAOYSA-N 1,6,9-trimethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C=C3)CC3(C)C1C1CC2(C)CC1C NIILTOYPQYRSSP-UHFFFAOYSA-N 0.000 description 1
- VHCWLCGGTRSSHF-UHFFFAOYSA-N 1,6-dimethylpentacyclo[6.5.1.13,6.02,7.09,13]pentadec-4-ene Chemical class C1C2(C)C3CCCC3C1C1C2C2CC1(C)C=C2 VHCWLCGGTRSSHF-UHFFFAOYSA-N 0.000 description 1
- RYCPAQDFTLUNRR-UHFFFAOYSA-N 1-(5-bicyclo[2.2.1]hept-2-enyl)anthracene Chemical compound C1=CC=C2C=C3C(C4CC5CC4C=C5)=CC=CC3=CC2=C1 RYCPAQDFTLUNRR-UHFFFAOYSA-N 0.000 description 1
- UPXNBKIXKLFISK-UHFFFAOYSA-N 1-(5-bicyclo[2.2.1]hept-2-enyl)naphthalene Chemical compound C1=CC=C2C(C3CC4CC3C=C4)=CC=CC2=C1 UPXNBKIXKLFISK-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- BTYCAPGRUZDNOQ-UHFFFAOYSA-N 11,12-dimethyl-9-(2-methylpropyl)tetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C3C)C=CC3C2C2CC(CC(C)C)C1C2C BTYCAPGRUZDNOQ-UHFFFAOYSA-N 0.000 description 1
- DJHNUBHSPNGAEA-UHFFFAOYSA-N 11,12-dimethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C3C)C=CC3C2C2C(C)C1CC2 DJHNUBHSPNGAEA-UHFFFAOYSA-N 0.000 description 1
- LAZHUUGOLCHESB-UHFFFAOYSA-N 2,3-dimethylbicyclo[2.2.1]hept-5-ene Chemical compound C1C2C(C)C(C)C1C=C2 LAZHUUGOLCHESB-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
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- MXALMAQOPWXPPY-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]prop-2-enoic acid Chemical compound CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O MXALMAQOPWXPPY-UHFFFAOYSA-N 0.000 description 1
- JAUWSFRBDNDALH-UHFFFAOYSA-N 2-chloro-1,2,3,4,4a,5,8,8a-octahydro-1,4:5,8-dimethanonaphthalene Chemical compound C1C(C23)C=CC1C3C1CC2CC1Cl JAUWSFRBDNDALH-UHFFFAOYSA-N 0.000 description 1
- PJYQQQUBICYAQK-UHFFFAOYSA-N 2-ethyl-3-propylbicyclo[2.2.1]hepta-2,5-diene Chemical compound C1C2C(CCC)=C(CC)C1C=C2 PJYQQQUBICYAQK-UHFFFAOYSA-N 0.000 description 1
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- JDLHIAZRHMXAMT-UHFFFAOYSA-N 2-methyl-1,3a,4,6a-tetrahydropentalene Chemical compound C1C=CC2CC(C)=CC21 JDLHIAZRHMXAMT-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
- KKDZMSWHDHBHEU-UHFFFAOYSA-N 3,4-dimethylcyclohexene Chemical compound CC1CCC=CC1C KKDZMSWHDHBHEU-UHFFFAOYSA-N 0.000 description 1
- JOVGLRSLWFSVNB-UHFFFAOYSA-N 3,4-dimethylcyclopentene Chemical compound CC1CC=CC1C JOVGLRSLWFSVNB-UHFFFAOYSA-N 0.000 description 1
- RHNNTTXSVYPNJC-UHFFFAOYSA-N 3,4-dimethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound CC12C3C4CCC(C3C(C=C1C)C2)C4 RHNNTTXSVYPNJC-UHFFFAOYSA-N 0.000 description 1
- JTXUVHFRSRTSAT-UHFFFAOYSA-N 3,5,5-trimethylhex-1-ene Chemical compound C=CC(C)CC(C)(C)C JTXUVHFRSRTSAT-UHFFFAOYSA-N 0.000 description 1
- PUPAPFTXLYVYPX-UHFFFAOYSA-N 3,5-dimethylcyclopentene Chemical compound CC1CC(C)C=C1 PUPAPFTXLYVYPX-UHFFFAOYSA-N 0.000 description 1
- CXOZQHPXKPDQGT-UHFFFAOYSA-N 3-Methylcyclopentene Chemical compound CC1CCC=C1 CXOZQHPXKPDQGT-UHFFFAOYSA-N 0.000 description 1
- LNGQLHZIYFQUIR-UHFFFAOYSA-N 3-chlorocyclohexene Chemical compound ClC1CCCC=C1 LNGQLHZIYFQUIR-UHFFFAOYSA-N 0.000 description 1
- LPSWJRSLXCPGBK-UHFFFAOYSA-N 3-chlorocyclopentene Chemical compound ClC1CCC=C1 LPSWJRSLXCPGBK-UHFFFAOYSA-N 0.000 description 1
- SHIMYCKSZKGNQN-UHFFFAOYSA-N 3-ethyl-2-methylbicyclo[2.2.2]octa-2,5-diene Chemical compound C1CC2C(CC)=C(C)C1C=C2 SHIMYCKSZKGNQN-UHFFFAOYSA-N 0.000 description 1
- OYFYDCDACRBXDR-UHFFFAOYSA-N 3-ethylbicyclo[2.2.2]octa-2,5-diene Chemical compound C1CC2C(CC)=CC1C=C2 OYFYDCDACRBXDR-UHFFFAOYSA-N 0.000 description 1
- NBHMWESRNKHAPH-UHFFFAOYSA-N 3-heptylbicyclo[2.2.1]hepta-2,5-diene Chemical compound C1C2C(CCCCCCC)=CC1C=C2 NBHMWESRNKHAPH-UHFFFAOYSA-N 0.000 description 1
- FICZXZLPBMMVSX-UHFFFAOYSA-N 3-hexylbicyclo[2.2.2]octa-2,5-diene Chemical compound C1CC2C(CCCCCC)=CC1C=C2 FICZXZLPBMMVSX-UHFFFAOYSA-N 0.000 description 1
- UZPWKTCMUADILM-UHFFFAOYSA-N 3-methylcyclohexene Chemical compound CC1CCCC=C1 UZPWKTCMUADILM-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
