CN113332984A - Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction - Google Patents

Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction Download PDF

Info

Publication number
CN113332984A
CN113332984A CN202110550292.6A CN202110550292A CN113332984A CN 113332984 A CN113332984 A CN 113332984A CN 202110550292 A CN202110550292 A CN 202110550292A CN 113332984 A CN113332984 A CN 113332984A
Authority
CN
China
Prior art keywords
cobalt
carbon catalyst
furfuryl alcohol
hours
catalyst according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN202110550292.6A
Other languages
Chinese (zh)
Other versions
CN113332984B (en
Inventor
胡勋
孙恺
孙艺凡
邵月文
高国明
李庆银
张丽君
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Jinan
Original Assignee
University of Jinan
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by University of Jinan filed Critical University of Jinan
Priority to CN202110550292.6A priority Critical patent/CN113332984B/en
Publication of CN113332984A publication Critical patent/CN113332984A/en
Application granted granted Critical
Publication of CN113332984B publication Critical patent/CN113332984B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/75—Cobalt
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/08—Heat treatment
    • B01J37/082—Decomposition and pyrolysis
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/08—Heat treatment
    • B01J37/10—Heat treatment in the presence of water, e.g. steam
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/16—Reducing
    • B01J37/18—Reducing with gases containing free hydrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

本发明涉及催化剂技术领域，具体涉及一种聚合反应制备钴碳催化剂的制备方法及其应用，该催化剂以香草醛，糠醛，有机酸，钴盐为原料，在溶剂热和高温煅烧处理后得到钴碳催化剂。将其应用于糠醇在有机溶剂中的加氢反应制备1,2戊二醇，在氢气压力8MPa，180℃反应10h，糠醇的转化率是100%，1,4戊二醇的产率是80.1%。

Figure 202110550292

The invention relates to the technical field of catalysts, in particular to a preparation method and application of a cobalt-carbon catalyst prepared by polymerization. carbon catalyst. It was applied to the hydrogenation reaction of furfuryl alcohol in organic solvent to prepare 1,2-pentanediol, and the reaction was carried out under the hydrogen pressure of 8MPa and 180 ℃ for 10h. The conversion rate of furfuryl alcohol was 100%, and the yield of 1,4-pentanediol was 80.1 %.

