JP5245346B2 - 共役ジエン重合体組成物の製造方法 - Google Patents
共役ジエン重合体組成物の製造方法 Download PDFInfo
- Publication number
- JP5245346B2 JP5245346B2 JP2007265007A JP2007265007A JP5245346B2 JP 5245346 B2 JP5245346 B2 JP 5245346B2 JP 2007265007 A JP2007265007 A JP 2007265007A JP 2007265007 A JP2007265007 A JP 2007265007A JP 5245346 B2 JP5245346 B2 JP 5245346B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- group
- conjugated diene
- bis
- carbon atoms
- 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.)
- Active
Links
- 229920000642 polymer Polymers 0.000 title claims description 221
- 239000000203 mixture Substances 0.000 title claims description 126
- 150000001993 dienes Chemical class 0.000 title claims description 104
- 238000004519 manufacturing process Methods 0.000 title claims description 26
- 239000000178 monomer Substances 0.000 claims description 83
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 50
- 239000007822 coupling agent Substances 0.000 claims description 41
- 150000001875 compounds Chemical class 0.000 claims description 32
- 238000005859 coupling reaction Methods 0.000 claims description 32
- 230000008878 coupling Effects 0.000 claims description 29
- 238000010168 coupling process Methods 0.000 claims description 29
- 239000003607 modifier Substances 0.000 claims description 29
- 229920002554 vinyl polymer Polymers 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 239000000377 silicon dioxide Substances 0.000 claims description 23
- 125000000524 functional group Chemical group 0.000 claims description 20
- 239000003505 polymerization initiator Substances 0.000 claims description 18
- 239000012442 inert solvent Substances 0.000 claims description 11
- 229910052710 silicon Inorganic materials 0.000 claims description 10
- 239000010703 silicon Substances 0.000 claims description 8
- 230000000379 polymerizing effect Effects 0.000 claims description 7
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 5
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 229920001971 elastomer Polymers 0.000 description 73
- 239000005060 rubber Substances 0.000 description 73
- 125000004432 carbon atom Chemical group C* 0.000 description 72
- -1 alicyclic hydrocarbons Chemical class 0.000 description 61
- 239000000243 solution Substances 0.000 description 32
- 125000003545 alkoxy group Chemical group 0.000 description 27
- 238000006116 polymerization reaction Methods 0.000 description 27
- 150000002430 hydrocarbons Chemical group 0.000 description 23
- 238000004132 cross linking Methods 0.000 description 22
- 239000003795 chemical substances by application Substances 0.000 description 19
- 125000005843 halogen group Chemical group 0.000 description 19
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 17
- 238000000034 method Methods 0.000 description 17
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 14
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 13
- 125000003700 epoxy group Chemical group 0.000 description 13
- 125000003118 aryl group Chemical group 0.000 description 12
- 239000007983 Tris buffer Substances 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- 239000003431 cross linking reagent Substances 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 229920002857 polybutadiene Polymers 0.000 description 9
- 125000002947 alkylene group Chemical group 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000006087 Silane Coupling Agent Substances 0.000 description 7
- 238000005299 abrasion Methods 0.000 description 7
- 238000013329 compounding Methods 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 239000005062 Polybutadiene Substances 0.000 description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000004898 kneading Methods 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
- 239000012190 activator Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000006229 carbon black Substances 0.000 description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- 125000004430 oxygen atom Chemical group O* 0.000 description 5
- 229910000077 silane Inorganic materials 0.000 description 5
- 150000003377 silicon compounds Chemical class 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- ICJGKYTXBRDUMV-UHFFFAOYSA-N trichloro(6-trichlorosilylhexyl)silane Chemical compound Cl[Si](Cl)(Cl)CCCCCC[Si](Cl)(Cl)Cl ICJGKYTXBRDUMV-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 4
- 230000003712 anti-aging effect Effects 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 4
- GFKCWAROGHMSTC-UHFFFAOYSA-N trimethoxy(6-trimethoxysilylhexyl)silane Chemical compound CO[Si](OC)(OC)CCCCCC[Si](OC)(OC)OC GFKCWAROGHMSTC-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZWXPDGCFMMFNRW-UHFFFAOYSA-N N-methylcaprolactam Chemical compound CN1CCCCCC1=O ZWXPDGCFMMFNRW-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001339 alkali metal compounds Chemical class 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 230000020169 heat generation Effects 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000010734 process oil Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- WDVUXWDZTPZIIE-UHFFFAOYSA-N trichloro(2-trichlorosilylethyl)silane Chemical compound Cl[Si](Cl)(Cl)CC[Si](Cl)(Cl)Cl WDVUXWDZTPZIIE-UHFFFAOYSA-N 0.000 description 3
- JIOGKDWMNMIDEY-UHFFFAOYSA-N triethoxy-(2-triethoxysilylphenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1[Si](OCC)(OCC)OCC JIOGKDWMNMIDEY-UHFFFAOYSA-N 0.000 description 3
- KNYWDHFOQZZIDQ-UHFFFAOYSA-N trimethoxy-(2-trimethoxysilylphenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1[Si](OC)(OC)OC KNYWDHFOQZZIDQ-UHFFFAOYSA-N 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- HOBIHBQJHORMMP-UHFFFAOYSA-N 1,3-bis(3-triethoxysilylpropyl)urea Chemical compound CCO[Si](OCC)(OCC)CCCNC(=O)NCCC[Si](OCC)(OCC)OCC HOBIHBQJHORMMP-UHFFFAOYSA-N 0.000 description 2
- HSDGFGSXXVWDET-UHFFFAOYSA-N 1,3-bis(3-trimethoxysilylpropyl)urea Chemical compound CO[Si](OC)(OC)CCCNC(=O)NCCC[Si](OC)(OC)OC HSDGFGSXXVWDET-UHFFFAOYSA-N 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 2
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- GAODDBNJCKQQDY-UHFFFAOYSA-N 2-methyl-4,6-bis(octylsulfanylmethyl)phenol Chemical compound CCCCCCCCSCC1=CC(C)=C(O)C(CSCCCCCCCC)=C1 GAODDBNJCKQQDY-UHFFFAOYSA-N 0.000 description 2
- GUXLAULAZDJOEK-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)propyl-triphenoxysilane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)CCCOCC1CO1 GUXLAULAZDJOEK-UHFFFAOYSA-N 0.000 description 2
- JOGZENPUTBJZBI-UHFFFAOYSA-N 3-trimethoxysilyl-n,n-bis(trimethylsilyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCN([Si](C)(C)C)[Si](C)(C)C JOGZENPUTBJZBI-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- ZXZSYHLGFSXNNU-UHFFFAOYSA-N [[methyl(4-trimethoxysilylbutyl)carbamothioyl]trisulfanyl] N-methyl-N-(4-trimethoxysilylbutyl)carbamodithioate Chemical compound CO[Si](CCCCN(C(=S)SSSSC(N(C)CCCC[Si](OC)(OC)OC)=S)C)(OC)OC ZXZSYHLGFSXNNU-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001341 alkaline earth metal compounds Chemical class 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 2