- NGQIEXXTOWATBQ-UHFFFAOYSA-N 3-methyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C3)CCC3C2C2(C)C=CC1C2 NGQIEXXTOWATBQ-UHFFFAOYSA-N 0.000 description 1
- HUSVRHCQCBQEDY-UHFFFAOYSA-N 3-propylbicyclo[2.2.1]hepta-2,5-diene Chemical compound C1C2C(CCC)=CC1C=C2 HUSVRHCQCBQEDY-UHFFFAOYSA-N 0.000 description 1
- WXOFQPMQHAHBKI-UHFFFAOYSA-N 4-ethylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C=CC1(CC)C2 WXOFQPMQHAHBKI-UHFFFAOYSA-N 0.000 description 1
- FWMRUAODTCVEQK-UHFFFAOYSA-N 4-methylcyclopentene Chemical compound CC1CC=CC1 FWMRUAODTCVEQK-UHFFFAOYSA-N 0.000 description 1
- YOIUGOIMAYHZFY-UHFFFAOYSA-N 5-(2-methylpropyl)bicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CC(C)C)CC1C=C2 YOIUGOIMAYHZFY-UHFFFAOYSA-N 0.000 description 1
- UDOJACSDSIHAAT-UHFFFAOYSA-N 5-benzylbicyclo[2.2.1]hept-2-ene Chemical compound C1C(C=C2)CC2C1CC1=CC=CC=C1 UDOJACSDSIHAAT-UHFFFAOYSA-N 0.000 description 1
- YSWATWCBYRBYBO-UHFFFAOYSA-N 5-butylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCC)CC1C=C2 YSWATWCBYRBYBO-UHFFFAOYSA-N 0.000 description 1
- QHJIJNGGGLNBNJ-UHFFFAOYSA-N 5-ethylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CC)CC1C=C2 QHJIJNGGGLNBNJ-UHFFFAOYSA-N 0.000 description 1
- PCBPVYHMZBWMAZ-UHFFFAOYSA-N 5-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C)CC1C=C2 PCBPVYHMZBWMAZ-UHFFFAOYSA-N 0.000 description 1
- QVRBGKYLLCLCHL-UHFFFAOYSA-N 5-methylcyclopenta-1,3-diene Chemical compound CC1C=CC=C1 QVRBGKYLLCLCHL-UHFFFAOYSA-N 0.000 description 1
- AVFRNNALLLVPGJ-UHFFFAOYSA-N 7-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C=CC1C2C AVFRNNALLLVPGJ-UHFFFAOYSA-N 0.000 description 1
- AGKXEJXQWQZXOC-UHFFFAOYSA-N 9,10-dimethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(C)C1C AGKXEJXQWQZXOC-UHFFFAOYSA-N 0.000 description 1
- SBKZHWOOOKUAAZ-UHFFFAOYSA-N 9,11,12-trimethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C3C)C=CC3C2C2CC(C)C1C2C SBKZHWOOOKUAAZ-UHFFFAOYSA-N 0.000 description 1
- DXVHLCDEFCSLJM-UHFFFAOYSA-N 9-butyl-10-ethylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(CCCC)C1=CC DXVHLCDEFCSLJM-UHFFFAOYSA-N 0.000 description 1
- GGHPIFATZJEPAA-UHFFFAOYSA-N 9-butyl-10-propan-2-ylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(CCCC)C1=C(C)C GGHPIFATZJEPAA-UHFFFAOYSA-N 0.000 description 1
- QEEOZIHQWWTLKG-UHFFFAOYSA-N 9-ethyl-1,6-dimethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C=C3)CC3(C)C1C1CC2(C)CC1CC QEEOZIHQWWTLKG-UHFFFAOYSA-N 0.000 description 1
- WWNWBBMZKNMEQC-UHFFFAOYSA-N 9-ethyl-10-methyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(C)C1CC WWNWBBMZKNMEQC-UHFFFAOYSA-N 0.000 description 1
- UNQMFIBYJHMKBM-UHFFFAOYSA-N 9-ethyl-10-propan-2-ylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(CC)C1=C(C)C UNQMFIBYJHMKBM-UHFFFAOYSA-N 0.000 description 1
- NPJRAQWTHVVDOY-UHFFFAOYSA-N 9-ethyl-10-propylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(CC)C1=CCC NPJRAQWTHVVDOY-UHFFFAOYSA-N 0.000 description 1
- LJVSMHWPYNNAJU-UHFFFAOYSA-N 9-ethyl-11,12-dimethyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C12C(C3C)C=CC3C2C2CC(CC)C1C2C LJVSMHWPYNNAJU-UHFFFAOYSA-N 0.000 description 1
- KHSZMMJXGLONRH-UHFFFAOYSA-N 9-ethylidene-10-methyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(C)C1=CC KHSZMMJXGLONRH-UHFFFAOYSA-N 0.000 description 1
- MWNBFVPFVBOJRY-UHFFFAOYSA-N 9-ethylidene-10-propan-2-yltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(=CC)C1C(C)C MWNBFVPFVBOJRY-UHFFFAOYSA-N 0.000 description 1
- BWVSHOGPVXAFOQ-UHFFFAOYSA-N 9-methyl-10-propan-2-ylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(C)C1=C(C)C BWVSHOGPVXAFOQ-UHFFFAOYSA-N 0.000 description 1
- VMKLIPFMETVUNZ-UHFFFAOYSA-N 9-methyl-10-propylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(C)C1=CCC VMKLIPFMETVUNZ-UHFFFAOYSA-N 0.000 description 1
- WUDVOZOKGKBHDT-UHFFFAOYSA-N 9-propan-2-yl-10-propan-2-ylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(C(C)C)C1=C(C)C WUDVOZOKGKBHDT-UHFFFAOYSA-N 0.000 description 1
