JPWO2020048930A5 - - Google Patents
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- JPWO2020048930A5 JPWO2020048930A5 JP2021511636A JP2021511636A JPWO2020048930A5 JP WO2020048930 A5 JPWO2020048930 A5 JP WO2020048930A5 JP 2021511636 A JP2021511636 A JP 2021511636A JP 2021511636 A JP2021511636 A JP 2021511636A JP WO2020048930 A5 JPWO2020048930 A5 JP WO2020048930A5
- Authority
- JP
- Japan
- Prior art keywords
- atoms
- group
- atom
- sulfur
- oxygen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 150000001993 dienes Chemical class 0.000 claims description 118
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 86
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 86
- 125000004434 sulfur atom Chemical group 0.000 claims description 86
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 73
- 125000005842 heteroatom Chemical group 0.000 claims description 68
- 150000001875 compounds Chemical class 0.000 claims description 63
- 229910052717 sulfur Inorganic materials 0.000 claims description 58
- 239000000178 monomer Substances 0.000 claims description 52
- 229910052710 silicon Inorganic materials 0.000 claims description 45
- 229920001577 copolymer Polymers 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 38
- 229910052757 nitrogen Inorganic materials 0.000 claims description 35
- 229920001971 elastomer Polymers 0.000 claims description 32
- 125000001190 organyl group Chemical group 0.000 claims description 30
- 239000010703 silicon Substances 0.000 claims description 30
- -1 alkali metal salt Chemical class 0.000 claims description 29
- 239000005060 rubber Substances 0.000 claims description 29
- 125000005568 organylene group Chemical group 0.000 claims description 28
- 229920001198 elastomeric copolymer Polymers 0.000 claims description 26
- 229920002554 vinyl polymer Polymers 0.000 claims description 26
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 24
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 24
- 229910052760 oxygen Inorganic materials 0.000 claims description 24
- 239000001301 oxygen Substances 0.000 claims description 24
- 239000011593 sulfur Substances 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- 150000001721 carbon Chemical group 0.000 claims description 18
- 229910052799 carbon Inorganic materials 0.000 claims description 18
- 125000000623 heterocyclic group Chemical group 0.000 claims description 17
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 16
- 239000007822 coupling agent Substances 0.000 claims description 16
- 229910052801 chlorine Inorganic materials 0.000 claims description 15
- 229910052779 Neodymium Inorganic materials 0.000 claims description 14
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 14
- UAHWPYUMFXYFJY-UHFFFAOYSA-N myrcene group Chemical group CC(=CCCC(C=C)=C)C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 claims description 13
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 12
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 10
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 10
- 229910052783 alkali metal Inorganic materials 0.000 claims description 9
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 9
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 claims description 8
- RCJMVGJKROQDCB-UHFFFAOYSA-N 2-methylpenta-1,3-diene Chemical compound CC=CC(C)=C RCJMVGJKROQDCB-UHFFFAOYSA-N 0.000 claims description 8
