CN118022792A - Catalyst for catalytic conversion of furfuryl alcohol into 1, 2-pentanediol, preparation method and application - Google Patents
Catalyst for catalytic conversion of furfuryl alcohol into 1, 2-pentanediol, preparation method and application Download PDFInfo
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- CN118022792A CN118022792A CN202410417532.9A CN202410417532A CN118022792A CN 118022792 A CN118022792 A CN 118022792A CN 202410417532 A CN202410417532 A CN 202410417532A CN 118022792 A CN118022792 A CN 118022792A
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- furfuryl alcohol
- pentanediol
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- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 title claims abstract description 293
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 106
- 239000003054 catalyst Substances 0.000 title claims abstract description 105
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 title claims abstract description 91
- 230000003197 catalytic effect Effects 0.000 title claims abstract description 58
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000007864 aqueous solution Substances 0.000 claims abstract description 22
- 150000001879 copper Chemical class 0.000 claims abstract description 22
- 159000000003 magnesium salts Chemical class 0.000 claims abstract description 16
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims abstract description 14
- 239000010949 copper Substances 0.000 claims abstract description 12
- 239000000047 product Substances 0.000 claims abstract description 12
- 150000002603 lanthanum Chemical class 0.000 claims abstract description 11
- 239000011259 mixed solution Substances 0.000 claims abstract description 11
- 239000011777 magnesium Substances 0.000 claims abstract description 10
- 238000001354 calcination Methods 0.000 claims abstract description 9
- 239000003513 alkali Substances 0.000 claims abstract description 7
- 239000000243 solution Substances 0.000 claims abstract description 7
- 235000014653 Carica parviflora Nutrition 0.000 claims abstract description 6
- 241000243321 Cnidaria Species 0.000 claims abstract description 6
- 238000001027 hydrothermal synthesis Methods 0.000 claims abstract description 6
- 239000012265 solid product Substances 0.000 claims abstract description 6
- 238000001035 drying Methods 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 35
- 230000008569 process Effects 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 150000004677 hydrates Chemical class 0.000 claims description 6
- 230000000630 rising effect Effects 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 claims description 4
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 2
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims description 2
- 229910001863 barium hydroxide Inorganic materials 0.000 claims description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
- 239000000920 calcium hydroxide Substances 0.000 claims description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
- 235000011116 calcium hydroxide Nutrition 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- -1 copper salt Chemical class 0.000 claims description 2
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 2
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 claims description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 2
- FYDKNKUEBJQCCN-UHFFFAOYSA-N lanthanum(3+);trinitrate Chemical compound [La+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O FYDKNKUEBJQCCN-UHFFFAOYSA-N 0.000 claims description 2
- VQEHIYWBGOJJDM-UHFFFAOYSA-H lanthanum(3+);trisulfate Chemical compound [La+3].[La+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O VQEHIYWBGOJJDM-UHFFFAOYSA-H 0.000 claims description 2
- ICAKDTKJOYSXGC-UHFFFAOYSA-K lanthanum(iii) chloride Chemical compound Cl[La](Cl)Cl ICAKDTKJOYSXGC-UHFFFAOYSA-K 0.000 claims description 2
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 claims description 2
- 239000011654 magnesium acetate Substances 0.000 claims description 2
- 235000011285 magnesium acetate Nutrition 0.000 claims description 2
- 229940069446 magnesium acetate Drugs 0.000 claims description 2
- 239000011736 potassium bicarbonate Substances 0.000 claims description 2
- 235000015497 potassium bicarbonate Nutrition 0.000 claims description 2
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- 235000011181 potassium carbonates Nutrition 0.000 claims description 2
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 2
- 235000011118 potassium hydroxide Nutrition 0.000 claims description 2
- 239000012266 salt solution Substances 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 235000017550 sodium carbonate Nutrition 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 abstract description 6