- UYZBXJPZCKAGED-UHFFFAOYSA-N 9-propan-2-yl-10-propylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2C(=CCC)C1C(C)C UYZBXJPZCKAGED-UHFFFAOYSA-N 0.000 description 1
- SKBBLBWKAGPWHO-UHFFFAOYSA-N 9-propan-2-ylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1=C(C)C SKBBLBWKAGPWHO-UHFFFAOYSA-N 0.000 description 1
- IDJNMMSTKHBGCQ-UHFFFAOYSA-N 9-propylidenetetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1=CCC IDJNMMSTKHBGCQ-UHFFFAOYSA-N 0.000 description 1
- SOUUENBXSRFOMG-UHFFFAOYSA-N 9-propyltetracyclo[6.2.1.13,6.02,7]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1CCC SOUUENBXSRFOMG-UHFFFAOYSA-N 0.000 description 1
- 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 1
- UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 description 1
- JIQPBFCWXNLVKT-UHFFFAOYSA-N BrC12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound BrC12C3C4CCC(C3C(C=C1)C2)C4 JIQPBFCWXNLVKT-UHFFFAOYSA-N 0.000 description 1
- VYZAOCVZMPPJRW-UHFFFAOYSA-N C(C(C)C)C12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound C(C(C)C)C12C3C4CCC(C3C(C=C1)C2)C4 VYZAOCVZMPPJRW-UHFFFAOYSA-N 0.000 description 1
- NJNGPXRQMNQRLL-UHFFFAOYSA-N C(C)(C)=[Zr](C1C=CC=C1)C1C=CC=C1 Chemical compound C(C)(C)=[Zr](C1C=CC=C1)C1C=CC=C1 NJNGPXRQMNQRLL-UHFFFAOYSA-N 0.000 description 1
- WEGGQHSVGKCKKE-UHFFFAOYSA-N C(C)(C)=[Zr]C1C(=CC2=CC=CC=C12)C1C=CC=C1 Chemical compound C(C)(C)=[Zr]C1C(=CC2=CC=CC=C12)C1C=CC=C1 WEGGQHSVGKCKKE-UHFFFAOYSA-N 0.000 description 1
- JOEDYYBNHAPEFQ-UHFFFAOYSA-N C(C)C12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound C(C)C12C3C4CCC(C3C(C=C1)C2)C4 JOEDYYBNHAPEFQ-UHFFFAOYSA-N 0.000 description 1
- KYJRGMFXXIBUAX-UHFFFAOYSA-N C(CC)C12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound C(CC)C12C3C4CCC(C3C(C=C1)C2)C4 KYJRGMFXXIBUAX-UHFFFAOYSA-N 0.000 description 1
- RWHNCCOHIXJCQH-UHFFFAOYSA-N C(CCC)C12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound C(CCC)C12C3C4CCC(C3C(C=C1)C2)C4 RWHNCCOHIXJCQH-UHFFFAOYSA-N 0.000 description 1
- VXGZLTTYEPDVTK-UHFFFAOYSA-N C(CCCCC)C12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound C(CCCCC)C12C3C4CCC(C3C(C=C1)C2)C4 VXGZLTTYEPDVTK-UHFFFAOYSA-N 0.000 description 1
- YMHBSSCSVRCBGM-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)C12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound C(CCCCCCCCCCCCCCCCC)C12C3C4CCC(C3C(C=C1)C2)C4 YMHBSSCSVRCBGM-UHFFFAOYSA-N 0.000 description 1
- CTUXTRIUCHULEU-UHFFFAOYSA-N C1(CCCCC1)C12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound C1(CCCCC1)C12C3C4CCC(C3C(C=C1)C2)C4 CTUXTRIUCHULEU-UHFFFAOYSA-N 0.000 description 1
- NBKJXSOLTZBYNA-UHFFFAOYSA-N C12C(C=C3)CC3(C)C1C1CCC2(C)C1 Chemical compound C12C(C=C3)CC3(C)C1C1CCC2(C)C1 NBKJXSOLTZBYNA-UHFFFAOYSA-N 0.000 description 1
- CSBTWOSHLJJSTM-UHFFFAOYSA-N C1=CC(C)=CC1(CCCC)[Zr](C)(C)C1(CCCC)C=CC(C)=C1 Chemical compound C1=CC(C)=CC1(CCCC)[Zr](C)(C)C1(CCCC)C=CC(C)=C1 CSBTWOSHLJJSTM-UHFFFAOYSA-N 0.000 description 1
- XGZACFOBOJPUGA-UHFFFAOYSA-N C1C(C23)C=CC1C3C1CC2C(Cl)C1Cl Chemical compound C1C(C23)C=CC1C3C1CC2C(Cl)C1Cl XGZACFOBOJPUGA-UHFFFAOYSA-N 0.000 description 1
- UIXZZETWVVOLOM-UHFFFAOYSA-N C1C(C23)C=CC1C3C1CC2CC1Br Chemical compound C1C(C23)C=CC1C3C1CC2CC1Br UIXZZETWVVOLOM-UHFFFAOYSA-N 0.000 description 1
- YDPDXLQMBGNCFQ-UHFFFAOYSA-N C1C(C23)C=CC1C3C1CC2CC1C1CCCCC1 Chemical compound C1C(C23)C=CC1C3C1CC2CC1C1CCCCC1 YDPDXLQMBGNCFQ-UHFFFAOYSA-N 0.000 description 1
- GSMGEAREKDRTPT-UHFFFAOYSA-N C1C(C23)C=CC1C3C1CC2CC1CC(C)C Chemical compound C1C(C23)C=CC1C3C1CC2CC1CC(C)C GSMGEAREKDRTPT-UHFFFAOYSA-N 0.000 description 1
- AONOSLJICCQOFH-UHFFFAOYSA-N C1C(C23)C=CC1C3C1CC2CC1CCCCCC Chemical compound C1C(C23)C=CC1C3C1CC2CC1CCCCCC AONOSLJICCQOFH-UHFFFAOYSA-N 0.000 description 1
- ARPMWFXAAYHKLP-UHFFFAOYSA-N C1C(C23)C=CC1C3C1CC2CC1CCCCCCCCCCCCCCCCCC Chemical compound C1C(C23)C=CC1C3C1CC2CC1CCCCCCCCCCCCCCCCCC ARPMWFXAAYHKLP-UHFFFAOYSA-N 0.000 description 1
- SVUVSYOINDDSQU-UHFFFAOYSA-N C1C(C23)C=CC1C3C1CC2CC1F Chemical compound C1C(C23)C=CC1C3C1CC2CC1F SVUVSYOINDDSQU-UHFFFAOYSA-N 0.000 description 1