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 8
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 claims description 8
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 8
- 229910052740 iodine Inorganic materials 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- 238000007334 copolymerization reaction Methods 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 239000003999 initiator Substances 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- 150000003505 terpenes Chemical class 0.000 claims description 6
- 235000007586 terpenes Nutrition 0.000 claims description 6
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 claims description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 229910052744 lithium Inorganic materials 0.000 claims description 5
- 229910052700 potassium Inorganic materials 0.000 claims description 5
- 239000011591 potassium Substances 0.000 claims description 5
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 4
- CORMBJOFDGICKF-UHFFFAOYSA-N 1,3,5-trimethoxy 2-vinyl benzene Natural products COC1=CC(OC)=C(C=C)C(OC)=C1 CORMBJOFDGICKF-UHFFFAOYSA-N 0.000 claims description 4
- WJNKJKGZKFOLOJ-UHFFFAOYSA-N 1-dodecyl-4-ethenylbenzene Chemical compound CCCCCCCCCCCCC1=CC=C(C=C)C=C1 WJNKJKGZKFOLOJ-UHFFFAOYSA-N 0.000 claims description 4
- YHOMZMOAUNOPCN-UHFFFAOYSA-N 1-ethenyl-2,3,4,5-tetraethylbenzene Chemical compound CCC1=CC(C=C)=C(CC)C(CC)=C1CC YHOMZMOAUNOPCN-UHFFFAOYSA-N 0.000 claims description 4
- HVOKBODBWQEEGI-UHFFFAOYSA-N 1-ethenyl-3,5-diethylbenzene Chemical compound CCC1=CC(CC)=CC(C=C)=C1 HVOKBODBWQEEGI-UHFFFAOYSA-N 0.000 claims description 4
- XSHXURIGVYRXAD-UHFFFAOYSA-N 1-ethenyl-3,5-diphenylbenzene Chemical compound C=1C(C=C)=CC(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 XSHXURIGVYRXAD-UHFFFAOYSA-N 0.000 claims description 4
- LFZRKMOWVSTEMD-UHFFFAOYSA-N 1-ethenyl-3-ethylnaphthalene Chemical compound C1=CC=CC2=CC(CC)=CC(C=C)=C21 LFZRKMOWVSTEMD-UHFFFAOYSA-N 0.000 claims description 4
- XTUJFEHBYGQMFD-UHFFFAOYSA-N 1-ethenyl-3-hexyl-5-methylbenzene Chemical compound CCCCCCC1=CC(C)=CC(C=C)=C1 XTUJFEHBYGQMFD-UHFFFAOYSA-N 0.000 claims description 4
- VVTGQMLRTKFKAM-UHFFFAOYSA-N 1-ethenyl-4-propylbenzene Chemical compound CCCC1=CC=C(C=C)C=C1 VVTGQMLRTKFKAM-UHFFFAOYSA-N 0.000 claims description 4
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 claims description 4
- PDELBHCVXBSVPJ-UHFFFAOYSA-N 2-ethenyl-1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=C(C=C)C(C)=C1 PDELBHCVXBSVPJ-UHFFFAOYSA-N 0.000 claims description 4
- OCTVDLUSQOJZEK-UHFFFAOYSA-N 4,5-diethylocta-1,3-diene Chemical compound CCCC(CC)C(CC)=CC=C OCTVDLUSQOJZEK-UHFFFAOYSA-N 0.000 claims description 4
- DXFURPHVJQITAC-UHFFFAOYSA-N 4-benzyl-1-ethenyl-2-ethylbenzene Chemical compound C1=C(C=C)C(CC)=CC(CC=2C=CC=CC=2)=C1 DXFURPHVJQITAC-UHFFFAOYSA-N 0.000 claims description 4
- GYLGGODPGFTNRX-UHFFFAOYSA-N 6-cyclohexyl-1-ethenylnaphthalene Chemical compound C=1C=C2C(C=C)=CC=CC2=CC=1C1CCCCC1 GYLGGODPGFTNRX-UHFFFAOYSA-N 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- IMJGQTCMUZMLRZ-UHFFFAOYSA-N buta-1,3-dien-2-ylbenzene Chemical compound C=CC(=C)C1=CC=CC=C1 IMJGQTCMUZMLRZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 125000000743 hydrocarbylene group Chemical group 0.000 claims description 4
- 229910001510 metal chloride Inorganic materials 0.000 claims description 4
