CN1295880A - 炔烃及二烯烃的选择加氢催化剂 - Google Patents
炔烃及二烯烃的选择加氢催化剂 Download PDFInfo
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- CN1295880A CN1295880A CN 99112545 CN99112545A CN1295880A CN 1295880 A CN1295880 A CN 1295880A CN 99112545 CN99112545 CN 99112545 CN 99112545 A CN99112545 A CN 99112545A CN 1295880 A CN1295880 A CN 1295880A
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- 239000003054 catalyst Substances 0.000 title claims abstract description 85
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 60
- 150000001993 dienes Chemical class 0.000 title claims description 11
- 150000001345 alkine derivatives Chemical class 0.000 title claims description 8
- 229910052761 rare earth metal Inorganic materials 0.000 claims abstract description 38
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 33
- 230000000694 effects Effects 0.000 claims abstract description 21
- 229910052751 metal Inorganic materials 0.000 claims abstract description 13
- 239000002184 metal Substances 0.000 claims abstract description 12
- 238000001035 drying Methods 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 14
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 claims description 11
- 229910021502 aluminium hydroxide Inorganic materials 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 239000011148 porous material Substances 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 6
- 150000002739 metals Chemical class 0.000 claims description 5
- 238000009938 salting Methods 0.000 claims description 5
- 229910002651 NO3 Inorganic materials 0.000 claims description 4
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 238000005507 spraying Methods 0.000 claims description 4
- 238000006424 Flood reaction Methods 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 239000011819 refractory material Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 238000007493 shaping process Methods 0.000 claims description 3
- 229910052765 Lutetium Inorganic materials 0.000 claims description 2
- 229910052697 platinum Inorganic materials 0.000 claims description 2
- 150000001805 chlorine compounds Chemical group 0.000 claims 1
- 239000012266 salt solution Substances 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 23
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 description 16
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- 229940024545 aluminum hydroxide Drugs 0.000 description 8
- 150000001361 allenes Chemical class 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 150000002910 rare earth metals Chemical class 0.000 description 5
- 101150003085 Pdcl gene Proteins 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- -1 rare earth compound Chemical class 0.000 description 4
- 238000002791 soaking Methods 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 238000006317 isomerization reaction Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 2
- 101100004287 Caenorhabditis elegans best-6 gene Proteins 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 206010013786 Dry skin Diseases 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 229910052733 gallium Inorganic materials 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 229910052738 indium Inorganic materials 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BNGXYYYYKUGPPF-UHFFFAOYSA-M (3-methylphenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].CC1=CC=CC(C[P+](C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 BNGXYYYYKUGPPF-UHFFFAOYSA-M 0.000 description 1
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 1
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 1
- 241000720974 Protium Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- XFBXDGLHUSUNMG-UHFFFAOYSA-N alumane;hydrate Chemical compound O.[AlH3] XFBXDGLHUSUNMG-UHFFFAOYSA-N 0.000 description 1
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 238000007233 catalytic pyrolysis Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229910000765 intermetallic Inorganic materials 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- JTXAHXNXKFGXIT-UHFFFAOYSA-N propane;prop-1-ene Chemical group CCC.CC=C JTXAHXNXKFGXIT-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000010187 selection method Methods 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 229910001388 sodium aluminate Inorganic materials 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
Landscapes
- Catalysts (AREA)
Abstract
Description
堆密度,g/ml | 0.65 | 孔容,ml/g | 0.4 |
比表面,m2/g | 17.5 | 平均孔径,埃 | 1800 |
吸水率,% | 20 |
催化剂 | Pd含量% | La含量% |
AO | 0.28 | 0 |
AL | 0.27 | 0.48 |
RL | 0.28 | 0.49 |
温度 | 反应压力 | 液体空速 | 氢/丙炔+丙二烯 |
30℃ | 2.5MPa | 31.2h-1 | 1.2mol/mol |
丙烷 | 丙烯 | 丙二烯 | 丙炔 | 丙二烯丙炔转化率% | 丙烯收率% | C6含量% | ||
入口,% | 3.18 | 92.79 | 1.69 | 2.30 | ||||
出口% | AO | 4.34 | 95.57 | 0.0283 | 0.02 | 98.8 | 103.0 | 0.54 |
AL | 3.76 | 96.16 | 0.0102 | 0 | 99.7 | 103.6 | 0.16 | |
BL | 3.93 | 96.02 | 0.0112 | 0 | 99.7 | 103.5 | 0.18 |
温度 | 反应压力 | 液体空速 | 氢/丁二烯 |
40℃ | 1.0MPa | 20h-1 | 2.0mol/mol |
丁二烯含量% | 丁二烯残余量ppm | 丁二烯转化率% | 丁烯-1异构化率% | |||
AL | AO | AL | AO | AL | AO | |
0.42 | 53 | 115 | 98.7 | 97.3 | 2.8 | 5.6 |
1.61 | 146 | 428 | 99.1 | 97.3 | 5.2 | 14.3 |
温度 | 反应压力 | 液体空速 | 氢/二烯烃 |
120℃ | 1.5MPa | 3.0h-1 | 5.0mol/mol |
催化剂 | 二烯烃ppm | 可醚化叔戊烯收率% | 3-甲基丁烯-1的异构化率% | 2-甲基丁烯-1的异构化率% | |
入口 | 0.81 | ||||
出口 | AO | 68 | 98.8 | 76.0 | 46.0 |
BL | 0 | 101.4 | 58.8 | 26.9 |
丙烷 | 2.41 | 丙烯 | 65.16 | 丙二烯 | 1.2399 | 丙炔 | 1.705 |
丁烯 | 11.6 | 丁烷 | 1.43 | 丁二烯 | 13.87 | 其它 | 2.59 |
催化剂 | 塔顶压力Mpa | 反应段温度℃ | 碳三液时空速h-1 | 氢/丙二烯丙炔mol/mol | 回流比 | 塔顶丙二烯丙炔余量ppm | 塔顶丙烯含量% |
AO | 1.8 | 41.0 | 15.6 | 1.6 | 1.4 | 265 | 94.16 |
AL | 1.8 | 40.6 | 15.6 | 1.4 | 1.4 | 64 | 94.52 |
Claims (12)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN99112545A CN1101261C (zh) | 1999-11-12 | 1999-11-12 | 炔烃及二烯烃的选择加氢催化剂 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN99112545A CN1101261C (zh) | 1999-11-12 | 1999-11-12 | 炔烃及二烯烃的选择加氢催化剂 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1295880A true CN1295880A (zh) | 2001-05-23 |
CN1101261C CN1101261C (zh) | 2003-02-12 |
Family
ID=5275841
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN99112545A Expired - Lifetime CN1101261C (zh) | 1999-11-12 | 1999-11-12 | 炔烃及二烯烃的选择加氢催化剂 |
Country Status (1)
Country | Link |
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CN (1) | CN1101261C (zh) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102249836A (zh) * | 2010-05-21 | 2011-11-23 | 中国石油化工股份有限公司 | 丙烯物流中丙炔和丙二烯的选择加氢方法 |
CN102249834A (zh) * | 2010-05-21 | 2011-11-23 | 中国石油化工股份有限公司 | 烯烃物流中炔烃和二烯烃的选择加氢方法 |
CN103846092A (zh) * | 2012-11-30 | 2014-06-11 | Eurecat公司 | 一种制备用于氢化不饱和烃的负载型金属催化剂的方法 |
CN105732288A (zh) * | 2014-12-11 | 2016-07-06 | 中国石油天然气股份有限公司 | 一种碳四馏分的选择加氢方法 |
CN107970929A (zh) * | 2016-10-24 | 2018-05-01 | 中国石油化工股份有限公司 | 一种炔烃和二烯烃液相选择加氢催化剂、制备方法及应用 |
CN109468142A (zh) * | 2018-10-31 | 2019-03-15 | 庄琼华 | 一种馏分油脱二烯烃催化剂及制备方法 |
CN113694941A (zh) * | 2020-05-20 | 2021-11-26 | 中国石油化工股份有限公司 | 一种负载型金属催化剂及其制备方法与应用 |
CN114471550A (zh) * | 2020-10-26 | 2022-05-13 | 中国石油化工股份有限公司 | 一种贵金属加氢催化剂及其制备方法与应用 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60222145A (ja) * | 1984-04-20 | 1985-11-06 | Hitachi Ltd | 耐熱性触媒の使用方法 |
CN85100761A (zh) * | 1985-04-01 | 1986-09-24 | 中国科学院山西煤炭化学研究所 | 纤维状双烯选择加氢催化剂及其制法 |
CN1007878B (zh) * | 1985-04-01 | 1990-05-09 | 中国科学院大连化学物理研究所 | 二氧化碳激光器气体杂质再生铂——稀土催化剂及其制备方法 |
DE4107395A1 (de) * | 1991-03-08 | 1992-09-10 | Bayer Ag | Palladium-katalysator und sein einsatz bei der herstellung eines gemisches von gegebenenfalls substituiertem cyclohexylamin und gegebenenfalls substituiertem dicyclohexylamin |
-
1999
- 1999-11-12 CN CN99112545A patent/CN1101261C/zh not_active Expired - Lifetime
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102249834A (zh) * | 2010-05-21 | 2011-11-23 | 中国石油化工股份有限公司 | 烯烃物流中炔烃和二烯烃的选择加氢方法 |
CN102249836B (zh) * | 2010-05-21 | 2014-02-05 | 中国石油化工股份有限公司 | 丙烯物流中丙炔和丙二烯的选择加氢方法 |
CN102249834B (zh) * | 2010-05-21 | 2014-03-12 | 中国石油化工股份有限公司 | 烯烃物流中炔烃和二烯烃的选择加氢方法 |
CN102249836A (zh) * | 2010-05-21 | 2011-11-23 | 中国石油化工股份有限公司 | 丙烯物流中丙炔和丙二烯的选择加氢方法 |
CN103846092A (zh) * | 2012-11-30 | 2014-06-11 | Eurecat公司 | 一种制备用于氢化不饱和烃的负载型金属催化剂的方法 |
CN105732288B (zh) * | 2014-12-11 | 2018-07-13 | 中国石油天然气股份有限公司 | 一种碳四馏分的选择加氢方法 |
CN105732288A (zh) * | 2014-12-11 | 2016-07-06 | 中国石油天然气股份有限公司 | 一种碳四馏分的选择加氢方法 |
CN107970929A (zh) * | 2016-10-24 | 2018-05-01 | 中国石油化工股份有限公司 | 一种炔烃和二烯烃液相选择加氢催化剂、制备方法及应用 |
CN107970929B (zh) * | 2016-10-24 | 2019-09-27 | 中国石油化工股份有限公司 | 一种炔烃和二烯烃液相选择加氢催化剂、制备方法及应用 |
CN109468142A (zh) * | 2018-10-31 | 2019-03-15 | 庄琼华 | 一种馏分油脱二烯烃催化剂及制备方法 |
CN109468142B (zh) * | 2018-10-31 | 2020-12-18 | 山东省安正安全咨询服务有限公司 | 一种馏分油脱二烯烃催化剂及制备方法 |
CN113694941A (zh) * | 2020-05-20 | 2021-11-26 | 中国石油化工股份有限公司 | 一种负载型金属催化剂及其制备方法与应用 |
CN113694941B (zh) * | 2020-05-20 | 2024-05-07 | 中国石油化工股份有限公司 | 一种负载型金属催化剂及其制备方法与应用 |
CN114471550A (zh) * | 2020-10-26 | 2022-05-13 | 中国石油化工股份有限公司 | 一种贵金属加氢催化剂及其制备方法与应用 |
CN114471550B (zh) * | 2020-10-26 | 2024-04-12 | 中国石油化工股份有限公司 | 一种贵金属加氢催化剂及其制备方法与应用 |
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Publication number | Publication date |
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CN1101261C (zh) | 2003-02-12 |
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