JP2020180212A - プロピレン重合体の製造方法 - Google Patents
プロピレン重合体の製造方法 Download PDFInfo
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- JP2020180212A JP2020180212A JP2019083779A JP2019083779A JP2020180212A JP 2020180212 A JP2020180212 A JP 2020180212A JP 2019083779 A JP2019083779 A JP 2019083779A JP 2019083779 A JP2019083779 A JP 2019083779A JP 2020180212 A JP2020180212 A JP 2020180212A
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- JP
- Japan
- Prior art keywords
- propylene polymer
- propylene
- compound
- magnesium
- group
- 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.)
- Granted
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- 229920001155 polypropylene Polymers 0.000 title claims abstract description 84
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 24
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 68
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 51
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 51
- 239000003054 catalyst Substances 0.000 claims abstract description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000005406 washing Methods 0.000 claims abstract description 21
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000003158 alcohol group Chemical group 0.000 claims description 2
- -1 phosphoric acid triester Chemical class 0.000 description 70
- 238000006116 polymerization reaction Methods 0.000 description 68
- 150000001875 compounds Chemical class 0.000 description 63
- 150000001336 alkenes Chemical class 0.000 description 41
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 39
- 239000011949 solid catalyst Substances 0.000 description 39
- 239000011777 magnesium Substances 0.000 description 27
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 25
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 24
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 239000002002 slurry Substances 0.000 description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
- 238000000034 method Methods 0.000 description 22
- 229910052749 magnesium Inorganic materials 0.000 description 21
- 239000002904 solvent Substances 0.000 description 19
- 230000004913 activation Effects 0.000 description 17
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 16
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 14
- 229910052719 titanium Inorganic materials 0.000 description 14
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 12
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 12
- 238000001914 filtration Methods 0.000 description 12
- 238000004140 cleaning Methods 0.000 description 11
- 239000007788 liquid Substances 0.000 description 11
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 10
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 9
- 239000010936 titanium Substances 0.000 description 9
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 8
- 125000005843 halogen group Chemical group 0.000 description 8
- 150000002681 magnesium compounds Chemical class 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 239000011148 porous material Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 6
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 5
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000001273 butane Substances 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 150000004820 halides Chemical class 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000001294 propane Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 5
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 239000004805 Cyclohexane-1,2-dicarboxylic acid Substances 0.000 description 4
- 208000005156 Dehydration Diseases 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000011259 mixed solution Substances 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 230000000737 periodic effect Effects 0.000 description 4
- 239000002685 polymerization catalyst Substances 0.000 description 4
- 239000012265 solid product Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 150000003623 transition metal compounds Chemical class 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000004791 alkyl magnesium halides Chemical class 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- PWLNAUNEAKQYLH-UHFFFAOYSA-N butyric acid octyl ester Natural products CCCCCCCCOC(=O)CCC PWLNAUNEAKQYLH-UHFFFAOYSA-N 0.000 description 3
- 239000012876 carrier material Substances 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- QDKOFCUUXIAICD-UHFFFAOYSA-N cyclohex-2-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCC=C1C(O)=O QDKOFCUUXIAICD-UHFFFAOYSA-N 0.000 description 3
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 3
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 3
- 229910001629 magnesium chloride Inorganic materials 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- JGHZJRVDZXSNKQ-UHFFFAOYSA-N octanoic acid methyl ester Natural products CCCCCCCC(=O)OC JGHZJRVDZXSNKQ-UHFFFAOYSA-N 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- 230000037048 polymerization activity Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- CFWAESPQSRZDQT-UHFFFAOYSA-N tert-butyl-dimethoxy-propylsilane Chemical compound CCC[Si](OC)(OC)C(C)(C)C CFWAESPQSRZDQT-UHFFFAOYSA-N 0.000 description 3
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- JVSWJIKNEAIKJW-UHFFFAOYSA-N 2-Methylheptane Chemical compound CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- DVQWTUJIYUCREN-UHFFFAOYSA-N CCCC1(C(CCC(C1(CCC)C(=O)O)C)C)C(=O)O Chemical compound CCCC1(C(CCC(C1(CCC)C(=O)O)C)C)C(=O)O DVQWTUJIYUCREN-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- UUGLJVMIFJNVFH-UHFFFAOYSA-N Hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1 UUGLJVMIFJNVFH-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 description 2
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 2
- XUPYJHCZDLZNFP-UHFFFAOYSA-N butyl butanoate Chemical compound CCCCOC(=O)CCC XUPYJHCZDLZNFP-UHFFFAOYSA-N 0.000 description 2
- GLYJVQDYLFAUFC-UHFFFAOYSA-N butyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCC GLYJVQDYLFAUFC-UHFFFAOYSA-N 0.000 description 2
- RPRPDTXKGSIXMD-UHFFFAOYSA-N butyl hexanoate Chemical compound CCCCCC(=O)OCCCC RPRPDTXKGSIXMD-UHFFFAOYSA-N 0.000 description 2
- 239000003990 capacitor Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 239000003426 co-catalyst Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 2
- 239000012024 dehydrating agents Substances 0.000 description 2
- 229960002380 dibutyl phthalate Drugs 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- IPKKHRVROFYTEK-UHFFFAOYSA-N dipentyl phthalate Chemical compound CCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCC IPKKHRVROFYTEK-UHFFFAOYSA-N 0.000 description 2
- GXJPKIGCMGAHTL-UHFFFAOYSA-N dipropyl benzene-1,4-dicarboxylate Chemical compound CCCOC(=O)C1=CC=C(C(=O)OCCC)C=C1 GXJPKIGCMGAHTL-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- RGXWDWUGBIJHDO-UHFFFAOYSA-N ethyl decanoate Chemical compound CCCCCCCCCC(=O)OCC RGXWDWUGBIJHDO-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- XIRNKXNNONJFQO-UHFFFAOYSA-N ethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC XIRNKXNNONJFQO-UHFFFAOYSA-N 0.000 description 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 2
- MMXKVMNBHPAILY-UHFFFAOYSA-N ethyl laurate Chemical compound CCCCCCCCCCCC(=O)OCC MMXKVMNBHPAILY-UHFFFAOYSA-N 0.000 description 2
- MMKRHZKQPFCLLS-UHFFFAOYSA-N ethyl myristate Chemical compound CCCCCCCCCCCCCC(=O)OCC MMKRHZKQPFCLLS-UHFFFAOYSA-N 0.000 description 2
- BYEVBITUADOIGY-UHFFFAOYSA-N ethyl nonanoate Chemical compound CCCCCCCCC(=O)OCC BYEVBITUADOIGY-UHFFFAOYSA-N 0.000 description 2
- MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical compound CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229910052809 inorganic oxide Inorganic materials 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000001282 iso-butane Substances 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 2
- 229910001641 magnesium iodide Inorganic materials 0.000 description 2
- HFTSQAKJLBPKBD-UHFFFAOYSA-N magnesium;butan-1-olate Chemical compound [Mg+2].CCCC[O-].CCCC[O-] HFTSQAKJLBPKBD-UHFFFAOYSA-N 0.000 description 2
- WNJYXPXGUGOGBO-UHFFFAOYSA-N magnesium;propan-1-olate Chemical compound CCCO[Mg]OCCC WNJYXPXGUGOGBO-UHFFFAOYSA-N 0.000 description 2
- IUYHWZFSGMZEOG-UHFFFAOYSA-M magnesium;propane;chloride Chemical compound [Mg+2].[Cl-].C[CH-]C IUYHWZFSGMZEOG-UHFFFAOYSA-M 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- YRHYCMZPEVDGFQ-UHFFFAOYSA-N methyl decanoate Chemical compound CCCCCCCCCC(=O)OC YRHYCMZPEVDGFQ-UHFFFAOYSA-N 0.000 description 2
- NUKZAGXMHTUAFE-UHFFFAOYSA-N methyl hexanoate Chemical compound CCCCCC(=O)OC NUKZAGXMHTUAFE-UHFFFAOYSA-N 0.000 description 2
- IJXHLVMUNBOGRR-UHFFFAOYSA-N methyl nonanoate Chemical compound CCCCCCCCC(=O)OC IJXHLVMUNBOGRR-UHFFFAOYSA-N 0.000 description 2
- ZAZKJZBWRNNLDS-UHFFFAOYSA-N methyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OC ZAZKJZBWRNNLDS-UHFFFAOYSA-N 0.000 description 2
- 150000005673 monoalkenes Chemical class 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- YLYBTZIQSIBWLI-UHFFFAOYSA-N octyl acetate Chemical compound CCCCCCCCOC(C)=O YLYBTZIQSIBWLI-UHFFFAOYSA-N 0.000 description 2
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 2
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 description 2
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- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- DSZILDZTMGVOMV-UHFFFAOYSA-N ethyl 2-(ethoxymethyl)-3,3-dimethylbutanoate Chemical compound CCOCC(C(C)(C)C)C(=O)OCC DSZILDZTMGVOMV-UHFFFAOYSA-N 0.000 description 1
- OCCCAGINRBIFTG-UHFFFAOYSA-N ethyl 2-(methoxymethyl)-3,3-dimethylbutanoate Chemical compound CCOC(=O)C(C(C)(C)C)COC OCCCAGINRBIFTG-UHFFFAOYSA-N 0.000 description 1
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- UOYPIPDKCOSUSQ-UHFFFAOYSA-N ethyl 3-ethoxy-2-phenylpropanoate Chemical compound CCOCC(C(=O)OCC)C1=CC=CC=C1 UOYPIPDKCOSUSQ-UHFFFAOYSA-N 0.000 description 1
- KNXMUFRWYNVISA-UHFFFAOYSA-N ethyl heptadecanoate Chemical compound CCCCCCCCCCCCCCCCC(=O)OCC KNXMUFRWYNVISA-UHFFFAOYSA-N 0.000 description 1
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- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- KPTMSNPLDZKSST-UHFFFAOYSA-N glyceryl diacetate or diacetin Chemical compound CC(=O)OC(CC)COC(C)=O KPTMSNPLDZKSST-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- YCYQYHAQUKDWHH-UHFFFAOYSA-N hexyl 2-(methoxymethyl)-3,3-dimethylbutanoate Chemical compound COCC(C(=O)OCCCCCC)C(C)(C)C YCYQYHAQUKDWHH-UHFFFAOYSA-N 0.000 description 1
- DCBHZRYMQPEFFS-UHFFFAOYSA-N hexyl 2-phenyl-3-propoxypropanoate Chemical compound C(CC)OCC(C(=O)OCCCCCC)C1=CC=CC=C1 DCBHZRYMQPEFFS-UHFFFAOYSA-N 0.000 description 1
- FPDHEVBJFGUKRH-UHFFFAOYSA-N hexyl 3,3-dimethyl-2-(propoxymethyl)butanoate Chemical compound C(CC)OCC(C(=O)OCCCCCC)C(C)(C)C FPDHEVBJFGUKRH-UHFFFAOYSA-N 0.000 description 1
- FBQZRKSWNNVUAV-UHFFFAOYSA-N hexyl 3-ethoxy-2-phenylpropanoate Chemical compound C(C)OCC(C(=O)OCCCCCC)C1=CC=CC=C1 FBQZRKSWNNVUAV-UHFFFAOYSA-N 0.000 description 1
- YZUFFGVBXRLDQT-UHFFFAOYSA-N hexyl 3-methoxy-2-phenylpropanoate Chemical compound COCC(C(=O)OCCCCCC)C1=CC=CC=C1 YZUFFGVBXRLDQT-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- IFOGOHVJHKKYCT-UHFFFAOYSA-N hexyl heptanoate Chemical compound CCCCCCOC(=O)CCCCCC IFOGOHVJHKKYCT-UHFFFAOYSA-N 0.000 description 1
- IOVYZELOJXWQKD-UHFFFAOYSA-N hexyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCC IOVYZELOJXWQKD-UHFFFAOYSA-N 0.000 description 1
- NCDCLPBOMHPFCV-UHFFFAOYSA-N hexyl hexanoate Chemical compound CCCCCCOC(=O)CCCCC NCDCLPBOMHPFCV-UHFFFAOYSA-N 0.000 description 1
- 229940100463 hexyl laurate Drugs 0.000 description 1
- SMWDEDPRQFUXNH-UHFFFAOYSA-N hexyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCC SMWDEDPRQFUXNH-UHFFFAOYSA-N 0.000 description 1
- PBGWNXWNCSSXCO-UHFFFAOYSA-N hexyl octanoate Chemical compound CCCCCCCC(=O)OCCCCCC PBGWNXWNCSSXCO-UHFFFAOYSA-N 0.000 description 1
- YERFHJZYNMRVLO-UHFFFAOYSA-N hexyl pentanoate Chemical compound CCCCCCOC(=O)CCCC YERFHJZYNMRVLO-UHFFFAOYSA-N 0.000 description 1
- GOKKOFHHJFGZHW-UHFFFAOYSA-N hexyl propanoate Chemical compound CCCCCCOC(=O)CC GOKKOFHHJFGZHW-UHFFFAOYSA-N 0.000 description 1
- JIFCVUWJQMDNTN-UHFFFAOYSA-N hexyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCC JIFCVUWJQMDNTN-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000003100 immobilizing effect Effects 0.000 description 1
- 238000002354 inductively-coupled plasma atomic emission spectroscopy Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 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
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- VMPHSYLJUKZBJJ-UHFFFAOYSA-N lauric acid triglyceride Natural products CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC VMPHSYLJUKZBJJ-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 1
- 229910001623 magnesium bromide Inorganic materials 0.000 description 1
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
- MLDMHEWUWOBOFN-UHFFFAOYSA-N magnesium;1-octoxyoctane Chemical compound [Mg].CCCCCCCCOCCCCCCCC MLDMHEWUWOBOFN-UHFFFAOYSA-N 0.000 description 1
- DQDWATOXYCARFV-UHFFFAOYSA-M magnesium;2-methanidylpropane;bromide Chemical compound [Mg+2].[Br-].CC(C)[CH2-] DQDWATOXYCARFV-UHFFFAOYSA-M 0.000 description 1
- YSMZEMQBSONIMJ-UHFFFAOYSA-M magnesium;2-methanidylpropane;chloride Chemical compound [Mg+2].[Cl-].CC(C)[CH2-] YSMZEMQBSONIMJ-UHFFFAOYSA-M 0.000 description 1
- UKZCGMDMXDLAGZ-UHFFFAOYSA-M magnesium;2-methylpropane;bromide Chemical compound [Mg+2].[Br-].C[C-](C)C UKZCGMDMXDLAGZ-UHFFFAOYSA-M 0.000 description 1
- CQRPUKWAZPZXTO-UHFFFAOYSA-M magnesium;2-methylpropane;chloride Chemical compound [Mg+2].[Cl-].C[C-](C)C CQRPUKWAZPZXTO-UHFFFAOYSA-M 0.000 description 1
- BSGVJBRWDNPHOR-UHFFFAOYSA-M magnesium;butan-1-olate;chloride Chemical compound [Mg+2].[Cl-].CCCC[O-] BSGVJBRWDNPHOR-UHFFFAOYSA-M 0.000 description 1
- KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical compound [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 description 1
- LWLPYZUDBNFNAH-UHFFFAOYSA-M magnesium;butane;bromide Chemical compound [Mg+2].[Br-].CCC[CH2-] LWLPYZUDBNFNAH-UHFFFAOYSA-M 0.000 description 1
- KXDANLFHGCWFRQ-UHFFFAOYSA-N magnesium;butane;octane Chemical compound [Mg+2].CCC[CH2-].CCCCCCC[CH2-] KXDANLFHGCWFRQ-UHFFFAOYSA-N 0.000 description 1
- NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 description 1
- CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-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
- YJCTUQFSSZSZPO-UHFFFAOYSA-L magnesium;chloride;phenoxide Chemical compound [Cl-].[Mg+]OC1=CC=CC=C1 YJCTUQFSSZSZPO-UHFFFAOYSA-L 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
- YCCXQARVHOPWFJ-UHFFFAOYSA-M magnesium;ethane;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C YCCXQARVHOPWFJ-UHFFFAOYSA-M 0.000 description 1
- KRTCPMDBLDWJQY-UHFFFAOYSA-M magnesium;ethanolate;chloride Chemical compound [Mg+2].[Cl-].CC[O-] KRTCPMDBLDWJQY-UHFFFAOYSA-M 0.000 description 1
- GMQXBSHAATXKAY-UHFFFAOYSA-M magnesium;hexan-1-olate;chloride Chemical compound [Mg+2].[Cl-].CCCCCC[O-] GMQXBSHAATXKAY-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
- QGEFGPVWRJCFQP-UHFFFAOYSA-M magnesium;methanidylbenzene;bromide Chemical compound [Mg+2].[Br-].[CH2-]C1=CC=CC=C1 QGEFGPVWRJCFQP-UHFFFAOYSA-M 0.000 description 1
- SCEZYJKGDJPHQO-UHFFFAOYSA-M magnesium;methanidylbenzene;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C1=CC=CC=C1 SCEZYJKGDJPHQO-UHFFFAOYSA-M 0.000 description 1
- ZHLDMBMNKCIBQN-UHFFFAOYSA-M magnesium;methanolate;chloride Chemical compound [Cl-].CO[Mg+] ZHLDMBMNKCIBQN-UHFFFAOYSA-M 0.000 description 1
- KMYFNYFIPIGQQZ-UHFFFAOYSA-N magnesium;octane Chemical compound [Mg+2].CCCCCCC[CH2-].CCCCCCC[CH2-] KMYFNYFIPIGQQZ-UHFFFAOYSA-N 0.000 description 1
- ORPJQHHQRCLVIC-UHFFFAOYSA-N magnesium;propan-2-olate Chemical compound CC(C)O[Mg]OC(C)C ORPJQHHQRCLVIC-UHFFFAOYSA-N 0.000 description 1
- CFXDAHURBQNVFG-UHFFFAOYSA-M magnesium;propan-2-olate;chloride Chemical compound [Mg+2].[Cl-].CC(C)[O-] CFXDAHURBQNVFG-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
- LVKCSZQWLOVUGB-UHFFFAOYSA-M magnesium;propane;bromide Chemical compound [Mg+2].[Br-].C[CH-]C LVKCSZQWLOVUGB-UHFFFAOYSA-M 0.000 description 1
- XGITVAYMIKUXIN-UHFFFAOYSA-M magnesium;propane;iodide Chemical compound [Mg+2].[I-].C[CH-]C XGITVAYMIKUXIN-UHFFFAOYSA-M 0.000 description 1
- 235000013310 margarine Nutrition 0.000 description 1
- 239000003264 margarine Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
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- 229910052753 mercury Inorganic materials 0.000 description 1
- QZCOACXZLDQHLQ-UHFFFAOYSA-M methanolate titanium(4+) chloride Chemical compound [Cl-].[Ti+4].[O-]C.[O-]C.[O-]C QZCOACXZLDQHLQ-UHFFFAOYSA-M 0.000 description 1
- OKENUZUGNVCOMC-UHFFFAOYSA-K methanolate titanium(4+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].CO[Ti+3] OKENUZUGNVCOMC-UHFFFAOYSA-K 0.000 description 1
- DILOFCBIBDMHAY-UHFFFAOYSA-N methyl 2-(3,4-dimethoxyphenyl)acetate Chemical compound COC(=O)CC1=CC=C(OC)C(OC)=C1 DILOFCBIBDMHAY-UHFFFAOYSA-N 0.000 description 1
- GGQHMTGZYPDOGA-UHFFFAOYSA-N methyl 2-(ethoxymethyl)-3,3-dimethylbutanoate Chemical compound CCOCC(C(C)(C)C)C(=O)OC GGQHMTGZYPDOGA-UHFFFAOYSA-N 0.000 description 1
- WVWZECQNFWFVFW-UHFFFAOYSA-N methyl 2-methylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C WVWZECQNFWFVFW-UHFFFAOYSA-N 0.000 description 1
- JZJUFGWBGKFELO-UHFFFAOYSA-N methyl 3,3-dimethyl-2-(propoxymethyl)butanoate Chemical compound C(CC)OCC(C(=O)OC)C(C)(C)C JZJUFGWBGKFELO-UHFFFAOYSA-N 0.000 description 1
- NKWHKAAEASFLBN-UHFFFAOYSA-N methyl 3-ethoxy-2-phenylpropanoate Chemical compound CCOCC(C(=O)OC)C1=CC=CC=C1 NKWHKAAEASFLBN-UHFFFAOYSA-N 0.000 description 1
- NCJJAGRWWBMRNF-UHFFFAOYSA-N methyl 3-methoxy-2-phenylpropanoate Chemical compound COCC(C(=O)OC)C1=CC=CC=C1 NCJJAGRWWBMRNF-UHFFFAOYSA-N 0.000 description 1
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- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
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- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- URJJPFUDBPESSW-UHFFFAOYSA-N octyl 3,3-dimethyl-2-(propoxymethyl)butanoate Chemical compound C(CC)OCC(C(=O)OCCCCCCCC)C(C)(C)C URJJPFUDBPESSW-UHFFFAOYSA-N 0.000 description 1
- TYCWPAKAMWNILG-UHFFFAOYSA-N octyl 3-ethoxy-2-phenylpropanoate Chemical compound C(C)OCC(C(=O)OCCCCCCCC)C1=CC=CC=C1 TYCWPAKAMWNILG-UHFFFAOYSA-N 0.000 description 1
- GFLLUBJMXBTWJJ-UHFFFAOYSA-N octyl 3-methoxy-2-phenylpropanoate Chemical compound COCC(C(=O)OCCCCCCCC)C1=CC=CC=C1 GFLLUBJMXBTWJJ-UHFFFAOYSA-N 0.000 description 1
- VECVSKFWRQYTAL-UHFFFAOYSA-N octyl benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1 VECVSKFWRQYTAL-UHFFFAOYSA-N 0.000 description 1
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- 125000002347 octyl 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])[H] 0.000 description 1
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- 239000003960 organic solvent Substances 0.000 description 1
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- GIHBIDNHLBURQC-UHFFFAOYSA-N pentyl 3-ethoxy-2-phenylpropanoate Chemical compound C(C)OCC(C(=O)OCCCCC)C1=CC=CC=C1 GIHBIDNHLBURQC-UHFFFAOYSA-N 0.000 description 1
- MTVIEZCBSBZBLC-UHFFFAOYSA-N pentyl 3-methoxy-2-phenylpropanoate Chemical compound COCC(C(=O)OCCCCC)C1=CC=CC=C1 MTVIEZCBSBZBLC-UHFFFAOYSA-N 0.000 description 1
- QKNZNUNCDJZTCH-UHFFFAOYSA-N pentyl benzoate Chemical compound CCCCCOC(=O)C1=CC=CC=C1 QKNZNUNCDJZTCH-UHFFFAOYSA-N 0.000 description 1
- CFNJLPHOBMVMNS-UHFFFAOYSA-N pentyl butyrate Chemical compound CCCCCOC(=O)CCC CFNJLPHOBMVMNS-UHFFFAOYSA-N 0.000 description 1
- PQWBDPUBNMEITD-UHFFFAOYSA-N pentyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCC PQWBDPUBNMEITD-UHFFFAOYSA-N 0.000 description 1
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- QPXYWTUZRZEUAK-UHFFFAOYSA-N pentyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCC QPXYWTUZRZEUAK-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- SYNNVJNCKZPCMB-UHFFFAOYSA-M propan-1-olate titanium(4+) chloride Chemical compound CCCO[Ti](Cl)(OCCC)OCCC SYNNVJNCKZPCMB-UHFFFAOYSA-M 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- SNOXIZPIXLTRPI-UHFFFAOYSA-N propyl 2-(methoxymethyl)-3,3-dimethylbutanoate Chemical compound COCC(C(=O)OCCC)C(C)(C)C SNOXIZPIXLTRPI-UHFFFAOYSA-N 0.000 description 1
- LQWZRLCJOHHIDA-UHFFFAOYSA-N propyl 2-phenyl-3-propoxypropanoate Chemical compound C(CC)OCC(C(=O)OCCC)C1=CC=CC=C1 LQWZRLCJOHHIDA-UHFFFAOYSA-N 0.000 description 1
- BGGVUSUJMDAKJD-UHFFFAOYSA-N propyl 3-ethoxy-2-phenylpropanoate Chemical compound C(C)OCC(C(=O)OCCC)C1=CC=CC=C1 BGGVUSUJMDAKJD-UHFFFAOYSA-N 0.000 description 1
- SDJZRFNMUQSDEF-UHFFFAOYSA-N propyl 3-methoxy-2-phenylpropanoate Chemical compound COCC(C(=O)OCCC)C1=CC=CC=C1 SDJZRFNMUQSDEF-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- HUAZGNHGCJGYNP-UHFFFAOYSA-N propyl butyrate Chemical compound CCCOC(=O)CCC HUAZGNHGCJGYNP-UHFFFAOYSA-N 0.000 description 1
- OVFMRFMJVFDSAA-UHFFFAOYSA-N propyl decanoate Chemical compound CCCCCCCCCC(=O)OCCC OVFMRFMJVFDSAA-UHFFFAOYSA-N 0.000 description 1
- FTBUKOLPOATXGV-UHFFFAOYSA-N propyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCC FTBUKOLPOATXGV-UHFFFAOYSA-N 0.000 description 1
- HTUIWRWYYVBCFT-UHFFFAOYSA-N propyl hexanoate Chemical compound CCCCCC(=O)OCCC HTUIWRWYYVBCFT-UHFFFAOYSA-N 0.000 description 1
- HCMSDHYNNJTLRW-UHFFFAOYSA-N propyl nonanoate Chemical compound CCCCCCCCC(=O)OCCC HCMSDHYNNJTLRW-UHFFFAOYSA-N 0.000 description 1
- BTAXGNQLYFDKEF-UHFFFAOYSA-N propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCC BTAXGNQLYFDKEF-UHFFFAOYSA-N 0.000 description 1
- DPBVJRXPSXTHOL-UHFFFAOYSA-N propyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCC DPBVJRXPSXTHOL-UHFFFAOYSA-N 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000077 silane Inorganic materials 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
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical class [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- PSWKAZOCOHMXCW-UHFFFAOYSA-N tert-butyl-ethyl-dimethoxysilane Chemical compound CC[Si](OC)(OC)C(C)(C)C PSWKAZOCOHMXCW-UHFFFAOYSA-N 0.000 description 1
- BGXXXYLRPIRDHJ-UHFFFAOYSA-N tetraethylmethane Chemical compound CCC(CC)(CC)CC BGXXXYLRPIRDHJ-UHFFFAOYSA-N 0.000 description 1
- 150000003608 titanium Chemical class 0.000 description 1
- UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
- NLLZTRMHNHVXJJ-UHFFFAOYSA-J titanium tetraiodide Chemical compound I[Ti](I)(I)I NLLZTRMHNHVXJJ-UHFFFAOYSA-J 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- ALVYUZIFSCKIFP-UHFFFAOYSA-N triethoxy(2-methylpropyl)silane Chemical compound CCO[Si](CC(C)C)(OCC)OCC ALVYUZIFSCKIFP-UHFFFAOYSA-N 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- WRFZKAGPPQGDDQ-UHFFFAOYSA-N valeryl hexanoate Chemical compound CCCCCOC(=O)CCCCC WRFZKAGPPQGDDQ-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000010457 zeolite Substances 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
- C08F6/00—Post-polymerisation treatments
- C08F6/02—Neutralisation of the polymerisation mass, e.g. killing the catalyst also removal of catalyst residues
-
- 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/06—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
- 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
- C08F6/00—Post-polymerisation treatments
- C08F6/06—Treatment of polymer solutions
- C08F6/10—Removal of volatile materials, e.g. solvents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
工程(1):
触媒の存在下でプロピレンを重合し、プロピレン重合体を得る工程。
工程(2):
工程(1)で得られたプロピレン重合体を脱灰剤で洗浄し、プロピレン重合体中の触媒残渣を除去する工程であって、下記式(1)を満たす工程。
4.4×log(T)−log(EW)>0.34×(δ(W)−δ(E)) (1)
(式中、
Tは、プロピレン重合体を脱灰剤で洗浄する際の温度(℃)を表す。
EWは、脱灰剤中の水分含量(重量%)を表す。
δ(W)は、水のハンセン溶解度パラメータを表す。
δ(E)は、脱灰剤のハンセン溶解度パラメータを表す。)
[2]前記EWが、0.03重量%以下である、[1]に記載のプロピレン重合体の製造方法。
[3]前記δ(E)が、18〜28である、[1]または[2]に記載のプロピレン重合体の製造方法。
[4]前記脱灰剤が、炭素原子数1〜6のアルコールである、[1]〜[3]のいずれかに記載のプロピレン重合体の製造方法。
工程(1)は、触媒の存在下でプロピレンを重合し、プロピレン重合体を得る工程である。
ハロゲン化チタン化合物としては、例えば、四塩化チタン、四臭化チタン、四ヨウ化チタン等のテトラハロゲン化チタン;メトキシチタントリクロリド、エトキシチタントリクロリド、n−プロポキシチタントリクロリド、n−ブトキシチタントリクロリド、エトキシチタントリブロミド等のトリハロゲン化モノアルコキシチタン;ジメトキシチタンジクロリド、ジエトキシチタンジクロリド、ジiso−プロポキシチタンジクロリド、ジ−n−プロポキシチタンジクロリド、ジエトキシチタンジブロミド等のジハロゲン化ジアルコキシチタン;トリメトキシチタンクロリド、トリエトキシチタンクロリド、トリiso−プロポキシチタンクロリド、トリ−n−プロポキシチタンクロリド、トリ−n−ブトキシチタンクロリド等のモノハロゲン化トリアルコキシチタンが挙げられる。
これらの中でも、好ましくはテトラハロゲン化チタンまたはトリハロゲン化モノアルコキシチタンであり、より好ましくテトラハロゲン化チタンであり、さらに好ましくは四塩化チタンである。
Mg(OR1)mX2−m(ii)
MgX2・nR1OH (iii)
(式中、
kは、0≦k≦2を満足する数を表す。
mは、0<m≦2を満足する数を表す。
nは、0≦n≦3を満足する数を表す。
R1は、炭素原子数1〜20のハイドロカルビル基を表す。
Xは、ハロゲン原子を表す。)
アルキルマグネシウムハライドは、好ましくはn−ブチルマグネシウムクロリドである。
ハロゲン化マグネシウムは、好ましくは塩化マグネシウムである。
マグネシウムジアルコキシドは、好ましくは炭素原子数1〜20のアルキル基を有するマグネシウムジアルコキシドであり、さらに好ましくは炭素原子数1〜10のアルキル基を有するマグネシウムジアルコキシドであり、特に好ましくはマグネシウムジメトキシド、マグネシウムジエトキシド、マグネシウムジプロポキシド、マグネシウムジ(iso−プロポキシド)またはマグネシウムジブトキシドである。
触媒としては、ヨウ素、塩素、臭素等のハロゲン分子;ヨウ化マグネシウム、塩化マグネシウム等のハロゲン化マグネシウムが挙げられ、好ましくはヨウ素である。
アルコールとしては、例えば、メタノール、エタノール、プロパノール、ブタノール、オクタノールが挙げられる。
内部電子供与体としては、例えば、モノエステル化合物、ジカルボン酸ジエステル化合物、ジオールジエステル化合物、β−アルコキシエステル化合物、ジエーテル化合物等が挙げられる。
有機アルミニウム化合物は、分子内に少なくとも1つのAl−炭素結合を有するものである。代表的な有機アルミニウム化合物は、下記式で表される化合物である。
(式中、
nは、2≦n≦3を満たす数である。
R11〜R15は、炭素原子数1〜20の炭化水素基を表す。
Yは、水素原子、ハロゲン原子またはアルコキシ基を表す。)
電子供与性化合物としては、例えば、特許第2950168号公報、特開2006−96936号公報、特開2009−173870号公報および特開2010−168545号公報に記載された化合物が挙げられる。これらの中でも、好ましくは、酸素原子含有化合物または窒素原子含有化合物である。
酸素原子含有化合物としては、例えば、アルコキシケイ素化合物、エーテル化合物、エステル化合物およびケトン化合物が挙げられる。これらの中でも、好ましくはアルコキシケイ素化合物またはエーテル化合物である。アルコキシケイ素化合物としては、シクロヘキシルメチルジメトキシシラン、シクロヘキシルエチルジメトキシシラン、ジイソプロピルジメトキシシラン、tert−ブチルエチルジメトキシシラン、tert−ブチル−n−プロピルジメトキシシラン、フェニルトリメトキシシラン、ジフェニルジメトキシシラン、ジシクロブチルジメトキシシラン、ジシクロペンチルジメトキシシラン、テトラエトキシシラン、メチルトリエトキシシラン、エチルトリエトキシシラン、イソブチルトリエトキシシラン、ビニルトリエトキシシラン、sec−ブチルトリエトキシシラン、シクロヘキシルトリエトキシシランおよびシクロペンチルトリエトキシシランが挙げられる。
プロピレンの重合は、プロピレンのみを単独重合してもよく、プロピレンと、エチレン、ブテン−1、ペンテン−1、ヘキセン−1、ヘプテン−1、オクテン−1、デセン−1等の直鎖状モノオレフィン、3−メチルブテン−1、3−メチルペンテン−1、4−メチルペンテン−1等の分岐モノオレフィン、ビニルシクロヘキサン等のプロピレン以外の成分とを共重合してもよい。プロピレン以外の成分は、1種のみであってもよく、2種以上であってもよい。これらの中でも、プロピレンのみを単独重合すること、または、プロピレンが主成分となるように、プロピレンと、プロピレン以外の成分とを共重合することが好ましい。また、プロピレンと、共役ジエン、非共役ジエン等の多不飽和結合を有する化合物とを共重合してもよい。また、プロピレンの重合を、2段以上の多段重合により、ブロック共重合も行ってもよい。
工程(2)は、工程(1)で得られたプロピレン重合体を脱灰剤で洗浄し、プロピレン重合体中の触媒残渣を除去する工程であって、下記式(1)を満たす工程である。
4.4×log(T)−log(EW)>0.34×(δ(W)−δ(E)) (1)
(式中、
Tは、プロピレン重合体を脱灰剤で洗浄する際の温度(℃)を表す。
EWは、脱灰剤中の水分含量(重量%)を表す。
δ(W)は、水のハンセン溶解度パラメータを表す。
δ(E)は、脱灰剤のハンセン溶解度パラメータを表す。)
これらの中でも、エタノール(δ:26.5)、イソプロピルアルコール(δ:23.6)、1−ブタノール(δ:23.2)、2−メチルプロピルアルコール(δ:22.7)、2−ブタノール(δ:22.2)、tert−ブタノール(δ:21.8)、2−ブトキシエタノール(δ:20.8)、1,4−ジオキサン(δ:19.8)、テトラヒドロフラン(δ:19.5)またはプロピレンオキサイド(δ:18.8)が好ましく、エタノール(δ:26.5)、イソプロピルアルコール(δ:23.6)、1−ブタノール(δ:23.2)、2−メチルプロピルアルコール(δ:22.7)、2−ブタノール(δ:22.2)、tert−ブタノール(δ:21.8)、2−ブトキシエタノール(δ:20.8)、1,4−ジオキサン(δ:19.8)またはテトラヒドロフラン(δ:19.5)がより好ましく、エタノール(δ:26.5)、イソプロピルアルコール(δ:23.6)、1−ブタノール(δ:23.2)、2−メチルプロピルアルコール(δ:22.7)、2−ブタノール(δ:22.2)、tert−ブタノール(δ:21.8)または2−ブトキシエタノール(δ:20.8)がさらに好ましい。
VARIAN社製VISTA−PRO測定器を用いて、ICP−AES測定法により、Mg含有量を測定した。
ダイアインスツルメンツ社製AQF−100試料燃焼装置を用いて、プロピレン重合体を熱分解し、得られた熱分解ガスを捕集した吸収液中のCl含有量を、Dionex社製イオンクロマトグラフICS−200を用いて測定した。
上記の(1)および(2)で得られたMg含有量およびCl含有量を、それぞれ以下の計算式で得られた数値で除した値を各元素の除去効率とした。
重合活性見合いでポリプロピレン中に含まれる触媒残渣(wtppm)
Mg: 固体触媒成分に含まれるMg含量/100/重合活性×10^6
Cl: 固体触媒成分に含まれるCl含量/100/重合活性×10^6
市販のアルコールに、「日本セラミックス協会学術論文誌、96 [2] 140−45 (1988)」に記載の方法に従って活性化させたモレキュラーシーブを加えて24時間脱水し、脱灰剤を調製した。調製された脱灰剤に、所定量の純水を添加して、水分量の異なる脱灰剤を調製した。脱灰剤中の水分量はカールフィッシャー水分計(京都電子工業株式会社製MKC−61)を用いて測定した。
(1)固体生成物(A)の合成
滴下設備を備えた還元槽(内容積187L、ジャケット付撹拌槽)の内部を窒素ガスで置換した後、ヘキサン80L、テトラブトキシチタン2.43Kg(7.14mol)およびテトラエトキシシラン20.6Kg(98.9mol)を加え、攪拌し、均一溶液を調製した。還元槽の内部温度を17℃に保ち、還元槽の内部を攪拌しながら、滴下設備から、n−ブチルマグネシウムクロライドのジ−n−ブチルエーテル溶液(有機合成薬品社製、n−ブチルマグネシウムクロライド濃度2.1mmol/ml)42.3Kgを5時間かけて滴下した。滴下終了後、還元槽の内部温度を17℃に保ち、還元槽の内部を1時間撹拌した後、20℃に昇温し、さらに還元槽の内部を1時間攪拌することで、スラリーを調製した。
オレフィン類重合用固体触媒は、上記で得られた固体生成物(A)を下記の如く活性化することで合成した。
内容積3リットルの撹拌機付きステンレス製オートクレーブの内部を減圧乾燥し、アルゴンガスで置換し、減圧した後、トリエチルアルミニウム0.66mmol、tert−ブチルn−プロピルジメトキシシラン6.6μmol、テトラエトキシシラン0.026mmol、および、上記で調製されたオレフィン重合用固体触媒7.94mgを加えた。その後、そこへ、水素ガス0.10MPaおよび液体プロピレン780gを投入し、オートクレーブの内部温度を80℃に昇温し、2時間重合を行った。その後、オートクレーブの内部温度を80℃に維持しながら、脱灰剤(水分量0.002重量%であるイソプロピルアルコール、98mmol)を加え、30分間、プロピレン重合体を洗浄した(第一回洗浄)。その後、減圧され、冷却されたプロピレン回収用オートクレーブに、重合に使用されなかった液体プロピレンを、金属フィルターを通して移送した。重合が行われたオートクレーブを減圧し、冷却し、次いで、脱灰剤(水分量0.002重量%であるイソプロピルアルコール、98mmol)を含む液体プロピレン500gを加え、オートクレーブの内部温度を80℃に昇温し、30分間、プロピレン重合体を洗浄した(第二回洗浄)。その後、上記のプロピレン回収用オートクレーブに、液体プロピレンを、金属フィルターを通して移送した。重合が行われたオートクレーブを開放し、プロピレン重合体を回収し、70℃で2時間、減圧乾燥し、410gのプロピレン重合体パウダーを得た。従って、オレフィン重合用固体触媒1g当たりのポリプロピレンの収量(以下、PP/Cat)は、PP/Cat=51,612(g/g)であった。プロピレン重合体パウダー中に含まれるMgは0.7wtppmであり、Clは2.8wtppmであった。結果を表1および表2に示す。
オレフィン重合用固体触媒の使用量、重合時間、脱灰剤、脱灰剤の使用量、脱灰温度を表1に示す条件とし、それ以外は実施例1と同様にして、プロピレンの重合、および、プロピレン重合体の洗浄を行った。結果を表1および表2に示す。
オレフィン重合用固体触媒の使用量、重合時間、脱灰剤、脱灰剤の使用量、脱灰温度を表1に示す条件とし、それ以外は実施例1と同様にして、プロピレンの重合、および、プロピレン重合体の洗浄を行った。結果を表1および表2に示す。
BuOEtOH:2−ブトキシエタノール
Claims (4)
- 下記工程(1)と、下記工程(2)とを含む、プロピレン重合体の製造方法。
工程(1):
触媒の存在下でプロピレンを重合し、プロピレン重合体を得る工程。
工程(2):
工程(1)で得られたプロピレン重合体を脱灰剤で洗浄し、プロピレン重合体中の触媒残渣を除去する工程であって、下記式(1)を満たす工程。
4.4×log(T)−log(EW)>0.34×(δ(W)−δ(E)) (1)
(式中、
Tは、プロピレン重合体を脱灰剤で洗浄する際の温度(℃)を表す。
EWは、脱灰剤中の水分含量(重量%)を表す。
δ(W)は、水のハンセン溶解度パラメータを表す。
δ(E)は、脱灰剤のハンセン溶解度パラメータを表す。) - 前記EWが、0.03重量%以下である、請求項1に記載のプロピレン重合体の製造方法。
- 前記δ(E)が、18〜28である、請求項1または2に記載のプロピレン重合体の製造方法。
- 前記脱灰剤が、炭素原子数1〜6のアルコールである、請求項1〜3のいずれか一項に記載のプロピレン重合体の製造方法。
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