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims description 4
- HDBWAWNLGGMZRQ-UHFFFAOYSA-N p-Vinylbiphenyl Chemical compound C1=CC(C=C)=CC=C1C1=CC=CC=C1 HDBWAWNLGGMZRQ-UHFFFAOYSA-N 0.000 claims description 4
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 4
- 229910052719 titanium Inorganic materials 0.000 claims description 4
- ZUJBNWMWGTYWMW-UHFFFAOYSA-N 1-ethenyl-6-propan-2-ylnaphthalene Chemical compound C=CC1=CC=CC2=CC(C(C)C)=CC=C21 ZUJBNWMWGTYWMW-UHFFFAOYSA-N 0.000 claims description 3
- ABERXULXRGIGTD-UHFFFAOYSA-N 2-dodecyl-7-ethenylnaphthalene Chemical compound C1=CC(C=C)=CC2=CC(CCCCCCCCCCCC)=CC=C21 ABERXULXRGIGTD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000129 anionic group Chemical group 0.000 claims description 3
- 239000006229 carbon black Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000000377 silicon dioxide Substances 0.000 claims description 3
- PCCCQOGUVCNYOI-FNORWQNLSA-N (3e)-2,3-dimethylpenta-1,3-diene Chemical compound C\C=C(/C)C(C)=C PCCCQOGUVCNYOI-FNORWQNLSA-N 0.000 claims description 2
- LUKZREJJLWEWQM-YRNVUSSQSA-N (E)-4,8-dimethyl-1,3,7-nonatriene Chemical compound CC(C)=CCC\C(C)=C\C=C LUKZREJJLWEWQM-YRNVUSSQSA-N 0.000 claims description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims description 2
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical group C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 claims description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims description 2
- 244000043261 Hevea brasiliensis Species 0.000 claims description 2
- 239000005062 Polybutadiene Substances 0.000 claims description 2
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 2
- VMLVLKLHQLWCOB-UHFFFAOYSA-H [Nd+3].[Nd+3].[O-]P([O-])=O.[O-]P([O-])=O.[O-]P([O-])=O Chemical class [Nd+3].[Nd+3].[O-]P([O-])=O.[O-]P([O-])=O.[O-]P([O-])=O VMLVLKLHQLWCOB-UHFFFAOYSA-H 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 150000001805 chlorine compounds Chemical class 0.000 claims description 2
- 229940125904 compound 1 Drugs 0.000 claims description 2
- 238000012718 coordination polymerization Methods 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- VQKBYKIKHWSKDL-UHFFFAOYSA-N difluoro-bis(trifluorosilyl)silane Chemical compound F[Si](F)(F)[Si](F)(F)[Si](F)(F)F VQKBYKIKHWSKDL-UHFFFAOYSA-N 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 229920005555 halobutyl Polymers 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
- 125000002312 hydrocarbylidene group Chemical group 0.000 claims description 2
- 230000000977 initiatory effect Effects 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 229920003049 isoprene rubber Polymers 0.000 claims description 2
- 229920005684 linear copolymer Polymers 0.000 claims description 2
- 150000002786 myrcene derivatives Chemical class 0.000 claims description 2
- 229920003052 natural elastomer Polymers 0.000 claims description 2
- 229920001194 natural rubber Polymers 0.000 claims description 2
- DZNFWGVDYGAMJB-UHFFFAOYSA-K neodymium(3+);phosphate Chemical class [Nd+3].[O-]P([O-])([O-])=O DZNFWGVDYGAMJB-UHFFFAOYSA-K 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 150000007823 ocimene derivatives Chemical class 0.000 claims description 2
- 229920001084 poly(chloroprene) Polymers 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- AIFMYMZGQVTROK-UHFFFAOYSA-N silicon tetrabromide Chemical compound Br[Si](Br)(Br)Br AIFMYMZGQVTROK-UHFFFAOYSA-N 0.000 claims description 2
