JP5882354B2 - アシル基含有オキシム化合物で官能化されたポリマー - Google Patents
アシル基含有オキシム化合物で官能化されたポリマー Download PDFInfo
- Publication number
- JP5882354B2 JP5882354B2 JP2013543371A JP2013543371A JP5882354B2 JP 5882354 B2 JP5882354 B2 JP 5882354B2 JP 2013543371 A JP2013543371 A JP 2013543371A JP 2013543371 A JP2013543371 A JP 2013543371A JP 5882354 B2 JP5882354 B2 JP 5882354B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- mono
- neodymium
- polymer
- lanthanide
- 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
- -1 oxime compounds Chemical class 0.000 title claims description 149
- 229920000642 polymer Polymers 0.000 title claims description 124
- 125000002252 acyl group Chemical group 0.000 title description 28
- 150000001875 compounds Chemical class 0.000 claims description 116
- 239000003054 catalyst Substances 0.000 claims description 85
- 239000000203 mixture Substances 0.000 claims description 82
- 238000006116 polymerization reaction Methods 0.000 claims description 81
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 76
- 150000002602 lanthanoids Chemical class 0.000 claims description 71
- 229920013730 reactive polymer Polymers 0.000 claims description 42
- 125000000962 organic group Chemical group 0.000 claims description 37
- 229910052736 halogen Inorganic materials 0.000 claims description 31
- 150000002367 halogens Chemical class 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 31
- 239000002168 alkylating agent Substances 0.000 claims description 28
- 229940100198 alkylating agent Drugs 0.000 claims description 28
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 22
- 229910052782 aluminium Inorganic materials 0.000 claims description 17
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 230000000379 polymerizing effect Effects 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 150000007942 carboxylates Chemical group 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 6
- CDZVVEGABVSNKE-UHFFFAOYSA-N 3-trimethylsilyloxyiminobutan-2-one Chemical group CC(=O)C(C)=NO[Si](C)(C)C CDZVVEGABVSNKE-UHFFFAOYSA-N 0.000 claims description 5
- 150000004703 alkoxides Chemical group 0.000 claims description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 239000000178 monomer Substances 0.000 description 83
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 64
- 239000003999 initiator Substances 0.000 description 59
- 229910052779 Neodymium Inorganic materials 0.000 description 57
- 239000003795 chemical substances by application Substances 0.000 description 55
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 51
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 42
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 38
- 229920001971 elastomer Polymers 0.000 description 36
- 150000001993 dienes Chemical class 0.000 description 31
- 239000005060 rubber Substances 0.000 description 31
- 239000002904 solvent Substances 0.000 description 31
- 125000001183 hydrocarbyl group Chemical group 0.000 description 29
- 125000003544 oxime group Chemical group 0.000 description 25
- 150000002923 oximes Chemical class 0.000 description 25
- 125000000129 anionic group Chemical group 0.000 description 24
- 150000001450 anions Chemical class 0.000 description 23
- 229910052751 metal Inorganic materials 0.000 description 22
- 239000002184 metal Substances 0.000 description 21
- 229920003193 cis-1,4-polybutadiene polymer Polymers 0.000 description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
- 239000000377 silicon dioxide Substances 0.000 description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 16
- 239000006229 carbon black Substances 0.000 description 16
- 235000019241 carbon black Nutrition 0.000 description 16
- 229930195733 hydrocarbon Natural products 0.000 description 16
- 239000003921 oil Substances 0.000 description 16
- 235000019198 oils Nutrition 0.000 description 16
- 239000012967 coordination catalyst Substances 0.000 description 15
- 238000002156 mixing Methods 0.000 description 15
- 125000000524 functional group Chemical group 0.000 description 13
- BVQVLAIMHVDZEL-UHFFFAOYSA-N 1-phenyl-1,2-propanedione Chemical compound CC(=O)C(=O)C1=CC=CC=C1 BVQVLAIMHVDZEL-UHFFFAOYSA-N 0.000 description 12
- NGHVTTBOPYXCFB-UHFFFAOYSA-N cyclohexane-1,2,4-trione Chemical compound O=C1CCC(=O)C(=O)C1 NGHVTTBOPYXCFB-UHFFFAOYSA-N 0.000 description 12
- GKSCYYCYSPXQFY-UHFFFAOYSA-N cyclohexane-1,3,5-trione Chemical compound O=C1CC(=O)CC(=O)C1 GKSCYYCYSPXQFY-UHFFFAOYSA-N 0.000 description 12
- 239000000945 filler Substances 0.000 description 12
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 12
- FYLKBSXPBXZFJV-UHFFFAOYSA-N hexane-2,3,4-trione Chemical compound CCC(=O)C(=O)C(C)=O FYLKBSXPBXZFJV-UHFFFAOYSA-N 0.000 description 12
- 150000002430 hydrocarbons Chemical class 0.000 description 12
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 12
- MUNGMRPYTCHBFX-UHFFFAOYSA-N 1,5-diphenylpentane-1,3,5-trione Chemical compound C=1C=CC=CC=1C(=O)CC(=O)CC(=O)C1=CC=CC=C1 MUNGMRPYTCHBFX-UHFFFAOYSA-N 0.000 description 11
- CTHCTLCNUREAJV-UHFFFAOYSA-N heptane-2,4,6-trione Chemical compound CC(=O)CC(=O)CC(C)=O CTHCTLCNUREAJV-UHFFFAOYSA-N 0.000 description 11
- 125000005842 heteroatom Chemical group 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 11
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- SUEVWEWAIVZWCQ-UHFFFAOYSA-N cyclohexane-1,2,3-trione Chemical compound O=C1CCCC(=O)C1=O SUEVWEWAIVZWCQ-UHFFFAOYSA-N 0.000 description 10
- MWVFCEVNXHTDNF-UHFFFAOYSA-N hexane-2,3-dione Chemical compound CCCC(=O)C(C)=O MWVFCEVNXHTDNF-UHFFFAOYSA-N 0.000 description 10
- 150000002901 organomagnesium compounds Chemical class 0.000 description 10
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 10
- TZMFJUDUGYTVRY-UHFFFAOYSA-N pentane-2,3-dione Chemical compound CCC(=O)C(C)=O TZMFJUDUGYTVRY-UHFFFAOYSA-N 0.000 description 10
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 9
- 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 9
- 125000003118 aryl group Chemical group 0.000 description 9
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 9
- 125000000392 cycloalkenyl group Chemical group 0.000 description 9
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 9
- 125000004437 phosphorous atom Chemical group 0.000 description 9
- 239000002243 precursor Substances 0.000 description 9
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 8
- 239000004594 Masterbatch (MB) Substances 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-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
- 238000012662 bulk polymerization Methods 0.000 description 7
- 125000004430 oxygen atom Chemical group O* 0.000 description 7
- 239000011414 polymer cement Substances 0.000 description 7
- 230000002829 reductive effect Effects 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- RBLXWIPBPPVLPU-UHFFFAOYSA-N 1-phenylpentane-1,4-dione Chemical compound CC(=O)CCC(=O)C1=CC=CC=C1 RBLXWIPBPPVLPU-UHFFFAOYSA-N 0.000 description 6
- NROOHYGFTHTDFF-UHFFFAOYSA-N 1-phenylpentane-2,4-dione Chemical compound CC(=O)CC(=O)CC1=CC=CC=C1 NROOHYGFTHTDFF-UHFFFAOYSA-N 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 150000001768 cations Chemical class 0.000 description 6
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 6
- 229940015043 glyoxal Drugs 0.000 description 6
- 229910052749 magnesium Inorganic materials 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- 150000002900 organolithium compounds Chemical class 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 125000004434 sulfur atom Chemical group 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 238000004073 vulcanization Methods 0.000 description 6
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 5
- NKXMBTKMOVMBPH-UHFFFAOYSA-N 1-phenylpentane-1,3-dione Chemical compound CCC(=O)CC(=O)C1=CC=CC=C1 NKXMBTKMOVMBPH-UHFFFAOYSA-N 0.000 description 5
- NOUZOVBGCDDMSX-UHFFFAOYSA-N 3,5-ditert-butylcyclohexa-3,5-diene-1,2-dione Chemical compound CC(C)(C)C1=CC(=O)C(=O)C(C(C)(C)C)=C1 NOUZOVBGCDDMSX-UHFFFAOYSA-N 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
- 125000000304 alkynyl group Chemical group 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 239000007822 coupling agent Substances 0.000 description 5
- 125000000753 cycloalkyl group Chemical group 0.000 description 5
- 239000000806 elastomer Substances 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- 230000003993 interaction Effects 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- 229910052718 tin Inorganic materials 0.000 description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 4
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 description 4
- 150000001721 carbon Chemical group 0.000 description 4
- 238000012718 coordination polymerization Methods 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 238000001723 curing Methods 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- NDOGLIPWGGRQCO-UHFFFAOYSA-N hexane-2,4-dione Chemical compound CCC(=O)CC(C)=O NDOGLIPWGGRQCO-UHFFFAOYSA-N 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- 230000000670 limiting effect Effects 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 150000002736 metal compounds Chemical class 0.000 description 4
- 229910001507 metal halide Inorganic materials 0.000 description 4
- 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 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 239000010703 silicon Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000003107 substituted aryl group Chemical group 0.000 description 4
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- LQIIEHBULBHJKX-UHFFFAOYSA-N 2-methylpropylalumane Chemical compound CC(C)C[AlH2] LQIIEHBULBHJKX-UHFFFAOYSA-N 0.000 description 3
- YPIFGDQKSSMYHQ-UHFFFAOYSA-M 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC([O-])=O YPIFGDQKSSMYHQ-UHFFFAOYSA-M 0.000 description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 3
- 239000002879 Lewis base Substances 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- 238000002679 ablation Methods 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 239000006231 channel black Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000006482 condensation reaction Methods 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 3
- 238000007306 functionalization reaction Methods 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 3
- 150000002601 lanthanoid compounds Chemical class 0.000 description 3
- 150000007527 lewis bases Chemical class 0.000 description 3
- 150000002642 lithium compounds Chemical class 0.000 description 3
- LWLPYZUDBNFNAH-UHFFFAOYSA-M magnesium;butane;bromide Chemical compound [Mg+2].[Br-].CCC[CH2-] LWLPYZUDBNFNAH-UHFFFAOYSA-M 0.000 description 3
- 150000005309 metal halides Chemical class 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-M oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC([O-])=O ZQPPMHVWECSIRJ-KTKRTIGZSA-M 0.000 description 3
- 229940049964 oleate Drugs 0.000 description 3
- 150000002902 organometallic compounds Chemical class 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 229920003051 synthetic elastomer Polymers 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 239000012991 xanthate Substances 0.000 description 3
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- CBXRMKZFYQISIV-UHFFFAOYSA-N 1-n,1-n,1-n',1-n',2-n,2-n,2-n',2-n'-octamethylethene-1,1,2,2-tetramine Chemical compound CN(C)C(N(C)C)=C(N(C)C)N(C)C CBXRMKZFYQISIV-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
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- OJVAMHKKJGICOG-UHFFFAOYSA-N 2,5-hexanedione Chemical compound CC(=O)CCC(C)=O OJVAMHKKJGICOG-UHFFFAOYSA-N 0.000 description 2
- JQPFYXFVUKHERX-UHFFFAOYSA-N 2-hydroxy-2-cyclohexen-1-one Natural products OC1=CCCCC1=O JQPFYXFVUKHERX-UHFFFAOYSA-N 0.000 description 2
- RCJMVGJKROQDCB-UHFFFAOYSA-N 2-methylpenta-1,3-diene Chemical compound CC=CC(C)=C RCJMVGJKROQDCB-UHFFFAOYSA-N 0.000 description 2
- BJEDPZTUMCKCTD-UHFFFAOYSA-N 3-phenylpropylalumane Chemical compound C(C1=CC=CC=C1)CC[AlH2] BJEDPZTUMCKCTD-UHFFFAOYSA-N 0.000 description 2
- 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 2
- CJSBUWDGPXGFGA-UHFFFAOYSA-N 4-methylpenta-1,3-diene Chemical compound CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 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 group [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- 229910000722 Didymium Inorganic materials 0.000 description 2
- 241000224487 Didymium Species 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- 241001441571 Hiodontidae Species 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- XFYBQTQSBFVIRZ-UHFFFAOYSA-N P(OCCCC)(OCC(CCCC)CC)=O.[Nd] Chemical compound P(OCCCC)(OCC(CCCC)CC)=O.[Nd] XFYBQTQSBFVIRZ-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229910052772 Samarium Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229910021623 Tin(IV) bromide Inorganic materials 0.000 description 2
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 2
- GCTFWCDSFPMHHS-UHFFFAOYSA-M Tributyltin chloride Chemical compound CCCC[Sn](Cl)(CCCC)CCCC GCTFWCDSFPMHHS-UHFFFAOYSA-M 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- HFKJQIJFRMRSKM-UHFFFAOYSA-N [3,5-bis(trifluoromethyl)phenoxy]boronic acid Chemical compound OB(O)OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 HFKJQIJFRMRSKM-UHFFFAOYSA-N 0.000 description 2
- JKIQEYWBZYPGGZ-UHFFFAOYSA-N [Nd].P(OCC(CCCC)CC)(OC(CCCCCC)C)=O Chemical compound [Nd].P(OCC(CCCC)CC)(OC(CCCCCC)C)=O JKIQEYWBZYPGGZ-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 239000010692 aromatic oil Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical compound O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 description 2
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 2
- 230000009849 deactivation Effects 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 2
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-O dimethyl(phenyl)azanium Chemical compound C[NH+](C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-O 0.000 description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 2
- ZKCZXVODRKOWIY-UHFFFAOYSA-N diphenylstannane Chemical compound C=1C=CC=CC=1[SnH2]C1=CC=CC=C1 ZKCZXVODRKOWIY-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 2