- DKLWPKDZGMYHPH-UHFFFAOYSA-N CC(C(C)=[Zr](C1C=CC=C1)C1C=CC=C1)C Chemical compound CC(C(C)=[Zr](C1C=CC=C1)C1C=CC=C1)C DKLWPKDZGMYHPH-UHFFFAOYSA-N 0.000 description 1
- MRRXKMSTIVLRDT-UHFFFAOYSA-N CC(C(C)=[Zr]C1C2=CC=CC=C2C=2C=CC=C(C1=2)C1C=CC=C1)C Chemical compound CC(C(C)=[Zr]C1C2=CC=CC=C2C=2C=CC=C(C1=2)C1C=CC=C1)C MRRXKMSTIVLRDT-UHFFFAOYSA-N 0.000 description 1
- AHMIFYTYVARNGF-UHFFFAOYSA-N CC([SiH](C)[Hf](C1C=CC2=CC=CC=C12)C1C=CC2=CC=CC=C12)C Chemical compound CC([SiH](C)[Hf](C1C=CC2=CC=CC=C12)C1C=CC2=CC=CC=C12)C AHMIFYTYVARNGF-UHFFFAOYSA-N 0.000 description 1
- RONCYLSRZZGUOL-UHFFFAOYSA-N CC([SiH](C)[Ti](N(C1(C(=C(C(=C1)C)C)C)C)CCCCCCCCCCCC)N(CCCCCCCCCCCC)C1(C(=C(C(=C1)C)C)C)C)C Chemical compound CC([SiH](C)[Ti](N(C1(C(=C(C(=C1)C)C)C)C)CCCCCCCCCCCC)N(CCCCCCCCCCCC)C1(C(=C(C(=C1)C)C)C)C)C RONCYLSRZZGUOL-UHFFFAOYSA-N 0.000 description 1
- ISUFLBYCRZXSBZ-UHFFFAOYSA-N CC12C3C4CCC(C3C(C=C1CC)C2)C4 Chemical compound CC12C3C4CCC(C3C(C=C1CC)C2)C4 ISUFLBYCRZXSBZ-UHFFFAOYSA-N 0.000 description 1
- DPAKEFJEZDANLG-UHFFFAOYSA-N CC=1C(=C(C=CC=1)C(=[Zr](C1C=CC=C1)C1C=CC=C1)C1=CC=CC=C1)C Chemical compound CC=1C(=C(C=CC=1)C(=[Zr](C1C=CC=C1)C1C=CC=C1)C1=CC=CC=C1)C DPAKEFJEZDANLG-UHFFFAOYSA-N 0.000 description 1
- SZJAPNOUAIPOPV-UHFFFAOYSA-N CC=CCC(C(C)C)C=1C2C=CC(C1)C2 Chemical compound CC=CCC(C(C)C)C=1C2C=CC(C1)C2 SZJAPNOUAIPOPV-UHFFFAOYSA-N 0.000 description 1
- PMWWIKSGQJZBJM-UHFFFAOYSA-N C[Zr](C1=C2C=CC=CC2=C2C=CC(C(=C12)C1C=CC=C1)=C(C1=CC=CC=C1)C)C Chemical compound C[Zr](C1=C2C=CC=CC2=C2C=CC(C(=C12)C1C=CC=C1)=C(C1=CC=CC=C1)C)C PMWWIKSGQJZBJM-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XSRSKPAWAFNXLG-UHFFFAOYSA-N ClC12C3C4CCC(C3C(C=C1)C2)C4 Chemical compound ClC12C3C4CCC(C3C(C=C1)C2)C4 XSRSKPAWAFNXLG-UHFFFAOYSA-N 0.000 description 1
- CSOQLJUFYQZGCU-UHFFFAOYSA-N ClC12C3C4CCC(C3C(C=C1Cl)C2)C4 Chemical compound ClC12C3C4CCC(C3C(C=C1Cl)C2)C4 CSOQLJUFYQZGCU-UHFFFAOYSA-N 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- HECLRDQVFMWTQS-UHFFFAOYSA-N Dicyclopentadiene Chemical compound C1C2C3CC=CC3C1C=C2 HECLRDQVFMWTQS-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000002879 Lewis base Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 229920000034 Plastomer Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Chemical class 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 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 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 239000011954 Ziegler–Natta catalyst Substances 0.000 description 1
- YJOLYFYTSAVBML-UHFFFAOYSA-N ac1l4f97 Chemical compound C1C(C23)C=CC1C3C1CC2CC1CC YJOLYFYTSAVBML-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 229910052768 actinide Inorganic materials 0.000 description 1
- 150000001255 actinides Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 239000013466 adhesive and sealant Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- 229920006127 amorphous resin Polymers 0.000 description 1
- UIERETOOQGIECD-ARJAWSKDSA-N angelic acid Chemical compound C\C=C(\C)C(O)=O UIERETOOQGIECD-ARJAWSKDSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000007630 basic procedure Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000012718 coordination polymerization Methods 0.000 description 1
- 150000004038 corrins Chemical class 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- CFBGXYDUODCMNS-UHFFFAOYSA-N cyclobutene Chemical compound C1CC=C1 CFBGXYDUODCMNS-UHFFFAOYSA-N 0.000 description 1
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 1
- HYPABJGVBDSCIT-UPHRSURJSA-N cyclododecene Chemical compound C1CCCCC\C=C/CCCC1 HYPABJGVBDSCIT-UPHRSURJSA-N 0.000 description 1
- ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 1
- PESYEWKSBIWTAK-UHFFFAOYSA-N cyclopenta-1,3-diene;titanium(2+) Chemical compound [Ti+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 PESYEWKSBIWTAK-UHFFFAOYSA-N 0.000 description 1
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical group C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 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