- 239000005049 silicon tetrachloride Substances 0.000 claims description 2
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 claims description 2
- JHGCXUUFRJCMON-UHFFFAOYSA-J silicon(4+);tetraiodide Chemical compound [Si+4].[I-].[I-].[I-].[I-] JHGCXUUFRJCMON-UHFFFAOYSA-J 0.000 claims description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical group Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 2
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 claims description 2
- ASWZNPOTXAXUPB-UHFFFAOYSA-N tribromo(tribromosilyl)silane Chemical compound Br[Si](Br)(Br)[Si](Br)(Br)Br ASWZNPOTXAXUPB-UHFFFAOYSA-N 0.000 claims description 2
- LXEXBJXDGVGRAR-UHFFFAOYSA-N trichloro(trichlorosilyl)silane Chemical compound Cl[Si](Cl)(Cl)[Si](Cl)(Cl)Cl LXEXBJXDGVGRAR-UHFFFAOYSA-N 0.000 claims description 2
- QHAHOIWVGZZELU-UHFFFAOYSA-N trichloro(trichlorosilyloxy)silane Chemical compound Cl[Si](Cl)(Cl)O[Si](Cl)(Cl)Cl QHAHOIWVGZZELU-UHFFFAOYSA-N 0.000 claims description 2
- PZKOFHKJGUNVTM-UHFFFAOYSA-N trichloro-[dichloro(trichlorosilyl)silyl]silane Chemical compound Cl[Si](Cl)(Cl)[Si](Cl)(Cl)[Si](Cl)(Cl)Cl PZKOFHKJGUNVTM-UHFFFAOYSA-N 0.000 claims description 2
- SDNBGJALFMSQER-UHFFFAOYSA-N trifluoro(trifluorosilyl)silane Chemical compound F[Si](F)(F)[Si](F)(F)F SDNBGJALFMSQER-UHFFFAOYSA-N 0.000 claims description 2
- CIEKVFFSPFYSHN-UHFFFAOYSA-N triiodo(triiodosilyl)silane Chemical compound I[Si](I)(I)[Si](I)(I)I CIEKVFFSPFYSHN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 2
- 229910052720 vanadium Inorganic materials 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- 239000011630 iodine Substances 0.000 claims 2
- STNZICWJVFJVOQ-UHFFFAOYSA-N 1-ethenyl-2-propan-2-ylnaphthalene Chemical compound C1=CC=CC2=C(C=C)C(C(C)C)=CC=C21 STNZICWJVFJVOQ-UHFFFAOYSA-N 0.000 claims 1
- 150000002736 metal compounds Chemical class 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 239000003426 co-catalyst Substances 0.000 description 4
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- PRTJSZPCEHPORP-UHFFFAOYSA-N 2-methylhexa-2,4-diene Chemical compound CC=CC=C(C)C PRTJSZPCEHPORP-UHFFFAOYSA-N 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- STFOUDRFQARDPD-UHFFFAOYSA-N bromo(disilanyl)silane Chemical compound Br[SiH2][SiH2][SiH3] STFOUDRFQARDPD-UHFFFAOYSA-N 0.000 description 1
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2024130039A JP7812890B2 (ja) | 2018-09-03 | 2024-08-06 | アミノシリル官能化共役ジエン、その調製、およびゴムの製造におけるその使用方法 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP18461604 | 2018-09-03 | ||
| EP18461604.3 | 2018-09-03 | ||
| PCT/EP2019/073369 WO2020048930A1 (en) | 2018-09-03 | 2019-09-02 | Aminosilyl-functionalized conjugated dienes, their preparation and their use in the production of rubbers |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2024130039A Division JP7812890B2 (ja) | 2018-09-03 | 2024-08-06 | アミノシリル官能化共役ジエン、その調製、およびゴムの製造におけるその使用方法 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2021535172A JP2021535172A (ja) | 2021-12-16 |
| JPWO2020048930A5 true JPWO2020048930A5 (https=) | 2022-07-28 |
| JP2021535172A5 JP2021535172A5 (https=) | 2022-07-28 |
| JP7574179B2 JP7574179B2 (ja) | 2024-10-28 |
Family
ID=63678590
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021511636A Active JP7574179B2 (ja) | 2018-09-03 | 2019-09-02 | アミノシリル官能化共役ジエン、その調製、およびゴムの製造におけるその使用方法 |