- 125000000743 hydrocarbylene group Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- PSCMQHVBLHHWTO-UHFFFAOYSA-K indium(iii) chloride Chemical compound Cl[In](Cl)Cl PSCMQHVBLHHWTO-UHFFFAOYSA-K 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 229910001502 inorganic halide Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 229910052746 lanthanum Inorganic materials 0.000 description 2
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229940006487 lithium cation Drugs 0.000 description 2
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 150000002681 magnesium compounds Chemical class 0.000 description 2
- IWCVDCOJSPWGRW-UHFFFAOYSA-M magnesium;benzene;chloride Chemical compound [Mg+2].[Cl-].C1=CC=[C-]C=C1 IWCVDCOJSPWGRW-UHFFFAOYSA-M 0.000 description 2
- QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 0.000 description 2
- NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 description 2
- CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-UHFFFAOYSA-M 0.000 description 2
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 description 2
- YCCXQARVHOPWFJ-UHFFFAOYSA-M magnesium;ethane;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C YCCXQARVHOPWFJ-UHFFFAOYSA-M 0.000 description 2
- SCEZYJKGDJPHQO-UHFFFAOYSA-M magnesium;methanidylbenzene;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C1=CC=CC=C1 SCEZYJKGDJPHQO-UHFFFAOYSA-M 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052752 metalloid Inorganic materials 0.000 description 2
- 239000005055 methyl trichlorosilane Substances 0.000 description 2
- NRQNMMBQPIGPTB-UHFFFAOYSA-N methylaluminum Chemical compound [CH3].[Al] NRQNMMBQPIGPTB-UHFFFAOYSA-N 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- JCLDHSJRFHTTHR-UHFFFAOYSA-N n-trimethylsilyloxypropan-2-imine Chemical group CC(C)=NO[Si](C)(C)C JCLDHSJRFHTTHR-UHFFFAOYSA-N 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 150000002798 neodymium compounds Chemical class 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000012766 organic filler Substances 0.000 description 2
- 125000001979 organolithium group Chemical group 0.000 description 2
- 239000010690 paraffinic oil Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000005054 phenyltrichlorosilane Substances 0.000 description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000003014 reinforcing effect Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000010058 rubber compounding Methods 0.000 description 2
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- AIFMYMZGQVTROK-UHFFFAOYSA-N silicon tetrabromide Chemical compound Br[Si](Br)(Br)Br AIFMYMZGQVTROK-UHFFFAOYSA-N 0.000 description 2
- 239000005049 silicon tetrachloride Substances 0.000 description 2
- JHGCXUUFRJCMON-UHFFFAOYSA-J silicon(4+);tetraiodide Chemical compound [Si+4].[I-].[I-].[I-].[I-] JHGCXUUFRJCMON-UHFFFAOYSA-J 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 125000005648 substituted hydrocarbylene group Chemical group 0.000 description 2
- 239000005061 synthetic rubber Substances 0.000 description 2
- 239000011135 tin Substances 0.000 description 2
- LTSUHJWLSNQKIP-UHFFFAOYSA-J tin(iv) bromide Chemical compound Br[Sn](Br)(Br)Br LTSUHJWLSNQKIP-UHFFFAOYSA-J 0.000 description 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 2
- QPBYLOWPSRZOFX-UHFFFAOYSA-J tin(iv) iodide Chemical compound I[Sn](I)(I)I QPBYLOWPSRZOFX-UHFFFAOYSA-J 0.000 description 2
- 125000004665 trialkylsilyl group Chemical group 0.000 description 2
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 2
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- VNDYJBBGRKZCSX-UHFFFAOYSA-L zinc bromide Chemical compound Br[Zn]Br VNDYJBBGRKZCSX-UHFFFAOYSA-L 0.000 description 2
- BHHYHSUAOQUXJK-UHFFFAOYSA-L zinc fluoride Chemical compound F[Zn]F BHHYHSUAOQUXJK-UHFFFAOYSA-L 0.000 description 2
- WCFQIFDACWBNJT-UHFFFAOYSA-N $l^{1}-alumanyloxy(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]O[Al] WCFQIFDACWBNJT-UHFFFAOYSA-N 0.000 description 1
- YUHZIUAREWNXJT-UHFFFAOYSA-N (2-fluoropyridin-3-yl)boronic acid Chemical class OB(O)C1=CC=CN=C1F YUHZIUAREWNXJT-UHFFFAOYSA-N 0.000 description 1
- APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 description 1
- MBULCFMSBDQQQT-UHFFFAOYSA-N (3-carboxy-2-hydroxypropyl)-trimethylazanium;2,4-dioxo-1h-pyrimidine-6-carboxylate Chemical compound C[N+](C)(C)CC(O)CC(O)=O.[O-]C(=O)C1=CC(=O)NC(=O)N1 MBULCFMSBDQQQT-UHFFFAOYSA-N 0.000 description 1
- MRUDPRFGMHTPFJ-UHFFFAOYSA-N (3-oxobutan-2-ylideneamino) acetate Chemical compound CC(=O)ON=C(C)C(C)=O MRUDPRFGMHTPFJ-UHFFFAOYSA-N 0.000 description 1
- BOGRNZQRTNVZCZ-AATRIKPKSA-N (3e)-3-methylpenta-1,3-diene Chemical compound C\C=C(/C)C=C BOGRNZQRTNVZCZ-AATRIKPKSA-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
- VQCPDMARLUVHOA-UHFFFAOYSA-N (4-methylphenyl)-(2-methylpropyl)alumane Chemical compound C1(=CC=C(C=C1)[AlH]CC(C)C)C VQCPDMARLUVHOA-UHFFFAOYSA-N 0.000 description 1
- NTIWOYZPHSWEAP-UHFFFAOYSA-M (4-methylphenyl)-(2-methylpropyl)alumanylium;chloride Chemical compound [Cl-].CC(C)C[Al+]C1=CC=C(C)C=C1 NTIWOYZPHSWEAP-UHFFFAOYSA-M 0.000 description 1
- MYSJAUGCDQAHMZ-UHFFFAOYSA-M (4-methylphenyl)-octylalumanylium;chloride Chemical compound [Cl-].CCCCCCCC[Al+]C1=CC=C(C)C=C1 MYSJAUGCDQAHMZ-UHFFFAOYSA-M 0.000 description 1
- SVJIEGOVQBGOSU-UHFFFAOYSA-N (4-methylphenyl)-propan-2-ylalumane Chemical compound C1(=CC=C(C=C1)[AlH]C(C)C)C SVJIEGOVQBGOSU-UHFFFAOYSA-N 0.000 description 1
- YFZPXQNLKWVZMW-UHFFFAOYSA-M (4-methylphenyl)-propan-2-ylalumanylium;chloride Chemical compound [Cl-].CC(C)[Al+]C1=CC=C(C)C=C1 YFZPXQNLKWVZMW-UHFFFAOYSA-M 0.000 description 1
- PRPLGWFQYUPYBN-UHFFFAOYSA-N (4-methylphenyl)-propylalumane Chemical compound C1(=CC=C(C=C1)[AlH]CCC)C PRPLGWFQYUPYBN-UHFFFAOYSA-N 0.000 description 1
- CHQIVLGTNKFHEO-UHFFFAOYSA-M (4-methylphenyl)-propylalumanylium;chloride Chemical compound [Cl-].CCC[Al+]C1=CC=C(C)C=C1 CHQIVLGTNKFHEO-UHFFFAOYSA-M 0.000 description 1
- JPWQCADUFSXMAC-UHFFFAOYSA-N (4-oxohexan-3-ylideneamino) acetate Chemical compound CCC(=O)C(CC)=NOC(C)=O JPWQCADUFSXMAC-UHFFFAOYSA-N 0.000 description 1
- LSRDPKOXBNUDLB-UHFFFAOYSA-N (4-oxopentan-2-ylideneamino) acetate Chemical compound CC(=O)CC(C)=NOC(C)=O LSRDPKOXBNUDLB-UHFFFAOYSA-N 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
- FZBWOOMFOKKXES-SPSNFJOYSA-H (e)-but-2-enedioate;neodymium(3+) Chemical compound [Nd+3].[Nd+3].[O-]C(=O)\C=C\C([O-])=O.[O-]C(=O)\C=C\C([O-])=O.[O-]C(=O)\C=C\C([O-])=O FZBWOOMFOKKXES-SPSNFJOYSA-H 0.000 description 1
- JKOGKIJIPCVHON-TYYBGVCCSA-L (e)-but-2-enedioate;neodymium(3+) Chemical compound [Nd+3].[O-]C(=O)\C=C\C([O-])=O JKOGKIJIPCVHON-TYYBGVCCSA-L 0.000 description 1
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
- BOGRNZQRTNVZCZ-UHFFFAOYSA-N 1,2-dimethyl-butadiene Natural products CC=C(C)C=C BOGRNZQRTNVZCZ-UHFFFAOYSA-N 0.000 description 1
- CDXXWYVEMMHKQG-UHFFFAOYSA-N 1,2-diphenyl-2-trimethylsilyloxyiminoethanone Chemical compound C[Si](C)(C)ON=C(C(=O)c1ccccc1)c1ccccc1 CDXXWYVEMMHKQG-UHFFFAOYSA-N 0.000 description 1
- IBVPVTPPYGGAEL-UHFFFAOYSA-N 1,3-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC(C(C)=C)=C1 IBVPVTPPYGGAEL-UHFFFAOYSA-N 0.000 description 1
- BHPFUIQSKGQMCW-UHFFFAOYSA-N 1,4-diphenyl-4-phenylmethoxyiminobutan-1-one Chemical compound O=C(CCC(=NOCc1ccccc1)c1ccccc1)c1ccccc1 BHPFUIQSKGQMCW-UHFFFAOYSA-N 0.000 description 1
- OSWWFLDIIGGSJV-UHFFFAOYSA-N 1,4-diphenylbutane-1,4-dione Chemical compound C=1C=CC=CC=1C(=O)CCC(=O)C1=CC=CC=C1 OSWWFLDIIGGSJV-UHFFFAOYSA-N 0.000 description 1
- VGTKMCOYTFPRQS-UHFFFAOYSA-N 1,5-diphenyl-5-phenylmethoxyiminopentan-1-one Chemical compound C=1C=CC=CC=1C(=O)CCCC(C=1C=CC=CC=1)=NOCC1=CC=CC=C1 VGTKMCOYTFPRQS-UHFFFAOYSA-N 0.000 description 1
- BMRBXBBNQYERFV-UHFFFAOYSA-N 1,5-diphenyl-5-trimethylsilyloxyiminopentan-1-one Chemical compound C=1C=CC=CC=1C(=NO[Si](C)(C)C)CCCC(=O)C1=CC=CC=C1 BMRBXBBNQYERFV-UHFFFAOYSA-N 0.000 description 1
- IFCWPRHIQSLXEQ-UHFFFAOYSA-N 1,5-diphenyl-5-triphenylsilyloxyiminopentan-1-one Chemical compound C=1C=CC=CC=1C(=O)CCCC(C=1C=CC=CC=1)=NO[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 IFCWPRHIQSLXEQ-UHFFFAOYSA-N 0.000 description 1
- UYMQPNRUQXPLCY-UHFFFAOYSA-N 1-(2-piperidin-1-ylethyl)piperidine Chemical compound C1CCCCN1CCN1CCCCC1 UYMQPNRUQXPLCY-UHFFFAOYSA-N 0.000 description 1
- OFDISMSWWNOGFW-UHFFFAOYSA-N 1-(4-ethoxy-3-fluorophenyl)ethanamine Chemical compound CCOC1=CC=C(C(C)N)C=C1F OFDISMSWWNOGFW-UHFFFAOYSA-N 0.000 description 1
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 1
- DSPXASHHKFVPCL-UHFFFAOYSA-N 1-isocyanocyclohexene Chemical compound [C-]#[N+]C1=CCCCC1 DSPXASHHKFVPCL-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
- DKIYLXYZNRUNOI-UHFFFAOYSA-N 2,3,4,5-tetrachloro-6-methoxyiminocyclohexa-2,4-dien-1-one Chemical compound CON=C1C(Cl)=C(Cl)C(Cl)=C(Cl)C1=O DKIYLXYZNRUNOI-UHFFFAOYSA-N 0.000 description 1
- JPIBEIZFHKOOQZ-UHFFFAOYSA-N 2,3,4,5-tetrachloro-6-phenylmethoxyiminocyclohexa-2,4-dien-1-one Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(=O)C1=NOCC1=CC=CC=C1 JPIBEIZFHKOOQZ-UHFFFAOYSA-N 0.000 description 1
- AHNFIYPZQFCBEU-UHFFFAOYSA-N 2,3,4,5-tetrachloro-6-triphenylsilyloxyiminocyclohexa-2,4-dien-1-one Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(=O)C1=NO[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 AHNFIYPZQFCBEU-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 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
- JRCZSHDOYYZKAW-UHFFFAOYSA-N 2-(4-methylphenyl)ethylalumane Chemical compound C1(=CC=C(C=C1)CC[AlH2])C JRCZSHDOYYZKAW-UHFFFAOYSA-N 0.000 description 1
- DSLKUVNKEFGKDO-UHFFFAOYSA-L 2-ethylhexanoate;2-methylpropylaluminum(2+) Chemical compound CC(C)C[Al+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O DSLKUVNKEFGKDO-UHFFFAOYSA-L 0.000 description 1
- QBKTXRLYEHZACW-UHFFFAOYSA-K 2-ethylhexanoate;neodymium(3+) Chemical compound [Nd+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O QBKTXRLYEHZACW-UHFFFAOYSA-K 0.000 description 1
- IEEAGNQXNLWXOV-UHFFFAOYSA-K 2-ethylhexanoate;phenyltin(3+) Chemical compound [Sn+3]C1=CC=CC=C1.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O IEEAGNQXNLWXOV-UHFFFAOYSA-K 0.000 description 1
- NJBLMKDJCMZEJZ-UHFFFAOYSA-M 2-ethylhexanoate;tributylstannanylium Chemical compound CCCCC(CC)C(=O)O[Sn](CCCC)(CCCC)CCCC NJBLMKDJCMZEJZ-UHFFFAOYSA-M 0.000 description 1
- BVSWDPFGOZEVAV-UHFFFAOYSA-M 2-ethylhexanoate;triphenylstannanylium Chemical compound CCCCC(CC)C([O-])=O.C1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 BVSWDPFGOZEVAV-UHFFFAOYSA-M 0.000 description 1
- JMAUDBDOZRCFHI-UHFFFAOYSA-K 2-ethylhexyl (4-nonylphenyl) phosphate neodymium(3+) Chemical compound [Nd+3].CCCCCCCCCc1ccc(OP([O-])(=O)OCC(CC)CCCC)cc1.CCCCCCCCCc1ccc(OP([O-])(=O)OCC(CC)CCCC)cc1.CCCCCCCCCc1ccc(OP([O-])(=O)OCC(CC)CCCC)cc1 JMAUDBDOZRCFHI-UHFFFAOYSA-K 0.000 description 1
- MLCBESZKRKSVFX-UHFFFAOYSA-K 2-ethylhexyl octan-2-yl phosphate neodymium(3+) Chemical compound [Nd+3].CCCCCCC(C)OP([O-])(=O)OCC(CC)CCCC.CCCCCCC(C)OP([O-])(=O)OCC(CC)CCCC.CCCCCCC(C)OP([O-])(=O)OCC(CC)CCCC MLCBESZKRKSVFX-UHFFFAOYSA-K 0.000 description 1
- YVSMQHYREUQGRX-UHFFFAOYSA-N 2-ethyloxaluminane Chemical compound CC[Al]1CCCCO1 YVSMQHYREUQGRX-UHFFFAOYSA-N 0.000 description 1
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 1
- HSULNFGSJFUXON-UHFFFAOYSA-K 2-hydroxypropane-1,2,3-tricarboxylate;neodymium(3+) Chemical compound [Nd+3].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HSULNFGSJFUXON-UHFFFAOYSA-K 0.000 description 1
- VXDRYJKQOSTIIC-UHFFFAOYSA-K 2-hydroxypropanoate;neodymium(3+) Chemical compound [Nd+3].CC(O)C([O-])=O.CC(O)C([O-])=O.CC(O)C([O-])=O VXDRYJKQOSTIIC-UHFFFAOYSA-K 0.000 description 1
- 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 1
- MPZXOLLYZDBITA-UHFFFAOYSA-K 2-methylprop-2-enoate;neodymium(3+) Chemical compound [Nd+3].CC(=C)C([O-])=O.CC(=C)C([O-])=O.CC(=C)C([O-])=O MPZXOLLYZDBITA-UHFFFAOYSA-K 0.000 description 1
- TUZANDMTFCYPOY-UHFFFAOYSA-N 2-methylpropyl(phenyl)alumane Chemical compound C1(=CC=CC=C1)[AlH]CC(C)C TUZANDMTFCYPOY-UHFFFAOYSA-N 0.000 description 1
- VMIKHUFFDFLOJC-UHFFFAOYSA-M 2-methylpropyl(phenyl)alumanylium;chloride Chemical compound [Cl-].CC(C)C[Al+]C1=CC=CC=C1 VMIKHUFFDFLOJC-UHFFFAOYSA-M 0.000 description 1
- NMVXHZSPDTXJSJ-UHFFFAOYSA-L 2-methylpropylaluminum(2+);dichloride Chemical compound CC(C)C[Al](Cl)Cl NMVXHZSPDTXJSJ-UHFFFAOYSA-L 0.000 description 1
- NQNIMZVWANOKGJ-UHFFFAOYSA-L 2-methylpropylaluminum(2+);diphenoxide Chemical compound CC(C)C[Al+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 NQNIMZVWANOKGJ-UHFFFAOYSA-L 0.000 description 1
- GNOMLLKHNCKJRX-UHFFFAOYSA-N 2-phenylethylalumane Chemical compound C1(=CC=CC=C1)CC[AlH2] GNOMLLKHNCKJRX-UHFFFAOYSA-N 0.000 description 1
- XEHKGRUHTSTKKH-UHFFFAOYSA-L 2-phenylethylaluminum(2+);dichloride Chemical compound [Cl-].[Cl-].[Al+2]CCC1=CC=CC=C1 XEHKGRUHTSTKKH-UHFFFAOYSA-L 0.000 description 1
- IPZZIJMYFBBAQA-UHFFFAOYSA-N 3,3-dimethyl-5-phenylmethoxyiminocyclohexan-1-one Chemical compound CC1(C)CC(=O)CC(C1)=NOCc1ccccc1 IPZZIJMYFBBAQA-UHFFFAOYSA-N 0.000 description 1
- CZUCWQRUZRXHFA-UHFFFAOYSA-N 3,3-dimethyl-5-triphenylsilyloxyiminocyclohexan-1-one Chemical compound C1C(C)(C)CC(=O)CC1=NO[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 CZUCWQRUZRXHFA-UHFFFAOYSA-N 0.000 description 1
- VRGCYEIGVVTZCC-UHFFFAOYSA-N 3,4,5,6-tetrachlorocyclohexa-3,5-diene-1,2-dione Chemical compound ClC1=C(Cl)C(=O)C(=O)C(Cl)=C1Cl VRGCYEIGVVTZCC-UHFFFAOYSA-N 0.000 description 1
- BYDYILQCRDXHLB-UHFFFAOYSA-N 3,5-dimethylpyridine-2-carbaldehyde Chemical compound CC1=CN=C(C=O)C(C)=C1 BYDYILQCRDXHLB-UHFFFAOYSA-N 0.000 description 1
- MXLMPLHCNPDTTR-UHFFFAOYSA-N 3-(2-ethylhexoxyphosphonoyloxymethyl)heptane neodymium Chemical compound [Nd].P(OCC(CCCC)CC)(OCC(CCCC)CC)=O MXLMPLHCNPDTTR-UHFFFAOYSA-N 0.000 description 1
- 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 1
- LBTXDQOSJLEDQM-UHFFFAOYSA-N 3-methoxyiminobutan-2-one Chemical compound CON=C(C)C(C)=O LBTXDQOSJLEDQM-UHFFFAOYSA-N 0.000 description 1
- MAIGOYBAQFCTBL-UHFFFAOYSA-N 3-methoxyiminocyclohexan-1-one Chemical compound CON=C1CCCC(=O)C1 MAIGOYBAQFCTBL-UHFFFAOYSA-N 0.000 description 1
- IGLWCQMNTGCUBB-UHFFFAOYSA-N 3-methylidenepent-1-ene Chemical compound CCC(=C)C=C IGLWCQMNTGCUBB-UHFFFAOYSA-N 0.000 description 1