- QXNDZONIWRINJR-UHFFFAOYSA-N azocane Chemical compound C1CCCNCCC1 QXNDZONIWRINJR-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 125000002993 cycloalkylene group Chemical group 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- ODADONMDNZJQMW-UHFFFAOYSA-N diethoxy-ethyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](CC)(OCC)CCCOCC1CO1 ODADONMDNZJQMW-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 239000006232 furnace black Substances 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000002603 lanthanum Chemical class 0.000 description 2
- 150000002642 lithium compounds Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 2
- VVPKTZTXDGJFMR-UHFFFAOYSA-N n,n-bis(2-triethoxysilylethyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCN(CCC)CC[Si](OCC)(OCC)OCC VVPKTZTXDGJFMR-UHFFFAOYSA-N 0.000 description 2
- PQKFBRVDBKXESB-UHFFFAOYSA-N n,n-bis(3-triethoxysilylpropyl)aniline Chemical compound CCO[Si](OCC)(OCC)CCCN(CCC[Si](OCC)(OCC)OCC)C1=CC=CC=C1 PQKFBRVDBKXESB-UHFFFAOYSA-N 0.000 description 2
- LUCUIQANGOWOGY-UHFFFAOYSA-N n,n-bis(3-triethoxysilylpropyl)butan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCN(CCCC)CCC[Si](OCC)(OCC)OCC LUCUIQANGOWOGY-UHFFFAOYSA-N 0.000 description 2
- SEAWMHWHTITWQU-UHFFFAOYSA-N n,n-bis(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCN(CCC[Si](OC)(OC)OC)C1=CC=CC=C1 SEAWMHWHTITWQU-UHFFFAOYSA-N 0.000 description 2
- VYQCYBCOZHBUMS-UHFFFAOYSA-N n,n-bis(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CO[Si](OC)(OC)CCCN(CCCC)CCC[Si](OC)(OC)OC VYQCYBCOZHBUMS-UHFFFAOYSA-N 0.000 description 2
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 2
- XBGXNHMBSIUUQR-UHFFFAOYSA-N n-benzyl-3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCN(CCC[Si](OC)(OC)OC)CC1=CC=CC=C1 XBGXNHMBSIUUQR-UHFFFAOYSA-N 0.000 description 2
- GBLWHMDGBWAEGB-UHFFFAOYSA-N n-ethyl-3-triethoxysilyl-n-(3-triethoxysilylpropyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCN(CC)CCC[Si](OCC)(OCC)OCC GBLWHMDGBWAEGB-UHFFFAOYSA-N 0.000 description 2
- MCTIBQPZVVOQPU-UHFFFAOYSA-N n-methyl-1-triethoxysilyl-n-(triethoxysilylmethyl)methanamine Chemical compound CCO[Si](OCC)(OCC)CN(C)C[Si](OCC)(OCC)OCC MCTIBQPZVVOQPU-UHFFFAOYSA-N 0.000 description 2
- ZBNGGCXOYMMYGS-UHFFFAOYSA-N n-methyl-2-trimethoxysilyl-n-(2-trimethoxysilylethyl)ethanamine Chemical compound CO[Si](OC)(OC)CCN(C)CC[Si](OC)(OC)OC ZBNGGCXOYMMYGS-UHFFFAOYSA-N 0.000 description 2
- WTXITWGJFPAEIU-UHFFFAOYSA-N n-methyl-3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCN(C)CCC[Si](OC)(OC)OC WTXITWGJFPAEIU-UHFFFAOYSA-N 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- UZJHQHKROPYURE-UHFFFAOYSA-N n-propyl-3-triethoxysilyl-n-(3-triethoxysilylpropyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCN(CCC)CCC[Si](OCC)(OCC)OCC UZJHQHKROPYURE-UHFFFAOYSA-N 0.000 description 2
- UFCVGNPHGAKTPA-UHFFFAOYSA-N n-propyl-3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCN(CCC)CCC[Si](OC)(OC)OC UFCVGNPHGAKTPA-UHFFFAOYSA-N 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 125000004929 pyrrolidonyl group Chemical group N1(C(CCC1)=O)* 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- LXEXBJXDGVGRAR-UHFFFAOYSA-N trichloro(trichlorosilyl)silane Chemical compound Cl[Si](Cl)(Cl)[Si](Cl)(Cl)Cl LXEXBJXDGVGRAR-UHFFFAOYSA-N 0.000 description 2
- ABDDAHLAEXNYRC-UHFFFAOYSA-N trichloro(trichlorosilylmethyl)silane Chemical compound Cl[Si](Cl)(Cl)C[Si](Cl)(Cl)Cl ABDDAHLAEXNYRC-UHFFFAOYSA-N 0.000 description 2
- FOQJQXVUMYLJSU-UHFFFAOYSA-N triethoxy(1-triethoxysilylethyl)silane Chemical compound CCO[Si](OCC)(OCC)C(C)[Si](OCC)(OCC)OCC FOQJQXVUMYLJSU-UHFFFAOYSA-N 0.000 description 2
- PGVSPORIGRCPMG-UHFFFAOYSA-N triethoxy(1-triethoxysilylhexyl)silane Chemical compound CCCCCC([Si](OCC)(OCC)OCC)[Si](OCC)(OCC)OCC PGVSPORIGRCPMG-UHFFFAOYSA-N 0.000 description 2
- LMEKMHPYJBYBEV-UHFFFAOYSA-N triethoxy(2-triethoxysilylpropan-2-yl)silane Chemical compound CCO[Si](OCC)(OCC)C(C)(C)[Si](OCC)(OCC)OCC LMEKMHPYJBYBEV-UHFFFAOYSA-N 0.000 description 2
- IDGYYGWFOFXISD-UHFFFAOYSA-N triethoxy(3-triethoxysilylbutan-2-yl)silane Chemical compound C(C)O[Si](OCC)(OCC)C(C)C(C)[Si](OCC)(OCC)OCC IDGYYGWFOFXISD-UHFFFAOYSA-N 0.000 description 2
- QHRPMSHTURCGJV-UHFFFAOYSA-N triethoxy(5-triethoxysilylnonan-5-yl)silane Chemical compound C(C)O[Si](OCC)(OCC)C(CCCC)(CCCC)[Si](OCC)(OCC)OCC QHRPMSHTURCGJV-UHFFFAOYSA-N 0.000 description 2
- OSAJVUUALHWJEM-UHFFFAOYSA-N triethoxy(8-triethoxysilyloctyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCCCCCC[Si](OCC)(OCC)OCC OSAJVUUALHWJEM-UHFFFAOYSA-N 0.000 description 2
- AKYUXYJGXHZKLL-UHFFFAOYSA-N triethoxy(triethoxysilyl)silane Chemical compound CCO[Si](OCC)(OCC)[Si](OCC)(OCC)OCC AKYUXYJGXHZKLL-UHFFFAOYSA-N 0.000 description 2
- NIINUVYELHEORX-UHFFFAOYSA-N triethoxy(triethoxysilylmethyl)silane Chemical compound CCO[Si](OCC)(OCC)C[Si](OCC)(OCC)OCC NIINUVYELHEORX-UHFFFAOYSA-N 0.000 description 2
- RDWYHFFMCHYNSH-UHFFFAOYSA-N triethoxy-[2-[2-(2-triethoxysilylethyl)phenyl]ethyl]silane Chemical compound CCO[Si](OCC)(OCC)CCC1=CC=CC=C1CC[Si](OCC)(OCC)OCC RDWYHFFMCHYNSH-UHFFFAOYSA-N 0.000 description 2
- FBBATURSCRIBHN-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyldisulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSCCC[Si](OCC)(OCC)OCC FBBATURSCRIBHN-UHFFFAOYSA-N 0.000 description 2
- VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 2
- JBYXACURRYATNJ-UHFFFAOYSA-N trimethoxy(1-trimethoxysilylhexyl)silane Chemical compound CCCCCC([Si](OC)(OC)OC)[Si](OC)(OC)OC JBYXACURRYATNJ-UHFFFAOYSA-N 0.000 description 2
- XLUIBHBNUCWHGE-UHFFFAOYSA-N trimethoxy(1-trimethoxysilyloctyl)silane Chemical compound CCCCCCCC([Si](OC)(OC)OC)[Si](OC)(OC)OC XLUIBHBNUCWHGE-UHFFFAOYSA-N 0.000 description 2
- WGUISIBZFQKBPC-UHFFFAOYSA-N trimethoxy(1-trimethoxysilylpropyl)silane Chemical compound CO[Si](OC)(OC)C(CC)[Si](OC)(OC)OC WGUISIBZFQKBPC-UHFFFAOYSA-N 0.000 description 2
- JCGDCINCKDQXDX-UHFFFAOYSA-N trimethoxy(2-trimethoxysilylethyl)silane Chemical compound CO[Si](OC)(OC)CC[Si](OC)(OC)OC JCGDCINCKDQXDX-UHFFFAOYSA-N 0.000 description 2
- QRTOPPGMVFGMNI-UHFFFAOYSA-N trimethoxy(3-trimethoxysilylbutan-2-yl)silane Chemical compound CO[Si](OC)(OC)C(C(C)[Si](OC)(OC)OC)C QRTOPPGMVFGMNI-UHFFFAOYSA-N 0.000 description 2
- VCYIQHANEDIOMB-UHFFFAOYSA-N trimethoxy(4-trimethoxysilylheptan-4-yl)silane Chemical compound CO[Si](OC)(OC)C(CCC)(CCC)[Si](OC)(OC)OC VCYIQHANEDIOMB-UHFFFAOYSA-N 0.000 description 2
- BSNAHZCVWXDRTK-UHFFFAOYSA-N trimethoxy(5-trimethoxysilylnonan-5-yl)silane Chemical compound CO[Si](OC)(OC)C(CCCC)(CCCC)[Si](OC)(OC)OC BSNAHZCVWXDRTK-UHFFFAOYSA-N 0.000 description 2