Figure 202110550292

Description

Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction
Technical Field
The invention relates to a preparation method and application of a cobalt-carbon catalyst.
Background
Furfuryl alcohol is a very useful biomass-based platform compound, has wide sources and low price, can be used as a raw material to further prepare high-value-added chemicals such as gamma-valerolactone, 1,2 pentanediol, 1,4 pentanediol, 1,5 pentanediol and the like through hydrogenation reaction, and has important application prospects and commercial values. The existing furfuryl alcohol hydrogenation process mainly uses expensive noble metal catalysts, not only has high cost, but also is easy to inactivate in an acid reaction system, and the industrial application is greatly limited.
The carbon material has rich pore structure and good adsorption effect, and can quickly adsorb the raw materials of the hydrogenation reaction to the surface of the carbon material for the hydrogenation reaction. Meanwhile, the carbon carrier has good dispersion effect on the metal active sites, so that the carbon carrier can still keep higher dispersion under the acidic condition. The biomass-based derivative is used for preparing the carbon material, the raw material source is rich and cheap, the high-efficiency and high-selectivity catalytic conversion of furfuryl alcohol to prepare the 1, 2-pentanediol can be realized, and the catalyst is simple in preparation process and has a good industrial prospect.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a preparation method of a cobalt-carbon catalyst prepared by polymerization reaction and application of the cobalt-carbon catalyst in furfuryl alcohol hydrogenation reaction.
In order to achieve the purpose, the invention provides the following technical scheme:
a preparation method of a cobalt-carbon catalyst prepared by polymerization reaction comprises the following steps: uniformly mixing 0-10 parts by mass of vanillin, 0-20 parts by mass of furfural, 0-5 parts by mass of organic acid, 1-10 parts by mass of cobalt salt and 20-200 parts by mass of water, stirring for 0.5-5h, putting into a high-pressure reaction kettle, heating for 0.5-8h under a nitrogen atmosphere, centrifugally washing and drying a reacted suspension, putting into a tubular furnace, and calcining for 1-8h at the temperature of 450-800 ℃ under a hydrogen atmosphere to obtain the cobalt-carbon catalyst.
The cobalt-carbon catalyst is characterized in that the organic acid comprises one of nitroformic acid, acetic acid, propionic acid and citric acid.
The cobalt-carbon catalyst is characterized in that the cobalt salt comprises one of cobalt nitrate, cobalt acetate and cobalt chloride.
The cobalt-carbon catalyst is characterized in that the initial pressure of nitrogen is 0.1-4 MPa.
The cobalt-carbon catalyst is characterized in that the calcination temperature in the hydrogen atmosphere is 450-800 ℃, and the calcination time is 1-8 h.
The application of the cobalt-carbon catalyst is characterized in that: the catalyst is applied to the hydrogenation reaction of furfuryl alcohol in an organic solvent to prepare 1, 2-pentanediol, wherein the hydrogenation reaction temperature is 130-220 ℃, the reaction time is 6-36h, and the hydrogen pressure is 3-10 MPa.
The preparation method of the invention has the following advantages and beneficial effects:
the solid acid catalyst developed by the invention is applied to the preparation of 1,2 pentanediol by furfural hydrogenation, and has high hydrogenation activity, high stability and high selectivity.
Drawings
FIG. 1 is a flow chart of the preparation of a cobalt carbon catalyst.
Detailed Description
In order to make those skilled in the art better understand the technical solution of the present invention, the technical solution in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be obtained by a person skilled in the art without making creative efforts based on the embodiments of the present invention, shall fall within the protection scope of the present invention.
Comparative example 1
Uniformly mixing 10g of vanillin, 5g of organic acid, 5g of cobalt oxalate and 20g of water, stirring for 0.5h, putting into a high-pressure reaction kettle, flushing nitrogen with pressure of 4Mpa, heating for 0.5h, centrifugally washing the reacted suspension, drying at 100 ℃ for 10h to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tubular furnace, calcining at 450 ℃ for 8h under the atmosphere of hydrogen, cooling to room temperature, introducing nitrogen for 30min, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 0.5g of cobalt-carbon catalyst into a reaction kettle, reacting at 130 ℃ for 6 hours under the hydrogen pressure of 3MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by using GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 8.5%.
Comparative example 2
Uniformly mixing 6.3g of furfural, 5g of organic acid, 5g of cobalt oxalate and 20g of water, stirring for 0.5h, placing the mixture into a high-pressure reaction kettle, flushing nitrogen with pressure of 4Mpa, heating for 0.5h, centrifugally washing the reacted suspension, drying at 100 ℃ for 10h to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, placing the powder into a tubular furnace, calcining at 450 ℃ for 8h under the atmosphere of hydrogen, cooling to room temperature, introducing nitrogen for 30min, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 0.5g of cobalt-carbon catalyst into a reaction kettle, reacting at 130 ℃ for 6 hours under the hydrogen pressure of 3MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by using GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,2 pentanediol is 5.1%.
Example 1
Uniformly mixing 5.0g of vanillin, 3.2g of furfural, 3g of cobalt oxalate and 70g of water, stirring for 2 hours, putting into a high-pressure reaction kettle, flushing nitrogen with the pressure of 3Mpa, heating for 8 hours, centrifugally washing a suspension after reaction, drying at 100 ℃ for 10 hours to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tubular furnace, calcining at 600 ℃ for 4 hours under a hydrogen atmosphere, cooling to room temperature, introducing nitrogen for 30 minutes, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 0.5g of cobalt-carbon catalyst into a reaction kettle, reacting at 180 ℃ for 10 hours under the hydrogen pressure of 8MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by using GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 78.0%.
Example 2
Uniformly mixing 5.0g of vanillin, 1.6g of furfural, 0.5g of organic acid, 3g of cobalt oxalate and 70g of water, stirring for 2 hours, putting into a high-pressure reaction kettle, flushing with 3Mpa of nitrogen, heating for 8 hours, centrifugally washing the reacted suspension, drying at 100 ℃ for 6 hours to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tube furnace, calcining at 700 ℃ for 3 hours under a hydrogen atmosphere, cooling to room temperature, introducing nitrogen for 30 minutes, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 10g of furfuryl alcohol, 50mL of isopropanol and 1.0g of cobalt-carbon catalyst into a reaction kettle, reacting at 190 ℃ for 20 hours under the hydrogen pressure of 6MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by using GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 65.2%.
Example 3
Uniformly mixing 2.5g of vanillin, 3.2g of furfural, 0.5g of organic acid, 3g of cobalt oxalate and 70g of water, stirring for 2 hours, putting into a high-pressure reaction kettle, flushing with 2MPa of nitrogen, heating for 3 hours, centrifugally washing the reacted suspension, drying at 100 ℃ for 8 hours to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tube furnace, calcining at 500 ℃ for 2 hours in a hydrogen atmosphere, cooling to room temperature, introducing nitrogen for 30 minutes, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 0.5g of cobalt-carbon catalyst into a reaction kettle, reacting at 210 ℃ for 10 hours under the hydrogen pressure of 6MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by using GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 50.5%.
Example 4
Uniformly mixing 5.0g of vanillin, 3.2g of furfural, 0.5g of organic acid, 3g of cobalt oxalate and 70g of water, stirring for 2 hours, putting into a high-pressure reaction kettle, flushing with 3Mpa of nitrogen, heating for 8 hours, centrifugally washing the reacted suspension, drying at 100 ℃ for 10 hours to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tube furnace, calcining at 600 ℃ for 4 hours under a hydrogen atmosphere, cooling to room temperature, introducing nitrogen for 30 minutes, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 0.5g of cobalt-carbon catalyst into a reaction kettle, reacting at 180 ℃ for 10 hours under the hydrogen pressure of 8MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by using GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 80.1%.
Example 5
Uniformly mixing 10g of vanillin, 20g of furfural, 5g of organic acid, 1g of cobalt oxalate and 200g of water, stirring for 5 hours, putting into a high-pressure reaction kettle, flushing nitrogen with the pressure of 0.5Mpa, heating for 8 hours, centrifugally washing the reacted suspension, drying at 100 ℃ for 6 hours to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tubular furnace, calcining at 800 ℃ for 1 hour under the atmosphere of hydrogen, cooling to room temperature, introducing nitrogen for 30min, and taking out a black solid to obtain the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 1.0g of cobalt-carbon catalyst into a reaction kettle, reacting at 190 ℃ for 36h under the hydrogen pressure of 10MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by using GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 22.7%.
Example 6
Uniformly mixing 5.0g of vanillin, 3.2g of furfural, 0.5g of organic acid, 4g of cobalt nitrate and 70g of water, stirring for 2 hours, putting into a high-pressure reaction kettle, flushing with 3Mpa of nitrogen, heating for 8 hours, centrifugally washing the reacted suspension, drying at 100 ℃ for 8 hours to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tube furnace, calcining at 550 ℃ for 5 hours under a hydrogen atmosphere, cooling to room temperature, introducing nitrogen for 30 minutes, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 0.5g of cobalt-carbon catalyst into a reaction kettle, reacting at 180 ℃ for 10 hours under the hydrogen pressure of 8MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 77.1%.
Example 7
Uniformly mixing 5.0g of vanillin, 3.2g of furfural, 1.5g of organic acid, 4g of cobalt chloride and 70g of water, stirring for 2 hours, putting into a high-pressure reaction kettle, flushing with 3Mpa of nitrogen, heating for 8 hours, centrifugally washing the reacted suspension, drying at 100 ℃ for 8 hours to obtain a precursor of the cobalt-carbon catalyst, grinding the precursor into powder, putting into a tube furnace, calcining at 550 ℃ for 5 hours under a hydrogen atmosphere, cooling to room temperature, introducing nitrogen for 30 minutes, and taking out a black solid, namely the cobalt-carbon catalyst;
adding 5g of furfuryl alcohol, 50mL of isopropanol and 0.5g of cobalt-carbon catalyst into a reaction kettle, reacting at 180 ℃ for 10 hours under the hydrogen pressure of 8MPa, taking out a suspension, centrifuging, taking a supernatant, adding acetone to dilute by 10 times, and testing by GC-MS, wherein the conversion rate of the furfuryl alcohol is 100% and the yield of the 1,4 pentanediol is 77.1%.

Claims (6)

1.一种聚合反应制备钴碳催化剂的制备方法，其特征在于，将0-10质量份的香草醛，0-20质量份的糠醛，0-5质量份的有机酸，1-10质量份的钴盐, 20-200质量份的水混合并搅拌0.5-5h后，放入高压反应釜内，氮气气氛下加热0.5-8h，反应后的悬浊液经过离心洗涤干燥后，放入管式炉，，氢气气氛下450-800℃煅烧1-8h，得到钴碳催化剂。1. a preparation method of a cobalt-carbon catalyst prepared by a polymerization reaction, is characterized in that, the vanillin of 0-10 mass parts, the furfural of 0-20 mass parts, the organic acid of 0-5 mass parts, 1-10 mass parts The cobalt salt, 20-200 parts by mass of water were mixed and stirred for 0.5-5h, put into the autoclave, heated under nitrogen atmosphere for 0.5-8h, the reacted suspension was centrifugally washed and dried, put into a tubular furnace, and calcined at 450-800°C for 1-8h under a hydrogen atmosphere to obtain a cobalt-carbon catalyst. 2.根据权利要求1所述的催化剂，其特征在于，有机酸包括硝甲酸，乙酸，丙酸，柠檬酸中的一种。2. The catalyst according to claim 1, wherein the organic acid comprises one of nitric acid, acetic acid, propionic acid and citric acid. 3.根据权利要求1所述的催化剂，其特征在于，钴盐包括硝酸钴，醋酸钴，氯化钴中的一种。3. The catalyst according to claim 1, wherein the cobalt salt comprises one of cobalt nitrate, cobalt acetate and cobalt chloride. 4.根据权利要求1所述的催化剂，其特征在于，氮气初始压力是0.1-4MPa。4. The catalyst according to claim 1, wherein the initial pressure of nitrogen is 0.1-4MPa. 5.根据权利要求1所述的催化剂，其特征在于，氢气气氛煅烧的温度是450-800℃，煅烧时间是1-8h。5 . The catalyst according to claim 1 , wherein the calcination temperature in a hydrogen atmosphere is 450-800° C., and the calcination time is 1-8 h. 6 . 6.根据权利要求1所述的钴碳催化剂的应用，其特征在于：将其应用于糠醇在有机溶剂中的加氢反应制备1，2戊二醇，加氢反应的温度为130-220℃，反应时间为6-36h，氢气压力为3-10 MPa。6. the application of cobalt-carbon catalyst according to claim 1, is characterized in that: it is applied to the hydrogenation reaction of furfuryl alcohol in organic solvent to prepare 1,2 pentanediol, and the temperature of hydrogenation reaction is 130-220 ℃ , the reaction time is 6-36h, and the hydrogen pressure is 3-10 MPa.
CN202110550292.6A 2021-05-20 2021-05-20 Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction Expired - Fee Related CN113332984B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202110550292.6A CN113332984B (en) 2021-05-20 2021-05-20 Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202110550292.6A CN113332984B (en) 2021-05-20 2021-05-20 Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction

Publications (2)

Publication Number Publication Date
CN113332984A true CN113332984A (en) 2021-09-03
CN113332984B CN113332984B (en) 2023-02-28

Family

ID=77469948

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202110550292.6A Expired - Fee Related CN113332984B (en) 2021-05-20 2021-05-20 Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction

Country Status (1)

Country Link
CN (1) CN113332984B (en)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102068986A (en) * 2011-01-06 2011-05-25 华东理工大学 Catalyst used in ring-opening hydrogenation reaction of furan derivative
CN102333911A (en) * 2009-02-27 2012-01-25 巴斯夫公司 Process for producing carbon nanofibres and/or carbon nanotubes
CN102923687A (en) * 2011-08-11 2013-02-13 北京大学 Middle-pore carbon material and its preparation method
CN104370702A (en) * 2013-08-16 2015-02-25 中国科学院兰州化学物理研究所 Method for preparing 1,2-pentanediol by furfuryl alcohol liquid phase selectivity and hydrogenolysis
CN111087370A (en) * 2019-12-19 2020-05-01 华南理工大学 A method for preparing furfuryl alcohol by non-precious metal supported nitrogen-doped carbon catalyzed transfer hydrogenation of furfural
CN112403472A (en) * 2020-12-26 2021-02-26 齐鲁工业大学 A method for preparing carbon-based transition metal hydrogenation catalyst based on pyrolysis bio-oil