- RPKHFQXMFPSMJO-UHFFFAOYSA-N 3-phenylmethoxyiminobutan-2-one Chemical compound CC(=O)C(C)=NOCC1=CC=CC=C1 RPKHFQXMFPSMJO-UHFFFAOYSA-N 0.000 description 1
- XYWZUSMDPMHPDE-UHFFFAOYSA-N 3-trimethylsilyloxyiminocyclohexan-1-one Chemical compound C[Si](C)(C)ON=C1CCCC(=O)C1 XYWZUSMDPMHPDE-UHFFFAOYSA-N 0.000 description 1
- ZKHHBUJBBXJMNN-UHFFFAOYSA-N 3-triphenylsilyloxyiminocyclohexan-1-one Chemical compound C1C(=O)CCCC1=NO[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 ZKHHBUJBBXJMNN-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- HQXJHWWADNTBPB-UHFFFAOYSA-N 4-methoxyimino-1,4-diphenylbutan-1-one Chemical compound CON=C(CCC(=O)c1ccccc1)c1ccccc1 HQXJHWWADNTBPB-UHFFFAOYSA-N 0.000 description 1
- DLXCIGHZFQDMTK-UHFFFAOYSA-N 4-methoxyiminocyclohexa-2,5-dien-1-one Chemical compound CON=C1C=CC(=O)C=C1 DLXCIGHZFQDMTK-UHFFFAOYSA-N 0.000 description 1
- IAVNFRZEPHNNHW-UHFFFAOYSA-N 4-methoxyiminocyclohexan-1-one Chemical compound CON=C1CCC(=O)CC1 IAVNFRZEPHNNHW-UHFFFAOYSA-N 0.000 description 1
- AZEVPKFPPISDRG-UHFFFAOYSA-N 4-methoxyiminopentan-2-one Chemical compound CON=C(C)CC(C)=O AZEVPKFPPISDRG-UHFFFAOYSA-N 0.000 description 1
- LUHRVCWDUSUHMP-FTHVFMQUSA-L 4-o-[[(e)-4-(2-ethylhexoxy)-4-oxobut-2-enoyl]oxy-dioctylstannyl] 1-o-(2-ethylhexyl) (e)-but-2-enedioate Chemical compound CCCCC(CC)COC(=O)/C=C/C(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)\C=C\C(=O)OCC(CC)CCCC LUHRVCWDUSUHMP-FTHVFMQUSA-L 0.000 description 1
- ZSWOPNBBTOJHCL-UHFFFAOYSA-N 4-phenylmethoxyiminopentan-2-one Chemical compound CC(=O)CC(C)=NOCc1ccccc1 ZSWOPNBBTOJHCL-UHFFFAOYSA-N 0.000 description 1
- DBKCRBVERPXIIF-UHFFFAOYSA-N 4-trimethylsilyloxyiminocyclohexa-2,5-dien-1-one Chemical compound C[Si](C)(C)ON=C1C=CC(=O)C=C1 DBKCRBVERPXIIF-UHFFFAOYSA-N 0.000 description 1
- WFARAPCWNFFTKQ-UHFFFAOYSA-N 4-trimethylsilyloxyiminocyclohexan-1-one Chemical compound C[Si](C)(C)ON=C1CCC(=O)CC1 WFARAPCWNFFTKQ-UHFFFAOYSA-N 0.000 description 1
- RONLGRHKVSLOLI-UHFFFAOYSA-N 4-triphenylsilyloxyiminocyclohexan-1-one Chemical compound C1CC(=O)CCC1=NO[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 RONLGRHKVSLOLI-UHFFFAOYSA-N 0.000 description 1
- CTBMJBSSQMAJPL-UHFFFAOYSA-N 5,6,7,8-tetrachloro-4-methoxyiminonaphthalen-1-one Chemical compound ClC1=C(Cl)C(Cl)=C2C(=NOC)C=CC(=O)C2=C1Cl CTBMJBSSQMAJPL-UHFFFAOYSA-N 0.000 description 1
- OKXOXCOYPPRKNX-UHFFFAOYSA-N 5,6,7,8-tetrachloro-4-phenylmethoxyiminonaphthalen-1-one Chemical compound C1=CC(=O)C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C2C1=NOCC1=CC=CC=C1 OKXOXCOYPPRKNX-UHFFFAOYSA-N 0.000 description 1
- RXKAOFORZWIPDH-UHFFFAOYSA-N 5,6,7,8-tetrachloro-4-trimethylsilyloxyiminonaphthalen-1-one Chemical compound ClC1=C(Cl)C(Cl)=C2C(=NO[Si](C)(C)C)C=CC(=O)C2=C1Cl RXKAOFORZWIPDH-UHFFFAOYSA-N 0.000 description 1
- VZDRVLPQENABIS-UHFFFAOYSA-N 5,6,7,8-tetrachloro-4-triphenylsilyloxyiminonaphthalen-1-one Chemical compound C1=CC(=O)C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C2C1=NO[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 VZDRVLPQENABIS-UHFFFAOYSA-N 0.000 description 1
- IQFXVYBCGYJLCE-UHFFFAOYSA-N 5-methoxyimino-1,5-diphenylpentan-1-one Chemical compound C=1C=CC=CC=1C(=NOC)CCCC(=O)C1=CC=CC=C1 IQFXVYBCGYJLCE-UHFFFAOYSA-N 0.000 description 1
- WJDKSRAXOFBHLL-UHFFFAOYSA-N 5-methoxyiminohexan-2-one Chemical compound CON=C(C)CCC(C)=O WJDKSRAXOFBHLL-UHFFFAOYSA-N 0.000 description 1
- BDHIBUJSLWKAKD-UHFFFAOYSA-N 5-phenylmethoxyiminohexan-2-one Chemical compound CC(=O)CCC(C)=NOCc1ccccc1 BDHIBUJSLWKAKD-UHFFFAOYSA-N 0.000 description 1
- OIVUHPTVQVCONM-UHFFFAOYSA-N 6-bromo-4-methyl-1h-indazole Chemical compound CC1=CC(Br)=CC2=C1C=NN2 OIVUHPTVQVCONM-UHFFFAOYSA-N 0.000 description 1
- JSBQOXNJGRLSAW-UHFFFAOYSA-N 6-methoxyiminocyclohexa-2,4-dien-1-one Chemical compound CON=C1C=CC=CC1=O JSBQOXNJGRLSAW-UHFFFAOYSA-N 0.000 description 1
- ZEWTTZSJAOUKLN-UHFFFAOYSA-N 6-methoxyiminohexanal Chemical compound CON=CCCCCC=O ZEWTTZSJAOUKLN-UHFFFAOYSA-N 0.000 description 1
- OXSILAZXMFGAAC-UHFFFAOYSA-N 6-phenylmethoxyiminocyclohexa-2,4-dien-1-one Chemical compound O=C1C=CC=CC1=NOCC1=CC=CC=C1 OXSILAZXMFGAAC-UHFFFAOYSA-N 0.000 description 1
- PWIYXFIRGMLRJL-UHFFFAOYSA-N 6-trimethylsilyloxyiminocyclohexa-2,4-dien-1-one Chemical compound C[Si](C)(C)ON=C1C=CC=CC1=O PWIYXFIRGMLRJL-UHFFFAOYSA-N 0.000 description 1
- UZGARMTXYXKNQR-UHFFFAOYSA-K 7,7-dimethyloctanoate;neodymium(3+) Chemical compound [Nd+3].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O UZGARMTXYXKNQR-UHFFFAOYSA-K 0.000 description 1
- VQDRCPXJECPFKI-UHFFFAOYSA-M 7,7-dimethyloctanoate;tributylstannanylium Chemical compound CC(C)(C)CCCCCC([O-])=O.CCCC[Sn+](CCCC)CCCC VQDRCPXJECPFKI-UHFFFAOYSA-M 0.000 description 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 1
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminium flouride Chemical compound F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- YVCQIGBALSFWPU-UHFFFAOYSA-N C(C)(=O)ON=CCC=O Chemical compound C(C)(=O)ON=CCC=O YVCQIGBALSFWPU-UHFFFAOYSA-N 0.000 description 1
- ZMMDZBPRDVZIIP-UHFFFAOYSA-N C(C)(=O)ON=CCCCCC=O Chemical compound C(C)(=O)ON=CCCCCC=O ZMMDZBPRDVZIIP-UHFFFAOYSA-N 0.000 description 1
- SCBQRMXODVRNPA-UHFFFAOYSA-N C1(=CC=CC=C1)[Si](ON=C1C=CC(C=C1)=O)(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)[Si](ON=C1C(C=CC=C1)=O)(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)[Si](ON=C1C=CC(C=C1)=O)(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)[Si](ON=C1C(C=CC=C1)=O)(C1=CC=CC=C1)C1=CC=CC=C1 SCBQRMXODVRNPA-UHFFFAOYSA-N 0.000 description 1
- MXEFPSOMTCDLJP-UHFFFAOYSA-N C=1C=CC=CC=1C(=NOC(=O)C)CCC(=O)C1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C(=NOC(=O)C)CCC(=O)C1=CC=CC=C1 MXEFPSOMTCDLJP-UHFFFAOYSA-N 0.000 description 1
- OQRUKOBEHDCWRA-UHFFFAOYSA-N CC(=O)C(C)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 Chemical compound CC(=O)C(C)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 OQRUKOBEHDCWRA-UHFFFAOYSA-N 0.000 description 1
- SQSNQRRXRMXRAY-UHFFFAOYSA-N CC(=O)CC(C)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 Chemical compound CC(=O)CC(C)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 SQSNQRRXRMXRAY-UHFFFAOYSA-N 0.000 description 1
- XFPCFVLHUXYKOT-UHFFFAOYSA-N CC(=O)CCC(C)=NOC(C)=O Chemical compound CC(=O)CCC(C)=NOC(C)=O XFPCFVLHUXYKOT-UHFFFAOYSA-N 0.000 description 1
- AYKTWENXVKXIFI-UHFFFAOYSA-N CC(=O)CCC(C)=NO[Si](C)(C)C Chemical compound CC(=O)CCC(C)=NO[Si](C)(C)C AYKTWENXVKXIFI-UHFFFAOYSA-N 0.000 description 1
- FDPBMEKEMAEWJU-UHFFFAOYSA-N CC(=O)CCC(C)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 Chemical compound CC(=O)CCC(C)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 FDPBMEKEMAEWJU-UHFFFAOYSA-N 0.000 description 1
- FNCUHBSMRGRNGU-UHFFFAOYSA-N CC(CCCCCC)OP(O)=O Chemical compound CC(CCCCCC)OP(O)=O FNCUHBSMRGRNGU-UHFFFAOYSA-N 0.000 description 1
- FAFXOXWZOOKDFH-UHFFFAOYSA-N CC1(C)CC(=O)CC(C1)=NO[Si](C)(C)C Chemical compound CC1(C)CC(=O)CC(C1)=NO[Si](C)(C)C FAFXOXWZOOKDFH-UHFFFAOYSA-N 0.000 description 1
- IBWZAMIZXZMPEB-UHFFFAOYSA-N CC1=CC(C)=C([Na])C(C)=C1 Chemical compound CC1=CC(C)=C([Na])C(C)=C1 IBWZAMIZXZMPEB-UHFFFAOYSA-N 0.000 description 1
- HYVVBDNIMSCPPB-UHFFFAOYSA-N CCC(=O)C(CC)=NOS(=O)(=O)c1ccccc1 Chemical compound CCC(=O)C(CC)=NOS(=O)(=O)c1ccccc1 HYVVBDNIMSCPPB-UHFFFAOYSA-N 0.000 description 1
- JVWSVNOGLUZTBA-UHFFFAOYSA-N CCC(=O)C(CC)=NO[Si](C)(C)C Chemical compound CCC(=O)C(CC)=NO[Si](C)(C)C JVWSVNOGLUZTBA-UHFFFAOYSA-N 0.000 description 1
- FBKNAUOACYOIGB-UHFFFAOYSA-N CCC(=O)C(CC)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 Chemical compound CCC(=O)C(CC)=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 FBKNAUOACYOIGB-UHFFFAOYSA-N 0.000 description 1
- BOJGLKUTEUYSIR-UHFFFAOYSA-N CCC(=O)CC(C)=NOC Chemical compound CCC(=O)CC(C)=NOC BOJGLKUTEUYSIR-UHFFFAOYSA-N 0.000 description 1
- RPAHVZMBEOTVNE-UHFFFAOYSA-N CCCCC(CC)CO[PH2]=O Chemical compound CCCCC(CC)CO[PH2]=O RPAHVZMBEOTVNE-UHFFFAOYSA-N 0.000 description 1
- QYSPFHZZQKFEAB-UHFFFAOYSA-M CCCCCC([O-])=O.[Mg+]CC1=CC=CC=C1 Chemical compound CCCCCC([O-])=O.[Mg+]CC1=CC=CC=C1 QYSPFHZZQKFEAB-UHFFFAOYSA-M 0.000 description 1
- GTNAYLSFWJDQHL-UHFFFAOYSA-N CCCCCCC(C)O[PH2]=O Chemical compound CCCCCCC(C)O[PH2]=O GTNAYLSFWJDQHL-UHFFFAOYSA-N 0.000 description 1
- QSBXZSYCTNXISA-UHFFFAOYSA-N CCCCCCCCCc1ccc(O[PH2]=O)cc1 Chemical compound CCCCCCCCCc1ccc(O[PH2]=O)cc1 QSBXZSYCTNXISA-UHFFFAOYSA-N 0.000 description 1
- SKTFRBDVEVSJBM-UHFFFAOYSA-M CCCCCC[Mg+].CCCCCC([O-])=O Chemical compound CCCCCC[Mg+].CCCCCC([O-])=O SKTFRBDVEVSJBM-UHFFFAOYSA-M 0.000 description 1
- RBAGLXHHMKDMEV-UHFFFAOYSA-M CCCCCC[Mg+].[O-]C1=CC=CC=C1 Chemical compound CCCCCC[Mg+].[O-]C1=CC=CC=C1 RBAGLXHHMKDMEV-UHFFFAOYSA-M 0.000 description 1
- GBOMEDXZGZITPI-UHFFFAOYSA-M CCCC[Mg+].CCCCCC([O-])=O Chemical compound CCCC[Mg+].CCCCCC([O-])=O GBOMEDXZGZITPI-UHFFFAOYSA-M 0.000 description 1
- KVQHGSASPRTPDV-UHFFFAOYSA-M CCCC[Mg+].[O-]C1=CC=CC=C1 Chemical compound CCCC[Mg+].[O-]C1=CC=CC=C1 KVQHGSASPRTPDV-UHFFFAOYSA-M 0.000 description 1
- RYWDKWWDJJOYEA-UHFFFAOYSA-N CCCC[Mg]OCC Chemical compound CCCC[Mg]OCC RYWDKWWDJJOYEA-UHFFFAOYSA-N 0.000 description 1
- ABXKXVWOKXSBNR-UHFFFAOYSA-N CCC[Mg]CCC Chemical compound CCC[Mg]CCC ABXKXVWOKXSBNR-UHFFFAOYSA-N 0.000 description 1
- HSXBCEUOBJXQQY-UHFFFAOYSA-N CCO[Mg]C1=CC=CC=C1 Chemical compound CCO[Mg]C1=CC=CC=C1 HSXBCEUOBJXQQY-UHFFFAOYSA-N 0.000 description 1
- MXRNYNIJHVXZAN-UHFFFAOYSA-N CCO[Mg]CC Chemical compound CCO[Mg]CC MXRNYNIJHVXZAN-UHFFFAOYSA-N 0.000 description 1
- OIQLQSDYXFOSHN-UHFFFAOYSA-N CCO[Mg]Cc1ccccc1 Chemical compound CCO[Mg]Cc1ccccc1 OIQLQSDYXFOSHN-UHFFFAOYSA-N 0.000 description 1
- PRGODONYKGPBHC-UHFFFAOYSA-M CC[Mg+].[O-]C1=CC=CC=C1 Chemical compound CC[Mg+].[O-]C1=CC=CC=C1 PRGODONYKGPBHC-UHFFFAOYSA-M 0.000 description 1
- JKHXWHVVCNKKJL-UHFFFAOYSA-N CC[O-].CCCCCC[Mg+] Chemical compound CC[O-].CCCCCC[Mg+] JKHXWHVVCNKKJL-UHFFFAOYSA-N 0.000 description 1
- LHJLWZRHMUMZFS-UHFFFAOYSA-M C[Al+]C.CC(C)(C)CCCCCC([O-])=O Chemical compound C[Al+]C.CC(C)(C)CCCCCC([O-])=O LHJLWZRHMUMZFS-UHFFFAOYSA-M 0.000 description 1
- LUEWUYXEOGZHTH-UHFFFAOYSA-N C[Mg+].CC[O-] Chemical compound C[Mg+].CC[O-] LUEWUYXEOGZHTH-UHFFFAOYSA-N 0.000 description 1
- LOLYAZUFDXATPR-UHFFFAOYSA-N C[Si](C)(C)ON=C1CCCCC1=O Chemical compound C[Si](C)(C)ON=C1CCCCC1=O LOLYAZUFDXATPR-UHFFFAOYSA-N 0.000 description 1
- ZLRFTHKOYZTYNP-UHFFFAOYSA-N C[Si](ON=CCC=O)(C)C Chemical compound C[Si](ON=CCC=O)(C)C ZLRFTHKOYZTYNP-UHFFFAOYSA-N 0.000 description 1
- DICLEWQITVIVPB-UHFFFAOYSA-N C[Si](ON=CCCCCC=O)(C)C Chemical compound C[Si](ON=CCCCCC=O)(C)C DICLEWQITVIVPB-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 1
- 229910052692 Dysprosium Inorganic materials 0.000 description 1
- 229910052691 Erbium Inorganic materials 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910052693 Europium Inorganic materials 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- 229910052688 Gadolinium Inorganic materials 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- 229910052689 Holmium Inorganic materials 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 229910021620 Indium(III) fluoride Inorganic materials 0.000 description 1
- QZRGKCOWNLSUDK-UHFFFAOYSA-N Iodochlorine Chemical compound ICl QZRGKCOWNLSUDK-UHFFFAOYSA-N 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical class CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 229910052765 Lutetium Inorganic materials 0.000 description 1
- 241001676573 Minium Species 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- CSBJPTQLFICICM-UHFFFAOYSA-N O=C(C(=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1 Chemical compound O=C(C(=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1 CSBJPTQLFICICM-UHFFFAOYSA-N 0.000 description 1
- COPAYTOCIBOKRU-UHFFFAOYSA-N O=C(CCC(=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1 Chemical compound O=C(CCC(=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1 COPAYTOCIBOKRU-UHFFFAOYSA-N 0.000 description 1
- MBUCZLNBLSVPRF-UHFFFAOYSA-N O=C1CCCCC1=NOS(=O)(=O)c1ccccc1 Chemical compound O=C1CCCCC1=NOS(=O)(=O)c1ccccc1 MBUCZLNBLSVPRF-UHFFFAOYSA-N 0.000 description 1
- BKZWCJXFSDIVQH-UHFFFAOYSA-N O=CCCC=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 Chemical compound O=CCCC=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 BKZWCJXFSDIVQH-UHFFFAOYSA-N 0.000 description 1
- PSDXPKXTWVLRIC-UHFFFAOYSA-N O=CCCCC=NOS(=O)(=O)c1ccccc1 Chemical compound O=CCCCC=NOS(=O)(=O)c1ccccc1 PSDXPKXTWVLRIC-UHFFFAOYSA-N 0.000 description 1
- BUSBHDLXLUSIOF-UHFFFAOYSA-N O=CCCCC=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 Chemical compound O=CCCCC=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 BUSBHDLXLUSIOF-UHFFFAOYSA-N 0.000 description 1
- MGEVOKWQBIMKAG-UHFFFAOYSA-N O=CCCCCC=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 Chemical compound O=CCCCCC=NO[Si](c1ccccc1)(c1ccccc1)c1ccccc1 MGEVOKWQBIMKAG-UHFFFAOYSA-N 0.000 description 1
- JKHHHHGNZFNVBV-UHFFFAOYSA-K P(OC1=C(C=CC=C1)C1=CC=CC=C1)([O-])=O.[Nd+3].C1(=CC=CC=C1)C1=C(C=CC=C1)OP([O-])=O.C1(=CC=CC=C1)C1=C(C=CC=C1)OP([O-])=O Chemical compound P(OC1=C(C=CC=C1)C1=CC=CC=C1)([O-])=O.[Nd+3].C1(=CC=CC=C1)C1=C(C=CC=C1)OP([O-])=O.C1(=CC=CC=C1)C1=C(C=CC=C1)OP([O-])=O JKHHHHGNZFNVBV-UHFFFAOYSA-K 0.000 description 1
- ZEWOQXYSGJATQO-UHFFFAOYSA-N P(OC1=CC=C(C=C1)CCCCCCCCC)(OC1=CC=C(C=C1)CCCCCCCCC)=O.[Nd] Chemical compound P(OC1=CC=C(C=C1)CCCCCCCCC)(OC1=CC=C(C=C1)CCCCCCCCC)=O.[Nd] ZEWOQXYSGJATQO-UHFFFAOYSA-N 0.000 description 1
- VTQQPAXAVUAMMT-UHFFFAOYSA-N P(OCC(CCCC)CC)(OC1=CC=C(C=C1)CCCCCCCCC)=O.[Nd] Chemical compound P(OCC(CCCC)CC)(OC1=CC=C(C=C1)CCCCCCCCC)=O.[Nd] VTQQPAXAVUAMMT-UHFFFAOYSA-N 0.000 description 1
- UDWZNCWAGURTMV-UHFFFAOYSA-L P(OCC(CCCC)CC)([O-])=O.[Nd+3].P(OC(CCCCCC)C)([O-])=O.[Nd+3] Chemical compound P(OCC(CCCC)CC)([O-])=O.[Nd+3].P(OC(CCCCCC)C)([O-])=O.[Nd+3] UDWZNCWAGURTMV-UHFFFAOYSA-L 0.000 description 1
- XPMSKZTVIODPCB-UHFFFAOYSA-N P(OCCCC)(OCCCC)=O.[Nd] Chemical compound P(OCCCC)(OCCCC)=O.[Nd] XPMSKZTVIODPCB-UHFFFAOYSA-N 0.000 description 1
- KJOKLQFEDFYUNY-UHFFFAOYSA-N P(OCCCCC)(OCCCCC)=O.[Nd] Chemical compound P(OCCCCC)(OCCCCC)=O.[Nd] KJOKLQFEDFYUNY-UHFFFAOYSA-N 0.000 description 1
- WEZURHMTHGLLOI-UHFFFAOYSA-N P(OCCCCCC)(OCCCCCC)=O.[Nd] Chemical compound P(OCCCCCC)(OCCCCCC)=O.[Nd] WEZURHMTHGLLOI-UHFFFAOYSA-N 0.000 description 1
