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

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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
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carbon catalyst
furfuryl alcohol
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胡勋
孙恺
孙艺凡
邵月文
高国明
李庆银
张丽君
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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.
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