- 239000002028 Biomass Substances 0.000 abstract description 3
- MFUVDXOKPBAHMC-UHFFFAOYSA-N magnesium;dinitrate;hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MFUVDXOKPBAHMC-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 10
- 239000000376 reactant Substances 0.000 description 9
- SXTLQDJHRPXDSB-UHFFFAOYSA-N copper;dinitrate;trihydrate Chemical compound O.O.O.[Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O SXTLQDJHRPXDSB-UHFFFAOYSA-N 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229910000510 noble metal Inorganic materials 0.000 description 5
- 238000009792 diffusion process Methods 0.000 description 4
- 230000002349 favourable effect Effects 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- XNDZQQSKSQTQQD-UHFFFAOYSA-N 3-methylcyclohex-2-en-1-ol Chemical compound CC1=CC(O)CCC1 XNDZQQSKSQTQQD-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 238000009776 industrial production Methods 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 238000007142 ring opening reaction Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000012824 chemical production Methods 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000007037 hydroformylation reaction Methods 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- GJKFIJKSBFYMQK-UHFFFAOYSA-N lanthanum(3+);trinitrate;hexahydrate Chemical compound O.O.O.O.O.O.[La+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O GJKFIJKSBFYMQK-UHFFFAOYSA-N 0.000 description 2
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N pentanal Chemical compound CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- 238000001157 Fourier transform infrared spectrum Methods 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000000490 cosmetic additive Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 238000010092 rubber production Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
The invention discloses a catalyst for converting furfuryl alcohol into 1, 2-pentanediol by catalysis, a preparation method and application thereof, and belongs to the technical field of catalytic conversion and biomass resource utilization. The invention slowly adds the aqueous solution of alkali into the aqueous solution containing copper salt, lanthanum salt and magnesium salt at the same time, so that the total alkalinity of the mixed solution is 10-20 mg/L; transferring the mixed solution to a reaction kettle for hydrothermal reaction at the reaction temperature of 70-110 ℃, drying the solid product after the reaction, and finally calcining the dried product at the temperature of 400-600 ℃ to obtain the catalyst, wherein the structure of the catalyst comprises a heterojunction formed by monoclinic La 2O2CO3, cubic MgO and cubic Mg 0.8Cu0.2 O and has a coral cluster morphology structure. The catalyst is put into isopropanol solution of furfuryl alcohol, and the 1, 2-pentanediol is obtained through catalytic hydrogenation reaction at the catalytic temperature, the conversion rate can reach 95.08%, and the yield reaches 63.60%.
Description
Technical Field
The invention belongs to the technical field of catalytic conversion and biomass resource utilization, and particularly relates to a catalyst for catalytic conversion of furfuryl alcohol into 1, 2-pentanediol, a preparation method and application thereof.
Background
The global 1, 2-pentanediol market size was $ 1.971 billion in 2023, which is expected to reach $ 3.474 billion in 2032. The 1, 2-pentanediol has high added value as a fine chemical product, can be used as a humectant, a solubilizer and an antibacterial agent of cosmetics, can be used as a plasticizer in rubber production, and is also an indispensable raw material in chemical production. The traditional chemical production of 1, 2-pentanediol mainly depends on petrochemical routes, alkane extracted from petroleum can be decomposed into smaller molecules (butene or butane) through a cracking process, linear alkane can be converted into isomers with a branched structure through isomerization, and after hydroformylation reaction (reaction with carbon monoxide and hydrogen) is carried out to form valeraldehyde, the valeraldehyde is further converted into 1, 2-pentanediol through hydrogenation reaction. The hydroformylation is an important industrial process that can convert olefins to aldehydes with high efficiency, and commonly used catalysts include rhodium and cobalt complexes. Noble metal catalysts such as platinum, palladium and the like are used for the hydrogenation reaction. The main method for domestic production of 1, 2-pentanediol is a 1-pentene method, but excessive formic acid is used in the method, and the excessive formic acid needs to be neutralized by alkali to produce sodium formate as a byproduct, and the raw material cost is high and the dependence on petrochemical routes is high.
Biomass is widely available, and most downstream products are cyclic compounds. The process of hydrolysis to small molecule compounds is mature, while furfural/furfuryl alcohol, a five-carbon ring compound, is an important platform molecule for hydrolysis. The catalytic conversion of furfuryl alcohol into 1, 2-pentanediol not only accords with the atom economy, but also can reduce the dependence of the 1, 2-pentanediol as an important chemical raw material cosmetic additive and the like on petrochemical routes. At present, a noble metal catalyst is basically used for catalyzing furfural/furfuryl alcohol to prepare 1, 2-pentanediol, for example, in patent CN116459831A, a noble metal catalyst such as Pt, pd, ru and the like is used. However, for industrial production, the preparation cost of noble metal catalysts is high. In CN102924232B, cu is used as an active component, metal oxide is used as a carrier, and the selectivity of a product is about 40%. In patent CN112672990B, though non-noble metals such as Ni and Co are used as active metal components, high product selectivity (73.2% of Co and 91.4% of Ni) is obtained, but the reaction temperatures are 250 ℃ and 220 ℃, respectively, and the temperature is relatively high, so that the energy loss for industrial production is large.
In summary, how to reduce energy consumption, reduce catalyst cost, ensure higher 1, 2-pentanediol yield and initially provide a problem to be solved when the catalyst is applied to practical industrial production is still a urgent need.
Disclosure of Invention
In order to overcome the defects and shortcomings in the prior art, the primary purpose of the invention is to provide a preparation method of a catalyst for converting furfuryl alcohol into 1, 2-pentanediol.
It is another object of the present invention to provide a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol obtained by the above preparation method.
It is a further object of the present invention to provide the use of the above catalyst in the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol.
In order to achieve the above purpose, the technical scheme adopted by the invention is as follows:
in a first aspect, the present invention provides a process for the preparation of a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process comprising the steps of:
Slowly adding an aqueous solution of alkali into the aqueous solution containing copper salt, lanthanum salt and magnesium salt simultaneously to ensure that the total alkalinity of the mixed solution is 10-20 mg/L; transferring the mixed solution to a reaction kettle for hydrothermal reaction at the reaction temperature of 70-110 ℃, drying the solid product after the reaction, and finally calcining the dried product at the temperature rising rate of 400-600 ℃ at the temperature rising rate of −1 min at the temperature of 2-20 ℃ to obtain the catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol.
As a possible implementation of the method for preparing the catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol according to the present invention, the aqueous solution of the base comprises at least one of sodium hydroxide, barium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium bicarbonate, potassium carbonate, aqueous solution of potassium bicarbonate. An aqueous solution of a base is slowly added to capture and precipitate the lanthanum, copper, and magnesium salts sequentially to obtain their solid reaction precursors.
As a possible implementation of the process for the preparation of the catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol according to the present invention, the copper salt comprises, in the metal salt solution: at least one of anhydrous copper sulfate, anhydrous copper nitrate, anhydrous copper chloride, anhydrous copper acetate, and hydrates thereof;
and/or, the lanthanum salt comprises: at least one of anhydrous lanthanum sulfate, anhydrous lanthanum nitrate, anhydrous lanthanum chloride, anhydrous copper acetate, and hydrates thereof;
and/or, the magnesium salt comprises: anhydrous magnesium sulfate, anhydrous magnesium nitrate, anhydrous magnesium chloride, anhydrous magnesium acetate, and hydrates thereof.
As a possible implementation of the process for the preparation of the catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol according to the invention, the molar ratio of copper salt to lanthanum salt is: the copper/lanthanum salt is 0.5 to 4, preferably 1 to 4, most preferably 1. The catalyst prepared by the invention contains various active centers. The copper salt is converted into cubic phase Mg 0.8Cu0.2 O through the preparation method, furfuryl alcohol reactant can be adsorbed on the surface of the copper salt, the activation energy of furfuryl alcohol participating in the reaction is reduced, the copper salt can participate in the activation and transmission of hydrogen, and the ring-opening reaction of furfuryl alcohol cyclic molecules is promoted. Wherein the monoclinic phase La 2O2CO3 also has catalytic hydrogenation reaction and ring opening reaction activities, and oxygen vacancies can be formed in situ on the surface during the catalytic reaction process, so as to adsorb and activate reactant furfuryl alcohol molecules.
As a possible implementation of the process for the preparation of the catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol according to the present invention, the molar ratio of magnesium salt to copper salt is comprised between 1.25 and 10, preferably 5. The magnesium salt occupies a larger proportion, so that the magnesium salt can form a copper salt Mg 0.8Cu0.2 O structure with the copper salt; the excessive magnesium metal forms cubic MgO in the subsequent calcination treatment process, has larger specific surface area, can effectively prevent the agglomeration of the active site of the catalyst and maintains the high activity of the catalyst.
As a possible implementation of the process for the preparation of the catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol according to the present invention, the calcination is an air atmosphere calcination. The step can effectively further convert the reaction precursor into a heterojunction formed by monoclinic La 2O2CO3, cubic MgO and cubic Mg 0.8Cu0.2 O, change the electronic structure and adsorption property of the surface of the catalyst, facilitate the diffusion and conversion of reactant molecular furfuryl alcohol on the surface of the catalyst, further optimize the electron transmission channel in the catalytic reaction process, reduce the temperature and pressure of furfuryl alcohol catalytic conversion, reduce energy consumption and reduce the generation of byproducts. In addition, the calcined catalyst has coral cluster morphology structure, larger specific surface area, and is beneficial to the exposure of active sites and the contact of the catalyst with reactant furfuryl alcohol molecules, and meanwhile, the diffusion of furfuryl alcohol reactant/1, 2-pentanediol products is promoted, the mass transfer resistance is reduced, the conversion rate of furfuryl alcohol is finally improved, and the yield of 1, 2-pentanediol products is improved.
In a second aspect, the present invention provides a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, obtainable by the process of the first aspect. The catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol has a structure comprising a heterojunction formed by monoclinic phase La 2O2CO3, cubic phase MgO and cubic phase Mg 0.8Cu0.2 O. Wherein the monoclinic phase La 2O2CO3 may form oxygen vacancies in situ on the surface during the catalytic reaction, adsorb and activate reactant molecules and improve the reactivity of the material; meanwhile, the generation of surface oxygen vacancies is conducive to decomposing hydrogen molecules to form active hydrogen, and the active hydrogen can participate in subsequent catalytic hydrogenation reaction, so that the reaction efficiency and selectivity are improved. The catalyst has coral cluster morphology structure, has larger specific surface area, is beneficial to the exposure of active sites and the contact of the catalyst and reactant furfuryl alcohol molecules, promotes the diffusion of furfuryl alcohol reactant/1, 2-pentanediol product, and reduces mass transfer resistance. In addition, the heterojunction structure and the coral cluster morphology structure formed by the catalyst can effectively improve the thermal stability, so that the catalyst has more excellent stability in the catalytic hydrogenation reaction, the deactivation period is prolonged, and the catalyst is more suitable for large-scale use scenes.
In a third aspect, the present invention provides the use of the catalyst of the second aspect in the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the use comprising the steps of:
the catalyst is put into isopropanol solution of furfuryl alcohol, and the 1, 2-pentanediol is obtained through catalytic hydrogenation reaction at the catalytic temperature.
As one possible implementation way of the application of the catalyst in the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol, the ratio of the catalyst to furfuryl alcohol to isopropyl alcohol is 0.2-0.3 g:2 g:10 to 20 mL, preferably 0.25: 0.25 g:2 g:15 And (3) mL.
As a possible implementation of the catalyst according to the invention for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the catalytic temperature is 140 to 200 ℃, preferably 160 ℃. In this temperature range, the conversion of furfuryl alcohol to 1, 2-pentanediol is at least 44.57% for the furfuryl alcohol catalyzed conversion to 1, 2-pentanediol catalyst.
As one possible implementation of the catalyst of the present invention in the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the catalytic hydrogenation reaction is carried out at a pressure of from 4 to 6 Mpa, preferably 6 Mpa.
As one possible implementation of the catalyst of the present invention in the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the catalytic hydrogenation reaction time is from 12 to 24 h.
Under optimized experimental conditions, the conversion rate of furfuryl alcohol into 1, 2-pentanediol by using the catalyst for catalyzing furfuryl alcohol into 1, 2-pentanediol is as high as 95.08%, and the yield of the 1, 2-pentanediol catalyst is 63.60%.
Compared with the prior art, the invention has the following advantages and effects:
(1) According to the invention, through carrying out inverse hydrothermal reaction on a mixed solution of copper salt, lanthanum salt and magnesium salt, calcining a solid product at 400-600 ℃ to obtain the catalyst for converting furfuryl alcohol into 1, 2-pentanediol, the structure of the catalyst contains a heterojunction formed by monoclinic phase La 2O2CO3, cubic phase MgO and cubic phase Mg 0.8Cu0.2 O, and the catalyst has a coralloid cluster morphology structure, and the catalyst is simple in process, low in cost and wide in application prospect.
(2) The catalyst provided by the invention is put into isopropanol solution of furfuryl alcohol, and the 1, 2-pentanediol is obtained through catalytic hydrogenation reaction at the catalytic temperature, the conversion rate can reach 95.08%, and the yield can reach 63.60%.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present invention, the drawings that are needed in the embodiments or the description of the prior art will be briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and that other drawings can be obtained according to these drawings without inventive effort for a person skilled in the art.
FIG. 1 is an X-ray diffraction pattern of a catalyst obtained by the preparation method of example 1 of the present invention.
FIG. 2 is a scanning electron microscope image of the catalyst obtained by the preparation method of example 1 of the present invention.
FIG. 3 is a Fourier transform infrared spectrum of the catalyst obtained by the preparation method of example 1 of the present invention.
Detailed Description
In order to make the technical problems, technical schemes and beneficial effects to be solved more clear, the invention is further described in detail below with reference to the embodiments. It should be understood that the specific embodiments described herein are for purposes of illustration only and are not intended to limit the scope of the invention.
In the present invention, the term "and/or" describes an association relationship of an association object, which means that three relationships may exist, for example, a and/or B may mean: a alone, a and B together, and B alone. Wherein A, B may be singular or plural. The character "/" generally indicates that the context-dependent object is an "or" relationship.
In the present invention, "at least one" means one or more, and "a plurality" means two or more. "at least one of" or the like means any combination of these items, including any combination of single item(s) or plural items(s). For example, "at least one (individual) of a, b, or c," or "at least one (individual) of a, b, and c," may each represent: a, b, c, a-b (i.e., a and b), a-c, b-c, or a-b-c, wherein a, b, c may be single or multiple, respectively.
It should be understood that, in various embodiments of the present invention, the sequence number of each process described above does not mean that the execution sequence of some or all of the steps may be executed in parallel or executed sequentially, and the execution sequence of each process should be determined by its functions and internal logic, and should not constitute any limitation on the implementation process of the embodiments of the present invention.
The terminology used in the embodiments of the invention is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. As used in this application and the appended claims, the singular forms "a," "an," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise.
The weights of the relevant components mentioned in the description of the embodiments of the present invention may refer not only to the specific contents of the components, but also to the proportional relationship between the weights of the components, so long as the contents of the relevant components in the description of the embodiments of the present invention are scaled up or down within the scope of the disclosure of the embodiments of the present invention. Specifically, the mass in the description of the embodiment of the invention can be a mass unit which is known in the chemical industry field such as [ mu ] g, mg, g, kg.
The embodiment of the invention provides a catalyst for converting furfuryl alcohol into 1, 2-pentanediol by catalysis, a preparation method and application thereof.
In a first aspect, the present invention provides a method for preparing a catalyst for catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, comprising the steps of:
Slowly adding an aqueous solution of alkali into the aqueous solution containing copper salt, lanthanum salt and magnesium salt simultaneously to ensure that the total alkalinity of the mixed solution is 10-20 mg/L; transferring the mixed solution to a reaction kettle for hydrothermal reaction at the reaction temperature of 70-110 ℃, drying the solid product after the reaction, and finally calcining the dried product at the temperature rising rate of 400-600 ℃ at the temperature of 2-20 ℃ min −1 to obtain the catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol.
The second aspect of the embodiment of the invention provides a catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol, which is obtained by the preparation method of the first aspect, and the structure of the catalyst comprises a heterojunction formed by monoclinic La 2O2CO3, cubic MgO and cubic Mg 0.8Cu0.2 O and has a coral cluster morphology structure.
In a third aspect, embodiments of the present invention provide the use of the above catalyst in the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the use comprising the steps of:
The catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol, which is adopted in the second aspect of the invention, is put into isopropanol solution of furfuryl alcohol, and the 1, 2-pentanediol is obtained through catalytic hydrogenation reaction at the catalytic temperature. The conversion of furfuryl alcohol to 1, 2-pentanediol for use in the furfuryl alcohol catalyzed to 1, 2-pentanediol catalyst is at least 44.57% at a catalytic temperature in the range of 140 to 200 ℃. Under optimized experimental conditions, the conversion rate of furfuryl alcohol into 1, 2-pentanediol by using the catalyst for catalyzing furfuryl alcohol into 1, 2-pentanediol is as high as 95.08%, and the yield of the 1, 2-pentanediol catalyst is 63.60%.
The following description is made with reference to specific embodiments.
Example 1
Example 1 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol comprising the steps of:
Slowly adding an aqueous alkali solution containing 2g sodium hydroxide into a 17 mL saline solution containing 1 mmol copper nitrate trihydrate, 1 mmol lanthanum nitrate hexahydrate and 5mmol magnesium nitrate hexahydrate at the same time to ensure that the total alkalinity of the mixed solution is 16 mg/L; transferring the mixed solution to a reaction kettle for hydrothermal reaction with the reaction temperature of 70 ℃ and the reaction time of 1h, drying the solid product after the reaction, and finally calcining the dried product at the temperature rising rate of 2-20 ℃ min −1 and the temperature rising rate of 600 ℃ for 4h to obtain the catalyst for converting furfuryl alcohol into 1, 2-pentanediol. The structure is shown in fig. 1, fig. 2 and fig. 3: FIG. 1 shows that the structure of the catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol contains a heterojunction composed of monoclinic La 2O2CO3, cubic MgO, and cubic Mg 0.8Cu0.2 O; FIG. 2 shows that example 1 catalyst has a coral-like cluster morphology that is generally characterized by a high specific surface area. Fig. 3 further demonstrates that the structure contains monoclinic phase La 2O2CO3 at 1511, 1451, 1364 cm −1 pairs of signals characteristic of oxycarbonate bonds and 1050 cm −1 pairs of signals characteristic of oxycarbonate bonds.
Example 2
Example 2 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 1 except that:
the aqueous solution contained 2 mmol copper nitrate trihydrate and 10 mmol magnesium nitrate hexahydrate.
Example 3
Example 3 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 1 except that:
the aqueous solution contained 2 mmol copper nitrate trihydrate.
Example 4
Example 4 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 1 except that:
the aqueous solution contained 3 mmol copper nitrate trihydrate and 15 mmol magnesium nitrate hexahydrate.
Example 5
Example 5 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 1 except that:
the aqueous solution contained 3 mmol copper nitrate trihydrate.
Example 6
Example 6 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 1 except that:
The aqueous solution contained 4 mmol copper nitrate trihydrate.
Example 7
Example 7 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 1 except that:
the aqueous solution contained 0.5 mmol copper nitrate trihydrate.
Comparative example 1
Comparative example 1 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 1 except that:
The aqueous solution contained 5 mmol aluminum nitrate nonahydrate and no magnesium nitrate hexahydrate.
Comparative example 2
Comparative example 2 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 3 except that:
The aqueous solution contained 5 mmol aluminum nitrate nonahydrate and no magnesium nitrate hexahydrate.
Comparative example 3
Comparative example 3 provides a process for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, the process steps being substantially the same as in example 5 except that:
The aqueous solution contained 5 mmol aluminum nitrate nonahydrate and no magnesium nitrate hexahydrate.
The performance test indicators, test methods and effect data for examples 1-7 and comparative examples 1-3 are provided below, along with the effect data to analyze the progress of the examples of the present invention.
An intermittent stirring reaction kettle is adopted as an experimental device for converting furfuryl alcohol into 1, 2-pentanediol by catalysis; gas chromatography (8890, agilent, USA) was used as separation detection device.
The catalysts prepared in examples 1-7 and comparative examples 1-3 were used to catalyze the conversion of furfuryl alcohol, comprising the steps of:
0.25 g of catalyst, 2g of furfuryl alcohol and 15 mL of isopropanol are weighed and added into an intermittent stirring reaction kettle, the air in the reaction kettle is replaced by N 2, then H 2 is introduced into the reaction kettle, and the reaction is carried out at 160 ℃ and 6 Mpa for 12H. H 2 is released after the reaction kettle is cooled, a reaction liquid is obtained after filtration, and the quality of furfuryl alcohol and 1, 2-pentanediol is detected, and the result is shown in Table 1.
The furfuryl alcohol conversion in the present invention is calculated by the following formula:
(1)
In the formula (1):
c: conversion (%) of furfuryl alcohol;
m 1: the mass (g) of furfuryl alcohol after the reaction;
m 0: mass (g) of furfuryl alcohol before reaction.
The conversion of 1, 2-pentanediol in the present invention is calculated by the following formula:
(2)
In the formula (2):
y: yield (%) of 1, 2-pentanediol;
m 1: the mass (g) of 1, 2-pentanediol after the reaction;
m 0: mass (g) of furfuryl alcohol before reaction.
Table 1 conversion and yield of furfuryl alcohol to 1, 2-pentanediol catalyzed by different examples and comparative catalysts
From the above table it can be derived that: the yield of 1, 2-pentanediol is maximized when the molar ratio of copper nitrate trihydrate, lanthanum nitrate hexahydrate, and magnesium nitrate hexahydrate is 1:1:5. Under the same working condition (reaction temperature, reaction time and hydrogen pressure), the more copper salt is added in the preparation process, the higher the furfuryl alcohol conversion rate is, which shows that the formed copper oxide is favorable for the ring-opening reaction of furfuryl alcohol; however, the yield of 1, 2-pentanediol was not increased, indicating that the selectivity to 1, 2-pentanediol was not high, and the reactive sites should also have monoclinic phase La 2O2CO3 and the heterojunction structure formed by the same. In addition, the reduction of the magnesium salt ratio in the catalyst preparation process, although the furfuryl alcohol conversion rate is basically kept level, the selectivity of 1, 2-pentanediol is reduced along with the reduction, which indicates that the preparation condition of the magnesium salt and copper salt with the molar ratio of 5 is favorable for the catalyst to form cubic MgO with high specific surface while the exposure of the active site of the catalyst is maintained, the active site agglomeration is prevented, the mass transfer resistance is reduced, the timely diffusion of reaction products is favorable, and the formed heterojunction structure can change the electronic structure and the adsorption property of the surface of the catalyst and is favorable for the conversion of reactant molecular furfuryl alcohol on the surface of the catalyst. Comparative example the replacement of magnesium salt with aluminum salt, the reduction in the yield of furfuryl alcohol to 1, 2-pentanediol by the catalyst was significant, and the side evidence of the importance of the catalyst containing a heterojunction consisting of structure containing monoclinic phase La 2O2CO3, cubic phase MgO and cubic phase Mg 0.8Cu0.2 O.
0.25 G of the catalyst in the example 1, 2g furfuryl alcohol and 15 mL isopropanol are weighed and added into an intermittent stirring reaction kettle, N 2 is introduced to replace air in the reaction kettle, H 2 is introduced into the reaction kettle, and the reaction is carried out at 140-200 ℃ and 4-6 Mpa for 12-24H. H 2 is released after the reaction kettle is cooled, a reaction liquid is obtained after filtration, and the quality of furfuryl alcohol and 1, 2-pentanediol is detected, and the result is shown in Table 2.
Table 2 example 1 catalyst conversion and yield of furfuryl alcohol to 1, 2-pentanediol catalyzed at different conditions
In summary, the catalyst for catalytic conversion of furfuryl alcohol into 1, 2-pentanediol provided by the embodiment of the invention has strong selectivity in the hydrogen pressure reaction of 24h at 160 ℃ and 6 Mpa, the conversion rate of catalytic conversion of furfuryl alcohol into 1, 2-pentanediol is as high as 95.08%, and the yield of the 1, 2-pentanediol catalyst is 63.60%.
The foregoing description of the preferred embodiments of the invention is not intended to be limiting, but rather is intended to cover all modifications, equivalents, and alternatives falling within the spirit and principles of the invention.
Claims (10)
1. A method for preparing a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, which is characterized in that: the preparation method comprises the following steps:
Slowly adding an aqueous solution of alkali into the aqueous solution containing copper salt, lanthanum salt and magnesium salt simultaneously to ensure that the total alkalinity of the mixed solution is 10-20 mg/L; transferring the mixed solution to a reaction kettle for hydrothermal reaction at the reaction temperature of 70-110 ℃, drying the solid product after the reaction, and finally calcining the dried product at the temperature rising rate of 2-20 ℃ min −1 at 400-600 ℃ to obtain the catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol, wherein the structure of the catalyst comprises a heterojunction formed by monoclinic phase La 2O2CO3, cubic phase MgO and cubic phase Mg 0.8Cu0.2 O and has a coral cluster morphology structure.
2. The method for preparing the catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol according to claim 1, wherein:
the aqueous solution of the alkali comprises at least one of aqueous solutions of sodium hydroxide, barium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium bicarbonate, potassium carbonate and potassium bicarbonate.
3. The method for preparing the catalyst for the catalytic conversion of furfuryl alcohol into 1, 2-pentanediol according to claim 1, wherein:
In a metal salt solution, the copper salt comprises: at least one of anhydrous copper sulfate, anhydrous copper nitrate, anhydrous copper chloride, anhydrous copper acetate, and hydrates thereof;
and/or, the lanthanum salt comprises: at least one of anhydrous lanthanum sulfate, anhydrous lanthanum nitrate, anhydrous lanthanum chloride, anhydrous copper acetate, and hydrates thereof;
and/or, the magnesium salt comprises: anhydrous magnesium sulfate, anhydrous magnesium nitrate, anhydrous magnesium chloride, anhydrous magnesium acetate, and hydrates thereof.
4. A process for the preparation of a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol according to any one of claims 1-3, wherein:
the molar ratio of the copper salt to the lanthanum salt is as follows: copper salt/lanthanum salt is 0.5-4;
The molar ratio of the magnesium salt to the copper salt is 1.25-10.
5. A process for the preparation of a catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol according to any one of claims 1-3, wherein:
The molar ratio of the copper salt to the lanthanum salt is as follows: copper/lanthanum salt 1;
The molar ratio of the magnesium salt to the copper salt is 5.
6. A catalyst for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol, characterized in that: obtained by the production method as claimed in any one of claims 1 to 5.
7. Use of the catalyst of claim 6 for the catalytic conversion of furfuryl alcohol to 1, 2-pentanediol.
8. The use according to claim 7, wherein: the catalyst is put into isopropanol solution of furfuryl alcohol, and the 1, 2-pentanediol is obtained through catalytic hydrogenation reaction at the catalytic temperature.
9. The use according to claim 8, wherein:
The ratio of the catalyst to furfuryl alcohol to isopropanol is 0.2-0.3 g:2 g: 10-20 mL parts;
the catalytic temperature is 140 to 200 ℃;
the pressure of the catalytic hydrogenation reaction is 4-6 Mpa;
the catalytic hydrogenation reaction time is 12-24 h.
10. The use according to claim 8, wherein:
The ratio of the catalyst to furfuryl alcohol to isopropyl alcohol is 0.25 g:2 g:15 mL;
The catalytic temperature is 160 ℃;
the pressure of the catalytic hydrogenation reaction is 6 Mpa;
the catalytic hydrogenation reaction time is 12-24 h.
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| WO2020009493A1 (en) * | 2018-07-06 | 2020-01-09 | 한국화학연구원 | Catalyst for preparing 1,2-pentanediol and method for preparing 1,2-pentanediol by using same |
| CN113908841A (en) * | 2021-10-11 | 2022-01-11 | 华东师范大学 | Application of Cu-based catalyst in preparation of pentanediol through furfuryl alcohol hydrogenolysis |
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| WO2020009493A1 (en) * | 2018-07-06 | 2020-01-09 | 한국화학연구원 | Catalyst for preparing 1,2-pentanediol and method for preparing 1,2-pentanediol by using same |
| CN113908841A (en) * | 2021-10-11 | 2022-01-11 | 华东师范大学 | Application of Cu-based catalyst in preparation of pentanediol through furfuryl alcohol hydrogenolysis |
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