- OHPJHTULQXCKTM-UHFFFAOYSA-N P(OCCCCCCC)(OCCCCCCC)=O.[Nd] Chemical compound P(OCCCCCCC)(OCCCCCCC)=O.[Nd] OHPJHTULQXCKTM-UHFFFAOYSA-N 0.000 description 1
- GWWAJRFMRHVGGC-UHFFFAOYSA-N P(OCCCCCCCC)(OCCCCCCCC)=O.[Nd] Chemical compound P(OCCCCCCCC)(OCCCCCCCC)=O.[Nd] GWWAJRFMRHVGGC-UHFFFAOYSA-N 0.000 description 1
- YPXYHPRYSFVMBI-UHFFFAOYSA-N P(OCCCCCCCCCCCC)(OCCCCCCCCCCCC)=O.[Nd] Chemical compound P(OCCCCCCCCCCCC)(OCCCCCCCCCCCC)=O.[Nd] YPXYHPRYSFVMBI-UHFFFAOYSA-N 0.000 description 1
- QLINMFZIFUQLGJ-UHFFFAOYSA-N P(OCCCCCCCCCCCCCCCCCC)(OCCCCCCCCCCCCCCCCCC)=O.[Nd] Chemical compound P(OCCCCCCCCCCCCCCCCCC)(OCCCCCCCCCCCCCCCCCC)=O.[Nd] QLINMFZIFUQLGJ-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910052777 Praseodymium Inorganic materials 0.000 description 1
- 229910052773 Promethium Inorganic materials 0.000 description 1
- UOJYYXATTMQQNA-UHFFFAOYSA-N Proxan Chemical compound CC(C)OC(S)=S UOJYYXATTMQQNA-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 239000006242 Semi-Reinforcing Furnace Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910052771 Terbium Inorganic materials 0.000 description 1
- 229910052775 Thulium Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920006311 Urethane elastomer Polymers 0.000 description 1
- 235000012545 Vaccinium macrocarpon Nutrition 0.000 description 1
- 235000002118 Vaccinium oxycoccus Nutrition 0.000 description 1
- 244000291414 Vaccinium oxycoccus Species 0.000 description 1
- 229910052769 Ytterbium Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- XLDJDJZSHKORAI-UHFFFAOYSA-N [(2,3,4,5-tetrachloro-6-oxocyclohexa-2,4-dien-1-ylidene)amino] acetate Chemical compound CC(=O)ON=C1C(Cl)=C(Cl)C(Cl)=C(Cl)C1=O XLDJDJZSHKORAI-UHFFFAOYSA-N 0.000 description 1
- WLBQWOPCUANEDP-UHFFFAOYSA-N [(3-oxocyclohexylidene)amino] acetate Chemical compound CC(=O)ON=C1CCCC(=O)C1 WLBQWOPCUANEDP-UHFFFAOYSA-N 0.000 description 1
- REVVAUMQIOUAOI-UHFFFAOYSA-N [(4-oxo-1,4-diphenylbutylidene)amino] benzenesulfonate Chemical compound O=C(CCC(=NOS(=O)(=O)c1ccccc1)c1ccccc1)c1ccccc1 REVVAUMQIOUAOI-UHFFFAOYSA-N 0.000 description 1
- RTZZDFNXHDMXOE-UHFFFAOYSA-N [(4-oxocyclohexa-2,5-dien-1-ylidene)amino] acetate Chemical compound CC(=O)ON=C1C=CC(=O)C=C1 RTZZDFNXHDMXOE-UHFFFAOYSA-N 0.000 description 1
- UNYRXDOPUOKGPC-UHFFFAOYSA-N [(4-oxocyclohexylidene)amino] acetate Chemical compound CC(=O)ON=C1CCC(=O)CC1 UNYRXDOPUOKGPC-UHFFFAOYSA-N 0.000 description 1
- LCNVKSKFMRAMRL-UHFFFAOYSA-N [(4-oxocyclohexylidene)amino] benzenesulfonate Chemical compound C1CC(=O)CCC1=NOS(=O)(=O)C1=CC=CC=C1 LCNVKSKFMRAMRL-UHFFFAOYSA-N 0.000 description 1
- PVTOKQUBNBFYGA-UHFFFAOYSA-N [(5,6,7,8-tetrachloro-4-oxonaphthalen-1-ylidene)amino] acetate Chemical compound ClC1=C(Cl)C(Cl)=C2C(=NOC(=O)C)C=CC(=O)C2=C1Cl PVTOKQUBNBFYGA-UHFFFAOYSA-N 0.000 description 1
- GWIYXSUEJGENDD-UHFFFAOYSA-N [(5-oxo-1,5-diphenylpentylidene)amino] acetate Chemical compound C=1C=CC=CC=1C(=NOC(=O)C)CCCC(=O)C1=CC=CC=C1 GWIYXSUEJGENDD-UHFFFAOYSA-N 0.000 description 1
- VQXUJWLVQYKHQW-UHFFFAOYSA-N [(6-oxocyclohexa-2,4-dien-1-ylidene)amino] acetate Chemical compound CC(=O)ON=C1C=CC=CC1=O VQXUJWLVQYKHQW-UHFFFAOYSA-N 0.000 description 1
- XCQIDOARVJXDAE-UHFFFAOYSA-N [(6-oxocyclohexa-2,4-dien-1-ylidene)amino] benzenesulfonate Chemical compound O=C1C=CC=CC1=NOS(=O)(=O)C1=CC=CC=C1 XCQIDOARVJXDAE-UHFFFAOYSA-N 0.000 description 1
- MNGNOZCXGLBJGO-UHFFFAOYSA-N [Li]C1(C)SCCCS1 Chemical compound [Li]C1(C)SCCCS1 MNGNOZCXGLBJGO-UHFFFAOYSA-N 0.000 description 1
- XFJNAOUAGWZUHZ-UHFFFAOYSA-M [Mg+]C.[O-]C1=CC=CC=C1 Chemical compound [Mg+]C.[O-]C1=CC=CC=C1 XFJNAOUAGWZUHZ-UHFFFAOYSA-M 0.000 description 1
- CXRXPNKVVVYSDV-UHFFFAOYSA-M [Mg+]C1=CC=CC=C1.CCCCCC([O-])=O Chemical compound [Mg+]C1=CC=CC=C1.CCCCCC([O-])=O CXRXPNKVVVYSDV-UHFFFAOYSA-M 0.000 description 1
- BTHXJVJHBULHIT-UHFFFAOYSA-K [Nd+3].CCCCCCCCCC1=CC=C(OP([O-])(=O)CC(CC)CCCC)C=C1.CCCCCCCCCC1=CC=C(OP([O-])(=O)CC(CC)CCCC)C=C1.CCCCCCCCCC1=CC=C(OP([O-])(=O)CC(CC)CCCC)C=C1 Chemical class [Nd+3].CCCCCCCCCC1=CC=C(OP([O-])(=O)CC(CC)CCCC)C=C1.CCCCCCCCCC1=CC=C(OP([O-])(=O)CC(CC)CCCC)C=C1.CCCCCCCCCC1=CC=C(OP([O-])(=O)CC(CC)CCCC)C=C1 BTHXJVJHBULHIT-UHFFFAOYSA-K 0.000 description 1
- OUXKBBDKDNCLEX-UHFFFAOYSA-K [Nd+3].CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC.CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC.CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC Chemical compound [Nd+3].CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC.CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC.CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCCCCCCCC OUXKBBDKDNCLEX-UHFFFAOYSA-K 0.000 description 1
- WWAABSDIYKCERZ-UHFFFAOYSA-K [Nd+3].CCCCCCCCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCCCCCCCOP([O-])=O Chemical compound [Nd+3].CCCCCCCCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCCCCCCCOP([O-])=O WWAABSDIYKCERZ-UHFFFAOYSA-K 0.000 description 1
- DUDARQTWIBNSJE-UHFFFAOYSA-K [Nd+3].CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC.CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC.CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC Chemical compound [Nd+3].CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC.CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC.CCCCCCCCCCCCOP([O-])(=O)OCCCCCCCCCCCC DUDARQTWIBNSJE-UHFFFAOYSA-K 0.000 description 1
- ITONJIBIUYPWEY-UHFFFAOYSA-K [Nd+3].CCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCOP([O-])=O Chemical compound [Nd+3].CCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCOP([O-])=O.CCCCCCCCCCCCOP([O-])=O ITONJIBIUYPWEY-UHFFFAOYSA-K 0.000 description 1
- ASFSQQMCXMSWAN-UHFFFAOYSA-K [Nd+3].CCCCCCCCCCOP([O-])(=O)OCCCCCCCCCC.CCCCCCCCCCOP([O-])(=O)OCCCCCCCCCC.CCCCCCCCCCOP([O-])(=O)OCCCCCCCCCC Chemical compound [Nd+3].CCCCCCCCCCOP([O-])(=O)OCCCCCCCCCC.CCCCCCCCCCOP([O-])(=O)OCCCCCCCCCC.CCCCCCCCCCOP([O-])(=O)OCCCCCCCCCC ASFSQQMCXMSWAN-UHFFFAOYSA-K 0.000 description 1
- RUQCENVAEZPFOT-UHFFFAOYSA-K [Nd+3].CCCCCCCCCCOP([O-])=O.CCCCCCCCCCOP([O-])=O.CCCCCCCCCCOP([O-])=O Chemical compound [Nd+3].CCCCCCCCCCOP([O-])=O.CCCCCCCCCCOP([O-])=O.CCCCCCCCCCOP([O-])=O RUQCENVAEZPFOT-UHFFFAOYSA-K 0.000 description 1
- PZBSHRXLRKRSHS-UHFFFAOYSA-K [Nd+3].CCCCCCCCCc1ccc(cc1)P([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])=O Chemical compound [Nd+3].CCCCCCCCCc1ccc(cc1)P([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])=O PZBSHRXLRKRSHS-UHFFFAOYSA-K 0.000 description 1
- COTWFXVBYJIDKB-UHFFFAOYSA-K [Nd+3].CCCCCCCCOP([O-])(=O)OCCCCCCCC.CCCCCCCCOP([O-])(=O)OCCCCCCCC.CCCCCCCCOP([O-])(=O)OCCCCCCCC Chemical compound [Nd+3].CCCCCCCCOP([O-])(=O)OCCCCCCCC.CCCCCCCCOP([O-])(=O)OCCCCCCCC.CCCCCCCCOP([O-])(=O)OCCCCCCCC COTWFXVBYJIDKB-UHFFFAOYSA-K 0.000 description 1
- LOAMPDBVDUCBJV-UHFFFAOYSA-K [Nd+3].CCCCCCCCOP([O-])=O.CCCCCCCCOP([O-])=O.CCCCCCCCOP([O-])=O Chemical compound [Nd+3].CCCCCCCCOP([O-])=O.CCCCCCCCOP([O-])=O.CCCCCCCCOP([O-])=O LOAMPDBVDUCBJV-UHFFFAOYSA-K 0.000 description 1
- LHIQNDXQOLHPSO-WJUSBNTKSA-K [Nd+3].CCCCCCCC\C=C/CCCCCCCCOP([O-])(=O)OCCCCCCCC\C=C/CCCCCCCC.CCCCCCCC\C=C/CCCCCCCCOP([O-])(=O)OCCCCCCCC\C=C/CCCCCCCC.CCCCCCCC\C=C/CCCCCCCCOP([O-])(=O)OCCCCCCCC\C=C/CCCCCCCC Chemical compound [Nd+3].CCCCCCCC\C=C/CCCCCCCCOP([O-])(=O)OCCCCCCCC\C=C/CCCCCCCC.CCCCCCCC\C=C/CCCCCCCCOP([O-])(=O)OCCCCCCCC\C=C/CCCCCCCC.CCCCCCCC\C=C/CCCCCCCCOP([O-])(=O)OCCCCCCCC\C=C/CCCCCCCC LHIQNDXQOLHPSO-WJUSBNTKSA-K 0.000 description 1
- PQFOHOQOMRHGBB-UHFFFAOYSA-K [Nd+3].CCCCCCCOP([O-])(=O)OCCCCCCC.CCCCCCCOP([O-])(=O)OCCCCCCC.CCCCCCCOP([O-])(=O)OCCCCCCC Chemical compound [Nd+3].CCCCCCCOP([O-])(=O)OCCCCCCC.CCCCCCCOP([O-])(=O)OCCCCCCC.CCCCCCCOP([O-])(=O)OCCCCCCC PQFOHOQOMRHGBB-UHFFFAOYSA-K 0.000 description 1
- XOQFIVLBNHGKTM-UHFFFAOYSA-K [Nd+3].CCCCCCCOP([O-])=O.CCCCCCCOP([O-])=O.CCCCCCCOP([O-])=O Chemical compound [Nd+3].CCCCCCCOP([O-])=O.CCCCCCCOP([O-])=O.CCCCCCCOP([O-])=O XOQFIVLBNHGKTM-UHFFFAOYSA-K 0.000 description 1
- FJGATKHRWKJAIE-UHFFFAOYSA-K [Nd+3].CCCCCCOP([O-])=O.CCCCCCOP([O-])=O.CCCCCCOP([O-])=O Chemical compound [Nd+3].CCCCCCOP([O-])=O.CCCCCCOP([O-])=O.CCCCCCOP([O-])=O FJGATKHRWKJAIE-UHFFFAOYSA-K 0.000 description 1
- MESOMEQHUGUMRU-UHFFFAOYSA-K [Nd+3].CCCCCOP([O-])(=O)OCCCCC.CCCCCOP([O-])(=O)OCCCCC.CCCCCOP([O-])(=O)OCCCCC Chemical compound [Nd+3].CCCCCOP([O-])(=O)OCCCCC.CCCCCOP([O-])(=O)OCCCCC.CCCCCOP([O-])(=O)OCCCCC MESOMEQHUGUMRU-UHFFFAOYSA-K 0.000 description 1
- CWNXLBUKTWPPLA-UHFFFAOYSA-K [Nd+3].CCCCCOP([O-])=O.CCCCCOP([O-])=O.CCCCCOP([O-])=O Chemical compound [Nd+3].CCCCCOP([O-])=O.CCCCCOP([O-])=O.CCCCCOP([O-])=O CWNXLBUKTWPPLA-UHFFFAOYSA-K 0.000 description 1
- MDRXGBPMEPSFRF-UHFFFAOYSA-K [Nd+3].CCCCOP([O-])(=O)OCCCC.CCCCOP([O-])(=O)OCCCC.CCCCOP([O-])(=O)OCCCC Chemical compound [Nd+3].CCCCOP([O-])(=O)OCCCC.CCCCOP([O-])(=O)OCCCC.CCCCOP([O-])(=O)OCCCC MDRXGBPMEPSFRF-UHFFFAOYSA-K 0.000 description 1
- OZQGQVAUWDNZKQ-UHFFFAOYSA-K [Nd+3].CCCCOP([O-])=O.CCCCOP([O-])=O.CCCCOP([O-])=O Chemical compound [Nd+3].CCCCOP([O-])=O.CCCCOP([O-])=O.CCCCOP([O-])=O OZQGQVAUWDNZKQ-UHFFFAOYSA-K 0.000 description 1
- LRCIECNZZUAVBI-UHFFFAOYSA-K [Nd+3].P(OC(CCCCCCCCC)CCCCCCCCCC)([O-])=O.C(CCCCCCCCC)C(CCCCCCCCC)OP([O-])=O.C(CCCCCCCCC)C(CCCCCCCCC)OP([O-])=O Chemical compound [Nd+3].P(OC(CCCCCCCCC)CCCCCCCCCC)([O-])=O.C(CCCCCCCCC)C(CCCCCCCCC)OP([O-])=O.C(CCCCCCCCC)C(CCCCCCCCC)OP([O-])=O LRCIECNZZUAVBI-UHFFFAOYSA-K 0.000 description 1
- CGTNOFCZYFQSFI-UHFFFAOYSA-H [Nd+3].[Nd+3].CCCCCCCCCc1ccc(cc1)P([O-])([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])([O-])=O Chemical compound [Nd+3].[Nd+3].CCCCCCCCCc1ccc(cc1)P([O-])([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])([O-])=O.CCCCCCCCCc1ccc(cc1)P([O-])([O-])=O CGTNOFCZYFQSFI-UHFFFAOYSA-H 0.000 description 1
- ZWPJHWUXSLZYRD-UHFFFAOYSA-K [Nd+3].[O-]C#N.[O-]C#N.[O-]C#N Chemical compound [Nd+3].[O-]C#N.[O-]C#N.[O-]C#N ZWPJHWUXSLZYRD-UHFFFAOYSA-K 0.000 description 1
- SHEJOFWVPOMWQW-UHFFFAOYSA-K [Nd+3].[O-]C(=O)C1=CC=CC=N1.[O-]C(=O)C1=CC=CC=N1.[O-]C(=O)C1=CC=CC=N1 Chemical compound [Nd+3].[O-]C(=O)C1=CC=CC=N1.[O-]C(=O)C1=CC=CC=N1.[O-]C(=O)C1=CC=CC=N1 SHEJOFWVPOMWQW-UHFFFAOYSA-K 0.000 description 1
- HMAYLOLHXUPPCA-UHFFFAOYSA-K [Nd+3].[O-]P(=O)Oc1ccccc1.[O-]P(=O)Oc1ccccc1.[O-]P(=O)Oc1ccccc1 Chemical compound [Nd+3].[O-]P(=O)Oc1ccccc1.[O-]P(=O)Oc1ccccc1.[O-]P(=O)Oc1ccccc1 HMAYLOLHXUPPCA-UHFFFAOYSA-K 0.000 description 1
- JGBAFVIBNBBBNE-UHFFFAOYSA-N [Nd].BrOBr Chemical compound [Nd].BrOBr JGBAFVIBNBBBNE-UHFFFAOYSA-N 0.000 description 1
- HDLKUQNRQQEPLO-UHFFFAOYSA-N [Nd].ClOCl Chemical compound [Nd].ClOCl HDLKUQNRQQEPLO-UHFFFAOYSA-N 0.000 description 1
- WWHZSRXWWLQRBT-UHFFFAOYSA-N [Nd].[PH2](OCCCCC)=O Chemical compound [Nd].[PH2](OCCCCC)=O WWHZSRXWWLQRBT-UHFFFAOYSA-N 0.000 description 1
- NCLFVFOFIOAZJX-UHFFFAOYSA-N [Nd].[PH2](OCCCCCCC)=O Chemical compound [Nd].[PH2](OCCCCCCC)=O NCLFVFOFIOAZJX-UHFFFAOYSA-N 0.000 description 1
- LKPVHTAWGPBJMM-UHFFFAOYSA-M [O-]C1=CC=CC=C1.[Mg+]C1=CC=CC=C1 Chemical compound [O-]C1=CC=CC=C1.[Mg+]C1=CC=CC=C1 LKPVHTAWGPBJMM-UHFFFAOYSA-M 0.000 description 1
- CXEUYWNLHPHGOG-UHFFFAOYSA-M [O-]C1=CC=CC=C1.[Mg+]CC1=CC=CC=C1 Chemical compound [O-]C1=CC=CC=C1.[Mg+]CC1=CC=CC=C1 CXEUYWNLHPHGOG-UHFFFAOYSA-M 0.000 description 1
- DFQYFGLFYJAROV-UHFFFAOYSA-N [O-]CC.[O-]CC.C(C)O[Al](CC)OCC.C[Al+2] Chemical compound [O-]CC.[O-]CC.C(C)O[Al](CC)OCC.C[Al+2] DFQYFGLFYJAROV-UHFFFAOYSA-N 0.000 description 1
- UUSUVGZKRHDODR-UHFFFAOYSA-N [PH2](OC(CCCCCC)C)=O.[Nd] Chemical compound [PH2](OC(CCCCCC)C)=O.[Nd] UUSUVGZKRHDODR-UHFFFAOYSA-N 0.000 description 1
- DKAKIFNPUUROKO-UHFFFAOYSA-N [PH2](OC1=CC=CC=C1)=O.[Nd] Chemical compound [PH2](OC1=CC=CC=C1)=O.[Nd] DKAKIFNPUUROKO-UHFFFAOYSA-N 0.000 description 1
- ISZZZVIGUXFCAW-UHFFFAOYSA-N [PH2](OCC(CCCC)CC)=O.[Nd] Chemical compound [PH2](OCC(CCCC)CC)=O.[Nd] ISZZZVIGUXFCAW-UHFFFAOYSA-N 0.000 description 1
- WUBOKWSVXGPYLH-UHFFFAOYSA-N [PH2](OCCCC)=O.[Nd] Chemical compound [PH2](OCCCC)=O.[Nd] WUBOKWSVXGPYLH-UHFFFAOYSA-N 0.000 description 1
- HFLCHGIKBKNGHL-UHFFFAOYSA-N [PH2](OCCCCCC)=O.[Nd] Chemical compound [PH2](OCCCCCC)=O.[Nd] HFLCHGIKBKNGHL-UHFFFAOYSA-N 0.000 description 1
- JHNJMNIYCRSVPW-UHFFFAOYSA-N [PH2](OCCCCCCCC)=O.[Nd] Chemical compound [PH2](OCCCCCCCC)=O.[Nd] JHNJMNIYCRSVPW-UHFFFAOYSA-N 0.000 description 1
- JXUNGMMJVUTODN-UHFFFAOYSA-N [PH2](OCCCCCCCCCC)=O.[Nd] Chemical compound [PH2](OCCCCCCCCCC)=O.[Nd] JXUNGMMJVUTODN-UHFFFAOYSA-N 0.000 description 1
- XIRMVLCOJJRQTD-UHFFFAOYSA-N [PH2](OCCCCCCCCCCCC)=O.[Nd] Chemical compound [PH2](OCCCCCCCCCCCC)=O.[Nd] XIRMVLCOJJRQTD-UHFFFAOYSA-N 0.000 description 1
- XQIKNFANYATTJF-UHFFFAOYSA-N [PH2](OCCCCCCCCCCCCCCCCCC)=O.[Nd] Chemical compound [PH2](OCCCCCCCCCCCCCCCCCC)=O.[Nd] XQIKNFANYATTJF-UHFFFAOYSA-N 0.000 description 1
- KFZUOPACWPQOSR-UHFFFAOYSA-N [bromo(diphenyl)methyl]benzene dichloromethylbenzene Chemical compound ClC(Cl)C1=CC=CC=C1.C=1C=CC=CC=1C(C=1C=CC=CC=1)(Br)C1=CC=CC=C1 KFZUOPACWPQOSR-UHFFFAOYSA-N 0.000 description 1
- GVKORIDPEBYOFR-UHFFFAOYSA-K [butyl-bis(2-ethylhexanoyloxy)stannyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)O[Sn](CCCC)(OC(=O)C(CC)CCCC)OC(=O)C(CC)CCCC GVKORIDPEBYOFR-UHFFFAOYSA-K 0.000 description 1
- ZDVDCDLBOLSVGM-UHFFFAOYSA-N [chloro(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(Cl)C1=CC=CC=C1 ZDVDCDLBOLSVGM-UHFFFAOYSA-N 0.000 description 1
- GPDWNEFHGANACG-UHFFFAOYSA-L [dibutyl(2-ethylhexanoyloxy)stannyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)O[Sn](CCCC)(CCCC)OC(=O)C(CC)CCCC GPDWNEFHGANACG-UHFFFAOYSA-L 0.000 description 1
- GPWHDDKQSYOYBF-UHFFFAOYSA-N ac1l2u0q Chemical compound Br[Br-]Br GPWHDDKQSYOYBF-UHFFFAOYSA-N 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000004419 alkynylene group Chemical group 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical compound I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 description 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- RPJGYLSSECYURW-UHFFFAOYSA-K antimony(3+);tribromide Chemical compound Br[Sb](Br)Br RPJGYLSSECYURW-UHFFFAOYSA-K 0.000 description 1
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 description 1
- JMBNQWNFNACVCB-UHFFFAOYSA-N arsenic tribromide Chemical compound Br[As](Br)Br JMBNQWNFNACVCB-UHFFFAOYSA-N 0.000 description 1
- 229940077468 arsenic tribromide Drugs 0.000 description 1
- OEYOHULQRFXULB-UHFFFAOYSA-N arsenic trichloride Chemical compound Cl[As](Cl)Cl OEYOHULQRFXULB-UHFFFAOYSA-N 0.000 description 1
