CN107570157A - A kind of preparation method for the order mesoporous Pd/carbon catalyst for preparing p-aminophenol - Google Patents
A kind of preparation method for the order mesoporous Pd/carbon catalyst for preparing p-aminophenol Download PDFInfo
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- 239000003054 catalyst Substances 0.000 title claims abstract description 66
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 title claims abstract description 50
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 229910052799 carbon Inorganic materials 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- 229920001661 Chitosan Polymers 0.000 claims abstract description 16
- 239000002994 raw material Substances 0.000 claims abstract description 16
- 230000003197 catalytic effect Effects 0.000 claims abstract description 13
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910000510 noble metal Inorganic materials 0.000 claims abstract description 12
- 239000004094 surface-active agent Substances 0.000 claims abstract description 9
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 8
- 238000000227 grinding Methods 0.000 claims abstract description 6
- 238000003763 carbonization Methods 0.000 claims abstract description 5
- 229920000428 triblock copolymer Polymers 0.000 claims abstract description 5
- 239000012298 atmosphere Substances 0.000 claims abstract description 4
- 239000011261 inert gas Substances 0.000 claims abstract description 4
- 150000002736 metal compounds Chemical class 0.000 claims abstract description 4
- 239000012265 solid product Substances 0.000 claims abstract description 3
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 4
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 239000011148 porous material Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 229910000428 cobalt oxide Inorganic materials 0.000 claims description 3
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 claims description 3
- 229940056319 ferrosoferric oxide Drugs 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- MQRWBMAEBQOWAF-UHFFFAOYSA-N acetic acid;nickel Chemical compound [Ni].CC(O)=O.CC(O)=O MQRWBMAEBQOWAF-UHFFFAOYSA-N 0.000 claims 1
- 229940078494 nickel acetate Drugs 0.000 claims 1
- 239000003575 carbonaceous material Substances 0.000 abstract description 5
- 239000002028 Biomass Substances 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 239000000376 reactant Substances 0.000 abstract description 3
- 230000001360 synchronised effect Effects 0.000 abstract description 3
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 238000011017 operating method Methods 0.000 abstract description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 13
- 238000000034 method Methods 0.000 description 12
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 11
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 229910052759 nickel Inorganic materials 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 229910017052 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000010953 base metal Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000010792 warming Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229910002848 Pt–Ru Inorganic materials 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000003444 anaesthetic effect Effects 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000002242 deionisation method Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical group [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000001027 hydrothermal synthesis Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 229910000765 intermetallic Inorganic materials 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 229910052961 molybdenite Inorganic materials 0.000 description 1
- 239000011943 nanocatalyst Substances 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A kind of preparation method for the order mesoporous Pd/carbon catalyst for preparing p-aminophenol.It is characterized in that:Using chitosan as raw material; non-noble metal compound is doped source; add triblock copolymer surfactant simultaneously; under high temperature hydrothermal condition after self-produced HIGH PRESSURE TREATMENT; it is filtrated to get dark brown solid product; dry, be put into after grinding in tube calciner, the high temperature carbonization under atmosphere of inert gases protection, obtain the metal-doped carbon base catalyst of high stability with different ordered mesopore structures.Investigate its catalytic efficiency as catalyst to p-nitrophenol hydrogenation catalyst generation p-aminophenol.This operating procedure is mainly characterized in that using biomass resource chitosan be raw material, environmental protection is cheap and easy to get, add surfactant, the formation of Effective Regulation ordered mesopore structure, increase effective contact area of reactant and catalyst, reaction condition is gentle, and activated centre generation synchronous with Carbon Materials make it that structure is more stable, and course of reaction is simple to operate.
Description
Art：
The present invention relates to nano-catalyst material preparation field, and the order mesoporous of p-aminophenol is prepared more particularly to a kind of
The preparation method of Pd/carbon catalyst
Background technology：
Amino phenols (PAP) is a kind of important Fine Organic Chemical intermediate, is usually used in preparing anesthetic, anodyne, moves back
The medicine of a warm nature, while be widely used in dye industry, prepare developer, antioxidant and food additives etc..It is main generally to prepare PAP
Using three kinds of methods：It is prepared by iron-acid reduction of the paranitrophenol (PNP) Jing Guo multistep；Nitrobenzene is catalyzed in next step in strong acid system
Hydrogenation is standby and electrochemical reducing.But these methods usually require long time, operating condition is strict, is related to raw material
Also it is expensive.Research points out that various nitropheneol mixtures are most common organic pollutions in industry and agricultural effluent, such as simultaneously
Fruit can effectively utilize various nitrophenols, and its direct catalytic conversion is generated into valuable amino phenols, has important practical significance
And value.
The effective catalytic hydrogenations of PNP can be generated PAP by noble metal catalyst (Pt, Au, Pd etc.), had the reaction time short, grasped
Make simply, pollution is few, the advantage such as yield height, but higher cost and noble metal catalyst is easily poisoned, and recycles effect
Rate is too low so that the use of these catalyst is restricted.The carbon base catalyst of base metal doping is considered as that your gold substituted
One of effective catalyst of metal catalyst, the Carbon Materials as carrier increase effectively contact by adjusting the transport of reaction medium
Area, the stability at active catalytic center etc. is improved, can directly affect and be catalyzed its hydrogenation activity.And the base metal energy adulterated
Catalytic active center is enough provided, changes level structure, surface texture and the pore structure of catalyst, effectively strengthens catalytic activity.
A kind of loaded catalyst for synthesizing p-aminophenol of Publication No. CN 1562467 Introduction To Cn Patent and
Its preparation method and application method, the catalyst are made up of active metal component and carrier, and active metal component is single group
Divide Pt or two-component Pt-Ru, Pt-Co, Pt-Mg, Pt-Ca, Pt-Al, Pt-B etc., SiO2For carrier, control vector and noble metal
Pt ratio is 50~1000:0.1~10, the weight ratio of element is 0.5~1 in two-component:1~20, catalysis prepared by the method
Agent has high activity, high intensity concurrently, but there are still the drawbacks of coming off of easily reuniting during noble metal easy in inactivation and use.
A kind of homogeneous double work(for being used to synthesize para-aminophenol of Publication No. CN 101391227 Introduction To Cn Patent
Energy catalyst and its methods for making and using same, acidic ion liquid and chloroplatinic acid are placed in three-necked flask, are added alcohol and are gone
Ionized water magnetic agitation be evaporated under reduced pressure after 0.5~5 hour be made, its active component include two kinds, one of be acidic ion liquid,
Two be active metal Pt nano-particles, and it is 1000~6000 to control the two mol ratio:1, the catalyst belongs to homogeneous double work(
Can catalyst, reaction condition is gentle, reaches as high as 100% to the conversion ratio of raw material, and para-aminophenol yield is up to 90%, still
Two kinds of active components are respectively provided with higher cost, reduce the practicality of catalyst.
A kind of Catalytic Hydrogenation of Nitrobenzene synthesis p-aminophenyl of the A of Publication No. CN 102658125 Introduction To Cn Patent
New catalyst of phenol and preparation method thereof, using activated carbon as carrier, Pt is major catalyst, MoS2For co-catalyst, pass through leaching
Stain method loads Pt on the activated carbon afterwards by MOS2By impregnating, being calcined, hydrogen reducing back loading on Pt/C, prepared by the method
Catalyst choice and stability are all very high, still there is higher conversion ratio and yield after 23 recyclings, and reaction needs
The step of high-temperature roasting, hydrogen reducing, add preparation cost.
A kind of preparation side to preparing the catalyst of amino phenols of Publication No. CN 101439285 Introduction To Cn Patent
Method, the nitrate of nickel is configured to the aqueous solution, the content for ensureing nickel is the 45~58% of finished catalyst mass ratio, is then added
Mass ratio is 20% aqueous solution of silica gel, is heated to 50~80 DEG C, adds the diatomite crossed through HCl treatment under agitation,
Stirred 12~16 hours under the conditions of 50~80 DEG C after regulation pH, through filtering, dry, after hydrogen reducing, Passivation Treatment after cooling
Finished catalyst is obtained, Ni substitution noble metals, reduces and prepares cost while there is higher catalytic activity, reaction need to be in alkalescence condition
Lower progress, the post processing to product have certain requirement.
In summary, the method for the now widely used catalyst for preparing p-aminophenol is mainly active component is direct
It is supported on carrier, carrier can be Carbon Materials, can be silica etc., and active component is mostly noble metal, in ionic liquid
One kind or mixture, catalytic activity is all very high, but simple load causes its stability to have much room for improvement, recycling
Can be poor, while some reaction process complexity are tediously long, add reaction process.This patent is proposed using chitosan as raw material, non-expensive
Metallic compound is doped source, while adds triblock copolymer surfactant, is prepared with different ordered mesopore structures
The metal-doped carbon base catalyst of high stability, mild condition is simple to operate, and the selectivity that catalysis prepares p-aminophenol is higher.
The content of the invention：
It is an object of the invention to provide a kind of preparation method for the order mesoporous Pd/carbon catalyst for preparing p-aminophenol.
In order to achieve the above object, the technical solution adopted by the present invention includes：It is a kind of to prepare the order mesoporous of p-aminophenol
The preparation method of Pd/carbon catalyst.It is characterized in that:Using chitosan as raw material, non-noble metal compound is doped source, is added simultaneously
Triblock copolymer surfactant, under high temperature hydrothermal condition after self-produced HIGH PRESSURE TREATMENT, it is filtrated to get dark brown solid production
Thing, dry, be put into after grinding in tube calciner, the high temperature carbonization under atmosphere of inert gases protection, obtain having difference in order
The metal-doped carbon base catalyst of high stability of meso-hole structure.It is investigated to generate p-nitrophenol hydrogenation catalyst as catalyst
The catalytic efficiency of p-aminophenol.This operating procedure is mainly characterized in that using biomass resource chitosan be raw material, and environmental protection is cheap
It is easy to get, adds surfactant, the formation of Effective Regulation ordered mesopore structure, increases effective contact surface of reactant and catalyst
Product, reaction condition is gentle, and activated centre generation synchronous with Carbon Materials make it that structure is more stable, and course of reaction is simple to operate.
It is an advantage of the invention that：
1st, using chitosan as reaction raw materials, biomass resource is made full use of, abundant raw material is cheap and easy to get, and environmental-friendly natural is without dirt
Dye；
2nd, carbon base catalyst prepared by the present invention, there is orderly meso-hole structure, specific surface area is flourishing, adds reactant
Mass transfer and with catalyst contact area, effectively improve catalytic efficiency；
3rd, the noble metals such as noble metal platinum, ruthenium, palladium are replaced with base metal nickel cheap and easy to get, iron, cobalt etc., solves tradition
Catalyst cost is high, the defects of recycling performance difference；
4th, hydrothermal reaction condition is gentle, and metal active centres generation synchronous with Carbon Materials make it that catalyst structure is more stable,
Raw material is not required to pre-process, and course of reaction is simple to operate, and production cost is low, and yield is high.
Brief description of the drawings：
Fig. 1 is the transmission electron microscope (TEM) for the Pd/carbon catalyst with ordered mesopore structure that the embodiment of the present invention 1 is prepared
Photo；
Fig. 2 is the transmission electron microscope (TEM) for the Pd/carbon catalyst with ordered mesopore structure that the embodiment of the present invention 2 is prepared
Photo.
Embodiment：
Present invention implementation is described in further detail below：
A kind of preparation method for the order mesoporous Pd/carbon catalyst for preparing p-aminophenol.It is characterized in that:Using chitosan as original
Material, non-noble metal compound is doped source, while adds triblock copolymer surfactant, is passed through certainly under high temperature hydrothermal condition
After producing HIGH PRESSURE TREATMENT, dark brown solid product is filtrated to get, dries, be put into after grinding in tube calciner, in inert gas atmosphere
The lower high temperature carbonization of protection is enclosed, obtains the metal-doped carbon base catalyst of high stability with different ordered mesopore structures.Investigate it
The catalytic efficiency of p-aminophenol is generated to p-nitrophenol hydrogenation catalyst as catalyst.
Below, the present invention will be further detailed with embodiment, but it is not limited to any of these embodiments
Individual or similar example.
Embodiment 1：
Using chitosan as raw material, weigh 10g chitosans and be put into volume 100ml polytetrafluoroethyllining lining reactor, protect
It is 5 that liquor capacity, which is demonstrate,proved, with kettle volumetric ratio:10, selection cobalt oxide is doped source, and cobalt oxide is 1 with chitosan mass ratio:10, surface
Ensure that it with chitosan mass ratio is 3 after activating agent P123 dissolvings:20, reactor is put into box heating after three is well mixed
In case, 190 DEG C of target temperature is warming up to, room temperature is cooled down to after constant temperature 8h, dark brown solid is filtrated to get, afterwards using deionization
Water, absolute ethyl alcohol are washed to the colourless rear drying of filtrate, grinding.Cobalt doped carbon base catalyst presoma obtained above is put into pipe
In formula calcining furnace, nitrogen atmosphere protection under in 850 DEG C carbonize 2h, obtain with cube to ordered mesopore structure cobalt doped charcoal
Catalyst.Catalyst prepared by the method is spherical, and meso-hole structure is flourishing, specific surface area 389m2/ g, average pore size 3.3nm.
Investigate under normal temperature and pressure conditionses, the nickel of preparation adulterates Pd/carbon catalyst to p-nitrophenol Hydrogenation for p-aminophenol
Catalytic conversion efficiency, when the reaction time is 40min, 96.1% PNP hydro-conversions generation PAP.
Embodiment 2：
Using chitosan as raw material, weigh 7g chitosans and be put into volume 100ml polytetrafluoroethyllining lining reactor, ensure
Liquor capacity is 7 with kettle volumetric ratio:10, selection ferroso-ferric oxide is doped source, and it is 3 with chitosan mass ratio:20, surface is lived
Property agent F127 and P123 dissolving after ensure that mixture with chitosan mass ratio is 3:20, reactor is put into after three is well mixed
In box warming box, be warming up to 220 DEG C of target temperature, cool down to room temperature after constant temperature 6h, be filtrated to get dark brown solid, after make
Washed with deionized water, absolute ethyl alcohol to the colourless rear drying of filtrate, grinding.By Fe2O3 doping carbon base catalyst forerunner obtained above
Body is put into tube calciner, is carbonized 1h in 950 DEG C under nitrogen atmosphere protection, is obtained having striated ordered mesopore structure
Cobalt doped Pd/carbon catalyst.Catalyst prepared by the method is spherical, and meso-hole structure is flourishing, specific surface area 529m2/ g, average pore size
For 2.6nm.
Investigate under normal temperature and pressure conditionses, the nickel doping Pd/carbon catalyst of preparation is urged for nitra-amine p-nitrophenol Hydrogenation
Change transformation efficiency, when the reaction time is 40min, 97.5% PNP hydro-conversions generation PAP.
Claims (8)
- A kind of 1. preparation method for the order mesoporous Pd/carbon catalyst for preparing p-aminophenol.It is characterized in that:Using chitosan as raw material, Non-noble metal compound is doped source, while adds triblock copolymer surfactant, through self-produced under high temperature hydrothermal condition After HIGH PRESSURE TREATMENT, dark brown solid product is filtrated to get, dries, be put into after grinding in tube calciner, in atmosphere of inert gases The lower high temperature carbonization of protection, obtains the metal-doped carbon base catalyst of high stability with different ordered mesopore structures.Investigate its work The catalytic efficiency of p-aminophenol is generated to p-nitrophenol hydrogenation catalyst for catalyst.
- 2. according to a kind of preparation method of order mesoporous Pd/carbon catalyst for preparing p-aminophenol described in claim 1, its feature It is：The surfactant of addition can be F127, P123, one or several kinds of mixtures of neopelex etc.；
- 3. according to a kind of preparation method of order mesoporous Pd/carbon catalyst for preparing p-aminophenol described in claim 1, its feature It is：The doped source of addition is nickel acetate, ferroso-ferric oxide, cobalt oxide etc.；
- 4. according to a kind of preparation method of order mesoporous Pd/carbon catalyst for preparing p-aminophenol described in claim 1, its feature It is：Described reaction raw materials concentration is 1%~10%, and metal-doped source is controlled 1 with raw material doping ratio:10~2:10, Surfactant is 1 with raw material doping ratio:5~1:20；
- 5. according to a kind of preparation method of order mesoporous Pd/carbon catalyst for preparing p-aminophenol described in claim 1, its feature It is：Described hydrothermal temperature is at 180~220 DEG C, 6~14h of reaction time；
- 6. according to a kind of preparation method of order mesoporous Pd/carbon catalyst for preparing p-aminophenol described in claim 1, its feature It is：Described carbonization temperature is 800~1000 DEG C, and the time is 0.5~2h；
- 7. according to a kind of preparation method of order mesoporous Pd/carbon catalyst for preparing p-aminophenol described in claim 1, its feature It is：Prepared order mesoporous Pd/carbon catalyst is spherical structure, and specific surface area is 380~620m2/ g, average pore size are distributed as 2.8nm~5.2nm, the metallic of doping exist with simple substance form, and average grain diameter is between 20~100nm；
- 8. according to a kind of preparation method of order mesoporous Pd/carbon catalyst for preparing p-aminophenol described in claim 1, its feature It is：The catalytic efficiency that described catalyst p-nitrophenol is hydrogenated to amino phenols reaches 93~99%.
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| CN108970577A (en) * | 2018-07-17 | 2018-12-11 | 西北农林科技大学 | A kind of mesoporous carbon nanosheet of Co/N codope and preparation method and application |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101693201A (en) * | 2009-10-16 | 2010-04-14 | 南京工业大学 | Mesopore carbon load nickel hydrogenation catalyst and preparation method thereof |
| CN102101665A (en) * | 2011-01-11 | 2011-06-22 | 上海师范大学 | Method for preparing nickeliferous ordered mesoporous carbon material by one-step method |
| CN103303903A (en) * | 2013-06-09 | 2013-09-18 | 中国检验检疫科学研究院 | Metal or metal oxide loaded mesoporous carbon material and preparation method thereof |
| CN105618055A (en) * | 2014-10-29 | 2016-06-01 | 中国科学院大连化学物理研究所 | Application of nickel-based catalyst in selective hydrogenation reaction of aromatic nitro compound |
| CN106179452A (en) * | 2016-07-29 | 2016-12-07 | 绍兴文理学院 | A kind of preparation method of porous nitrogenous charcoal load palladium catalysis material |
| CN106219545A (en) * | 2016-07-25 | 2016-12-14 | 句容市百诚活性炭有限公司 | A kind of preparation method of sucrose base grading-hole activated carbon |
| CN106824117A (en) * | 2017-03-23 | 2017-06-13 | 青岛科技大学 | The preparation method of the one order mesoporous adsorbent of species cage type |
-
2017
- 2017-09-15 CN CN201710830655.5A patent/CN107570157B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101693201A (en) * | 2009-10-16 | 2010-04-14 | 南京工业大学 | Mesopore carbon load nickel hydrogenation catalyst and preparation method thereof |
| CN102101665A (en) * | 2011-01-11 | 2011-06-22 | 上海师范大学 | Method for preparing nickeliferous ordered mesoporous carbon material by one-step method |
| CN103303903A (en) * | 2013-06-09 | 2013-09-18 | 中国检验检疫科学研究院 | Metal or metal oxide loaded mesoporous carbon material and preparation method thereof |
| CN105618055A (en) * | 2014-10-29 | 2016-06-01 | 中国科学院大连化学物理研究所 | Application of nickel-based catalyst in selective hydrogenation reaction of aromatic nitro compound |
| CN106219545A (en) * | 2016-07-25 | 2016-12-14 | 句容市百诚活性炭有限公司 | A kind of preparation method of sucrose base grading-hole activated carbon |
| CN106179452A (en) * | 2016-07-29 | 2016-12-07 | 绍兴文理学院 | A kind of preparation method of porous nitrogenous charcoal load palladium catalysis material |
| CN106824117A (en) * | 2017-03-23 | 2017-06-13 | 青岛科技大学 | The preparation method of the one order mesoporous adsorbent of species cage type |
Non-Patent Citations (1)
| Title |
|---|
| 冯妙娜 等: "软模板法用壳聚糖制备富氮多孔碳材料", 《过程工程学报》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108970577A (en) * | 2018-07-17 | 2018-12-11 | 西北农林科技大学 | A kind of mesoporous carbon nanosheet of Co/N codope and preparation method and application |
| CN108970577B (en) * | 2018-07-17 | 2021-05-11 | 西北农林科技大学 | Application of Co/N Co-doped mesoporous carbon nanosheet |
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