JP5766704B2 - 官能化ポリマー及びその製造方法 - Google Patents
官能化ポリマー及びその製造方法 Download PDFInfo
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- JP5766704B2 JP5766704B2 JP2012532313A JP2012532313A JP5766704B2 JP 5766704 B2 JP5766704 B2 JP 5766704B2 JP 2012532313 A JP2012532313 A JP 2012532313A JP 2012532313 A JP2012532313 A JP 2012532313A JP 5766704 B2 JP5766704 B2 JP 5766704B2
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- JP
- Japan
- Prior art keywords
- acid ester
- group
- amino
- trimethylsilyl
- hydrocarbyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- 229920000642 polymer Polymers 0.000 title claims description 106
- 238000004519 manufacturing process Methods 0.000 title claims description 15
- -1 thiocarboxylic acid ester Chemical class 0.000 claims description 327
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 132
- 150000002148 esters Chemical class 0.000 claims description 112
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 104
- 125000003277 amino group Chemical group 0.000 claims description 102
- 239000000203 mixture Substances 0.000 claims description 95
- 150000001875 compounds Chemical class 0.000 claims description 87
- 239000002253 acid Substances 0.000 claims description 84
- 239000003054 catalyst Substances 0.000 claims description 81
- 238000006116 polymerization reaction Methods 0.000 claims description 74
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 73
- 150000002602 lanthanoids Chemical group 0.000 claims description 69
- 239000000178 monomer Substances 0.000 claims description 69
- 229920013730 reactive polymer Polymers 0.000 claims description 41
- 125000000962 organic group Chemical group 0.000 claims description 39
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 38
- 229910052736 halogen Inorganic materials 0.000 claims description 33
- 150000002367 halogens Chemical class 0.000 claims description 33
- 239000002168 alkylating agent Substances 0.000 claims description 28
- 229940100198 alkylating agent Drugs 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 27
- 239000012967 coordination catalyst Substances 0.000 claims description 24
- 150000001993 dienes Chemical class 0.000 claims description 20
- 125000004434 sulfur atom Chemical group 0.000 claims description 19
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 229910052717 sulfur Inorganic materials 0.000 claims description 12
- 230000000379 polymerizing effect Effects 0.000 claims description 10
- 125000000743 hydrocarbylene group Chemical group 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 6
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 130
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 104
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 82
- 229910052779 Neodymium Inorganic materials 0.000 description 60
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 60
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 53
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 51
- 239000003795 chemical substances by application Substances 0.000 description 49
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 45
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 43
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 40
- 229920001971 elastomer Polymers 0.000 description 35
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 32
- 239000002904 solvent Substances 0.000 description 31
- 239000005060 rubber Substances 0.000 description 30
- 239000000243 solution Substances 0.000 description 27
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 24
- 150000001450 anions Chemical class 0.000 description 23
- 238000006243 chemical reaction Methods 0.000 description 21
- 229910052751 metal Inorganic materials 0.000 description 20
- 229910052782 aluminium Inorganic materials 0.000 description 18
- 229920003193 cis-1,4-polybutadiene polymer Polymers 0.000 description 18
- 239000002184 metal Substances 0.000 description 18
- 239000003921 oil Substances 0.000 description 18
- 235000019198 oils Nutrition 0.000 description 18
- 239000000377 silicon dioxide Substances 0.000 description 18
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 17
- 229930195733 hydrocarbon Natural products 0.000 description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 15
- 239000006229 carbon black Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 125000003118 aryl group Chemical group 0.000 description 13
- 229910052757 nitrogen Inorganic materials 0.000 description 13
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- UIJGNTRUPZPVNG-UHFFFAOYSA-N benzenecarbothioic s-acid Chemical compound SC(=O)C1=CC=CC=C1 UIJGNTRUPZPVNG-UHFFFAOYSA-N 0.000 description 12
- 239000000945 filler Substances 0.000 description 12
- 150000002430 hydrocarbons Chemical class 0.000 description 12
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 12
- 239000011414 polymer cement Substances 0.000 description 12
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 12
- 125000005843 halogen group Chemical group 0.000 description 11
- 125000005842 heteroatom Chemical group 0.000 description 11
- 238000002156 mixing Methods 0.000 description 11
- 150000002901 organomagnesium compounds Chemical class 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 10
- 229910052799 carbon Inorganic materials 0.000 description 10
- 239000002243 precursor Substances 0.000 description 10
- 238000003786 synthesis reaction Methods 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
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 9
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 9
- 125000000392 cycloalkenyl group Chemical group 0.000 description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 9
- 239000004594 Masterbatch (MB) Substances 0.000 description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 8
- 125000004429 atom Chemical group 0.000 description 8
- 125000004185 ester group Chemical group 0.000 description 8
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 8
- 125000004437 phosphorous atom Chemical group 0.000 description 8
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 7
- 239000007983 Tris buffer Substances 0.000 description 7
- 238000012662 bulk polymerization Methods 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 7
- 229910052749 magnesium Inorganic materials 0.000 description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 238000004073 vulcanization Methods 0.000 description 6
- 125000002877 alkyl aryl group Chemical group 0.000 description 5
- 125000000304 alkynyl group Chemical group 0.000 description 5
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 150000007942 carboxylates Chemical class 0.000 description 5
- 239000006231 channel black Substances 0.000 description 5
- 239000007822 coupling agent Substances 0.000 description 5
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 5
- 125000000753 cycloalkyl group Chemical group 0.000 description 5
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 5
- 239000000806 elastomer Substances 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- XPOQESUQXGCKGE-UHFFFAOYSA-N ethyl 3-[bis(trimethylsilyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=CC(N([Si](C)(C)C)[Si](C)(C)C)=C1 XPOQESUQXGCKGE-UHFFFAOYSA-N 0.000 description 5
- VFIQTPDNEIHMCP-UHFFFAOYSA-N ethyl 3-[bis(trimethylsilyl)amino]propanoate Chemical compound CCOC(=O)CCN([Si](C)(C)C)[Si](C)(C)C VFIQTPDNEIHMCP-UHFFFAOYSA-N 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 230000003993 interaction Effects 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 4
- 150000004703 alkoxides Chemical group 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 239000012298 atmosphere Substances 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
- 150000001768 cations Chemical class 0.000 description 4
- 238000012718 coordination polymerization Methods 0.000 description 4
- 238000001723 curing Methods 0.000 description 4
- NZNMSOFKMUBTKW-UHFFFAOYSA-M cyclohexanecarboxylate Chemical compound [O-]C(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-M 0.000 description 4
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 4
- HSQNMZUIFKNPRV-UHFFFAOYSA-N ethyl 4-[bis(trimethylsilyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1 HSQNMZUIFKNPRV-UHFFFAOYSA-N 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 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
- 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
- 239000012071 phase Substances 0.000 description 4
- 238000010791 quenching Methods 0.000 description 4
- 230000000171 quenching effect Effects 0.000 description 4
- 125000003107 substituted aryl group Chemical group 0.000 description 4
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 4
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 4
- FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 description 4
- LQIIEHBULBHJKX-UHFFFAOYSA-N 2-methylpropylalumane Chemical compound CC(C)C[AlH2] LQIIEHBULBHJKX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- DGAODIKUWGRDBO-UHFFFAOYSA-N butanethioic s-acid Chemical compound CCCC(O)=S DGAODIKUWGRDBO-UHFFFAOYSA-N 0.000 description 3
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 description 3
- 125000002843 carboxylic acid group Chemical group 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- PYRZPBDTPRQYKG-UHFFFAOYSA-M cyclopentene-1-carboxylate Chemical compound [O-]C(=O)C1=CCCC1 PYRZPBDTPRQYKG-UHFFFAOYSA-M 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
- 239000006232 furnace black Substances 0.000 description 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 150000002601 lanthanoid compounds Chemical class 0.000 description 3
- 150000005309 metal halides Chemical class 0.000 description 3
- 150000002739 metals Chemical class 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
- 235000021317 phosphate Nutrition 0.000 description 3
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000010058 rubber compounding Methods 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 229920003051 synthetic elastomer Polymers 0.000 description 3
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 3
- 229940070710 valerate Drugs 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
- LUOZTUYAYLNGTG-UHFFFAOYSA-N 1,3,2-dioxathiepane-4,7-dione Chemical compound O=C1CCC(=O)OSO1 LUOZTUYAYLNGTG-UHFFFAOYSA-N 0.000 description 2
- XJDDLMJULQGRLU-UHFFFAOYSA-N 1,3-dioxane-4,6-dione Chemical compound O=C1CC(=O)OCO1 XJDDLMJULQGRLU-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
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- JRCZSHDOYYZKAW-UHFFFAOYSA-N 2-(4-methylphenyl)ethylalumane Chemical compound C1(=CC=C(C=C1)CC[AlH2])C JRCZSHDOYYZKAW-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
- ISDGWTZFJKFKMO-UHFFFAOYSA-N 2-phenyl-1,3-dioxane-4,6-dione Chemical compound O1C(=O)CC(=O)OC1C1=CC=CC=C1 ISDGWTZFJKFKMO-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
- YPIFGDQKSSMYHQ-UHFFFAOYSA-M 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC([O-])=O YPIFGDQKSSMYHQ-UHFFFAOYSA-M 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
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- FLAKGKCBSLMHQU-UHFFFAOYSA-N CC[Mg] Chemical compound CC[Mg] FLAKGKCBSLMHQU-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 229910000722 Didymium Inorganic materials 0.000 description 2
- 241000224487 Didymium Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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
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- UWAMTZZJXXCIOH-UHFFFAOYSA-M diethyl(phenoxy)alumane Chemical compound CC[Al+]CC.[O-]C1=CC=CC=C1 UWAMTZZJXXCIOH-UHFFFAOYSA-M 0.000 description 1
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- 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
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- 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
- 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
- BEQVQKJCLJBTKZ-UHFFFAOYSA-M diphenylphosphinate Chemical compound C=1C=CC=CC=1P(=O)([O-])C1=CC=CC=C1 BEQVQKJCLJBTKZ-UHFFFAOYSA-M 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
- 150000002023 dithiocarboxylic acids Chemical class 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
- 230000007613 environmental effect Effects 0.000 description 1
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- UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 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
- YVZGYHVNSGRVDD-UHFFFAOYSA-N ethyl 2-[bis(trimethylsilyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C YVZGYHVNSGRVDD-UHFFFAOYSA-N 0.000 description 1
- XFXVNSQXRQFLGB-UHFFFAOYSA-N ethyl 3-[ethyl(trimethylsilyl)amino]pent-4-enoate Chemical compound CCOC(=O)CC(C=C)N(CC)[Si](C)(C)C XFXVNSQXRQFLGB-UHFFFAOYSA-N 0.000 description 1
- RJCGNNHKSNIUAT-UHFFFAOYSA-N ethyl 3-aminopropanoate;hydron;chloride Chemical compound Cl.CCOC(=O)CCN RJCGNNHKSNIUAT-UHFFFAOYSA-N 0.000 description 1
- BXNPGPKLUDYCIT-UHFFFAOYSA-N ethyl 4-[bis(trimethylsilyl)amino]cyclopentene-1-carboxylate Chemical compound CCOC(=O)C1=CCC(N([Si](C)(C)C)[Si](C)(C)C)C1 BXNPGPKLUDYCIT-UHFFFAOYSA-N 0.000 description 1
- IBCWJUGJXLDOTO-UHFFFAOYSA-N ethyl 5-(2,2-dimethylazasilolidin-1-yl)pyrimidine-2-carboxylate Chemical compound C1=NC(C(=O)OCC)=NC=C1N1[Si](C)(C)CCC1 IBCWJUGJXLDOTO-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
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 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
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 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
- 230000006870 function Effects 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
- IADYXODDDXLQFN-UHFFFAOYSA-N hex-5-enethioic S-acid Chemical compound SC(=O)CCCC=C IADYXODDDXLQFN-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
- 150000002466 imines Chemical class 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
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 230000002452 interceptive effect 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
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- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- OHSVLFRHMCKCQY-UHFFFAOYSA-N lutetium atom Chemical compound [Lu] OHSVLFRHMCKCQY-UHFFFAOYSA-N 0.000 description 1
- 150000002681 magnesium compounds Chemical class 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
- 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
- QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 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
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 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
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- 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
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- 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
- WKXGGIPGYLKXHM-UHFFFAOYSA-N o-ethyl 3-[ethyl(trimethylsilyl)amino]pent-4-enethioate Chemical compound CCOC(=S)CC(C=C)N(CC)[Si](C)(C)C WKXGGIPGYLKXHM-UHFFFAOYSA-N 0.000 description 1
- WPDZOHJHTDHSLQ-UHFFFAOYSA-N o-ethyl 5-[bis(trimethylsilyl)amino]pyridine-2-carbothioate Chemical compound CCOC(=S)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=N1 WPDZOHJHTDHSLQ-UHFFFAOYSA-N 0.000 description 1
- VOSXFPFWFNYFFB-UHFFFAOYSA-N o-phenyl 3-[methyl(trimethylsilyl)amino]hex-5-enethioate Chemical compound C[Si](C)(C)N(C)C(CC=C)CC(=S)OC1=CC=CC=C1 VOSXFPFWFNYFFB-UHFFFAOYSA-N 0.000 description 1
- UZOANTZNFBHYEV-UHFFFAOYSA-N o-phenyl 5-[methyl(trimethylsilyl)amino]pyridine-2-carbothioate Chemical compound N1=CC(N(C)[Si](C)(C)C)=CC=C1C(=S)OC1=CC=CC=C1 UZOANTZNFBHYEV-UHFFFAOYSA-N 0.000 description 1
- GTUIAORXADYSJM-UHFFFAOYSA-N o-trimethylsilyl 3-[methyl(trimethylsilyl)amino]pent-4-enethioate Chemical compound C[Si](C)(C)N(C)C(C=C)CC(=S)O[Si](C)(C)C GTUIAORXADYSJM-UHFFFAOYSA-N 0.000 description 1
- JXCUYLVSHXLFGC-UHFFFAOYSA-N o-trimethylsilyl 5-(2,2,5,5-tetramethyl-1,2,5-azadisilolidin-1-yl)pyridine-2-carbothioate Chemical compound C1=NC(C(=S)O[Si](C)(C)C)=CC=C1N1[Si](C)(C)CC[Si]1(C)C JXCUYLVSHXLFGC-UHFFFAOYSA-N 0.000 description 1
- NWGPIWPZNAZPCV-UHFFFAOYSA-N o-trimethylsilyl 5-(2,2-dimethylazasilolidin-1-yl)pyridine-2-carbothioate Chemical compound C1=NC(C(=S)O[Si](C)(C)C)=CC=C1N1[Si](C)(C)CCC1 NWGPIWPZNAZPCV-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
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Chemical group 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- PZTHFFCUABAEOS-UHFFFAOYSA-N pent-3-enethioic s-acid Chemical compound CC=CCC(O)=S PZTHFFCUABAEOS-UHFFFAOYSA-N 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
- PPTZHMPDEMTZMP-UHFFFAOYSA-N phenyl 3-(2,2-dimethylazasilolidin-1-yl)pent-4-enoate Chemical compound C[Si]1(C)CCCN1C(C=C)CC(=O)OC1=CC=CC=C1 PPTZHMPDEMTZMP-UHFFFAOYSA-N 0.000 description 1
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- 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
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/25—Incorporating silicon atoms into the molecule
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/30—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule
- C08C19/42—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups
- C08C19/44—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups of polymers containing metal atoms exclusively at one or both ends of the skeleton
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F136/04—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F136/06—Butadiene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—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
- C08F236/04—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
- C08F236/06—Butadiene
-
- 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
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Tires In General (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polymerization Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Materials Engineering (AREA)
Description
で表すことができるオリゴマー状の直鎖状アルミノキサンと、一般式:
[式中、R1は1価の有機基であり、R2は2価の有機基であり、R5はヒドロカルビレン基であり、各々のR4は、独立して、水素原子又は1価の有機基であり、各々のαは、独立して、酸素原子又は硫黄原子である]で表すことができる。
エチルグリシナートヒドロクロライド約6.02g、トリエチルアミン14.39g、及びトルエン10mlを、氷浴中で冷却した丸底型反応フラスコ中で混合した。この混合物に、トルエン溶液50ml中にトリメチルシリルトリフルオロメタンスルホナートが21.1gの溶液を滴下した。得られた混合物を室温で19時間攪拌し、二相混合物を得た。上層を別のフラスコに移動し、下層をトルエン40mlで抽出した。組み合わせたトルエン溶液を真空下蒸発させた。残渣をヘキサン100mlで抽出し、ヘキサンの層を真空下蒸発させ、エチルN,N−ビス(トリメチルシリル)グリシナート(BTMSEG)としても知られるエチル[ビス(トリメチルシリル)アミノ]アセテートを無色の液体として得た(9.23g、収率87%)。生成物の1H NMRデータ(C6D6、25℃、テトラメチルシランを参照とした)を以下に記載する:δ 3.89(4重線,2 H, OCH2 プロトン),3.51(1重線,2 H, NCH2 プロトン),0.90(3重線, 3 H, CH3 プロトン),0.14(1重線, 18 H, Si−CH3 プロトン)。1H NMRデータから、生成物の構造を以下のように決定した:
エチル3−アミノプロピオナートヒドロクロライド約7.23g、トリエチルアミン15.71g及びトルエン10mlを、氷浴中で冷却した丸底型反応フラスコ中で混合した。この混合物に、トルエン50ml中にトリメチルシリルトリフルオロメタンスルホナートが23.00gの溶液を滴下した。得られた混合物を室温で39時間攪拌し、二相混合物を得た。上層を別のフラスコに移動し、下層をトルエン40mlで抽出した。組み合わせたトルエン溶液を真空下蒸発させた。残渣をヘキサン100mlで抽出し、ヘキサン層を真空下蒸発させ、エチル3−[ビス(トリメチルシリル)アミノ]プロピオナート(3−BTMSAEP)を無色のオイルとして得た(11.03g、収率90%)。生成物の1H NMRデータ(C6D6、25℃、テトラメチルシランを参照とした)を以下に記載する:δ 3.91(4重線, 2 H, OCH2 プロトン),3.21(多重線, 2 H, NCH2CH2 プロトン),2.36(多重線, 2 H, NCH2CH2 プロトン),0.91(3重線, 3 H, CH3 プロトン),0.07(1重線,18 H,Si−CH3 プロトン)。1H NMRデータから、生成物の構造を以下のように決定した:
エチル3−アミノベンゾエート約8.37g、トリエチルアミン11.80g及びトルエン10mlを、氷浴中で冷却した丸底型反応フラスコ中で混合した。この混合物に、トルエン50ml中にトリメチルシリルトリフルオロメタンスルホナートが25.91gの溶液を滴下した。得られた混合物を加熱して、30分間還流し、二相混合物を得た。上層を別のフラスコに移動し、下層をトルエン40mlで抽出した。組み合わせたトルエン溶液を真空下蒸発させた。残渣をヘキサン100mlで抽出し、ヘキサン層を真空下蒸発させ、エチル3−[ビス(トリメチルシリル)アミノ]ベンゾエート(3−BTMSAEBz)を黄色のオイルとして得た(14.50g、収率92%)。生成物の1H NMRデータ(C6D6、25℃、テトラメチルシランを参照とした)を以下に記載する:δ 7.95(多重線, 1 H, 芳香族プロトン),7.91(多重線, 1 H, 芳香族プロトン),6.98(多重線, 1 H, 芳香族プロトン), 6.91(多重線, 1 H, 芳香族プロトン),4.07(4重線, 2 H, CH2 プロトン),0.95(3重線,3 H,CH3 プロトン),0.04(1重線, 18 H, Si−CH3プロトン)。1H NMRデータから、生成物の構造を以下のように決定した:
エチル4−アミノベンゾエート約9.24g、トリエチルアミン14.88g及びトルエン10mlを、氷浴で冷却した丸底型反応フラスコ中で混合した。この混合物に、トルエン50ml中にトリメチルシリルトリフルオロメタンスルホネートが32.68gの溶液を滴下した。得られた混合物を加熱して8時間還流し、二相混合物を得た。上層を別のフラスコに移動し、下層をトルエン40mlで抽出した。組み合わせたトルエン溶液を真空下蒸発させた。残渣をヘキサン100mlで抽出し、ヘキサン層を真空下蒸発させ、黄色のオイルとしてエチル4−[ビス(トリメチルシリル)アミノ]ベンゾエート(4−BTMSAEBz)を得た(16.04g、収率93%)。生成物の1H NMRデータ(C6D6、25℃、テトラメチルシランを参照とした)を以下に記載する:δ 8.07(2重線, 2 H, 芳香族プロトン),6.76(2重線, 2 H, 芳香族プロトン),4.12(4重線, 2 H, CH2 プロトン),1.00(3重線, 3 H, CH3プロトン),0.02(1重線, 18 H, Si−CH3 プロトン)。1H NMRデータから、生成物の構造を以下のように決定した:
窒素パージした2ガロンのステンレス製反応器に、ヘキサン1383g及び20.6重量%の1,3−ブタジエンのヘキサン溶液3083gを添加した。予め形成した触媒は、4.32Mのメチルアルミノキサンのトルエン溶液7.35ml、20.6重量%の1,3−ブタジエンのヘキサン溶液1.83g、0.537Mのネオジムバーサテートのシクロヘキサン溶液0.59ml、1.0Mのジイソブチルアルミニウムヒドリドのヘキサン溶液6.67ml及び1.0Mのジエチルアルミニウムクロライドのヘキサン溶液1.27mlを混合することにより調製した。触媒を15分間熟成し、反応器に装填した。次に、反応器のジャケット温度を65℃に設定した。触媒添加の約60分後、重合混合物を室温に冷却して、12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール液のイソプロパノール溶液30mlを用いて失活させた。得られたポリマーセメントを、2,6−ジ−tert−ブチル−4−メチルフェノールを5g含んだイソプロパノール12リットルを用いて凝固させ、次いで、ドラム乾燥した。得られたポリマーのムーニー粘度(ML1+4)は、1分間のウォームアップ時間及び4分間の運転時間で、Alpha Technologiesの、大ロータ(larger rotor)を備えたムーニー粘度計を使用して、100℃で26.5と決定された。ゲル浸透クロマトグラフィー(GPC)によって決定される通り、当該ポリマーは、数平均分子量(Mn)が109,400、重量平均分子量(Mw)が221,900、分子量分布(Mw/Mn)が2.03であった。当該ポリマーの赤外分光分析は、シス−1,4−結合含有率が94.4%、トランス−1,4−結合含有率が5.1%、1,2−結合含有率が0.5%であることを示した。
窒素パージした2ガロンのステンレス製反応器に、ヘキサン1631g及び22.4重量%の1,3−ブタジエンのヘキサン溶液2835gを添加した。予め形成した触媒は、4.32Mのメチルアルミノキサンのトルエン溶液6.10ml、22.4重量%の1,3−ブタジエンのヘキサン溶液1.27g、0.537Mのネオジムバーサテートのシクロヘキサン溶液0.49ml、1.0Mのジイソブチルアルミニウムヒドリドのヘキサン溶液5.53ml及び1.0Mジエチルアルミニウムクロライドのヘキサン溶液1.05mlを混合して調製した。触媒を15分間熟成し、反応器に装填した。次に、反応器のジャケット温度を65℃に設定した。触媒添加から約72分後、重合混合物を室温まで冷却し、12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール液のイソプロパノール溶液30mlを用いて失活させた。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を含んだイソプロパノール12リットルを用いて凝固させ、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。
窒素パージした2ガロンのステンレス製の反応器に、ヘキサン1566g及び21.9重量%の1,3−ブタジエンのヘキサン溶液2899gを添加した。予め形成した触媒は、4.32Mのメチルアルミノキサンのトルエン溶液7.35ml、21.9重量%の1,3−ブタジエンのヘキサン溶液1.56g、0.537Mのネオジムバーサテートのシクロヘキサン溶液0.59ml、1.0Mのジイソブチルアルミニウムヒドリドのヘキサン溶液6.67ml及び1.0Mのジエチルアルミニウムクロライドのヘキサン溶液1.27mlを混合することによって調製した。触媒を15分間熟成し、反応器に装填した。次いで、反応器のジャケット温度を65℃に設定した。触媒添加から約60分後、重合混合物を室温まで冷却した。
例7で合成した擬リビングポリマーセメント約428gを、反応器から窒素パージしたボトルに移動し、その後、0.450Mのエチル3−[ビス(トリメチルシリル)アミノ]プロピオナート(3−BTMSAEP)のヘキサン溶液5.33mlを添加した。当該ボトルを、65℃に維持した水浴中で45分間混転した。得られたポリマーセメントを、12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール液のイソプロパノール溶液3mlを用いて失活させ、2,6−ジ−tert−ブチル−4−メチルフェノール0.5gを含んだイソプロパノール2リットルを用いて凝固させ、次いで、ドラム乾燥した。得られた3−BTMSAEP修飾ポリマーの性質を表1にまとめる。
例7で合成した擬リビングポリマーセメント約422gを、反応器から窒素パージしたボトルに移動し、その後、0.450Mのエチル3−[ビス(トリメチルシリル)アミノ]ベンゾエート(3−BTMSAEBz)のヘキサン溶液5.26mlを添加した。当該ボトルを、65℃に維持した水浴中で45分間混転した。得られたポリマーセメントを、12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール液のイソプロパノール溶液3mlを用いて失活させ、2,6−ジ−tert−ブチル−4−メチルフェノール0.5gを含んだイソプロパノール2リットルを用いて凝固させ、次いで、ドラム乾燥した。得られた3−BTMSAEBz修飾ポリマーの性質を表1にまとめる。
例7で合成した擬リビングポリマーセメント約442gを、反応器から窒素パージしたボトルに移動し、その後、0.450Mのエチル4−[ビス(トリメチルシリル)アミノ]ベンゾエート(4−BTMSAEBz)のヘキサン溶液5.50mlを添加した。当該ボトルを、65℃に維持した水浴中で45分間混転した。得られたポリマーセメントを、12重量%の2,6−ジ−tert−ブチル−4−メチルフェノール液のイソプロパノール溶液3mlを用いて失活させ、2,6−ジ−tert−ブチル−4−メチルフェノール0.5gを含んだイソプロパノール2リットルを用いて凝固させ、次いで、ドラム乾燥した。得られた4−BTMSAEBz修飾ポリマーの性質を表1にまとめる。
例5〜10で製造したシス−1,4−ポリブタジエン試料について、カーボンブラックで充填したゴム組成物の状態で評価した。加硫物の組成を表2に示し、表中、数値は、全ゴムの100重量部当たりの重量部(phr)として表されている。
Claims (6)
- (i)配位触媒を用いてモノマーを重合して反応性ポリマーを形成する工程と、
(ii)前記反応性ポリマーを、シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルと反応させる工程と
を含む、官能化ポリマーの製造方法であって、
前記モノマーが、共役ジエンモノマーであり、前記配位触媒が、(a)ランタニド含有化合物、(b)アルキル化剤及び(c)ハロゲン供給源を含んだランタニド系触媒であり、
前記シリル化アミノ基が、ビス(トリヒドロカルビルシリル)アミノ基、ビス(ジヒドロカルビルヒドロシリル)アミノ基、1−アザ−ジシラ−1−シクロヒドロカルビル基、(トリヒドロカルビルシリル)(ヒドロカルビル)アミノ基、(ジヒドロカルビルヒドロシリル)(ヒドロカルビル)アミノ基及び1−アザ−2−シラ−1−シクロヒドロカルビル基からなる群より選択され、
前記チオカルボン酸エステルが、モノチオカルボン酸エステル又はジチオカルボン酸エステルである、製造方法。 - (i)配位触媒を用いてモノマーを重合して反応性ポリマーを形成する工程と、
(ii)前記反応性ポリマーを、シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルと反応させる工程と
を含む、官能化ポリマーの製造方法であって、
前記モノマーが、共役ジエンモノマーであり、前記配位触媒が、(a)ランタニド含有化合物、(b)アルキル化剤及び(c)ハロゲン供給源を含んだランタニド系触媒であり、
前記シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルが、式I:
[式中、R1は1価の有機基であり、R2は2価の有機基であり、R3はヒドロカルビル基であり、各々のR4は、独立して、水素原子又は1価の有機基であり、或いはR3は、1つのR4と共にヒドロカルビレン基を形成し、各々のαは、独立して、酸素原子又は硫黄原子である]により定義されるか、或いは、
前記シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルが、式III:
- (i)配位触媒を用いてモノマーを重合して反応性ポリマーを形成する工程と、
(ii)前記反応性ポリマーを、シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルと反応させる工程と
を含む、官能化ポリマーの製造方法であって、
前記モノマーが、共役ジエンモノマーであり、前記配位触媒が、(a)ランタニド含有化合物、(b)アルキル化剤及び(c)ハロゲン供給源を含んだランタニド系触媒であり、
前記シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルが、式II:
前記シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルが、式IV:
- (i)配位触媒を用いてモノマーを重合して反応性ポリマーを形成する工程と、
(ii)前記反応性ポリマーを、シリル化アミノ基を含んだカルボン酸エステル又はチオカルボン酸エステルと反応させる工程と
を含む、官能化ポリマーの製造方法であって、
前記モノマーが、共役ジエンモノマーであり、前記配位触媒が、(a)ランタニド含有化合物、(b)アルキル化剤及び(c)ハロゲン供給源を含んだランタニド系触媒であり、
前記シリル化アミノ基を含んだカルボン酸エステルが、アレーンカルボン酸エステル、アルカンカルボン酸エステル、アルケンカルボン酸エステル、アルキンカルボン酸エステル、シクロアルカンカルボン酸エステル、シクロアルケンカルボン酸エステル、シクロアルキンカルボン酸エステル及び複素環式カルボン酸エステルからなる群より選択されるカルボン酸エステルから得られ、
前記シリル化アミノ基を含んだチオカルボン酸エステルが、アレーンチオカルボン酸エステル、アルカンチオカルボン酸エステル、アルケンチオカルボン酸エステル、アルキンチオカルボン酸エステル、シクロアルカンチオカルボン酸エステル、シクロアルケンチオカルボン酸エステル、シクロアルキンチオカルボン酸エステル及び複素環式チオカルボン酸エステルからなる群より選択されるチオカルボン酸エステルから得られる、製造方法。 - 前記モノマーを重合する工程が、20重量%未満の有機溶媒を含んだ重合混合物内で行われる、請求項1〜4のいずれか1項に記載の製造方法。
- 請求項1〜4のいずれか1項に記載の製造方法により調製された官能化ポリマーを含んだ加硫可能な組成物から製造したタイヤ。
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2014509686A (ja) * | 2011-03-29 | 2014-04-21 | 株式会社ブリヂストン | シリル化アミノ基を含有するカルボン酸またはチオカルボン酸エステルで官能化されたポリマー |
JP2015206049A (ja) * | 2009-09-30 | 2015-11-19 | 株式会社ブリヂストン | 官能化ポリマー及びその製造方法 |
JP7220943B1 (ja) | 2022-07-04 | 2023-02-13 | ハードワーカー株式会社 | 履物とその製造方法 |
Families Citing this family (43)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1332162B1 (en) | 2000-11-10 | 2013-05-01 | Bridgestone Corporation | Functionalized high cis-1,4-polybutadiene prepared using novel functionalizing agents |
US8324329B2 (en) * | 2007-08-07 | 2012-12-04 | Bridgestone Corporation | Process for producing functionalized polymers |
EP2231720B1 (en) * | 2007-12-28 | 2013-08-14 | Bridgestone Corporation | Functionalized polymer and methods for making and using |
JP5345835B2 (ja) * | 2007-12-31 | 2013-11-20 | 株式会社ブリヂストン | ポリジエンの製造のためのバルク重合法 |
US8268933B2 (en) * | 2007-12-31 | 2012-09-18 | Bridgestone Corporation | Polymers functionalized with polyimine compounds |
US7906592B2 (en) * | 2008-07-03 | 2011-03-15 | Bridgestone Corporation | Polymers functionalized with imide compounds containing a protected amino group |
US8188195B2 (en) * | 2008-12-31 | 2012-05-29 | Bridgestone Corporation | Polymers functionalized with nitroso compounds |
US8785566B2 (en) | 2009-01-23 | 2014-07-22 | Bridgestone Corporation | Polymers functionalized with polycyano compounds |
CN102361887B (zh) | 2009-01-23 | 2013-06-26 | 株式会社普利司通 | 用包含被保护氨基的腈化合物官能化的聚合物 |
US8338544B2 (en) | 2009-12-21 | 2012-12-25 | Bridgestone Corporation | Polymers functionalized with polyoxime compounds and methods for their manufacture |
JP5494233B2 (ja) * | 2010-05-27 | 2014-05-14 | 信越化学工業株式会社 | カルボン酸エステル基を有する環状シラザン化合物及びその製造方法 |
US8921599B2 (en) * | 2010-10-27 | 2014-12-30 | Emory University | Processes for forming amide bonds and compositions related thereto |
US8748531B2 (en) | 2010-12-10 | 2014-06-10 | Bridgestone Corporation | Polymers functionalized with oxime compounds containing an acyl group |
US8445580B2 (en) | 2011-05-31 | 2013-05-21 | The Goodyear Tire & Rubber Company | Tire with tread of polybutadiene rubber |
US8962766B2 (en) | 2011-09-15 | 2015-02-24 | Bridgestone Corporation | Polymers functionalized with polyhydrazone compounds |
EP2780177B1 (en) * | 2011-11-18 | 2016-03-23 | Bridgestone Corporation | Method for producing polydienes and polydiene copolymers with reduced cold flow |
WO2013125628A1 (ja) * | 2012-02-23 | 2013-08-29 | Jsr株式会社 | 樹脂組成物、及び水添共役ジエンブロック共重合体の製造方法 |
JP6166066B2 (ja) * | 2013-03-13 | 2017-07-19 | 旭化成株式会社 | 変性共役ジエン系重合体組成物、トレッド、サイドウォール及びタイヤ |
EP2865540A1 (de) * | 2013-10-24 | 2015-04-29 | LANXESS Deutschland GmbH | Kautschukzusammensetzung |
JP6734269B2 (ja) * | 2014-10-07 | 2020-08-05 | 株式会社ブリヂストン | 低減されたコールドフローを有するポリジエン及びポリジエン共重合体を生成するための方法 |
JP2017082137A (ja) * | 2015-10-29 | 2017-05-18 | 株式会社ブリヂストン | 変性共役ジエン重合体の製造方法、変性共役ジエン重合体、ゴム組成物、及びタイヤ |
KR101868213B1 (ko) | 2015-12-18 | 2018-06-15 | 주식회사 엘지화학 | 변성 중합체, 이의 제조방법 및 이를 포함하는 고무 조성물 |
WO2017203830A1 (ja) * | 2016-05-24 | 2017-11-30 | 株式会社ブリヂストン | 末端変性共役ジエン系重合体、ゴム組成物、ゴム製品及び末端変性共役ジエン系重合体の製造方法 |
KR101997596B1 (ko) | 2016-07-04 | 2019-07-08 | 주식회사 엘지화학 | 변성제, 변성 공액디엔계 중합체 및 이를 포함하는 고무 조성물 |
WO2018008912A1 (ko) * | 2016-07-04 | 2018-01-11 | 주식회사 엘지화학 | 변성제, 변성 공액디엔계 중합체 및 이를 포함하는 고무 조성물 |
CN109641482B (zh) | 2016-09-02 | 2021-11-05 | 株式会社普利司通 | 具有通过聚合物胶水的原位硅氢加成制备的多个硅烷官能团的顺式-1,4-聚二烯的制备 |
WO2018084512A1 (ko) * | 2016-11-01 | 2018-05-11 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
WO2018084546A1 (ko) * | 2016-11-01 | 2018-05-11 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
KR102122469B1 (ko) | 2016-11-01 | 2020-06-12 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
KR102185352B1 (ko) * | 2016-11-01 | 2020-12-01 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
KR102123079B1 (ko) * | 2016-11-01 | 2020-06-15 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
WO2018084579A1 (ko) * | 2016-11-04 | 2018-05-11 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
KR102123081B1 (ko) * | 2016-11-04 | 2020-06-15 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
WO2018089635A1 (en) | 2016-11-09 | 2018-05-17 | Bridgestone Corporation | High cis-1,4 block copolymers of polybutadiene and polyisoprene |
KR102122470B1 (ko) * | 2016-12-08 | 2020-06-12 | 주식회사 엘지화학 | 변성제 및 이로부터 유래된 작용기를 포함하는 변성 공액디엔계 중합체 |
WO2018105920A1 (ko) * | 2016-12-08 | 2018-06-14 | 주식회사 엘지화학 | 변성제 및 이로부터 유래된 작용기를 포함하는 변성 공액디엔계 중합체 |
WO2018125733A1 (en) * | 2016-12-28 | 2018-07-05 | Firestone Polymers, Llc | Methods of making polymers with reduced tack, and rubber compositions incorporating these polymers |
WO2019078653A2 (ko) * | 2017-10-20 | 2019-04-25 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
WO2019093512A1 (ja) * | 2017-11-13 | 2019-05-16 | 横浜ゴム株式会社 | 重合体及び重合体の製造方法、並びに、ゴム組成物 |
RU2675540C1 (ru) * | 2017-12-12 | 2018-12-19 | Публичное акционерное общество "СИБУР Холдинг" | Способ получения системы для модификации полидиенов, модифицированные полидиены, резиновые смеси на основе модифицированных полидиенов |
JP7089643B2 (ja) * | 2019-09-25 | 2022-06-22 | エルジー・ケム・リミテッド | 変性共役ジエン系重合体、その製造方法及びそれを含むゴム組成物 |
BR112021022864A2 (pt) | 2019-11-29 | 2022-01-04 | Lg Chemical Ltd | Polímero à base de dieno conjugado modificado |
KR102536519B1 (ko) * | 2019-11-29 | 2023-05-26 | 주식회사 엘지화학 | 변성제 및 이를 이용하여 제조된 변성 공액디엔계 중합체 |
Family Cites Families (87)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3135716A (en) * | 1958-11-06 | 1964-06-02 | Phillips Petroleum Co | Process for preparing terminally reactive polymers |
US3109871A (en) * | 1960-12-27 | 1963-11-05 | Phillips Petroleum Co | Production and curing of polyfunctional terminally reactive polymers |
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 |
SU580840A3 (ru) | 1974-02-07 | 1977-11-15 | Дегусса (Фирма) | Способ получени серосодержащих кремнийорганических соединений |
US4015061A (en) * | 1975-02-14 | 1977-03-29 | The Firestone Tire & Rubber Company | Protected amino-functional initiators and amino-terminated polymers and their production |
US4002594A (en) | 1975-07-08 | 1977-01-11 | Ppg Industries, Inc. | Scorch retardants for rubber reinforced with siliceous pigment and mercapto-type coupling agent |
US4526934A (en) * | 1982-03-19 | 1985-07-02 | Bridgestone Tire Company Limited | Branched styrene-butadiene copolymers and pneumatic tires using the same |
JPS58189203A (ja) * | 1982-04-30 | 1983-11-04 | Nippon Zeon Co Ltd | ゴム組成物 |
JPS5978214A (ja) * | 1982-10-27 | 1984-05-07 | Japan Synthetic Rubber Co Ltd | ブタジエン系ゴム材料 |
DE3482472D1 (de) * | 1983-12-26 | 1990-07-19 | Nippon Zeon Co | Verfahren zur modifizierung von polymeren von konjugierten dienen. |
US4616069A (en) * | 1984-10-26 | 1986-10-07 | Nippon Zeon Co., Ltd. | Process for making diene polymer rubbers |
WO1987002369A1 (en) * | 1985-10-11 | 1987-04-23 | Asahi Kasei Kogyo Kabushiki Kaisha | Terminal-modified block copolymer and composition containing said copolymer |
JPS6296545A (ja) * | 1985-10-23 | 1987-05-06 | Yokohama Rubber Co Ltd:The | タイヤトレツド用ゴム組成物 |
JPS62101640A (ja) * | 1985-10-29 | 1987-05-12 | Japan Synthetic Rubber Co Ltd | ゴム組成物 |
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 |
JP2562339B2 (ja) * | 1987-12-11 | 1996-12-11 | 横浜ゴム株式会社 | 低発熱性ゴム組成物 |
JP2594809B2 (ja) * | 1988-04-02 | 1997-03-26 | 日本ゼオン株式会社 | タイヤトレッド用ゴム組成物 |
IT1230756B (it) * | 1989-02-17 | 1991-10-29 | Enichem Elastomers | Metodo per la preparazione di polibutadiene a lavorabilita' migliorata. |
JP2811484B2 (ja) * | 1989-12-20 | 1998-10-15 | 日本ゼオン株式会社 | ゴム組成物 |
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 |
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 |
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 |
US5210145A (en) * | 1991-12-20 | 1993-05-11 | Bridgestone/Firestone, Inc. | Diene polymers and copolymers terminated by reaction with fused-ring polynuclear aromatic compounds |
US5248722A (en) * | 1992-06-02 | 1993-09-28 | Bridgestone Corporation | Tire tread composition |
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 |
US5552473A (en) * | 1992-10-02 | 1996-09-03 | Bridgestone Corporation | Functionalized polymer and rubber compositions produced from solubilized anionic polymerization initiators |
EP0713885B1 (en) * | 1993-07-30 | 1998-05-20 | Nippon Zeon Co., Ltd. | Modified conjugated diene copolymer, process for producing the same, and composition thereof |
US5349024A (en) * | 1993-11-03 | 1994-09-20 | Bridgestone/Firestone, Inc. | Elastomers having reduced hysteresis prepared with vinyl polycyclic aromatic hydrocarbon |
US5502129A (en) * | 1994-05-13 | 1996-03-26 | Bridgestone Corporation | Triorganotin lithium, process to prepare same and anionic polymerization initiated therewith |
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 |
JP3507962B2 (ja) * | 1994-11-02 | 2004-03-15 | 有機合成薬品工業株式会社 | N,n−ビス(トリメチルシリル)アミンの製造方法 |
US5902856A (en) * | 1994-11-24 | 1999-05-11 | Nippon Zeon Co., Ltd. | Rubber composition of two diene rubbers |
US5580919A (en) | 1995-03-14 | 1996-12-03 | The Goodyear Tire & Rubber Company | Silica reinforced rubber composition and use in tires |
US5674932A (en) | 1995-03-14 | 1997-10-07 | 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 |
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 |
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 |
US5736617A (en) * | 1996-12-31 | 1998-04-07 | Bridgestone Corporation | Polymers, elastomeric compounds, and products thereof, terminated with novel amine compounds containing side-chain organohalide reactive moieties |
US5877336A (en) * | 1996-12-31 | 1999-03-02 | Bridgestone Corporation | Synthesis of tributyltin lithium |
US5684172A (en) | 1997-02-11 | 1997-11-04 | The Goodyear Tire & Rubber Company | Process for the preparation of organosilicon polysulfide compounds |
US5684171A (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 |
US6384117B1 (en) | 1997-07-11 | 2002-05-07 | Bridgestone Corporation | Processability of silica-filled rubber stocks |
US6525118B2 (en) | 1997-07-11 | 2003-02-25 | Bridgestone Corporation | Processability of silica-filled rubber stocks with reduced hysteresis |
US5935893A (en) * | 1997-08-01 | 1999-08-10 | Bridgestone Corporation | Aliphatic solutions of aminoalkyllithium compounds |
CN101139355A (zh) | 1997-08-21 | 2008-03-12 | 通用电气公司 | 用于填充橡胶的封端巯基硅烷偶联剂 |
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 |
JP4898045B2 (ja) | 1999-11-12 | 2012-03-14 | 株式会社ブリヂストン | ランタニドを基にした触媒を用いて製造した変性重合体 |
US6977281B1 (en) | 1999-11-12 | 2005-12-20 | Bridgestone Corporation | Modified polymers prepared with lanthanide-based catalysts |
DE60026947T2 (de) | 1999-11-12 | 2006-12-14 | Bridgestone Corp. | Modifiziertes Polymer eines konjugierten Diens, Verfahren zur Herstellung und dieses enthaltende Elastomerzusammensetzung |
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 |
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 |
EP1332162B1 (en) | 2000-11-10 | 2013-05-01 | Bridgestone Corporation | Functionalized high cis-1,4-polybutadiene prepared using novel functionalizing agents |
EP1397390B1 (de) * | 2001-04-23 | 2008-01-09 | Lanxess Deutschland GmbH | Modifizierte polymere mit einem hohen anteil an cis-ständigen doppelbindungen, ein verfahren zu deren herstellung sowie deren verwendung |
CA2461259C (en) * | 2001-09-27 | 2011-01-04 | Jsr Corporation | Conjugated diolefin (co)polymer rubber, process for producing (co)polymer rubber, rubber composition, composite and tire |
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 |
US6596798B1 (en) * | 2001-11-05 | 2003-07-22 | Bridgestone Corporation | Preparation of low hysteresis rubber by reacting a lithium polymer with oxazoline compounds |
US6699813B2 (en) * | 2001-11-07 | 2004-03-02 | Bridgestone Corporation | Lanthanide-based catalyst composition for the manufacture of polydienes |
US7008899B2 (en) * | 2003-08-11 | 2006-03-07 | Bridgestone Corporation | Lanthanide-based catalyst composition for producing cis-1,4-polydienes |
ITMI20040076A1 (it) * | 2004-01-22 | 2004-04-22 | Polimeri Europa Spa | Procedimento per la preparazione di polibutadiene a basso grado di ranificazione |
ES2588177T3 (es) | 2004-03-02 | 2016-10-31 | Bridgestone Corporation | Proceso de polimerización en masa |
RU2425845C2 (ru) * | 2005-04-15 | 2011-08-10 | Бриджстоун Корпорейшн | Модифицированный полимер сопряженного диена, каучуковая композиция и шины |
JP5079294B2 (ja) * | 2005-10-04 | 2012-11-21 | 株式会社ブリヂストン | アミンで官能化されたポリマー |
JP4929694B2 (ja) | 2005-12-05 | 2012-05-09 | Jsr株式会社 | ゴム組成物、架橋ゴム、及びゴム成形品 |
RU2464280C2 (ru) * | 2006-12-27 | 2012-10-20 | ДжейЭсЭр КОРПОРЕЙШН | Способ получения модифицированного сопряженного диенового полимера, модифицированный сопряженный диеновый полимер и резиновая композиция |
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 |
BRPI0813678B1 (pt) * | 2007-06-18 | 2019-02-19 | Bridgestone Corporation | Polímeros funcionalizados com halossilanos contendo um grupo amino |
WO2009072650A1 (ja) * | 2007-12-07 | 2009-06-11 | Bridgestone Corporation | タイヤ |
EP2231720B1 (en) * | 2007-12-28 | 2013-08-14 | Bridgestone Corporation | Functionalized polymer and methods for making and using |
US20110077325A1 (en) * | 2009-09-30 | 2011-03-31 | Bridgestone Corporation | Functionalized polymers and methods for their manufacture |
-
2009
- 2009-09-30 US US12/570,366 patent/US20110077325A1/en not_active Abandoned
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2010
- 2010-09-30 WO PCT/US2010/050892 patent/WO2011041534A1/en active Application Filing
- 2010-09-30 US US13/499,508 patent/US8895670B2/en active Active
- 2010-09-30 KR KR1020127010838A patent/KR101747984B1/ko active IP Right Grant
- 2010-09-30 CN CN201080054278.7A patent/CN102639568B/zh not_active Expired - Fee Related
- 2010-09-30 JP JP2012532313A patent/JP5766704B2/ja not_active Expired - Fee Related
- 2010-09-30 RU RU2012117902/05A patent/RU2560769C2/ru active
- 2010-09-30 BR BR112012007133-5A patent/BR112012007133B1/pt not_active IP Right Cessation
- 2010-09-30 EP EP10763562.5A patent/EP2483317B1/en not_active Not-in-force
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2012
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2015206049A (ja) * | 2009-09-30 | 2015-11-19 | 株式会社ブリヂストン | 官能化ポリマー及びその製造方法 |
JP2014509686A (ja) * | 2011-03-29 | 2014-04-21 | 株式会社ブリヂストン | シリル化アミノ基を含有するカルボン酸またはチオカルボン酸エステルで官能化されたポリマー |
JP7220943B1 (ja) | 2022-07-04 | 2023-02-13 | ハードワーカー株式会社 | 履物とその製造方法 |
Also Published As
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US20120184677A1 (en) | 2012-07-19 |
RU2560769C2 (ru) | 2015-08-20 |
JP2013506740A (ja) | 2013-02-28 |
JP2015206049A (ja) | 2015-11-19 |
EP2483317B1 (en) | 2014-02-26 |
CN102639568B (zh) | 2014-10-22 |
KR101747984B1 (ko) | 2017-06-15 |
ZA201202285B (en) | 2014-07-30 |
BR112012007133B1 (pt) | 2019-11-05 |
CN102639568A (zh) | 2012-08-15 |
RU2012117902A (ru) | 2013-11-10 |
BR112012007133A2 (pt) | 2016-08-23 |
KR20120088733A (ko) | 2012-08-08 |
US8895670B2 (en) | 2014-11-25 |
JP6133362B2 (ja) | 2017-05-24 |
WO2011041534A1 (en) | 2011-04-07 |
US20110077325A1 (en) | 2011-03-31 |
EP2483317A1 (en) | 2012-08-08 |
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