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910001504 inorganic chloride Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 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
- 230000000873 masking effect Effects 0.000 description 1
- NFWSQSCIDYBUOU-UHFFFAOYSA-N methylcyclopentadiene Chemical compound CC1=CC=CC1 NFWSQSCIDYBUOU-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000002848 norbornenes Chemical class 0.000 description 1
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical class [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- VGXOXHRUFVBLBN-UHFFFAOYSA-N pentacyclo[6.5.1.13,6.02,7.09,13]pentadec-4-ene Chemical group C1C2C3C(C=C4)CC4C3C1C1C2CCC1 VGXOXHRUFVBLBN-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XMGMFRIEKMMMSU-UHFFFAOYSA-N phenylmethylbenzene Chemical group C=1C=CC=CC=1[C]C1=CC=CC=C1 XMGMFRIEKMMMSU-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920000570 polyether Chemical class 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 239000012945 sealing adhesive Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 229920006132 styrene block copolymer Polymers 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 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 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000002348 vinylic group Chemical group 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- 238000010507 β-hydride elimination reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F232/00—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/625—Component covered by group C08F4/62 with a metal or compound covered by group C08F4/44, not provided for in a single group of groups C08F4/622 or C08F4/623
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56891095A | 1995-12-07 | 1995-12-07 | |
| PCT/US1996/019480 WO1997020872A1 (en) | 1995-12-07 | 1996-12-09 | Tackifiers and a process to obtain tackifiers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69624590D1 DE69624590D1 (de) | 2002-12-05 |
| DE69624590T2 true DE69624590T2 (de) | 2003-08-14 |
Family
ID=24273262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69624590T Expired - Fee Related DE69624590T2 (de) | 1995-12-07 | 1996-12-09 | Klebhilfsmittel und verfahren zur darstellung von klebhilfsmittel |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5874512A (enExample) |
| EP (1) | EP0871675B1 (enExample) |
| JP (1) | JP2000502130A (enExample) |
| KR (1) | KR100441335B1 (enExample) |
| CN (2) | CN1176960C (enExample) |
| DE (1) | DE69624590T2 (enExample) |
| WO (1) | WO1997020872A1 (enExample) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW412560B (en) * | 1996-09-04 | 2000-11-21 | Dow Chemical Co | Compositions and adhesives comprising a substantially random interpolymer of at least one vinylidene and at least one vinylidene aromatic monomer or hindered aliphatic vinylidene monomer, and coextruded or laminated multilayer film and tape |
| US6632541B2 (en) * | 1998-02-10 | 2003-10-14 | Sumitomo Chemical Company, Limited | Olefin-based copolymer composition |
| US6451946B1 (en) * | 1998-12-11 | 2002-09-17 | Sumitomo Chemical Company, Limited | Copolymer, process for the production thereof, and molded article thereof |
| JP4622011B2 (ja) * | 1999-08-04 | 2011-02-02 | 東亞合成株式会社 | カーペットへのポリオレフィン系樹脂製パッドの接着方法 |
| DE60035180T2 (de) | 1999-10-25 | 2007-09-27 | Idemitsu Kosan Co. Ltd. | Olefincopolymere, film und platte |
| ES2282158T3 (es) * | 1999-12-21 | 2007-10-16 | Exxonmobil Chemical Patents Inc. | Interpolimeros de alfa-olefina adhesivos. |
| US6605680B1 (en) * | 2000-04-07 | 2003-08-12 | Eastman Chemical Resins, Inc. | Low color, aromatic modified C5 hydrocarbon resins |
| US6590047B1 (en) * | 2000-07-28 | 2003-07-08 | Industrial Technology Research Institute | Modified copolymer of olefin and cycloolefin |