- IKIBSPLDJGAHPX-UHFFFAOYSA-N arsenic triiodide Chemical compound I[As](I)I IKIBSPLDJGAHPX-UHFFFAOYSA-N 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- AQIHMSVIAGNIDM-UHFFFAOYSA-N benzoyl bromide Chemical compound BrC(=O)C1=CC=CC=C1 AQIHMSVIAGNIDM-UHFFFAOYSA-N 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- DAMJCWMGELCIMI-UHFFFAOYSA-N benzyl n-(2-oxopyrrolidin-3-yl)carbamate Chemical compound C=1C=CC=CC=1COC(=O)NC1CCNC1=O DAMJCWMGELCIMI-UHFFFAOYSA-N 0.000 description 1
- WULHEUKAPOPNDB-UHFFFAOYSA-N benzyl(2-methylpropyl)alumane Chemical compound C(C1=CC=CC=C1)[AlH]CC(C)C WULHEUKAPOPNDB-UHFFFAOYSA-N 0.000 description 1
- MNJAAMMKYQCBQW-UHFFFAOYSA-M benzyl(2-methylpropyl)alumanylium;chloride Chemical compound [Cl-].CC(C)C[Al+]CC1=CC=CC=C1 MNJAAMMKYQCBQW-UHFFFAOYSA-M 0.000 description 1
- CETUXYPGBFOCCA-UHFFFAOYSA-N benzyl(butyl)alumane Chemical compound C(C1=CC=CC=C1)[AlH]CCCC CETUXYPGBFOCCA-UHFFFAOYSA-N 0.000 description 1
- SHEYREVQOFZMQB-UHFFFAOYSA-M benzyl(butyl)alumanylium;chloride Chemical compound [Cl-].CCCC[Al+]CC1=CC=CC=C1 SHEYREVQOFZMQB-UHFFFAOYSA-M 0.000 description 1
- LBKYCOGBBDATCR-UHFFFAOYSA-N benzyl(diethyl)alumane Chemical compound CC[Al](CC)CC1=CC=CC=C1 LBKYCOGBBDATCR-UHFFFAOYSA-N 0.000 description 1
- YXHYBZZCYPDUBG-UHFFFAOYSA-N benzyl(octyl)alumane Chemical compound C(C1=CC=CC=C1)[AlH]CCCCCCCC YXHYBZZCYPDUBG-UHFFFAOYSA-N 0.000 description 1
- UKFKCEPJTXYSOD-UHFFFAOYSA-M benzyl(octyl)alumanylium;chloride Chemical compound [Cl-].CCCCCCCC[Al+]CC1=CC=CC=C1 UKFKCEPJTXYSOD-UHFFFAOYSA-M 0.000 description 1
- AIWXNWDZGADCFW-UHFFFAOYSA-N benzyl(propan-2-yl)alumane Chemical compound C(C1=CC=CC=C1)[AlH]C(C)C AIWXNWDZGADCFW-UHFFFAOYSA-N 0.000 description 1
- LXJHRZUMLFAACT-UHFFFAOYSA-M benzyl(propan-2-yl)alumanylium;chloride Chemical compound [Cl-].CC(C)[Al+]CC1=CC=CC=C1 LXJHRZUMLFAACT-UHFFFAOYSA-M 0.000 description 1
- YGHMTLQLIZMTLJ-UHFFFAOYSA-N benzyl(propyl)alumane Chemical compound C(C1=CC=CC=C1)[AlH]CCC YGHMTLQLIZMTLJ-UHFFFAOYSA-N 0.000 description 1
- JUIZDJUMBNVWAT-UHFFFAOYSA-M benzyl(propyl)alumanylium;chloride Chemical compound [Cl-].CCC[Al+]CC1=CC=CC=C1 JUIZDJUMBNVWAT-UHFFFAOYSA-M 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- ATQXJRZEZJQPIK-UHFFFAOYSA-K bis(2-ethylhexyl) phosphate;neodymium(3+) Chemical compound [Nd+3].CCCCC(CC)COP([O-])(=O)OCC(CC)CCCC.CCCCC(CC)COP([O-])(=O)OCC(CC)CCCC.CCCCC(CC)COP([O-])(=O)OCC(CC)CCCC ATQXJRZEZJQPIK-UHFFFAOYSA-K 0.000 description 1
- WEDLYHNDZPHFLT-UHFFFAOYSA-M bis(2-methylpropyl)-phenoxyalumane Chemical compound [O-]C1=CC=CC=C1.CC(C)C[Al+]CC(C)C WEDLYHNDZPHFLT-UHFFFAOYSA-M 0.000 description 1
- AIEHFWUJEVRRNF-UHFFFAOYSA-M bis(2-methylpropyl)alumanylium;2-ethylhexanoate Chemical compound CC(C)C[Al+]CC(C)C.CCCCC(CC)C([O-])=O AIEHFWUJEVRRNF-UHFFFAOYSA-M 0.000 description 1
- HQMRIBYCTLBDAK-UHFFFAOYSA-M bis(2-methylpropyl)alumanylium;chloride Chemical compound CC(C)C[Al](Cl)CC(C)C HQMRIBYCTLBDAK-UHFFFAOYSA-M 0.000 description 1
- LLHTVHHWJJDSSP-UHFFFAOYSA-N bis(4-methylphenyl)alumane Chemical compound C1(=CC=C(C=C1)[AlH]C1=CC=C(C=C1)C)C LLHTVHHWJJDSSP-UHFFFAOYSA-N 0.000 description 1
- GTDUJCSUIQCLOZ-UHFFFAOYSA-M bis(4-methylphenyl)alumanylium;chloride Chemical compound [Cl-].C1=CC(C)=CC=C1[Al+]C1=CC=C(C)C=C1 GTDUJCSUIQCLOZ-UHFFFAOYSA-M 0.000 description 1
- JDRFLZCXGCAYAP-UHFFFAOYSA-K bis(4-nonylphenyl) phosphate;neodymium(3+) Chemical compound [Nd+3].C1=CC(CCCCCCCCC)=CC=C1OP([O-])(=O)OC1=CC=C(CCCCCCCCC)C=C1.C1=CC(CCCCCCCCC)=CC=C1OP([O-])(=O)OC1=CC=C(CCCCCCCCC)C=C1.C1=CC(CCCCCCCCC)=CC=C1OP([O-])(=O)OC1=CC=C(CCCCCCCCC)C=C1 JDRFLZCXGCAYAP-UHFFFAOYSA-K 0.000 description 1
- YMEKEHSRPZAOGO-UHFFFAOYSA-N boron triiodide Chemical compound IB(I)I YMEKEHSRPZAOGO-UHFFFAOYSA-N 0.000 description 1
- OQROAIRCEOBYJA-UHFFFAOYSA-N bromodiphenylmethane Chemical compound C=1C=CC=CC=1C(Br)C1=CC=CC=C1 OQROAIRCEOBYJA-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- TUZCOAQWCRRVIP-UHFFFAOYSA-N butoxymethanedithioic acid Chemical compound CCCCOC(S)=S TUZCOAQWCRRVIP-UHFFFAOYSA-N 0.000 description 1
- ILGRJWRWHVWPIO-UHFFFAOYSA-K butyl 2-ethylhexyl phosphate neodymium(3+) Chemical compound [Nd+3].CCCCOP([O-])(=O)OCC(CC)CCCC.CCCCOP([O-])(=O)OCC(CC)CCCC.CCCCOP([O-])(=O)OCC(CC)CCCC ILGRJWRWHVWPIO-UHFFFAOYSA-K 0.000 description 1
- DTTVIPFQOOGEHZ-UHFFFAOYSA-N butyl(phenyl)alumane Chemical compound C1(=CC=CC=C1)[AlH]CCCC DTTVIPFQOOGEHZ-UHFFFAOYSA-N 0.000 description 1
- PJWCPDQGYPRSAT-UHFFFAOYSA-M butyl(phenyl)alumanylium;chloride Chemical compound [Cl-].CCCC[Al+]C1=CC=CC=C1 PJWCPDQGYPRSAT-UHFFFAOYSA-M 0.000 description 1
- BDMFYHHLDXQFQD-UHFFFAOYSA-N butyl(trichloro)germane Chemical compound CCCC[Ge](Cl)(Cl)Cl BDMFYHHLDXQFQD-UHFFFAOYSA-N 0.000 description 1
- ANENTNQQVIUDQM-UHFFFAOYSA-N butyl-(4-methylphenyl)alumane Chemical compound C1(=CC=C(C=C1)[AlH]CCCC)C ANENTNQQVIUDQM-UHFFFAOYSA-N 0.000 description 1
- OYRHKHOWCLRGCQ-UHFFFAOYSA-M butyl-(4-methylphenyl)alumanylium;chloride Chemical compound [Cl-].CCCC[Al+]C1=CC=C(C)C=C1 OYRHKHOWCLRGCQ-UHFFFAOYSA-M 0.000 description 1
- VPCAAUUIFCAFRZ-UHFFFAOYSA-N butylalumane Chemical compound CCCC[AlH2] VPCAAUUIFCAFRZ-UHFFFAOYSA-N 0.000 description 1
- SHOVVTSKTTYFGP-UHFFFAOYSA-L butylaluminum(2+);dichloride Chemical compound CCCC[Al](Cl)Cl SHOVVTSKTTYFGP-UHFFFAOYSA-L 0.000 description 1
- YMLFYGFCXGNERH-UHFFFAOYSA-K butyltin trichloride Chemical compound CCCC[Sn](Cl)(Cl)Cl YMLFYGFCXGNERH-UHFFFAOYSA-K 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 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
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000001055 chewing effect Effects 0.000 description 1
- HYZXMVILOKSUKA-UHFFFAOYSA-K chloro(dimethyl)alumane;dichloro(methyl)alumane Chemical compound C[Al](C)Cl.C[Al](Cl)Cl HYZXMVILOKSUKA-UHFFFAOYSA-K 0.000 description 1
- ISFMCQATCMRFPY-UHFFFAOYSA-M chloro(diphenyl)alumane Chemical compound [Cl-].C=1C=CC=CC=1[Al+]C1=CC=CC=C1 ISFMCQATCMRFPY-UHFFFAOYSA-M 0.000 description 1
- PIMYDFDXAUVLON-UHFFFAOYSA-M chloro(triethyl)stannane Chemical compound CC[Sn](Cl)(CC)CC PIMYDFDXAUVLON-UHFFFAOYSA-M 0.000 description 1
- KWTSZCJMWHGPOS-UHFFFAOYSA-M chloro(trimethyl)stannane Chemical compound C[Sn](C)(C)Cl KWTSZCJMWHGPOS-UHFFFAOYSA-M 0.000 description 1
- LKRBKNPREDAJJQ-UHFFFAOYSA-M chloro-di(propan-2-yl)alumane Chemical compound [Cl-].CC(C)[Al+]C(C)C LKRBKNPREDAJJQ-UHFFFAOYSA-M 0.000 description 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 235000004634 cranberry Nutrition 0.000 description 1
- 150000003983 crown ethers Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000005724 cycloalkenylene group Chemical group 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- KDUIUFJBNGTBMD-VXMYFEMYSA-N cyclooctatetraene Chemical compound C1=C\C=C/C=C\C=C1 KDUIUFJBNGTBMD-VXMYFEMYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000004807 desolvation Methods 0.000 description 1
- CDHICTNQMQYRSM-UHFFFAOYSA-N di(propan-2-yl)alumane Chemical compound CC(C)[AlH]C(C)C CDHICTNQMQYRSM-UHFFFAOYSA-N 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- 239000012973 diazabicyclooctane Substances 0.000 description 1
- RQXXJDTUITUSMU-UHFFFAOYSA-M dibenzyl(chloro)alumane Chemical compound [Cl-].C=1C=CC=CC=1C[Al+]CC1=CC=CC=C1 RQXXJDTUITUSMU-UHFFFAOYSA-M 0.000 description 1
- OTACYDLCOLOKPA-UHFFFAOYSA-N dibenzyl(ethyl)alumane Chemical compound C=1C=CC=CC=1C[Al](CC)CC1=CC=CC=C1 OTACYDLCOLOKPA-UHFFFAOYSA-N 0.000 description 1
- DODCHQVKECHKRP-UHFFFAOYSA-N dibenzylalumane Chemical compound C(C1=CC=CC=C1)[AlH]CC1=CC=CC=C1 DODCHQVKECHKRP-UHFFFAOYSA-N 0.000 description 1
- VCJZTATVUDMNLU-UHFFFAOYSA-N dibromomethylbenzene Chemical compound BrC(Br)C1=CC=CC=C1 VCJZTATVUDMNLU-UHFFFAOYSA-N 0.000 description 1
- VKMPTHGEGBKPBQ-UHFFFAOYSA-N dibutyl(dichloro)germane Chemical compound CCCC[Ge](Cl)(Cl)CCCC VKMPTHGEGBKPBQ-UHFFFAOYSA-N 0.000 description 1
- VJRUISVXILMZSL-UHFFFAOYSA-M dibutylalumanylium;chloride Chemical compound CCCC[Al](Cl)CCCC VJRUISVXILMZSL-UHFFFAOYSA-M 0.000 description 1
- VTZJFPSWNQFPCQ-UHFFFAOYSA-N dibutylaluminum Chemical compound CCCC[Al]CCCC VTZJFPSWNQFPCQ-UHFFFAOYSA-N 0.000 description 1
- QSHZUFRQHSINTB-UHFFFAOYSA-L dibutyltin(2+);dibromide Chemical compound CCCC[Sn](Br)(Br)CCCC QSHZUFRQHSINTB-UHFFFAOYSA-L 0.000 description 1
- ISXUHJXWYNONDI-UHFFFAOYSA-L dichloro(diphenyl)stannane Chemical compound C=1C=CC=CC=1[Sn](Cl)(Cl)C1=CC=CC=C1 ISXUHJXWYNONDI-UHFFFAOYSA-L 0.000 description 1
- FLFGMNFGOKXUQY-UHFFFAOYSA-L dichloro(propan-2-yl)alumane Chemical compound [Cl-].[Cl-].CC(C)[Al+2] FLFGMNFGOKXUQY-UHFFFAOYSA-L 0.000 description 1
- RFUDQCRVCDXBGK-UHFFFAOYSA-L dichloro(propyl)alumane Chemical compound [Cl-].[Cl-].CCC[Al+2] RFUDQCRVCDXBGK-UHFFFAOYSA-L 0.000 description 1
- UWJCYVDGGSAERX-UHFFFAOYSA-M didodecylphosphinate Chemical compound CCCCCCCCCCCCP([O-])(=O)CCCCCCCCCCCC UWJCYVDGGSAERX-UHFFFAOYSA-M 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- YEMLBLTUNOJCQH-UHFFFAOYSA-N diethoxy(2-methylpropyl)alumane Chemical compound CCO[Al](CC(C)C)OCC YEMLBLTUNOJCQH-UHFFFAOYSA-N 0.000 description 1
- WXRFQZLHSPEDSI-UHFFFAOYSA-N diethoxy-(3-isocyanatopropyl)-methylsilane;3-isocyanatopropyl-methyl-diphenoxysilane Chemical compound CCO[Si](C)(OCC)CCCN=C=O.C=1C=CC=CC=1O[Si](CCCN=C=O)(C)OC1=CC=CC=C1 WXRFQZLHSPEDSI-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
- LDYLHMQUPCBROZ-UHFFFAOYSA-N diethyl(methoxy)alumane Chemical compound [O-]C.CC[Al+]CC LDYLHMQUPCBROZ-UHFFFAOYSA-N 0.000 description 1
- UWAMTZZJXXCIOH-UHFFFAOYSA-M diethyl(phenoxy)alumane Chemical compound CC[Al+]CC.[O-]C1=CC=CC=C1 UWAMTZZJXXCIOH-UHFFFAOYSA-M 0.000 description 1
- MVGUIMCFFQICHB-UHFFFAOYSA-N diethyl(phenyl)alumane Chemical compound CC[Al](CC)C1=CC=CC=C1 MVGUIMCFFQICHB-UHFFFAOYSA-N 0.000 description 1
- PASXEHKLXCTXJM-UHFFFAOYSA-N diethyl-(4-methylphenyl)alumane Chemical compound CC[Al](CC)C1=CC=C(C)C=C1 PASXEHKLXCTXJM-UHFFFAOYSA-N 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- JJSGABFIILQOEY-UHFFFAOYSA-M diethylalumanylium;bromide Chemical compound CC[Al](Br)CC JJSGABFIILQOEY-UHFFFAOYSA-M 0.000 description 1
- HRXSKIOIHQEGAI-UHFFFAOYSA-M diethylalumanylium;fluoride Chemical compound CC[Al](F)CC HRXSKIOIHQEGAI-UHFFFAOYSA-M 0.000 description 1
- CCOCQIOIKQPQSR-UHFFFAOYSA-M diethylalumanylium;octadecanoate Chemical compound CC[Al+]CC.CCCCCCCCCCCCCCCCCC([O-])=O CCOCQIOIKQPQSR-UHFFFAOYSA-M 0.000 description 1
- AXEOTJPPNKRJOQ-UHFFFAOYSA-K dihexyl phosphate;neodymium(3+) Chemical compound [Nd+3].CCCCCCOP([O-])(=O)OCCCCCC.CCCCCCOP([O-])(=O)OCCCCCC.CCCCCCOP([O-])(=O)OCCCCCC AXEOTJPPNKRJOQ-UHFFFAOYSA-K 0.000 description 1
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 description 1
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 description 1
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- ZGMHEOLLTWPGQX-UHFFFAOYSA-M dimethylalumanylium;bromide Chemical compound C[Al](C)Br ZGMHEOLLTWPGQX-UHFFFAOYSA-M 0.000 description 1
- JGHYBJVUQGTEEB-UHFFFAOYSA-M dimethylalumanylium;chloride Chemical compound C[Al](C)Cl JGHYBJVUQGTEEB-UHFFFAOYSA-M 0.000 description 1
- MWNKMBHGMZHEMM-UHFFFAOYSA-N dimethylalumanylium;ethanolate Chemical compound CCO[Al](C)C MWNKMBHGMZHEMM-UHFFFAOYSA-N 0.000 description 1
- IRGBBLIJYFWRJM-UHFFFAOYSA-M dimethylalumanylium;hexanoate Chemical compound C[Al+]C.CCCCCC([O-])=O IRGBBLIJYFWRJM-UHFFFAOYSA-M 0.000 description 1
- SIWKOPAOOWDWHQ-UHFFFAOYSA-M dimethylalumanylium;phenoxide Chemical compound C[Al](C)OC1=CC=CC=C1 SIWKOPAOOWDWHQ-UHFFFAOYSA-M 0.000 description 1
- 239000012971 dimethylpiperazine Substances 0.000 description 1
- JAGXRFFDUAYIAG-UHFFFAOYSA-K dioctan-2-yl phosphate;neodymium(3+) Chemical compound [Nd+3].CCCCCCC(C)OP([O-])(=O)OC(C)CCCCCC.CCCCCCC(C)OP([O-])(=O)OC(C)CCCCCC.CCCCCCC(C)OP([O-])(=O)OC(C)CCCCCC JAGXRFFDUAYIAG-UHFFFAOYSA-K 0.000 description 1
- GNPSMYTXIPVJDU-UHFFFAOYSA-N dioctylalumane Chemical compound C(CCCCCCC)[AlH]CCCCCCCC GNPSMYTXIPVJDU-UHFFFAOYSA-N 0.000 description 1
- QRQUTSPLBBZERR-UHFFFAOYSA-M dioctylalumanylium;chloride Chemical compound CCCCCCCC[Al](Cl)CCCCCCCC QRQUTSPLBBZERR-UHFFFAOYSA-M 0.000 description 1
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 description 1
- 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
- HIVRDDZUKVNKAO-UHFFFAOYSA-N diphenylalumane Chemical compound C1(=CC=CC=C1)[AlH]C1=CC=CC=C1 HIVRDDZUKVNKAO-UHFFFAOYSA-N 0.000 description 1
- 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
- RKRSDHJSCTYYED-UHFFFAOYSA-L diphenyltin(2+);2-ethylhexanoate Chemical compound CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.C=1C=CC=CC=1[Sn+2]C1=CC=CC=C1 RKRSDHJSCTYYED-UHFFFAOYSA-L 0.000 description 1
- XOCWTYIVWYOSGQ-UHFFFAOYSA-N dipropylalumane Chemical compound C(CC)[AlH]CCC XOCWTYIVWYOSGQ-UHFFFAOYSA-N 0.000 description 1
- ZMXPNWBFRPIZFV-UHFFFAOYSA-M dipropylalumanylium;chloride Chemical compound [Cl-].CCC[Al+]CCC ZMXPNWBFRPIZFV-UHFFFAOYSA-M 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- DWKKTAOVESMDCE-UHFFFAOYSA-N ditert-butyltin Chemical compound CC(C)(C)[Sn]C(C)(C)C DWKKTAOVESMDCE-UHFFFAOYSA-N 0.000 description 1
- PEGCFRJASNUIPX-UHFFFAOYSA-L ditert-butyltin(2+);dichloride Chemical compound CC(C)(C)[Sn](Cl)(Cl)C(C)(C)C PEGCFRJASNUIPX-UHFFFAOYSA-L 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 description 1
- 229920001198 elastomeric copolymer Polymers 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- OAGKEKIEPNLLIS-UHFFFAOYSA-N ethanolate neodymium(3+) Chemical compound [Nd+3].CC[O-].CC[O-].CC[O-] OAGKEKIEPNLLIS-UHFFFAOYSA-N 0.000 description 1
- XCKWFNSALCEAPW-UHFFFAOYSA-N ethanolate;tin(2+) Chemical compound [Sn+2].CC[O-].CC[O-] XCKWFNSALCEAPW-UHFFFAOYSA-N 0.000 description 1
- GCPCLEKQVMKXJM-UHFFFAOYSA-N ethoxy(diethyl)alumane Chemical compound CCO[Al](CC)CC GCPCLEKQVMKXJM-UHFFFAOYSA-N 0.000 description 1
- XGAIERUWZADBAO-UHFFFAOYSA-N ethoxy-bis(2-methylpropyl)alumane Chemical compound CCO[Al](CC(C)C)CC(C)C XGAIERUWZADBAO-UHFFFAOYSA-N 0.000 description 1
- QPADTPIHSPAZLQ-UHFFFAOYSA-N ethyl 5-nitronaphthalene-1-carboxylate Chemical compound C1=CC=C2C(C(=O)OCC)=CC=CC2=C1[N+]([O-])=O QPADTPIHSPAZLQ-UHFFFAOYSA-N 0.000 description 1
- UABOHUHCGKGGOJ-UHFFFAOYSA-N ethyl(dimethoxy)alumane Chemical compound [O-]C.[O-]C.CC[Al+2] UABOHUHCGKGGOJ-UHFFFAOYSA-N 0.000 description 1
- ODAHSCRBAKWZPS-UHFFFAOYSA-L ethyl(diphenoxy)alumane Chemical compound CC[Al+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 ODAHSCRBAKWZPS-UHFFFAOYSA-L 0.000 description 1
- SMCMEVQBOQDRPJ-UHFFFAOYSA-N ethyl(diphenyl)alumane Chemical compound C=1C=CC=CC=1[Al](CC)C1=CC=CC=C1 SMCMEVQBOQDRPJ-UHFFFAOYSA-N 0.000 description 1
- NEPIVOURWZEXGS-UHFFFAOYSA-N ethyl-bis(4-methylphenyl)alumane Chemical compound C=1C=C(C)C=CC=1[Al](CC)C1=CC=C(C)C=C1 NEPIVOURWZEXGS-UHFFFAOYSA-N 0.000 description 1
- JFICPAADTOQAMU-UHFFFAOYSA-L ethylaluminum(2+);dibromide Chemical compound CC[Al](Br)Br JFICPAADTOQAMU-UHFFFAOYSA-L 0.000 description 1
- UGUZZPBNTADPIT-UHFFFAOYSA-L ethylaluminum(2+);difluoride Chemical compound [F-].[F-].CC[Al+2] UGUZZPBNTADPIT-UHFFFAOYSA-L 0.000 description 1
- BLHLJVCOVBYQQS-UHFFFAOYSA-N ethyllithium Chemical compound [Li]CC BLHLJVCOVBYQQS-UHFFFAOYSA-N 0.000 description 1
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- NJVOZLGKTAPUTQ-UHFFFAOYSA-M fentin chloride Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 NJVOZLGKTAPUTQ-UHFFFAOYSA-M 0.000 description 1
- XDFDJBOEIDRBBG-UHFFFAOYSA-N fluoro hypofluorite;neodymium Chemical compound [Nd].FOF XDFDJBOEIDRBBG-UHFFFAOYSA-N 0.000 description 1
- GNTRBBGWVVMYJH-UHFFFAOYSA-M fluoro(dimethyl)alumane Chemical compound [F-].C[Al+]C GNTRBBGWVVMYJH-UHFFFAOYSA-M 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- UPWPDUACHOATKO-UHFFFAOYSA-K gallium trichloride Chemical compound Cl[Ga](Cl)Cl UPWPDUACHOATKO-UHFFFAOYSA-K 0.000 description 1
- WXXZSFJVAMRMPV-UHFFFAOYSA-K gallium(iii) fluoride Chemical compound F[Ga](F)F WXXZSFJVAMRMPV-UHFFFAOYSA-K 0.000 description 1
- DWRNSCDYNYYYHT-UHFFFAOYSA-K gallium(iii) iodide Chemical compound I[Ga](I)I DWRNSCDYNYYYHT-UHFFFAOYSA-K 0.000 description 1
- 229940050410 gluconate Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- KJZYNXUDTRRSPN-UHFFFAOYSA-N holmium atom Chemical compound [Ho] KJZYNXUDTRRSPN-UHFFFAOYSA-N 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 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
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- ZLPHTMMGQHNDDQ-UHFFFAOYSA-N lithium;2-methylbutane Chemical compound [Li+].CC(C)C[CH2-] ZLPHTMMGQHNDDQ-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
- SZAVVKVUMPLRRS-UHFFFAOYSA-N lithium;propane Chemical compound [Li+].C[CH-]C SZAVVKVUMPLRRS-UHFFFAOYSA-N 0.000 description 1
- XBEREOHJDYAKDA-UHFFFAOYSA-N lithium;propane Chemical compound [Li+].CC[CH2-] XBEREOHJDYAKDA-UHFFFAOYSA-N 0.000 description 1
- CKVWBMJEETWJTF-UHFFFAOYSA-N lithium;tributyltin Chemical compound CCCC[Sn]([Li])(CCCC)CCCC CKVWBMJEETWJTF-UHFFFAOYSA-N 0.000 description 1
- OHSVLFRHMCKCQY-UHFFFAOYSA-N lutetium atom Chemical compound [Lu] OHSVLFRHMCKCQY-UHFFFAOYSA-N 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 229910012375 magnesium hydride Inorganic materials 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide 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
- 230000007246 mechanism Effects 0.000 description 1
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 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
- UISUQHKSYTZXSF-UHFFFAOYSA-N methanolate;tin(2+) Chemical compound [Sn+2].[O-]C.[O-]C UISUQHKSYTZXSF-UHFFFAOYSA-N 0.000 description 1
- NBTOZLQBSIZIKS-UHFFFAOYSA-N methoxide Chemical compound [O-]C NBTOZLQBSIZIKS-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
- QQHNGZNHRRLNKI-UHFFFAOYSA-N methyl carbonobromidate Chemical compound COC(Br)=O QQHNGZNHRRLNKI-UHFFFAOYSA-N 0.000 description 1
- XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 description 1
- CUIXFHFVVWQXSW-UHFFFAOYSA-N methyl-[3-(oxiran-2-ylmethoxy)propyl]-diphenoxysilane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(C)CCCOCC1CO1 CUIXFHFVVWQXSW-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-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
- YSTQWZZQKCCBAY-UHFFFAOYSA-L methylaluminum(2+);dichloride Chemical compound C[Al](Cl)Cl YSTQWZZQKCCBAY-UHFFFAOYSA-L 0.000 description 1
- UEBCFKSPKUURKQ-UHFFFAOYSA-L methylaluminum(2+);difluoride Chemical compound [F-].[F-].[Al+2]C UEBCFKSPKUURKQ-UHFFFAOYSA-L 0.000 description 1
- 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
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 238000010068 moulding (rubber) Methods 0.000 description 1
- SQUOJZZETZQEOF-UHFFFAOYSA-K n,n-di(propan-2-yl)carbamodithioate;neodymium(3+) Chemical compound [Nd+3].CC(C)N(C(C)C)C([S-])=S.CC(C)N(C(C)C)C([S-])=S.CC(C)N(C(C)C)C([S-])=S SQUOJZZETZQEOF-UHFFFAOYSA-K 0.000 description 1
- XXBGWCVWYRXRMO-UHFFFAOYSA-K n,n-dibenzylcarbamodithioate;neodymium(3+) Chemical compound [Nd+3].C=1C=CC=CC=1CN(C(=S)[S-])CC1=CC=CC=C1.C=1C=CC=CC=1CN(C(=S)[S-])CC1=CC=CC=C1.C=1C=CC=CC=1CN(C(=S)[S-])CC1=CC=CC=C1 XXBGWCVWYRXRMO-UHFFFAOYSA-K 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
- APRJFNLVTJWEPP-UHFFFAOYSA-M n,n-diethylcarbamate Chemical compound CCN(CC)C([O-])=O APRJFNLVTJWEPP-UHFFFAOYSA-M 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
- DWLVWMUCHSLGSU-UHFFFAOYSA-M n,n-dimethylcarbamate Chemical compound CN(C)C([O-])=O DWLVWMUCHSLGSU-UHFFFAOYSA-M 0.000 description 1
- DXENBISLKDEHAN-UHFFFAOYSA-K n,n-dimethylcarbamodithioate;neodymium(3+) Chemical compound [Nd+3].CN(C)C([S-])=S.CN(C)C([S-])=S.CN(C)C([S-])=S DXENBISLKDEHAN-UHFFFAOYSA-K 0.000 description 1
- LIOPISMUTXUKFO-UHFFFAOYSA-K neodymium(3+) pentanoate Chemical compound [Nd+3].CCCCC([O-])=O.CCCCC([O-])=O.CCCCC([O-])=O LIOPISMUTXUKFO-UHFFFAOYSA-K 0.000 description 1
- 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
- HPCGPGSYNUPEKZ-UHFFFAOYSA-K neodymium(3+);tribenzoate Chemical compound [Nd+3].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 HPCGPGSYNUPEKZ-UHFFFAOYSA-K 0.000 description 1
- LBWLQVSRPJHLEY-UHFFFAOYSA-K neodymium(3+);tribromide Chemical compound Br[Nd](Br)Br LBWLQVSRPJHLEY-UHFFFAOYSA-K 0.000 description 1
- SXSPKVLHGFYNGI-UHFFFAOYSA-K neodymium(3+);tricarbamodithioate Chemical class [Nd+3].NC([S-])=S.NC([S-])=S.NC([S-])=S SXSPKVLHGFYNGI-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
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- GWNPUAFMXVOTRC-UHFFFAOYSA-N nonyl(phenyl)phosphinic acid Chemical class CCCCCCCCCP(O)(=O)C1=CC=CC=C1 GWNPUAFMXVOTRC-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-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
- SOEVKJXMZBAALG-UHFFFAOYSA-N octylalumane Chemical compound CCCCCCCC[AlH2] SOEVKJXMZBAALG-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
- CBFCDTFDPHXCNY-UHFFFAOYSA-N octyldodecane Natural products CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 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
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 description 1
- WIKDURKPSJEWGB-UHFFFAOYSA-N phenylmethoxymethanedithioic acid Chemical compound SC(=S)OCC1=CC=CC=C1 WIKDURKPSJEWGB-UHFFFAOYSA-N 0.000 description 1
- UBOGEXSQACVGEC-UHFFFAOYSA-K phenyltin(3+);trichloride Chemical compound Cl[Sn](Cl)(Cl)C1=CC=CC=C1 UBOGEXSQACVGEC-UHFFFAOYSA-K 0.000 description 1
- 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
- PZHNNJXWQYFUTD-UHFFFAOYSA-N phosphorus triiodide Chemical compound IP(I)I PZHNNJXWQYFUTD-UHFFFAOYSA-N 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
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 238000007868 post-polymerization treatment Methods 0.000 description 1
- ZRLVQFQTCMUIRM-UHFFFAOYSA-N potassium;2-methylbutan-2-olate Chemical compound [K+].CCC(C)(C)[O-] ZRLVQFQTCMUIRM-UHFFFAOYSA-N 0.000 description 1
- WSFZZNADDIROJK-UHFFFAOYSA-M potassium;dodecane-4-sulfonate Chemical compound [K+].CCCCCCCCC(S([O-])(=O)=O)CCC WSFZZNADDIROJK-UHFFFAOYSA-M 0.000 description 1
- PUDIUYLPXJFUGB-UHFFFAOYSA-N praseodymium atom Chemical compound [Pr] PUDIUYLPXJFUGB-UHFFFAOYSA-N 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- VQMWBBYLQSCNPO-UHFFFAOYSA-N promethium atom Chemical compound [Pm] VQMWBBYLQSCNPO-UHFFFAOYSA-N 0.000 description 1
- ZYTJPPRBIGGXRO-UHFFFAOYSA-N propan-2-ylalumane Chemical compound C(C)(C)[AlH2] ZYTJPPRBIGGXRO-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- RIBFXMJCUYXJDZ-UHFFFAOYSA-N propanoyl bromide Chemical compound CCC(Br)=O RIBFXMJCUYXJDZ-UHFFFAOYSA-N 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- OBRKWFIGZSMARO-UHFFFAOYSA-N propylalumane Chemical compound [AlH2]CCC OBRKWFIGZSMARO-UHFFFAOYSA-N 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 150000005838 radical anions Chemical class 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- VTQZBGAODFEJOW-UHFFFAOYSA-N selenium tetrabromide Chemical compound Br[Se](Br)(Br)Br VTQZBGAODFEJOW-UHFFFAOYSA-N 0.000 description 1
- LNBXMNQCXXEHFT-UHFFFAOYSA-N selenium tetrachloride Chemical compound Cl[Se](Cl)(Cl)Cl LNBXMNQCXXEHFT-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 150000003388 sodium compounds Chemical class 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- KSMWLICLECSXMI-UHFFFAOYSA-N sodium;benzene Chemical compound [Na+].C1=CC=[C-]C=C1 KSMWLICLECSXMI-UHFFFAOYSA-N 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 229920000576 tactic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- XCOKHDCPVWVFKS-UHFFFAOYSA-N tellurium tetraiodide Chemical compound I[Te](I)(I)I XCOKHDCPVWVFKS-UHFFFAOYSA-N 0.000 description 1
- GZCRRIHWUXGPOV-UHFFFAOYSA-N terbium atom Chemical compound [Tb] GZCRRIHWUXGPOV-UHFFFAOYSA-N 0.000 description 1
- RKSOPLXZQNSWAS-UHFFFAOYSA-N tert-butyl bromide Chemical compound CC(C)(C)Br RKSOPLXZQNSWAS-UHFFFAOYSA-N 0.000 description 1
- NBRKLOOSMBRFMH-UHFFFAOYSA-N tert-butyl chloride Chemical compound CC(C)(C)Cl NBRKLOOSMBRFMH-UHFFFAOYSA-N 0.000 description 1
- FPTCHHKCUSVAOO-UHFFFAOYSA-N tert-butyl-dimethyl-propoxysilane Chemical compound CCCO[Si](C)(C)C(C)(C)C FPTCHHKCUSVAOO-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- VJHDVMPJLLGYBL-UHFFFAOYSA-N tetrabromogermane Chemical compound Br[Ge](Br)(Br)Br VJHDVMPJLLGYBL-UHFFFAOYSA-N 0.000 description 1
- IEXRMSFAVATTJX-UHFFFAOYSA-N tetrachlorogermane Chemical compound Cl[Ge](Cl)(Cl)Cl IEXRMSFAVATTJX-UHFFFAOYSA-N 0.000 description 1
- CUDGTZJYMWAJFV-UHFFFAOYSA-N tetraiodogermane Chemical compound I[Ge](I)(I)I CUDGTZJYMWAJFV-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical class NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- NLLZTRMHNHVXJJ-UHFFFAOYSA-J titanium tetraiodide Chemical compound I[Ti](I)(I)I NLLZTRMHNHVXJJ-UHFFFAOYSA-J 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- YJGJRYWNNHUESM-UHFFFAOYSA-J triacetyloxystannyl acetate Chemical compound [Sn+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O YJGJRYWNNHUESM-UHFFFAOYSA-J 0.000 description 1
- 125000005106 triarylsilyl group Chemical group 0.000 description 1
- 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
- MWNSUONCJRRKFE-UHFFFAOYSA-N tributyl(chloro)germane Chemical compound CCCC[Ge](Cl)(CCCC)CCCC MWNSUONCJRRKFE-UHFFFAOYSA-N 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-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
- ZIYNWDQDHKSRCE-UHFFFAOYSA-N tricyclohexylalumane Chemical compound C1CCCCC1[Al](C1CCCCC1)C1CCCCC1 ZIYNWDQDHKSRCE-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
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-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
- JNLSTWIBJFIVHZ-UHFFFAOYSA-K trifluoroindigane Chemical compound F[In](F)F JNLSTWIBJFIVHZ-UHFFFAOYSA-K 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
- 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 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-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
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 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
- XBPQKEVXCHKRSW-UHFFFAOYSA-N tris(2-methylpropyl)tin Chemical compound CC(C)C[Sn](CC(C)C)CC(C)C XBPQKEVXCHKRSW-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
- 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
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- UAYWVJHJZHQCIE-UHFFFAOYSA-L zinc iodide Chemical compound I[Zn]I UAYWVJHJZHQCIE-UHFFFAOYSA-L 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- C08C19/34—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with oxygen or oxygen-containing groups
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers 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
- C08F36/04—Homopolymers and copolymers 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
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers 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
- C08F36/04—Homopolymers and copolymers 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
- C08F36/06—Butadiene
-
- 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
- C08F8/10—Acylation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (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)
- Polymerization Catalysts (AREA)
- Tires In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
で表すことができるオリゴマーの直鎖状アルミノキサン類と、一般式:
で表すことができるオリゴマーの環状アルミノキサン類とを含むことができ、式中、xは、1〜約100、または約10〜約50の範囲の整数とすることができ、yは、2〜約100、または約3〜約20の範囲の整数とすることができ、各Rは、独立して、炭素原子を介してアルミニウム原子に結合している1価の有機基とすることができる。一実施形態において、各Rは、独立して、アルキル基、シクロアルキル基、置換シクロアルキル基、アルケニル基、シクロアルケニル基、置換シクロアルケニル基、アリール基、置換アリール基、アラルキル基、アルカリール基、アリル基、およびアルキニル基を含むがこれらに限定されないヒドロカルビル基とすることができ、それぞれの基は、1個または基を形成するのに適する最小数から最大で約20個の範囲の炭素原子を含む。これらのヒドロカルビル基は、窒素原子、酸素原子、ホウ素原子、ケイ素原子、硫黄原子、およびリン原子を含むが、これらに限定されないヘテロ原子も含んでいてもよい。本出願で使用するアルミノキサンのモル数は、オリゴマーのアルミノキサン分子のモル数ではなくアルミニウム原子のモル数を表すことに留意すべきである。この慣行は、アルミノキサン類を利用する触媒系の分野で一般に使用されている。
(式中、R1は水素原子または1価の有機基である)によって定義され得る。1つまたは複数の実施形態において、保護されたオキシム基は、親オキシム基の酸素原子に結合している水素原子が、1価の有機基で置換されているオキシム基である。したがって、1つまたは複数の実施形態において、保護されたオキシム基は、式:
(式中、R1は水素原子または1価の有機基であり、R2は1価の有機基である)によって定義され得る。以下に記載するとおり、1価の有機基は、独立して、ヒドロカルビル基またはシリル基であってもよい。
(式中、R1は水素原子または1価の有機基である)によって定義され得ることも理解する。
(式中、各々のR1が、独立して、水素原子または1価の有機基であり、R2が1価の有機基であり、R3が結合または2価の有機基であるか、または2つのR1基が結合して2価の有機基を形成するか、またはR1基およびR3基が結合して3価の有機基を形成する)によって定義され得る。
(式中、R2は1価の有機基であり、R3は結合または2価の有機基であり、R4は2価の有機基である)で表され得る。
(式中、R1が水素原子または1価の有機基であり、R2が1価の有機基であり、R5が3価の有機基である)で表され得る。
(式中、R1が水素原子または1価の有機基であり、R2が1価の有機基であり、R5が3価の有機基である)で表され得る。
実施例1.未変性シス−1,4−ポリブタジエンの合成
タービン型の撹拌ブレードを備え、窒素パージされた2ガロンの反応器に、ヘキサン1383gと、ヘキサン中20.6重量%の1,3−ブタジエン3083gとを添加した。予備形成触媒を、トルエン中4.32Mのメチルアルミノキサン7.35mlと、ヘキサン中20.6重量%の1,3−ブタジエン1.83gと、シクロヘキサン中0.537Mのネオジムバーサテート0.59mlと、ヘキサン中1.0Mのジイソブチルアルミニウムハイドライド6.67mlと、ヘキサン中1.0Mのジエチルアルミニウムクロライド1.27mlとを混合することにより調製した。この触媒を15分間熟成させ、反応器に投入した。次いで、反応器ジャケット温度を65℃に設定した。この触媒の添加後約60分の時点で、重合混合物を室温まで冷却し、イソプロパノール中12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール溶液30mlで失活した。得られたポリマーセメントを、2,6−ジ−tert−ブチル−4−メチルフェノール5gを含むイソプロパノール12リットルで凝固させ、次いで、ドラム乾燥した。大ローターを備えたAlpha Technologies社製ムーニー粘度計を用い、予熱時間1分、実行時間4分で、得られたポリマーのムーニー粘度(ML1+4)を測定すると、100℃で26.8であった。ゲル透過クロマトグラフィー(GPC)により測定した場合、このポリマーは、数平均分子量(Mn)が110,500であり、重量平均分子量(Mw)が222,700であり、分子量分布(Mw/Mn)が2.02であった。このポリマーを赤外分光分析することによって、シス−1,4−結合含有量が94.5%であり、トランス−1,4−結合含有量が4.9%であり、1,2−結合含有量が0.6%であることが示された。
タービン型の撹拌ブレードを備え、窒素パージされた2ガロンの反応器に、ヘキサン1582gと、ヘキサン中22.0重量%の1,3−ブタジエン2886gとを添加した。予備形成触媒を、トルエン中4.32Mのメチルアルミノキサン5.59mlと、ヘキサン中22.0重量%の1,3−ブタジエン1.18gと、シクロヘキサン中0.537Mのネオジムバーサテート0.45mlと、ヘキサン中1.0Mのジイソブチルアルミニウムハイドライド5.07mlと、ヘキサン中1.0Mのジエチルアルミニウムクロライド0.97mlとを混合することにより調製した。この触媒を15分間熟成させ、反応器に投入した。次いで、反応器ジャケット温度を65℃に設定した。この触媒の添加後約72分の時点で、重合混合物を室温まで冷却し、イソプロパノール中12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール溶液30mlで失活した。得られたポリマーセメントを、2,6−ジ−tert−ブチル−4−メチルフェノール5gを含むイソプロパノール12リットルで凝固させ、次いで、ドラム乾燥した。得られたポリマーの性質を表1にまとめる。
タービン型の撹拌ブレードを備え、窒素パージされた2ガロンの反応器に、ヘキサン1594gと、ヘキサン中22.1重量%の1,3−ブタジエン2873gとを添加した。予備形成触媒を、トルエン中4.32Mのメチルアルミノキサン5.00mlと、ヘキサン中22.1重量%の1,3−ブタジエン1.06gと、シクロヘキサン中0.537Mのネオジムバーサテート0.40mlと、ヘキサン中1.0Mのジイソブチルアルミニウムハイドライド4.53mlと、ヘキサン中1.0Mのジエチルアルミニウムクロライド0.86mlとを混合することにより調製した。この触媒を15分間熟成させ、反応器に投入した。次いで、反応器ジャケット温度を65℃に設定した。この触媒の添加後約80分の時点で、重合混合物を室温まで冷却し、イソプロパノール中12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール溶液30mlで失活した。得られたポリマーセメントを、2,6−ジ−tert−ブチル−4−メチルフェノール5gを含むイソプロパノール12リットルで凝固させ、次いで、ドラム乾燥した。得られたポリマーの性質を表1にまとめる。
タービン型の撹拌ブレードを備え、窒素パージされた2ガロンの反応器に、ヘキサン1556gと、ヘキサン中21.9重量%の1,3−ブタジエン2900gとを添加した。予備形成触媒を、トルエン中4.32Mのメチルアルミノキサン7.35mlと、ヘキサン中21.9重量%の1,3−ブタジエン1.57gと、シクロヘキサン中0.537Mのネオジムバーサテート0.59mlと、ヘキサン中1.0Mのジイソブチルアルミニウムハイドライド6.67mlと、ヘキサン中1.0Mのジエチルアルミニウムクロライド1.27mlとを混合することにより調製した。この触媒を15分間熟成させ、反応器に投入した。次いで、反応器ジャケット温度を65℃に設定した。この触媒の添加後約60分の時点で、重合混合物を室温まで冷却した。
(TMSAOと略記する)アセトンO−トリメチルシリルオキシムで変性したシス−1,4−ポリブタジエン試料を、実施例4の手順と同様の手順を用いて調製した。TMSAO変性ポリマーの性質を表1にまとめる。
カーボンブラックを充填したゴム化合物において、実施例4で生成したTMSBMO変性シス−1,4−ポリブタジエン試料を、実施例1および実施例2において生成した未変性シス−1,4−ポリブタジエン試料に対して評価した。加硫物の組成物を表2に示し、その表中の数は、総ゴム100重量部当たりの重量部(phr)として表す。
Claims (4)
- 官能化ポリマーを調製する方法であって、
(i)1,3−ブタジエンを重合して、反応性ポリマーを形成するステップと、
(ii)前記反応性ポリマーと、O−シリルオキシムとを反応させるステップと
を含む、方法。 - 前記O−シリルオキシムが2,3−ブタンジオンモノ(O−トリメチルシリルオキシム)である、請求項1に記載の方法。
- 前記重合ステップが、a)ランタニド含有化合物、(b)アルキル化剤、および(c)ハロゲン含有化合物を含むランタニド系触媒を使用し、
前記アルキル化剤が、アルミノキサンおよび式AlRnX3−n(式中、各Rは、同一でもまたは異なってもよく、炭素原子を介して前記アルミニウム原子に結合している1価の有機基であり、各Xは、同一でもまたは異なってもよく、水素原子、ハロゲン原子、カルボキシレート基、アルコキシド基、またはアリールオキシド基であり、nは、1〜3の整数である)によって表される有機アルミニウム化合物を含む、請求項1に記載の方法。 - 前記重合ステップが、a)ランタニド含有化合物、(b)アルキル化剤、および(c)ハロゲン含有化合物を含むランタニド系触媒を使用し、
前記1,3−ブタジエンを重合するステップが、20重量%未満の有機溶媒を含む重合混合物内で行われる、請求項1に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/965,392 US8748531B2 (en) | 2010-12-10 | 2010-12-10 | Polymers functionalized with oxime compounds containing an acyl group |
US12/965,392 | 2010-12-10 | ||
PCT/US2011/064111 WO2012078962A1 (en) | 2010-12-10 | 2011-12-09 | Polymers functionalized with oxime compounds containing an acyl group |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016018491A Division JP6053971B2 (ja) | 2010-12-10 | 2016-02-03 | アシル基含有オキシム化合物で官能化されたポリマー |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2014500365A JP2014500365A (ja) | 2014-01-09 |
JP5882354B2 true JP5882354B2 (ja) | 2016-03-09 |
Family
ID=45476602
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2013543371A Active JP5882354B2 (ja) | 2010-12-10 | 2011-12-09 | アシル基含有オキシム化合物で官能化されたポリマー |
JP2016018491A Expired - Fee Related JP6053971B2 (ja) | 2010-12-10 | 2016-02-03 | アシル基含有オキシム化合物で官能化されたポリマー |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016018491A Expired - Fee Related JP6053971B2 (ja) | 2010-12-10 | 2016-02-03 | アシル基含有オキシム化合物で官能化されたポリマー |
Country Status (8)
Country | Link |
---|---|
US (1) | US8748531B2 (ja) |
EP (1) | EP2649102B1 (ja) |
JP (2) | JP5882354B2 (ja) |
KR (1) | KR101890963B1 (ja) |
CN (1) | CN103282386B (ja) |
BR (1) | BR112013014294B1 (ja) |
RU (1) | RU2595695C2 (ja) |
WO (1) | WO2012078962A1 (ja) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9260593B2 (en) * | 2011-12-13 | 2016-02-16 | Tsrc Corporation | Conjugated diene rubber modified with polar alkoxysilane, method and composition thereof |
IL231694A (en) * | 2013-03-29 | 2014-11-30 | Sumitomo Chemical Co | A procedure for the production of nitrile compound |
JP6364245B2 (ja) * | 2014-06-02 | 2018-07-25 | 住友化学株式会社 | 光学活性な4−アシルオキシイミノ−3−ヒドロキシアルデヒド化合物の製造方法 |
KR102128570B1 (ko) * | 2016-06-17 | 2020-07-08 | 주식회사 엘지화학 | 변성제 및 이를 이용하여 제조된 변성 공액디엔계 중합체 |
US9790289B1 (en) * | 2016-08-30 | 2017-10-17 | The Goodyear Tire & Rubber Company | Functionalized polymer, rubber composition, and pneumatic tire |
AU2019216880B2 (en) * | 2018-02-08 | 2023-12-14 | Bae Systems Australia Limited | Multichannel software defined radio receiver with optically isolated ADC |
WO2020004601A1 (ja) * | 2018-06-29 | 2020-01-02 | 株式会社Adeka | オキシムエステル化合物およびこれを含有する光重合開始剤 |
KR20230084120A (ko) * | 2020-10-08 | 2023-06-12 | 가부시키가이샤 아데카 | 화합물, 중합 개시제, 중합성 조성물, 경화물, 컬러 필터 및 경화물의 제조 방법 |
CN112827477B (zh) * | 2020-12-31 | 2022-05-31 | 西南科技大学 | 一种羟基醌类吸附材料的制备方法及应用 |
Family Cites Families (152)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1223396A (en) | 1917-03-13 | 1917-04-24 | Skf Svenska Kullagerfab Ab | Ball-cage for ball-bearings. |
US2227957A (en) | 1936-01-09 | 1941-01-07 | Goodrich Co B F | Softened rubber |
IT538453A (ja) | 1955-07-15 | 1900-01-01 | Montedison Spa | |
US3194797A (en) | 1959-11-02 | 1965-07-13 | Eastman Kodak Co | Hydrazo group containing polymers |
US3297667A (en) | 1963-02-28 | 1967-01-10 | Union Carbide Corp | Production of cis-1, 4-polydienes by polymerization of 1, 3-dienes |
DE1300240B (de) | 1964-01-22 | 1969-07-31 | Bayer Ag | Verfahren zur Herstellung von Polymerisaten konjugierter Diolefine |
US3322738A (en) | 1964-03-09 | 1967-05-30 | Phillips Petroleum Co | Process for terminating the organolithium catalysis of diene polymerization and produt resulting therefrom |
US3598884A (en) | 1967-08-04 | 1971-08-10 | Polymer Corp | Cross-linking of polymers |
US3541063A (en) | 1967-12-29 | 1970-11-17 | Goodyear Tire & Rubber | Process for the polymerization of diolefins with a catalyst comprising alkylaluminum compounds,group iii-b organo metal compounds and organoaluminum fluoride compounds |
US3652516A (en) | 1969-02-10 | 1972-03-28 | Phillips Petroleum Co | Polymerization of conjugated dienes or monovinyl aromatic monomers with multifunctional initiators from diisopropenylbenzene |
US3742057A (en) | 1970-02-27 | 1973-06-26 | Exxon Research Engineering Co | Chelated sodium compounds |
SU338104A1 (ru) * | 1970-06-19 | 1973-09-27 | Способ получения карбоксилсодержащих полимеров диенов | |
US3778418A (en) | 1970-09-24 | 1973-12-11 | Y Nakayama | Maleinization process |
BE787691A (fr) | 1971-08-17 | 1973-02-19 | Degussa | Composes organosiliciques contenant du soufre |
US3873489A (en) | 1971-08-17 | 1975-03-25 | Degussa | Rubber compositions containing silica and an organosilane |
US3978103A (en) | 1971-08-17 | 1976-08-31 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler | Sulfur containing organosilicon compounds |
US3794604A (en) | 1971-09-24 | 1974-02-26 | Goodyear Tire & Rubber | Diolefin polymerization catalyst composition |
JPS5223380B2 (ja) | 1973-09-12 | 1977-06-23 | ||
SU580840A3 (ru) | 1974-02-07 | 1977-11-15 | Дегусса (Фирма) | Способ получени серосодержащих кремнийорганических соединений |
US3998998A (en) | 1975-01-13 | 1976-12-21 | Phillips Petroleum Company | Novel copolymers of dicyano-substituted 1,3-dienes |
US4002594A (en) | 1975-07-08 | 1977-01-11 | Ppg Industries, Inc. | Scorch retardants for rubber reinforced with siliceous pigment and mercapto-type coupling agent |
US4171413A (en) | 1975-12-01 | 1979-10-16 | Ppg Industries, Inc. | Acrylic hydrazides |
GB1597500A (en) | 1977-12-29 | 1981-09-09 | Shell Int Research | Polymers |
US4210599A (en) | 1978-04-14 | 1980-07-01 | Mobil Oil Corporation | Synthesis of boroxarophenanthrenes |
DE3014106A1 (de) | 1980-04-12 | 1981-10-29 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von maleinantoelen |
US4374461A (en) | 1980-11-10 | 1983-02-22 | The Goodyear Tire & Rubber Company | Method of constructing tire and identification tag therefor |
JPS57195105A (en) | 1981-05-26 | 1982-11-30 | Kuraray Co Ltd | Preparation of modified cis-1,4-polyisoprene rubber |
CA1223396A (en) | 1981-06-29 | 1987-06-23 | Tooru Shibata | Process for producing conjugated diene polymer |
JPS58189203A (ja) | 1982-04-30 | 1983-11-04 | Nippon Zeon Co Ltd | ゴム組成物 |
JPS5941307A (ja) | 1982-09-01 | 1984-03-07 | Sumitomo Chem Co Ltd | キレート樹脂の製造方法 |
US4429091A (en) | 1983-03-09 | 1984-01-31 | The Firestone Tire & Rubber Company | Oligomeric oxolanyl alkanes as modifiers for polymerization of dienes using lithium-based initiators |
DE3482472D1 (de) | 1983-12-26 | 1990-07-19 | Nippon Zeon Co | Verfahren zur modifizierung von polymeren von konjugierten dienen. |
IT1186746B (it) | 1985-07-01 | 1987-12-16 | Eniricerche Spa | Metodo per la terminazione di polimeri viventi e composti adatti allo scopo |
DE3538130A1 (de) | 1985-10-26 | 1987-04-30 | Bunawerke Huels Gmbh | Verfahren und katalysator zur herstellung von syndiotaktischem 1,2-polybutadien |
DE3611421A1 (de) | 1986-04-05 | 1987-10-08 | Basf Ag | Polymerisate mit aminogruppen, deren herstellung und verwendung |
US4906706A (en) | 1986-09-05 | 1990-03-06 | Japan Synthetic Rubber Co., Ltd. | Modified conjugated diene polymer and process for production thereof |
US5064910A (en) | 1986-09-05 | 1991-11-12 | Japan Synthetic Rubber Co., Ltd. | Preparation of conjugated diene polymers modified with an organo-tin or germanium halide |
IT1230756B (it) | 1989-02-17 | 1991-10-29 | Enichem Elastomers | Metodo per la preparazione di polibutadiene a lavorabilita' migliorata. |
US5153159A (en) | 1990-04-09 | 1992-10-06 | Bridgestone/Firestone, Inc. | Elastomers and products having reduced hysteresis |
US5109907A (en) | 1990-04-09 | 1992-05-05 | Bridgestone/Firestone, Inc. | Diene polymers and copolymers terminated by reaction with N-alkyl and N-aryl imines |
US5066729A (en) | 1990-04-09 | 1991-11-19 | Bridgestone/Firestone, Inc. | Diene polymers and copolymers terminated by reaction with n-alkyl and n-aryl imines |
US5268439A (en) | 1991-01-02 | 1993-12-07 | Bridgestone/Firestone, Inc. | Tin containing elastomers and products having reduced hysteresis properties |
FR2673187B1 (fr) | 1991-02-25 | 1994-07-01 | Michelin & Cie | Composition de caoutchouc et enveloppes de pneumatiques a base de ladite composition. |
US5227431A (en) | 1991-04-12 | 1993-07-13 | Bridgestone/Firestone, Inc. | Diene polymers and copolymers jumped by partial crosslinking and terminated with a substituted imine |
US5260123A (en) | 1991-06-28 | 1993-11-09 | Bridgestone Corporation | Block copolymers of polysiloxanes and copolymers of conjugated dienes and aromatic vinyl compounds, and multilayer structures containing same |
JP3211274B2 (ja) | 1991-08-27 | 2001-09-25 | 旭化成株式会社 | 共役ジエン系重合体の製造方法 |
JP3230532B2 (ja) | 1991-08-28 | 2001-11-19 | 旭化成株式会社 | 共役ジエン系重合体の製造法 |
US5153271A (en) | 1991-11-18 | 1992-10-06 | Bridgestone/Firestone, Inc. | Diene polymers and copolymers terminated by reaction with aromatic nitriles |
US5329005A (en) | 1992-10-02 | 1994-07-12 | Bridgestone Corporation | Soluble anionic polymerization initiators and preparation thereof |
US5332810A (en) | 1992-10-02 | 1994-07-26 | Bridgestone Corporation | Solubilized anionic polymerization initiator and preparation thereof |
US5393721A (en) | 1992-10-16 | 1995-02-28 | Bridgestone Corporation | Anionic polymerization initiators and reduced hysteresis products therefom |
EP0600208B1 (en) | 1992-10-30 | 1997-12-29 | Bridgestone Corporation | Soluble anionic polymerization initiators and products therefrom |
EP0622381B1 (en) | 1993-04-30 | 1998-07-29 | Bridgestone Corporation | Anionic polymerization initiators and reduced hysteresis products therefrom |
WO1995004090A1 (fr) | 1993-07-30 | 1995-02-09 | Nippon Zeon Co., Ltd. | Copolymere de diene conjugue modifie, son procede de production et composition le contenant |
US5310798A (en) | 1993-08-16 | 1994-05-10 | Bridgestone/Firestone, Inc. | Diene polymers and copolymers terminated with compounds having multiple-bonded nitrogen atoms and partially crosslinked with polyfunctional reagents |
DE69430958T2 (de) | 1993-12-29 | 2003-01-23 | Bridgestone Corp | Dienpolymere und Diencopolymere mit einer Alkoxysilangruppe |
US5491230A (en) | 1993-12-29 | 1996-02-13 | Bridgestone Corporation | Anionic polymerization initiators containing adducts of cyclic secondary amines and conjugated dienes, and products therefrom |
US5567815A (en) | 1994-07-18 | 1996-10-22 | Bridgestone Corporation | Teritary amine containing antonic initiators used in preparing polymers and process for the preparation thereof |
DE4436059A1 (de) | 1994-10-10 | 1996-04-11 | Bayer Ag | Verfahren zur Herstellung von mittels Nd-Katalysatoren polymerisierten Dienkautschuken mit niedrigem cold-flow und geringem Eigengeruch |
US5521309A (en) | 1994-12-23 | 1996-05-28 | Bridgestone Corporation | Tertiary-amino allyl-or xylyl-lithium initiators and method of preparing same |
US5574109A (en) | 1995-02-01 | 1996-11-12 | Bridgestone Corporation | Aminoalkyllithium compounds containing cyclic amines and polymers therefrom |
US5496940A (en) | 1995-02-01 | 1996-03-05 | Bridgestone Corporation | Alkyllithium compounds containing cyclic amines and their use in polymerization |
US5674932A (en) | 1995-03-14 | 1997-10-07 | The Goodyear Tire & Rubber Company | Silica reinforced rubber composition and use in tires |
US5580919A (en) | 1995-03-14 | 1996-12-03 | The Goodyear Tire & Rubber Company | Silica reinforced rubber composition and use in tires |
JP3555809B2 (ja) | 1995-06-19 | 2004-08-18 | 株式会社ブリヂストン | ラジアルタイヤ |
AT405285B (de) | 1995-09-07 | 1999-06-25 | Semperit Ag | Kautschukmischung |
JPH0987426A (ja) | 1995-09-20 | 1997-03-31 | Bridgestone Corp | ゴム組成物の製造方法 |
US5700887A (en) | 1996-02-02 | 1997-12-23 | The Dow Chemical Company | Preparation of branched polymers from vinyl aromatic monomer |
US5583245A (en) | 1996-03-06 | 1996-12-10 | The Goodyear Tire & Rubber Company | Preparation of sulfur-containing organosilicon compounds |
US5719207A (en) | 1996-03-18 | 1998-02-17 | The Goodyear Tire & Rubber Company | Silica reinforced rubber composition and tire with tread |
WO1997039056A1 (fr) | 1996-04-17 | 1997-10-23 | Nippon Zeon Co., Ltd. | Composition de polymere diene, processus de preparation de cette composition et composition de caoutchouc contenant cette premiere composition |
RU2114128C1 (ru) | 1996-04-22 | 1998-06-27 | Открытое акционерное общество "Ефремовский завод синтетического каучука" | Способ получения маслонаполненного цис-1,4-полибутадиена |
US5696197A (en) | 1996-06-21 | 1997-12-09 | The Goodyear Tire & Rubber Company | Heterogeneous silica carbon black-filled rubber compound |
JP3606411B2 (ja) | 1996-07-10 | 2005-01-05 | 株式会社ブリヂストン | タイヤ加硫成型用金型およびその製造方法 |
JP3117645B2 (ja) | 1996-09-03 | 2000-12-18 | 株式会社ブリヂストン | 空気入りラジアルタイヤ |
US5663396A (en) | 1996-10-31 | 1997-09-02 | The Goodyear Tire & Rubber Company | Preparation of sulfur-containing organosilicon compounds |
US5786441A (en) | 1996-12-31 | 1998-07-28 | Bridgestone Corporation | Polymers, elastomeric compounds and products thereof, derived from novel amine compounds containing side-chain organolithium moieties |
US5684171A (en) | 1997-02-11 | 1997-11-04 | The Goodyear Tire & Rubber Company | Process for the preparation of organosilicon polysulfide compounds |
US5684172A (en) | 1997-02-11 | 1997-11-04 | The Goodyear Tire & Rubber Company | Process for the preparation of organosilicon polysulfide compounds |
JP3724125B2 (ja) | 1997-07-15 | 2005-12-07 | Jsr株式会社 | 共役ジエン系重合体の製造方法 |
JP4489194B2 (ja) | 1997-03-05 | 2010-06-23 | Jsr株式会社 | 共役ジエン系重合体の製造方法 |
DE69815172T2 (de) | 1997-03-05 | 2004-07-01 | Jsr Corp. | Verfahren zur Herstellung von konjugierten Dien-Polymeren |
US6221943B1 (en) | 1997-07-11 | 2001-04-24 | Bridgestone Corporation | Processability of silica-filled rubber stocks |
US5916961A (en) | 1997-07-11 | 1999-06-29 | Bridgestone Corporation | Amine-initiated elastomers having hysteresis reducing interaction with silica |
US6525118B2 (en) | 1997-07-11 | 2003-02-25 | Bridgestone Corporation | Processability of silica-filled rubber stocks with reduced hysteresis |
US5866650A (en) | 1997-07-11 | 1999-02-02 | Bridgestone Corporation | Composition of cyclic amine-initiated elastomers and amorphous silica and process for the production thereof |
US6384117B1 (en) | 1997-07-11 | 2002-05-07 | Bridgestone Corporation | Processability of silica-filled rubber stocks |
EP0958298B2 (en) | 1997-08-21 | 2008-10-22 | Momentive Performance Materials Inc. | Blocked mercaptosilane coupling agents for filled rubbers |
US5971046A (en) | 1997-09-17 | 1999-10-26 | Bridgestone/Firestone, Inc. | Method and apparatus for bonding an active tag to a patch and a tire |
JPH11164912A (ja) | 1997-12-03 | 1999-06-22 | Jsr Corp | ソリッドゴルフボール用ゴム組成物およびソリッドゴルフボール |
US6197713B1 (en) | 1997-12-19 | 2001-03-06 | Bridgestone Corporation | Use of Lewis acids for the breakdown of gelatinous rare earth compounds in hydrocarbon solutions |
US6114032A (en) | 1998-04-10 | 2000-09-05 | The University Of North Texas | Films for use in microelectronic devices and methods of producing same |
US6255416B1 (en) | 1998-05-13 | 2001-07-03 | Jsr Corporation | Method of producing conjugated diene polymers |
CA2424815C (en) | 1999-11-12 | 2009-12-29 | Bridgestone Corporation | Modified polymers prepared with lanthanide-based catalysts |
US6977281B1 (en) | 1999-11-12 | 2005-12-20 | Bridgestone Corporation | Modified polymers prepared with lanthanide-based catalysts |
ES2261156T3 (es) | 1999-11-12 | 2006-11-16 | Jsr Corporation | Polimeros de dieno conjugado modificados, metodo para la produccion y composicion de caucho que comprende el mismo. |
FR2802542A1 (fr) | 1999-12-20 | 2001-06-22 | Michelin Soc Tech | Composition de caoutchouc vulcanisable pour la fabrication d'un pneumatique et pneumatique dont la bande de roulement comprend une telle composition |
US6197888B1 (en) | 1999-12-30 | 2001-03-06 | Bridgestone Corporation | Process for producing blends of syndiotactic 1, 2-polybutadiene and rubbery elastomers with an iron-based catalyst system |
US6303692B1 (en) | 2000-04-13 | 2001-10-16 | Bridgestone Corporation | Preparation of blends of syndiotactic 1,2-polybutadiene and rubbery elastomers with a molybdenum-based catalyst system |
US6291591B1 (en) | 2000-04-13 | 2001-09-18 | Bridgestone Corporation | Process for producing blends of syndiotactic 1,2-polybutadiene and rubbery elastomers with a chromium-based catalyst system |
US6590017B1 (en) | 2000-05-15 | 2003-07-08 | Bridgestone Corporation | Processability of silica-reinforced rubber containing an amide compound |
US6608145B1 (en) | 2000-10-13 | 2003-08-19 | Bridgestone Corporation | Silica-reinforced rubber compounded with an organosilane tetrasulfide silica coupling agent at high mixing temperature |
US7049308B2 (en) | 2000-10-26 | 2006-05-23 | Duke University | C-nitroso compounds and use thereof |
MXPA03004070A (es) | 2000-11-09 | 2004-04-20 | Michelin Rech Tech | Sistema catalitico y procedimiento de preparacion de elastomeros por medio de este sistema. |
JP4965055B2 (ja) * | 2000-11-10 | 2012-07-04 | 株式会社ブリヂストン | 新規な官能化剤を用いて製造した官能化高シス−1,4−ポリブタジエン |
CN1249109C (zh) | 2001-02-28 | 2006-04-05 | 株式会社普利司通 | 用于生产具有窄分子量分布的共轭二烯聚合物的连续方法和由其制成的产品 |
US6943250B2 (en) | 2001-03-06 | 2005-09-13 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
JP2002272474A (ja) | 2001-03-22 | 2002-09-24 | Zeria Pharmaceut Co Ltd | 扁平上皮細胞の検査方法 |
MXPA03009630A (es) | 2001-04-23 | 2004-06-30 | Bayer Ag | Polimeros modificados con alta proporcion de dobles enlaces en posicion cis, proceso para su produccion asi como su uso. |
ATE427969T1 (de) | 2001-09-27 | 2009-04-15 | Jsr Corp | (co)polymerkautschuk auf basis von konjugiertem diolefin, verfahren zur herstellung von (co)polymerkautschuk, kautschukzusammensetzung, verbundwerkstoff und reifen |
US6579949B1 (en) | 2001-10-30 | 2003-06-17 | Bridgestone Corporation | Preparation of low hysteresis rubber by reacting a lithium polymer with a sulfur containing reagent |
US6699813B2 (en) | 2001-11-07 | 2004-03-02 | Bridgestone Corporation | Lanthanide-based catalyst composition for the manufacture of polydienes |
KR101010865B1 (ko) | 2002-05-16 | 2011-01-26 | 미쉐린 러쉐르슈 에 떼크니크 에스.에이. | 폴리부타디엔 제조용 촉매 시스템 및 폴리부타디엔의제조방법 |
WO2004041870A2 (en) | 2002-10-30 | 2004-05-21 | Bridgestone Corporation | The use of sulfur containing initiators for anionic polymerization of monomers |
US7008899B2 (en) | 2003-08-11 | 2006-03-07 | Bridgestone Corporation | Lanthanide-based catalyst composition for producing cis-1,4-polydienes |
US7094849B2 (en) | 2003-12-15 | 2006-08-22 | Bridgestone Corporation | Bulk polymerization process for producing polydienes |
ITMI20040076A1 (it) | 2004-01-22 | 2004-04-22 | Polimeri Europa Spa | Procedimento per la preparazione di polibutadiene a basso grado di ranificazione |
CN100564407C (zh) | 2004-03-02 | 2009-12-02 | 株式会社普利司通 | 本体聚合方法 |
US7375061B2 (en) | 2004-09-08 | 2008-05-20 | Crompton Corporation | Antioxidant hydrazides and derivatives thereof having multifunctional activity |
CA2581093C (en) | 2004-09-17 | 2014-11-18 | Angiotech Biomaterials Corporation | Multifunctional compounds for forming crosslinked biomaterials and methods of preparation and use |
US7335712B2 (en) | 2005-04-21 | 2008-02-26 | Bridgestone Corporation | Process of producing a siloxy-functionalized polymer |
US20060264590A1 (en) | 2005-05-20 | 2006-11-23 | Bridgestone Corporation | Anionic polymerization initiators and polymers therefrom |
US7868110B2 (en) | 2005-05-20 | 2011-01-11 | Bridgestone Corporation | Anionic polymerization initiators and polymers therefrom |
US7820765B2 (en) | 2005-07-20 | 2010-10-26 | Bridgestone Corporation | Amine functionalized polymers |
US7816483B2 (en) | 2005-08-11 | 2010-10-19 | Bridgestone Corporation | Amine functionalized polymer |
US7879952B2 (en) | 2005-12-28 | 2011-02-01 | Bridgestone Corporation | Functionalized polymers |
EP1803771B1 (en) | 2005-12-28 | 2017-12-06 | Bridgestone Corporation | A rubber composition having good wet-traction properties and a low aromatic-oil content |
WO2007120797A1 (en) | 2006-04-13 | 2007-10-25 | Bridgestone Corporation | Composition including multiple functionalized polymers |
US7671138B2 (en) | 2006-05-26 | 2010-03-02 | Bridgestone Corporation | Polymers functionized with hydrobenzamides |
JP2009544806A (ja) | 2006-07-25 | 2009-12-17 | 株式会社ブリヂストン | 官能化ポリマー |
US20080051519A1 (en) | 2006-08-28 | 2008-02-28 | Steven Luo | Polymers functionalized with nitro compounds |
US7732534B2 (en) | 2006-08-28 | 2010-06-08 | Bridgestone Corporation | Polymers functionalized with nitro compounds |
ES2356474T3 (es) | 2006-10-26 | 2011-04-08 | Bridgestone Corporation | Polimero funcionalizado con hidrazina. |
US8088868B2 (en) | 2006-12-19 | 2012-01-03 | Bridgestone Corporation | Polymers functionalized with protected oxime compounds |
US8853352B2 (en) | 2006-12-20 | 2014-10-07 | Bridgestone Corporation | Functionalized polymer and method for making |
US7700673B2 (en) | 2006-12-22 | 2010-04-20 | Bridgestone Corporation | Reduced oil rubber compositions including N-substituted polyalkylene succinimide derivates and methods for preparing such compositions |
ZA200711158B (en) | 2006-12-28 | 2009-03-25 | Bridgestone Corp | A method for producing functionalized cis-1,4-polydienes having high cis-1,4-linkage content and high functionality |
WO2008156788A2 (en) * | 2007-06-18 | 2008-12-24 | Bridgestone Corporation | Polymers functionalized with halosilanes containing an amino group |
US8324329B2 (en) | 2007-08-07 | 2012-12-04 | Bridgestone Corporation | Process for producing functionalized polymers |
US7879958B2 (en) | 2007-08-07 | 2011-02-01 | Bridgestone Corporation | Polyhydroxy compounds as polymerization quenching agents |
US8314189B2 (en) | 2007-10-12 | 2012-11-20 | Bridgestone Corporation | Polymers functionalized with heterocyclic nitrile compounds |
EP2070952A1 (en) * | 2007-12-14 | 2009-06-17 | Continental Aktiengesellschaft | Vulcanizable rubber mixture and its use for rubber products |
US8268933B2 (en) | 2007-12-31 | 2012-09-18 | Bridgestone Corporation | Polymers functionalized with polyimine compounds |
RU2515980C2 (ru) | 2007-12-31 | 2014-05-20 | Бриджстоун Корпорейшн | Способ получения полидиенов полимеризацией в объеме |
US7906592B2 (en) | 2008-07-03 | 2011-03-15 | Bridgestone Corporation | Polymers functionalized with imide compounds containing a protected amino group |
ZA200905430B (en) * | 2008-08-05 | 2010-05-26 | Bridgestone Corp | Method to improve cold flow resistance of polymers |
BRPI0903440A2 (pt) | 2008-08-05 | 2010-06-01 | Bridgestone Corp | método para aperfeiçoar a resistência ao escoamento a frio de polìmeros |
US8188195B2 (en) | 2008-12-31 | 2012-05-29 | Bridgestone Corporation | Polymers functionalized with nitroso compounds |
KR101692089B1 (ko) * | 2009-01-23 | 2017-01-02 | 가부시키가이샤 브리지스톤 | 폴리시아노 화합물로 관능화된 중합체 |
BRPI1007255B1 (pt) * | 2009-01-23 | 2020-01-21 | Bridgestone Corp | polímeros funcionalizados com compostos nitrila contendo um grupo amino protegido |
US20110077325A1 (en) | 2009-09-30 | 2011-03-31 | Bridgestone Corporation | Functionalized polymers and methods for their manufacture |
US8338544B2 (en) | 2009-12-21 | 2012-12-25 | Bridgestone Corporation | Polymers functionalized with polyoxime compounds and methods for their manufacture |
-
2010
- 2010-12-10 US US12/965,392 patent/US8748531B2/en not_active Expired - Fee Related
-
2011
- 2011-12-09 KR KR1020137017587A patent/KR101890963B1/ko active IP Right Grant
- 2011-12-09 WO PCT/US2011/064111 patent/WO2012078962A1/en active Application Filing
- 2011-12-09 BR BR112013014294-4A patent/BR112013014294B1/pt not_active IP Right Cessation
- 2011-12-09 EP EP11808030.8A patent/EP2649102B1/en not_active Not-in-force
- 2011-12-09 RU RU2013131726/05A patent/RU2595695C2/ru active
- 2011-12-09 CN CN201180062720.5A patent/CN103282386B/zh not_active Expired - Fee Related
- 2011-12-09 JP JP2013543371A patent/JP5882354B2/ja active Active
-
2016
- 2016-02-03 JP JP2016018491A patent/JP6053971B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
RU2013131726A (ru) | 2015-01-20 |
CN103282386A (zh) | 2013-09-04 |
US8748531B2 (en) | 2014-06-10 |
KR101890963B1 (ko) | 2018-08-22 |
JP2014500365A (ja) | 2014-01-09 |
JP2016153484A (ja) | 2016-08-25 |
WO2012078962A1 (en) | 2012-06-14 |
RU2595695C2 (ru) | 2016-08-27 |
KR20130125382A (ko) | 2013-11-18 |
EP2649102B1 (en) | 2014-11-26 |
JP6053971B2 (ja) | 2016-12-27 |
EP2649102A1 (en) | 2013-10-16 |
BR112013014294B1 (pt) | 2020-12-22 |
BR112013014294A2 (pt) | 2019-01-15 |
US20120149833A1 (en) | 2012-06-14 |
CN103282386B (zh) | 2015-07-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5840720B2 (ja) | 保護されたアミノ基を含むイミド化合物で官能化したポリマー | |
JP5766704B2 (ja) | 官能化ポリマー及びその製造方法 | |
JP5592503B2 (ja) | ポリオキシム化合物により官能化したポリマー及びその製造方法 | |
JP5438132B2 (ja) | ポリシアノ化合物で官能化されたポリマー | |
JP6053971B2 (ja) | アシル基含有オキシム化合物で官能化されたポリマー | |
JP6440753B2 (ja) | 保護されたアミノ基を含むラクトンまたはチオラクトンで官能化されたポリマー | |
JP6464153B2 (ja) | シアノ基を含むイミン化合物を用いたポリマー官能化 | |
JP6215835B2 (ja) | コールドフローの低いポリジエン又はポリジエンコポリマーの製造方法 | |
US10077323B2 (en) | Polymers functionalized with imine compounds containing a protected thiol group | |
US10030083B2 (en) | Polymers functionalized with protected oxime compounds containing a cyano group | |
US10899718B2 (en) | Polymers functionalized with N-protected hydantoin compounds | |
US10364300B2 (en) | Method for producing polydienes and polydiene copolymers with reduced cold flow | |
US9315599B2 (en) | Functionalized polymers | |
US20140031488A1 (en) | Polymers Functionalized With Protected Hydrazone Compounds Containing An Acyl Group |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130809 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20141208 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20151006 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20151203 |
|
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: 20160105 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20160203 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5882354 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
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 |