- LMQGXNPPTQOGDG-UHFFFAOYSA-N trimethoxy(trimethoxysilyl)silane Chemical compound CO[Si](OC)(OC)[Si](OC)(OC)OC LMQGXNPPTQOGDG-UHFFFAOYSA-N 0.000 description 2
- DJYGUVIGOGFJOF-UHFFFAOYSA-N trimethoxy(trimethoxysilylmethyl)silane Chemical compound CO[Si](OC)(OC)C[Si](OC)(OC)OC DJYGUVIGOGFJOF-UHFFFAOYSA-N 0.000 description 2
- LKXYIPHHGIGPNK-UHFFFAOYSA-N trimethoxy-(1-trimethoxysilylcyclohexyl)silane Chemical compound CO[Si](OC)(OC)C1([Si](OC)(OC)OC)CCCCC1 LKXYIPHHGIGPNK-UHFFFAOYSA-N 0.000 description 2
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 2
- PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical group CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 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
- AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 description 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- QWOVEJBDMKHZQK-UHFFFAOYSA-N 1,3,5-tris(3-trimethoxysilylpropyl)-1,3,5-triazinane-2,4,6-trione Chemical compound CO[Si](OC)(OC)CCCN1C(=O)N(CCC[Si](OC)(OC)OC)C(=O)N(CCC[Si](OC)(OC)OC)C1=O QWOVEJBDMKHZQK-UHFFFAOYSA-N 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- NYCCIHSMVNRABA-UHFFFAOYSA-N 1,3-diethylimidazolidin-2-one Chemical compound CCN1CCN(CC)C1=O NYCCIHSMVNRABA-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- XQBHAZDVLGNSOJ-UHFFFAOYSA-N 1-(4-ethenylphenyl)-n,n-dimethylmethanamine Chemical compound CN(C)CC1=CC=C(C=C)C=C1 XQBHAZDVLGNSOJ-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- OUSXYCTXXLYBGJ-UHFFFAOYSA-N 1-ethenyl-2,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C=C)C(C(C)C)=C1 OUSXYCTXXLYBGJ-UHFFFAOYSA-N 0.000 description 1
- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 description 1
- VTPNYMSKBPZSTF-UHFFFAOYSA-N 1-ethenyl-2-ethylbenzene Chemical compound CCC1=CC=CC=C1C=C VTPNYMSKBPZSTF-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- XHUZSRRCICJJCN-UHFFFAOYSA-N 1-ethenyl-3-ethylbenzene Chemical compound CCC1=CC=CC(C=C)=C1 XHUZSRRCICJJCN-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- WHFHDVDXYKOSKI-UHFFFAOYSA-N 1-ethenyl-4-ethylbenzene Chemical compound CCC1=CC=C(C=C)C=C1 WHFHDVDXYKOSKI-UHFFFAOYSA-N 0.000 description 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-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
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-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
- ORDZXCQDZLMHAM-UHFFFAOYSA-N 2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl-triphenoxysilane Chemical compound C1CC2OC2CC1CC[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)OC1=CC=CC=C1 ORDZXCQDZLMHAM-UHFFFAOYSA-N 0.000 description 1
- ROYZOPPLNMOKCU-UHFFFAOYSA-N 2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl-tripropoxysilane Chemical compound C1C(CC[Si](OCCC)(OCCC)OCCC)CCC2OC21 ROYZOPPLNMOKCU-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
- JIDHFKQYRQEGCQ-UHFFFAOYSA-N 2-[diethoxy(methyl)silyl]-n,n-bis(trimethylsilyl)ethanamine Chemical compound CCO[Si](C)(OCC)CCN([Si](C)(C)C)[Si](C)(C)C JIDHFKQYRQEGCQ-UHFFFAOYSA-N 0.000 description 1
- ZPOBBCVISKKFBH-UHFFFAOYSA-N 2-[dimethoxy(methyl)silyl]-n,n-bis(trimethylsilyl)ethanamine Chemical compound CO[Si](C)(OC)CCN([Si](C)(C)C)[Si](C)(C)C ZPOBBCVISKKFBH-UHFFFAOYSA-N 0.000 description 1
- ZXQOBTQMLMZFOW-UHFFFAOYSA-N 2-methylhex-2-enamide Chemical compound CCCC=C(C)C(N)=O ZXQOBTQMLMZFOW-UHFFFAOYSA-N 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- CBDWNRVMCWOYEK-UHFFFAOYSA-N 2-triethoxysilyl-n,n-bis(trimethylsilyl)ethanamine Chemical compound CCO[Si](OCC)(OCC)CCN([Si](C)(C)C)[Si](C)(C)C CBDWNRVMCWOYEK-UHFFFAOYSA-N 0.000 description 1
- RHAYEZASBOVCGH-UHFFFAOYSA-N 2-trimethoxysilyl-n,n-bis(trimethylsilyl)ethanamine Chemical compound CO[Si](OC)(OC)CCN([Si](C)(C)C)[Si](C)(C)C RHAYEZASBOVCGH-UHFFFAOYSA-N 0.000 description 1
- DAJFVZRDKCROQC-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)propyl-tripropoxysilane Chemical compound CCCO[Si](OCCC)(OCCC)CCCOCC1CO1 DAJFVZRDKCROQC-UHFFFAOYSA-N 0.000 description 1
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 description 1
- JRFVCFVEJBDLDT-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]-n,n-bis(trimethylsilyl)propan-1-amine Chemical compound CO[Si](C)(OC)CCCN([Si](C)(C)C)[Si](C)(C)C JRFVCFVEJBDLDT-UHFFFAOYSA-N 0.000 description 1
- KNTKCYKJRSMRMZ-UHFFFAOYSA-N 3-chloropropyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)CCCCl KNTKCYKJRSMRMZ-UHFFFAOYSA-N 0.000 description 1
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- SLSKAIZCBJQHFI-UHFFFAOYSA-N 3-triethoxysilyl-n,n-bis(trimethylsilyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCN([Si](C)(C)C)[Si](C)(C)C SLSKAIZCBJQHFI-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 1
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- UTKZHEXXFWCYCH-UHFFFAOYSA-N 4-tert-butyl-2-ethenyl-1-methylbenzene Chemical compound CC1=CC=C(C(C)(C)C)C=C1C=C UTKZHEXXFWCYCH-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 238000004438 BET method Methods 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- LMBSPNJPOMYMSB-UHFFFAOYSA-N C(C)O[Si](OCC)(OCC)CN(CCC)C[Si](OCC)(OCC)OCC.C(C)O[Si](CCN(C)CC[Si](OCC)(OCC)OCC)(OCC)OCC Chemical compound C(C)O[Si](OCC)(OCC)CN(CCC)C[Si](OCC)(OCC)OCC.C(C)O[Si](CCN(C)CC[Si](OCC)(OCC)OCC)(OCC)OCC LMBSPNJPOMYMSB-UHFFFAOYSA-N 0.000 description 1
- YFGLXYRWLWKJQI-UHFFFAOYSA-N C(C1CO1)OC(CCCO[Si](OC)(OC)CCC)C Chemical compound C(C1CO1)OC(CCCO[Si](OC)(OC)CCC)C YFGLXYRWLWKJQI-UHFFFAOYSA-N 0.000 description 1
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical compound C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 description 1
- KJQMOGOKAYDMOR-UHFFFAOYSA-N CC(=C)C=C.CC(=C)C=C Chemical compound CC(=C)C=C.CC(=C)C=C KJQMOGOKAYDMOR-UHFFFAOYSA-N 0.000 description 1
- ZYSMGTWCQOWVHE-UHFFFAOYSA-N CC(C)(C)O[Ba] Chemical compound CC(C)(C)O[Ba] ZYSMGTWCQOWVHE-UHFFFAOYSA-N 0.000 description 1
- WAQAIDHIWUNFLP-UHFFFAOYSA-N CC(C)(C)O[Sr] Chemical compound CC(C)(C)O[Sr] WAQAIDHIWUNFLP-UHFFFAOYSA-N 0.000 description 1
- QXKOHICVGBUHGZ-UHFFFAOYSA-N CC(C)O[Ba] Chemical compound CC(C)O[Ba] QXKOHICVGBUHGZ-UHFFFAOYSA-N 0.000 description 1
- KKUZFMJIXIFTND-UHFFFAOYSA-N CCCCCC[Mg] Chemical compound CCCCCC[Mg] KKUZFMJIXIFTND-UHFFFAOYSA-N 0.000 description 1
- UWKKBEQZACDEBT-UHFFFAOYSA-N CCCC[Mg] Chemical compound CCCC[Mg] UWKKBEQZACDEBT-UHFFFAOYSA-N 0.000 description 1
- FMJFSSGHENXENQ-UHFFFAOYSA-N CCN([Ba])CC Chemical compound CCN([Ba])CC FMJFSSGHENXENQ-UHFFFAOYSA-N 0.000 description 1
- HYSGPFAWCHUDSR-UHFFFAOYSA-N CCO[Ba] Chemical compound CCO[Ba] HYSGPFAWCHUDSR-UHFFFAOYSA-N 0.000 description 1
- YSTSEMLRVJGMAC-UHFFFAOYSA-N CCO[Ca] Chemical compound CCO[Ca] YSTSEMLRVJGMAC-UHFFFAOYSA-N 0.000 description 1