| US7015276B2 (en) * | 2000-10-02 | 2006-03-21 | Sekisui Chemical Co., Ltd. | Melt-moldable thermoplastic norbornene resin composition and molded article and optical film both comprising the same |
| EP1205497A3 (en) * | 2000-11-10 | 2002-06-12 | Maruzen Petrochemical Co., Ltd. | Method for producing an olefin type copolymer having a cyclic structure |
| US6429272B1 (en) * | 2001-09-20 | 2002-08-06 | Eastman Chemical Company | Hydrocarbon resins from aryl norbornene derivatives |
| US7223822B2 (en) | 2002-10-15 | 2007-05-29 | Exxonmobil Chemical Patents Inc. | Multiple catalyst and reactor system for olefin polymerization and polymers produced therefrom |
| US8618219B2 (en) | 2002-10-15 | 2013-12-31 | Exxonmobil Chemical Patents Inc. | Propylene copolymers for adhesive applications |
| US8653169B2 (en) | 2002-10-15 | 2014-02-18 | Exxonmobil Chemical Patents Inc. | Propylene copolymers for adhesive applications |
| EP1620479B1 (en) | 2002-10-15 | 2013-07-24 | ExxonMobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom |
| US7550528B2 (en) | 2002-10-15 | 2009-06-23 | Exxonmobil Chemical Patents Inc. | Functionalized olefin polymers |
| US7541402B2 (en) | 2002-10-15 | 2009-06-02 | Exxonmobil Chemical Patents Inc. | Blend functionalized polyolefin adhesive |
| US7700707B2 (en) | 2002-10-15 | 2010-04-20 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom |
| US7674847B2 (en) * | 2003-02-21 | 2010-03-09 | Promerus Llc | Vinyl addition polycyclic olefin polymers prepared with non-olefinic chain transfer agents and uses thereof |
| JP4587679B2 (ja) * | 2004-02-27 | 2010-11-24 | 丸善石油化学株式会社 | 芳香族含有環状オレフィン共重合体の製造方法 |
| FR2876141B1 (fr) * | 2004-10-06 | 2006-12-08 | Sandvik Tamrock Secoma Sas Soc | Dispositif de foration par rotopercussion |
| US20060263596A1 (en) * | 2005-05-06 | 2006-11-23 | Bamborough Derek W | Pressure sensitive adhesives (PSA) laminates |
| US20060251890A1 (en) * | 2005-05-06 | 2006-11-09 | Richard Lane | Pressure sensitive adhesive (PSA) laminates |
| JP5055270B2 (ja) * | 2006-04-25 | 2012-10-24 | 電気化学工業株式会社 | カバーフィルム |
| WO2011025587A1 (en) * | 2009-08-27 | 2011-03-03 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and method of making thereof |
| WO2017003056A1 (ko) * | 2015-06-30 | 2017-01-05 | 코오롱인더스트리 주식회사 | 석유수지, 석유수지의 제조방법 및 접착제 조성물 |
| US10749153B2 (en) * | 2016-01-08 | 2020-08-18 | Zeon Corporation | Sealant for electrochemical device in which non-aqueous electrolysis solution is used and sealant composition for electrochemical device |
| WO2018017180A1 (en) | 2016-07-21 | 2018-01-25 | Exxonmobil Chemical Patents Inc. | Rotomolded compositions, articles, and processes for making the same |
| KR102086056B1 (ko) * | 2016-09-23 | 2020-03-06 | 주식회사 엘지화학 | 폴리프로필렌계 수지 조성물 |
| CN110099565A (zh) * | 2016-12-29 | 2019-08-06 | 阿克苏诺贝尔化学品国际有限公司 | 具有聚合物流变改性剂的增稠有机液体组合物 |
| CN107384272A (zh) * | 2017-06-07 | 2017-11-24 | 吴秀兰 | 胶状组合物及其制造方法和钢化玻璃保护膜、电子设备 |
| CN107057619A (zh) * | 2017-06-07 | 2017-08-18 | 吴秀兰 | 玻璃保护膜、热塑性弹性体压敏胶及其与玻璃结合的方法 |
| WO2019188447A1 (ja) * | 2018-03-30 | 2019-10-03 | 三井化学株式会社 | 光学レンズ |
| SG11202009508RA (en) | 2018-04-03 | 2020-10-29 | Exxonmobil Chemical Patents Inc | Isobutylene-based polymers with olefinic side chain substituents and curable compositions containing the same |
| JP7105317B2 (ja) | 2018-04-03 | 2022-07-22 | エクソンモービル ケミカル パテンツ インコーポレイテッド | チオアセタート官能化イソブチレン系ポリマー及びそれを含有する硬化性組成物 |
| EP4004063A1 (en) * | 2019-07-26 | 2022-06-01 | ExxonMobil Chemical Patents Inc. | Hydrocarbon polymer modifiers having low aromaticity and uses thereof |
| CN114531880A (zh) * | 2019-07-26 | 2022-05-24 | 埃克森美孚化学专利公司 | 具有高芳香性的烃聚合物改性剂及其用途 |
| DE112020004613T5 (de) * | 2019-09-27 | 2022-06-09 | Idemitsu Kosan Co., Ltd. | Harz auf Olefinbasis und Heißschmelzkleber |
| CN112745433A (zh) * | 2019-10-30 | 2021-05-04 | 中国石油化工股份有限公司 | 一种制备高立构规整度聚丙烯的方法 |
| CN111777702B (zh) * | 2020-05-13 | 2022-07-01 | 拓烯科技(衢州)有限公司 | 一种改性环烯烃型无规共聚物及其制备方法 |
| KR102696358B1 (ko) * | 2022-04-19 | 2024-08-19 | 코오롱인더스트리 주식회사 | 핫멜트 접착제 조성물 및 이를 포함한 필름 |