| JP2024130039A Active JP7812890B2 (ja) | 2018-09-03 | 2024-08-06 | アミノシリル官能化共役ジエン、その調製、およびゴムの製造におけるその使用方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2024130039A Active JP7812890B2 (ja) | 2018-09-03 | 2024-08-06 | アミノシリル官能化共役ジエン、その調製、およびゴムの製造におけるその使用方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US11993620B2 (https=) |
| EP (1) | EP3847042B1 (https=) |
| JP (2) | JP7574179B2 (https=) |
| KR (1) | KR20210057057A (https=) |
| CN (1) | CN112955332B (https=) |
| EA (1) | EA202190668A1 (https=) |
| PL (1) | PL3847042T3 (https=) |
| WO (1) | WO2020048930A1 (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20220164705A (ko) * | 2020-04-07 | 2022-12-13 | 제트에스 엘라스토머 가부시키가이샤 | 공액 디엔계 중합체, 공액 디엔계 중합체 조성물, 고무 가교물, 및 타이어 |
| CN115246899B (zh) * | 2021-04-27 | 2023-10-10 | 中国石油化工股份有限公司 | 一种立构嵌段聚丁二烯及其制备方法 |
| CN115246913B (zh) * | 2021-04-27 | 2023-10-10 | 中国石油化工股份有限公司 | 一种立构嵌段聚异戊二烯及其制备方法 |
| JP2024531349A (ja) * | 2021-08-17 | 2024-08-29 | アランセオ・ドイチュランド・ゲーエムベーハー | 官能化ポリマー |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0767206B1 (fr) * | 1995-10-04 | 2002-07-10 | Compagnie Generale Des Etablissements Michelin-Michelin & Cie | Composition de caoutchouc à base d'un polymère diénique comprenant un dérivé organosilane, utilisable pour la fabrication de bandes de roulement de pneumatiques |
| WO2002002576A1 (en) * | 2000-06-30 | 2002-01-10 | Exxonmobil Chemical Patents Inc. | Bridged bis (indenyl) metallocene compounds |
| WO2003014248A2 (en) * | 2001-08-07 | 2003-02-20 | National Starch And Chemical Investment Holding Corporation | Adhesion promoting resins with cross-linking properties |
| BRPI0604797A (pt) * | 2005-11-30 | 2007-10-09 | Goodyear Tire & Rubber | polìmeros de borracha funcionalizados |
| TW201022301A (en) * | 2008-08-27 | 2010-06-16 | Sumitomo Chemical Co | Conjugated diene polymer, conjugated diene polymer composition, and method for producing conjugated diene polymer |
| CN102549020B (zh) * | 2009-09-09 | 2013-12-11 | 株式会社普利司通 | 改性剂、使用该改性剂的改性共轭二烯类聚合物的制造方法以及该改性共轭二烯类聚合物 |
| TWI491619B (zh) * | 2009-10-21 | 2015-07-11 | Jsr Corp | A method for producing a conjugated diene rubber, a modified conjugated diene rubber, and a rubber composition |
| WO2011082277A1 (en) * | 2009-12-31 | 2011-07-07 | Bridgestone Corporation | Aminosilane initiators and functionalized polymers prepared therefrom |
| BR112013016433B1 (pt) * | 2010-12-30 | 2021-02-23 | Bridgestone Corporation | processo para produzir polímeros funcionalizados com aminosilano, polímero telequélico produzido a partir deste processo e composição de borracha para uso em pneus |
| JP5956556B2 (ja) * | 2011-03-29 | 2016-07-27 | 株式会社ブリヂストン | シリル化アミノ基を含有するカルボン酸またはチオカルボン酸エステルで官能化されたポリマー |
| CN103502345B (zh) * | 2011-04-28 | 2016-01-20 | 住友橡胶工业株式会社 | 橡胶组合物及充气轮胎 |
| JP2012240924A (ja) * | 2011-05-16 | 2012-12-10 | Shin-Etsu Chemical Co Ltd | 有機ケイ素化合物及びその製造方法、ゴム用配合剤、ゴム組成物並びにタイヤ |
| JP6173923B2 (ja) | 2012-02-01 | 2017-08-02 | 住友ゴム工業株式会社 | 分枝共役ジエン共重合体、ゴム組成物および空気入りタイヤ |
| WO2013115011A1 (ja) | 2012-02-02 | 2013-08-08 | 住友ゴム工業株式会社 | 分枝共役ジエン共重合体、ゴム組成物および空気入りタイヤ |
| WO2013183743A1 (ja) | 2012-06-08 | 2013-12-12 | 住友ゴム工業株式会社 | トレッド用ゴム組成物及び空気入りタイヤ |
| PL2895515T3 (pl) * | 2012-09-14 | 2017-12-29 | Trinseo Europe Gmbh | Polimery modyfikowane przy użyciu aminosilanu |
| JP6181529B2 (ja) | 2013-11-25 | 2017-08-16 | 住友ゴム工業株式会社 | 空気入りタイヤ |