- CBOGVHLUKOLNKK-UHFFFAOYSA-M CCS[Ba] Chemical compound CCS[Ba] CBOGVHLUKOLNKK-UHFFFAOYSA-M 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- IKKGFMJBNGTPQN-UHFFFAOYSA-N Cl[Si](Cl)(Cl)C(CCCC)(CCCC)[Si](Cl)(Cl)Cl Chemical compound Cl[Si](Cl)(Cl)C(CCCC)(CCCC)[Si](Cl)(Cl)Cl IKKGFMJBNGTPQN-UHFFFAOYSA-N 0.000 description 1
- BWLUMTFWVZZZND-UHFFFAOYSA-N Dibenzylamine Chemical compound C=1C=CC=CC=1CNCC1=CC=CC=C1 BWLUMTFWVZZZND-UHFFFAOYSA-N 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000004593 Epoxy Substances 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
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 229910052688 Gadolinium Inorganic materials 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000006237 Intermediate SAF Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical class [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 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
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229910052779 Neodymium Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229910052777 Praseodymium Inorganic materials 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910052772 Samarium Inorganic materials 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- RVWADWOERKNWRY-UHFFFAOYSA-N [2-(dimethylamino)phenyl]-phenylmethanone Chemical compound CN(C)C1=CC=CC=C1C(=O)C1=CC=CC=C1 RVWADWOERKNWRY-UHFFFAOYSA-N 0.000 description 1
- TWSHAFIFXZRUEL-UHFFFAOYSA-N [3-(aminomethyl)-3-(oxiran-2-ylmethyl)cyclohexyl]methanamine Chemical compound C1C(CN)CCCC1(CN)CC1OC1 TWSHAFIFXZRUEL-UHFFFAOYSA-N 0.000 description 1
- ZBZNQWFOKTXPDH-UHFFFAOYSA-M [Ba]Oc1ccccc1 Chemical compound [Ba]Oc1ccccc1 ZBZNQWFOKTXPDH-UHFFFAOYSA-M 0.000 description 1
- LXXUYORAHKLDLS-UHFFFAOYSA-N [Li]C1CCC([Li])C(CC)C1 Chemical compound [Li]C1CCC([Li])C(CC)C1 LXXUYORAHKLDLS-UHFFFAOYSA-N 0.000 description 1
- BZEZSORUWZUMNU-UHFFFAOYSA-N [Li]CCCC[Li] Chemical compound [Li]CCCC[Li] BZEZSORUWZUMNU-UHFFFAOYSA-N 0.000 description 1
- ARCHVGRSBFXDTP-UHFFFAOYSA-N [Li]c1cc([Li])cc([Li])c1 Chemical compound [Li]c1cc([Li])cc([Li])c1 ARCHVGRSBFXDTP-UHFFFAOYSA-N 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- ZPECUSGQPIKHLT-UHFFFAOYSA-N bis(ethenyl)-dimethoxysilane Chemical compound CO[Si](OC)(C=C)C=C ZPECUSGQPIKHLT-UHFFFAOYSA-N 0.000 description 1
- LUHNDPHGSUCBBP-UHFFFAOYSA-N bis[3-(oxiran-2-ylmethoxy)propyl]-diphenoxysilane Chemical compound C1OC1COCCC[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)CCCOCC1CO1 LUHNDPHGSUCBBP-UHFFFAOYSA-N 0.000 description 1
- DJWNEZWBDQYOHO-UHFFFAOYSA-N bis[3-(oxiran-2-ylmethoxy)propyl]-dipropoxysilane Chemical compound C1OC1COCCC[Si](OCCC)(OCCC)CCCOCC1CO1 DJWNEZWBDQYOHO-UHFFFAOYSA-N 0.000 description 1
- VYHBFRJRBHMIQZ-UHFFFAOYSA-N bis[4-(diethylamino)phenyl]methanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1 VYHBFRJRBHMIQZ-UHFFFAOYSA-N 0.000 description 1
- PHCFIFIBAXEQFZ-UHFFFAOYSA-N bromo(triethoxy)silane Chemical compound CCO[Si](Br)(OCC)OCC PHCFIFIBAXEQFZ-UHFFFAOYSA-N 0.000 description 1
- NVITXZAEWLRTEI-UHFFFAOYSA-N bromo(trimethoxy)silane Chemical compound CO[Si](Br)(OC)OC NVITXZAEWLRTEI-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- QXFPLBCPMHBSAQ-UHFFFAOYSA-N butoxy-methyl-bis[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](C)(OCCCC)CCCOCC1CO1 QXFPLBCPMHBSAQ-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
- 239000006231 channel black Substances 0.000 description 1
- CBVJWBYNOWIOFJ-UHFFFAOYSA-N chloro(trimethoxy)silane Chemical compound CO[Si](Cl)(OC)OC CBVJWBYNOWIOFJ-UHFFFAOYSA-N 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000003950 cyclic amides Chemical class 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000004956 cyclohexylene group Chemical group 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- KZJFCLFCPWYYOO-UHFFFAOYSA-N dibromo(diethoxy)silane Chemical compound CCO[Si](Br)(Br)OCC KZJFCLFCPWYYOO-UHFFFAOYSA-N 0.000 description 1
- PXNFVJWYUCGERH-UHFFFAOYSA-N dibromo(dimethoxy)silane Chemical compound CO[Si](Br)(Br)OC PXNFVJWYUCGERH-UHFFFAOYSA-N 0.000 description 1
- MGQFVQQCNPBJKC-UHFFFAOYSA-N dibutoxy(diethyl)silane Chemical compound CCCCO[Si](CC)(CC)OCCCC MGQFVQQCNPBJKC-UHFFFAOYSA-N 0.000 description 1
- GQNWJCQWBFHQAO-UHFFFAOYSA-N dibutoxy(dimethyl)silane Chemical compound CCCCO[Si](C)(C)OCCCC GQNWJCQWBFHQAO-UHFFFAOYSA-N 0.000 description 1
- ZTNCUEXCRLSMLI-UHFFFAOYSA-N dibutoxy-bis[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](OCCCC)(OCCCC)CCCOCC1CO1 ZTNCUEXCRLSMLI-UHFFFAOYSA-N 0.000 description 1
- XHHFICKLGBTSLY-UHFFFAOYSA-N dibutoxy-methyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](C)(OCCCC)OCCCC)CCC2OC21 XHHFICKLGBTSLY-UHFFFAOYSA-N 0.000 description 1
- QEHKWLKYFXJVLL-UHFFFAOYSA-N dichloro(dimethoxy)silane Chemical compound CO[Si](Cl)(Cl)OC QEHKWLKYFXJVLL-UHFFFAOYSA-N 0.000 description 1
- HVTDEFYUQVIWEC-UHFFFAOYSA-N dichloro(diphenoxy)silane Chemical compound C=1C=CC=CC=1O[Si](Cl)(Cl)OC1=CC=CC=C1 HVTDEFYUQVIWEC-UHFFFAOYSA-N 0.000 description 1
- LQGVEVWCWJGLAL-UHFFFAOYSA-N dichloro(dipropoxy)silane Chemical compound CCCO[Si](Cl)(Cl)OCCC LQGVEVWCWJGLAL-UHFFFAOYSA-N 0.000 description 1
- ZMAPKOCENOWQRE-UHFFFAOYSA-N diethoxy(diethyl)silane Chemical compound CCO[Si](CC)(CC)OCC ZMAPKOCENOWQRE-UHFFFAOYSA-N 0.000 description 1
- UUPNEVBYYIFOIW-UHFFFAOYSA-N diethoxy(diiodo)silane Chemical compound CCO[Si](I)(I)OCC UUPNEVBYYIFOIW-UHFFFAOYSA-N 0.000 description 1
- RIIYEOHOQDANAR-UHFFFAOYSA-N diethoxy-bis[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](OCC)(OCC)CCCOCC1CO1 RIIYEOHOQDANAR-UHFFFAOYSA-N 0.000 description 1
- CHBHIAULMYNWBG-UHFFFAOYSA-N diethoxy-ethyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](CC)(OCC)OCC)CCC2OC21 CHBHIAULMYNWBG-UHFFFAOYSA-N 0.000 description 1
- UWGJCHRFALXDAR-UHFFFAOYSA-N diethoxy-ethyl-methylsilane Chemical compound CCO[Si](C)(CC)OCC UWGJCHRFALXDAR-UHFFFAOYSA-N 0.000 description 1
- OTARVPUIYXHRRB-UHFFFAOYSA-N diethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](C)(OCC)CCCOCC1CO1 OTARVPUIYXHRRB-UHFFFAOYSA-N 0.000 description 1
- UFWOWQYGXPYINE-UHFFFAOYSA-N diethyl(diphenoxy)silane Chemical compound C=1C=CC=CC=1O[Si](CC)(CC)OC1=CC=CC=C1 UFWOWQYGXPYINE-UHFFFAOYSA-N 0.000 description 1
- BZCJJERBERAQKQ-UHFFFAOYSA-N diethyl(dipropoxy)silane Chemical compound CCCO[Si](CC)(CC)OCCC BZCJJERBERAQKQ-UHFFFAOYSA-N 0.000 description 1
- LKZLQNPMYAFYFM-UHFFFAOYSA-N diethyl-methoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](CC)(CC)OC)CCC2OC21 LKZLQNPMYAFYFM-UHFFFAOYSA-N 0.000 description 1
- XVYHIGBKLSDOBE-UHFFFAOYSA-N diethyl-methoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CC[Si](CC)(OC)CCCOCC1CO1 XVYHIGBKLSDOBE-UHFFFAOYSA-N 0.000 description 1
- FPGOYPUZVGQFFI-UHFFFAOYSA-N diiodo(dimethoxy)silane Chemical compound CO[Si](I)(I)OC FPGOYPUZVGQFFI-UHFFFAOYSA-N 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- XZXYTQWKUONLLI-UHFFFAOYSA-N dimethoxy-bis[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](OC)(OC)CCCOCC1CO1 XZXYTQWKUONLLI-UHFFFAOYSA-N 0.000 description 1
- TVLFBGYBWDTBFR-UHFFFAOYSA-N dimethoxy-methyl-(2-nitroethyl)silane Chemical compound CO[Si](C)(OC)CC[N+]([O-])=O TVLFBGYBWDTBFR-UHFFFAOYSA-N 0.000 description 1
- CIJHQZQRVUZASW-UHFFFAOYSA-N dimethoxy-methyl-(3-nitropropyl)silane Chemical compound CO[Si](C)(OC)CCC[N+]([O-])=O CIJHQZQRVUZASW-UHFFFAOYSA-N 0.000 description 1
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 1
- SWLVAJXQIOKFSJ-UHFFFAOYSA-N dimethyl(diphenoxy)silane Chemical compound C=1C=CC=CC=1O[Si](C)(C)OC1=CC=CC=C1 SWLVAJXQIOKFSJ-UHFFFAOYSA-N 0.000 description 1
- ZIDTUTFKRRXWTK-UHFFFAOYSA-N dimethyl(dipropoxy)silane Chemical compound CCCO[Si](C)(C)OCCC ZIDTUTFKRRXWTK-UHFFFAOYSA-N 0.000 description 1
- SEHVKHDGLSELEV-UHFFFAOYSA-N dimethyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]-phenoxysilane Chemical compound C1CC2OC2CC1CC[Si](C)(C)OC1=CC=CC=C1 SEHVKHDGLSELEV-UHFFFAOYSA-N 0.000 description 1
- ZFGIANJLUGFYSK-UHFFFAOYSA-N dimethyl-[3-(oxiran-2-ylmethoxy)propyl]-phenoxysilane Chemical compound C=1C=CC=CC=1O[Si](C)(C)CCCOCC1CO1 ZFGIANJLUGFYSK-UHFFFAOYSA-N 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 1
- 238000001599 direct drying Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- NNBRCHPBPDRPIT-UHFFFAOYSA-N ethenyl(tripropoxy)silane Chemical compound CCCO[Si](OCCC)(OCCC)C=C NNBRCHPBPDRPIT-UHFFFAOYSA-N 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- ZOSJUNINPYZSNK-UHFFFAOYSA-N ethoxy(triiodo)silane Chemical compound CCO[Si](I)(I)I ZOSJUNINPYZSNK-UHFFFAOYSA-N 0.000 description 1
- WZJMRIMGNYUTSE-UHFFFAOYSA-N ethoxy-diethyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](CC)(CC)CCCOCC1CO1 WZJMRIMGNYUTSE-UHFFFAOYSA-N 0.000 description 1
- HHBOIIOOTUCYQD-UHFFFAOYSA-N ethoxy-dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](C)(C)CCCOCC1CO1 HHBOIIOOTUCYQD-UHFFFAOYSA-N 0.000 description 1
- FKDLBUPSJQZYFZ-UHFFFAOYSA-N ethoxy-ethyl-dimethylsilane Chemical compound CCO[Si](C)(C)CC FKDLBUPSJQZYFZ-UHFFFAOYSA-N 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- HGWSCXYVBZYYDK-UHFFFAOYSA-N ethyl(triphenoxy)silane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(CC)OC1=CC=CC=C1 HGWSCXYVBZYYDK-UHFFFAOYSA-N 0.000 description 1
- KUCGHDUQOVVQED-UHFFFAOYSA-N ethyl(tripropoxy)silane Chemical compound CCCO[Si](CC)(OCCC)OCCC KUCGHDUQOVVQED-UHFFFAOYSA-N 0.000 description 1
- HROVXMRQCKFDTL-UHFFFAOYSA-N ethyl-dimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](CC)(OC)OC)CCC2OC21 HROVXMRQCKFDTL-UHFFFAOYSA-N 0.000 description 1
- YYDBOMXUCPLLSK-UHFFFAOYSA-N ethyl-dimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CC[Si](OC)(OC)CCCOCC1CO1 YYDBOMXUCPLLSK-UHFFFAOYSA-N 0.000 description 1
- HTSRFYSEWIPFNI-UHFFFAOYSA-N ethyl-dimethoxy-methylsilane Chemical compound CC[Si](C)(OC)OC HTSRFYSEWIPFNI-UHFFFAOYSA-N 0.000 description 1
- ZGQPRKMIRUWRBS-UHFFFAOYSA-N ethyl-dimethyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)butoxy]silane Chemical compound C1C(C(CO[Si](C)(C)CC)CC)CCC2OC21 ZGQPRKMIRUWRBS-UHFFFAOYSA-N 0.000 description 1
- JRVJEOIFFSNVTG-UHFFFAOYSA-N ethyl-dimethyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)propoxy]silane Chemical compound C1C(C(C)CO[Si](C)(C)CC)CCC2OC21 JRVJEOIFFSNVTG-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229910003472 fullerene Inorganic materials 0.000 description 1
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- GEAWFZNTIFJMHR-UHFFFAOYSA-N hepta-1,6-diene Chemical compound C=CCCCC=C GEAWFZNTIFJMHR-UHFFFAOYSA-N 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- CVYUILLJBSEISL-UHFFFAOYSA-N iodo(dipropoxy)silane Chemical compound C(CC)O[SiH](I)OCCC CVYUILLJBSEISL-UHFFFAOYSA-N 0.000 description 1
- YHTUUQIAWLAQSG-UHFFFAOYSA-N iodo(trimethoxy)silane Chemical compound CO[Si](I)(OC)OC YHTUUQIAWLAQSG-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 description 1
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 1
- CETVQRFGPOGIQJ-UHFFFAOYSA-N lithium;hexane Chemical compound [Li+].CCCCC[CH2-] CETVQRFGPOGIQJ-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- YKSZBBZEHPPESP-UHFFFAOYSA-N methoxy-dimethyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](C)(C)OC)CCC2OC21 YKSZBBZEHPPESP-UHFFFAOYSA-N 0.000 description 1
- FBNXYLDLGARYKQ-UHFFFAOYSA-N methoxy-dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(C)CCCOCC1CO1 FBNXYLDLGARYKQ-UHFFFAOYSA-N 0.000 description 1
- NEULXKNYWZBFDH-UHFFFAOYSA-N methoxy-methyl-bis[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](C)(OC)CCCOCC1CO1 NEULXKNYWZBFDH-UHFFFAOYSA-N 0.000 description 1
- KWALCKUJBZXIJB-UHFFFAOYSA-N methoxy-tris[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](CCCOCC1OC1)(OC)CCCOCC1CO1 KWALCKUJBZXIJB-UHFFFAOYSA-N 0.000 description 1
- ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
- DRXHEPWCWBIQFJ-UHFFFAOYSA-N methyl(triphenoxy)silane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(C)OC1=CC=CC=C1 DRXHEPWCWBIQFJ-UHFFFAOYSA-N 0.000 description 1
- RJMRIDVWCWSWFR-UHFFFAOYSA-N methyl(tripropoxy)silane Chemical compound CCCO[Si](C)(OCCC)OCCC RJMRIDVWCWSWFR-UHFFFAOYSA-N 0.000 description 1
- RKNLZBHCYFVPCH-UHFFFAOYSA-N methyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]-bis(prop-1-en-2-yloxy)silane Chemical compound C1C(CC[Si](C)(OC(=C)C)OC(C)=C)CCC2OC21 RKNLZBHCYFVPCH-UHFFFAOYSA-N 0.000 description 1
- CMVRXZWIGKJZKG-UHFFFAOYSA-N methyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]-diphenoxysilane Chemical compound C1CC2OC2CC1CC[Si](C)(OC=1C=CC=CC=1)OC1=CC=CC=C1 CMVRXZWIGKJZKG-UHFFFAOYSA-N 0.000 description 1
- VLKBRFNUOVSNJA-UHFFFAOYSA-N methyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]-dipropoxysilane Chemical compound C1C(CC[Si](C)(OCCC)OCCC)CCC2OC21 VLKBRFNUOVSNJA-UHFFFAOYSA-N 0.000 description 1
- ICCDZMWNLNRHGP-UHFFFAOYSA-N methyl-[3-(oxiran-2-ylmethoxy)propyl]-bis(prop-1-en-2-yloxy)silane Chemical compound CC(=C)O[Si](C)(OC(C)=C)CCCOCC1CO1 ICCDZMWNLNRHGP-UHFFFAOYSA-N 0.000 description 1
- VOARQMXRPHXHID-UHFFFAOYSA-N methyl-[3-(oxiran-2-ylmethoxy)propyl]-dipropoxysilane Chemical compound CCCO[Si](C)(OCCC)CCCOCC1CO1 VOARQMXRPHXHID-UHFFFAOYSA-N 0.000 description 1
- UEQFSKQXQPIFDJ-UHFFFAOYSA-N methyl-bis[3-(oxiran-2-ylmethoxy)propyl]-phenoxysilane Chemical compound C1OC1COCCC[Si](OC=1C=CC=CC=1)(C)CCCOCC1CO1 UEQFSKQXQPIFDJ-UHFFFAOYSA-N 0.000 description 1
- ZNMFUUQNAZADMP-UHFFFAOYSA-N methyl-bis[3-(oxiran-2-ylmethoxy)propyl]-propoxysilane Chemical compound C1OC1COCCC[Si](C)(OCCC)CCCOCC1CO1 ZNMFUUQNAZADMP-UHFFFAOYSA-N 0.000 description 1
- NGXINDDXASXXSE-UHFFFAOYSA-N n,n-bis(triethoxysilylmethyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CN(CCC)C[Si](OCC)(OCC)OCC NGXINDDXASXXSE-UHFFFAOYSA-N 0.000 description 1
- UBHHTPOLMACCDD-UHFFFAOYSA-N n,n-dimethyl-4-phenylbut-3-en-1-amine Chemical compound CN(C)CCC=CC1=CC=CC=C1 UBHHTPOLMACCDD-UHFFFAOYSA-N 0.000 description 1
