KR20020010929A - 선택된 시클로핵산 -1,3-및 -1,4-디카르복실산 에스테르 - Google Patents
선택된 시클로핵산 -1,3-및 -1,4-디카르복실산 에스테르 Download PDFInfo
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- KR20020010929A KR20020010929A KR1020017016175A KR20017016175A KR20020010929A KR 20020010929 A KR20020010929 A KR 20020010929A KR 1020017016175 A KR1020017016175 A KR 1020017016175A KR 20017016175 A KR20017016175 A KR 20017016175A KR 20020010929 A KR20020010929 A KR 20020010929A
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- South Korea
- Prior art keywords
- ester
- cas
- hydrogenating
- bis
- cyclohexane
- Prior art date
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- 229910052751 metal Inorganic materials 0.000 claims abstract description 77
- 239000002184 metal Substances 0.000 claims abstract description 77
- 239000003054 catalyst Substances 0.000 claims abstract description 71
- -1 terephthalic acid ester Chemical class 0.000 claims abstract description 40
- 230000000737 periodic effect Effects 0.000 claims abstract description 29
- 239000004014 plasticizer Substances 0.000 claims abstract description 23
- 150000002739 metals Chemical class 0.000 claims abstract description 17
- 239000004033 plastic Substances 0.000 claims abstract description 17
- 229920003023 plastic Polymers 0.000 claims abstract description 17
- 230000007704 transition Effects 0.000 claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- 239000011148 porous material Substances 0.000 claims description 50
- 238000000034 method Methods 0.000 claims description 27
- 150000002148 esters Chemical class 0.000 claims description 20
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 18
- 238000005984 hydrogenation reaction Methods 0.000 claims description 14
- 238000002360 preparation method Methods 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 14
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 13
- 239000003085 diluting agent Substances 0.000 claims description 12
- 239000011800 void material Substances 0.000 claims description 12
- 210000004185 liver Anatomy 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 10
- PEIIRIVDOVFUIW-UHFFFAOYSA-N bis(7-methyloctyl) benzene-1,4-dicarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCC(C)C)C=C1 PEIIRIVDOVFUIW-UHFFFAOYSA-N 0.000 claims description 9
- 102100026798 Peroxisomal acyl-coenzyme A oxidase 1 Human genes 0.000 claims description 8
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 8
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 8
- NFDQHOWZPAMCOV-UHFFFAOYSA-N didodecyl benzene-1,4-dicarboxylate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCCCCCC)C=C1 NFDQHOWZPAMCOV-UHFFFAOYSA-N 0.000 claims description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 claims description 8
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 8
- 108010008746 palmitoyl CoA oxidase Proteins 0.000 claims description 8
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 7
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 7
- 241001465754 Metazoa Species 0.000 claims description 6
- LKUXNJPSPNDDLI-UHFFFAOYSA-N bis(2-methylpropyl) benzene-1,3-dicarboxylate Chemical compound CC(C)COC(=O)C1=CC=CC(C(=O)OCC(C)C)=C1 LKUXNJPSPNDDLI-UHFFFAOYSA-N 0.000 claims description 6
- IMIOEHJVRZOQBJ-UHFFFAOYSA-N bis(6-methylheptyl) benzene-1,3-dicarboxylate Chemical compound CC(C)CCCCCOC(=O)C1=CC=CC(C(=O)OCCCCCC(C)C)=C1 IMIOEHJVRZOQBJ-UHFFFAOYSA-N 0.000 claims description 6
- DUQLDVZUQAAAMU-UHFFFAOYSA-N bis(8-methylnonyl) benzene-1,4-dicarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC(C)C)C=C1 DUQLDVZUQAAAMU-UHFFFAOYSA-N 0.000 claims description 6
- UBXIPPSTBVKKIK-UHFFFAOYSA-N dinonyl benzene-1,4-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCCC)C=C1 UBXIPPSTBVKKIK-UHFFFAOYSA-N 0.000 claims description 6
- KHVWJDHBKQEWMR-UHFFFAOYSA-N dipentyl benzene-1,3-dicarboxylate Chemical compound CCCCCOC(=O)C1=CC=CC(C(=O)OCCCCC)=C1 KHVWJDHBKQEWMR-UHFFFAOYSA-N 0.000 claims description 6
- SQQSFUNTQGNWKD-UHFFFAOYSA-N dipentyl benzene-1,4-dicarboxylate Chemical compound CCCCCOC(=O)C1=CC=C(C(=O)OCCCCC)C=C1 SQQSFUNTQGNWKD-UHFFFAOYSA-N 0.000 claims description 6
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 6
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims description 5
- 230000037396 body weight Effects 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 5
- 239000000377 silicon dioxide Substances 0.000 claims description 5
- 235000012239 silicon dioxide Nutrition 0.000 claims description 5
- 229910052723 transition metal Inorganic materials 0.000 claims description 5
- 150000003624 transition metals Chemical class 0.000 claims description 5
- 238000011282 treatment Methods 0.000 claims description 5
- 125000005919 1,2,2-trimethylpropyl group Chemical group 0.000 claims description 4
- 241000283984 Rodentia Species 0.000 claims description 4
- KFROBPVFLIZCHZ-UHFFFAOYSA-N bis(6-methylheptyl) benzene-1,4-dicarboxylate Chemical compound CC(C)CCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC(C)C)C=C1 KFROBPVFLIZCHZ-UHFFFAOYSA-N 0.000 claims description 4
- RCJYKEBCIPMBED-UHFFFAOYSA-N bis(7-methyloctyl) cyclohexane-1,4-dicarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1CCC(C(=O)OCCCCCCC(C)C)CC1 RCJYKEBCIPMBED-UHFFFAOYSA-N 0.000 claims description 4
- CRPXFUDVZZLWAP-UHFFFAOYSA-N bis(8-methylnonyl) benzene-1,3-dicarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC(C(=O)OCCCCCCCC(C)C)=C1 CRPXFUDVZZLWAP-UHFFFAOYSA-N 0.000 claims description 4
- FBUYPXUNTPMLOZ-UHFFFAOYSA-N bis(8-methylnonyl) cyclohexane-1,4-dicarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1CCC(C(=O)OCCCCCCCC(C)C)CC1 FBUYPXUNTPMLOZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 4
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 claims description 4
- 239000004408 titanium dioxide Substances 0.000 claims description 4
- 239000011787 zinc oxide Substances 0.000 claims description 4
- JDQHOWLQVXCPDN-UHFFFAOYSA-N 1-heptyl-3-(2-methylpentan-2-yl)cyclohex-4-ene-1,3-dicarboxylic acid Chemical compound CCCCCCCC1(C(O)=O)CC=CC(C(C)(C)CCC)(C(O)=O)C1 JDQHOWLQVXCPDN-UHFFFAOYSA-N 0.000 claims description 3
- GGPMZBNYRMDPJV-UHFFFAOYSA-N 1-heptyl-3-hexan-3-ylcyclohex-4-ene-1,3-dicarboxylic acid Chemical compound CCCCCCCC1(C(O)=O)CC=CC(C(O)=O)(C(CC)CCC)C1 GGPMZBNYRMDPJV-UHFFFAOYSA-N 0.000 claims description 3
- OCOOBKXLPHMAGV-UHFFFAOYSA-N 3-(2-ethylbutyl)-1-heptylcyclohex-4-ene-1,3-dicarboxylic acid Chemical compound CCCCCCCC1(C(O)=O)CC=CC(CC(CC)CC)(C(O)=O)C1 OCOOBKXLPHMAGV-UHFFFAOYSA-N 0.000 claims description 3
- HEBISYWHWKKWKY-UHFFFAOYSA-N 4-octadecan-5-yloxycarbonylbenzoic acid Chemical compound CCCCCCCCCCCCCC(CCCC)OC(=O)C1=CC=C(C(O)=O)C=C1 HEBISYWHWKKWKY-UHFFFAOYSA-N 0.000 claims description 3
- NRCJHRXWJRGIPQ-UHFFFAOYSA-N CC(C)CCCCCCCCCCC(CCCC)OC(=O)C1=CC=C(C(O)=O)C=C1 Chemical compound CC(C)CCCCCCCCCCC(CCCC)OC(=O)C1=CC=C(C(O)=O)C=C1 NRCJHRXWJRGIPQ-UHFFFAOYSA-N 0.000 claims description 3
- UBQNLGSDIKZGEP-UHFFFAOYSA-N bis(2,2-dimethylhexyl) benzene-1,3-dicarboxylate Chemical compound CCCCC(C)(C)COC(=O)C1=CC=CC(C(=O)OCC(C)(C)CCCC)=C1 UBQNLGSDIKZGEP-UHFFFAOYSA-N 0.000 claims description 3
- UECFLAYYOMSMRB-UHFFFAOYSA-N bis(2-methylbutan-2-yl) benzene-1,3-dicarboxylate Chemical compound CCC(C)(C)OC(=O)C1=CC=CC(C(=O)OC(C)(C)CC)=C1 UECFLAYYOMSMRB-UHFFFAOYSA-N 0.000 claims description 3
- AEOCRGIIJLYMQO-UHFFFAOYSA-N bis(2-methylbutan-2-yl) benzene-1,4-dicarboxylate Chemical compound CCC(C)(C)OC(=O)C1=CC=C(C(=O)OC(C)(C)CC)C=C1 AEOCRGIIJLYMQO-UHFFFAOYSA-N 0.000 claims description 3
- ONJVRWKXEYXZJR-UHFFFAOYSA-N bis(2-methylbutyl) benzene-1,3-dicarboxylate Chemical compound CCC(C)COC(=O)C1=CC=CC(C(=O)OCC(C)CC)=C1 ONJVRWKXEYXZJR-UHFFFAOYSA-N 0.000 claims description 3
- DBIGTHIPQHWRML-UHFFFAOYSA-N bis(2-methylbutyl) benzene-1,4-dicarboxylate Chemical compound CCC(C)COC(=O)C1=CC=C(C(=O)OCC(C)CC)C=C1 DBIGTHIPQHWRML-UHFFFAOYSA-N 0.000 claims description 3
- BOQPNDLNTRVXCR-UHFFFAOYSA-N bis(2-methylheptyl) benzene-1,4-dicarboxylate Chemical compound CCCCCC(C)COC(=O)C1=CC=C(C(=O)OCC(C)CCCCC)C=C1 BOQPNDLNTRVXCR-UHFFFAOYSA-N 0.000 claims description 3
- JDZZWYYTKBVABZ-UHFFFAOYSA-N bis(2-methylpentan-3-yl) benzene-1,3-dicarboxylate Chemical compound CCC(C(C)C)OC(=O)C1=CC=CC(C(=O)OC(CC)C(C)C)=C1 JDZZWYYTKBVABZ-UHFFFAOYSA-N 0.000 claims description 3
- LQKWPGAPADIOSS-UHFFFAOYSA-N bis(2-methylpropyl) benzene-1,4-dicarboxylate Chemical compound CC(C)COC(=O)C1=CC=C(C(=O)OCC(C)C)C=C1 LQKWPGAPADIOSS-UHFFFAOYSA-N 0.000 claims description 3
- KGLREYNVLXDUHA-UHFFFAOYSA-N bis(3,3,5-trimethylhexyl) benzene-1,3-dicarboxylate Chemical compound CC(C)CC(C)(C)CCOC(=O)C1=CC=CC(C(=O)OCCC(C)(C)CC(C)C)=C1 KGLREYNVLXDUHA-UHFFFAOYSA-N 0.000 claims description 3
- NCIPBKKHYNJWNP-UHFFFAOYSA-N bis(3,3-dimethylbutan-2-yl) benzene-1,3-dicarboxylate Chemical compound CC(C)(C)C(C)OC(=O)C1=CC=CC(C(=O)OC(C)C(C)(C)C)=C1 NCIPBKKHYNJWNP-UHFFFAOYSA-N 0.000 claims description 3
- MPLSKYOBADJRGN-UHFFFAOYSA-N bis(3-ethylpentan-3-yl) benzene-1,3-dicarboxylate Chemical compound CCC(CC)(CC)OC(=O)C1=CC=CC(C(=O)OC(CC)(CC)CC)=C1 MPLSKYOBADJRGN-UHFFFAOYSA-N 0.000 claims description 3
- NYQRFBZFFBPVFP-UHFFFAOYSA-N bis(3-methylbutyl) benzene-1,3-dicarboxylate Chemical compound CC(C)CCOC(=O)C1=CC=CC(C(=O)OCCC(C)C)=C1 NYQRFBZFFBPVFP-UHFFFAOYSA-N 0.000 claims description 3
- CHRGJPLHZPISKR-UHFFFAOYSA-N bis(3-methylpentan-3-yl) benzene-1,3-dicarboxylate Chemical compound CCC(C)(CC)OC(=O)C1=CC=CC(C(=O)OC(C)(CC)CC)=C1 CHRGJPLHZPISKR-UHFFFAOYSA-N 0.000 claims description 3
- NFCTTZMRCXLWBW-UHFFFAOYSA-N bis(4-methylpentan-2-yl) benzene-1,3-dicarboxylate Chemical compound CC(C)CC(C)OC(=O)C1=CC=CC(C(=O)OC(C)CC(C)C)=C1 NFCTTZMRCXLWBW-UHFFFAOYSA-N 0.000 claims description 3
- ICNGKEOVOGWFFM-UHFFFAOYSA-N bis(4-methylpentyl) benzene-1,3-dicarboxylate Chemical compound CC(C)CCCOC(=O)C1=CC=CC(C(=O)OCCCC(C)C)=C1 ICNGKEOVOGWFFM-UHFFFAOYSA-N 0.000 claims description 3
- LLPOBLDNRFWZCN-UHFFFAOYSA-N bis(4-methylpentyl) benzene-1,4-dicarboxylate Chemical compound CC(C)CCCOC(=O)C1=CC=C(C(=O)OCCCC(C)C)C=C1 LLPOBLDNRFWZCN-UHFFFAOYSA-N 0.000 claims description 3
- XBZSBBLNHFMTEB-UHFFFAOYSA-N cyclohexane-1,3-dicarboxylic acid Chemical compound OC(=O)C1CCCC(C(O)=O)C1 XBZSBBLNHFMTEB-UHFFFAOYSA-N 0.000 claims description 3
- LXBMVTBWTOAOLQ-UHFFFAOYSA-N dibutan-2-yl benzene-1,3-dicarboxylate Chemical compound CCC(C)OC(=O)C1=CC=CC(C(=O)OC(C)CC)=C1 LXBMVTBWTOAOLQ-UHFFFAOYSA-N 0.000 claims description 3
- VZQJVNOLHUUWCA-UHFFFAOYSA-N dibutan-2-yl benzene-1,4-dicarboxylate Chemical compound CCC(C)OC(=O)C1=CC=C(C(=O)OC(C)CC)C=C1 VZQJVNOLHUUWCA-UHFFFAOYSA-N 0.000 claims description 3
- INBBYTURGSIAJK-UHFFFAOYSA-N didodecyl benzene-1,3-dicarboxylate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC(C(=O)OCCCCCCCCCCCC)=C1 INBBYTURGSIAJK-UHFFFAOYSA-N 0.000 claims description 3
- NRVRCDIOAWDMJQ-UHFFFAOYSA-N diheptyl benzene-1,3-dicarboxylate Chemical compound CCCCCCCOC(=O)C1=CC=CC(C(=O)OCCCCCCC)=C1 NRVRCDIOAWDMJQ-UHFFFAOYSA-N 0.000 claims description 3
- RXDQUKGEPHJIJN-UHFFFAOYSA-N diheptyl benzene-1,4-dicarboxylate Chemical compound CCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCC)C=C1 RXDQUKGEPHJIJN-UHFFFAOYSA-N 0.000 claims description 3
- WQIKYNMZRXEYRG-UHFFFAOYSA-N dihexan-3-yl benzene-1,3-dicarboxylate Chemical compound CCCC(CC)OC(=O)C1=CC=CC(C(=O)OC(CC)CCC)=C1 WQIKYNMZRXEYRG-UHFFFAOYSA-N 0.000 claims description 3
- MYMKLIXWLDGKFO-UHFFFAOYSA-N dihexan-3-yl benzene-1,4-dicarboxylate Chemical compound CCCC(CC)OC(=O)C1=CC=C(C(=O)OC(CC)CCC)C=C1 MYMKLIXWLDGKFO-UHFFFAOYSA-N 0.000 claims description 3
- BSAROWVOYXDGFG-UHFFFAOYSA-N dinonyl benzene-1,3-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=CC(C(=O)OCCCCCCCCC)=C1 BSAROWVOYXDGFG-UHFFFAOYSA-N 0.000 claims description 3
- NRSFNRWPLJBDRB-UHFFFAOYSA-N dioctan-2-yl benzene-1,4-dicarboxylate Chemical compound CCCCCCC(C)OC(=O)C1=CC=C(C(=O)OC(C)CCCCCC)C=C1 NRSFNRWPLJBDRB-UHFFFAOYSA-N 0.000 claims description 3
- NWWHBPYKSPJDBO-UHFFFAOYSA-N dipentan-2-yl benzene-1,3-dicarboxylate Chemical compound CCCC(C)OC(=O)C1=CC=CC(C(=O)OC(C)CCC)=C1 NWWHBPYKSPJDBO-UHFFFAOYSA-N 0.000 claims description 3
- OGLWPAKWUDNFQY-UHFFFAOYSA-N dipentan-2-yl benzene-1,4-dicarboxylate Chemical compound CCCC(C)OC(=O)C1=CC=C(C(=O)OC(C)CCC)C=C1 OGLWPAKWUDNFQY-UHFFFAOYSA-N 0.000 claims description 3
- 239000000395 magnesium oxide Substances 0.000 claims description 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- TTWGOWBHRMQXPJ-UHFFFAOYSA-N 1-(8-ethylundecan-5-yloxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound CCCC(CC)CCC(CCCC)OC(=O)C1(C(O)=O)CCCCC1 TTWGOWBHRMQXPJ-UHFFFAOYSA-N 0.000 claims description 2
- BAHVVPGHOSMYPB-UHFFFAOYSA-N 1-octadecan-4-yloxycarbonylcyclohexane-1-carboxylic acid Chemical compound CCCCCCCCCCCCCCC(CCC)OC(=O)C1(C(O)=O)CCCCC1 BAHVVPGHOSMYPB-UHFFFAOYSA-N 0.000 claims description 2
- CHLSOKVFNYTHCR-UHFFFAOYSA-N 3-decyl-1-hexylcyclohex-4-ene-1,3-dicarboxylic acid Chemical compound CCCCCCCCCCC1(C(O)=O)CC(CCCCCC)(C(O)=O)CC=C1 CHLSOKVFNYTHCR-UHFFFAOYSA-N 0.000 claims description 2
- GKLVIDIIVHYORO-UHFFFAOYSA-N 3-dodecyl-1-hexylcyclohex-4-ene-1,3-dicarboxylic acid Chemical compound CCCCCCCCCCCCC1(C(O)=O)CC(CCCCCC)(C(O)=O)CC=C1 GKLVIDIIVHYORO-UHFFFAOYSA-N 0.000 claims description 2
- BMBBDJHPAZCDQK-UHFFFAOYSA-N 3-heptyl-1-hexylcyclohex-4-ene-1,3-dicarboxylic acid Chemical compound CCCCCCCC1(C(O)=O)CC(CCCCCC)(C(O)=O)CC=C1 BMBBDJHPAZCDQK-UHFFFAOYSA-N 0.000 claims description 2
- OWUSINOTDHJDDU-UHFFFAOYSA-N 3-nonyl-1-octylcyclohex-4-ene-1,3-dicarboxylic acid Chemical compound CCCCCCCCCC1(C(O)=O)CC(CCCCCCCC)(C(O)=O)CC=C1 OWUSINOTDHJDDU-UHFFFAOYSA-N 0.000 claims description 2
- HSKXHGNEJKQWLS-UHFFFAOYSA-N 3-undecoxycarbonylbenzoic acid Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC(C(O)=O)=C1 HSKXHGNEJKQWLS-UHFFFAOYSA-N 0.000 claims description 2
- CURIABAWIBKJAT-UHFFFAOYSA-N 4-(3-methylbutoxycarbonyl)benzoic acid Chemical compound CC(C)CCOC(=O)C1=CC=C(C(O)=O)C=C1 CURIABAWIBKJAT-UHFFFAOYSA-N 0.000 claims description 2
- LREUAEWYERJJQI-UHFFFAOYSA-N bis(2,2-dimethylhexyl) cyclohexane-1,3-dicarboxylate Chemical compound CCCCC(C)(C)COC(=O)C1CCCC(C(=O)OCC(C)(C)CCCC)C1 LREUAEWYERJJQI-UHFFFAOYSA-N 0.000 claims description 2
- FBHBQBWUWMWLQU-UHFFFAOYSA-N bis(2-ethylbutyl) benzene-1,3-dicarboxylate Chemical compound CCC(CC)COC(=O)C1=CC=CC(C(=O)OCC(CC)CC)=C1 FBHBQBWUWMWLQU-UHFFFAOYSA-N 0.000 claims description 2
- QVADNIXSAIMFDX-UHFFFAOYSA-N bis(2-ethylbutyl) cyclohexane-1,3-dicarboxylate Chemical compound CCC(CC)COC(=O)C1CCCC(C(=O)OCC(CC)CC)C1 QVADNIXSAIMFDX-UHFFFAOYSA-N 0.000 claims description 2
- NXWMRBGTZBDTIN-UHFFFAOYSA-N bis(2-ethylhexyl) 2-methylbenzene-1,4-dicarboxylate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(C(=O)OCC(CC)CCCC)C(C)=C1 NXWMRBGTZBDTIN-UHFFFAOYSA-N 0.000 claims description 2
- VJJNVOGCLGVZQS-UHFFFAOYSA-N bis(2-ethylhexyl) 2-methylcyclohexane-1,4-dicarboxylate Chemical compound CCCCC(CC)COC(=O)C1CCC(C(=O)OCC(CC)CCCC)C(C)C1 VJJNVOGCLGVZQS-UHFFFAOYSA-N 0.000 claims description 2
- GYDVXLYTZFEYPN-UHFFFAOYSA-N bis(2-methylbutan-2-yl) cyclohexane-1,3-dicarboxylate Chemical compound CCC(C)(C)OC(=O)C1CCCC(C(=O)OC(C)(C)CC)C1 GYDVXLYTZFEYPN-UHFFFAOYSA-N 0.000 claims description 2
- RKGMUAWZXCMWLQ-UHFFFAOYSA-N bis(2-methylbutan-2-yl) cyclohexane-1,4-dicarboxylate Chemical compound CCC(C)(C)OC(=O)C1CCC(C(=O)OC(C)(C)CC)CC1 RKGMUAWZXCMWLQ-UHFFFAOYSA-N 0.000 claims description 2
- KSXLIIRRKOGFME-UHFFFAOYSA-N bis(2-methylbutyl) cyclohexane-1,3-dicarboxylate Chemical compound CCC(C)COC(=O)C1CCCC(C(=O)OCC(C)CC)C1 KSXLIIRRKOGFME-UHFFFAOYSA-N 0.000 claims description 2
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- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- RKTYLMNFRDHKIL-UHFFFAOYSA-N copper;5,10,15,20-tetraphenylporphyrin-22,24-diide Chemical compound [Cu+2].C1=CC(C(=C2C=CC([N-]2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3[N-]2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 RKTYLMNFRDHKIL-UHFFFAOYSA-N 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical class OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 1
- 150000001934 cyclohexanes Chemical class 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical group CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- MLHUKQNAQSRVKI-UHFFFAOYSA-N diethyl cyclohexane-1,1-dicarboxylate Chemical compound CCOC(=O)C1(C(=O)OCC)CCCCC1 MLHUKQNAQSRVKI-UHFFFAOYSA-N 0.000 description 1
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 1
- LNGAGQAGYITKCW-UHFFFAOYSA-N dimethyl cyclohexane-1,4-dicarboxylate Chemical compound COC(=O)C1CCC(C(=O)OC)CC1 LNGAGQAGYITKCW-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- HAIZPPHHIDRTAT-UHFFFAOYSA-N diundecyl benzene-1,4-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCCCCC)C=C1 HAIZPPHHIDRTAT-UHFFFAOYSA-N 0.000 description 1
- 238000003304 gavage Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- SEOYNUHKXVGWFU-UHFFFAOYSA-N mu-oxidobis(oxidonitrogen) Chemical class O=NON=O SEOYNUHKXVGWFU-UHFFFAOYSA-N 0.000 description 1
- 150000002940 palladium Chemical class 0.000 description 1
- 108040007629 peroxidase activity proteins Proteins 0.000 description 1
- 210000002824 peroxisome Anatomy 0.000 description 1
- 108091008725 peroxisome proliferator-activated receptors alpha Proteins 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 238000007086 side reaction Methods 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
- 239000000758 substrate Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- TXXHDPDFNKHHGW-ZPUQHVIOSA-N trans,trans-muconic acid Chemical class OC(=O)\C=C\C=C\C(O)=O TXXHDPDFNKHHGW-ZPUQHVIOSA-N 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/75—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of acids with a six-membered ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/46—Ruthenium, rhodium, osmium or iridium
- B01J23/462—Ruthenium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
출발물질 | 출발물질의 CAS No. |
디이소부틸 이소프탈레이트 [비스(2-메틸프로필)이소프탈레이트 | 1528-64-9 |
디-n-펜틸 이소프탈레이트 | 4654-16-4 |
디(1-메틸부틸)이소프탈레이트 | 75151-01-8 |
디-n-헵틸 이소프탈레이트 | 4654-17-5 |
디이소옥틸 이소프탈레이트 | 71850-11-8 |
디노닐 이소프탈레이트 | 4654-19-7 |
디이소데실 이소프탈레이트 | 52284-35-2 |
디운데실 이소프탈레이트 | 18699-46-2 |
디-n-도데실 이소프탈레이트 | 18699-47-3 |
비스(1-메틸프로필)이소프탈레이트 | 75150-99-1 |
비스(1,1-디메틸프로필)이소프탈레이트 | 117769-95-6 |
비스(2-메틸부틸)이소프탈레이트 | 75151-03-0 |
비스(3-메틸부틸)이소프탈레이트 | 1528-63-8 |
비스(1-에틸-2-메틸프로필)이소프탈레이트 | 166391-29-3 |
비스(1-에틸부틸)이소프탈레이트 | 166391-28-2 |
비스(1,2,2-트리메틸프로필)이소프탈레이트 | 166391-27-1 |
비스(2-에틸부틸)이소프탈레이트 | 166391-25-9 |
비스(4-메틸펜틸)이소프탈레이트 | 159375-22-1 |
비스(1,3-디메틸부틸)이소프탈레이트 | 166391-26-0 |
비스(1,1-디에틸프로필)이소프탈레이트 | 123095-15-8 |
비스(1-에틸-1-메틸프로필)이소프탈레이트 | 145530-74-1 |
비스[2-메틸-1-(1-메틸에틸)프로필]이소프탈레이트 | 166391-48-6 |
비스(2,2-디메틸헥실)이소프탈레이트 | 17673-11-9 |
비스[3-메틸-1-(2-메틸프로필)부틸]이소프탈레이트 | 127474-92-4 |
비스(3,3,5-트리메틸헥실)이소프탈레이트 | 208527-97-3 |
비스(2-에틸-1,1-디메틸헥실)이소프탈레이트 | 123892-24-0 |
1-헵틸-3-헥실 이소프탈레이트 | 166391-30-6 |
1-[2-에틸부틸]-3-헵틸 이소프탈레이트 | 166391-41-9 |
1-헵틸-3-[1,2,2-트리메틸프로필]이소프탈레이트 | 166391-43-1 |
1-디메틸부틸-3-헵틸 이소프탈레이트 | 166391-42-0 |
1-[1-에틸부틸]-3-헵틸 이소프탈레이트 | 166391-44-2 |
1-[1-에틸-2-메틸프로필]-3-헵틸 이소프탈레이트 | 166391-45-3 |
1-데실-3-헥실 이소프탈레이트 | 154064-19-4 |
1-헥실-3-[2-메틸-1-(1-메틸에틸)프로필] 이소프탈레이트 | 166391-46-4 |
1-도데실-3-헥실 이소프탈레이트 | 154147-75-8 |
1-노닐-3-옥틸 이소프탈레이트 | 154147-74-7 |
출발물질 | 출발물질의 CAS No. |
디이소부틸 테레프탈레이트[비스(2-메틸프로필)테레프탈레이트] | 18699-48-4 |
디-n-펜틸 테레프탈레이트 | 1818-95-7 |
비스(1-메틸부틸)테레프탈레이트 | 75151-02-9 |
디-n-헵틸 테레프탈레이트 | 4654-25-5 |
디이소옥틸 테레프탈레이트 | 27937-24-2 |
디노닐 테레프탈레이트 | 4654-27-7 |
디이소노닐 테레프탈레이트 | 59802-05-0 |
디이소데실 테레프탈레이트 | 52174-72-8 |
디운데실 테레프탈레이트 | 111204-04-7 |
디-n-도데실 테레프탈레이트 | 18749-84-3 |
비스(1-메틸프로필)테레프탈레이트 | 64445-74-5 |
비스(1,1-디메틸프로필)테레프탈레이트 | 117769-96-7 |
비스(2-메틸부틸)테레프탈레이트 | 75151-04-1 |
비스(3-메틸부틸)테레프탈레이트 | 18699-49-5 |
비스(1-에틸부틸)테레프탈레이트 | 166391-32-8 |
비스(4-메틸펜틸)테레프탈레이트 | 159375-21-0 |
비스[2-메틸-1-(1-메틸에틸)프로필]테레프탈레이트 | 166391-33-9 |
2-메틸-비스(2-에틸헥실)테레프탈레이트 | 51248-91-0 |
비스(1-메틸헵틸)테레프탈레이트 | 87321-19-5 |
비스(2-에틸-4-메틸펜틸)테레프탈레이트 | 59726-62-4 |
비스(2-메틸헵틸)테레프탈레이트 | 83789-07-5 |
비스(1,1,3,3-테트라메틸부틸)테레프탈레이트 | 90062-57-0 |
비스(7-메틸옥틸)테레프탈레이트 | 129951-42-4 |
비스(8-메틸노닐)테레프탈레이트 | 129951-40-2 |
1-[8-메틸노닐]-4-옥틸 테레프탈레이트 | 129951-39-9 |
1-데실-4-옥틸 테레프탈레이트 | 129951-41-3 |
Claims (10)
- 시클로헥산-1,3-디카르복실산 디이소부틸 에스테르 (화학 초록 등록 번호 (이후; CAS No.라 함)1528-64-9의 디이소부틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 디펜틸 에스테르 (CAS No. 4654-16-4의 디펜틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1-메틸부틸)에스테르 (CAS No.75151-01-8로의 비스(1-메틸부틸)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 디헵틸 에스테르 (CAS No. 4654-17-5의 디헵틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 디이소옥틸 에스테르 (CAS No.71850-11-8의 디이소옥틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 디노닐 에스테르 (CAS No. 4654-19-7의 디노닐 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 디이소데실 에스테르 (CAS No.52284-35-2의 디이소데실 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 디운데실 에스테르 (CAS No.18699-46-2의 디운데실 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 디도데실 에스테르 (CAS No.18699-47-3의 디도데실 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1-메틸프로필)에스테르 (CAS No. 75150-99-1의 비스(1-메틸프로필)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1,1-디메틸프로필) 에스테르 (CAS No.117769-95-6의 비스(1,1-디메틸프로필)이소프탈레이트를 수소화시켜 얻을 수 있음)시클로헥산-1,3-디카르복실산 비스(2-메틸부틸)에스테르 (CAS No.75151-03-0의 비스(2-메틸부틸)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(3-메틸부틸)에스테르 ( CAS No.1528-63-8의 비스(3-메틸부틸)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1-에틸-2-메틸프로필)에스테르 (CAS No.166391-29-3의 비스(1-에틸-2-메틸프로필)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1-에틸부틸)에스테르 (CAS No.166391-28-2의 비스(1-에틸부틸)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1,2,2-트리메틸프로필)에스테르 (CAS No.166391-27-1의 비스 (1,2,2-트리메틸프로필)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(2-에틸부틸)에스테르 (CAS No.166391-25-9의 비스(2-에틸부틸)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(4-메틸펜틸)에스테르 (CAS No.159375-22-1의 비스(4-메틸펜틸)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1,3-디메틸부틸)에스테르(CAS No.166391-26-0의 비스(1,3-디메틸부틸)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1,1-디에틸프로필)에스테르 (CAS No. 123095-15-8의 비스(1,1-디에틸프로필)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(1-에틸-1-메틸프로필)에스테르 (CAS No.145530-74-1의 비스(1-에틸-1-메틸프로필)이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스[2-메틸-1-(1-메틸에틸)프로필]에스테르 (CAS No.166391-48-6의 비스[2-메틸-1-(1-메틸에틸)프로필]이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(2,2-디메틸헥실)에스테르 (CAS No.17673-11-9의 비스(2,2-디메틸헥실) 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스[3-메틸-1-(2-메틸프로필)부틸]에스테르 (CAS No.127474-92-4의 비스[3-메틸-1-(2-메틸프로필)부틸]이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,3-디카르복실산 비스(3,3,5-트리메틸헥실)에스테르 (CAS No.208527-97-3의 비스 (3,3,5-트리메틸헥실) 이소프탈레이트를 수소화시켜 얻을수 있음);시클로헥산-1,3-디카르복실산 비스(2-에틸-1,1-디메틸헥실)에스테르 (CAS No.123892-24-0의 비스 (2-에틸-1,1-디메틸헥실) 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-헵틸-3-헥실 에스테르 (CAS No.166391-30-6의 1-헵틸-3-헥실 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-[2-에틸부틸]-3-헵틸 에스테르 (CAS No.166391-41-9의 1-[2-에틸부틸]-3-헵틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-헵틸-3-[1,2,2-트리메틸프로필]에스테르 (CAS No.166391-43-1의 1-헵틸-3-[1,2,2-트리메틸프로필]이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-디메틸부틸-3-헵틸 에스테르 (CAS No.166391-42-0의 1-디메틸부틸-3-헵틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-[1-에틸부틸]-3-헵틸 에스테르 (CAS No.166391-44-2의 1-[1-에틸부틸]-3-헵틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-[1-에틸-2-메틸프로필]-3-헵틸 에스테르 (CAS No.166391-45-3의 1-[1-에틸-2-메틸프로필]-3-헵틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-데실-3-헥실 에스테르 (CAS No.154064-19-4의 1-데실-3-헥실 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-헥실-3-[2-메틸-1-(1-메틸에틸)프로필]에스테르 ( CAS No.166391-46-4의 1-헥실-3-[2-메틸-1-(1-메틸에틸)프로필] 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-도데실-3-헥실 에스테르 (CAS No.154147-75-8의 1-도데실-3-헥실 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-노닐-3-옥틸 에스테르 (CAS No.154147-74-7의 1-노닐-3-옥틸 이소프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디이소부틸 에스테르 (CAS No.18699-48-4의 디이소부틸 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디펜틸 에스테르 (CAS No. 1818-95-7의 디펜틸 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(1-메틸부틸)에스테르 (CAS No.75151-02-9의 비스(1-메틸부틸)테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디헵틸 에스테르 (CAS No. 4654-25-5의 디헵틸 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디이소옥틸 에스테르 (CAS No.27937-24-2의 디이소옥틸 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디노닐 에스테르 (CAS No. 4654-27-7의 디노닐 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디이소노닐 에스테르 (CAS No. 59802-05-0의디이소노닐 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디이소데실 에스테르 (CAS No.52174-72-8의 디이소데실 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디운데실 에스테르 (CAS No.111204-04-7의 디운데실 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 디도데실 에스테르 (CAS No.18749-84-3의 디도데실 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(1-메틸프로필)에스테르 (CAS No. 64445-74-5의 비스(1-메틸프로필)테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(1,1-디메틸프로필) 에스테르 (CAS No.117769-96-7의 비스(1,1-디메틸프로필)테레프탈레이트를 수소화시켜 얻을 수 있음)시클로헥산-1,4-디카르복실산 비스(2-메틸부틸)에스테르 (CAS NO.75151-04-1의 비스(2-메틸부틸)테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(3-메틸부틸)에스테르 (CAS No.18699-49-5의 비스(3-메틸부틸 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(1-에틸부틸)에스테르 (CAS No.166391-32-8의 비스(1-에틸부틸)테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(4-메틸펜틸)에스테르 (CAS No.159375-21-0의 비스(4-메틸펜틸)테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스[2-메틸-1-(1-메틸에틸)프로필]에스테르 (CAS No.166391-33-9의 비스[2-메틸-1-(1-메틸에틸)프로필]테레프탈레이트를 수소화시켜 얻을 수 있음);2-메틸시클로헥산-1,4-디카르복실산 비스(2-에틸헥실)에스테르 (CAS No. 51248-91-0의 비스(2-에틸헥실)2-메틸테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(1-메틸헵틸)에스테르 (CAS No.87321-19-5의 비스(1-메틸헵틸) 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(2-에틸-4-메틸펜틸)에스테르 (CAS No. 59726-62-4의 비스(2-에틸-4-메틸펜틸) 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(2-메틸헵틸)에스테르 (CAS No.83789-07-5의 비스(2-메틸헵틸) 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(1,1,3,3-테트라메틸부틸)에스테르 (CAS No.90062-57-0의 비스 (1,1,3,3-테트라메틸부틸)테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(7-메틸옥틸)에스테르 (CAS No.129951-42-4의 비스(7-메틸옥틸) 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산-1,4-디카르복실산 비스(8-메틸노닐)에스테르 (CAS No.129951-40-2의 비스(8-메틸노닐) 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-[8-메틸노닐]-4-옥틸 에스테르 (CAS No.129951-39-9의 1-[8-메틸노닐]-4-옥틸 테레프탈레이트를 수소화시켜 얻을 수 있음);시클로헥산디카르복실산 1-데실-4-옥틸 에스테르 (CAS No.129951-41-3의 1-데실-4-옥틸 테레프탈레이트를 수소화시켜 얻을 수 있음).
- 마크로 크기 공극(macropore)을 갖는 지지체에 활성 금속으로 주기율표 8족 전이족의 하나 이상의 금속을 단독으로 또는 주기율표 1족 또는 7족 전이족의 하나 이상의 금속과 함께 도포하여 포함하는 촉매 존재 중에, 하나 이상의 상응하는 이소프탈산 또는 테레프탈산 에스테르를 수소 함유 기체와 접촉시켜서, 상응하는 이소프탈산 또는 테레프탈산 에스테르 또는 이들 둘 이상의 혼합물을 수소화시키는 것을 포함하는 제1항의 하나 이상의 시클로헥산-1,3- 또는 -1,4-디카르복실산 에스테르의 제조 방법.
- 제2항에 있어서, 촉매가 50nm이상의 평균 공극 직경 및 30m2/g 이하의 BET 표면적을 갖는 지지체에 활성 금속으로 주기율표 8족 전이족의 하나 이상의 금속을 단독으로 또는 주기율표 1족 또는 7족 전이족의 하나 이상의 금속과 함께 촉매 총 중량 기준으로 0.01 내지 30 중량%의 양으로 도포하여 포함하는 것인 방법.
- 제2항에 있어서, 촉매가 지지체 공극 부피의 10 내지 50%가 50 내지 10,000nm의 공극 직경을 갖는 마크로 크기 공극으로 형성되고, 지지체 공극 부피의50 내지 90%가 2 내지 50nm의 공극 직경을 갖는 메소 크기 공극(mesopore)으로 형성된 (공극 부피 비율의 합은 100%임) 지지체에 활성 금속으로 주기율표 8족 전이족의 하나 이상의 금속을 단독으로 또는 주기율표 1족 또는 7족 전이족의 하나 이상의 금속과 함께, 촉매 총 중량 기준으로 0.01 내지 30 중량%의 양으로 도포하여 포함하는 것인 방법.
- 제2항에 있어서, 촉매가 0.1㎛ 이상의 평균 공극 직경 및 15m2/g 이하의 BET 표면적을 갖는 지지체에 활성 금속으로 주기율표 8족 전이족의 하나 이상의 금속을 단독으로 또는 주기율표 1족 또는 7족 전이족의 하나 이상의 금속과 함께, 촉매 총 중량 기준으로 0.01 내지 30 중량% 양으로 도포하여 포함하는 것인 방법.
- 제2항 내지 제5항 중 어느 한 항에 있어서, 지지체가 활성탄, 탄화규소, 산화알루미늄, 이산화규소, 이산화티타늄, 이산화지르코늄, 산화마그네슘, 산화아연 또는 이들 둘 이상의 혼합물을 포함하는 것인 방법.
- 제2항 내지 제6항 중 어느 한 항에 있어서, 수소화반응이 용매 또는 희석제 존재 중에 일어나는 것인 방법.
- 제2항 내지 제7항 중 어느 한 항에 있어서, 수소화반응이 연속적으로 일어나는 것인 방법.
- 제1항의 시클로헥산-1,3- 또는 -1,4-디카르복실산 에스테르 또는 이들 둘 이상의 혼합물의 플라스틱 가소제로서의 용도.
- 적절한 시클로헥산-1,3- 또는 -1,4-디카르복실산 에스테르 또는 이들 둘 이상의 혼합물을 위관을 통해 14일 이상의 기간에 걸쳐 매일 1000mg/kg(체중) 경구 투여한 설치류에 대해 시험하였을 때, 처리하지 않은 대조군 동물과 비교하여 처리 후 간 무게의 유의성 있는 증가를 전혀 나타내지 않고, 간 균등질에서 측정한 시아나이드 불감수성 팔미토일-CoA 산화효소의 비활성(specific activity)을 2배까지 증가시키지 않는, 제1항의 시클로헥산-1,3- 또는 -1,4-디카르복실산 에스테르 또는 이들 둘 이상의 혼합물의 독성학적으로 유리한 플라스틱 제조용 가소제로서의 용도
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WO2018128314A1 (ko) * | 2017-01-04 | 2018-07-12 | 주식회사 엘지화학 | 사이클로헥산 1,4-디에스터계 화합물을 포함하는 가소제 조성물 및 이를 포함하는 수지 조성물 |
US11732107B2 (en) | 2017-01-04 | 2023-08-22 | Lg Chem, Ltd. | Plasticizer composition including cyclohexane 1,4-diester-based compound and resin composition including the same |
Also Published As
Publication number | Publication date |
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TW527345B (en) | 2003-04-11 |
JP2009062394A (ja) | 2009-03-26 |
DK1194396T3 (da) | 2006-02-06 |
EP1194396A1 (de) | 2002-04-10 |
JP2003502399A (ja) | 2003-01-21 |
PL353276A1 (en) | 2003-11-03 |
ATE309192T1 (de) | 2005-11-15 |
CA2374924A1 (en) | 2000-12-28 |
CA2374924C (en) | 2010-01-19 |
ES2252024T3 (es) | 2006-05-16 |
KR100635396B1 (ko) | 2006-10-19 |
US7208545B1 (en) | 2007-04-24 |
DE19927978A1 (de) | 2000-12-21 |
DE50011573D1 (de) | 2005-12-15 |
MY133258A (en) | 2007-10-31 |
CN1356973A (zh) | 2002-07-03 |
CN100465153C (zh) | 2009-03-04 |
AU5971700A (en) | 2001-01-09 |
JP5135177B2 (ja) | 2013-01-30 |
EP1194396B1 (de) | 2005-11-09 |
WO2000078704A1 (de) | 2000-12-28 |
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