CN109926102B - 一种加氢催化剂组合物及其制备方法 - Google Patents
一种加氢催化剂组合物及其制备方法 Download PDFInfo
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- CN109926102B CN109926102B CN201711353835.5A CN201711353835A CN109926102B CN 109926102 B CN109926102 B CN 109926102B CN 201711353835 A CN201711353835 A CN 201711353835A CN 109926102 B CN109926102 B CN 109926102B
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- hydrogenation catalyst
- catalyst composition
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- 239000003054 catalyst Substances 0.000 title claims abstract description 116
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 49
- 239000000203 mixture Substances 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 238000010438 heat treatment Methods 0.000 claims abstract description 45
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 41
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 30
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 29
- 239000011593 sulfur Substances 0.000 claims abstract description 27
- 239000007787 solid Substances 0.000 claims abstract description 21
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims abstract description 19
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000000126 substance Substances 0.000 claims abstract description 13
- 230000003647 oxidation Effects 0.000 claims abstract description 10
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 10
- 239000002184 metal Substances 0.000 claims description 16
- 229910052751 metal Inorganic materials 0.000 claims description 16
- 239000003921 oil Substances 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 14
- 235000019198 oils Nutrition 0.000 claims description 14
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 11
- 239000003502 gasoline Substances 0.000 claims description 9
- 239000003209 petroleum derivative Substances 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 8
- 150000002430 hydrocarbons Chemical group 0.000 claims description 8
- 239000002283 diesel fuel Substances 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 6
- 230000003197 catalytic effect Effects 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 claims description 4
- CRZQGDNQQAALAY-UHFFFAOYSA-N Methyl benzeneacetate Chemical compound COC(=O)CC1=CC=CC=C1 CRZQGDNQQAALAY-UHFFFAOYSA-N 0.000 claims description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims description 4
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims description 4
- ZGTNBBQKHJMUBI-UHFFFAOYSA-N bis[tetrakis(hydroxymethyl)-lambda5-phosphanyl] sulfate Chemical compound OCP(CO)(CO)(CO)OS(=O)(=O)OP(CO)(CO)(CO)CO ZGTNBBQKHJMUBI-UHFFFAOYSA-N 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 235000012343 cottonseed oil Nutrition 0.000 claims description 3
- 239000002385 cottonseed oil Substances 0.000 claims description 3
- AIRPJJGSWHWBKS-UHFFFAOYSA-N hydroxymethylphosphanium;chloride Chemical compound [Cl-].OC[PH3+] AIRPJJGSWHWBKS-UHFFFAOYSA-N 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 3
- RJASFPFZACBKBE-UHFFFAOYSA-N 2-Methylpropyl phenylacetate Chemical compound CC(C)COC(=O)CC1=CC=CC=C1 RJASFPFZACBKBE-UHFFFAOYSA-N 0.000 claims description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 claims description 2
- 235000019483 Peanut oil Nutrition 0.000 claims description 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
- 235000019498 Walnut oil Nutrition 0.000 claims description 2
- 239000012298 atmosphere Substances 0.000 claims description 2
- 239000002199 base oil Substances 0.000 claims description 2
- 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 2
- 239000003240 coconut oil Substances 0.000 claims description 2
- 235000019864 coconut oil Nutrition 0.000 claims description 2
- 235000005687 corn oil Nutrition 0.000 claims description 2
- 239000002285 corn oil Substances 0.000 claims description 2
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 claims description 2
- 229960001826 dimethylphthalate Drugs 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- -1 hydroxypropyl phosphonium sulfate Chemical compound 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 229910052809 inorganic oxide Inorganic materials 0.000 claims description 2
- 239000003350 kerosene Substances 0.000 claims description 2
- 229910052750 molybdenum Inorganic materials 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000004006 olive oil Substances 0.000 claims description 2
- 235000008390 olive oil Nutrition 0.000 claims description 2
- 239000000312 peanut oil Substances 0.000 claims description 2
- PMQZNGSMBAGPRU-UHFFFAOYSA-N propan-2-yl cyclohexanecarboxylate Chemical compound CC(C)OC(=O)C1CCCCC1 PMQZNGSMBAGPRU-UHFFFAOYSA-N 0.000 claims description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 2
- 239000003813 safflower oil Substances 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 239000008159 sesame oil Substances 0.000 claims description 2
- 235000011803 sesame oil Nutrition 0.000 claims description 2
- 239000003549 soybean oil Substances 0.000 claims description 2
- 235000012424 soybean oil Nutrition 0.000 claims description 2
- 235000020238 sunflower seed Nutrition 0.000 claims description 2
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052721 tungsten Inorganic materials 0.000 claims description 2
- 239000008170 walnut oil Substances 0.000 claims description 2
- FDTJLACUEPMPCM-UHFFFAOYSA-N 2-hydroxyethylphosphanium chloride Chemical compound [Cl-].OCC[PH3+] FDTJLACUEPMPCM-UHFFFAOYSA-N 0.000 claims 1
- ZXVYNKFBAKVYNI-UHFFFAOYSA-N 3-hydroxypropylphosphanium chloride Chemical compound [Cl-].OCCC[PH3+] ZXVYNKFBAKVYNI-UHFFFAOYSA-N 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 238000004073 vulcanization Methods 0.000 abstract description 22
- 239000012752 auxiliary agent Substances 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 description 16
- 229910052739 hydrogen Inorganic materials 0.000 description 11
- 239000001257 hydrogen Substances 0.000 description 11
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 10
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 10
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 10
- 239000000543 intermediate Substances 0.000 description 10
- 238000002156 mixing Methods 0.000 description 7
- 229920001021 polysulfide Polymers 0.000 description 7
- 239000005077 polysulfide Substances 0.000 description 7
- 150000008117 polysulfides Polymers 0.000 description 7
- 238000005507 spraying Methods 0.000 description 7
- 239000003570 air Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- YTVQIZRDLKWECQ-UHFFFAOYSA-N 2-benzoylcyclohexan-1-one Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1=O YTVQIZRDLKWECQ-UHFFFAOYSA-N 0.000 description 4
- 238000011066 ex-situ storage Methods 0.000 description 4
- 230000032683 aging Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000009776 industrial production Methods 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- YIEDHPBKGZGLIK-UHFFFAOYSA-L tetrakis(hydroxymethyl)phosphanium;sulfate Chemical compound [O-]S([O-])(=O)=O.OC[P+](CO)(CO)CO.OC[P+](CO)(CO)CO YIEDHPBKGZGLIK-UHFFFAOYSA-L 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052976 metal sulfide Inorganic materials 0.000 description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000004763 sulfides Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ANTSOPLSHZCGMI-UHFFFAOYSA-N 2-dichlorophosphanylethane-1,1,1,2-tetrol Chemical compound OC(C(O)(O)O)P(Cl)Cl ANTSOPLSHZCGMI-UHFFFAOYSA-N 0.000 description 1
- PLDCBFTWZWDCBW-UHFFFAOYSA-N 3-dichlorophosphanylpropane-1,1,1,3-tetrol Chemical compound OC(CC(O)(O)O)P(Cl)Cl PLDCBFTWZWDCBW-UHFFFAOYSA-N 0.000 description 1
- WDQNGWQGVQIFBG-UHFFFAOYSA-N CP(Cl)Cl.OC=1C(=C(N(O)O)C=CC1)O Chemical compound CP(Cl)Cl.OC=1C(=C(N(O)O)C=CC1)O WDQNGWQGVQIFBG-UHFFFAOYSA-N 0.000 description 1
- AXLLISFMMDEYTL-UHFFFAOYSA-N CP.OC1=CC=CC(N(O)O)=C1O.OS(O)(=O)=O Chemical compound CP.OC1=CC=CC(N(O)O)=C1O.OS(O)(=O)=O AXLLISFMMDEYTL-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 1
- XLPPXLRWURQZNX-UHFFFAOYSA-N OC(CC(O)(O)O)P.OS(O)(=O)=O Chemical compound OC(CC(O)(O)O)P.OS(O)(=O)=O XLPPXLRWURQZNX-UHFFFAOYSA-N 0.000 description 1
- AEUSQHOZPAUZIN-UHFFFAOYSA-M ON(C1=CC=CC=C1)[P+](N(C1=CC=CC=C1)O)(N(C1=CC=CC=C1)O)N(C1=CC=CC=C1)O.[Cl-] Chemical compound ON(C1=CC=CC=C1)[P+](N(C1=CC=CC=C1)O)(N(C1=CC=CC=C1)O)N(C1=CC=CC=C1)O.[Cl-] AEUSQHOZPAUZIN-UHFFFAOYSA-M 0.000 description 1
- LMFWXTZEFKLNSB-UHFFFAOYSA-N OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.P.P Chemical compound OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.P.P LMFWXTZEFKLNSB-UHFFFAOYSA-N 0.000 description 1
- HTRKDAUJYQCBBU-UHFFFAOYSA-N S(=O)(=O)(O)O.OP(CC1=CC=CC=C1)(O)(O)O Chemical compound S(=O)(=O)(O)O.OP(CC1=CC=CC=C1)(O)(O)O HTRKDAUJYQCBBU-UHFFFAOYSA-N 0.000 description 1
- NMWFWEIVSYZMAH-UHFFFAOYSA-L S(=O)(=O)([O-])[O-].OC(C(O)(O)O)[P+2]C Chemical compound S(=O)(=O)([O-])[O-].OC(C(O)(O)O)[P+2]C NMWFWEIVSYZMAH-UHFFFAOYSA-L 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-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
- 239000011959 amorphous silica alumina Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- YVFNGQTWFYQOKB-UHFFFAOYSA-N benzyl(tetrahydroxy)-lambda5-phosphane Chemical compound OP(O)(O)(O)CC1=CC=CC=C1 YVFNGQTWFYQOKB-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052961 molybdenite Inorganic materials 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- YGHCWPXPAHSSNA-UHFFFAOYSA-N nickel subsulfide Chemical compound [Ni].[Ni]=S.[Ni]=S YGHCWPXPAHSSNA-UHFFFAOYSA-N 0.000 description 1
- 150000008116 organic polysulfides Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 description 1
- WIIWMYGNVXEZGU-UHFFFAOYSA-L tetrakis[hydroxy(phenyl)methyl]phosphanium;sulfate Chemical compound [O-]S([O-])(=O)=O.C=1C=CC=CC=1C(O)[P+](C(O)C=1C=CC=CC=1)(C(O)C=1C=CC=CC=1)C(O)C1=CC=CC=C1.C=1C=CC=CC=1C(O)[P+](C(O)C=1C=CC=CC=1)(C(O)C=1C=CC=CC=1)C(O)C1=CC=CC=C1 WIIWMYGNVXEZGU-UHFFFAOYSA-L 0.000 description 1
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5338717A (en) * | 1990-12-24 | 1994-08-16 | Exxon Research And Engineering Company | Method for the preparation of supported hydrogenation and hydrotreating catalysts |
CN106807406A (zh) * | 2015-11-27 | 2017-06-09 | 中国石油天然气股份有限公司 | 一种二硫化钼纳米催化剂的制备方法和催化剂及其应用 |
-
2017
- 2017-12-15 CN CN201711353835.5A patent/CN109926102B/zh active Active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5338717A (en) * | 1990-12-24 | 1994-08-16 | Exxon Research And Engineering Company | Method for the preparation of supported hydrogenation and hydrotreating catalysts |
CN106807406A (zh) * | 2015-11-27 | 2017-06-09 | 中国石油天然气股份有限公司 | 一种二硫化钼纳米催化剂的制备方法和催化剂及其应用 |
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Effective date of registration: 20231013 Address after: 100728 No. 22 North Main Street, Chaoyang District, Beijing, Chaoyangmen Patentee after: CHINA PETROLEUM & CHEMICAL Corp. Patentee after: Sinopec (Dalian) Petrochemical Research Institute Co.,Ltd. Address before: 100728 No. 22 North Main Street, Chaoyang District, Beijing, Chaoyangmen Patentee before: CHINA PETROLEUM & CHEMICAL Corp. Patentee before: DALIAN RESEARCH INSTITUTE OF PETROLEUM AND PETROCHEMICALS, SINOPEC Corp. |
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