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102333911A (en) * 2009-02-27 2012-01-25 巴斯夫公司 Process for producing carbon nanofibres and/or carbon nanotubes
CN102068986A (en) * 2011-01-06 2011-05-25 华东理工大学 Catalyst used in ring-opening hydrogenation reaction of furan derivative
CN102923687A (en) * 2011-08-11 2013-02-13 北京大学 Middle-pore carbon material and its preparation method
CN104370702A (en) * 2013-08-16 2015-02-25 中国科学院兰州化学物理研究所 Method for preparing 1,2-pentanediol by furfuryl alcohol liquid phase selectivity and hydrogenolysis
CN111087370A (en) * 2019-12-19 2020-05-01 华南理工大学 A method for preparing furfuryl alcohol by non-precious metal supported nitrogen-doped carbon catalyzed transfer hydrogenation of furfural
CN112403472A (en) * 2020-12-26 2021-02-26 齐鲁工业大学 A method for preparing carbon-based transition metal hydrogenation catalyst based on pyrolysis bio-oil

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
QING XU等: ""Cross-polymerization between the model furans and phenolics in bio-oil with acid or alkaline catalysts"", 《GREEN ENERGY & ENVIRONMENT》 *

Also Published As

Publication number Publication date
CN113332984B (en) 2023-02-28

Similar Documents

Publication Publication Date Title
CN112371129A (en) Preparation method of spherical MOFs-derived carbon-coated nickel catalyst for catalytic conversion of guaiacol
CN101632932A (en) Dimethyl carbonate supported catalyst directly synthesized by methanol and carbon dioxide
CN103769095B (en) Hydrogenation of Dimethyl Oxalate reaction generates ethylene glycol catalyst and preparation method thereof
CN110479258A (en) A kind of high stability catalyst of levulic acid hydrogenation synthesis gamma-valerolactone and preparation method thereof
CN106582666B (en) Gamma-valerolactone hydrogenation catalyst, preparation method and the method for being used to prepare 1,4- pentanediol and 2- methyltetrahydrofuran
CN107245065B (en) A kind of method for preparing valerolactone by catalytic hydrogenation of ethyl levulinate
CN103894232A (en) Catalyst for synthesizing methyl formate by formylating methyl nitrite, preparation method and application of catalyst
CN112206800B (en) Nitrogen-sulfur doped carbon material supported palladium catalyst, preparation method thereof and application thereof in tetrahydrophthalic anhydride hydrogenation reaction
CN107715874B (en) Preparation method and application of multi-walled carbon nanotube-loaded L a and Al co-modified platinum-based catalyst
CN114085136A (en) Method for preparing cyclopentanone by catalyzing furfural
CN113332984A (en) Preparation method and application of cobalt-carbon catalyst prepared by polymerization reaction
CN112295571A (en) PtNi cage type catalyst and application thereof in preparation of furfuryl alcohol by catalyzing selective hydrogenation of furfural
CN113546664A (en) A kind of cobalt-nitrogen co-doped fish scale biochar catalyst and its preparation method and application
CN115779949B (en) N-doped Pd-Co bimetallic magnetic catalyst, preparation method and application thereof in furfuryl alcohol preparation process by furfural hydrogenation
CN107737596B (en) Preparation method and application of active carbon loaded Cu and Al co-modified platinum-tungsten catalyst
CN114605274B (en) Production process for synthesizing o-aminoanisole by hydrogenation method
CN107652252B (en) A kind of method for preparing gamma-valerolactone
CN114085154B (en) Method for synthesizing p-fluoroaniline based on high-activity framework nickel
CN108855158A (en) A kind of preparation method and application of cobalt-ruthenium bimetallic heterogeneous catalyst
CN113680378A (en) Preparation method for synthesizing 2, 5-dimethyl-2, 4-hexadiene from isobutyraldehyde
CN111116526B (en) Method for preparing furfuryl alcohol by hydrogenation of bio-based furfural under catalysis of MOF (Metal organic framework) -based catalyst
CN109289770B (en) Preparation method of yttrium modified methyl mercaptan adsorbing material
CN109384212B (en) Porous carbon and application thereof in preparation of metal-supported catalyst
CN115318288A (en) A kind of furfural liquid-phase hydrogenation to furfuryl alcohol catalyst and preparation and application
CN113332979B (en) Preparation method and application of copper catalyst prepared by polymerization reaction

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20230228

CF01 Termination of patent right due to non-payment of annual fee