| KR102878144B1 (ko) * | 2022-07-08 | 2025-10-29 | 코오롱인더스트리 주식회사 | 점착부여수지, 이를 포함하는 점착제 조성물 및 필름 |
| KR20240094805A (ko) * | 2022-12-16 | 2024-06-25 | 코오롱인더스트리 주식회사 | 점접착 부여 수지 및 이의 제조 방법 |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1071038A (en) * | 1963-09-21 | 1967-06-07 | Huels Chemische Werke Ag | Copolymers and vulcanisable mixtures |
| DE1470759A1 (de) * | 1963-09-21 | 1968-12-12 | Huels Chemische Werke Ag | Vulkanisierbare Mischung |
| US3467637A (en) * | 1965-06-01 | 1969-09-16 | Ppg Industries Inc | Low molecular weight olefin interpolymers prepared in the presence of bicyclo(2.2.1)hepta-2,5-diene |
| US3470145A (en) * | 1967-03-08 | 1969-09-30 | Geigy Chem Corp | Copolymers of alpha mono-olefins and terpenes |
| US3862068A (en) * | 1968-06-28 | 1975-01-21 | Flintkote Co | Pressure-sensitive hot-melt adhesives |
| JPS5231899B2 (enExample) * | 1972-01-24 | 1977-08-18 | ||
| US3966690A (en) * | 1973-05-04 | 1976-06-29 | The Dow Chemical Company | Modified hydrocarbon resins |
| US4022723A (en) * | 1975-04-14 | 1977-05-10 | Velsicol Chemical Corporation | Pressure-sensitive adhesive compositions |
| US4288567A (en) * | 1979-08-27 | 1981-09-08 | The Goodyear Tire & Rubber Company | Adhesive composition and method of preparation |
| US4286077A (en) * | 1980-04-21 | 1981-08-25 | Shell Oil Company | Weather resistant adhesive composition |
| GB8423919D0 (en) * | 1984-09-21 | 1984-10-31 | Exxon Research Engineering Co | Petroleum resins |
| US5191052A (en) * | 1985-06-21 | 1993-03-02 | Exxon Chemical Patents Inc. | Copolymers of ethylene and 1,3-butadiene |
| US5241025A (en) * | 1987-01-30 | 1993-08-31 | Exxon Chemical Patents Inc. | Catalyst system of enhanced productivity |
| US5003019A (en) * | 1987-03-02 | 1991-03-26 | Mitsui Petrochemical Industries, Ltd. | Cyclo-olefinic random copolymer, olefinic random copolymer, and process for producing cyclo-olefinic random copolymers |
| JPH0625212B2 (ja) * | 1987-03-19 | 1994-04-06 | 日本ゼオン株式会社 | 水素化炭化水素樹脂の製造方法 |
| JPH0751609B2 (ja) * | 1988-01-20 | 1995-06-05 | 日本石油株式会社 | ランダム共重合体及びその製造法 |
| US5077386A (en) * | 1988-05-09 | 1991-12-31 | Exxon Chemical Patents Inc. | Petroleum resins of improved color and process for making the same |
| DE3922546A1 (de) * | 1989-07-08 | 1991-01-17 | Hoechst Ag | Verfahren zur herstellung von cycloolefinpolymeren |
| JPH03223381A (ja) * | 1990-01-30 | 1991-10-02 | Mitsui Petrochem Ind Ltd | ホットメルト型粘着剤組成物 |
| US5171793A (en) * | 1990-02-22 | 1992-12-15 | Exxon Chemical Patents Inc. | Hydrogenated resins, adhesive formulations and process for production of resins |
| GB9011346D0 (en) * | 1990-05-21 | 1990-07-11 | Ici Plc | Amorphous polyolefins |
| DE69129405T3 (de) * | 1990-10-05 | 2001-10-04 | Idemitsu Kosan Co. Ltd., Tokio/Tokyo | Verfahren zur herstellung von cycloolefinpolymeren und cycloolefincopolymeren |
| CA2061003C (en) * | 1991-02-12 | 1999-02-09 | Mitsui Chemicals, Inc. | Process for isomerizing endo-form of aromatic group-containing norbornenes to exo-form thereof, isomer mixture of aromatic group-containing norbornenes and process for preparing same, and ethylene/aromatic group-contain ng norbornene copolymer and process for preparing same |
| ES2127199T3 (es) * | 1991-02-27 | 1999-04-16 | Ticona Gmbh | Proceso para la preparacion de (co)polimeros de cicloolefinas con distribucion estrecha de pesos moleculares. |
| EP0503422B1 (de) * | 1991-03-09 | 1998-06-03 | TARGOR GmbH | Verfahren zur Herstellung chemisch einheitlicher Cycloolefincopolymere |
| US5194500A (en) * | 1992-02-28 | 1993-03-16 | Shell Oil Company | Styrene-isoprene three-armed high load bearing capacity block copolymer composition for adhesives |
| US5434115A (en) * | 1992-05-22 | 1995-07-18 | Tosoh Corporation | Process for producing olefin polymer |
| DE69325716T2 (de) * | 1992-10-05 | 2000-04-27 | Exxon Chemical Patents, Inc. | Polymerisationsverfahren mittels eines katalysatorsystems mit gesteigertem leistungsvermögen |
| JP3433431B2 (ja) * | 1992-10-28 | 2003-08-04 | 出光興産株式会社 | エチレン系共重合体及びその製造方法 |
