CN105964247A - Preparation method of nano-Pd hydrogenation catalyst loaded with three-dimensional reduction graphene oxide - Google Patents
Preparation method of nano-Pd hydrogenation catalyst loaded with three-dimensional reduction graphene oxide Download PDFInfo
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- CN105964247A CN105964247A CN201610409313.1A CN201610409313A CN105964247A CN 105964247 A CN105964247 A CN 105964247A CN 201610409313 A CN201610409313 A CN 201610409313A CN 105964247 A CN105964247 A CN 105964247A
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 239000003054 catalyst Substances 0.000 title claims abstract description 33
- 229910021389 graphene Inorganic materials 0.000 title claims abstract description 28
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 230000009467 reduction Effects 0.000 title abstract description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000002245 particle Substances 0.000 claims abstract description 15
- 229960005070 ascorbic acid Drugs 0.000 claims abstract description 12
- 235000010323 ascorbic acid Nutrition 0.000 claims abstract description 12
- 239000011668 ascorbic acid Substances 0.000 claims abstract description 12
- 230000008569 process Effects 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 229910002804 graphite Inorganic materials 0.000 claims description 13
- 239000010439 graphite Substances 0.000 claims description 13
- 101150003085 Pdcl gene Proteins 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 239000008367 deionised water Substances 0.000 claims description 10
- 229910021641 deionized water Inorganic materials 0.000 claims description 10
- 238000001291 vacuum drying Methods 0.000 claims description 10
- 238000005303 weighing Methods 0.000 claims description 10
- 239000006185 dispersion Substances 0.000 claims description 5
- 238000002604 ultrasonography Methods 0.000 claims description 3
- 238000010335 hydrothermal treatment Methods 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 abstract description 4
- 150000001336 alkenes Chemical class 0.000 abstract description 2
- 238000001027 hydrothermal synthesis Methods 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 229910002666 PdCl2 Inorganic materials 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 238000004064 recycling Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 21
- 238000006555 catalytic reaction Methods 0.000 description 11
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 10
- 238000005119 centrifugation Methods 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 239000002105 nanoparticle Substances 0.000 description 5
- 230000004044 response Effects 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000006722 reduction reaction Methods 0.000 description 3
- 241000446313 Lamella Species 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000006069 Suzuki reaction reaction Methods 0.000 description 1
- 230000009471 action Effects 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
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000007210 heterogeneous catalysis Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000002082 metal nanoparticle Substances 0.000 description 1
- 239000003863 metallic catalyst Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052709 silver Inorganic materials 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
- 239000002904 solvent Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
Classifications
-
- 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
- B01J23/44—Palladium
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a preparation method of a nano-Pd hydrogenation catalyst loaded with three-dimensional reduction graphene oxide. The preparation method comprises the steps that a certain amount of PdCl2 and ascorbic acid are added into an aqueous solution of graphene oxide by taking the graphene oxide as a carrier precursor, Pd is uniformly deposited on the generated three-dimensional reduction graphene oxide through a one-step hydrothermal method, and then high-dispersity loaded nano-Pd particles are prepared. By applying the catalyst to a hydrogenation reaction of olefin, the very high catalytic activity and stability are achieved, and the high recycling rate is achieved; the catalyst is mild in preparation condition, simple in process and low in cost, and industrialized production is easy to achieve.
Description
Technical field
The present invention relates to noble metal hydrogenation catalyst and preparing technical field thereof, particularly to a kind of three-dimensional reduction
The preparation method of graphene oxide-loaded nano Pd hydrogenation catalyst.
Background technology
Hydrogenation reaction is one of reaction important in Industrial Catalysis.It is currently used for the catalyst of this reaction predominantly
The noble metals such as Pd, Pt.Metallic catalyst, especially nano Pd particle, because of catalysis activity and the choosing of its excellence
Selecting property occupies an important position in heterogeneous catalysis field.Nano Pd particle is easily reunited, is difficult to stable existence and difficulty time
Receipts are the difficult problems currently encountered, and are also the focuses of research.By support dispersion nano Pd particle, by carrier and Pd
Active force stop the reunion of nanoparticle, increasing its response rate is more effective manner.Research at present
Carrier mainly have: Al2O3、SiO2, activated carbon, molecular sieve etc..But the existence of carrier can affect again reaction
Thing and the diffusion of product, reduce reaction rate.Therefore, to give full play to the unique catalytic performance of nano Pd particle,
The stable existence of the Pd of high dispersive to be ensured, the most also to select suitable carrier to be conducive to entering of reaction
OK.
Graphene, it is possible to be referred to as " mono-layer graphite ", be by the bi-dimensional cellular shape of the tightly packed one-tenth of monolayer carbon atom
Crystal, has compared with electric-conductivity heat-conductivity high, big specific surface area and splendid heat stability, becomes nano metal
Excellent carrier.At present, with Graphene as carrier, researchers prepared various metals nanoparticle (Pt,
Au, Pd, Ag, Fe etc.), and Suzuki coupling, be hydrogenated with, aoxidize, the reaction such as water decomposition shows excellent
Different catalysis activity.But Graphene is often reunited because being interacted by π-π, is piled up, and causes comparing table
Area reduces, and resistance increases, and performance is greatly reduced, thus limits its application.The appearance of three-dimensional grapheme is not
Address only the problems referred to above, also as the processing easy to control, easy of its light weight, volume and good mechanical performance etc.
Receive much concern.And compared with conventional two-dimensional Graphene carrier, its three-dimensional lamella loose structure can avoid Graphene
Lamella repeats stacking, is more beneficial for the dispersion of metal nanoparticle, and has the highest response rate.Therefore,
Select simple to operate, environmental friendliness, the three-dimensional redox graphene carried metal of method preparation with low cost
Nano Pd particle has a good application prospect.
Summary of the invention
The technical problem to be solved in the present invention is to easily cause sheet layer stack for two-dimensional graphene load P d nanoparticle
The problems such as buttress, recovery utilization rate is low, it is provided that a kind of relatively easy, cleaning, low cost prepare high-dispersion Pd
The method of nanoparticle/three-dimensional redox graphene hydrogenation catalyst.
The technical solution adopted for the present invention to solve the technical problems is:
The preparation method of a kind of three-dimensional redox graphene load nano Pd particle hydrogenation catalyst, this catalyst is
With three-dimensional redox graphene as carrier, with nano Pd particle as active component, one step hydro thermal method is used to obtain.
Specifically comprising the following steps that of the method
Weighing a certain amount of graphite oxide to add to deionized water, graphite oxide concentration is 0.5-4mg/mL, so
After the most ultrasonic, obtain the graphene oxide solution of high degree of dispersion；Add in the solution of gained
The 0.02mol/L PdCl of 0.3-1mL2Aqueous solution and the ascorbic acid of 60-100mg, at certain ultrasonic bar
This solution is processed, by solution hydrothermal treatment consists under certain condition after ultrasonic end, by gained solution centrifugal under part
Separate, be washed with deionized, vacuum drying, i.e. obtain described catalyst.
As limitation of the invention, certain ultrasound condition of the present invention is: supersonic frequency
120-240W, time 5-20min；Described hydrothermal condition is: temperature 60-90 DEG C, time 0.5-2h.
Find under study for action, in the case of being added without any cross-linking agent and High Temperature High Pressure, by a step water
Full-boiled process is capable of the formation of the three-dimensional redox graphene of Pd load, and Pd nanoparticle can height
It is scattered in the surface of three-dimensional redox graphene.
This method avoid traditional first synthesis three-dimensional grapheme again by the complicated step of chemical reduction method load P d
Suddenly, the reduction by ascorbic acid can promote that the formation of three-dimensional grapheme can realize again Pd particle simultaneously
Deposition.
Additionally, due to carrier is three-dimensional redox graphene so that our prepared catalyst is follow-up
Reaction system in have the fabulous response rate.
This synthetic method step is simple, mild condition and with low cost, it is easy to industrialized production.
Catalyst of the present invention shows good catalysis activity and multiplexing in the hydrogenation reaction of alkene
Property.
Detailed description of the invention
The present invention will be described further with regard to following example, however, it should be noted that these embodiments only as a example by
Show purposes of discussion, and be not necessarily to be construed as the restriction that the present invention implements.
Embodiment 1
Weighing 0.04g graphite oxide to add in 80mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 0.5mL in solution2
Solution and the ascorbic acid of 80mg, ultrasonic 5min under 180W, heating in water bath 90 DEG C reaction 1.5h, instead
Centrifugation after should terminating, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalysis
Agent A.
Embodiment 2
Weighing 0.04g graphite oxide to add in 40mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 0.5mL in solution2
Solution and the ascorbic acid of 60mg, ultrasonic 5min under 180W, heating in water bath 90 DEG C reaction 1.5h, instead
Centrifugation after should terminating, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalysis
Agent B.
Embodiment 3
Weighing 0.04g graphite oxide to add in 20mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 0.5mL in solution2
Solution and the ascorbic acid of 80mg, ultrasonic 5min under 180W, heating in water bath 90 DEG C reaction 1.5h, instead
Centrifugation after should terminating, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalysis
Agent C.
Embodiment 4
Weighing 0.04g graphite oxide to add in 10mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 0.3mL in solution2
Solution and the ascorbic acid of 80mg, ultrasonic 5min under 180W, heating in water bath 90 DEG C reaction 1.5h, instead
Centrifugation after should terminating, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalysis
Agent D.
Embodiment 5
Weighing 0.04g graphite oxide to add in 20mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 1mL in solution2
Solution and the ascorbic acid of 80mg, ultrasonic 5min under 180W, heating in water bath 90 DEG C reaction 1.5h, instead
Centrifugation after should terminating, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalysis
Agent E.
Embodiment 6
Weighing 0.04g graphite oxide to add in 20mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 0.5mL in solution2
Solution and the ascorbic acid of 100mg, ultrasonic 5min under 160W, heating in water bath 60 DEG C reaction 1.5h, instead
Centrifugation after should terminating, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalysis
Agent F.
Embodiment 7
Weighing 0.04g graphite oxide to add in 20mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 0.5mL in solution2
Solution and the ascorbic acid of 80mg, ultrasonic 5min under 240W, heating in water bath 90 DEG C reaction 0.5h, instead
Centrifugation after should terminating, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalysis
Agent G.
Embodiment 8
Weighing 0.04g graphite oxide to add in 20mL deionized water, by its supersound process, supersonic frequency is
180W, the ultrasonic 1.5h of room temperature, after ultrasonic end, add the PdCl of the 0.02mol/L of 0.5mL in solution2
Solution and the ascorbic acid of 80mg, ultrasonic 5min under 200W, heating in water bath 80 DEG C reaction 2h, reaction
Centrifugation after end, is washed with deionized 5 times, 50 DEG C of vacuum drying 2h, obtains described catalyst
H。
Being applied to by catalyst in above-described embodiment in 1-hexene hydrogenation process, reaction condition is as follows:
Solvent: ethanol；1-hexene/Pd (mol/mol): 2.8 × 104；Hydrogen Vapor Pressure: 1.0MPa；Reaction temperature:
30℃；Response time: 1h.
Its catalytic performance is as shown in table 1:
The catalytic performance of table 1 catalyst
| Catalyst | 1-hexene conversion ratio (%) | Normal hexane selectivity (%) | Catalyst recovery yield (%) |
| A | 78.3 | 100 | 92.6 |
| B | 99.5 | 100 | 96.7 |
| C | 100 | 100 | 97.5 |
| D | 87.9 | 100 | 97.7 |
| E | 95.3 | 100 | 97.1 |
| F | 78.6 | 100 | 96.4 |
| G | 88.1 | 100 | 97.6 |
| H | 93.7 | 100 | 95.8 |
As it can be seen from table 1 catalyst of the present invention to be used for the hydrogenation of 1-hexene, at 30 DEG C,
Maximum conversion is up to 100%, and in addition to catalyst A, the response rate of other catalyst is above 95%.
Well solve the recovery problem of graphene-based catalyst.
The catalyst C obtaining above-described embodiment 3 carries out multiplexing performance investigation, this catalyst is centrifugal reclaim and
Through the dried multiplexing of washing with alcohol, performance is as shown in table 2:
The multiplexing performance of table 2 catalyst C
| Multiplexing number | 1-hexene conversion ratio (%) | Normal hexane selectivity (%) |
| 1 | 100 | 100 |
| 2 | 99.6 | 100 |
| 3 | 100 | 100 |
| 4 | 99.7 | 100 |
| 5 | 99.5 | 100 |
| 6 | 99.8 | 100 |
Table 2 shows that catalyst is active almost without decline after using 6 times, and multiplexing performance is good.
With the above-mentioned desirable embodiment according to the present invention for enlightenment, by above-mentioned description, related work
Personnel can carry out various change and amendment completely in the range of without departing from this invention technological thought.
The content that the technical scope of this invention is not limited in description, it is necessary to according to right
Determine its technical scope.
Claims (4)
1. a preparation method for three-dimensional redox graphene load nano Pd particle hydrogenation catalyst, its feature
It is that this catalyst is with three-dimensional redox graphene as carrier, with nano Pd particle as active component, uses one
One-step hydrothermal prepares.
A kind of three-dimensional redox graphene load nano Pd particle hydrogenation catalyst the most according to claim 1
The preparation method of agent, it is characterised in that the method is carried out as steps described below:
(1) weighing a certain amount of graphite oxide to add to deionized water, graphite oxide concentration is 0.5-4mg/mL,
The most ultrasonic, obtain the graphene oxide solution of high degree of dispersion；
(2) in the solution of step (1) gained, add the 0.02mol/L PdCl of 0.3-1mL2Aqueous solution with
And the ascorbic acid of 60-100mg, under certain ultrasound condition, process this solution, by solution after ultrasonic end
Hydrothermal treatment consists under certain condition, separates gained solution centrifugal, is washed with deionized, vacuum drying,
I.e. obtain described catalyst.
A kind of three-dimensional redox graphene load nano Pd particle hydrogenation catalyst the most according to claim 2
The preparation method of agent, it is characterised in that the ultrasound condition described in step (2) is: supersonic frequency 120-240W,
Time 5-20min.
A kind of three-dimensional redox graphene load nano Pd particle hydrogenation catalyst the most according to claim 2
The preparation method of agent, it is characterised in that the hydrothermal condition described in step (2) is: temperature 60-90 DEG C, time
Between 0.5-2h.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107597103A (en) * | 2017-09-05 | 2018-01-19 | 大连理工大学 | A kind of three-dimensional structure graphene available for liquid-phase hydrogenatin assembles the preparation method and applications of body catalyst |
| CN107970930A (en) * | 2017-11-23 | 2018-05-01 | 北京林业大学 | A kind of bimetal nano particles and single-layer graphene construct three-dimensional porous grapheme material and its preparation method and application jointly |
| CN108067221A (en) * | 2017-12-22 | 2018-05-25 | 四川理工学院 | A kind of preparation method of superfine modified flyash-graphene oxide-palladium hydrogenation catalyst |
| CN108144654A (en) * | 2018-01-30 | 2018-06-12 | 常州大学 | A kind of phenolic aldehyde cross-linking method prepares three-dimensional grapheme load nano Pd catalyst and its application in hydrogenation of chloronitrobenzene |
| CN108295843A (en) * | 2018-01-19 | 2018-07-20 | 常州大学 | A kind of soft template method prepares three-dimensional grapheme load nano Pd catalyst and its application in hydrogenation of chloronitrobenzene |
| CN114006001A (en) * | 2021-11-11 | 2022-02-01 | 四川烯都科技有限公司 | Preparation method of high-dispersity graphene nano palladium crystal particles |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107597103A (en) * | 2017-09-05 | 2018-01-19 | 大连理工大学 | A kind of three-dimensional structure graphene available for liquid-phase hydrogenatin assembles the preparation method and applications of body catalyst |
| CN107597103B (en) * | 2017-09-05 | 2019-12-27 | 大连理工大学 | Preparation method and application of three-dimensional structure graphene assembly catalyst for liquid phase hydrogenation |
| CN107970930A (en) * | 2017-11-23 | 2018-05-01 | 北京林业大学 | A kind of bimetal nano particles and single-layer graphene construct three-dimensional porous grapheme material and its preparation method and application jointly |
| CN108067221A (en) * | 2017-12-22 | 2018-05-25 | 四川理工学院 | A kind of preparation method of superfine modified flyash-graphene oxide-palladium hydrogenation catalyst |
| CN108067221B (en) * | 2017-12-22 | 2020-05-22 | 四川理工学院 | Preparation method of superfine modified fly ash-graphene oxide-palladium hydrogenation catalyst |
| CN108295843A (en) * | 2018-01-19 | 2018-07-20 | 常州大学 | A kind of soft template method prepares three-dimensional grapheme load nano Pd catalyst and its application in hydrogenation of chloronitrobenzene |
| CN108295843B (en) * | 2018-01-19 | 2020-05-26 | 常州大学 | Three-dimensional graphene loaded nano Pd catalyst prepared by soft template method and application of catalyst in nitrobenzene hydrogenation |
| CN108144654A (en) * | 2018-01-30 | 2018-06-12 | 常州大学 | A kind of phenolic aldehyde cross-linking method prepares three-dimensional grapheme load nano Pd catalyst and its application in hydrogenation of chloronitrobenzene |
| CN108144654B (en) * | 2018-01-30 | 2020-02-14 | 常州大学 | Three-dimensional graphene-loaded nano Pd catalyst prepared by phenolic crosslinking method and application of catalyst in nitrobenzene hydrogenation |
| CN114006001A (en) * | 2021-11-11 | 2022-02-01 | 四川烯都科技有限公司 | Preparation method of high-dispersity graphene nano palladium crystal particles |
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Application publication date: 20160928 Assignee: Senbiao Technology Services (Shandong) Co.,Ltd. Assignor: CHANGZHOU University Contract record no.: X2023980051006 Denomination of invention: Preparation method of three-dimensional reduced graphene oxide supported nano Pd hydrogenation catalyst Granted publication date: 20190125 License type: Common License Record date: 20231209 |