CN108187717A - A kind of Fe-N compounds doping carried catalyst, preparation method and application - Google Patents
A kind of Fe-N compounds doping carried catalyst, preparation method and application Download PDFInfo
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- CN108187717A CN108187717A CN201711441124.3A CN201711441124A CN108187717A CN 108187717 A CN108187717 A CN 108187717A CN 201711441124 A CN201711441124 A CN 201711441124A CN 108187717 A CN108187717 A CN 108187717A
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- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/24—Nitrogen compounds
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/725—Treatment of water, waste water, or sewage by oxidation by catalytic oxidation
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
Abstract
The invention discloses a kind of Fe N compounds doping carried catalyst preparation method, including：(1) by Fe salt, imidazoles and carbon material support dispersion in solvent；(2) solvent is removed, by dried sample under a nitrogen atmosphere, 500~900 DEG C of calcinings；(3) it is dried after pickling, washing, obtains Fe Im carried catalysts.Fe N compounds doping carried catalyst is prepared in the present invention, and preparation method is simple, suitable for industrial mass production.The catalyst being prepared, in Fenton-like system, organic pollution that can quickly and effectively in degrading waste water.Fe N compounds doping carried catalyst is prepared in the present invention, and preparation method is simple, suitable for industrial mass production.The catalyst being prepared, in Fenton-like system, organic pollution that can quickly and effectively in degrading waste water.
Description
Technical field
The invention belongs to catalyst synthesis technology field, be specifically related to a kind of Fe-N compounds doping carried catalyst,
Preparation method and the application in Fenton-like system oxidative degradation Organic substance in water.
Background technology
With the continuous development of society and economy weed out the old and bring forth the new with technology, the appearance of some novel pollutants starts pair
Water environment causes serious threat and destruction or even human health can be directly endangered by food chain, such as pesticide, drug and interior
Secrete interferon etc., and these pollutants usually all have toxicity greatly, with the characteristics such as persistence and refractory organics, it is traditional
Water pollution recovery technique is difficult to handle these novel organic pollutions.And the advanced oxidation of strong oxidizing property free radical is generated in recent years
Technology is concerned, it can be by larger molecular organics oxidative degradation difficult to degrade into small molecule even permineralization into carbon dioxide
And water, wherein the Fenton reactions using hydrogen peroxide as oxidant are a kind of high-level oxidation technologies applied with most study.It crosses
Hydrogen oxide itself does not have strong oxidizing property can still decompose the hydroxyl radical free radical for generating and having more strong oxidizing property under certain condition,
The method of catalytic activation hydrogen peroxide can be divided into two classes at present：Homogeneous catalysis and heterogeneous catalysis.Homogeneous catalysis is main at present
With Fe2+And Fe3+It waits based on transition metal ions, homogeneous catalysis has the advantages such as the fast, mild condition of reaction speed, but also has
PH narrow application ranges, sludge yield be big and the shortcomings of remaining metal ions difficult separation limits practical application；With respect to homogeneous catalysis
Heterogeneous catalysis method mainly using the activation of catalyst hydrogen peroxide degradation organic matter such as mineral containing transition metal, it is one
Determine the difficult point for solving catalyst and solution separation in degree, have both the advantages that recyclable, pH is applied widely, but containing metal
Solid catalyst or easily dissolve out that metal ion, catalytic activity are low low with hydrogen peroxide utilization rate etc. to be lacked in acid condition
Point.
At present at heterogeneous hydrogen peroxide catalyzed dose research shows that transition metal mineral are due to the surface-active site of itself
The shortcomings such as few and specific surface area is low limit the raising of catalytic capability, and carrier is more partial in the transformation for heterogeneous catalysis
Type catalyst utilizes the carrier for the energy that has specific characteristics and the effective catalyst of the combination development of new of the substance with activity.And wherein
Carbon supported catalyst is being urged because its good electronic conductivity, flourishing surface microporous structure, table surface are with characteristics such as faintly acids
Agent field receives many concerns.Different carbon carriers has the objects such as different specific surface areas, porosity, crystalline state and electric conductivity
Physical chemistry characteristic has a great impact to the performance of catalyst, and carbon carrier common at present has：Activated carbon, carbon black and graphite etc..
Lan etc. is by Fe2O3It loads in activated carbon fibre and prepares photochemical catalyst Fe2O3/ ACF, catalyst Fe2O3/ ACF lightwave CATV systems
Acid Red B waste water can be allowed to fade completely in 200min in neutral conditions and have 43% TOC be removed (Lan H, Wang A,
Liu R,et al.Heterogeneous photo-Fenton degradation of acid red B over Fe 2O
3supported on activated carbon fiber[J].Journal of hazardous materials,2015,
285:167-172.).The XC-72R carbon blacks that Li Wang etc. is modified using saturation Co salt prepare carbon supported Pd catalyst for carrier, find profit
Have more to Oxidation of Formic Acid than the catalyst that untreated carbon black does carrier preparation with the catalyst that modified carbon black is carrier
(Li Wang, Wang Liwei, Tu Dandan wait influence [J] chemistry of the carbon carriers processing to Pd catalysis oxidation formic acid to high electro catalytic activity
Engineer, 2011 (1):18-20.).
Invention content
It is prepared into the present invention provides a kind of preparation method of Fe-N compounds doping carried catalyst and by this method
The catalyst arrived.The catalyst is used in Fenton-like system, organic pollution that can quickly and effectively in degradation system.
The present invention also provides a kind of applications of above-mentioned catalyst oxidative degradation Organic substance in water in Fenton-like system.
A kind of preparation method of Fe-N compounds doping carried catalyst, includes the following steps：
(1) by Fe salt, imidazoles and carbon material support dispersion in solvent；
(2) solvent is removed, by dried sample under a nitrogen atmosphere, 500~900 DEG C of calcinings；
(3) it is dried after pickling, washing, obtains Fe-Im- carried catalysts.
Preferably, the Fe salt is iron chloride, one or more in ferric sulfate, ferric nitrate.As further preferred,
The Fe salt is iron chloride.
Preferably, the molar ratio of Fe salt and imidazoles is (0.1~5):1.Further preferably 0.1~2:1.
Preferably, the solvent is common solvent, for example alcoholic solvent, ketone solvent etc. may be used, common solvent
There are methanol, ethyl alcohol, isopropanol etc..
In step (1), by Fe salt, imidazoles and carbon material support dispersion in solvent after, stir 6 hours or more, ensure Fe
Salt, imidazoles uniform load are on carrier.
In step (2), preferred calcination temperature is 800~1000 DEG C；Calcination time is preferably 3~5 hours.
Preferably, the carrier is carbon black.
Common inorganic acid elution can be used in the pickling, for example can be dilute hydrochloric acid, dilute sulfuric acid, phosphoric acid,diluted etc..
The present invention provides a kind of Fe-N compounds to adulterate carried catalyst, as described in any of the above-described technical solution
Preparation method is prepared.
The present invention provides a kind of Fe-N compounds adulterate carried catalyst in Fenton-like system in oxidative degradation water it is organic
The application of object, the Fe-N compounds doping carried catalyst is as the preparation method system described in any one of above-mentioned 1~4 technical solution
It is standby to obtain；In application, directly Fe-N compounds doping carried catalyst and hydrogen peroxide are put into containing organic pollution
In system.
Preferably, the pH value of the system is 2~3.Experiment shows the item in pH=2~3 and 100mM hydrogen peroxide
Under part, Fe-Im-C/ hydroperoxidations system has reached more than 98% to the removal rate of 50ppm rhodamine Bs in 30min, urges
It is very high to change activity.
Preferably, Fe-N compounds doping carried catalyst addition is (0.5~2) g/L；Hydrogen peroxide it is a concentration of
(50~200) mmol/L.
Preferably, the organic pollution includes phenol, phenol derivatives, benzoic acid, benzoic acid derivative and has
It is one or more in engine dyeing material.Further preferably 2,4 dichloro phenol
One in (2,4-DCP), bisphenol-A (BPA) and benzoic acid (BA), acid red 73 (AR73) and rhodamine B (Rh B)
Kind is a variety of, and the catalyst that the present invention is prepared is particularly suitable for the waste water system containing above-mentioned several or a kind of pollutant.
Further experiment shows that catalyst of the invention/hydroperoxidation system is also very strong to the place to go ability of anionic dye,
30min removal rates are and easily also very high by the removal efficiency of the benzoic acid of hydroxyl radical free radical oxidative degradation up to 99%, and 30min is gone
Except rate is up to 99%.
Compared with prior art, beneficial effects of the present invention are embodied in：
Fe-N compounds doping carried catalyst is prepared in the present invention, and preparation method is simple, a large amount of suitable for industrializing
Production.The catalyst being prepared, in Fenton-like system, organic pollution that can quickly and effectively in degrading waste water.
Description of the drawings
Fig. 1 is the result figure of different catalysts activated hydrogen peroxide rhodamine B degradation；
Fig. 2 is influence results of the different pH to rhodamine B removal effect；
Fig. 3 is reaction system to the degradation results of different organic matters, and BPA20mg/L, remaining is 50mg/L. (Rh B
50mg/L, 50mL, catalyst amounts 0.8g/L, H2O2100mM, pH=3)；
(a)~(h) is respectively catalyst Fe-Im-C, the TEM figures of Im-C, Fe-C and C and SEM figures in Fig. 4；(i) it is Fe-
The TEM figures that Im-C is not embedded or is sliced；(j) it is the STXM distribution diagram of element of catalyst C element；(k) it is catalyst n member
The STXM distribution diagram of element of element；(l) it is the STXM distribution diagram of element of catalyst Fe element；
Fig. 5 is (a) nitrogen adsorption-desorption isotherm of Fe-Im-C, Fe-C, Im-C and C and (b) graph of pore diameter distribution.
Specific embodiment
With reference to embodiment, the invention will be further described：
Material and reagent source：
Carbon black (acetylene carbon black, 100% compression) is purchased from STREM CHEMICALS Co., Ltds, anhydrous ferric chloride
(FeCl3), imidazoles (Im), methanol, 2,4 dichloro phenol (2,4-DCP), bisphenol-A (BPA) and benzoic acid (BA) be purchased from Shanghai state
Medicine chemical reagent Co., Ltd.Acid red 73 (AR73) and rhodamine B (Rh B) purchase are in the limited public affairs of Chengdu West Asia chemical reagent
Department.5,5- dimethyl -1- pyrrolin-N- oxides (DMPO) are bought in Sigma-Aldrich companies.
The preparation of catalyst
By 4.25g carbon blacks, 2.433g FeCl3(0.015mol) and 3.40g imidazoles (0.05mol) are added in 150mL ethyl alcohol
Abundant mixing is continuously stirred at room temperature more than 6h, then dries ethyl alcohol by Rotary Evaporators, and 80 DEG C of dryings in an oven remove
Residual ethanol is gone, dried sample is then calcined into 4h for 900 DEG C under a nitrogen atmosphere；After calcining, the sample after calcining is used
0.5M sulfuric acid soak acid-cleanings finally with the thorough cleaning sample of distilled water, are cleaned to neutrality, are dried in 80 DEG C of baking ovens, sample mark
It is denoted as Fe-Im-C (different components, proportioning and specific sample name are referring to table 1).
Contrast sample Fe-C and Im-C are with precursor FeCl respectively3/ carbon black and imidazoles/carbon black pass through identical method system
Standby sample.
The sample prepared under remaining different condition is shown in Table 1.
Table 1 prepares a series of catalyst
The degradation property of catalyst
Catalyst performance test experiments carry out in 250mL conical flasks, by catalyst (0.8g/L), model pollutant
(50ppm、pH0=3 Rh B) and oxidants hydrogen peroxide (concentration 100mM) be added in conical flask, at room temperature with 150rpm
Velocity fluctuation reaction, after intervals, take out reaction mixture by being divided light with UV, visible light after 0.22 μm of filter membrane
Degree meter (Shimadzu UV-2401PC) is measured reactant concentration at characteristic absorption wavelength 553nm.AR73 concentration is purple
Outer visible spectrophotometer is measured at characteristic absorption wavelength 508nm.The analysis of remaining organic concentration uses
E2695 high performance liquid chromatography (HPLC) system is equipped with(BPA is in 224nm for 2998 photodiode array detectors
Place, 2,4-DCP at 284nm, and BA is at 227nm), separation usesXBridgeTM Phenyl columns (250 ×
4.6mm, 5 μm).
Different solutions pH is adjusted with hydrochloric acid and sodium hydroxide solution.
We have carried out the 4 of the heterogeneity kinds of catalysis materials prepared under the same conditions the property of catalytic degradation organic matter
It can study, including Fe-Im-C (acquiescence is using sample 900-0.3-C), Im-C, Fe-C and C (only having carried out high-temperature heat treatment), knot
Fruit is as shown in Figure 1.It can be seen that under conditions of pH=3 and 100mM hydrogen peroxide, Fe-Im-C/ hydroperoxidation systems pair
The removal rate of 50ppm rhodamines b has reached more than 99% in 30min, and catalytic activity is very high.In order to exclude reaction system to Rh
The removal ability of B derives from the adsorption capacity of catalyst Fe-Im-C, We conducted the adsorption experiment for not adding hydrogen peroxide,
The result shows that Fe-Im-C is less than 50% under conditions of no hydrogen peroxide to the removal rate 30min of Rh B, this demonstrates Fe-
Im-C is to the catalytic activation ability of hydrogen peroxide.And the catalyst Im-C without Fe presomas prepared by the same terms is to hydrogen peroxide
Activation capacity it is just slightly weak, it can be seen that Im-C/ hydroperoxidations system is to the removal rate of RhB under identical reaction conditions
It is less than 75% in 30min；Catalyst Fe-C without N presomas prepared by the same terms also shows slightly weak catalytic performance, Fe-
C/ hydrogen peroxide hydrogen reaction systems are to being less than 75% in the removal rate 30min of Rh B.In order to exclude the catalytic performance of Fe-Im-C
Derived from carrier carbon black, we are determined the catalytic activity of carbon black, the results showed that carbon black/hydroperoxidation system is to Rh
The removal rate 30min of B is less than 50%.The catalytic performance that can obtain Fe-Im-C by the above results does not derive from carrier carbon black,
But FeCl3The active constituent generated in preparation process with imidazoles.
It degrades under different pH value performance test：
Catalyst Fe-Im-C activated hydrogen peroxides remove Rh B in water removal in the range of we determine pH from 0.5 to 10
Effect, as shown in Figure 2, the results showed that the initial pH of solution influences very big, items of the pH 0.5 and 1 to the degradation capability of reaction system
Part then limits degradation of the reaction system to Rh B, and removal rate is both less than 80%；And the Fe- in the case where pH is 2 or 3 solutions of weak acidity
Im-C/ hydroperoxidations system is best to the degradation capability of Rh B, and the removal rate of Rh B is all more than 98% in 30min；With
The raising of pH, the removal rate of Rh B continuously decreases, and the oxidability of reaction system is most weak under neutrallty condition；And specifically,
When pH is increased to weak basic condition, removal rate has certain rising, this reason may be embryonic stem-like cells under alkaline condition
Stronger compared to acid to the decoloring ability of dyestuff, embryonic stem-like cells are stronger to the mineralization ability of dyestuff under acid condition, pH shadows
Ring the reaction of reaction intermediate hydroxyl radical free radical.
The degradation property of different pollutants is tested：
Other than dye of positive ion Rh B, we also measured were Fe-Im-C/ hydroperoxidations system to other differences
The degradation capability of organic matter, including anionic dye AR73, phenolic compound BPA and 2,4-DCP, many complicated organic matter degradations
Intermediate product benzoic acid (BA), as shown in Figure 3.The result shows that Fe-Im-C/ hydroperoxidation systems are to anionic dye
Place to go ability is also very strong, and 30min removal rates are up to 99%, and easily by the removal efficiency of the benzoic acid of hydroxyl radical free radical oxidative degradation
Also very high, for 30min removal rates up to 99%, this active oxygen for showing to play degradation in reaction is likely to hydroxyl radical free radical.It removes
Except this, Fe-Im-C/ hydroperoxidations system is also very strong to the degradation capability of phenolic compound, and removal rate all connects in 30min
Nearly 90%.
In addition, experiment shows that the molar ratio of Fe salt and imidazoles is 0.3~1.5:1 it is other same under the conditions of the sample for preparing
Product have reached more than 99% to the removal rate of above-mentioned anionic dye and benzoic acid in 30min, and catalytic activity is very high.
The appearance structure characterization of catalyst
In order to understand the variation of surface topography of the carrier carbon black after heterogeneity is loaded, we carry out different materials
Scanning electron microscope and transmission electron microscope analysis.As shown in Fig. 4 (a), it is many bright that the scanning electron microscope (SEM) photograph of carrier carbon black shows that carbon blacksurface has
Aobvious aperture, the pore passage structure of carbon black is mixed and disorderly unordered and not of uniform size, but Carbon supports black cloth expires the surface topography of aperture also to urge
The active component of agent provides growth site.Fig. 4 (b) is the scanning electron microscope analysis structure of catalyst Fe-Im-C, it can be seen that
The carbon black of active component is loaded there is no the feature for significantly distinguishing original carbon black, catalyst surface similar to carbon black is all by small
Particle forms, but the surface of catalyst Fe-Im-C more " fluffy ", and pore passage structure is more abundant.Fig. 4 (b) and (d) show Im-C
Similar to initial carrier with the surface topography of Fe-C, specifically Fe-C shows carbon material there is no the structure for destroying carrier
Carrier is more stablized compared to SBA-15 in preparation process.And shown in catalyst Fe-Im-C transmission electron microscope results such as Fig. 4 (e), and
The apparent darker region occurred when not showing similar to Metal Supported carbon black, it may be uniform to show active component
The phenomenon that being distributed on carrier without reuniting.The transmission electron microscope analysis result figure 4 (g) of Im-C and Fe-C and (h) are also shown
The structure similar to initial carrier is shown, showing carbon black, there is no apparent change occurs for appearance structure in preparation process.This
Outside, shown in tri- kinds of distribution diagram of element such as Fig. 4 (i)~(l) of Fe, N and C of catalyst Fe-Im-C, the results showed that N and C in catalyst
Distribution it is similar, show that N atoms mainly exist in a manner of combined with C atoms in catalyst, and the distribution of Fe more disperses, i.e.,
Exist in the region that C and N is distributed, also exist outside C, N distributed areas, show that Fe is not only combined with N and C in catalyst, also
Exist in other forms, further analysis may be needed next with the presence of oxide and the form of Zero-valent Iron.
In order to further verify Electronic Speculum as a result, we have carried out BET analyses to different materials, determine original carbon black,
Nitrogen adsorption-desorption isotherm of catalyst Fe-Im-C, Im-C and Fe-C.By Fig. 5 (a) Suo Shi, absorption on carrier carbon black-
Desorption curve is not closed, there are hysteresis loop, shown near relative pressure p/p0=0.5-0.7 typical IV types thermoisopleth and
With H4 type hysteresis loops, the pore passage structure for showing initial carrier surface is disconnected slit pore.When active component passes through high temperature
In load during carbon black, catalyst Fe-Im-C shown near relative pressure p/p0=0.5-0.7 typical IV types thermoisopleth and
With H4 type hysteresis loops, but Forward slightly has occurred in the position opposite carrier carbon black of hysteresis loop, shows the duct of Fe-Im-C
Led to the reduction in aperture by active component filling, the pore size distribution curve as shown in Fig. 5 (b) also demonstrates this viewpoint, is catalyzed
The most probable pore size of agent Fe-Im-C is 2.429nm, and the most probable pore size of carbon black is 2.858nm.However the structure of different materials
Parameter shows that (specific surface area of catalyst Fe-Im-C is 141.45001m2/g, and the specific surface area of C is 92.10646m2/g, Fe-
The specific surface area of C is that the specific surface area of 118.06345m2/g, Im-C are 101.99606m2/g) the ratio table of catalyst Fe-Im-C
Area is increased with respect to carbon black, shows it is not merely the duct for occupying carbon blacksurface when active component is supported on carbon black, but
Allow the surface pore passage structure of carrier that certain change has occurred, the load of active component causes carbon blacksurface to generate more holes
Road increases specific surface area.
Claims (9)
1. a kind of preparation method of Fe-N compounds doping carried catalyst, which is characterized in that include the following steps：
(1) by Fe salt, imidazoles and carbon material support dispersion in solvent；
(2) solvent is removed, by dried sample under a nitrogen atmosphere, 500~900 DEG C of calcinings；
(3) it is dried after pickling, washing, obtains Fe-Im- carried catalysts.
2. the preparation method of Fe-N compounds according to claim 1 doping carried catalyst, which is characterized in that Fe salt with
The molar ratio of imidazoles is (0.1~5):1.
3. the preparation method of Fe-N compounds doping carried catalyst according to claim 1, which is characterized in that the Fe
Salt is iron chloride, one or more in ferric sulfate, ferric nitrate.
4. the preparation method of Fe-N compounds doping carried catalyst according to claim 1, which is characterized in that the load
Body is carbon black.
5. a kind of Fe-N compounds adulterate carried catalyst, which is characterized in that are prepared by Claims 1 to 4 any one of them
Method is prepared.
6. a kind of application of Fe-N compounds doping carried catalyst oxidative degradation Organic substance in water in Fenton-like system, feature
It is, the Fe-N compounds doping carried catalyst is prepared by Claims 1 to 4 any one of them preparation method；
In application, directly Fe-N compounds doping carried catalyst and hydrogen peroxide are put into the system containing organic pollution.
7. Fe-N compounds doping carried catalyst according to claim 6 is organic in oxidative degradation water in Fenton-like system
The application of object, which is characterized in that the pH value of the system is 2~3.
8. Fe-N compounds doping carried catalyst according to claim 6 is organic in oxidative degradation water in Fenton-like system
The application of object, which is characterized in that Fe-N compounds doping carried catalyst addition is (0.5~2) g/L；Hydrogen peroxide it is dense
It spends for (50~200) mmol/L.
9. Fe-N compounds doping carried catalyst according to claim 6 is organic in oxidative degradation water in Fenton-like system
The application of object, which is characterized in that the organic pollution include phenol, phenol derivatives, benzoic acid, benzoic acid derivative and
It is one or more in organic dyestuff.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110124722A (en) * | 2019-06-11 | 2019-08-16 | 河北科技大学 | A kind of monatomic catalyst of nitrogen-doped carbon Base Metal and its preparation method and application |
| CN110635140A (en) * | 2019-08-14 | 2019-12-31 | 电子科技大学 | P-O doped Fe-N-C nanosheet and preparation method thereof |
| CN110729488A (en) * | 2019-10-24 | 2020-01-24 | 上海汽车集团股份有限公司 | Non-noble metal catalyst for hydrogen fuel cell based on commercial carbon carrier EC600J and preparation method thereof |
| WO2022089671A1 (en) * | 2020-10-26 | 2022-05-05 | 武汉新碳科技有限公司 | Preparation method for composite nano-carbon material and composite nanomaterial |
| CN114671482A (en) * | 2022-03-11 | 2022-06-28 | 中山大学 | Method for synchronously removing heavy metal-organic matter combined pollution |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110124722A (en) * | 2019-06-11 | 2019-08-16 | 河北科技大学 | A kind of monatomic catalyst of nitrogen-doped carbon Base Metal and its preparation method and application |
| CN110635140A (en) * | 2019-08-14 | 2019-12-31 | 电子科技大学 | P-O doped Fe-N-C nanosheet and preparation method thereof |
| CN110729488A (en) * | 2019-10-24 | 2020-01-24 | 上海汽车集团股份有限公司 | Non-noble metal catalyst for hydrogen fuel cell based on commercial carbon carrier EC600J and preparation method thereof |
| WO2022089671A1 (en) * | 2020-10-26 | 2022-05-05 | 武汉新碳科技有限公司 | Preparation method for composite nano-carbon material and composite nanomaterial |
| CN114671482A (en) * | 2022-03-11 | 2022-06-28 | 中山大学 | Method for synchronously removing heavy metal-organic matter combined pollution |
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