| WO1994010216A1 (fr) * | 1992-10-28 | 1994-05-11 | Idemitsu Kosan Co., Ltd. | Copolymeres d'olefines et procede pour leur production |
| DE59402624D1 (de) * | 1993-02-12 | 1997-06-12 | Hoechst Ag | Verfahren zur Herstellung von Cycloolefincopolymeren |
| JP3307704B2 (ja) * | 1993-02-19 | 2002-07-24 | 三菱化学株式会社 | α‐オレフィン重合体の製造法 |
| JP3293927B2 (ja) * | 1993-02-19 | 2002-06-17 | 三菱化学株式会社 | α‐オレフィン重合用触媒成分およびそれを用いたα‐オレフィン重合体の製造法 |
| US5552489A (en) * | 1994-07-22 | 1996-09-03 | Exxon Chemical Patents Inc. | Tackifiers and a process to obtain tackifiers |
-
1996
- 1996-12-09 CN CNB01137697XA patent/CN1176960C/zh not_active Expired - Fee Related
- 1996-12-09 JP JP9521468A patent/JP2000502130A/ja active Pending
- 1996-12-09 WO PCT/US1996/019480 patent/WO1997020872A1/en not_active Ceased
- 1996-12-09 DE DE69624590T patent/DE69624590T2/de not_active Expired - Fee Related
- 1996-12-09 KR KR10-1998-0704239A patent/KR100441335B1/ko not_active Expired - Fee Related
- 1996-12-09 CN CN96198821A patent/CN1109054C/zh not_active Expired - Fee Related
- 1996-12-09 EP EP96943636A patent/EP0871675B1/en not_active Expired - Lifetime
-
1997
- 1997-09-18 US US08/932,511 patent/US5874512A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0871675B1 (en) | 2002-10-30 |
| CN1176960C (zh) | 2004-11-24 |
| EP0871675A1 (en) | 1998-10-21 |
| CN1427015A (zh) | 2003-07-02 |
| KR100441335B1 (ko) | 2004-10-25 |
| CN1109054C (zh) | 2003-05-21 |
| KR19990071951A (ko) | 1999-09-27 |
| JP2000502130A (ja) | 2000-02-22 |
| DE69624590D1 (de) | 2002-12-05 |
| US5874512A (en) | 1999-02-23 |
| WO1997020872A1 (en) | 1997-06-12 |
| CN1203605A (zh) | 1998-12-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69624590T2 (de) | Klebhilfsmittel und verfahren zur darstellung von klebhilfsmittel | |
| JP3589302B2 (ja) | 粘着付与剤及び粘着付与剤を得る方法 | |
| DE69813958T2 (de) | Ungesättigte Copolymere, Verfahren zu deren Herstellung und Mischungen, die diese enthalten | |
| DE60012232T2 (de) | Verfahren zur herstellung von vernetzten mischungen amorpher und kristalliner polymere | |
| DE69825316T2 (de) | Vinylgruppen enthaltende stereospezifische polypropylenmakromere | |
| DE69706837T2 (de) | Klebstoffe auf der basis von polyolefinen | |
| DE69220675T2 (de) | ETHYLEN/HöHERE ALPHA-OLEFINCOPOLYMERE | |
| US9051404B2 (en) | Propylene copolymers for adhesive applications | |
| DE69836415T3 (de) | Herstellung von vinyl enthaltenden polymeren | |
| KR101156777B1 (ko) | 올레핀 중합용 다중 촉매 및 반응기 시스템, 및 이로부터제조되는 중합체 | |
| US6797774B2 (en) | Polyolefin resin for hot-melt adhesive | |
| JP5395857B2 (ja) | ホットメルト接着剤での使用に好適なインターポリマーおよびこれらの製造方法 | |
| DE69117534T3 (de) | Heissschmelzklebezusammensetzung | |
| US6992131B2 (en) | Adhesives | |
| DE69716095T2 (de) | Zusammensetzungen, die im wesentlichen ein random-copolymer aus mindestens einem alpha-olefin und mindestens einem vinylidenaromatischen monomer oder einem gehinderten vinylidenaliphatischen monomer enthalten | |
| DE69016138T2 (de) | Strahlungshärtbarer, druckempfindlicher Kleber aus Polyolefin. | |
| DE69123599T2 (de) | Druckempfindliches klebemittel auf der basis von äthylenisch ungesättiges alpha-olefinpolymer vernetzt mit hydrosilan | |
| DE69503778T2 (de) | Verfahren zur herstellung eines elastomeren aus ethylen, alfa-olefin und gegebenfalls dien | |
| US20090105407A1 (en) | Polypropylene-Based Adhesive Compositions | |
| DE102008005947A1 (de) | Polyolefine mit Ataktischen Strukturelementen, Verfahren zu deren Herstellung und deren Verwendung | |
| US6339112B1 (en) | Radiation curable compositions comprising metallocene polyolefins | |
| DE69816989T2 (de) | Auf c5-verbindungen basierende, mit aromaten modifizierte harze | |
| DE69105606T2 (de) | Leicht gefärbte, aromatisch modifizierte Piperylen-Harze. | |
| DE60121585T2 (de) | Verfahren zur versprühung eines schmelzklebers | |
| DE69318951T2 (de) | Heissschmelzklebezusammensetzung |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |