JP2022536827A - 変性高シスポリブタジエンポリマー、関連する方法及びタイヤ組成物 - Google Patents
変性高シスポリブタジエンポリマー、関連する方法及びタイヤ組成物 Download PDFInfo
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- JP2022536827A JP2022536827A JP2021566437A JP2021566437A JP2022536827A JP 2022536827 A JP2022536827 A JP 2022536827A JP 2021566437 A JP2021566437 A JP 2021566437A JP 2021566437 A JP2021566437 A JP 2021566437A JP 2022536827 A JP2022536827 A JP 2022536827A
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- nickel
- phr
- polymer
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- compound
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- 238000000034 method Methods 0.000 title claims abstract description 142
- 229920000642 polymer Polymers 0.000 title claims abstract description 134
- 239000005063 High cis polybutadiene Substances 0.000 title claims abstract description 80
- 239000000203 mixture Substances 0.000 title claims description 106
- 150000001875 compounds Chemical class 0.000 claims abstract description 152
- 230000008569 process Effects 0.000 claims abstract description 128
- 239000003054 catalyst Substances 0.000 claims abstract description 124
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 29
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 152
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 150
- 229910052759 nickel Inorganic materials 0.000 claims description 81
- 229920001971 elastomer Polymers 0.000 claims description 72
- 239000005060 rubber Substances 0.000 claims description 68
- 239000000945 filler Substances 0.000 claims description 61
- 239000000377 silicon dioxide Substances 0.000 claims description 58
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 45
- 239000003795 chemical substances by application Substances 0.000 claims description 40
- 150000002602 lanthanoids Chemical class 0.000 claims description 38
- 239000003381 stabilizer Substances 0.000 claims description 36
- 229910052736 halogen Inorganic materials 0.000 claims description 35
- 239000002168 alkylating agent Substances 0.000 claims description 34
- 229940100198 alkylating agent Drugs 0.000 claims description 34
- 150000002367 halogens Chemical class 0.000 claims description 33
- 150000002601 lanthanoid compounds Chemical class 0.000 claims description 33
- 230000003014 reinforcing effect Effects 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- 229910052799 carbon Inorganic materials 0.000 claims description 27
- 229920002857 polybutadiene Polymers 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 26
- 239000005062 Polybutadiene Substances 0.000 claims description 25
- 238000004073 vulcanization Methods 0.000 claims description 24
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 21
- 239000011737 fluorine Substances 0.000 claims description 21
- 229910052731 fluorine Inorganic materials 0.000 claims description 21
- 238000010791 quenching Methods 0.000 claims description 21
- 230000000171 quenching effect Effects 0.000 claims description 21
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 18
- 239000006235 reinforcing carbon black Substances 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 14
- 239000010941 cobalt Substances 0.000 claims description 14
- 229910017052 cobalt Inorganic materials 0.000 claims description 14
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 14
- 239000012763 reinforcing filler Substances 0.000 claims description 14
- 244000043261 Hevea brasiliensis Species 0.000 claims description 13
- 150000004820 halides Chemical class 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000013032 Hydrocarbon resin Substances 0.000 claims description 11
- 229920006270 hydrocarbon resin Polymers 0.000 claims description 11
- 229920001194 natural rubber Polymers 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 10
- 229920003052 natural elastomer Polymers 0.000 claims description 10
- 229920001195 polyisoprene Polymers 0.000 claims description 10
- 150000002816 nickel compounds Chemical class 0.000 claims description 9
- 239000012936 vulcanization activator Substances 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims description 7
- 150000001869 cobalt compounds Chemical class 0.000 claims description 7
- 239000003112 inhibitor Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 claims description 6
- 229960003493 octyltriethoxysilane Drugs 0.000 claims description 6
- 125000002734 organomagnesium group Chemical group 0.000 claims description 6
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 5
- 239000002174 Styrene-butadiene Substances 0.000 claims description 4
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 4
- 239000000806 elastomer Substances 0.000 claims description 4
- 238000001256 steam distillation Methods 0.000 claims description 4
- 239000011115 styrene butadiene Substances 0.000 claims description 4
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 claims description 3
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 3
- IUHFWCGCSVTMPG-UHFFFAOYSA-N [C].[C] Chemical class [C].[C] IUHFWCGCSVTMPG-UHFFFAOYSA-N 0.000 claims 2
- 238000002955 isolation Methods 0.000 claims 1
- 239000000178 monomer Substances 0.000 abstract description 25
- -1 lanthanide carboxylates Chemical class 0.000 description 93
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 68
- 229910052779 Neodymium Inorganic materials 0.000 description 45
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 37
- 125000001183 hydrocarbyl group Chemical group 0.000 description 28
- 238000002156 mixing Methods 0.000 description 27
- 239000002904 solvent Substances 0.000 description 26
- 239000003960 organic solvent Substances 0.000 description 24
- 238000006116 polymerization reaction Methods 0.000 description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 23
- 150000001298 alcohols Chemical class 0.000 description 21
- 239000003921 oil Substances 0.000 description 20
- 235000019198 oils Nutrition 0.000 description 20
- VGIURMCNTDVGJM-UHFFFAOYSA-N 4-triethoxysilylbutanenitrile Chemical compound CCO[Si](OCC)(OCC)CCCC#N VGIURMCNTDVGJM-UHFFFAOYSA-N 0.000 description 18
- 125000004432 carbon atom Chemical group C* 0.000 description 18
- 239000011593 sulfur Chemical group 0.000 description 15
- 229910052717 sulfur Inorganic materials 0.000 description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 14
- 239000007822 coupling agent Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- 239000006229 carbon black Substances 0.000 description 13
- 235000019241 carbon black Nutrition 0.000 description 13
- 229930195733 hydrocarbon Natural products 0.000 description 13
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 125000000392 cycloalkenyl group Chemical group 0.000 description 12
- 150000002430 hydrocarbons Chemical class 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 150000002901 organomagnesium compounds Chemical class 0.000 description 12
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 11
- 239000004594 Masterbatch (MB) Substances 0.000 description 10
- 230000032683 aging Effects 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 9
- 239000004215 Carbon black (E152) Substances 0.000 description 9
- 150000001721 carbon Chemical group 0.000 description 9
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 9
- 125000005843 halogen group Chemical group 0.000 description 9
- 125000000962 organic group Chemical group 0.000 description 9
- GBQYMXVQHATSCC-UHFFFAOYSA-N 3-triethoxysilylpropanenitrile Chemical compound CCO[Si](OCC)(OCC)CCC#N GBQYMXVQHATSCC-UHFFFAOYSA-N 0.000 description 8
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
- 125000004429 atom Chemical group 0.000 description 8
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 8
- 150000007942 carboxylates Chemical group 0.000 description 8
- 125000005842 heteroatom Chemical group 0.000 description 8
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 7
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 7
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- 238000005227 gel permeation chromatography Methods 0.000 description 7
- 229910052749 magnesium Inorganic materials 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 239000001301 oxygen Chemical group 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 125000004437 phosphorous atom Chemical group 0.000 description 7
- 229910052710 silicon Inorganic materials 0.000 description 7
- 239000010703 silicon Chemical group 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 241001441571 Hiodontidae Species 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 125000002877 alkyl aryl group Chemical group 0.000 description 6
- 125000000304 alkynyl group Chemical group 0.000 description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 6
- 125000003710 aryl alkyl group Chemical group 0.000 description 6
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 6
- 125000000743 hydrocarbylene group Chemical group 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 6
- 239000011414 polymer cement Substances 0.000 description 6
- 125000003107 substituted aryl group Chemical group 0.000 description 6
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 6
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 229910052796 boron Inorganic materials 0.000 description 5
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000003208 petroleum Substances 0.000 description 5
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 description 5
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
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- 239000002879 Lewis base Substances 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
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- 150000004703 alkoxides Chemical group 0.000 description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 4
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- 229910052918 calcium silicate Inorganic materials 0.000 description 4
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- 238000006243 chemical reaction Methods 0.000 description 4
- 150000001868 cobalt Chemical class 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 150000007527 lewis bases Chemical class 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 4
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000000088 plastic resin Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000012991 xanthate Substances 0.000 description 4
- BHHYHSUAOQUXJK-UHFFFAOYSA-L zinc fluoride Chemical compound F[Zn]F BHHYHSUAOQUXJK-UHFFFAOYSA-L 0.000 description 4
- LQIIEHBULBHJKX-UHFFFAOYSA-N 2-methylpropylalumane Chemical compound CC(C)C[AlH2] LQIIEHBULBHJKX-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229910015900 BF3 Inorganic materials 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 3
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 238000005054 agglomeration Methods 0.000 description 3
- 230000002776 aggregation Effects 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 239000000378 calcium silicate Substances 0.000 description 3
- 229920006026 co-polymeric resin Polymers 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- QRQUTSPLBBZERR-UHFFFAOYSA-M dioctylalumanylium;chloride Chemical compound CCCCCCCC[Al](Cl)CCCCCCCC QRQUTSPLBBZERR-UHFFFAOYSA-M 0.000 description 3
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 3
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
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- 239000003999 initiator Substances 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- RLAWWYSOJDYHDC-BZSNNMDCSA-N lisinopril Chemical compound C([C@H](N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(O)=O)C(O)=O)CC1=CC=CC=C1 RLAWWYSOJDYHDC-BZSNNMDCSA-N 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
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- 239000011236 particulate material Substances 0.000 description 3
- 241000894007 species Species 0.000 description 3
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- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-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
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
- LOVYCUYJRWLTSU-UHFFFAOYSA-N 2-(3,4-dichlorophenoxy)-n,n-diethylethanamine Chemical compound CCN(CC)CCOC1=CC=C(Cl)C(Cl)=C1 LOVYCUYJRWLTSU-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 2
- CEBDXRXVGUQZJK-UHFFFAOYSA-N 2-methyl-1-benzofuran-7-carboxylic acid Chemical compound C1=CC(C(O)=O)=C2OC(C)=CC2=C1 CEBDXRXVGUQZJK-UHFFFAOYSA-N 0.000 description 2
- KVUMYOWDFZAGPN-UHFFFAOYSA-N 3-trimethoxysilylpropanenitrile Chemical compound CO[Si](OC)(OC)CCC#N KVUMYOWDFZAGPN-UHFFFAOYSA-N 0.000 description 2
- FPJPAIQDDFIEKJ-UHFFFAOYSA-N 4-trimethoxysilylbutanenitrile Chemical compound CO[Si](OC)(OC)CCCC#N FPJPAIQDDFIEKJ-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminium flouride Chemical compound F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 238000004438 BET method Methods 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
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- CGIHOAGHLXZIJX-UHFFFAOYSA-L dioctyl phosphate;nickel(2+) Chemical compound [Ni+2].CCCCCCCCOP([O-])(=O)OCCCCCCCC.CCCCCCCCOP([O-])(=O)OCCCCCCCC CGIHOAGHLXZIJX-UHFFFAOYSA-L 0.000 description 1
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- BUHQQXGTFKPOJT-UHFFFAOYSA-K diphenyl phosphate;neodymium(3+) Chemical compound [Nd+3].C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1.C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1.C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 BUHQQXGTFKPOJT-UHFFFAOYSA-K 0.000 description 1
- RIARDECMAOPYBG-UHFFFAOYSA-L diphenyl phosphate;nickel(2+) Chemical compound [Ni+2].C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1.C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 RIARDECMAOPYBG-UHFFFAOYSA-L 0.000 description 1
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- QJXQMMHNTBZSOF-UHFFFAOYSA-K diphenylphosphinate;neodymium(3+) Chemical compound [Nd+3].C=1C=CC=CC=1P(=O)([O-])C1=CC=CC=C1.C=1C=CC=CC=1P(=O)([O-])C1=CC=CC=C1.C=1C=CC=CC=1P(=O)([O-])C1=CC=CC=C1 QJXQMMHNTBZSOF-UHFFFAOYSA-K 0.000 description 1
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- 238000009826 distribution Methods 0.000 description 1
- 125000002228 disulfide group Chemical group 0.000 description 1
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- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 description 1
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- OHSVLFRHMCKCQY-UHFFFAOYSA-N lutetium atom Chemical compound [Lu] OHSVLFRHMCKCQY-UHFFFAOYSA-N 0.000 description 1
- 229910012375 magnesium hydride Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- WRYKIHMRDIOPSI-UHFFFAOYSA-N magnesium;benzene Chemical compound [Mg+2].C1=CC=[C-]C=C1.C1=CC=[C-]C=C1 WRYKIHMRDIOPSI-UHFFFAOYSA-N 0.000 description 1
- KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical compound [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 description 1
- VXWPONVCMVLXBW-UHFFFAOYSA-M magnesium;carbanide;iodide Chemical compound [CH3-].[Mg+2].[I-] VXWPONVCMVLXBW-UHFFFAOYSA-M 0.000 description 1
- DLPASUVGCQPFFO-UHFFFAOYSA-N magnesium;ethane Chemical compound [Mg+2].[CH2-]C.[CH2-]C DLPASUVGCQPFFO-UHFFFAOYSA-N 0.000 description 1
- RVOYYLUVELMWJF-UHFFFAOYSA-N magnesium;hexane Chemical compound [Mg+2].CCCCC[CH2-].CCCCC[CH2-] RVOYYLUVELMWJF-UHFFFAOYSA-N 0.000 description 1
- LZFCBBSYZJPPIV-UHFFFAOYSA-M magnesium;hexane;bromide Chemical compound [Mg+2].[Br-].CCCCC[CH2-] LZFCBBSYZJPPIV-UHFFFAOYSA-M 0.000 description 1
- GBRJQTLHXWRDOV-UHFFFAOYSA-M magnesium;hexane;chloride Chemical compound [Mg+2].[Cl-].CCCCC[CH2-] GBRJQTLHXWRDOV-UHFFFAOYSA-M 0.000 description 1
- WCFJMDWWJOCLSJ-UHFFFAOYSA-N magnesium;methanidylbenzene Chemical compound [Mg+2].[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1 WCFJMDWWJOCLSJ-UHFFFAOYSA-N 0.000 description 1
- QGEFGPVWRJCFQP-UHFFFAOYSA-M magnesium;methanidylbenzene;bromide Chemical compound [Mg+2].[Br-].[CH2-]C1=CC=CC=C1 QGEFGPVWRJCFQP-UHFFFAOYSA-M 0.000 description 1
- DQZLQYHGCKLKGU-UHFFFAOYSA-N magnesium;propane Chemical compound [Mg+2].C[CH-]C.C[CH-]C DQZLQYHGCKLKGU-UHFFFAOYSA-N 0.000 description 1
- CWJWJOVKYKXSDU-UHFFFAOYSA-N methanol;nickel Chemical compound [Ni].OC.OC CWJWJOVKYKXSDU-UHFFFAOYSA-N 0.000 description 1
- CBNHBSGOXOSEAO-UHFFFAOYSA-N methanolate neodymium(3+) Chemical compound [Nd+3].[O-]C.[O-]C.[O-]C CBNHBSGOXOSEAO-UHFFFAOYSA-N 0.000 description 1
- NEMYBHYAISOMTI-UHFFFAOYSA-N methanolate;2-methylpropylaluminum(2+) Chemical compound [O-]C.[O-]C.CC(C)C[Al+2] NEMYBHYAISOMTI-UHFFFAOYSA-N 0.000 description 1
- DKUIXLPCCDROFD-UHFFFAOYSA-N methanolate;methylaluminum(2+) Chemical compound [O-]C.[O-]C.[Al+2]C DKUIXLPCCDROFD-UHFFFAOYSA-N 0.000 description 1
- BQBCXNQILNPAPX-UHFFFAOYSA-N methoxy(dimethyl)alumane Chemical compound [O-]C.C[Al+]C BQBCXNQILNPAPX-UHFFFAOYSA-N 0.000 description 1
- PQYRGTGTFRXFEN-UHFFFAOYSA-N methoxy-bis(2-methylpropyl)alumane Chemical compound CC(C)C[Al](OC)CC(C)C PQYRGTGTFRXFEN-UHFFFAOYSA-N 0.000 description 1
- QQHNGZNHRRLNKI-UHFFFAOYSA-N methyl carbonobromidate Chemical compound COC(Br)=O QQHNGZNHRRLNKI-UHFFFAOYSA-N 0.000 description 1
- YGJMWVCEUNWDOU-UHFFFAOYSA-N methyl carbonofluoridate Chemical compound COC(F)=O YGJMWVCEUNWDOU-UHFFFAOYSA-N 0.000 description 1
- XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- NRQNMMBQPIGPTB-UHFFFAOYSA-N methylaluminum Chemical compound [CH3].[Al] NRQNMMBQPIGPTB-UHFFFAOYSA-N 0.000 description 1
- XBKBZMOLSULOEA-UHFFFAOYSA-L methylaluminum(2+);dibromide Chemical compound C[Al](Br)Br XBKBZMOLSULOEA-UHFFFAOYSA-L 0.000 description 1
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- FCUCJXXFUVRUTR-UHFFFAOYSA-L methylaluminum(2+);diphenoxide Chemical compound [Al+2]C.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 FCUCJXXFUVRUTR-UHFFFAOYSA-L 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229910052590 monazite Inorganic materials 0.000 description 1
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- MKYAPZPUOAEWLO-UHFFFAOYSA-L n,n-dibutylcarbamate;nickel(2+) Chemical compound [Ni+2].CCCCN(C([O-])=O)CCCC.CCCCN(C([O-])=O)CCCC MKYAPZPUOAEWLO-UHFFFAOYSA-L 0.000 description 1
- UKJJHVZVXZCPRF-UHFFFAOYSA-K n,n-dibutylcarbamodithioate;neodymium(3+) Chemical compound [Nd+3].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC UKJJHVZVXZCPRF-UHFFFAOYSA-K 0.000 description 1
- VIZYOIUGCRJUHQ-UHFFFAOYSA-K n,n-diethylcarbamate;neodymium(3+) Chemical compound [Nd+3].CCN(CC)C([O-])=O.CCN(CC)C([O-])=O.CCN(CC)C([O-])=O VIZYOIUGCRJUHQ-UHFFFAOYSA-K 0.000 description 1
- LHLFNIOSGYMLJE-UHFFFAOYSA-L n,n-diethylcarbamate;nickel(2+) Chemical compound [Ni+2].CCN(CC)C([O-])=O.CCN(CC)C([O-])=O LHLFNIOSGYMLJE-UHFFFAOYSA-L 0.000 description 1
- SZBUPRSARRAZQN-UHFFFAOYSA-K n,n-diethylcarbamodithioate;neodymium(3+) Chemical compound [Nd+3].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S.CCN(CC)C([S-])=S SZBUPRSARRAZQN-UHFFFAOYSA-K 0.000 description 1
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- HATKMJSGRRQFMU-UHFFFAOYSA-K n,n-dimethylcarbamate;neodymium(3+) Chemical compound [Nd+3].CN(C)C([O-])=O.CN(C)C([O-])=O.CN(C)C([O-])=O HATKMJSGRRQFMU-UHFFFAOYSA-K 0.000 description 1
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- BLCKKNLGFULNRC-UHFFFAOYSA-L n,n-dimethylcarbamodithioate;nickel(2+) Chemical compound [Ni+2].CN(C)C([S-])=S.CN(C)C([S-])=S BLCKKNLGFULNRC-UHFFFAOYSA-L 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
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- IQILFJXGSRKIIW-UHFFFAOYSA-N neodymium(3+) triazide Chemical compound [Nd+3].[N-]=[N+]=[N-].[N-]=[N+]=[N-].[N-]=[N+]=[N-] IQILFJXGSRKIIW-UHFFFAOYSA-N 0.000 description 1
- AAIPJXDONHAQHJ-UHFFFAOYSA-K neodymium(3+) tricarbamate Chemical class [Nd+3].NC([O-])=O.NC([O-])=O.NC([O-])=O AAIPJXDONHAQHJ-UHFFFAOYSA-K 0.000 description 1
- FJWHSHNHTPHETF-UHFFFAOYSA-N neodymium(3+) tricyanide Chemical compound [Nd+3].[C-]#N.[C-]#N.[C-]#N FJWHSHNHTPHETF-UHFFFAOYSA-N 0.000 description 1
- HCOLBMWNEVUKDB-UHFFFAOYSA-K neodymium(3+) trithiocyanate Chemical compound [Nd+3].[S-]C#N.[S-]C#N.[S-]C#N HCOLBMWNEVUKDB-UHFFFAOYSA-K 0.000 description 1
- MPKWOMQKNIDCKY-UHFFFAOYSA-K neodymium(3+);2-nonylphenolate Chemical compound [Nd+3].CCCCCCCCCC1=CC=CC=C1[O-].CCCCCCCCCC1=CC=CC=C1[O-].CCCCCCCCCC1=CC=CC=C1[O-] MPKWOMQKNIDCKY-UHFFFAOYSA-K 0.000 description 1
- SIINVGJQWZKNSJ-UHFFFAOYSA-K neodymium(3+);octadecanoate Chemical compound [Nd+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O SIINVGJQWZKNSJ-UHFFFAOYSA-K 0.000 description 1
- MHJIJZIBANOIDE-UHFFFAOYSA-K neodymium(3+);prop-2-enoate Chemical compound [Nd+3].[O-]C(=O)C=C.[O-]C(=O)C=C.[O-]C(=O)C=C MHJIJZIBANOIDE-UHFFFAOYSA-K 0.000 description 1
- HZHUIQPXRWTHNF-UHFFFAOYSA-N neodymium(3+);propan-2-olate Chemical compound [Nd+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] HZHUIQPXRWTHNF-UHFFFAOYSA-N 0.000 description 1
- LBWLQVSRPJHLEY-UHFFFAOYSA-K neodymium(3+);tribromide Chemical compound Br[Nd](Br)Br LBWLQVSRPJHLEY-UHFFFAOYSA-K 0.000 description 1
- AARCLZBTVAUMJK-UHFFFAOYSA-K neodymium(3+);triformate Chemical compound [Nd+3].[O-]C=O.[O-]C=O.[O-]C=O AARCLZBTVAUMJK-UHFFFAOYSA-K 0.000 description 1
- DKSXWSAKLYQPQE-UHFFFAOYSA-K neodymium(3+);triiodide Chemical compound I[Nd](I)I DKSXWSAKLYQPQE-UHFFFAOYSA-K 0.000 description 1
- TZNZEEADHYGQQO-UHFFFAOYSA-K neodymium(3+);triphenoxide Chemical compound [Nd+3].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 TZNZEEADHYGQQO-UHFFFAOYSA-K 0.000 description 1
- ATINCSYRHURBSP-UHFFFAOYSA-K neodymium(iii) chloride Chemical compound Cl[Nd](Cl)Cl ATINCSYRHURBSP-UHFFFAOYSA-K 0.000 description 1
- 150000002815 nickel Chemical group 0.000 description 1
- 229940078494 nickel acetate Drugs 0.000 description 1
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 1
- 229940116232 nickel gluconate Drugs 0.000 description 1
- MLAOBUNVZFBLLT-UHFFFAOYSA-N nickel propan-2-ol Chemical compound [Ni].CC(C)O.CC(C)O MLAOBUNVZFBLLT-UHFFFAOYSA-N 0.000 description 1
- JRUBGUVYQMKOMK-UHFFFAOYSA-N nickel(2+) diazide Chemical compound [Ni+2].[N-]=[N+]=[N-].[N-]=[N+]=[N-] JRUBGUVYQMKOMK-UHFFFAOYSA-N 0.000 description 1
- DVQYNXRSNFYQRW-IYEMJOQQSA-L nickel(2+);(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ni+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O DVQYNXRSNFYQRW-IYEMJOQQSA-L 0.000 description 1
- BMGNSKKZFQMGDH-FDGPNNRMSA-L nickel(2+);(z)-4-oxopent-2-en-2-olate Chemical compound [Ni+2].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O BMGNSKKZFQMGDH-FDGPNNRMSA-L 0.000 description 1
- LVBIMKHYBUACBU-CVBJKYQLSA-L nickel(2+);(z)-octadec-9-enoate Chemical compound [Ni+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LVBIMKHYBUACBU-CVBJKYQLSA-L 0.000 description 1
- FPOBXNYAWLLCGZ-UHFFFAOYSA-N nickel(2+);1,2,3,4,5-pentamethylcyclopenta-1,3-diene Chemical compound [Ni+2].CC=1C(C)=C(C)[C-](C)C=1C.CC=1C(C)=C(C)[C-](C)C=1C FPOBXNYAWLLCGZ-UHFFFAOYSA-N 0.000 description 1
- CHPLEWYRKUFKQP-UHFFFAOYSA-N nickel(2+);1,2,3,5,5-pentamethylcyclopenta-1,3-diene Chemical compound [Ni+2].CC1=[C-]C(C)(C)C(C)=C1C.CC1=[C-]C(C)(C)C(C)=C1C CHPLEWYRKUFKQP-UHFFFAOYSA-N 0.000 description 1
- IFVKQLYUZCWJSI-UHFFFAOYSA-L nickel(2+);2-nonylphenolate Chemical compound [Ni+2].CCCCCCCCCC1=CC=CC=C1[O-].CCCCCCCCCC1=CC=CC=C1[O-] IFVKQLYUZCWJSI-UHFFFAOYSA-L 0.000 description 1
- WTNNDNBKPMUIQG-UHFFFAOYSA-N nickel(2+);5-propan-2-ylcyclopenta-1,3-diene Chemical compound [Ni+2].CC(C)[C-]1C=CC=C1.CC(C)[C-]1C=CC=C1 WTNNDNBKPMUIQG-UHFFFAOYSA-N 0.000 description 1
- GAIQJSWQJOZOMI-UHFFFAOYSA-L nickel(2+);dibenzoate Chemical compound [Ni+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 GAIQJSWQJOZOMI-UHFFFAOYSA-L 0.000 description 1
- UQPSGBZICXWIAG-UHFFFAOYSA-L nickel(2+);dibromide;trihydrate Chemical compound O.O.O.Br[Ni]Br UQPSGBZICXWIAG-UHFFFAOYSA-L 0.000 description 1
- UJZUVEGMICTCJB-UHFFFAOYSA-L nickel(2+);dicyanate Chemical compound N#CO[Ni]OC#N UJZUVEGMICTCJB-UHFFFAOYSA-L 0.000 description 1
- NLEUXPOVZGDKJI-UHFFFAOYSA-N nickel(2+);dicyanide Chemical compound [Ni+2].N#[C-].N#[C-] NLEUXPOVZGDKJI-UHFFFAOYSA-N 0.000 description 1
- HZPNKQREYVVATQ-UHFFFAOYSA-L nickel(2+);diformate Chemical compound [Ni+2].[O-]C=O.[O-]C=O HZPNKQREYVVATQ-UHFFFAOYSA-L 0.000 description 1
- QTOJRHLRJFVPJN-UHFFFAOYSA-L nickel(2+);diphenoxide Chemical compound C=1C=CC=CC=1O[Ni]OC1=CC=CC=C1 QTOJRHLRJFVPJN-UHFFFAOYSA-L 0.000 description 1
- ALYMILAYQDOMFU-UHFFFAOYSA-L nickel(2+);dithiocyanate Chemical compound [Ni+2].[S-]C#N.[S-]C#N ALYMILAYQDOMFU-UHFFFAOYSA-L 0.000 description 1
- DOLZKNFSRCEOFV-UHFFFAOYSA-L nickel(2+);oxalate Chemical compound [Ni+2].[O-]C(=O)C([O-])=O DOLZKNFSRCEOFV-UHFFFAOYSA-L 0.000 description 1
- XNTIUKWGWWSKLH-UHFFFAOYSA-L nickel(2+);pentanoate Chemical compound [Ni+2].CCCCC([O-])=O.CCCCC([O-])=O XNTIUKWGWWSKLH-UHFFFAOYSA-L 0.000 description 1
- OABXSSFUPACBKW-UHFFFAOYSA-L nickel(2+);phenylmethoxymethanedithioate Chemical compound [Ni+2].[S-]C(=S)OCC1=CC=CC=C1.[S-]C(=S)OCC1=CC=CC=C1 OABXSSFUPACBKW-UHFFFAOYSA-L 0.000 description 1
- QFVGCVZHAQQIMT-UHFFFAOYSA-L nickel(2+);prop-2-enoate Chemical compound [Ni+2].[O-]C(=O)C=C.[O-]C(=O)C=C QFVGCVZHAQQIMT-UHFFFAOYSA-L 0.000 description 1
- UWNXTLKLPYIBSO-UHFFFAOYSA-L nickel(2+);propan-2-yloxymethanedithioate Chemical compound [Ni+2].CC(C)OC([S-])=S.CC(C)OC([S-])=S UWNXTLKLPYIBSO-UHFFFAOYSA-L 0.000 description 1
- DBJLJFTWODWSOF-UHFFFAOYSA-L nickel(ii) fluoride Chemical compound F[Ni]F DBJLJFTWODWSOF-UHFFFAOYSA-L 0.000 description 1
- BFSQJYRFLQUZKX-UHFFFAOYSA-L nickel(ii) iodide Chemical compound I[Ni]I BFSQJYRFLQUZKX-UHFFFAOYSA-L 0.000 description 1
- JUJLDYVCLNLGTH-UHFFFAOYSA-N nickel;1,2,3,4-tetramethylcyclopentane Chemical compound [Ni].C[C]1[CH][C](C)[C](C)[C]1C.C[C]1[CH][C](C)[C](C)[C]1C JUJLDYVCLNLGTH-UHFFFAOYSA-N 0.000 description 1
- MLAAJSDYNMCCHJ-UHFFFAOYSA-N nickel;1-pentoxyphosphonoyloxypentane Chemical compound [Ni].CCCCCOP(=O)OCCCCC MLAAJSDYNMCCHJ-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000010466 nut oil Substances 0.000 description 1
- 235000020986 nuts and seeds Nutrition 0.000 description 1
- GNGKJKOKYSKNNW-UHFFFAOYSA-N o-propan-2-yl methylsulfanylmethanethioate Chemical compound CSC(=S)OC(C)C GNGKJKOKYSKNNW-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- JXRJZEIFKKYMBS-UHFFFAOYSA-N octyl(phenyl)alumane Chemical compound C1(=CC=CC=C1)[AlH]CCCCCCCC JXRJZEIFKKYMBS-UHFFFAOYSA-N 0.000 description 1
- KMKBWZXSKDYZDZ-UHFFFAOYSA-M octyl(phenyl)alumanylium;chloride Chemical compound [Cl-].CCCCCCCC[Al+]C1=CC=CC=C1 KMKBWZXSKDYZDZ-UHFFFAOYSA-M 0.000 description 1
- KUVXJBSVPBXHEK-UHFFFAOYSA-N octylaluminum Chemical compound CCCCCCCC[Al] KUVXJBSVPBXHEK-UHFFFAOYSA-N 0.000 description 1
- RBLGTYCOUOIUNY-UHFFFAOYSA-L octylaluminum(2+);dichloride Chemical compound CCCCCCCC[Al](Cl)Cl RBLGTYCOUOIUNY-UHFFFAOYSA-L 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002900 organolithium compounds Chemical class 0.000 description 1
- MMMNTDFSPSQXJP-UHFFFAOYSA-N orphenadrine citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=C(C)C=1C(OCCN(C)C)C1=CC=CC=C1 MMMNTDFSPSQXJP-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- QDUCABQBSRSYCO-UHFFFAOYSA-N phenyl(propan-2-yl)alumane Chemical compound C1(=CC=CC=C1)[AlH]C(C)C QDUCABQBSRSYCO-UHFFFAOYSA-N 0.000 description 1
- CUIJJJLOSZSJRO-UHFFFAOYSA-M phenyl(propan-2-yl)alumanylium;chloride Chemical compound [Cl-].CC(C)[Al+]C1=CC=CC=C1 CUIJJJLOSZSJRO-UHFFFAOYSA-M 0.000 description 1
- ZKGDHJAHOGRQEP-UHFFFAOYSA-N phenyl(propyl)alumane Chemical compound C1(=CC=CC=C1)[AlH]CCC ZKGDHJAHOGRQEP-UHFFFAOYSA-N 0.000 description 1
- AAQNAPUTWYBWOV-UHFFFAOYSA-M phenyl(propyl)alumanylium;chloride Chemical compound [Cl-].CCC[Al+]C1=CC=CC=C1 AAQNAPUTWYBWOV-UHFFFAOYSA-M 0.000 description 1
- WIKDURKPSJEWGB-UHFFFAOYSA-N phenylmethoxymethanedithioic acid Chemical compound SC(=S)OCC1=CC=CC=C1 WIKDURKPSJEWGB-UHFFFAOYSA-N 0.000 description 1
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- UXCDUFKZSUBXGM-UHFFFAOYSA-N phosphoric tribromide Chemical compound BrP(Br)(Br)=O UXCDUFKZSUBXGM-UHFFFAOYSA-N 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
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- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- PUDIUYLPXJFUGB-UHFFFAOYSA-N praseodymium atom Chemical compound [Pr] PUDIUYLPXJFUGB-UHFFFAOYSA-N 0.000 description 1
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- VQMWBBYLQSCNPO-UHFFFAOYSA-N promethium atom Chemical compound [Pm] VQMWBBYLQSCNPO-UHFFFAOYSA-N 0.000 description 1
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- WMFABESKCHGSRC-UHFFFAOYSA-N propanoyl fluoride Chemical compound CCC(F)=O WMFABESKCHGSRC-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 238000012360 testing method Methods 0.000 description 1
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- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
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- MCWWHQMTJNSXPX-UHFFFAOYSA-N tribenzylalumane Chemical compound C=1C=CC=CC=1C[Al](CC=1C=CC=CC=1)CC1=CC=CC=C1 MCWWHQMTJNSXPX-UHFFFAOYSA-N 0.000 description 1
- JKNHZOAONLKYQL-UHFFFAOYSA-K tribromoindigane Chemical compound Br[In](Br)Br JKNHZOAONLKYQL-UHFFFAOYSA-K 0.000 description 1
- DFNPRTKVCGZMMC-UHFFFAOYSA-M tributyl(fluoro)stannane Chemical compound CCCC[Sn](F)(CCCC)CCCC DFNPRTKVCGZMMC-UHFFFAOYSA-M 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- FVRKTAOFDKFAMI-UHFFFAOYSA-M tributylstannanylium;bromide Chemical compound [Br-].CCCC[Sn+](CCCC)CCCC FVRKTAOFDKFAMI-UHFFFAOYSA-M 0.000 description 1
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 1
- ZIYNWDQDHKSRCE-UHFFFAOYSA-N tricyclohexylalumane Chemical compound C1CCCCC1[Al](C1CCCCC1)C1CCCCC1 ZIYNWDQDHKSRCE-UHFFFAOYSA-N 0.000 description 1
- YGRHYJIWZFEDBT-UHFFFAOYSA-N tridecylaluminum Chemical compound CCCCCCCCCCCCC[Al] YGRHYJIWZFEDBT-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- KQPIFPBKXYBDGV-UHFFFAOYSA-M triethylstannanylium;bromide Chemical compound CC[Sn](Br)(CC)CC KQPIFPBKXYBDGV-UHFFFAOYSA-M 0.000 description 1
- DFUIOHBANYCFQQ-UHFFFAOYSA-M triethylstannanylium;fluoride Chemical compound CC[Sn](F)(CC)CC DFUIOHBANYCFQQ-UHFFFAOYSA-M 0.000 description 1
- BHOCBLDBJFCBQS-UHFFFAOYSA-N trifluoro(methyl)silane Chemical compound C[Si](F)(F)F BHOCBLDBJFCBQS-UHFFFAOYSA-N 0.000 description 1
- KGWNTHHPMKEAIK-UHFFFAOYSA-N trifluoro(phenyl)silane Chemical compound F[Si](F)(F)C1=CC=CC=C1 KGWNTHHPMKEAIK-UHFFFAOYSA-N 0.000 description 1
- XRADHEAKQRNYQQ-UHFFFAOYSA-K trifluoroneodymium Chemical compound F[Nd](F)F XRADHEAKQRNYQQ-UHFFFAOYSA-K 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- RMUKCGUDVKEQPL-UHFFFAOYSA-K triiodoindigane Chemical compound I[In](I)I RMUKCGUDVKEQPL-UHFFFAOYSA-K 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- MZGUIAFRJWSYJJ-UHFFFAOYSA-M trimethylstannanylium;bromide Chemical compound C[Sn](C)(C)Br MZGUIAFRJWSYJJ-UHFFFAOYSA-M 0.000 description 1
- YYPUUFWMUHDIRL-UHFFFAOYSA-M trimethylstannanylium;fluoride Chemical compound C[Sn](C)(C)F YYPUUFWMUHDIRL-UHFFFAOYSA-M 0.000 description 1
- JOJQVUCWSDRWJE-UHFFFAOYSA-N tripentylalumane Chemical compound CCCCC[Al](CCCCC)CCCCC JOJQVUCWSDRWJE-UHFFFAOYSA-N 0.000 description 1
- JQPMDTQDAXRDGS-UHFFFAOYSA-N triphenylalumane Chemical compound C1=CC=CC=C1[Al](C=1C=CC=CC=1)C1=CC=CC=C1 JQPMDTQDAXRDGS-UHFFFAOYSA-N 0.000 description 1
- JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- QDHQENQYSFSSQA-UHFFFAOYSA-N tris(1-methylcyclopentyl)alumane Chemical compound C1CCCC1(C)[Al](C1(C)CCCC1)C1(C)CCCC1 QDHQENQYSFSSQA-UHFFFAOYSA-N 0.000 description 1
- MYWRONRUDLXRGX-UHFFFAOYSA-N tris(2,2-dimethylpropyl)alumane Chemical compound CC(C)(C)C[Al](CC(C)(C)C)CC(C)(C)C MYWRONRUDLXRGX-UHFFFAOYSA-N 0.000 description 1
- ZHRAFNQICZNWIK-UHFFFAOYSA-N tris(2,6-dimethylphenyl)alumane Chemical compound CC1=CC=CC(C)=C1[Al](C=1C(=CC=CC=1C)C)C1=C(C)C=CC=C1C ZHRAFNQICZNWIK-UHFFFAOYSA-N 0.000 description 1
- FHAOCGKAMRAFMM-UHFFFAOYSA-N tris(2-ethylhexyl)alumane Chemical compound CCCCC(CC)C[Al](CC(CC)CCCC)CC(CC)CCCC FHAOCGKAMRAFMM-UHFFFAOYSA-N 0.000 description 1
- WSITXTIRYQMZHM-UHFFFAOYSA-N tris(4-methylphenyl)alumane Chemical compound C1=CC(C)=CC=C1[Al](C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 WSITXTIRYQMZHM-UHFFFAOYSA-N 0.000 description 1
- KBMBVTRWEAAZEY-UHFFFAOYSA-N trisulfane Chemical compound SSS KBMBVTRWEAAZEY-UHFFFAOYSA-N 0.000 description 1
- RTAKQLTYPVIOBZ-UHFFFAOYSA-N tritert-butylalumane Chemical compound CC(C)(C)[Al](C(C)(C)C)C(C)(C)C RTAKQLTYPVIOBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- UAYWVJHJZHQCIE-UHFFFAOYSA-L zinc iodide Chemical compound I[Zn]I UAYWVJHJZHQCIE-UHFFFAOYSA-L 0.000 description 1
Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/54—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with other compounds thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C1/0016—Compositions of the tread
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/25—Incorporating silicon atoms into the molecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/30—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule
- C08C19/42—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups
- C08C19/44—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups of polymers containing metal atoms exclusively at one or both ends of the skeleton
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F136/04—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F136/06—Butadiene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/54—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with other compounds thereof
- C08F4/545—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with other compounds thereof rare earths being present, e.g. triethylaluminium + neodymium octanoate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/42—Introducing metal atoms or metal-containing groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/01—Hydrocarbons
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2810/00—Chemical modification of a polymer
- C08F2810/40—Chemical modification of a polymer taking place solely at one end or both ends of the polymer backbone, i.e. not in the side or lateral chains
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Mechanical Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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Abstract
Description
R2 nSi(OR3)4-n
式中、R2は、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基からなる群から選択され、式中、R3はR2と同じであっても異なっていてもよく、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基から選択され、nは1~3の整数であり、(2)次の式(III)の急冷剤と反応させることであって、
R4COOH
式中、R4は、H及びC1~C18アルキルからなる群から選択される、ことと、(E)(D)の変性高シスポリブタジエンを単離して、20~100の100℃で初期ムーニー粘度ML1+4、及び100℃で120以下の熟成ムーニー粘度ML1+4を有する最終変性高シスポリブタジエンを生成することとを含む。
R2 nSi(OR3)4-n
式中、R2は、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基からなる群から選択され、式中、R3はR2と同じであっても異なっていてもよく、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基から選択され、nは1~3の整数であり、(2)次の式(III)の急冷剤と反応させることであって、
R4COOH
式中、R4は、H及びC1~C18アルキルからなる群から選択される、ことと、(E)(D)の変性高シスポリブタジエンを単離して、20~100の100℃で初期ムーニー粘度ML1+4、及び100℃で120以下の熟成ムーニー粘度ML1+4を有する最終変性高シスポリブタジエンを生成する、こととを含む。
定義
変性高シスポリブタジエンポリマーを調製するためのプロセス
触媒系
ランタニド系触媒系
ニッケル系触媒系
コバルト系触媒系
R5 pAlXq
式中、R5はC2~C12アルキル基であり、Xはハロゲンであり、p+qは3である。
官能性化合物
安定化剤
R2 nSi(OR3)4-n
式中、R2は、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基からなる群から選択され、好ましくは、C1~C10アルキル、C4~C6シクロアルキル、又はC6~C14芳香族基、より好ましくはC1~C6アルキル、C4~C6シクロアルキル、又はC6芳香族基からなる群から選択され、R3はR2と同じであっても異なっていてもよく、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基から選択され、好ましくは、C1~C10アルキル、C4~C6シクロアルキル、又はC6~C14芳香族基、より好ましくはC1~C6アルキル、C4~C6シクロアルキル、又はC6芳香族基から選択され、nは1~3、好ましくは2~3、より好ましくは3の整数である。第1の実施形態のプロセスの特定の実施形態では、式(II)の安定化剤は、前述の好ましい基又は値から選択されるR2、R3及びnを有する。第1の実施形態のプロセスの他の実施形態では、式(II)の安定化剤は、前述のより好ましい基又は値から選択されるR2、R3及びnを有する。第1の実施形態のプロセスの特に好ましい実施形態では、安定化剤は、トリアルコキシ(アルキル)シラン(すなわち、上記のように、nは3であり、R2はアルキルである)であり、オクチルトリエトキシシランが特に好ましい。第1の実施形態のプロセスによれば、式(II)の安定化剤は、(C)後であるが(E)の前に、すなわち、変性高シスポリブタジエンを単離する前に添加される。安定化剤の使用は、変性高シスポリブタジエンポリマーを組み込んだタイヤトレッドにおいて、改善されたスノー又は氷上性能をもたらす、変性高シスポリブタジエンポリマーの製造に有益であり得る。当業者には理解されるように、タイヤトレッドへの組み込み時のゴム組成物のスノー又は氷上性能は、ゴム組成物の-20℃におけるG’の値を測定することによって予測することができ、より高い値は好ましい性能を示す。
急冷剤
R4COOH
式中、R4はHから選択され、C1~C18アルキル、好ましくはHからなる群、及びC1~C10アルキルからなる群から選択され、より好ましくはC2~C7アルキルからなる群から選択される。第1の実施形態の特定の好ましい実施形態では、急冷剤は、2-エチルヘキサン酸又は酢酸、より好ましくは2-エチルヘキサン酸を含み、特定のそのような実施形態では、急冷剤は、2-エチルヘキサン酸からなる。
変性高シスポリブタジエンポリマーの特性
変性高シスポリブタジエンポリマーを含む成分を有するタイヤ
他のゴム
充填剤
可塑剤
硬化パッケージ
他の成分
ゴム組成物の調製方法
2 第1の数はミリリットルの量であり、第2の数は、急冷剤のモル、安定化剤のモルに基づくモル比である。
2 第1の数はミリリットルの量であり、第2の数は、急冷剤のモル、安定化剤のモルに基づくモル比である。
2 第1の数はミリリットルの量であり、第2の数は、急冷剤のモル、安定化剤のモルに基づくモル比である。
2 第1の数はミリリットルの量であり、第2の数は、急冷剤のモル、安定化剤のモルに基づくモル比である。
Claims (17)
- 変性高シスポリブタジエンポリマーを調製するためのプロセスであって、
A.触媒系を提供することであって、
a.(i)ランタニド化合物と、(ii)アルキル化剤と、(iii)ハロゲン源と、を含む、ランタニド系触媒系であって、(iii)が、(i)、(ii)、又は(i)及び(ii)の両方によって任意に提供されてもよい、ランタニド系触媒系と、
b.ニッケル系触媒系であって、(i)任意選択的にアルコールと組み合わせたニッケル化合物、(ii)有機アルミニウム、有機マグネシウム、有機亜鉛化合物、又はこれらの組み合わせと、(iii)フッ素含有化合物又はこれらの錯体と、を含むニッケル系触媒系と、又は
c.(i)コバルト化合物、(ii)有機ハロゲン化アルミニウム、及び(iii)任意に水を含むコバルト系触媒系と、を含む、触媒系を提供することと、
B.(A)の前記触媒系を使用して1,3-ブタジエンを重合し、リビング末端を持つポリマー鎖を生成することと、
C.(B)の前記リビング末端ポリマー鎖を、次のような式(I)の官能化化合物と反応させることであって、
R1は、独立して、C1~C20、好ましくはC1~C10、より好ましくはC1~C3のヒドロカルビレンから選択され、上記のそれぞれは、1つの不飽和炭素-炭素結合を任意に含有し、
各R’は、C1~C20アルコキシ、好ましくはC1~C10アルコキシ、より好ましくはC1~C6アルコキシ、最も好ましくはC1又はC2アルコキシから独立して選択され、
それにより、少なくとも92%、好ましくは少なくとも94%のシス1,4-結合含量を有する変性高シスポリブタジエンを生成する、ことと、
D.(C)の前記変性高シスポリブタジエンを、次のような
(1)式(II)の安定化剤と反応させることであって、
R2 nSi(OR3)4-n
式中、R2は、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基からなる群から選択され、好ましくは、C1~C10アルキル、C4~C6シクロアルキル、又はC6~C14芳香族基、より好ましくはC1~C6アルキル、C4~C6シクロアルキル、又はC6芳香族基からなる群から選択され、
式中、R3はR2と同じであっても異なっていてもよく、C1~C20アルキル、C4~C10シクロアルキル、又はC5~C20芳香族基から選択され、好ましくは、C1~C10アルキル、C4~C6シクロアルキル、又はC6~C14芳香族基、より好ましくはC1~C6アルキル、C4~C6シクロアルキル、又はC6芳香族基からなる群から選択され、
nは1~3の整数であり、
(2)次のような式(III)の急冷剤と反応させることであって、
R4COOH
式中、R4は、H及びC1~C18アルキルからなる群から選択され、好ましくはH及びC1~C10アルキルからなり、より好ましくはC2~C7アルキルからなる群から選択される、ことと、
E.(D)の前記変性高シスポリブタジエンを単離し、前記単離が、好ましくは水蒸気蒸留によって行われ、20~100の100℃における初期ムーニー粘度ML1+4、及び100℃で120以下の熟成ムーニー粘度ML1+4を有する最終変性高シスポリブタジエンを製造することと、を含む、プロセス。 - 前記単離変性高シスポリブタジエンが、30~80の100℃で初期ムーニー粘度ML1+4を有する、請求項1に記載のプロセス。
- 前記単離変性高シスポリブタジエンが、100℃で105以下の熟成ムーニー粘度ML1+4を有する、請求項1又は2に記載のプロセス。
- 式(I)の前記官能化化合物が、官能化化合物の前記モル、前記触媒系の一次金属のモルに基づいてモル比が100:1~0.5:1、好ましくは50:1~1:1、より好ましくは30:1~2:1のモル比で使用される、請求項1~3のいずれか一項に記載のプロセス。
- 式(II)の前記安定化剤が、安定化剤の前記モル、官能化化合物のモルに基づいてモル比が0.1:1~50:1、好ましくは0.5:1~30:1、より好ましくは1:1~1:20のモル比で使用される、請求項1~4のいずれか一項に記載のプロセス。
- 式(III)の前記急冷剤が、クエンチング剤の前記モル、式(II)の安定化剤のモルに基づいてモル比が0.1:1~10:1、好ましくは0.1:1~5:1、より好ましくは0.5:1~2:1のモル比で使用される、請求項1~5のいずれか一項に記載のプロセス。
- 式(II)の前記安定化剤は、オクチルトリエトキシシランを含む、請求項1~6のいずれか一項に記載のプロセス。
- 式(III)の前記急冷剤が、2-エチルヘキサン酸を含む、請求項1~7のいずれか一項に記載のプロセス。
- 前記触媒系が、ランタニド系触媒系(a)である、請求項1~8のいずれか一項に記載のプロセス。
- 前記変性高シスポリブタジエンが、以下のうちの少なくとも1つを満たし、
a.150,000~2,000,000グラム/モル、好ましくは250,000~1,000,000グラム/モル、より好ましくは300,000~800,000グラム/モルのMwを有する、
b.80,000~800,000グラム/モル、好ましくは90,000~500,000グラム/モル、より好ましくは150,000~400,000グラム/モルのMnを有する、
c.1.5~4、好ましくは1.8~3.8又は1.8~2.5のMw/Mnを有する、又は
d.40~80、好ましくは40~70の100℃における初期ムーニー粘度ML1+4を有する、請求項1~9のいずれか一項に記載のプロセス。 - (a)~(d)のそれぞれが満たされている、請求項10に記載のプロセス。
- 請求項1~11のいずれか一項に記載のプロセスにより生成される、変性高シスポリブタジエンポリマー。
- 変性高シスポリブタジエンポリマーであって、
以下の式(I)を有する官能化化合物の残基に結合したポリマー鎖であって、
R1は、独立して、C1~C20、好ましくはC1~C10、より好ましくはC1~C3のヒドロカルビレンから選択され、上記のそれぞれは、1つの不飽和炭素-炭素結合を任意に含有し、
各R’は、C1~C20アルコキシ、好ましくはC1~C10アルコキシ、より好ましくはC1~C6アルコキシ、最も好ましくはC1又はC2アルコキシから独立して選択され、
各ポリマー鎖が、前記X基を介して前記官能化化合物の前記残基に結合され、前記ポリマーが、
100℃で20~100、好ましくは30~80の初期ムーニー粘度ML1+4、
100Cで120以下、好ましくは105以下の熟成ムーニー粘度ML1+4を有する、ポリマー鎖を有する、変性高シスポリブタジエンポリマー。 - 以下のうちの少なくとも1つを満たす、請求項13に記載の高シス変性ポリブタジエンポリマーであって、
a.150,000~2,000,000グラム/モル、好ましくは250,000~1,000,000グラム/モル、より好ましくは300,000~800,000グラム/モルのMwを有する、
b.80,000~800,000グラム/モル、好ましくは90,000~500,000グラム/モル、より好ましくは150,000~400,000グラム/モルのMnを有する、
c.1.5~4、好ましくは1.8~3.8又は1.8~2.5のMw/Mnを有する、又は
d.40~70の100℃における初期ムーニー粘度ML1+4を有する、高シス変性ポリブタジエンポリマー。 - (a)~(d)のそれぞれが満たされている、請求項14に記載の高シス変性ポリブタジエンポリマー。
- ゴム組成物を含む成分を有するタイヤであって、ゴム組成物は、
a.エラストマー成分であって、
i.請求項12~14のいずれか一項に記載の10~100phr、好ましくは20~80phr、より好ましくは30~60phrの高シス変性ポリブタジエンポリマー、又は請求項1~10のいずれか一項に記載のプロセスから得られる前記高シス変性ポリブタジエンポリマーと、
ii.0~90phrの、未変性ポリブタジエン、スチレンブタジエン、天然ゴム、ポリイソプレンからなる群から選択された少なくとも1つの追加のポリマーを含む、エラストマー成分と、
b.補強充填剤成分であって、
i.10~200phr、好ましくは30~200phr、より好ましくは50~150phrの補強シリカ充填剤と、
ii.前記強化カーボンブラック充填剤が、強化シリカ充填剤の重量の20%以下、好ましくは強化シリカ充填剤の重量の10%以下の量で存在する、0~50phrの強化カーボンブラック充填剤と、を含む、補強充填剤成分と、
c.可塑化成分であって、
i.0~50phr、好ましくは0~30phr、より好ましくは0~15phrの少なくとも1つの可塑化油と、
ii.0~60phr、好ましくは5~60phr、より好ましくは10~50phrの、少なくとも30℃のTgを有する少なくとも1つの炭化水素樹脂と、を含む、可塑化成分と、
d.硬化パッケージ(好ましくは、少なくとも1つの加硫剤、少なくとも1つの加硫促進剤、及び任意に加硫活性化剤、加硫阻害剤、及び/又はスコーチ防止剤、より好ましくは前述のそれぞれのうちの少なくとも1つを含む)を含む、タイヤ。 - 前記成分が、トレッドである、請求項16に記載のタイヤ。
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JP7334267B2 (ja) | 2023-08-28 |
WO2020232212A1 (en) | 2020-11-19 |
EP3969490A1 (en) | 2022-03-23 |
CN113825777A (zh) | 2021-12-21 |
US20220213300A1 (en) | 2022-07-07 |
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