RU2489447C2 - Самоограничивающаяся композиция катализатора с бидентатным внутренним донором - Google Patents
Самоограничивающаяся композиция катализатора с бидентатным внутренним донором Download PDFInfo
- Publication number
- RU2489447C2 RU2489447C2 RU2010130415/04A RU2010130415A RU2489447C2 RU 2489447 C2 RU2489447 C2 RU 2489447C2 RU 2010130415/04 A RU2010130415/04 A RU 2010130415/04A RU 2010130415 A RU2010130415 A RU 2010130415A RU 2489447 C2 RU2489447 C2 RU 2489447C2
- Authority
- RU
- Russia
- Prior art keywords
- electron donor
- catalyst composition
- dimethoxypropane
- agent
- catalyst
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 230
- 239000003054 catalyst Substances 0.000 title claims abstract description 132
- -1 alkoxy silane Chemical compound 0.000 claims abstract description 103
- 230000000694 effects Effects 0.000 claims abstract description 97
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 72
- 239000012035 limiting reagent Substances 0.000 claims abstract description 64
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 37
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 37
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 150000003623 transition metal compounds Chemical class 0.000 claims abstract description 23
- 150000002148 esters Chemical class 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 14
- 239000002253 acid Substances 0.000 claims abstract description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 12
- 239000000194 fatty acid Substances 0.000 claims abstract description 12
- 229930195729 fatty acid Natural products 0.000 claims abstract description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 11
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 11
- 239000001301 oxygen Substances 0.000 claims abstract description 11
- 125000000524 functional group Chemical group 0.000 claims abstract description 10
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 5
- 150000005690 diesters Chemical class 0.000 claims description 52
- SJJCABYOVIHNPZ-UHFFFAOYSA-N cyclohexyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C1CCCCC1 SJJCABYOVIHNPZ-UHFFFAOYSA-N 0.000 claims description 16
- BEDHCUAJOBASSZ-UHFFFAOYSA-N (2-cyclopentyl-1,3-dimethoxypropan-2-yl)cyclopentane Chemical compound C1CCCC1C(COC)(COC)C1CCCC1 BEDHCUAJOBASSZ-UHFFFAOYSA-N 0.000 claims description 14
- HRAQMGWTPNOILP-UHFFFAOYSA-N 4-Ethoxy ethylbenzoate Chemical compound CCOC(=O)C1=CC=C(OCC)C=C1 HRAQMGWTPNOILP-UHFFFAOYSA-N 0.000 claims description 13
- JWCYDYZLEAQGJJ-UHFFFAOYSA-N dicyclopentyl(dimethoxy)silane Chemical compound C1CCCC1[Si](OC)(OC)C1CCCC1 JWCYDYZLEAQGJJ-UHFFFAOYSA-N 0.000 claims description 12
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 12
- PVWCLOAAEFMTLH-UHFFFAOYSA-N 4,4-bis(methoxymethyl)-2,6-dimethylheptane Chemical group COCC(COC)(CC(C)C)CC(C)C PVWCLOAAEFMTLH-UHFFFAOYSA-N 0.000 claims description 11
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 claims description 8
- RGHIYOCUMCUWAQ-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,5-dimethylhexane Chemical compound COCC(COC)(CC(C)C)C(C)C RGHIYOCUMCUWAQ-UHFFFAOYSA-N 0.000 claims description 6
- WGFNXLQURMLAGC-UHFFFAOYSA-N diethyl 2,3-di(propan-2-yl)butanedioate Chemical group CCOC(=O)C(C(C)C)C(C(C)C)C(=O)OCC WGFNXLQURMLAGC-UHFFFAOYSA-N 0.000 claims description 6
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 abstract description 6
- 229910000077 silane Inorganic materials 0.000 abstract description 6
- 239000000126 substance Substances 0.000 abstract description 3
- 239000004411 aluminium Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 description 54
- 239000010936 titanium Substances 0.000 description 34
- 229920000642 polymer Polymers 0.000 description 29
- 238000000034 method Methods 0.000 description 27
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 23
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 23
- 229910052719 titanium Inorganic materials 0.000 description 22
- 239000007787 solid Substances 0.000 description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- 239000000178 monomer Substances 0.000 description 16
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 15
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 14
- 239000002243 precursor Substances 0.000 description 14
- 239000004743 Polypropylene Substances 0.000 description 13
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 13
- 239000011777 magnesium Substances 0.000 description 13
- 229920001155 polypropylene Polymers 0.000 description 13
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 125000005842 heteroatom Chemical group 0.000 description 12
- 229910052749 magnesium Inorganic materials 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 125000001931 aliphatic group Chemical group 0.000 description 11
- 150000001336 alkenes Chemical class 0.000 description 11
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 9
- 238000001914 filtration Methods 0.000 description 9
- 150000001733 carboxylic acid esters Chemical group 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 8
- 239000008096 xylene Substances 0.000 description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 7
- 239000005977 Ethylene Substances 0.000 description 7
- 230000008901 benefit Effects 0.000 description 7
- 229910052736 halogen Inorganic materials 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 238000012937 correction Methods 0.000 description 6
- 150000002367 halogens Chemical group 0.000 description 6
- 239000011949 solid catalyst Substances 0.000 description 6
- GLVIMRBXUNCALJ-UHFFFAOYSA-N 1-ethoxy-2-pentoxybenzene Chemical group CCCCCOC1=CC=CC=C1OCC GLVIMRBXUNCALJ-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 5
- 125000002877 alkyl aryl group Chemical group 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 230000026030 halogenation Effects 0.000 description 5
- 238000005658 halogenation reaction Methods 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 5
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 4
- 239000011954 Ziegler–Natta catalyst Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 4
- 238000012685 gas phase polymerization Methods 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 150000002681 magnesium compounds Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 150000002736 metal compounds Chemical class 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 150000002763 monocarboxylic acids Chemical class 0.000 description 4
- LPNBBFKOUUSUDB-UHFFFAOYSA-M p-toluate Chemical compound CC1=CC=C(C([O-])=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-M 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 125000005498 phthalate group Chemical class 0.000 description 4
- 229920000098 polyolefin Polymers 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- 238000004876 x-ray fluorescence Methods 0.000 description 4
- XRHGYUZYPHTUJZ-UHFFFAOYSA-M 4-chlorobenzoate Chemical compound [O-]C(=O)C1=CC=C(Cl)C=C1 XRHGYUZYPHTUJZ-UHFFFAOYSA-M 0.000 description 3
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000005234 alkyl aluminium group Chemical group 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000008282 halocarbons Chemical class 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229920005606 polypropylene copolymer Polymers 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 150000003900 succinic acid esters Chemical class 0.000 description 3
- 150000003609 titanium compounds Chemical class 0.000 description 3
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 3
- MEPSBRTXOHFWCF-UHFFFAOYSA-N (2-cyclohexyl-1,3-dimethoxypropan-2-yl)cyclohexane Chemical compound C1CCCCC1C(COC)(COC)C1CCCCC1 MEPSBRTXOHFWCF-UHFFFAOYSA-N 0.000 description 2
- VSRWWHOJVGFSFA-UHFFFAOYSA-N (3-benzoyloxy-2-ethylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)C(CC)COC(=O)C1=CC=CC=C1 VSRWWHOJVGFSFA-UHFFFAOYSA-N 0.000 description 2
- VQKYNXVAUAQAPS-UHFFFAOYSA-N (3-benzoyloxy-2-methylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)C(CC)OC(=O)C1=CC=CC=C1 VQKYNXVAUAQAPS-UHFFFAOYSA-N 0.000 description 2
- IVVMILZHRRFSQR-UHFFFAOYSA-N 1,2-bis(methoxymethyl)-9h-fluorene Chemical compound C1=CC=C2C3=CC=C(COC)C(COC)=C3CC2=C1 IVVMILZHRRFSQR-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-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
- YEGVZUITMUKKBN-UHFFFAOYSA-N 2-(1-benzoyloxypropyl)hexyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)C(CCCC)COC(=O)C1=CC=CC=C1 YEGVZUITMUKKBN-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- TUXYZHVUPGXXQG-UHFFFAOYSA-M 4-bromobenzoate Chemical compound [O-]C(=O)C1=CC=C(Br)C=C1 TUXYZHVUPGXXQG-UHFFFAOYSA-M 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- FHUODBDRWMIBQP-UHFFFAOYSA-N Ethyl p-anisate Chemical compound CCOC(=O)C1=CC=C(OC)C=C1 FHUODBDRWMIBQP-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 125000005036 alkoxyphenyl group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 239000012320 chlorinating reagent Substances 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- DDIZAANNODHTRB-UHFFFAOYSA-N methyl p-anisate Chemical compound COC(=O)C1=CC=C(OC)C=C1 DDIZAANNODHTRB-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 150000003053 piperidines Chemical class 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920005629 polypropylene homopolymer Polymers 0.000 description 2
- 229920005630 polypropylene random copolymer Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- UDEWPOVQBGFNGE-UHFFFAOYSA-N propyl benzoate Chemical compound CCCOC(=O)C1=CC=CC=C1 UDEWPOVQBGFNGE-UHFFFAOYSA-N 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 230000000707 stereoselective effect Effects 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- 239000011988 third-generation catalyst Substances 0.000 description 2
- 229910052726 zirconium Inorganic materials 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- NOAIBMQZUGBONL-UHFFFAOYSA-N (1,3-dimethoxy-2-methylpropan-2-yl)benzene Chemical compound COCC(C)(COC)C1=CC=CC=C1 NOAIBMQZUGBONL-UHFFFAOYSA-N 0.000 description 1
- HPOWOWTVWZELDK-UHFFFAOYSA-N (1,3-dimethoxy-2-methylpropan-2-yl)cyclohexane Chemical compound COCC(C)(COC)C1CCCCC1 HPOWOWTVWZELDK-UHFFFAOYSA-N 0.000 description 1
- HBMODDNTUPGVFW-UHFFFAOYSA-N (1,3-dimethoxy-2-phenylpropan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(COC)(COC)C1=CC=CC=C1 HBMODDNTUPGVFW-UHFFFAOYSA-N 0.000 description 1
- ABJGPCFPJBRNGA-UHFFFAOYSA-N (2,3-diethoxyphenyl)-trimethylsilane Chemical compound CCOC1=CC=CC([Si](C)(C)C)=C1OCC ABJGPCFPJBRNGA-UHFFFAOYSA-N 0.000 description 1
- UQPZVRBHPXYPNW-UHFFFAOYSA-N (2-amino-3-benzoyloxy-3-phenylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C=1C=CC=CC=1)C(N)COC(=O)C1=CC=CC=C1 UQPZVRBHPXYPNW-UHFFFAOYSA-N 0.000 description 1
- NXDUWPUPBXRKTJ-UHFFFAOYSA-N (2-benzyl-1,3-dimethoxypropan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(COC)(COC)CC1=CC=CC=C1 NXDUWPUPBXRKTJ-UHFFFAOYSA-N 0.000 description 1
- AQCHUQIFKJFLFI-UHFFFAOYSA-N (3-benzoyloxy-1,3-diphenylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C=1C=CC=CC=1)CC(C=1C=CC=CC=1)OC(=O)C1=CC=CC=C1 AQCHUQIFKJFLFI-UHFFFAOYSA-N 0.000 description 1
- FTSXVYQZLNPTCM-UHFFFAOYSA-N (3-benzoyloxy-2,2,4-trimethylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(C)C(C(C)C)OC(=O)C1=CC=CC=C1 FTSXVYQZLNPTCM-UHFFFAOYSA-N 0.000 description 1
- HNVKNVFWDKEUCR-UHFFFAOYSA-N (3-benzoyloxy-2,2-dimethyl-1,3-diphenylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C=1C=CC=CC=1)C(C)(C)C(C=1C=CC=CC=1)OC(=O)C1=CC=CC=C1 HNVKNVFWDKEUCR-UHFFFAOYSA-N 0.000 description 1
- UDSAOZBLEFVCKE-UHFFFAOYSA-N (3-benzoyloxy-2,2-dimethylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(C)C(CC)OC(=O)C1=CC=CC=C1 UDSAOZBLEFVCKE-UHFFFAOYSA-N 0.000 description 1
- DYJIIMFHSZKBDY-UHFFFAOYSA-N (3-benzoyloxy-2,2-dimethylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(C)COC(=O)C1=CC=CC=C1 DYJIIMFHSZKBDY-UHFFFAOYSA-N 0.000 description 1
- RADSCMDYZCNDHQ-UHFFFAOYSA-N (3-benzoyloxy-2-methyl-1,3-diphenylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C=1C=CC=CC=1)C(C)C(C=1C=CC=CC=1)OC(=O)C1=CC=CC=C1 RADSCMDYZCNDHQ-UHFFFAOYSA-N 0.000 description 1
- RQLZEKDPPDZIJR-UHFFFAOYSA-N (3-benzoyloxy-2-methylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)COC(=O)C1=CC=CC=C1 RQLZEKDPPDZIJR-UHFFFAOYSA-N 0.000 description 1
- HJCICGUHPWKGOL-UHFFFAOYSA-N (3-benzoyloxy-2-propylpentyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC)C(CCC)COC(=O)C1=CC=CC=C1 HJCICGUHPWKGOL-UHFFFAOYSA-N 0.000 description 1
- RHGOUUKDYGOMSX-UHFFFAOYSA-N (4-benzoyloxy-3,3-dimethylpentan-2-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)C(C)(C)C(C)OC(=O)C1=CC=CC=C1 RHGOUUKDYGOMSX-UHFFFAOYSA-N 0.000 description 1
- LESIHUNAOSLPSU-UHFFFAOYSA-N (4-benzoyloxy-3-ethylpentan-2-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)C(CC)C(C)OC(=O)C1=CC=CC=C1 LESIHUNAOSLPSU-UHFFFAOYSA-N 0.000 description 1
- AXUIEEPFBMGZLS-UHFFFAOYSA-N (4-benzoyloxy-3-methylpentan-2-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)C(C)C(C)OC(=O)C1=CC=CC=C1 AXUIEEPFBMGZLS-UHFFFAOYSA-N 0.000 description 1
- ODPBTHVKSNOPNQ-UHFFFAOYSA-N (4-benzoyloxy-6,6,6-trifluoro-3-methylhexan-2-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(CC(F)(F)F)C(C)C(C)OC(=O)C1=CC=CC=C1 ODPBTHVKSNOPNQ-UHFFFAOYSA-N 0.000 description 1
- XIEYHULFUPKEIC-UHFFFAOYSA-N (5-benzoyloxy-4-ethyl-2,2,6,6-tetramethylheptan-3-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C(C)(C)C)C(CC)C(C(C)(C)C)OC(=O)C1=CC=CC=C1 XIEYHULFUPKEIC-UHFFFAOYSA-N 0.000 description 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 description 1
- ITYXDCHVYRDZDC-UHFFFAOYSA-N 1,1,1,2-tetrachlorooctane Chemical compound CCCCCCC(Cl)C(Cl)(Cl)Cl ITYXDCHVYRDZDC-UHFFFAOYSA-N 0.000 description 1
- DAIRXERGRJFMSC-UHFFFAOYSA-N 1,1,2-trichlorocyclohexane Chemical compound ClC1CCCCC1(Cl)Cl DAIRXERGRJFMSC-UHFFFAOYSA-N 0.000 description 1
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- AEXFRDLVQQVQHY-UHFFFAOYSA-N 1,2-bis(3-methylbutoxy)benzene Chemical compound CC(C)CCOC1=CC=CC=C1OCCC(C)C AEXFRDLVQQVQHY-UHFFFAOYSA-N 0.000 description 1
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- GHKFGRVGAQYZNT-UHFFFAOYSA-N 1,2-dibutoxybenzene Chemical compound CCCCOC1=CC=CC=C1OCCCC GHKFGRVGAQYZNT-UHFFFAOYSA-N 0.000 description 1
- CDXFDHFMNGZBGA-UHFFFAOYSA-N 1,2-diethoxy-3-fluorobenzene Chemical compound CCOC1=CC=CC(F)=C1OCC CDXFDHFMNGZBGA-UHFFFAOYSA-N 0.000 description 1
- WSQCPEYUHYGRJY-UHFFFAOYSA-N 1,2-diethoxy-3-methylbenzene Chemical compound CCOC1=CC=CC(C)=C1OCC WSQCPEYUHYGRJY-UHFFFAOYSA-N 0.000 description 1
- QZYDOKBVZJLQCK-UHFFFAOYSA-N 1,2-diethoxybenzene Chemical compound CCOC1=CC=CC=C1OCC QZYDOKBVZJLQCK-UHFFFAOYSA-N 0.000 description 1
- PLQJMPNNBLKOEF-UHFFFAOYSA-N 1,2-diethoxynaphthalene Chemical compound C1=CC=CC2=C(OCC)C(OCC)=CC=C21 PLQJMPNNBLKOEF-UHFFFAOYSA-N 0.000 description 1
- XUIKECLBCZBUCM-UHFFFAOYSA-N 1,2-dipropoxybenzene Chemical compound CCCOC1=CC=CC=C1OCCC XUIKECLBCZBUCM-UHFFFAOYSA-N 0.000 description 1
- PXNCJMOUZFENEM-UHFFFAOYSA-N 1,3-diethoxy-2,2-dimethylpropane Chemical compound CCOCC(C)(C)COCC PXNCJMOUZFENEM-UHFFFAOYSA-N 0.000 description 1
- QKDHQCKZCPYTOB-UHFFFAOYSA-N 1,3-diethoxypropan-2-ylbenzene Chemical compound CCOCC(COCC)C1=CC=CC=C1 QKDHQCKZCPYTOB-UHFFFAOYSA-N 0.000 description 1
- GZNWHBOGFCHVSF-UHFFFAOYSA-N 1,3-dimethoxy-2,2-dimethylpropane Chemical compound COCC(C)(C)COC GZNWHBOGFCHVSF-UHFFFAOYSA-N 0.000 description 1
- NOWCPSTWMDNKTI-UHFFFAOYSA-N 1,3-dimethoxypropan-2-ylcyclohexane Chemical compound COCC(COC)C1CCCCC1 NOWCPSTWMDNKTI-UHFFFAOYSA-N 0.000 description 1
- YDGNDCHPLHXQMK-UHFFFAOYSA-N 1-(1,3-dimethoxypropan-2-yl)-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene Chemical compound C1CCCC2C(C(COC)COC)CCCC21 YDGNDCHPLHXQMK-UHFFFAOYSA-N 0.000 description 1
- LDUUYUXZUXHPEU-UHFFFAOYSA-N 1-(1,3-dimethoxypropan-2-yl)-2-fluorobenzene Chemical compound COCC(COC)C1=CC=CC=C1F LDUUYUXZUXHPEU-UHFFFAOYSA-N 0.000 description 1
- NCTNEBZFFHGOIK-UHFFFAOYSA-N 1-(1,3-dimethoxypropan-2-yl)naphthalene Chemical compound C1=CC=C2C(C(COC)COC)=CC=CC2=C1 NCTNEBZFFHGOIK-UHFFFAOYSA-N 0.000 description 1
- IBSQPLPBRSHTTG-UHFFFAOYSA-N 1-chloro-2-methylbenzene Chemical compound CC1=CC=CC=C1Cl IBSQPLPBRSHTTG-UHFFFAOYSA-N 0.000 description 1
- HPFWUWXYBFOJAD-UHFFFAOYSA-N 1-chloro-4-(1,3-dimethoxypropan-2-yl)benzene Chemical compound COCC(COC)C1=CC=C(Cl)C=C1 HPFWUWXYBFOJAD-UHFFFAOYSA-N 0.000 description 1
- PUBYKMSPAJMOGX-UHFFFAOYSA-N 1-chloro-4-[2-(4-chlorophenyl)-1,3-dimethoxypropan-2-yl]benzene Chemical compound C=1C=C(Cl)C=CC=1C(COC)(COC)C1=CC=C(Cl)C=C1 PUBYKMSPAJMOGX-UHFFFAOYSA-N 0.000 description 1
- FSIUEUIQKOAXFZ-UHFFFAOYSA-N 1-ethoxy-2-hexoxybenzene Chemical compound CCCCCCOC1=CC=CC=C1OCC FSIUEUIQKOAXFZ-UHFFFAOYSA-N 0.000 description 1
- DUSHBKGOOQXNDT-UHFFFAOYSA-N 1-ethoxy-2-methoxy-3-methylbenzene Chemical compound CCOC1=CC=CC(C)=C1OC DUSHBKGOOQXNDT-UHFFFAOYSA-N 0.000 description 1
- FPYVISMMJWFRIB-UHFFFAOYSA-N 1-ethoxy-2-propoxybenzene Chemical compound CCCOC1=CC=CC=C1OCC FPYVISMMJWFRIB-UHFFFAOYSA-N 0.000 description 1
- OUPPKRIDJAMCCA-UHFFFAOYSA-N 1-methoxy-2-(methoxymethyl)-2,3-dimethylbutane Chemical compound COCC(C)(C(C)C)COC OUPPKRIDJAMCCA-UHFFFAOYSA-N 0.000 description 1
- ROSQVPGTZCDBOC-UHFFFAOYSA-N 1-methoxy-2-(methoxymethyl)-2,4-dimethylpentane Chemical compound COCC(C)(COC)CC(C)C ROSQVPGTZCDBOC-UHFFFAOYSA-N 0.000 description 1
- XAGXJWYEHBCLPN-UHFFFAOYSA-N 1-methoxy-2-(methoxymethyl)-2-methylbutane Chemical compound COCC(C)(CC)COC XAGXJWYEHBCLPN-UHFFFAOYSA-N 0.000 description 1
- NGMVWDKVVMVTTM-UHFFFAOYSA-N 1-methoxy-2-(methoxymethyl)-3-methylbutane Chemical compound COCC(C(C)C)COC NGMVWDKVVMVTTM-UHFFFAOYSA-N 0.000 description 1
- FDLMLTYTOFIPCK-UHFFFAOYSA-N 1-methoxy-2-(methoxymethyl)-3-methylpentane Chemical compound CCC(C)C(COC)COC FDLMLTYTOFIPCK-UHFFFAOYSA-N 0.000 description 1
- PPHMKLXXVBJEHR-UHFFFAOYSA-N 1-methoxy-2-(methoxymethyl)hexane Chemical compound CCCCC(COC)COC PPHMKLXXVBJEHR-UHFFFAOYSA-N 0.000 description 1
- YZEDLRIAPPHENY-UHFFFAOYSA-N 1-tert-butyl-4-(1,3-dimethoxypropan-2-yl)benzene Chemical compound COCC(COC)C1=CC=C(C(C)(C)C)C=C1 YZEDLRIAPPHENY-UHFFFAOYSA-N 0.000 description 1
- SDGKUVSVPIIUCF-UHFFFAOYSA-N 2,6-dimethylpiperidine Chemical compound CC1CCCC(C)N1 SDGKUVSVPIIUCF-UHFFFAOYSA-N 0.000 description 1
- QCCJUUZWWCHCPY-UHFFFAOYSA-N 2-(benzoyloxymethyl)butyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(CC)COC(=O)C1=CC=CC=C1 QCCJUUZWWCHCPY-UHFFFAOYSA-N 0.000 description 1
- AYHZIFGWOPQPID-UHFFFAOYSA-N 2-(benzoyloxymethyl)hexyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(CCCC)COC(=O)C1=CC=CC=C1 AYHZIFGWOPQPID-UHFFFAOYSA-N 0.000 description 1
- MSFBANCBVHDEJG-UHFFFAOYSA-N 2-(benzoyloxymethyl)pentyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(CCC)COC(=O)C1=CC=CC=C1 MSFBANCBVHDEJG-UHFFFAOYSA-N 0.000 description 1
- QLMPLYVBVPBZFL-UHFFFAOYSA-N 2-methyl-3-(3,3,3-trifluoropropyl)butanedioic acid Chemical compound OC(=O)C(C)C(C(O)=O)CCC(F)(F)F QLMPLYVBVPBZFL-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- SBWACGDKPKXCRS-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,2,4,4-tetramethylpentane Chemical compound COCC(C(C)(C)C)(C(C)(C)C)COC SBWACGDKPKXCRS-UHFFFAOYSA-N 0.000 description 1
- FJZBADSJNSFVDO-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,4-dimethylpentane Chemical compound COCC(C(C)C)(C(C)C)COC FJZBADSJNSFVDO-UHFFFAOYSA-N 0.000 description 1
- HQNUJFYUNLLROO-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,6,10-trimethylundecane Chemical compound COCC(C(C)C)(COC)CCC(C)CCCC(C)C HQNUJFYUNLLROO-UHFFFAOYSA-N 0.000 description 1
- BHPDSAAGSUWVMP-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,6-dimethylheptane Chemical compound COCC(C(C)C)(COC)CCC(C)C BHPDSAAGSUWVMP-UHFFFAOYSA-N 0.000 description 1
- NDAOWAVNIYQCLK-UHFFFAOYSA-N 3,3-bis(methoxymethyl)heptane Chemical compound CCCCC(CC)(COC)COC NDAOWAVNIYQCLK-UHFFFAOYSA-N 0.000 description 1
- MHXGFZFAFFHXGF-UHFFFAOYSA-N 3-(1-benzoyloxyethyl)heptan-2-yl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)C(CCCC)C(C)OC(=O)C1=CC=CC=C1 MHXGFZFAFFHXGF-UHFFFAOYSA-N 0.000 description 1
- RLPHPVUQNDTZEO-UHFFFAOYSA-N 3-(1-benzoyloxyethyl)hexan-2-yl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)C(CCC)C(C)OC(=O)C1=CC=CC=C1 RLPHPVUQNDTZEO-UHFFFAOYSA-N 0.000 description 1
- SSEOOCRUUJYCKA-UHFFFAOYSA-N 3-benzoyloxypropyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCCOC(=O)C1=CC=CC=C1 SSEOOCRUUJYCKA-UHFFFAOYSA-N 0.000 description 1
- LULAYUGMBFYYEX-UHFFFAOYSA-M 3-chlorobenzoate Chemical compound [O-]C(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-M 0.000 description 1
- PYHOSWIHPZRHDU-UHFFFAOYSA-N 4,4-bis(butoxymethyl)-2,6-dimethylheptane Chemical compound CCCCOCC(CC(C)C)(CC(C)C)COCCCC PYHOSWIHPZRHDU-UHFFFAOYSA-N 0.000 description 1
- VVEYETJZOMJKNK-UHFFFAOYSA-N 4,4-bis(ethoxymethyl)-2,6-dimethylheptane Chemical compound CCOCC(CC(C)C)(CC(C)C)COCC VVEYETJZOMJKNK-UHFFFAOYSA-N 0.000 description 1
- LBLBZVROWJKOOY-UHFFFAOYSA-N 4,4-bis(methoxymethyl)-2,2,6,6-tetramethylheptane Chemical compound COCC(COC)(CC(C)(C)C)CC(C)(C)C LBLBZVROWJKOOY-UHFFFAOYSA-N 0.000 description 1
- LOGBQWSMOBPZEA-UHFFFAOYSA-N 4,4-bis(methoxymethyl)-3,5-dimethylheptane Chemical compound CCC(C)C(COC)(COC)C(C)CC LOGBQWSMOBPZEA-UHFFFAOYSA-N 0.000 description 1
- WOLQDDKBJWHVQK-UHFFFAOYSA-N 4,4-bis(methoxymethyl)heptane Chemical compound CCCC(CCC)(COC)COC WOLQDDKBJWHVQK-UHFFFAOYSA-N 0.000 description 1
- QADXJCSDQCVCIS-UHFFFAOYSA-N 4-(fluoromethyl)benzoic acid Chemical compound OC(=O)C1=CC=C(CF)C=C1 QADXJCSDQCVCIS-UHFFFAOYSA-N 0.000 description 1
- JKKDDLAPNLMFHW-UHFFFAOYSA-N 4-benzoyloxypentan-2-yl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)CC(C)OC(=O)C1=CC=CC=C1 JKKDDLAPNLMFHW-UHFFFAOYSA-N 0.000 description 1
- CWVKCYDPJZCDMC-UHFFFAOYSA-N 4-ethyl-1-methoxy-2-(methoxymethyl)-2-methyloctane Chemical compound CCCCC(CC)CC(C)(COC)COC CWVKCYDPJZCDMC-UHFFFAOYSA-N 0.000 description 1
- VIJVFTUOJNTXCA-UHFFFAOYSA-N 4-ethyl-1-methoxy-2-(methoxymethyl)octane Chemical compound CCCCC(CC)CC(COC)COC VIJVFTUOJNTXCA-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- ONEHAPZYTRVOID-UHFFFAOYSA-N 4-tert-butyl-1,2-diethoxybenzene Chemical compound CCOC1=CC=C(C(C)(C)C)C=C1OCC ONEHAPZYTRVOID-UHFFFAOYSA-N 0.000 description 1
- DNZXTVCIOVBBGV-UHFFFAOYSA-N 5,5-bis(methoxymethyl)-2,8-dimethylnonane Chemical compound CC(C)CCC(COC)(CCC(C)C)COC DNZXTVCIOVBBGV-UHFFFAOYSA-N 0.000 description 1
- UVQQTFQRAHCBRG-UHFFFAOYSA-N 5-tert-butyl-2-ethoxy-1-fluoro-3-(3-methylbutoxy)benzene Chemical compound CCOC1=C(F)C=C(C(C)(C)C)C=C1OCCC(C)C UVQQTFQRAHCBRG-UHFFFAOYSA-N 0.000 description 1
- ZGHNQOOXLQKDSD-UHFFFAOYSA-N 6,6-bis(methoxymethyl)tridecane Chemical compound CCCCCCCC(COC)(COC)CCCCC ZGHNQOOXLQKDSD-UHFFFAOYSA-N 0.000 description 1
- UUTVYQXRYPIZSI-UHFFFAOYSA-N 6,7-diethoxy-1,2,3,4-tetrahydronaphthalene Chemical compound C1CCCC2=C1C=C(OCC)C(OCC)=C2 UUTVYQXRYPIZSI-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- DIIBKRMXGWVXFH-UHFFFAOYSA-N C(CCC)C1=CC=C(C(=O)OC(CC(C(C)C)O)C(C)C)C=C1 Chemical compound C(CCC)C1=CC=C(C(=O)OC(CC(C(C)C)O)C(C)C)C=C1 DIIBKRMXGWVXFH-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 229910007926 ZrCl Inorganic materials 0.000 description 1
- JKKDDLAPNLMFHW-HUUCEWRRSA-N [(2r,4r)-4-benzoyloxypentan-2-yl] benzoate Chemical compound O([C@H](C)C[C@@H](C)OC(=O)C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 JKKDDLAPNLMFHW-HUUCEWRRSA-N 0.000 description 1
- JKKDDLAPNLMFHW-GJZGRUSLSA-N [(2s,4s)-4-benzoyloxypentan-2-yl] benzoate Chemical compound O([C@@H](C)C[C@H](C)OC(=O)C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 JKKDDLAPNLMFHW-GJZGRUSLSA-N 0.000 description 1
- MOPMQHZBNQGXMO-OAQYLSRUSA-N [(3r)-3-benzoyloxy-3-phenylpropyl] benzoate Chemical compound O([C@H](CCOC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 MOPMQHZBNQGXMO-OAQYLSRUSA-N 0.000 description 1
- MOPMQHZBNQGXMO-NRFANRHFSA-N [(3s)-3-benzoyloxy-3-phenylpropyl] benzoate Chemical compound O([C@@H](CCOC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 MOPMQHZBNQGXMO-NRFANRHFSA-N 0.000 description 1
- VDZDYDLIDXQASZ-UHFFFAOYSA-N [1-cyclohexyl-3-methoxy-2-(methoxymethyl)propan-2-yl]cyclohexane Chemical compound C1CCCCC1C(COC)(COC)CC1CCCCC1 VDZDYDLIDXQASZ-UHFFFAOYSA-N 0.000 description 1
- JETMLJKJBUJCAT-UHFFFAOYSA-N [1-ethoxy-2-(ethoxymethyl)pentan-2-yl]cyclohexane Chemical compound CCOCC(CCC)(COCC)C1CCCCC1 JETMLJKJBUJCAT-UHFFFAOYSA-N 0.000 description 1
- PQIDFVXMOZQINS-UHFFFAOYSA-N [1-methoxy-2-(methoxymethyl)-3-methylbutan-2-yl]cyclohexane Chemical compound COCC(COC)(C(C)C)C1CCCCC1 PQIDFVXMOZQINS-UHFFFAOYSA-N 0.000 description 1
- XMYDKOZNENQEHO-UHFFFAOYSA-N [1-methoxy-2-(methoxymethyl)-3-methylbutan-2-yl]cyclopentane Chemical compound COCC(COC)(C(C)C)C1CCCC1 XMYDKOZNENQEHO-UHFFFAOYSA-N 0.000 description 1
- PANICDZDKRVJIN-UHFFFAOYSA-N [1-methoxy-2-(methoxymethyl)pentan-2-yl]cyclopentane Chemical compound CCCC(COC)(COC)C1CCCC1 PANICDZDKRVJIN-UHFFFAOYSA-N 0.000 description 1
- HLXKHZZBHUAIQI-UHFFFAOYSA-N [2,2-bis(methoxymethyl)-3-methylbutyl]cyclohexane Chemical compound COCC(COC)(C(C)C)CC1CCCCC1 HLXKHZZBHUAIQI-UHFFFAOYSA-N 0.000 description 1
- MHINDALNGAAJFD-UHFFFAOYSA-N [2-(benzoyloxymethyl)-2-ethylbutyl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(CC)(CC)COC(=O)C1=CC=CC=C1 MHINDALNGAAJFD-UHFFFAOYSA-N 0.000 description 1
- BBPFNSOFNCUVAQ-UHFFFAOYSA-N [2-(benzoyloxymethyl)-2-ethylhexyl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(CC)(CCCC)COC(=O)C1=CC=CC=C1 BBPFNSOFNCUVAQ-UHFFFAOYSA-N 0.000 description 1
- LDAGCYWQGXNHBV-UHFFFAOYSA-N [2-(benzoyloxymethyl)-2-methylbutyl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(CC)COC(=O)C1=CC=CC=C1 LDAGCYWQGXNHBV-UHFFFAOYSA-N 0.000 description 1
- TXSUBURDQLTEBW-UHFFFAOYSA-N [2-(benzoyloxymethyl)-2-methylpentyl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(CCC)COC(=O)C1=CC=CC=C1 TXSUBURDQLTEBW-UHFFFAOYSA-N 0.000 description 1
- PFJUKAARZKNGSC-UHFFFAOYSA-N [2-(benzoyloxymethyl)-3,3-dimethoxypropyl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C(OC)OC)COC(=O)C1=CC=CC=C1 PFJUKAARZKNGSC-UHFFFAOYSA-N 0.000 description 1
- QHHITAWUQHIXFZ-UHFFFAOYSA-N [2-(benzoyloxymethyl)-4-methyl-2-(2-methylpropyl)pentyl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(CC(C)C)(CC(C)C)COC(=O)C1=CC=CC=C1 QHHITAWUQHIXFZ-UHFFFAOYSA-N 0.000 description 1
- GMIJLGFPOXCNBC-UHFFFAOYSA-N [2-(benzoyloxymethyl)-5-methyl-2-propan-2-ylhexyl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C(C)C)(CCC(C)C)COC(=O)C1=CC=CC=C1 GMIJLGFPOXCNBC-UHFFFAOYSA-N 0.000 description 1
- ZVGIBQMBZHWERX-UHFFFAOYSA-N [2-(cyclohexylmethyl)-3-methoxy-2-(methoxymethyl)propyl]cyclohexane Chemical compound C1CCCCC1CC(COC)(COC)CC1CCCCC1 ZVGIBQMBZHWERX-UHFFFAOYSA-N 0.000 description 1
- HCTBWEWZQSOZAZ-UHFFFAOYSA-N [2-[(4-chlorobenzoyl)oxymethyl]-5-methyl-2-propan-2-ylhexyl] 4-chlorobenzoate Chemical compound C=1C=C(Cl)C=CC=1C(=O)OCC(C(C)C)(CCC(C)C)COC(=O)C1=CC=C(Cl)C=C1 HCTBWEWZQSOZAZ-UHFFFAOYSA-N 0.000 description 1
- ATWOQSWGXYCABE-UHFFFAOYSA-N [2-[(4-methoxybenzoyl)oxymethyl]-5-methyl-2-propan-2-ylhexyl] 4-methoxybenzoate Chemical compound C1=CC(OC)=CC=C1C(=O)OCC(CCC(C)C)(C(C)C)COC(=O)C1=CC=C(OC)C=C1 ATWOQSWGXYCABE-UHFFFAOYSA-N 0.000 description 1
- URYLLQVLNOEEBA-UHFFFAOYSA-N [2-benzyl-3-methoxy-2-(methoxymethyl)propyl]benzene Chemical compound C=1C=CC=CC=1CC(COC)(COC)CC1=CC=CC=C1 URYLLQVLNOEEBA-UHFFFAOYSA-N 0.000 description 1
- WDINQFCMBGFZCN-UHFFFAOYSA-N [3-(1-benzoyloxyethyl)-3-methylheptan-2-yl] benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C)C(C)(CCCC)C(C)OC(=O)C1=CC=CC=C1 WDINQFCMBGFZCN-UHFFFAOYSA-N 0.000 description 1
- WVEZHRZEAFZJOI-UHFFFAOYSA-N [3-methoxy-2-(methoxymethyl)-1-phenylpropyl]benzene Chemical compound C=1C=CC=CC=1C(C(COC)COC)C1=CC=CC=C1 WVEZHRZEAFZJOI-UHFFFAOYSA-N 0.000 description 1
- UKEUPAFEWAEVGQ-UHFFFAOYSA-N [3-methoxy-2-(methoxymethyl)-2-methylpropyl]benzene Chemical compound COCC(C)(COC)CC1=CC=CC=C1 UKEUPAFEWAEVGQ-UHFFFAOYSA-N 0.000 description 1
- MCWQBHCGHYCRCN-UHFFFAOYSA-N [4-ethoxy-3-(ethoxymethyl)-2-methylbutan-2-yl]benzene Chemical compound CCOCC(COCC)C(C)(C)C1=CC=CC=C1 MCWQBHCGHYCRCN-UHFFFAOYSA-N 0.000 description 1
- JXQCBJLNEGKSCN-UHFFFAOYSA-N [4-methoxy-3-(methoxymethyl)butyl]benzene Chemical compound COCC(COC)CCC1=CC=CC=C1 JXQCBJLNEGKSCN-UHFFFAOYSA-N 0.000 description 1
- AWLBWJXVYGYRNY-UHFFFAOYSA-N [4-methoxy-3-(methoxymethyl)butyl]cyclohexane Chemical compound COCC(COC)CCC1CCCCC1 AWLBWJXVYGYRNY-UHFFFAOYSA-N 0.000 description 1
- IFKPQKNFYPMKNL-UHFFFAOYSA-N [5-cyclohexyl-3,3-bis(methoxymethyl)pentyl]cyclohexane Chemical compound C1CCCCC1CCC(COC)(COC)CCC1CCCCC1 IFKPQKNFYPMKNL-UHFFFAOYSA-N 0.000 description 1
- OGHCQCDSLSLOLI-UHFFFAOYSA-N [5-methyl-2-[(4-methylbenzoyl)oxymethyl]-2-propan-2-ylhexyl] 4-methylbenzoate Chemical compound C=1C=C(C)C=CC=1C(=O)OCC(C(C)C)(CCC(C)C)COC(=O)C1=CC=C(C)C=C1 OGHCQCDSLSLOLI-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 150000005224 alkoxybenzenes Chemical class 0.000 description 1
- 125000005248 alkyl aryloxy group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005012 alkyl thioether group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- 150000004832 aryl thioethers Chemical class 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical class ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- QUDBBDCPTRJFBN-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,2,3,3-tetraethylbutanedioate Chemical compound CC(C)(C)COC(=O)C(CC)(CC)C(CC)(CC)C(=O)OCC(C)(C)C QUDBBDCPTRJFBN-UHFFFAOYSA-N 0.000 description 1
- NTSQNNFDYDLZMB-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,2,3,3-tetrapropylbutanedioate Chemical compound CC(C)(C)COC(=O)C(CCC)(CCC)C(CCC)(CCC)C(=O)OCC(C)(C)C NTSQNNFDYDLZMB-UHFFFAOYSA-N 0.000 description 1
- MWUYMQAMDHATQO-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,2-di(butan-2-yl)-3-methylbutanedioate Chemical compound CC(C)(C)COC(=O)C(C(C)CC)(C(C)CC)C(C)C(=O)OCC(C)(C)C MWUYMQAMDHATQO-UHFFFAOYSA-N 0.000 description 1
- ADZFLDKHGVEWSL-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-bis(2,2-dimethylpropyl)butanedioate Chemical compound CC(C)(C)COC(=O)C(CC(C)(C)C)C(CC(C)(C)C)C(=O)OCC(C)(C)C ADZFLDKHGVEWSL-UHFFFAOYSA-N 0.000 description 1
- KVVLNQWMOPCXGX-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-bis(2-ethylbutyl)butanedioate Chemical compound CC(C)(C)COC(=O)C(CC(CC)CC)C(CC(CC)CC)C(=O)OCC(C)(C)C KVVLNQWMOPCXGX-UHFFFAOYSA-N 0.000 description 1
- QUFGYPAARDNDHT-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-bis(2-methylpropyl)butanedioate Chemical compound CC(C)(C)COC(=O)C(CC(C)C)C(CC(C)C)C(=O)OCC(C)(C)C QUFGYPAARDNDHT-UHFFFAOYSA-N 0.000 description 1
- XKDYVQSIMRWTTJ-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-bis(3,3,3-trifluoropropyl)butanedioate Chemical compound CC(C)(C)COC(=O)C(CCC(F)(F)F)C(CCC(F)(F)F)C(=O)OCC(C)(C)C XKDYVQSIMRWTTJ-UHFFFAOYSA-N 0.000 description 1
- YEXQXPUBFDSHBM-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-bis(3-methylbutyl)butanedioate Chemical compound CC(C)(C)COC(=O)C(CCC(C)C)C(CCC(C)C)C(=O)OCC(C)(C)C YEXQXPUBFDSHBM-UHFFFAOYSA-N 0.000 description 1
- AGTSNOQZSOUYNZ-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-bis(trimethylsilyl)butanedioate Chemical compound CC(C)(C)COC(=O)C([Si](C)(C)C)C([Si](C)(C)C)C(=O)OCC(C)(C)C AGTSNOQZSOUYNZ-UHFFFAOYSA-N 0.000 description 1
- HJCDVOQEOGWEHT-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-di(propan-2-yl)butanedioate Chemical compound CC(C)(C)COC(=O)C(C(C)C)C(C(C)C)C(=O)OCC(C)(C)C HJCDVOQEOGWEHT-UHFFFAOYSA-N 0.000 description 1
- AHIVTSBZAJNNSY-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-dibenzylbutanedioate Chemical compound C=1C=CC=CC=1CC(C(=O)OCC(C)(C)C)C(C(=O)OCC(C)(C)C)CC1=CC=CC=C1 AHIVTSBZAJNNSY-UHFFFAOYSA-N 0.000 description 1
- YBWCYSSKNNUPSB-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-dicyclohexyl-2-methylbutanedioate Chemical compound C1CCCCC1C(C)(C(=O)OCC(C)(C)C)C(C(=O)OCC(C)(C)C)C1CCCCC1 YBWCYSSKNNUPSB-UHFFFAOYSA-N 0.000 description 1
- DWUFAQDGSLVPKB-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-diethyl-2,3-di(propan-2-yl)butanedioate Chemical compound CC(C)(C)COC(=O)C(C(C)C)(CC)C(CC)(C(C)C)C(=O)OCC(C)(C)C DWUFAQDGSLVPKB-UHFFFAOYSA-N 0.000 description 1
- LLPRMYMBSZDYGM-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-diethyl-2-propan-2-ylbutanedioate Chemical compound CC(C)(C)COC(=O)C(CC)C(CC)(C(C)C)C(=O)OCC(C)(C)C LLPRMYMBSZDYGM-UHFFFAOYSA-N 0.000 description 1
- AQERQEBTYYCSSF-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2,3-ditert-butylbutanedioate Chemical compound CC(C)(C)COC(=O)C(C(C)(C)C)C(C(C)(C)C)C(=O)OCC(C)(C)C AQERQEBTYYCSSF-UHFFFAOYSA-N 0.000 description 1
- PSNDCTLJSRLBGU-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-(2-methylpropyl)-3-propan-2-ylbutanedioate Chemical compound CC(C)(C)COC(=O)C(CC(C)C)C(C(C)C)C(=O)OCC(C)(C)C PSNDCTLJSRLBGU-UHFFFAOYSA-N 0.000 description 1
- BQIMQFCZEGDNOR-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-(9h-fluoren-9-yl)butanedioate Chemical compound C1=CC=C2C(C(CC(=O)OCC(C)(C)C)C(=O)OCC(C)(C)C)C3=CC=CC=C3C2=C1 BQIMQFCZEGDNOR-UHFFFAOYSA-N 0.000 description 1
- QYQKMOKDUKLTLW-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-(cyclohexylmethyl)-3-propylbutanedioate Chemical compound CC(C)(C)COC(=O)C(CCC)C(C(=O)OCC(C)(C)C)CC1CCCCC1 QYQKMOKDUKLTLW-UHFFFAOYSA-N 0.000 description 1
- HMVJOAQUCKNDSY-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-cyclohexyl-3-(3-methylbutyl)butanedioate Chemical compound CC(C)(C)COC(=O)C(CCC(C)C)C(C(=O)OCC(C)(C)C)C1CCCCC1 HMVJOAQUCKNDSY-UHFFFAOYSA-N 0.000 description 1
- WBVSZQNNFNNKNE-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-cyclohexyl-3-cyclopentylbutanedioate Chemical compound C1CCCC1C(C(=O)OCC(C)(C)C)C(C(=O)OCC(C)(C)C)C1CCCCC1 WBVSZQNNFNNKNE-UHFFFAOYSA-N 0.000 description 1
- BAZZQSBBKHVYMW-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-cyclohexyl-3-propan-2-ylbutanedioate Chemical compound CC(C)(C)COC(=O)C(C(C)C)C(C(=O)OCC(C)(C)C)C1CCCCC1 BAZZQSBBKHVYMW-UHFFFAOYSA-N 0.000 description 1
- CHKMRSWCGNKKNL-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-methyl-2,3-di(propan-2-yl)butanedioate Chemical compound CC(C)(C)COC(=O)C(C(C)C)C(C)(C(C)C)C(=O)OCC(C)(C)C CHKMRSWCGNKKNL-UHFFFAOYSA-N 0.000 description 1
- QECDDNNNAPQZAO-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 2-tert-butyl-3-propan-2-ylbutanedioate Chemical compound CC(C)(C)COC(=O)C(C(C)C)C(C(=O)OCC(C)(C)C)C(C)(C)C QECDDNNNAPQZAO-UHFFFAOYSA-N 0.000 description 1
- HIKKMVSELHUPKX-UHFFFAOYSA-N bis(2-methylpropyl) 2,2,3,3-tetraethylbutanedioate Chemical compound CC(C)COC(=O)C(CC)(CC)C(CC)(CC)C(=O)OCC(C)C HIKKMVSELHUPKX-UHFFFAOYSA-N 0.000 description 1
- FOIOGNLWKSKSQI-UHFFFAOYSA-N bis(2-methylpropyl) 2,2,3,3-tetramethylbutanedioate Chemical compound CC(C)COC(=O)C(C)(C)C(C)(C)C(=O)OCC(C)C FOIOGNLWKSKSQI-UHFFFAOYSA-N 0.000 description 1
- DMLFWXOETYRYHG-UHFFFAOYSA-N bis(2-methylpropyl) 2,2,3,3-tetrapropylbutanedioate Chemical compound CC(C)COC(=O)C(CCC)(CCC)C(CCC)(CCC)C(=O)OCC(C)C DMLFWXOETYRYHG-UHFFFAOYSA-N 0.000 description 1
- MPSAWYFEZAJHLR-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-bis(2,2-dimethylpropyl)butanedioate Chemical compound CC(C)COC(=O)C(CC(C)(C)C)C(CC(C)(C)C)C(=O)OCC(C)C MPSAWYFEZAJHLR-UHFFFAOYSA-N 0.000 description 1
- WFHCCDLIXQAXOQ-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-bis(2-ethylbutyl)butanedioate Chemical compound CC(C)COC(=O)C(CC(CC)CC)C(CC(CC)CC)C(=O)OCC(C)C WFHCCDLIXQAXOQ-UHFFFAOYSA-N 0.000 description 1
- DDWHJIMIJMGZSD-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-bis(3,3,3-trifluoropropyl)butanedioate Chemical compound CC(C)COC(=O)C(CCC(F)(F)F)C(CCC(F)(F)F)C(=O)OCC(C)C DDWHJIMIJMGZSD-UHFFFAOYSA-N 0.000 description 1
- QHMBXAPRKPBMRN-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-bis(3-methylbutyl)butanedioate Chemical compound CC(C)COC(=O)C(CCC(C)C)C(CCC(C)C)C(=O)OCC(C)C QHMBXAPRKPBMRN-UHFFFAOYSA-N 0.000 description 1
- XIMXXYWKUCJZNZ-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-bis(cyclohexylmethyl)butanedioate Chemical compound C1CCCCC1CC(C(=O)OCC(C)C)C(C(=O)OCC(C)C)CC1CCCCC1 XIMXXYWKUCJZNZ-UHFFFAOYSA-N 0.000 description 1
- ABCNPUTWMIHBMW-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-bis(trimethylsilyl)butanedioate Chemical compound CC(C)COC(=O)C([Si](C)(C)C)C([Si](C)(C)C)C(=O)OCC(C)C ABCNPUTWMIHBMW-UHFFFAOYSA-N 0.000 description 1
- WNVMVIYFKFGESM-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-di(propan-2-yl)butanedioate Chemical compound CC(C)COC(=O)C(C(C)C)C(C(C)C)C(=O)OCC(C)C WNVMVIYFKFGESM-UHFFFAOYSA-N 0.000 description 1
- DGUHDCPCYIQFHO-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-dibenzylbutanedioate Chemical compound C=1C=CC=CC=1CC(C(=O)OCC(C)C)C(C(=O)OCC(C)C)CC1=CC=CC=C1 DGUHDCPCYIQFHO-UHFFFAOYSA-N 0.000 description 1
- WXZPTYMAKLPJMV-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-dicyclohexyl-2-methylbutanedioate Chemical compound C1CCCCC1C(C)(C(=O)OCC(C)C)C(C(=O)OCC(C)C)C1CCCCC1 WXZPTYMAKLPJMV-UHFFFAOYSA-N 0.000 description 1
- YNNNGCCXXKAYNT-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-diethyl-2,3-di(propan-2-yl)butanedioate Chemical compound CC(C)COC(=O)C(C(C)C)(CC)C(CC)(C(C)C)C(=O)OCC(C)C YNNNGCCXXKAYNT-UHFFFAOYSA-N 0.000 description 1
- WMQDUNPHMQJCQI-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-diethyl-2-propan-2-ylbutanedioate Chemical compound CC(C)COC(=O)C(CC)C(CC)(C(C)C)C(=O)OCC(C)C WMQDUNPHMQJCQI-UHFFFAOYSA-N 0.000 description 1
- ZNMIGSMSMLEKGI-UHFFFAOYSA-N bis(2-methylpropyl) 2,3-dipropylbutanedioate Chemical compound CC(C)COC(=O)C(CCC)C(CCC)C(=O)OCC(C)C ZNMIGSMSMLEKGI-UHFFFAOYSA-N 0.000 description 1
- JAUSKWNHOZOPTA-UHFFFAOYSA-N bis(2-methylpropyl) 2-(2-methylpropyl)-3-propan-2-ylbutanedioate Chemical compound CC(C)COC(=O)C(CC(C)C)C(C(C)C)C(=O)OCC(C)C JAUSKWNHOZOPTA-UHFFFAOYSA-N 0.000 description 1
- ANSFQAQYKMGMNE-UHFFFAOYSA-N bis(2-methylpropyl) 2-(9h-fluoren-9-yl)butanedioate Chemical compound C1=CC=C2C(C(CC(=O)OCC(C)C)C(=O)OCC(C)C)C3=CC=CC=C3C2=C1 ANSFQAQYKMGMNE-UHFFFAOYSA-N 0.000 description 1
- NDLSSQUIZNPTRG-UHFFFAOYSA-N bis(2-methylpropyl) 2-(cyclohexylmethyl)-3-propylbutanedioate Chemical compound CC(C)COC(=O)C(CCC)C(C(=O)OCC(C)C)CC1CCCCC1 NDLSSQUIZNPTRG-UHFFFAOYSA-N 0.000 description 1
- IZRMHOBHZLCABV-UHFFFAOYSA-N bis(2-methylpropyl) 2-butan-2-yl-3-methylbutanedioate Chemical compound CC(C)COC(=O)C(C(C)CC)C(C)C(=O)OCC(C)C IZRMHOBHZLCABV-UHFFFAOYSA-N 0.000 description 1
- VGOZVSRBAQBJNQ-UHFFFAOYSA-N bis(2-methylpropyl) 2-cyclohexyl-3-cyclopentylbutanedioate Chemical compound C1CCCC1C(C(=O)OCC(C)C)C(C(=O)OCC(C)C)C1CCCCC1 VGOZVSRBAQBJNQ-UHFFFAOYSA-N 0.000 description 1
- WNEPUWJGDDGVJV-UHFFFAOYSA-N bis(2-methylpropyl) 2-cyclohexyl-3-propan-2-ylbutanedioate Chemical compound CC(C)COC(=O)C(C(C)C)C(C(=O)OCC(C)C)C1CCCCC1 WNEPUWJGDDGVJV-UHFFFAOYSA-N 0.000 description 1
- HSLLCWNHQWGGHZ-UHFFFAOYSA-N bis(2-methylpropyl) 2-methyl-2,3-di(propan-2-yl)butanedioate Chemical compound CC(C)COC(=O)C(C(C)C)C(C)(C(C)C)C(=O)OCC(C)C HSLLCWNHQWGGHZ-UHFFFAOYSA-N 0.000 description 1
- JOWQRCCPCPOILK-UHFFFAOYSA-N bis(2-methylpropyl) 2-methyl-3-(3,3,3-trifluoropropyl)butanedioate Chemical compound CC(C)COC(=O)C(C)C(CCC(F)(F)F)C(=O)OCC(C)C JOWQRCCPCPOILK-UHFFFAOYSA-N 0.000 description 1
- QRHGUAKLTIIJEC-UHFFFAOYSA-N bis(2-methylpropyl) 2-tert-butyl-3-propan-2-ylbutanedioate Chemical compound CC(C)COC(=O)C(C(C)C)C(C(C)(C)C)C(=O)OCC(C)C QRHGUAKLTIIJEC-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001804 chlorine Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical group 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- YRMPTIHEUZLTDO-UHFFFAOYSA-N cyclopentyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C1CCCC1 YRMPTIHEUZLTDO-UHFFFAOYSA-N 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- 125000005266 diarylamine group Chemical group 0.000 description 1
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 1
- YPENMAABQGWRBR-UHFFFAOYSA-N dibutyl(dimethoxy)silane Chemical compound CCCC[Si](OC)(OC)CCCC YPENMAABQGWRBR-UHFFFAOYSA-N 0.000 description 1
- 150000004816 dichlorobenzenes Chemical class 0.000 description 1
- UMNKXPULIDJLSU-UHFFFAOYSA-N dichlorofluoromethane Chemical compound FC(Cl)Cl UMNKXPULIDJLSU-UHFFFAOYSA-N 0.000 description 1
- 229940099364 dichlorofluoromethane Drugs 0.000 description 1
- OZDDMYZVHZPZJS-UHFFFAOYSA-N diethyl 2,2,3,3-tetraethylbutanedioate Chemical compound CCOC(=O)C(CC)(CC)C(CC)(CC)C(=O)OCC OZDDMYZVHZPZJS-UHFFFAOYSA-N 0.000 description 1
- DRVYAVWIBGKJNA-UHFFFAOYSA-N diethyl 2,2,3,3-tetramethylbutanedioate Chemical compound CCOC(=O)C(C)(C)C(C)(C)C(=O)OCC DRVYAVWIBGKJNA-UHFFFAOYSA-N 0.000 description 1
- ZNLCVPWTHDWROY-UHFFFAOYSA-N diethyl 2,2,3,3-tetrapropylbutanedioate Chemical compound CCOC(=O)C(CCC)(CCC)C(CCC)(CCC)C(=O)OCC ZNLCVPWTHDWROY-UHFFFAOYSA-N 0.000 description 1
- YCYHZGIPKZHEEL-UHFFFAOYSA-N diethyl 2,3-bis(2,2-dimethylpropyl)butanedioate Chemical compound CCOC(=O)C(CC(C)(C)C)C(CC(C)(C)C)C(=O)OCC YCYHZGIPKZHEEL-UHFFFAOYSA-N 0.000 description 1
- ZEKAIFREAFGGIC-UHFFFAOYSA-N diethyl 2,3-bis(2-ethylbutyl)butanedioate Chemical compound CCOC(=O)C(CC(CC)CC)C(CC(CC)CC)C(=O)OCC ZEKAIFREAFGGIC-UHFFFAOYSA-N 0.000 description 1
- AVLHXEDOBYYTGV-UHFFFAOYSA-N diethyl 2,3-bis(2-methylpropyl)butanedioate Chemical compound CCOC(=O)C(CC(C)C)C(CC(C)C)C(=O)OCC AVLHXEDOBYYTGV-UHFFFAOYSA-N 0.000 description 1
- FITPXUCDWCINLG-UHFFFAOYSA-N diethyl 2,3-bis(cyclohexylmethyl)butanedioate Chemical compound C1CCCCC1CC(C(=O)OCC)C(C(=O)OCC)CC1CCCCC1 FITPXUCDWCINLG-UHFFFAOYSA-N 0.000 description 1
- OTUNNRWESSPIBH-UHFFFAOYSA-N diethyl 2,3-bis(trimethylsilyl)butanedioate Chemical compound CCOC(=O)C([Si](C)(C)C)C([Si](C)(C)C)C(=O)OCC OTUNNRWESSPIBH-UHFFFAOYSA-N 0.000 description 1
- UIZHEHICSUOPQL-UHFFFAOYSA-N diethyl 2,3-dibenzylbutanedioate Chemical compound C=1C=CC=CC=1CC(C(=O)OCC)C(C(=O)OCC)CC1=CC=CC=C1 UIZHEHICSUOPQL-UHFFFAOYSA-N 0.000 description 1
- NGYVWDKTEXNEAK-UHFFFAOYSA-N diethyl 2,3-dicyclohexyl-2-methylbutanedioate Chemical compound C1CCCCC1C(C)(C(=O)OCC)C(C(=O)OCC)C1CCCCC1 NGYVWDKTEXNEAK-UHFFFAOYSA-N 0.000 description 1
- MTFYCMNQWCTXII-UHFFFAOYSA-N diethyl 2,3-diethyl-2,3-di(propan-2-yl)butanedioate Chemical compound CCOC(=O)C(CC)(C(C)C)C(CC)(C(C)C)C(=O)OCC MTFYCMNQWCTXII-UHFFFAOYSA-N 0.000 description 1
- DQNUPKXJISAAFG-UHFFFAOYSA-N diethyl 2,3-diethyl-2-propan-2-ylbutanedioate Chemical compound CCOC(=O)C(CC)C(CC)(C(C)C)C(=O)OCC DQNUPKXJISAAFG-UHFFFAOYSA-N 0.000 description 1
- ZUCVTIPWILNAMK-UHFFFAOYSA-N diethyl 2,3-ditert-butylbutanedioate Chemical compound CCOC(=O)C(C(C)(C)C)C(C(C)(C)C)C(=O)OCC ZUCVTIPWILNAMK-UHFFFAOYSA-N 0.000 description 1
- CJTCCDQONNMHTP-UHFFFAOYSA-N diethyl 2-(2-methylpropyl)-3-propan-2-ylbutanedioate Chemical compound CCOC(=O)C(CC(C)C)C(C(C)C)C(=O)OCC CJTCCDQONNMHTP-UHFFFAOYSA-N 0.000 description 1
- XJRRVTBMSAGXGY-UHFFFAOYSA-N diethyl 2-(9h-fluoren-9-yl)butanedioate Chemical compound C1=CC=C2C(C(CC(=O)OCC)C(=O)OCC)C3=CC=CC=C3C2=C1 XJRRVTBMSAGXGY-UHFFFAOYSA-N 0.000 description 1
- AWZPABKHBNKEKR-UHFFFAOYSA-N diethyl 2-butan-2-yl-3-methylbutanedioate Chemical compound CCOC(=O)C(C)C(C(C)CC)C(=O)OCC AWZPABKHBNKEKR-UHFFFAOYSA-N 0.000 description 1
- RKYAIEFZJCCTFW-UHFFFAOYSA-N diethyl 2-cyclohexyl-3-(3-methylbutyl)butanedioate Chemical compound CCOC(=O)C(CCC(C)C)C(C(=O)OCC)C1CCCCC1 RKYAIEFZJCCTFW-UHFFFAOYSA-N 0.000 description 1
- VCDQCWPPWOKHRK-UHFFFAOYSA-N diethyl 2-cyclohexyl-3-cyclopentylbutanedioate Chemical compound C1CCCC1C(C(=O)OCC)C(C(=O)OCC)C1CCCCC1 VCDQCWPPWOKHRK-UHFFFAOYSA-N 0.000 description 1
- HRQCCDRWTZGQDE-UHFFFAOYSA-N diethyl 2-cyclohexyl-3-propan-2-ylbutanedioate Chemical compound CCOC(=O)C(C(C)C)C(C(=O)OCC)C1CCCCC1 HRQCCDRWTZGQDE-UHFFFAOYSA-N 0.000 description 1
- LNJFNANUELFZBL-UHFFFAOYSA-N diethyl 2-methyl-2,3-di(propan-2-yl)butanedioate Chemical compound CCOC(=O)C(C(C)C)C(C)(C(C)C)C(=O)OCC LNJFNANUELFZBL-UHFFFAOYSA-N 0.000 description 1
- GEVHQTAWODKPAI-UHFFFAOYSA-N diethyl 2-methyl-3-(3,3,3-trifluoropropyl)butanedioate Chemical compound CCOC(=O)C(C)C(CCC(F)(F)F)C(=O)OCC GEVHQTAWODKPAI-UHFFFAOYSA-N 0.000 description 1
- PDDRPHDGSQRRJM-UHFFFAOYSA-N diethyl 2-tert-butyl-3-propan-2-ylbutanedioate Chemical compound CCOC(=O)C(C(C)C)C(C(C)(C)C)C(=O)OCC PDDRPHDGSQRRJM-UHFFFAOYSA-N 0.000 description 1
- HXUSPLIAARMGEV-UHFFFAOYSA-N diethyl bicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate Chemical compound C1CC2C(C(=O)OCC)=C(C(=O)OCC)C1C2 HXUSPLIAARMGEV-UHFFFAOYSA-N 0.000 description 1
- ZTUZDYWYNQDJKR-UHFFFAOYSA-N diethyl cyclohexane-1,2-dicarboxylate Chemical compound CCOC(=O)C1CCCCC1C(=O)OCC ZTUZDYWYNQDJKR-UHFFFAOYSA-N 0.000 description 1
- 239000012470 diluted sample Substances 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
- JVUVKQDVTIIMOD-UHFFFAOYSA-N dimethoxy(dipropyl)silane Chemical compound CCC[Si](OC)(OC)CCC JVUVKQDVTIIMOD-UHFFFAOYSA-N 0.000 description 1
- DGSPRFRFGPAESC-UHFFFAOYSA-N dimethoxy(dipyrrolidin-1-yl)silane Chemical compound C1CCCN1[Si](OC)(OC)N1CCCC1 DGSPRFRFGPAESC-UHFFFAOYSA-N 0.000 description 1
- XFAOZKNGVLIXLC-UHFFFAOYSA-N dimethoxy-(2-methylpropyl)-propan-2-ylsilane Chemical compound CO[Si](C(C)C)(OC)CC(C)C XFAOZKNGVLIXLC-UHFFFAOYSA-N 0.000 description 1
- NHYFIJRXGOQNFS-UHFFFAOYSA-N dimethoxy-bis(2-methylpropyl)silane Chemical compound CC(C)C[Si](OC)(CC(C)C)OC NHYFIJRXGOQNFS-UHFFFAOYSA-N 0.000 description 1
- VHPUZTHRFWIGAW-UHFFFAOYSA-N dimethoxy-di(propan-2-yl)silane Chemical compound CO[Si](OC)(C(C)C)C(C)C VHPUZTHRFWIGAW-UHFFFAOYSA-N 0.000 description 1
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 1
- OANIYCQMEVXZCJ-UHFFFAOYSA-N ditert-butyl(dimethoxy)silane Chemical compound CO[Si](OC)(C(C)(C)C)C(C)(C)C OANIYCQMEVXZCJ-UHFFFAOYSA-N 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000001941 electron spectroscopy Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 125000005059 halophenyl group Chemical group 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000005921 isopentoxy group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 150000002680 magnesium Chemical class 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- XDKQUSKHRIUJEO-UHFFFAOYSA-N magnesium;ethanolate Chemical compound [Mg+2].CC[O-].CC[O-] XDKQUSKHRIUJEO-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052752 metalloid Inorganic materials 0.000 description 1
- 150000002738 metalloids Chemical class 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
- RNHXTCZZACTEMK-UHFFFAOYSA-N methyl 4-ethoxybenzoate Chemical compound CCOC1=CC=C(C(=O)OC)C=C1 RNHXTCZZACTEMK-UHFFFAOYSA-N 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical group 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- AJSTXXYNEIHPMD-UHFFFAOYSA-N triethyl borate Chemical compound CCOB(OCC)OCC AJSTXXYNEIHPMD-UHFFFAOYSA-N 0.000 description 1
- LGROXJWYRXANBB-UHFFFAOYSA-N trimethoxy(propan-2-yl)silane Chemical compound CO[Si](OC)(OC)C(C)C LGROXJWYRXANBB-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/65—Pretreating the metal or compound covered by group C08F4/64 before the final contacting with the metal or compound covered by group C08F4/44
- C08F4/651—Pretreating with non-metals or metal-free compounds
-
- 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
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/646—Catalysts comprising at least two different metals, in metallic form or as compounds thereof, in addition to the component covered by group C08F4/64
- C08F4/6465—Catalysts comprising at least two different metals, in metallic form or as compounds thereof, in addition to the component covered by group C08F4/64 containing silicium
-
- 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
- C08F2410/00—Features related to the catalyst preparation, the catalyst use or to the deactivation of the catalyst
- C08F2410/01—Additive used together with the catalyst, excluding compounds containing Al or B
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1597807P | 2007-12-21 | 2007-12-21 | |
| US61/015,978 | 2007-12-21 | ||
| PCT/US2008/086551 WO2009085649A1 (en) | 2007-12-21 | 2008-12-12 | Self-limiting catalyst composition with bidentate internal donor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2010130415A RU2010130415A (ru) | 2012-01-27 |
| RU2489447C2 true RU2489447C2 (ru) | 2013-08-10 |
Family
ID=40361758
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2010130415/04A RU2489447C2 (ru) | 2007-12-21 | 2008-12-12 | Самоограничивающаяся композиция катализатора с бидентатным внутренним донором |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20100273641A1 (enExample) |
| EP (1) | EP2225288B1 (enExample) |
| JP (1) | JP5740159B2 (enExample) |
| KR (2) | KR101716507B1 (enExample) |
| CN (2) | CN101945897B (enExample) |
| BR (1) | BRPI0819539B1 (enExample) |
| MX (1) | MX2010006895A (enExample) |
| PL (1) | PL2225288T3 (enExample) |
| RU (1) | RU2489447C2 (enExample) |
| WO (1) | WO2009085649A1 (enExample) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102325808B (zh) | 2008-12-31 | 2014-03-12 | 陶氏环球技术有限责任公司 | 包含取代的1,2-亚苯基芳族二酯内给体的前催化剂组合物及方法 |
| US8507717B2 (en) * | 2008-12-31 | 2013-08-13 | Dow Global Technologies Llc | Production of substituted phenylene aromatic diesters |
| BRPI1014019B1 (pt) * | 2009-06-19 | 2019-10-22 | Basell Poliolefine Italia Srl | processo para a preparação de composições de polímeros de propileno resistentes ao impacto |
| KR101784537B1 (ko) | 2009-12-02 | 2017-10-11 | 더블유.알. 그레이스 앤드 캄파니-콘. | 폴리프로필렌 제조를 위한 촉매 중 내부 공여체로서 2개의 원자로 브릿지된 디카르보네이트 화합물 |
| MY158466A (en) | 2009-12-02 | 2016-10-14 | Grace W R & Co | Three and four atom bridged dicarbonate compounds as internal donors in catalysts for polypropylene manufacture |
| MY156361A (en) * | 2009-12-21 | 2016-02-15 | Grace W R & Co | Gas-phase polymerization process having multiple flow regimes |
| US8835578B2 (en) * | 2010-03-04 | 2014-09-16 | Basell Poliolefine Italia S.R.L. | Catalyst components for the polymerization of olefins |
| WO2011107371A1 (en) * | 2010-03-04 | 2011-09-09 | Basell Poliolefine Italia Srl | Catalyst components for the polymerization of olefins |
| CN102234337B (zh) | 2010-04-22 | 2013-08-14 | 中国石油化工股份有限公司 | 用于烯烃聚合反应的催化剂组分及其催化剂 |
| CN102958953B (zh) * | 2010-06-24 | 2015-08-05 | 巴塞尔聚烯烃意大利有限责任公司 | 用于烯烃聚合的催化剂体系 |
| BR112013008900A2 (pt) * | 2010-10-19 | 2016-06-28 | Basell Poliolefine Srl | "sistema da catalisação para a polimerização de olefinas" |
| BR112013008507A2 (pt) | 2010-10-19 | 2017-10-31 | Basell Poliolefine Italia Srl | processo para a polimerização de olefinas |
| JP2014500384A (ja) * | 2010-12-21 | 2014-01-09 | ダウ グローバル テクノロジーズ エルエルシー | アルコキシアルキルエステル内部電子供与体を有するプロ触媒組成物の製造方法および製品 |
| US20120157295A1 (en) | 2010-12-21 | 2012-06-21 | Linfeng Chen | Process for Producing Procatalyst Composition with Alkoxyalkyl Ester Internal Electron Donor and Product |
| EP2610274A1 (en) * | 2011-12-30 | 2013-07-03 | Borealis AG | Propylene random copolymer |
| US9587041B2 (en) * | 2012-09-24 | 2017-03-07 | Indian Oil Corporation Limited | Organometallic compound in solid form, process for preparing the same and use thereof |
| KR102060849B1 (ko) | 2013-02-27 | 2019-12-30 | 도호 티타늄 가부시키가이샤 | 올레핀류 중합용 고체 촉매 성분의 제조 방법, 올레핀류 중합용 촉매 및 올레핀류 중합체의 제조 방법 |
| US9790291B2 (en) * | 2013-03-14 | 2017-10-17 | Formosa Plastics Corporation, Usa | Non-phthalate compounds as electron donors for polyolefin catalysts |
| CZ2013676A3 (cs) * | 2013-09-03 | 2015-03-11 | Polymer Institute Brno, Spol. S R. O. | Polyolefinový prášek, způsob jeho výroby a použití |
| CN104558282B (zh) * | 2013-10-18 | 2017-02-15 | 中国石油化工股份有限公司 | 用于烯烃聚合的催化剂组分及其制备方法和用于烯烃聚合的催化剂与应用 |
| US9714302B2 (en) * | 2014-10-10 | 2017-07-25 | W. R. Grace & Co.—Conn. | Process for preparing spherical polymerization catalyst components for use in olefin polymerizations |
| KR101699590B1 (ko) * | 2014-11-28 | 2017-01-24 | 한화토탈 주식회사 | 프로필렌 중합용 고체촉매 및 이를 이용한 폴리프로필렌 제조 방법 |
| US10392453B2 (en) * | 2015-01-30 | 2019-08-27 | Toho Titanium Co., Ltd. | Production method for olefin-polymerization catalyst and production method for olefin polymer |
| JPWO2016121551A1 (ja) * | 2015-01-30 | 2017-11-09 | 東邦チタニウム株式会社 | オレフィン類重合用固体触媒成分、オレフィン類重合触媒の製造方法およびオレフィン類重合体の製造方法 |
| CA3038093A1 (en) | 2016-10-06 | 2018-04-12 | W.R. Grace & Co.-Conn. | Procatalyst composition made with a combination of internal electron donors |
| EP3309183A1 (en) * | 2016-10-14 | 2018-04-18 | SABIC Global Technologies B.V. | Polypropylene for use in bopp applications |
| US10124324B1 (en) * | 2017-05-09 | 2018-11-13 | Formosa Plastics Corporation, Usa | Olefin polymerization catalyst components and process for the production of olefin polymers therewith |
| KR102287922B1 (ko) | 2017-11-03 | 2021-08-06 | 롯데케미칼 주식회사 | 고밀도 폴리올레핀의 중합용 촉매 조성물의 제조방법 |
| KR102287924B1 (ko) | 2017-11-09 | 2021-08-06 | 롯데케미칼 주식회사 | 고밀도 폴리에틸렌 중합용 촉매의 제조방법 |
| CN109517099B (zh) * | 2018-11-27 | 2021-07-30 | 山东鲁晶化工科技有限公司 | 一种外给电子体、烯烃聚合催化剂体系及其应用 |
| CN110003367B (zh) * | 2019-04-26 | 2020-07-17 | 营口市向阳催化剂有限责任公司 | 一种具有双功能的外给电子体的齐格勒-纳塔催化剂及其应用 |
| JP7539785B2 (ja) * | 2020-03-31 | 2024-08-26 | 住友化学株式会社 | オレフィン重合用固体触媒成分 |
| US20230235102A1 (en) * | 2020-06-26 | 2023-07-27 | Reliance Industries Limited | A ziegler-natta catalyst system and a process of polymerisation therefrom |
| CN118591567A (zh) | 2022-01-27 | 2024-09-03 | 英尼奥斯欧洲股份公司 | 催化剂组合物 |
| US20250154299A1 (en) | 2022-02-09 | 2025-05-15 | Ineos Europe Ag | Catalyst component |
| CN120303311A (zh) | 2022-12-09 | 2025-07-11 | 英尼奥斯欧洲股份公司 | 催化剂组分 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000055215A1 (en) * | 1999-03-15 | 2000-09-21 | Basell Technology Company B.V. | Components and catalysts for the polymerization of olefins |
| WO2000063261A1 (en) * | 1999-04-15 | 2000-10-26 | Basell Technology Company B.V. | Components and catalysts for the polymerization of olefins |
| WO2002012357A2 (fr) * | 2000-08-03 | 2002-02-14 | Atofina | Procédé de préparation d'un support de catalyseur pour la polymérisation d'alpha olefines |
| US6399837B1 (en) * | 1997-12-10 | 2002-06-04 | Union Carbide Chemicals & Plastics Technology Corporation | Electron donors |
| EP1260523A1 (en) * | 1999-12-06 | 2002-11-27 | China Petrochemical Corporation | Catalyst system for polymerization and copolymerization of olefins |
| WO2004024785A1 (en) * | 2002-09-16 | 2004-03-25 | Basell Poliolefine Italia S.P.A. | Components and catalysts for the polymerization of olefins |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5077357A (en) * | 1990-10-22 | 1991-12-31 | Shell Oil Company | Olefin polymerization catalyst |
| US4866022A (en) | 1984-03-23 | 1989-09-12 | Amoco Corporation | Olefin polymerization catalyst |
| IT1227260B (it) * | 1988-09-30 | 1991-03-28 | Himont Inc | Dieteri utilizzabili nella preparazione di catalizzatori ziegler-natta |
| IT1227258B (it) * | 1988-09-30 | 1991-03-28 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine |
| DE3936856A1 (de) | 1989-11-06 | 1991-05-08 | Basf Ag | Katalysatorsysteme vom typ der ziegler-natta-katalysatoren |
| US4983562A (en) | 1989-11-17 | 1991-01-08 | Union Carbide Chemicals And Plastics Company Inc. | High activity catalyst system for the production of propylene polymers |
| US5432244A (en) | 1990-12-12 | 1995-07-11 | Union Carbide Chemicals & Plastics Technology Corporation | Process for the production of polypropylene |
| US5218052A (en) | 1991-02-04 | 1993-06-08 | Amoco Corporation | Olefin polymerization and copolymerization process |
| IT1252205B (it) * | 1991-12-13 | 1995-06-05 | Himont Inc | Processo per la preparazione di poliolefine stabilizzate e prodotti cosi` ottenuti. |
| IT1262933B (it) | 1992-01-31 | 1996-07-22 | Montecatini Tecnologie Srl | Processo per la polimerizzazione in fase gas di alfa-olefine |
| CN1115988A (zh) | 1993-09-16 | 1996-01-31 | 壳牌石油公司 | 聚合物的制备 |
| US7049377B1 (en) * | 1995-02-21 | 2006-05-23 | Basell Poliolefine Italia S.R.L. | 1,3-diethers and components and catalysts for the polymerization of olefins, containing said diethers |
| KR100218048B1 (ko) | 1996-04-25 | 1999-09-01 | 유현식 | α-올레핀 중합용 촉매 및 이를 이용하는 α-올레핀 중합방법 |
| CN1115349C (zh) * | 1998-04-03 | 2003-07-23 | 中国石油化工集团公司 | 一种制备稳定聚烯烃的方法 |
| US6825146B2 (en) * | 2001-05-29 | 2004-11-30 | Union Carbide Chemicals & Plastics Technology Corporation | Olefin polymerization catalyst compositions and method of preparation |
| CN1169845C (zh) * | 2002-02-07 | 2004-10-06 | 中国石油化工股份有限公司 | 用于烯烃聚合的固体催化剂组分和含该催化剂组分的催化剂及其应用 |
| US7220696B2 (en) | 2002-04-04 | 2007-05-22 | Mitsui Chemicals, Inc. | Solid titanium catalyst component for olefin polymerization, catalyst for olefin polymerization, and process for olefin polymerization |
| US7202314B2 (en) | 2002-09-16 | 2007-04-10 | Basell Poliolefine Italia S.P.A. | Components and catalysts for the polymerization of olefins |
| KR101114748B1 (ko) * | 2003-09-23 | 2012-03-05 | 다우 글로벌 테크놀로지스 엘엘씨 | 자가 제한 촉매 조성물 및 프로필렌 중합 방법 |
| RU2361885C2 (ru) * | 2003-09-23 | 2009-07-20 | Дау Глобал Текнолоджиз Инк. | Каталитическая композиция, содержащая эфир монокарбоновой кислоты в качестве внутреннего донора, и способ полимеризации пропилена |
| RU2345094C2 (ru) * | 2003-09-23 | 2009-01-27 | Дау Глобал Текнолоджиз Инк. | Композиция катализатора с самоограничением реакции, включающая внутренний донор в виде сложного эфира дикарбоновой кислоты, и способ полимеризации пропилена |
| US7351778B2 (en) * | 2004-04-30 | 2008-04-01 | China Petroleum & Chemical Corporation | Catalyst component for olefin polymerization and catalyst comprising the same |
| JP4688135B2 (ja) * | 2005-01-18 | 2011-05-25 | 東邦チタニウム株式会社 | オレフィン類重合用固体触媒成分および触媒 |
| TWI315318B (en) | 2005-01-19 | 2009-10-01 | Mitsui Chemicals Inc | Process for producing olefin polymer and solid titanium catalyst component |
| US7491781B2 (en) | 2005-03-08 | 2009-02-17 | Ineos Usa Llc | Propylene polymer catalyst donor component |
| BRPI0815246A2 (pt) | 2007-08-24 | 2015-03-31 | Dow Global Technologies Inc | Composição de catalisador |
-
2008
- 2008-12-12 US US12/809,663 patent/US20100273641A1/en not_active Abandoned
- 2008-12-12 WO PCT/US2008/086551 patent/WO2009085649A1/en not_active Ceased
- 2008-12-12 JP JP2010539658A patent/JP5740159B2/ja not_active Expired - Fee Related
- 2008-12-12 EP EP08866579.9A patent/EP2225288B1/en not_active Revoked
- 2008-12-12 MX MX2010006895A patent/MX2010006895A/es active IP Right Grant
- 2008-12-12 PL PL08866579T patent/PL2225288T3/pl unknown
- 2008-12-12 RU RU2010130415/04A patent/RU2489447C2/ru active
- 2008-12-12 KR KR1020107016163A patent/KR101716507B1/ko not_active Expired - Fee Related
- 2008-12-12 KR KR1020167010561A patent/KR101787927B1/ko not_active Expired - Fee Related
- 2008-12-12 CN CN200880127351.1A patent/CN101945897B/zh active Active
- 2008-12-12 CN CN201410344155.7A patent/CN104193857B/zh not_active Expired - Fee Related
- 2008-12-12 BR BRPI0819539A patent/BRPI0819539B1/pt not_active IP Right Cessation
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6399837B1 (en) * | 1997-12-10 | 2002-06-04 | Union Carbide Chemicals & Plastics Technology Corporation | Electron donors |
| WO2000055215A1 (en) * | 1999-03-15 | 2000-09-21 | Basell Technology Company B.V. | Components and catalysts for the polymerization of olefins |
| WO2000063261A1 (en) * | 1999-04-15 | 2000-10-26 | Basell Technology Company B.V. | Components and catalysts for the polymerization of olefins |
| EP1260523A1 (en) * | 1999-12-06 | 2002-11-27 | China Petrochemical Corporation | Catalyst system for polymerization and copolymerization of olefins |
| WO2002012357A2 (fr) * | 2000-08-03 | 2002-02-14 | Atofina | Procédé de préparation d'un support de catalyseur pour la polymérisation d'alpha olefines |
| WO2004024785A1 (en) * | 2002-09-16 | 2004-03-25 | Basell Poliolefine Italia S.P.A. | Components and catalysts for the polymerization of olefins |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101945897A (zh) | 2011-01-12 |
| KR101787927B1 (ko) | 2017-10-18 |
| JP5740159B2 (ja) | 2015-06-24 |
| CN104193857B (zh) | 2017-05-24 |
| KR20160049050A (ko) | 2016-05-04 |
| BRPI0819539B1 (pt) | 2019-09-10 |
| EP2225288A1 (en) | 2010-09-08 |
| RU2010130415A (ru) | 2012-01-27 |
| BRPI0819539A2 (pt) | 2015-05-26 |
| WO2009085649A1 (en) | 2009-07-09 |
| JP2011508013A (ja) | 2011-03-10 |
| US20100273641A1 (en) | 2010-10-28 |
| EP2225288B1 (en) | 2018-08-29 |
| KR101716507B1 (ko) | 2017-03-14 |
| CN101945897B (zh) | 2014-08-20 |
| MX2010006895A (es) | 2010-09-30 |
| PL2225288T3 (pl) | 2019-01-31 |
| KR20100105857A (ko) | 2010-09-30 |
| CN104193857A (zh) | 2014-12-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2489447C2 (ru) | Самоограничивающаяся композиция катализатора с бидентатным внутренним донором | |
| RU2461578C2 (ru) | Не содержащая силан каталитическая композиция с самоограничивающейся активностью | |
| JP5576281B2 (ja) | 制御されたアルミニウム対ｓｃａ比を有する自己制御触媒系および方法 | |
| KR101114748B1 (ko) | 자가 제한 촉매 조성물 및 프로필렌 중합 방법 | |
| JP2011184701A (ja) | モノカルボン酸エステル内部供与体を有する自己消滅性触媒組成物及びプロピレン重合方法 | |
| US6451726B1 (en) | Pre-polymerized catalyst components for the polymerization of olefins | |
| RU2345094C2 (ru) | Композиция катализатора с самоограничением реакции, включающая внутренний донор в виде сложного эфира дикарбоновой кислоты, и способ полимеризации пропилена | |
| US20060223956A1 (en) | Catalyst composition with mixed sca and propylene polymerization process | |
| US20250026868A1 (en) | Olefin polymerization ziegler-natta catalyst components andprocess for the production of olefin polymers therewith | |
| ES2688784T3 (es) | Composición de catalizador autolimitante con donador interno bidentado | |
| BRPI0815246B1 (pt) | Composição de catalisador |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC41 | Official registration of the transfer of exclusive right |
Effective date: 20140812 |