- IOFBICXDLGZZTB-UHFFFAOYSA-N n-benzyl-3-triethoxysilyl-n-(3-triethoxysilylpropyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCN(CCC[Si](OCC)(OCC)OCC)CC1=CC=CC=C1 IOFBICXDLGZZTB-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- WBWPXFKUERPWGC-UHFFFAOYSA-N n-ethyl-3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCN(CC)CCC[Si](OC)(OC)OC WBWPXFKUERPWGC-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- PXSXRABJBXYMFT-UHFFFAOYSA-N n-hexylhexan-1-amine Chemical compound CCCCCCNCCCCCC PXSXRABJBXYMFT-UHFFFAOYSA-N 0.000 description 1
- AZERWYGWIDCLPG-UHFFFAOYSA-N n-methyl-1-trimethoxysilyl-n-(trimethoxysilylmethyl)methanamine Chemical compound CO[Si](OC)(OC)CN(C)C[Si](OC)(OC)OC AZERWYGWIDCLPG-UHFFFAOYSA-N 0.000 description 1
- NORSKONMMVUWAK-UHFFFAOYSA-N n-methyl-2-triethoxysilyl-n-(2-triethoxysilylethyl)ethanamine Chemical compound CCO[Si](OCC)(OCC)CCN(C)CC[Si](OCC)(OCC)OCC NORSKONMMVUWAK-UHFFFAOYSA-N 0.000 description 1
- AUWJDAPPVUMSJY-UHFFFAOYSA-N n-methyl-3-triethoxysilyl-n-(3-triethoxysilylpropyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCN(C)CCC[Si](OCC)(OCC)OCC AUWJDAPPVUMSJY-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- IJJSYKQZFFGIEE-UHFFFAOYSA-N naphthalene;potassium Chemical compound [K].C1=CC=CC2=CC=CC=C21 IJJSYKQZFFGIEE-UHFFFAOYSA-N 0.000 description 1
- URXNVXOMQQCBHS-UHFFFAOYSA-N naphthalene;sodium Chemical compound [Na].C1=CC=CC2=CC=CC=C21 URXNVXOMQQCBHS-UHFFFAOYSA-N 0.000 description 1
- UVDIQZVDGVRRLR-UHFFFAOYSA-N naphthalene;sodium Chemical compound [Na].[Na].C1=CC=CC2=CC=CC=C21 UVDIQZVDGVRRLR-UHFFFAOYSA-N 0.000 description 1
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 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
- FABOKLHQXVRECE-UHFFFAOYSA-N phenyl(tripropoxy)silane Chemical compound CCCO[Si](OCCC)(OCCC)C1=CC=CC=C1 FABOKLHQXVRECE-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 150000003112 potassium compounds Chemical class 0.000 description 1
- PUDIUYLPXJFUGB-UHFFFAOYSA-N praseodymium atom Chemical compound [Pr] PUDIUYLPXJFUGB-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 239000002210 silicon-based material Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 150000003388 sodium compounds Chemical class 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- ADLSSRLDGACTEX-UHFFFAOYSA-N tetraphenyl silicate Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)OC1=CC=CC=C1 ADLSSRLDGACTEX-UHFFFAOYSA-N 0.000 description 1
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
- 239000006234 thermal black Substances 0.000 description 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- GFIXZKOKQKWWOU-UHFFFAOYSA-N tribromo(ethoxy)silane Chemical compound CCO[Si](Br)(Br)Br GFIXZKOKQKWWOU-UHFFFAOYSA-N 0.000 description 1
- JMGFKOUCKPCWPE-UHFFFAOYSA-N tribromo(methoxy)silane Chemical compound CO[Si](Br)(Br)Br JMGFKOUCKPCWPE-UHFFFAOYSA-N 0.000 description 1
- ZZSCUEHVHJNVLE-UHFFFAOYSA-N tribromo(phenoxy)silane Chemical compound Br[Si](Br)(Br)OC1=CC=CC=C1 ZZSCUEHVHJNVLE-UHFFFAOYSA-N 0.000 description 1
- OMJXMXRHWZIDGI-UHFFFAOYSA-N tribromo(propoxy)silane Chemical compound CCCO[Si](Br)(Br)Br OMJXMXRHWZIDGI-UHFFFAOYSA-N 0.000 description 1
- RYFIHIMBHQWVNQ-UHFFFAOYSA-N tributoxy(chloro)silane Chemical compound CCCCO[Si](Cl)(OCCCC)OCCCC RYFIHIMBHQWVNQ-UHFFFAOYSA-N 0.000 description 1
- SGCFZHOZKKQIBU-UHFFFAOYSA-N tributoxy(ethenyl)silane Chemical compound CCCCO[Si](OCCCC)(OCCCC)C=C SGCFZHOZKKQIBU-UHFFFAOYSA-N 0.000 description 1
- GIHPVQDFBJMUAO-UHFFFAOYSA-N tributoxy(ethyl)silane Chemical compound CCCCO[Si](CC)(OCCCC)OCCCC GIHPVQDFBJMUAO-UHFFFAOYSA-N 0.000 description 1
- GYZQBXUDWTVJDF-UHFFFAOYSA-N tributoxy(methyl)silane Chemical compound CCCCO[Si](C)(OCCCC)OCCCC GYZQBXUDWTVJDF-UHFFFAOYSA-N 0.000 description 1
- OAVPBWLGJVKEGZ-UHFFFAOYSA-N tributoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCCCC)(OCCCC)OCCCC)CCC2OC21 OAVPBWLGJVKEGZ-UHFFFAOYSA-N 0.000 description 1
- FQYWWLSIKWDAEC-UHFFFAOYSA-N tributoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCCCO[Si](OCCCC)(OCCCC)CCCOCC1CO1 FQYWWLSIKWDAEC-UHFFFAOYSA-N 0.000 description 1
- KSNFJZGSDIMSME-UHFFFAOYSA-N trichloro(2-trichlorosilylpropan-2-yl)silane Chemical compound Cl[Si](Cl)(Cl)C(C)(C)[Si](Cl)(Cl)Cl KSNFJZGSDIMSME-UHFFFAOYSA-N 0.000 description 1
- MLDKTCCADNRZEK-UHFFFAOYSA-N trichloro(3-trichlorosilylpropyl)silane Chemical compound Cl[Si](Cl)(Cl)CCC[Si](Cl)(Cl)Cl MLDKTCCADNRZEK-UHFFFAOYSA-N 0.000 description 1
- MMJWAVCCBPOYAP-UHFFFAOYSA-N trichloro(4-trichlorosilylbutyl)silane Chemical compound Cl[Si](Cl)(Cl)CCCC[Si](Cl)(Cl)Cl MMJWAVCCBPOYAP-UHFFFAOYSA-N 0.000 description 1
- ZTRZZYNOZYLETJ-UHFFFAOYSA-N trichloro(5-trichlorosilylpentyl)silane Chemical compound Cl[Si](Cl)(Cl)CCCCC[Si](Cl)(Cl)Cl ZTRZZYNOZYLETJ-UHFFFAOYSA-N 0.000 description 1
- SELBPKHVKHQTIB-UHFFFAOYSA-N trichloro(ethoxy)silane Chemical compound CCO[Si](Cl)(Cl)Cl SELBPKHVKHQTIB-UHFFFAOYSA-N 0.000 description 1
- IORQPMCLCHBYMP-UHFFFAOYSA-N trichloro(methoxy)silane Chemical compound CO[Si](Cl)(Cl)Cl IORQPMCLCHBYMP-UHFFFAOYSA-N 0.000 description 1
- HZFOTCWMVIXGCN-UHFFFAOYSA-N trichloro(phenoxy)silane Chemical compound Cl[Si](Cl)(Cl)OC1=CC=CC=C1 HZFOTCWMVIXGCN-UHFFFAOYSA-N 0.000 description 1
- KOSDRGGXVCAXGC-UHFFFAOYSA-N trichloro(propoxy)silane Chemical compound CCCO[Si](Cl)(Cl)Cl KOSDRGGXVCAXGC-UHFFFAOYSA-N 0.000 description 1
- REHNGZXNSDPATK-UHFFFAOYSA-N triethoxy(4-triethoxysilylheptan-4-yl)silane Chemical compound C(C)O[Si](OCC)(OCC)C(CCC)(CCC)[Si](OCC)(OCC)OCC REHNGZXNSDPATK-UHFFFAOYSA-N 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- IBQAQJCHIVLAKY-UHFFFAOYSA-N triethoxy(iodo)silane Chemical compound CCO[Si](I)(OCC)OCC IBQAQJCHIVLAKY-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- UMFJXASDGBJDEB-UHFFFAOYSA-N triethoxy(prop-2-enyl)silane Chemical group CCO[Si](CC=C)(OCC)OCC UMFJXASDGBJDEB-UHFFFAOYSA-N 0.000 description 1
- GEUTZGDMAQBSDN-UHFFFAOYSA-N triethoxy-(1-triethoxysilylcyclohexyl)silane Chemical compound CCO[Si](OCC)(OCC)C1([Si](OCC)(OCC)OCC)CCCCC1 GEUTZGDMAQBSDN-UHFFFAOYSA-N 0.000 description 1
- DUKDQJFUDJVZTK-UHFFFAOYSA-N triethoxy-(4-methyl-7-triethoxysilylheptyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCC(C)CCC[Si](OCC)(OCC)OCC DUKDQJFUDJVZTK-UHFFFAOYSA-N 0.000 description 1
- UDUKMRHNZZLJRB-UHFFFAOYSA-N triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCC)(OCC)OCC)CCC2OC21 UDUKMRHNZZLJRB-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- ZQMPLYWXYJXIGG-UHFFFAOYSA-N triethyl-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethoxy]silane Chemical compound C1C(CCO[Si](CC)(CC)CC)CCC2OC21 ZQMPLYWXYJXIGG-UHFFFAOYSA-N 0.000 description 1
- BVLWPVSIKXJPGM-UHFFFAOYSA-N triiodo(methoxy)silane Chemical compound CO[Si](I)(I)I BVLWPVSIKXJPGM-UHFFFAOYSA-N 0.000 description 1
- WCBOFCKECJABMC-UHFFFAOYSA-N triiodo(phenoxy)silane Chemical compound I[Si](I)(I)OC1=CC=CC=C1 WCBOFCKECJABMC-UHFFFAOYSA-N 0.000 description 1
- GXBOIOODJRWLFG-UHFFFAOYSA-N triiodo(propoxy)silane Chemical compound CCCO[Si](I)(I)I GXBOIOODJRWLFG-UHFFFAOYSA-N 0.000 description 1
- ZYMHKOVQDOFPHH-UHFFFAOYSA-N trimethoxy(oct-1-enyl)silane Chemical compound CCCCCCC=C[Si](OC)(OC)OC ZYMHKOVQDOFPHH-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- LFRDHGNFBLIJIY-UHFFFAOYSA-N trimethoxy(prop-2-enyl)silane Chemical compound CO[Si](OC)(OC)CC=C LFRDHGNFBLIJIY-UHFFFAOYSA-N 0.000 description 1
- KDPLCLSJIVKFNJ-UHFFFAOYSA-N trimethoxy-(4-methyl-7-trimethoxysilylheptyl)silane Chemical compound CO[Si](OC)(OC)CCCC(C)CCC[Si](OC)(OC)OC KDPLCLSJIVKFNJ-UHFFFAOYSA-N 0.000 description 1
- LQZHZFUSFHLGHE-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)propyl]silane Chemical compound C1C(C(C)C[Si](OC)(OC)OC)CCC2OC21 LQZHZFUSFHLGHE-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- IXJNGXCZSCHDFE-UHFFFAOYSA-N triphenoxy(phenyl)silane Chemical compound C=1C=CC=CC=1O[Si](C=1C=CC=CC=1)(OC=1C=CC=CC=1)OC1=CC=CC=C1 IXJNGXCZSCHDFE-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Landscapes
- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
さらに、本発明によれば、共役ジエン単量体または共役ジエン単量体と芳香族ビニル単量体とを含有する単量体混合物を、不活性溶媒中で重合開始剤により重合して得られた活性末端を有する重合体を含有する溶液に、(A)1分子中に、重合体の活性末端と反応する反応点を5以上有するカップリング剤を添加し、カップリング重合体を生成させる工程と、(B)1分子中に、重合体の活性末端と反応する反応点と、シリカと親和性を有する官能基とを有する、ポリオルガノシロキサンまたはアルコキシシラン化合物を添加し、変性重合体を生成させる工程と、を含んでなる、カップリング重合体および変性重合体からなる共役ジエン重合体組成物を製造する方法であって、活性末端を有する重合体のピークトップ分子量(Mp(A))が500,000以下であり、かつ、該ピークトップ分子量(Mp(A))と、カップリング重合体のピークトップ分子量(Mp(C))との比(Mp(C)/Mp(A))が、3以上である、共役ジエン重合体組成物の製造方法が提供される。
一般式(II)中、X3は、ハロゲン原子または炭素数1〜20のアルコキシ基である。ハロゲン原子および炭素数1〜20のアルコキシ基の具体例としては、X1およびX2について例示したものと同様のものをあげることができる。R3は、炭素数1〜20の1価の炭化水素基である。炭素数1〜20の1価の炭化水素基としては、R1およびR2について例示したものと同様のものを挙げることができる。複数の、X3またはR3が、存在するときは、それらは、それぞれ、同一であっても異なっていてもよい。rは0〜2の整数であり、mは0〜20の整数である。mは、0〜10の整数であることが好ましく、1〜3の整数であることがより好ましく、1であることが特に好ましい。mが2以上の場合、−(SiX3 rR3 2−r−)で表わされる複数の繰り返し単位は、相異なるものであってもよい。なお、A3が一般式(II)で表わされる場合、(p+n×m×r+q)は、5以上の整数である。
一般式(III)中、R4は、水素原子または炭素数1〜20の1価の炭化水素基である。炭素数1〜20の1価の炭化水素基としては、R1およびR2について例示したものと同様のものを挙げることができる。A3が一般式(III)で表わされるとき、(p+q)は、5または6である。
一般式(IV)中、A5は、単結合または炭素数1〜20の2価の炭化水素基である。炭素数1〜20の2価の炭化水素基の具体例としては、A1およびA2について例示したものと同様のものを挙げることができる。X5は、ハロゲン原子または炭素数1〜20のアルコキシ基である。ハロゲン原子および炭素数1〜20のアルコキシ基の具体例としては、X1およびX2について例示したものと同様のものを挙げることができる。R5は、炭素数1〜20の1価の炭化水素基である。炭素数1〜20の1価の炭化水素基としては、R1およびR2について例示したものと同様のものを挙げることができる。複数の、X5またはR5が存在するときは、それらは、それぞれ、同一であっても異なっていてもよい。sは、0〜3の整数である。なお、A3が一般式(IV)で表わされる場合、(p+n×s+q)は、5以上の整数である。
SiX1 pR1 3−p−(CH2)k−SiX2 3(V)
一般式(V)中、X1およびX2は、それぞれ、ハロゲン原子であり、複数の、X1またはX2が存在するときは、それらは、それぞれ、異なるハロゲン原子であってもよい。R1は炭素数1〜20の1価の炭化水素基である。なかでも、炭素数1〜20のアルキル基であることが好ましく、メチル基またはエチル基であることが特に好ましい。kは0〜20の整数であり、0〜10の整数であることが好ましく、0〜6の整数であることがより好ましく、0〜2の整数であることが特に好ましい。pは、2または3であり、3であることがより好ましい。
SiX1 pR1 3−p−A6−SiX2 3(VI)
SiX1 pR1 3−p−A7−NR4−A8−SiX2 3 (VII)
SiX1 pR1 3−p−A9−N(−A10−SiX5 sR5 3−s)−A11−SiX2 3 (VIII)
一般式(XIII):ZYE
・
〔重合体分子量〕
ゲルパーミエーションクロマトグラフィによりポリスチレン換算分子量として求めた。具体的には、以下の条件で測定した。
測定器 :HLC−8020(東ソー社製)
カラム :GMH−HR−H(東ソー社製)を二本を直列に連結した
検出器 :示差屈折計RI−8020(東ソー社製)
溶離液 :テトラヒドロフラン
カラム温度:40℃
〔重合体のミクロ構造〕
1H−NMRと13C−NMRにより測定した。
〔ムーニー粘度〕
JIS K6300に従い、ムーニー粘度計(島津製作所社製)を用いて測定した。
〔耐摩耗性〕
上島製作所社製FPS摩耗試験機を用い、荷重1kgf、スリップ率15%で測定した。この特性については、基準サンプルを100とする指数で示した。この指数が大きいものほど、耐摩耗性に優れる。
〔低発熱性〕
レオメトリックス社製ARESを用い、動的歪み0.5%、10Hzの条件で60℃におけるtanδを測定した。この特性については、基準サンプルを100とする指数で示した。この指数が小さいものほど、低発熱性に優れる。
〔ウェットグリップ性〕
レオメトリックス社製ARESを用い、動的歪み0.5%、10Hzの条件で0℃におけるtanδを測定した。この特性については、基準サンプルを100とする指数で示した。この指数が大きいものほど、ウェットグリップ性に優れる。
攪拌機付きオートクレーブに、シクロヘキサン4000g、スチレン318g、1,3−ブタジエン248g、イソプレン25gおよびテトラメチルエチレンジアミン3.9ミリモルを仕込んだ後、n−ブチルリチウムをシクロヘキサンと1,3−ブタジエンとに含まれる重合を阻害する不純物の中和に必要な量を添加し、さらに、n−ブチルリチウムを重合反応に用いる分として4.4ミリモルを加え、50℃で重合を開始した。重合を開始してから15分経過後、スチレン56g、1,3−ブタジエン338gを50分間かけて連続的に添加した。重合反応中の最高温度は75℃であった。連続添加終了後、さらに10分間重合反応を継続し、重合転化率が95%から100%の範囲になったことを確認してから、イソプレン15gを添加し5分間反応させた後、少量の重合溶液をサンプリングした。サンプリングした少量の重合溶液は、過剰のメタノールを添加して反応停止した後、風乾して、重合体を取得し、ゲルパーミエーションクロマトグラフィ分析の試料とした。サンプリングした重合体のピークトップ分子量は38万、分子量分布は1.06であった。少量の重合溶液をサンプリングした直後に、使用したn−ブチルリチウムの0.1倍モルに相当する40%シクロヘキサン溶液とした1,6−ビス(トリメトキシシリル)ヘキサンを0.44ミリモル加え、30分間反応させた後、使用したn−ブチルリチウムの0.09倍モルに相当する量の上記一般式(IX)における構造が下記の式(XIV)に示す通り(mとkの数値は平均値)であるポリオルガノシロキサンAを40%キシレン溶液の状態で添加し、65℃で30分間反応させた後、重合停止剤として、使用したn−ブチルリチウムの2倍モルに相当する量のメタノールを添加して共役ジエン重合体組成物を含有する溶液を得た。共役ジエン重合体組成物を含有する溶液の一部を取り出し、ゴム分100部あたり、老化防止剤として2,4−ビス(n−オクチルチオメチル)−6−メチルフェノールを0.2部を添加した後、スチームストリッピング法により固形状ゴムの回収を行い、ロールにかけて脱水し、さらに熱風乾燥機にて乾燥し、共役ジエン重合体組成物Aを得た。このゴムのスチレン単位含有量、ブタジエン単位部分のビニル結合含有量、およびピークトップ分子量を測定した。この結果を表1に示す。共役ジエン重合体組成物Aを含有する溶液の残部に、ゴム分100部あたり、老化防止剤として2,4−ビス(n−オクチルチオメチル)−6−メチルフェノールを0.2部および伸展油としてフッコールエラミック30(商品名、新日本石油社製)を37.5部添加した後、スチームストリッピング法により固形状ゴムの回収を行い、ロールにかけて脱水し、さらに熱風乾燥機にて乾燥し、油展ゴムAを得た。油展ゴムAのムーニー粘度を測定した。その値を表1に示す。
カップリング剤として、1,6−ビス(トリメトキシシリル)ヘキサンの代わりに1,6−ビス(トリクロロシリル)ヘキサン0.33ミリモルを用いたこと以外は実施例1と同様にして、共役ジエン重合体組成物Bおよび油展ゴムBを得た。各種の測定結果を表1に示す。
カップリング剤として、1,6−ビス(トリメトキシシリル)ヘキサンの代わりにエポキシ化ポリブタジエン0.44ミリモルを用いたこと以外は実施例1と同様にして、共役ジエン重合体組成物Cおよび油展ゴムCを得た。各種の測定結果を表1に示す。なお、用いたエポキシ化ポリブタジエンは、ジソディウムナフタレンを重合触媒として、炭化水素溶媒中で重合して得られた1,2−ポリブタジエンをエポキシ化したものであり、エポキシ化前の数平均分子量は、約1000で、エポキシ基を有する単量体単位の重合体1分子当りの数(1分子中の官能基含有ユニット数)は、6.2個であった。
変性剤として、ポリオルガノシロキサンAの代わりにN,N−ビス(トリメチルシリル)−3−アミノプロピルトリメトキシシラン3.04ミリモルを用いたこと以外は実施例1と同様にして、共役ジエン重合体組成物Dおよび油展ゴムDを得た。各種の測定結果を表1に示す。
カップリング剤として、1,6−ビス(トリメトキシシリル)ヘキサンの代わりに四塩化スズ0.35ミリモルを用い、変性剤として、ポリオルガノシロキサンAの代わりにN−メチル−ε−カプロラクタム4.04ミリモルを用いたこと以外は実施例1と同様にして、共役ジエン重合体組成物Eおよび油展ゴムEを得た。各種の測定結果を表1に示す。
テトラメチルエチレンジアミンの量を4.7ミリモルに変更し、n−ブチルリチウムの重合反応に用いる分の量を5.6ミリモルに変更し、カップリング剤として、1,6−ビス(トリメトキシシリル)ヘキサンの代わりに四塩化スズ0.19ミリモルを用い、変性剤として、ポリオルガノシロキサンA0.48ミリモルを用いたこと以外は実施例1と同様にして、共役ジエン重合体組成物Fおよび油展ゴムFを得た。各種の測定結果を表1に示す。
容量250mlのブラベンダータイプミキサー中で、137.5部の油展ゴムAを30秒素練りし、次いでシリカ(Zeosil 1165MP、ローディア社製)60部とシランカップリング剤(Si69、ビス(3−(トリエトキシシリル)プロピル)テトラスルフィド、デグッサ社製)6.4部を添加して、80℃を開始温度として1.5分間混練後、プロセスオイルとしてフッコールエラミック30(商品名、新日本石油社製)2.5部、シリカ(Zeosil 1165MP)20部、酸化亜鉛3部、ステアリン酸2部、および老化防止剤(ノクラック6C、大内新興社製)2部を添加し、さらに2.5分間混練し、ミキサーからゴム混練物を排出させた。混錬終了時のゴム混練物の温度は150℃であった。ゴム混練物を、室温まで冷却した後、再度バンバリーミキサー中で、3分間混練した後、バンバリーミキサーからゴム混練物を排出させた。次いで、50℃のオープンロールで、得られたゴム混練物と、硫黄2および架橋促進剤(N−シクロヘキシル−2−ベンゾチアジルスルフェンアミド1.5部とジフェニルグアニジン0.5部の混合物)とを混練した後、シート状のゴム組成物を取り出した。このゴム組成物を、150℃で20分間プレス架橋して試験片を作製し、この試験片について、耐摩耗性、低発熱性、およびウェットグリップ性の評価を行なった。表2にその結果を示す。なお、これらの評価は、比較例3の試験片を基準サンプル(指数100)とする指数で示す。
用いる油展ゴムを、表2に示す通りに変更したこと以外は、実施例5と同様にして、試験片を作製し、この試験片について、耐摩耗性、低発熱性、およびウェットグリップ性の評価を行った。表2にその結果を示す。
Claims (2)
- 共役ジエン単量体または共役ジエン単量体と芳香族ビニル単量体とを含有する単量体混合物を、不活性溶媒中で重合開始剤により重合して得られた活性末端を有する重合体を含有する溶液に、
(A)1分子中に、重合体の活性末端と反応する反応点を5以上有するカップリング剤を添加し、カップリング重合体を生成させる工程と、
(B)1分子中に、重合体の活性末端と反応する反応点と、ケイ素含有基、アミノ基および水酸基の中から選ばれる、シリカと親和性を有する官能基とを有する変性剤を添加し、変性重合体を生成させる工程と、
を含んでなる、カップリング重合体および変性重合体からなる共役ジエン重合体組成物を製造する方法であって、