| US9938305B2 (en) * | 2014-07-14 | 2018-04-10 | Trinseo Europe Gmbh | Aminosilyl-substituted diarylethene compounds for anionic polymerisation |
| JP6562603B2 (ja) * | 2014-08-11 | 2019-08-21 | 株式会社クラレ | 変性ファルネセン重合体を含むゴム組成物及びタイヤ、並びに変性ファルネセン重合体の製造方法 |
| KR101705947B1 (ko) * | 2014-11-12 | 2017-02-10 | 한화토탈 주식회사 | 실릴음이온 개시제를 이용한 변성공액디엔계 중합체의 중합 |
| KR101776391B1 (ko) * | 2014-12-01 | 2017-09-07 | 주식회사 엘지화학 | 아민기를 포함하는 음이온 말단을 갖는 음이온 중합 개시제, 이를 이용한 변성 공역디엔계 공중합체의 제조방법, 및 이에 따라 제조한 변성 공역디엔계 공중합체를 포함하는 고무 조성물 |
| JP2016117880A (ja) * | 2014-12-17 | 2016-06-30 | 東洋ゴム工業株式会社 | 共重合体、ゴム組成物及び空気入りタイヤ |
| EP3059256B1 (en) * | 2015-02-18 | 2017-11-15 | Trinseo Europe GmbH | A functionalized polymer blend for a tire |
| BR112017016522A2 (pt) * | 2015-02-19 | 2018-04-10 | Asahi Kasei Kabushiki Kaisha | polímero com base em dieno conjugado modificado, método de fabricação do mesmo, e composição de polímero com base em dieno conjugado modificado |
| BR112017021159A2 (pt) | 2015-04-10 | 2018-07-03 | Synthos Sa | copolímeros elastoméricos com base em estireno [bis(tri-hidrocarbilsilil)aminossilil]-funcionalizado e seu uso na preparação de borrachas |
| DK3280744T3 (en) | 2015-04-10 | 2018-10-29 | Synthos Sa | [Bis (trihydrocarbylsilyl) aminosilyl] functionalized styrene and process for its preparation. |
| US10961327B2 (en) * | 2015-09-14 | 2021-03-30 | Jsr Corporation | Method for producing hydrogenated conjugated diene-based polymer, hydrogenated conjugated diene-based polymer, polymer composition, cross-linked polymer, and tire |
| HUE039540T2 (hu) * | 2015-10-21 | 2019-01-28 | Trinseo Europe Gmbh | Elasztomer polimerek funkcionalizálása során történõ alkalmazásra szolgáló aminoszilán-funkcionalizált diének |
| HUE042696T2 (hu) * | 2016-06-17 | 2019-07-29 | Trinseo Europe Gmbh | A gumi tárolási stabilitásának szilán-mediált fokozása |
| KR102150526B1 (ko) * | 2016-06-17 | 2020-09-01 | 주식회사 엘지화학 | 변성 공액디엔계 중합체의 제조방법 및 이를 이용하여 제조된 변성 공액디엔계 중합체 |
| SG11201811355XA (en) * | 2016-06-24 | 2019-01-30 | Jsr Corp | Method for producing modified conjugated diene-based polymer, modified conjugated diene-based polymer, polymer composition, crosslinked body, tire and compound |
| KR101997596B1 (ko) * | 2016-07-04 | 2019-07-08 | 주식회사 엘지화학 | 변성제, 변성 공액디엔계 중합체 및 이를 포함하는 고무 조성물 |
| BR112018016214A2 (pt) * | 2016-10-06 | 2018-12-18 | Synthos S.A. | copolímeros elastoméricos baseados em [bis(tri-hidrocarbilsilil)aminosilil]-estireno funcionalizado e seu uso na preparação de borrachas |
| KR102123080B1 (ko) * | 2016-10-07 | 2020-06-15 | 주식회사 엘지화학 | 아미노 실란계 화합물, 이의 제조방법 및 이를 포함하는 변성 공액디엔계 중합체 |
| KR102122470B1 (ko) * | 2016-12-08 | 2020-06-12 | 주식회사 엘지화학 | 변성제 및 이로부터 유래된 작용기를 포함하는 변성 공액디엔계 중합체 |
-
2019
- 2019-09-02 US US17/272,831 patent/US11993620B2/en active Active
- 2019-09-02 WO PCT/EP2019/073369 patent/WO2020048930A1/en not_active Ceased
- 2019-09-02 KR KR1020217008783A patent/KR20210057057A/ko active Pending
- 2019-09-02 CN CN201980072457.4A patent/CN112955332B/zh active Active
- 2019-09-02 EP EP19759424.5A patent/EP3847042B1/en active Active
- 2019-09-02 EA EA202190668A patent/EA202190668A1/ru unknown
- 2019-09-02 JP JP2021511636A patent/JP7574179B2/ja active Active
- 2019-09-02 PL PL19759424T patent/PL3847042T3/pl unknown
-
2024
- 2024-08-06 JP JP2024130039A patent/JP7812890B2/ja active Active
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