CN102614870B - Vinylacetylene hydrogenation catalyst and preparation method thereof - Google Patents
Vinylacetylene hydrogenation catalyst and preparation method thereof Download PDFInfo
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- CN102614870B CN102614870B CN201210073860.9A CN201210073860A CN102614870B CN 102614870 B CN102614870 B CN 102614870B CN 201210073860 A CN201210073860 A CN 201210073860A CN 102614870 B CN102614870 B CN 102614870B
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- vinylacetylene
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- active component
- aqueous solution
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- 239000003054 catalyst Substances 0.000 title claims abstract description 26
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 17
- 238000002360 preparation method Methods 0.000 title description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 24
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 6
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims abstract description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 3
- 229910021389 graphene Inorganic materials 0.000 claims abstract description 3
- 229910052751 metal Inorganic materials 0.000 claims abstract description 3
- 239000002184 metal Substances 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 229910052763 palladium Inorganic materials 0.000 claims description 5
- 238000003786 synthesis reaction Methods 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 3
- 229910010413 TiO 2 Inorganic materials 0.000 claims description 3
- 238000006555 catalytic reaction Methods 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 229910052759 nickel Inorganic materials 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- XIUZXYIONACSDL-UHFFFAOYSA-N C#CCC.C=C Chemical group C#CCC.C=C XIUZXYIONACSDL-UHFFFAOYSA-N 0.000 claims description 2
- 150000001345 alkine derivatives Chemical class 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 229910052745 lead Inorganic materials 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052681 coesite Inorganic materials 0.000 abstract 1
- 229910052593 corundum Inorganic materials 0.000 abstract 1
- 229910052906 cristobalite Inorganic materials 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 229910052682 stishovite Inorganic materials 0.000 abstract 1
- 229910052905 tridymite Inorganic materials 0.000 abstract 1
- 229910001845 yogo sapphire Inorganic materials 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 description 25
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 15
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- 239000012018 catalyst precursor Substances 0.000 description 4
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 4
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 description 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 3
- 238000002803 maceration Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000035800 maturation Effects 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- KMOUUZVZFBCRAM-UHFFFAOYSA-N 1,2,3,6-tetrahydrophthalic anhydride Chemical compound C1C=CCC2C(=O)OC(=O)C21 KMOUUZVZFBCRAM-UHFFFAOYSA-N 0.000 description 1
- 241000402754 Erythranthe moschata Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 1
- 229910001981 cobalt nitrate Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- -1 deionized water compound Chemical class 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
The invention relates to a vinylacetylene hydrogenation catalyst, which consists of, by mass percent, from 0.01 to 20% of active components and from 80 to 99.99% of carrier. The active components are selected from one or more than two types of metal in a VIII group or an IB group. The carrier is selected from Al2O3, SiO2, TiO2, ZnO, MgO, a carbon tube or graphene. Tests prove that the catalyst has good vinylacetylene hydrogenation activity and butadiene selectivity.
Description
Technical field
The invention belongs to catalyst technical field, be specifically related to a kind of Catalysts and its preparation method for vinylacetylene hydrogenation synthesis butadiene.
Background technology
Butadiene is a kind of important basic petrochemical Organic Ingredients and polymer monomer, and the status in petrochemical industry olefin feedstock is only second to ethene and propylene, and purposes is very extensive.It is not only for the production of multiple rubber and naval stores such as synthesis butadiene rubber (BR), butadiene-styrene rubber (SBR), acrylonitrile-butadiene rubber, SBS elastomer (SBS), acrylonitrile-butadiene-styrene (ABS)s (ABS), can also for the production of Organic chemical products such as adiponitrile, BDO, anthraquinone, sulfolane, THPA, higher alcohol and macrocyclic musks.
Current butadiene is mainly derived from oil C
4the extracting of cut, the method is limited by oil refining.The situation that China's oil resource is day by day deficient makes the supply of China's butadiene there is risk, and related industry is in extremely passive status.On the other hand, rich coal resources in China and price is lower, along with the continuous maturation of coal acetylene new technology, acetylene likely becomes more cheap industrial chemicals.Except producing vinyl chloride, the technique for applying of another maturation of acetylene prepares vinylacetylene by dimerization reaction exactly, and vinylacetylene selec-tive hydrogenation can obtain butadiene, and this technique can realize being that source produces butadiene with coal.On the other hand, current vinylacetylene selec-tive hydrogenation technique is all as C in petroleum refining process for handle
4the process that the vinylacetylene (mass fraction 0.1 ~ 5%) of cut impurity is removed.
Summary of the invention
The object of the invention is to provide a kind of Catalysts and its preparation method for vinylacetylene hydrogenation synthesis butadiene, and this catalyst has good catalytic activity and selective.
For achieving the above object, the technical scheme taked of the present invention is as follows:
A kind of vinylacetylene hydrogenation catalyst, this catalyst is made up of active component and carrier, and wherein active component accounts for 0.01 ~ 20% of catalyst quality, and carrier accounts for 80 ~ 99.99% of catalyst quality.
Concrete, described active component be selected from VIII race or I B race metal one or more, as being Fe, Co, Ni, Ru, Rh, Pd, Os, Ir, Pt, Cu, Ag or Au etc.Wherein, be preferably in Co, Ni, Pd, Pt, Cu and Pb one or more.
Described carrier is selected from Al
2o
3, SiO
2, TiO
2, ZnO, MgO, carbon pipe or Graphene.
The preparation method of described vinylacetylene hydrogenation catalyst, comprises the steps:
1. prepare maceration extract: according to the load capacity of active component and the water absorption rate of used carrier, prepare corresponding nitrate or the chlorate aqueous solution as maceration extract;
2. incipient impregnation: place 1 ~ 3h at normal temperatures after carrier and maceration extract being mixed and obtain catalyst precursor;
3. calcine: by catalyst precursor in 100 ~ 200 DEG C of drying 0.5 ~ 3h, then be warming up to 400 ~ 800 DEG C of roasting 2 ~ 4h, be then cooled to room temperature and get final product.
Catalyst described in the inventive method can be used for pure ethylene ethyl-acetylene hydrogenation synthesis butadiene, or the hydrogenation mixture that vinylacetylene and inert gas (as nitrogen etc.) form synthesizes butadiene; Mixture medium vinyl acetylene volume percent content is not less than 50%.Prove through test, this catalyst has good vinylacetylene high active of hydrogenation catalysis and butadiene selective.
Detailed description of the invention
Below by way of preferred embodiment, the present invention is described in further detail, but protection scope of the present invention is not limited thereto.In each embodiment, the aperture of used carrier, pore volume and surface area parameters are in table 1.
embodiment 1
A kind of vinylacetylene hydrogenation catalyst, this catalyst is by active component palladium and carrier α-Al
2o
3composition; The preparation method of this catalyst is: 1. get palladium nitrate, and adding deionized water compound concentration is 4.73 × 10
-3the palladium nitrate aqueous solution of mol/L.2. measure 25ml palladium nitrate aqueous solution slowly to join 10g carrier α-Al is housed
2o
3porcelain unit ware in, stir with glass bar in adition process.After finishing, gained pastel is left standstill 3h and obtain catalyst precursor.3. catalyst precursor is put into Muffle furnace roasting, temperature program is: with 30min, temperature is risen to 100 DEG C, stop 1h at such a temperature; Then with 1h temperature risen to 500 DEG C and stop 4h, finally cooling the temperature to 30 DEG C and get final product with 3h.
Catalytic reaction condition is: reaction temperature 30 DEG C, normal pressure, vinylacetylene air speed 100 mlgcat
-1h
-1, alkynes hydrogen is than 1.2.Before reaction, catalyst reduces 8 h in nitrogen atmosphere.Table 2 gives embodiment 1 gained catalyst corresponding conversion ratio and selective data when reacting 0.5h, 1.0h, 1.5h, 2.0h, 2.5h, 3.5h and 4.0h.Embodiment 2-16 gained catalyst corresponding conversion ratio and selective data when reacting 0.5h refer to table 3.As can be seen from table 2 and table 3, catalyst of the present invention has good catalytic activity and selective.
embodiment 2
Difference from Example 1 is: the concentration of palladium nitrate aqueous solution used is 3.75 × 10
-3mol/L.
embodiment 3
Difference from Example 1 is: the concentration of palladium nitrate aqueous solution used is 2.75 × 10
-3mol/L.
embodiment 4
Difference from Example 1 is: replace palladium nitrate aqueous solution with copper nitrate aqueous solution.
embodiment 5
Difference from Example 1 is: replace palladium nitrate aqueous solution with nickel nitrate aqueous solution.
embodiment 6
Difference from Example 1 is: replace palladium nitrate aqueous solution with the plumbi nitras aqueous solution.
embodiment 7
Difference from Example 1 is: replace palladium nitrate aqueous solution with cobalt nitrate aqueous solution.
embodiment 8
Difference from Example 1 is: replace palladium nitrate aqueous solution with the mixed aqueous solution (palladium and plumbous mol ratio 1:1) of palladium nitrate and plumbi nitras.
embodiment 9
Difference from Example 1 is: carrier SiO
2replace α-Al
2o
3.
embodiment 10
Difference from Example 1 is: carrier ZnO replaces α-Al
2o
3.
embodiment 11
Difference from Example 1 is: carrier MgO replaces α-Al
2o
3.
embodiment 12
Difference from Example 1 is: calcining heat is adjusted to 700 DEG C by 500 DEG C.
embodiment 13
Difference from Example 1 is: replace palladium nitrate aqueous solution with copper nitrate aqueous solution, and copper nitrate aqueous solution concentration used is 6.75 × 10
-3mol/L.
embodiment 14
Difference from Example 1 is: replace palladium nitrate aqueous solution with copper nitrate aqueous solution, carrier TiO
2replace α-Al
2o
3.
embodiment 15
Difference from Example 1 is: replace palladium nitrate aqueous solution with nickel nitrate aqueous solution, and nickel nitrate aqueous solution concentration used is 6.75 × 10
-3mol/L.
embodiment 16
Difference from Example 1 is: replace palladium nitrate aqueous solution with nickel nitrate aqueous solution, carrier γ-Al
2o
3replace α-Al
2o
3.
Claims (3)
1. a method for vinylacetylene hydrogenation synthesis butadiene, is characterized in that, adopts vinylacetylene hydrogenation catalyst that vinylacetylene and hydrogen are reacted under following catalytic reaction condition:
Reaction temperature 30 DEG C, normal pressure, vinylacetylene air speed 100mlgcat-1h-1, alkynes hydrogen is than 1.2, vinylacetylene is the mixture that forms of vinylacetylene and inert gas or pure ethylene ethyl-acetylene, and wherein said mixture medium vinyl acetylene volume percent content is not less than 50%
Wherein, described vinylacetylene hydrogenation catalyst is made up of active component and carrier, and active component accounts for 0.01 ~ 20% of catalyst quality, and carrier accounts for 80 ~ 99.99% of catalyst quality; Described active component be selected from VIII or IB race metal one or more.
2. method according to claim 1, is characterized in that, described active component be selected from Co, Ni, Pd, Pt, Cu and Pb one or more.
3. method according to claim 1, is characterized in that, described carrier is selected from Al
2o
3, SiO
2, TiO
2, ZnO, MgO, carbon pipe or Graphene.
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| CN201210073860.9A CN102614870B (en) | 2012-03-20 | 2012-03-20 | Vinylacetylene hydrogenation catalyst and preparation method thereof |
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| CN201210073860.9A CN102614870B (en) | 2012-03-20 | 2012-03-20 | Vinylacetylene hydrogenation catalyst and preparation method thereof |
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| CN102614870B true CN102614870B (en) | 2015-02-11 |
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| CN103787813B (en) * | 2012-10-30 | 2015-08-19 | 中国石油化工股份有限公司 | A kind of divinyl tail gas hydrogenation device and method |
| CN103787811B (en) * | 2012-10-30 | 2015-09-16 | 中国石油化工股份有限公司 | A kind of method of hydrotreating of divinyl tail gas |
| CN103623846B (en) * | 2013-11-27 | 2015-07-29 | 沈阳化工大学 | A kind of synthetic method of-S-S-base group modification Pt-supported catalyst |
| CN106345490A (en) * | 2016-08-23 | 2017-01-25 | 安徽海德石油化工有限公司 | Dual-ingredient alkyne hydrogenation reaction catalyst |
| CN106345463A (en) * | 2016-08-26 | 2017-01-25 | 山东恒信科技发展有限公司 | Catalyst for heavy aromatics hydrogenation dealkylation |
| CN110947379B (en) * | 2019-12-23 | 2020-08-18 | 中国矿业大学 | Preparation of high-activity ruthenium catalyst and application of high-activity ruthenium catalyst in room-temperature catalytic hydrogenation |
| CN111036286A (en) * | 2019-12-24 | 2020-04-21 | 昆明理工大学 | Preparation method and application of MCM-41 molecular sieve supported nickel-based catalyst |
| CN114797842A (en) * | 2021-01-27 | 2022-07-29 | 上海中化科技有限公司 | Hydrogenation catalyst and preparation method thereof |
| CN112958109A (en) * | 2021-02-26 | 2021-06-15 | 上海大学材料基因组工程(萍乡)研究院 | Preparation and application method of high-efficiency catalytic carrier |
| CN115254170B (en) * | 2022-08-19 | 2023-05-16 | 浙江师范大学 | Cobalt-based catalyst for selective hydrogenation of 1, 3-butadiene and preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6465529B1 (en) * | 2000-08-01 | 2002-10-15 | Exxonmobil Research And Engineering Company | Process for increasing cobalt catalyst hydrogenation activity via aqueous low temperature oxidation |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6465529B1 (en) * | 2000-08-01 | 2002-10-15 | Exxonmobil Research And Engineering Company | Process for increasing cobalt catalyst hydrogenation activity via aqueous low temperature oxidation |
Non-Patent Citations (1)
| Title |
|---|
| 在铜基催化剂上富丁二烯C4馏份选择加氢除炔;张全信等;《工业催化》;20010731;第9卷(第4期);摘要、第1.1节、第2.1.1节、第2.1.2节、表1、表2 * |
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