活性末端を有する重合体のピークトップ分子量(Mp(A))が500,000以下であり、かつ、該ピークトップ分子量(Mp(A))と、カップリング重合体のピークトップ分子量(Mp(C))との比(Mp(C)/Mp(A))が、3以上である、共役ジエン重合体組成物の製造方法。 - 共役ジエン単量体または共役ジエン単量体と芳香族ビニル単量体とを含有する単量体混合物を、不活性溶媒中で重合開始剤により重合して得られた活性末端を有する重合体を含有する溶液に、
(A)1分子中に、重合体の活性末端と反応する反応点を5以上有するカップリング剤を添加し、カップリング重合体を生成させる工程と、
(B)1分子中に、重合体の活性末端と反応する反応点と、シリカと親和性を有する官能基とを有する、ポリオルガノシロキサンまたはアルコキシシラン化合物を添加し、変性重合体を生成させる工程と、
を含んでなる、カップリング重合体および変性重合体からなる共役ジエン重合体組成物を製造する方法であって、
活性末端を有する重合体のピークトップ分子量(Mp(A))が500,000以下であり、かつ、該ピークトップ分子量(Mp(A))と、カップリング重合体のピークトップ分子量(Mp(C))との比(Mp(C)/Mp(A))が、3以上である、共役ジエン重合体組成物の製造方法。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007265007A JP5245346B2 (ja) | 2007-10-10 | 2007-10-10 | 共役ジエン重合体組成物の製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007265007A JP5245346B2 (ja) | 2007-10-10 | 2007-10-10 | 共役ジエン重合体組成物の製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2009091498A JP2009091498A (ja) | 2009-04-30 |
JP5245346B2 true JP5245346B2 (ja) | 2013-07-24 |
Family
ID=40663805
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007265007A Active JP5245346B2 (ja) | 2007-10-10 | 2007-10-10 | 共役ジエン重合体組成物の製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP5245346B2 (ja) |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2070983B1 (en) * | 2007-12-14 | 2017-05-24 | Continental Reifen Deutschland GmbH | Vulcanizable rubber mixture and its use for rubber products |
JP5287235B2 (ja) * | 2008-12-26 | 2013-09-11 | 日本ゼオン株式会社 | 変性芳香族ビニル−共役ジエン共重合体ゴムおよびゴム組成物 |
JP5521698B2 (ja) * | 2009-03-31 | 2014-06-18 | 日本ゼオン株式会社 | 防振ゴム部材、架橋物、防振ゴム用組成物、ならびに防振ゴム用共役ジエンゴム組成物およびその製造方法 |
CN102459359B (zh) * | 2009-06-03 | 2015-02-11 | 可乐丽股份有限公司 | 氢化嵌段共聚物的制造方法、由该制造方法得到的氢化嵌段共聚物及其组合物 |
US8952101B2 (en) | 2010-02-26 | 2015-02-10 | Zeon Corporation | Conjugated diene rubber, rubber composition, crosslinked rubber, tire, and process for production of conjugated diene rubber |
EP2452981A1 (de) * | 2010-11-16 | 2012-05-16 | LANXESS Deutschland GmbH | Trialkylsilyloxy-terminierte Polymere |
CN103237841B (zh) | 2010-12-03 | 2014-12-24 | 横滨橡胶株式会社 | 轮胎胎面用橡胶组合物 |
DE112011104011B9 (de) | 2010-12-03 | 2017-07-20 | The Yokohama Rubber Co., Ltd. | Verwendung einer Kautschukzusammensetzung zur Herstellung eines Luftreifens und diese umfassender Luftreifen |
US9416252B2 (en) * | 2010-12-03 | 2016-08-16 | The Yokohama Rubber Co., Ltd. | Rubber composition for tire tread |
JP5698560B2 (ja) * | 2011-02-22 | 2015-04-08 | 旭化成ケミカルズ株式会社 | 変性共役ジエン系共重合体、その製造方法、及び変性共役ジエン系共重合体組成物 |
SG187314A1 (en) * | 2011-07-13 | 2013-02-28 | Sumitomo Chemical Co | Method for producing modified conjugated diene-based polymer, and method for producing vulcanized polymer |
JP5234203B2 (ja) | 2011-07-14 | 2013-07-10 | 横浜ゴム株式会社 | タイヤ用ゴム組成物 |
JP5861459B2 (ja) * | 2011-12-29 | 2016-02-16 | 日本ゼオン株式会社 | タイヤトレッド用共役ジエン系ゴム組成物の製造方法 |
JP5316660B2 (ja) | 2012-02-15 | 2013-10-16 | 横浜ゴム株式会社 | タイヤトレッド用ゴム組成物 |
JP5376027B2 (ja) | 2012-03-08 | 2013-12-25 | 横浜ゴム株式会社 | タイヤ用ゴム組成物 |
JP5376008B2 (ja) | 2012-04-24 | 2013-12-25 | 横浜ゴム株式会社 | タイヤ用ゴム組成物 |
JP2015086307A (ja) * | 2013-10-31 | 2015-05-07 | 日本ゼオン株式会社 | 共役ジエン系ゴム組成物およびゴム架橋物 |
JP6516462B2 (ja) * | 2013-12-13 | 2019-05-22 | 旭化成株式会社 | 変性共役ジエン系重合体の製造方法、変性共役ジエン系重合体、及び変性共役ジエン系重合体組成物 |
JP6512107B2 (ja) * | 2013-12-27 | 2019-05-15 | 日本ゼオン株式会社 | 共役ジエン系重合体および共役ジエン系重合体の製造方法 |
WO2015152039A1 (ja) * | 2014-03-31 | 2015-10-08 | 日本ゼオン株式会社 | 共役ジエン系ゴムの製造方法 |
JP5904233B2 (ja) | 2014-04-30 | 2016-04-13 | 横浜ゴム株式会社 | タイヤトレッド用ゴム組成物 |
JP5835409B2 (ja) | 2014-06-04 | 2015-12-24 | 横浜ゴム株式会社 | タイヤトレッド用ゴム組成物 |
JP5987865B2 (ja) * | 2014-06-17 | 2016-09-07 | 横浜ゴム株式会社 | タイヤ用ゴム組成物および空気入りタイヤ |
EP3366709A1 (en) | 2017-02-24 | 2018-08-29 | ARLANXEO Deutschland GmbH | In-chain phosphine- and phosphonium- containing diene-polymers |
WO2018181161A1 (ja) * | 2017-03-31 | 2018-10-04 | 日本ゼオン株式会社 | 変性共役ジエン系ゴムの製造方法 |
JP7397272B2 (ja) * | 2017-12-08 | 2023-12-13 | 横浜ゴム株式会社 | 空気入りタイヤ |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0818478B1 (en) * | 1995-03-30 | 2004-08-11 | Zeon Corporation | Styrene-isoprene-butadiene copolymer rubber and process for the production thereof |
US5652310A (en) * | 1996-03-20 | 1997-07-29 | The Goodyear Tire & Rubber Company | Rubbers having improved interaction with silica |
EP0894825B1 (en) * | 1996-04-17 | 2003-07-23 | Nippon Zeon Co., Ltd. | Diene polymer composition, process for the preparation of the same, and rubber composition containing the same |
KR100403089B1 (ko) * | 2001-01-03 | 2003-10-30 | 금호석유화학 주식회사 | 말단변성 디엔계 공중합체의 제조방법 |
JP4131513B2 (ja) * | 2003-01-31 | 2008-08-13 | 日本ゼオン株式会社 | 共役ジエン系ゴムの製造方法 |
JP4628009B2 (ja) * | 2004-04-09 | 2011-02-09 | 株式会社ブリヂストン | ゴム組成物及びそれを用いたタイヤ |
JP4539177B2 (ja) * | 2004-06-04 | 2010-09-08 | 住友化学株式会社 | 変性ジエン系重合体ゴム、その製造方法及びゴム組成物 |
JP5568860B2 (ja) * | 2006-03-31 | 2014-08-13 | 日本ゼオン株式会社 | タイヤ用ゴム組成物の製造方法、タイヤ用ゴム組成物、及びタイヤ |
-
2007
- 2007-10-10 JP JP2007265007A patent/JP5245346B2/ja active Active
Also Published As
Publication number | Publication date |
---|---|
JP2009091498A (ja) | 2009-04-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5245346B2 (ja) | 共役ジエン重合体組成物の製造方法 | |
JP5287235B2 (ja) | 変性芳香族ビニル−共役ジエン共重合体ゴムおよびゴム組成物 | |
JP5194846B2 (ja) | ベーストレッド用ゴム組成物 | |
JP5568860B2 (ja) | タイヤ用ゴム組成物の製造方法、タイヤ用ゴム組成物、及びタイヤ | |
KR101702697B1 (ko) | 공액 디엔계 고무, 고무 조성물, 고무 가교물, 및 타이어, 그리고 공액 디엔계 고무의 제조 방법 | |
KR102036153B1 (ko) | 공액 디엔계 고무의 제조 방법 | |
JP5845883B2 (ja) | 変性共役ジエン系ゴム組成物の製造方法、ゴム組成物の製造方法、ゴム架橋物の製造方法及びタイヤの製造方法 | |
WO2018092716A1 (ja) | 共役ジエン系ゴムの製造方法 | |
JP5515206B2 (ja) | ポリブタジエンゴムの製造方法、タイヤ用ゴム組成物、およびタイヤ | |
US10040927B2 (en) | Rubber composition for tires and pneumatic tire | |
JP6421521B2 (ja) | 共役ジエン系重合体およびゴム組成物 | |
CN106103518B (zh) | 共轭二烯系橡胶的制造方法 | |
JP6432319B2 (ja) | 共役ジエン系重合体およびゴム組成物 | |
JP6332279B2 (ja) | 共役ジエン系ゴムの製造方法 | |
JP2016011334A (ja) | 変性共役ジエン系ゴムの組成物 | |
JP2014162809A (ja) | ゴム組成物および空気入りタイヤ | |
JP6155667B2 (ja) | ゴム組成物 | |
CN112119118A (zh) | 轮胎胎面用橡胶组合物及充气轮胎 | |
JP6511872B2 (ja) | 共役ジエン系重合体 | |
JP7244244B2 (ja) | 共役ジエン系ゴムの製造方法 | |
JP7108460B2 (ja) | 共役ジエン系ゴムの製造方法 | |
JP7225802B2 (ja) | 変性共役ジエン系ゴムの製造方法 | |
JP6776515B2 (ja) | 架橋性ゴム組成物 | |
CN116194306A (zh) | 重负荷轮胎用橡胶组合物 | |
WO2023189388A1 (ja) | 重荷重タイヤ用ゴム組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20100826 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20120820 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120822 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20121019 |
|
RD02 | Notification of acceptance of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7422 Effective date: 20121019 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20121204 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130128 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20130312 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20130325 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5245346 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20160419 Year of fee payment: 3 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |