AU2020102122A4 - Method for preparing lactate without alkali and solvent - Google Patents
Method for preparing lactate without alkali and solvent Download PDFInfo
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- AU2020102122A4 AU2020102122A4 AU2020102122A AU2020102122A AU2020102122A4 AU 2020102122 A4 AU2020102122 A4 AU 2020102122A4 AU 2020102122 A AU2020102122 A AU 2020102122A AU 2020102122 A AU2020102122 A AU 2020102122A AU 2020102122 A4 AU2020102122 A4 AU 2020102122A4
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- Prior art keywords
- metal
- lactate
- alcohol
- carrier
- raw materials
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 title claims abstract description 53
- 238000000034 method Methods 0.000 title claims abstract description 37
- 239000003513 alkali Substances 0.000 title claims abstract description 21
- 239000002904 solvent Substances 0.000 title claims abstract description 16
- 229910052751 metal Inorganic materials 0.000 claims abstract description 106
- 239000002184 metal Substances 0.000 claims abstract description 104
- 239000002994 raw material Substances 0.000 claims abstract description 61
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 58
- 239000003054 catalyst Substances 0.000 claims abstract description 58
- 239000002671 adjuvant Substances 0.000 claims abstract description 30
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 21
- -1 alcohol compound Chemical class 0.000 claims abstract description 16
- 150000001720 carbohydrates Chemical class 0.000 claims abstract description 11
- 230000009471 action Effects 0.000 claims abstract description 9
- 229910052741 iridium Inorganic materials 0.000 claims abstract description 9
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 9
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 9
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 8
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 8
- 229910052802 copper Inorganic materials 0.000 claims abstract description 7
- 229910052742 iron Inorganic materials 0.000 claims abstract description 7
- 229910052759 nickel Inorganic materials 0.000 claims abstract description 7
- 229910052737 gold Inorganic materials 0.000 claims abstract description 6
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 5
- 229910052703 rhodium Inorganic materials 0.000 claims abstract description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 18
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 10
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 10
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 9
- 239000008103 glucose Substances 0.000 claims description 9
- 238000011068 loading method Methods 0.000 claims description 8
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 7
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 7
- 229930091371 Fructose Natural products 0.000 claims description 7
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 7
- 239000005715 Fructose Substances 0.000 claims description 7
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 claims description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 7
- 235000013772 propylene glycol Nutrition 0.000 claims description 7
- 239000000600 sorbitol Substances 0.000 claims description 7
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- YTBSYETUWUMLBZ-UHFFFAOYSA-N D-Erythrose Natural products OCC(O)C(O)C=O YTBSYETUWUMLBZ-UHFFFAOYSA-N 0.000 claims description 3
- YTBSYETUWUMLBZ-IUYQGCFVSA-N D-erythrose Chemical compound OC[C@@H](O)[C@@H](O)C=O YTBSYETUWUMLBZ-IUYQGCFVSA-N 0.000 claims description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 3
- 239000004386 Erythritol Substances 0.000 claims description 3
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 3
- 206010056474 Erythrosis Diseases 0.000 claims description 3
- 229920002488 Hemicellulose Polymers 0.000 claims description 3
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 3
- 229910052768 actinide Inorganic materials 0.000 claims description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 150000002016 disaccharides Chemical class 0.000 claims description 3
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims description 3
- 235000019414 erythritol Nutrition 0.000 claims description 3
- 229940009714 erythritol Drugs 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 3
- 150000002602 lanthanoids Chemical class 0.000 claims description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 3
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 claims description 3
- 239000000811 xylitol Substances 0.000 claims description 3
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 3
- 235000010447 xylitol Nutrition 0.000 claims description 3
- 229960002675 xylitol Drugs 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 34
- 238000002360 preparation method Methods 0.000 abstract description 18
- 230000008569 process Effects 0.000 abstract description 10
- 238000000926 separation method Methods 0.000 abstract description 8
- 238000005260 corrosion Methods 0.000 abstract description 5
- 230000007797 corrosion Effects 0.000 abstract description 5
- 238000005265 energy consumption Methods 0.000 abstract description 5
- 239000010949 copper Substances 0.000 description 37
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 20
- 239000012266 salt solution Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 15
- 229910010413 TiO 2 Inorganic materials 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 8
- 150000002739 metals Chemical class 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 230000032683 aging Effects 0.000 description 7
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000011268 mixed slurry Substances 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000004310 lactic acid Substances 0.000 description 4
- 235000014655 lactic acid Nutrition 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Natural products CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229910015373 AuCo Inorganic materials 0.000 description 2
- MNQZXJOMYWMBOU-VKHMYHEASA-N D-glyceraldehyde Chemical compound OC[C@@H](O)C=O MNQZXJOMYWMBOU-VKHMYHEASA-N 0.000 description 2
- RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 description 2
- 229910018949 PtAu Inorganic materials 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229940120503 dihydroxyacetone Drugs 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 238000000967 suction filtration Methods 0.000 description 2
- 230000001360 synchronised effect Effects 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 229910015371 AuCu Inorganic materials 0.000 description 1
- 229910002711 AuNi Inorganic materials 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 101100135888 Mus musculus Pdia5 gene Proteins 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910021118 PdCo Inorganic materials 0.000 description 1
- 229910021132 PdIr Inorganic materials 0.000 description 1
- 229910002669 PdNi Inorganic materials 0.000 description 1
- 229910002837 PtCo Inorganic materials 0.000 description 1
- 229910002836 PtFe Inorganic materials 0.000 description 1
- 229910002844 PtNi Inorganic materials 0.000 description 1
- 229910019017 PtRh Inorganic materials 0.000 description 1
- 240000005924 Stenocarpus sinuatus Species 0.000 description 1
- GNTDGMZSJNCJKK-UHFFFAOYSA-N Vanadium(V) oxide Inorganic materials O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 1
- 235000012538 ammonium bicarbonate Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CETPSERCERDGAM-UHFFFAOYSA-N ceric oxide Chemical compound O=[Ce]=O CETPSERCERDGAM-UHFFFAOYSA-N 0.000 description 1
- 229910000422 cerium(IV) oxide Inorganic materials 0.000 description 1
- 238000012668 chain scission Methods 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 230000002431 foraging effect Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000012066 reaction slurry Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/475—Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
- C07C69/68—Lactic acid esters
Abstract
The invention provides a method for preparing a lactate without an alkali and a
solvent, and relates to the technical field of lactate preparation. In the invention, raw
materials are reacted under the action of a metal catalyst and an alcohol adjuvant at a
temperature of 80-180C in an aerobic atmosphere to obtain the lactate. The raw
materials include a saccharide raw material and/or an alcohol raw material. The metal
catalyst includes a carrier and a metal loaded on the carrier, the carrier includes
activated carbon and a metal oxide, and the metal includes two or three of Pt, Pd, Rh, Ir,
Au, Cu, Ni, Co and Fe. The alcohol adjuvant is an alcohol compound with a carbon
number of 1-4. In the method for preparing a lactate as provided by the invention, no
addition of the alkali and the solvent can significantly reduce the corrosion of a device
and the energy consumption for separation, and realizes the preparation of the lactate in
one step, greatly simplifies the process flow, and can ensure that the lactate has a higher
yield, and the conversion rate of the raw materials can reach 100%.
Description
[0001] METHOD FOR PREPARING LACTATE WITHOUT ALKALI AND SOLVENT
[0002] The invention relates to the technical field of lactate preparation, and in particular relates to a method for preparing a lactate without an alkali and a solvent.
[0003] In industry, lactate is usually prepared by firstly synthesizing lactic acid, and then esterifying lactic acid with alcohol under the action of a catalyst (mainly concentrated sulfuric acid). This is a batch stepwise method with a long process flow. Moreover, in the process of synthesizing the intermediate product lactic acid (which is usually synthesized through a chemical method by using sugars as the raw materials), it is often required to add a large amount of liquid alkali, which causes serious corrosion to the device, and in the subsequent esterification step, a large amount of waste salts will be produced after acidification by sulfuric acid; and in the synthesis of lactic acid, it is also required to add a large amount of water as the solvent, which will significantly increase the energy consumption of separation.
[0004] In view of this, an objective of the invention provides a method for preparing a lactate without an alkali and a solvent, which realizes preparation of the lactate in one step without an alkali and a solvent.
[0005] In order to achieve the foregoing invention objective, the present invention provides the following technical solutions.
[0006] A method for preparing a lactate without an alkali and a solvent, includes the following steps:
reacting raw materials under the action of a metal catalyst and a alcohol adjuvant at a temperature of 80-180 0C in an aerobic atmosphere to obtain the lactate;
wherein the raw materials include a saccharide raw material and/or an alcohol raw material; the metal catalyst comprises a carrier and a metal loaded on the carrier; the carrier comprises activated carbon or a metal oxide; the metal comprises two or three of Pt, Pd, Rh, Ir, Au, Cu, Ni, co and Fe; and the loading capacity of the metal on the carrier is 0.1-40 wt%; the alcohol adjuvant is an alcohol compound with a carbon number of 1-4.
[0007] Preferably, the metal oxide includes one or more of oxides of IVB, VB, VIB, VIIB, lanthanide and actinide metals.
[0008] Preferably, the saccharide raw material includes one or more of cellulose, hemicellulose, disaccharide, glucose, fructose, xylose, arabinose and erythrose; the alcohol raw material includes one or more of sorbitol, xylitol, arbaitol, erythritol, glycerol and 1,2-propanediol; and the alcohol adjuvant includes one or more of methanol, ethanol, propanol, butanol, ethylene glycol and propanediol.
[0009] Preferably, the mass ratio of the metal catalyst to the raw materials is 1:30-100; and the molar ratio of the alcohol adjuvant to the raw materials is 1-10:1.
[0010] Preferably, the pressure of oxygen in the aerobic atmosphere is 0.1-3.8 MPa; and the reaction time is 4-20 h.
[0011] The invention provides a method for preparing a lactate without an alkali and a solvent. In the invention, there is a synergistic effect among metal elements in the metal catalyst. In the reaction process, the raw materials undergo chain scission and rearrangement under the action of the metal catalyst to achieve an isomeric equilibrium system of glyceraldehyde and dihydroxyacetone, and then glyceraldehyde and dihydroxyacetone are catalytically rearranged into pyruvic aldehyde, and acetone aldehyde and the alcohol adjuvant undergo catalytic hydrogen transfer to obtain the lactate. In the method for preparing a lactate as provided by the invention, no addition of the alkali and the solvent and can significantly reduce the corrosion of a device and the energy consumption for separation, and realizes the preparation of the lactate in one step, greatly simplifies the process flow, and can ensure that the lactate has a higher yield, and the conversion rate of the raw materials can reach 100%.
[0012] The invention provides a method for preparing a lactate without an alkali and a solvent, including the following steps:
reacting raw materials under the action of a metal catalyst and a alcohol adjuvant at a temperature of 80-180 0C in an aerobic atmosphere to obtain the lactate;
wherein the raw materials include saccharide raw materials and/or alcohol raw materials;
the metal catalyst comprises a carrier and a metal loaded on the carrier; the carrier comprises activated carbon or a metal oxide; the metal comprises two or three of Pt, Pd, Rh, Ir, Au, Cu, Ni, Co and Fe; and the loading capacity of the metal on the carrier is 0.1-40 wt%;
the alcohol adjuvant is an alcohol compound with a carbon number of 1-4.
[0013] In the invention, the metal catalyst includes a carrier and a metal loaded on the carrier. In the invention, the carrier includes activated carbon or a metal oxide. The invention has no special requirement on the activated carbon, and the activated carbon well known to those skilled in the art can be used. In the invention, the metal oxide preferably includes one or more of oxides of IVB, VB, VIB, VIIB, lanthanide and actinide metals; and more preferably one or more of MgO, CeO2, TiO2, ZrO2 and V205.
[0014] In the invention, the metal includes two or three of Pt, Pd, Rh, Ir, Au, Cu, Ni, Co and Fe, i.e., bimetal or ternary metal. When the metal is bimetal, which consists of a first metal selected from Pt, Pd, Au, Rh or Ir and a second metal selected from Cu, Co, Ni, Fe, Pd, Au, Rh and Ir. The molar ratio of the first metal to the second metal is preferably 0.1:10-10:0.2, and more preferably 1:1-1:4. The bimetal is specifically one of PtCu, PtCo, PtNi, PtFe, PtPd, PtAu, PtRh, PtIr, PdCu, PdCo, PdNi, PdFe, PdAu, PdRh, PdIr, AuCu, AuCo, AuNi, AuFe, AuRh, AuIr, AuCo, AuFe, RhCu, RhCo, RhNi, RhFe, Rhir, IrCu, IrCo, IrNi and IrFe, and preferably PtAu.
[0015] When the metal is ternary metal, which consists of a third metal selected from Pt, Au, Rh or Ir, a fourth metal selected from Cu, Co, Fe or Ni, and a fifth metal selected from Pd, Au, Rh or Ir. The molar ratio of the third metal, the fourth metal and the fifth metal is preferably 0.1-5:1:0.1-5, and more preferably 0.2-0.6:1:0.3-1.5. The ternary metal is specifically one of PtCuPd, PtCoPd, PtFePd, PtNiPd, PtCuAu, PtCoAu, PtFeAu, PtNiAu, PtCuRh, PtCoRh, PtFeRh, PtNiRh, PtCuIr, PtCor, PtFer, PtNilr, AuCuPd, AuCoPd, AuFePd, AuNiPd, AuCuRh, AuCoRh, AuFeRh, AuNiRh, AuCur, AuCor, AuFeir, AuNilr, RhCuPd, RhCoPd, RhFePd, RhNiPd, IrCuPd, IrCoPd, IrFePd, IrNiPd, RhCuIr, RhCor, RhFer and RhNil. In the invention, the metal is bimetal orternary metal, and there is a synergistic effect (electronic effect or group effect) among the metal elements of the bimetal or ternary metal, so that the morphology and electron cloud distribution of the metal catalyst are changed and the catalytic performance of the catalyst is improved.
[0016] In the invention, the loading amount of the metal on the carrier is preferably 1-30 wt%, and more preferably 2-10 wt%; and the particle size of the metal catalyst is preferably 1-50 nm.
[0017] The invention has no special requirement on the method for preparing the metal catalyst, and a precipitation method or impregnation method well known to those skilled in the art can be used for preparation.
[0018] In a specific embodiment of the invention, when the carrier of the metal catalyst is a metal oxide, preferably the precipitation method is adopted for the preparation of the metal catalyst, and the preparation process preferably includes the following steps:
(1) synchronously adding a mixed salt solution of each of the metals and an alkali solution dropwise into an aqueous dispersion of a carrier for precipitation reaction, and sequentially subjecting the resultant reaction slurry to aging and solid-liquid separation to obtain a solid; and
(2) roasting the solid of the step (1) in a reducing atmosphere to obtain the metal catalyst.
[0019] In the invention, the method for preparing the mixed salt solution of each of the metals in the step (1) is preferably: dissolving the salt of each of the metals in the same container with water to obtain the mixed salt solution; wherein the salts of the metals are preferably nitrate or chloride salts of the metals, and the concentration of each metal salt in the mixed salt solution is preferably 0.1-2.5 mol/L independently. In the invention, the solute of the alkali solution is preferably NaOH, NaHCO3 or NH4HCO3; and the concentration of the alkali solution is preferably 0.3-2 mol/L, and more preferably 1 mol/L.
[0020] In the invention, the content of the carrier in the aqueous dispersion of the carrier is preferably 10-500 g/L, and more preferably 50-150 g/L. In the invention, in the process of synchronously adding dropwise, the dropwise addition speed of the alkali solution is preferably 0.01-0.05 mL/s; and the dropwise addition speed of the mixed salt solution is preferably 2-3 seconds/drop at the beginning, and then is increased to 0.5-1 second/drop after half of the dropwise addition is completed until the dropwise addition is completed. In the invention, the synchronous dropwise addition is preferably carried out under the condition of stirring, the specific operation is stirring the dispersion of the carrier, and synchronously adding the mixed salt solution of the metals and the alkali solution into the dispersion of the carrier under stirring.
[0021] In the invention, preferably the pH value of the reaction system is controlled at -11 by controlling the dropwise addition speed of the mixed salt solution and the alkali solution; obvious turbidity occurs in the process of synchronous dropwise addition; and the dosage of the mixed salt solution and the aqueous dispersion of the carrier can be adjusted according to the loading amount of the metal catalyst.
[0022] In the invention, for aging, the temperature is preferably 60-1000 C, and more preferably 60 0C, and the time is preferably 4-10 h, and more preferably 10 h; The aging is preferably aging under stirring or aging while standing, and the aging under stirring or aging while standing can be carried out independently, or can be carried out under an ultrasonic condition of 20-40 kHz, or under an illumination condition of a wavelength of 200-1000 nm and power of 1-300 W.
[0023] In the invention, the mode of solid-liquid separation is preferably suction filtration, and also preferably, after the solid-liquid separation, the obtained solid phase is sequentially washed and dried to obtain the solid matter; and for drying, the temperature is preferably 70 0C and the time is preferably 12 h.
[0024] In the invention, the reducing atmosphere in the step (2) is preferably an atmosphere of hydrogen at a flow rate of preferably 5 mL/min; the roasting temperature is preferably 100-700 0C, and more preferably 250-400 0C, and the roasting time is preferably 4-10 h, and more preferably 4 h; the rate of heating to the roasting temperature is preferably 0.5-50C/min, and more preferably 1°C/min.
[0025] In a specific embodiment of the invention, when the carrier of the metal catalyst is activated carbon, the preparation of the metal catalyst preferably adopts an impregnation method, and when the impregnation method is adopted, the preparation of the metal catalyst preferably includes the following steps:
(a) adding the salt solution of each of the metals dropwise onto the carrier to obtain a carrier adsorbed with metal salts; and
(b) sequentially drying and roasting the carrier adsorbed with metal salts in a reducing atmosphere to obtain the metal catalyst.
[0026] In the invention, the concentration of the salt solution of each of the metals in the step (a) is preferably 0.1-2.5 mol/L, and the dropwise addition speed is preferably 0.01 mL/s-0.5 mLs; and the dropwise addition amount of the salt solution of each metal is adjusted according to the loading amount of the metal catalyst.
[0027] The invention has no special requirement on the drying conditions in the step (b), as long as the carrier adsorbed with metal salts can be dried to a constant weight.
[0028] In the invention, the roasting condition in the step (b) is the same as that in the aforementioned step (2), and will not be described in detail anymore here.
[0029] In the invention, the alcohol adjuvant is an alcohol compound with a carbon number of 1-4, and preferably one or more of methanol, ethanol, propanol, butanol, ethylene glycol and propanediol.
[0030] The invention has no special requirement on the source of the alcohol adjuvant, and commercial products well known to those skilled in the art can be used.
[0031] In the invention, the raw materials include a saccharide raw material and/or an alcohol raw material; the saccharide raw materials preferably include one or more of cellulose, hemicellulose, disaccharide, glucose, fructose, xylose, arabinose and erythrose. When the saccharide raw material is a mixture of several saccharides, the invention has no special requirements on the type and proportion of the saccharides in the mixture. The alcohol raw material preferably includes one or more of sorbitol, xylitol, arbaitol, erythritol, glycerol and 1,2-propanediol. When the alcohol raw material is a mixture of several alcohols, the invention has no special requirements on the type and proportion of the alcohols in the mixture.
[0032] The invention has no special requirement on the source of the raw materials, and corresponding raw materials from sources well known to those skilled in the art can be used. In the invention, the mass ratio of the metal catalyst to the raw materials is preferably 1:30-100, and more preferably 1:30-40; and the molar ratio of the alcohol adjuvant to the raw materials is preferably 1-10:1, and more preferably 5-8:1.
[0033] In the invention, the raw materials are reacted under the action of the metal catalyst and the alcohol adjuvant at a temperature of 80-1800 C in an aerobic atmosphere to obtain the lactate. In the invention, the pressure of oxygen in the aerobic atmosphere is preferably 0.1-3.8 MPa, and more preferably 1-2 MPa, and the aerobic atmosphere is preferably a pure oxygen atmosphere or an air atmosphere; the reaction temperature is preferably 90-150 0C, and more preferably 100-130 0C, and the reaction time is preferably 4-20 h, and more preferably 8-10 h.
[0034] In the invention, the specific operation of the reaction is preferably: mixing the raw materials, the metal catalyst and the alcohol adjuvant to obtain a mixed slurry; then introducing an aerobic atmosphere into the mixed slurry, and heating the mixed slurry to -180 0C for reaction; or alternatively, mixing the raw materials and the metal catalyst, then introducing an oxygen atmosphere into the obtained mixed raw materials, heating the mixed raw materials to 80-1800 C, and then adding the alcohol adjuvant dropwise into the heated mixed raw materials for reaction. In the invention, the dropwise addition speed of the alcohol adjuvant is preferably 0.2-5 mL/min, and more preferably 1-3 mL/min.
[0035] In the method for preparing a lactate as provided by the invention, no addition of the alkali and the solvent and can significantly reduce the corrosion of a device and the energy consumption for separation, and realizes the preparation of the lactate in one step, greatly simplifies the process flow, and can ensure that the lactate has a higher yield, and the conversion rate of the raw materials can reach 100%.
[0036] The method for preparing a lactate without an alkali and a solvent as provided by the invention will be described in detail in connection with the following examples, but they should not be construed as limiting the claimed scope of the invention.
Example 1
[0037] Pt(2)Au(2)/TiO2 was used as a metal catalyst, and methanol was used as an alcohol adjuvant (note: the Pt(2)Au(2)/TiO2 catalyst meant that TiO2 was used as a carrier loaded with bimetal of Pt and Au, the loading amount of Pt was 2wt% and the loading amount of Au is 2wt%, and the metal catalysts in all examples were expressed in this way).
(1) Chloroplatinic acid and chloroauric acid were dissolved in the same container with water to obtain a mixed salt solution, wherein the concentrations of chloroplatinic acid and chloroauric acid in the mixed salt solution were 0.1 mol/L and 0.1 mol/L respectively; the mixed salt solution and a NaOH solution (1 mol/L) were synchronously added dropwise into another aqueous dispersion of TiO2 (100 g/L) under stirring for precipitation reaction, wherein the dropwise addition speed of the NaOH solution was 0.02 mL/s, and the dropwise addition speed of the mixed salt solution was 2 seconds/drop at the beginning, and then adjusted to 1 second/drop after half of the dropwise addition was completed, so that the pH value was controlled at around 10; and
at a temperature of 600 C, the mixed slurry obtained by the precipitation reaction was stirred (800 r/min) and aged ultrasonically (20 kHz). After aging was conducted for 8 h, the mixed slurry was subjected to suction filtration. The solid phase was washed and then baked at 700 C for 12 h to obtain a solid matter; and the solid matter was roasted at 4000 C in a hydrogen atmosphere (with a flow rate of 5 mL/min) at a heating rate of 1°C/min for 4 h to obtain the metal catalyst Pt(2)Au(2)/TiO2.
(2) Added into a reaction kettle was 0.1 g of the metal catalyst Pt(2)Au(2)/TiO2 and 3.0 g of glucose, and added with methanol until the total volume was 5 mL; and the reaction kettle was filled with 1 MPa of 02, and reaction was conducted at a reaction temperature set at 150 0C for a reaction time of 8 h to obtain the lactate. The yield of the lactate was 96.0% (the lactate was detected by gas chromatography).
Example 2
[0038] Preparation of a lactate from glucose as the raw material
[0039] A lactate was prepared by using the metal catalyst shown in Table 1, methanol as the alcohol adjuvant and glucose as the raw material. The metal catalyst shown in Table 1 was prepared with reference to the process of Example 1 by accordingly replacing the metal salt solution (the metal salt of Cu was copper nitrate).
[0040] The lactate was prepared as follows:
added into a reaction kettle was 0.1 g of the metal catalyst and 3.0 g of glucose, and added with methanol until the total volume was 5 mL; the reaction kettle was filled with 1 MPa of 02, the reaction temperature was set (as shown in Table 1), and the reaction time was 8 h. The catalytic effects of different metal catalysts on the preparation of the lactate from glucose were shown in Table 1.
Table 1
The effect of different metal catalysts on preparing the lactate from glucose
React Conv Yield Yield of Yield of ion ersion of lactate formate glycerate Oth Metal Catalyst temperatu rate product by-product by-product ers(%) re (0 C) (%) (%) (%) (%) 0 100. 78 3.5 0.4 4.2 02 Pt(2)Cu(2)/Ti 95
0 100. 58 2.2 1.1 19.2 02 Pt(1)Cu(1)/Ti 95
0 100. 89 0.3 3.5 6.2 02 Pt(1)Au(1)/Ti 95
0 100. 91 2.2 1.9 1.2 02 Pt(1)Au(2)/Ti 95
0 100. 85 1.9 0.9 2.6 02 Pt(1)Pd(1)/Ti 105
[0041] The metal catalysts in Examples 3-6 were also prepared according to the process of Example 1.
Example 3
[0042] Preparation of a lactate from sorbitol as the raw material:
added into a reaction kettle was 0.1 g of the metal catalyst (shown in Table 2) and 3.0 g of sorbitol, and added with ethanol until the total volume was 15 mL; the reaction kettle was filled with 2 MPa of 02, and the reaction temperature was set. The effects of adoption of ethanol as the alcohol adjuvant and different kinds of metal catalysts on preparing a lactate product with sorbitol as the raw material were shown in Table 2:
Table 2
The effects of adoption of ethanol as the alcohol adjuvant and different kinds of metal catalysts on preparing a lactate product with sorbitol as the raw material
Rea eactiR Co of Yield Yield to on nversion d of frae Of Ot Mea aaytclactate glycerate hers MetalCatalyst temperat Time rate product by-produ by-product (%) ure (0 C) ( (%) p ct h) (%)(%() Pt(2)Cu(2)/TiO 100 0 2 100 45 9.1 0.4 2 1 2 0 .02 Pt(1)Cu(1)/TiO 100 0 2 . 100 48 8.8 9.11 2 2 00 48.91 8 Pt(1)Au(1)/TiO 100 0 2 100 37 0.3 - 3 2 2 00 7 0.5 Pt(1)Au(2)/TiO 100 0 2 100 66 5.2 1.9 6 2 0.0 Pt(1)Pd(1)/TiO 105 8 100 85 1.9 0.9 2. 2 .0 .0 85 1909 6 Au(2)Co(2)/Ti 150 4 100 78 10 12 0 02 0 .0 Au(1)Cu(1)/Ti 150 4 100 88 8.2 1.5 02 0 .0 Pd(1)Au(1)/Ti 150 4 100 58 33.2 2.5 02 0 .0 Pd(2)Au(2)/Ti 150 4 100 89 2.2 3.6 02 0 .0 Pt(1)Ni(1)/TiO 2 150 4 100 55 25 12 .0 .0
Example 4
[0043] Preparation of a lactate from fructose as the raw material:
added into a reaction kettle was 0.1 g of the metal catalyst (shown in Table 3) and 3.0 g of fructose, and added with propanol until the total volume was 15 mL; the reaction kettle was filled with 2 MPa of 02, and the reaction temperature was set (shown in Table 3). The effects of adoption of propanol as the alcohol adjuvant and different kinds of metal catalysts on preparing a lactate product with fructose as the raw material were shown in Table 3:
Table 3
The effects of adoption of propanol as the alcohol adjuvant and different kinds of metal catalysts on preparing a lactate product with fructose as the raw material
Yi Yiei Yiel Rea Rea Con eld of d of d Of 0 Metal ction ction version lactate formate glycerat thers Catalyst temperat Time rate produc by-prod e ure (°C) (h) (%) uct by-produ uct ct )(°) (%) 20 0 100. 89 9.1 1.9 02 Pt(2)Cu(2)/Ti 100
100 20 0 100. 83 3 12. 0.3 go Pt(2)Cu(2)/M
100 20 1100. 85 5.3 2.6 .1 eO2 Pt(2)Cu(2)/C 79 3.3 8.4 .3 9 100 20 0 100. 02 Pt(2)Cu(2)/Zr
20 0 100. 88 3.6 1.4 7 O5 Pt(2)Cu(2)/V 2 100
20 0 100. 84 4.8 5.5 5 02 Pt(2)Co(2)/Ti 100 86 9.1 3.2 1 100 20 0 100. 02 Pt(2)Ni(2)/Ti
100 20 0 100. 85 6.6 1.2 .2 7 02 Pt(2)Fe(2)/Ti 88 4.3 0.8 6 100 20 0 100. 02 Pt(2)Pd(2)/Ti 92 5.5 1.9 .6 0 100 20 0 100. 02 Pt(2)Au(2)/Ti 100. 86 3.8 0.3 100 20 0 02 Pt(2)Rh(2)/Ti 86 2.6 1.6 .8 9 100 20 0 100. 02 Au(2)1r(2)/Ti 80 6.8 3.1 0.1 1 100 20 0 100. 02 Rh(2)Pd(2)/Ti 72 6 10. . 5.5 1 100 20 0 100. 02 Pd(2)Cu(2)/Ti
Example 5
[0044] Preparation of a lactate from 1,2-propanediol as the raw material:
added into a reaction kettle was 0.1 g of the metal catalyst (shown in Table 4) and 3.0 g of 1,2-propanediol, and added with methanol until the total volume was 15 mL; the reaction kettle was filled with 2 MPa of 02, and the reaction temperature was set (shown in Table 4). The effects of adoption of methanol as the alcohol adjuvant and different kinds of metal catalysts on preparing a lactate product with 1,2-propanediol as the raw material were shown in Table 4:
Table 4
The effects of adoption of methanol as the alcohol adjuvant and different kinds of metal catalysts on preparing a lactate product with 1,2-propanediol as the raw material
Re Co Yiel Yield Yiel .tRe nversio d of of formate d of 0 action Metal Catalyst tempera action n rate lactate by-produc glycerate others ture Time (% product t by-produ (h) ct %) (°C) Pt(2)Cu(2)Pd(2)/TiO 2 0 10 20 0.0 10 85 7.7 6.8 5 0.
Pt(2)Co(2)Pd(2)/TiO 2 0 10 20 0.0 10 88 3.4 1.3 3 7
Pt(2)Fe(2)Pd(2)/TiO 2 0 10 20 0.0 10 86 6.9 0.2 9 6.
Pt(2)Ni(2)Pd(2)/TiO 2 0 10 20 0.0 10 78 9.1 1.6 3 3.
Pt(2)Cu(2)Pd(2)/Mg 10 20 10 81 8.8 3.6 6. o 0 0.0 6 Pt(2)Cu(2)Pd(2)/ZrO 10 20 0.0 82 4.6 7.5 5. 2 00.9 Pt(2)Cu(2)Pd(2)/V 20 10 20 10 83 3.6 7.2 3. 0 200.0 8336722 Pt(2)Cu(2)Pd(2)/Ce 10 20 0.010 86 8.2 0.6 2 5. 02 00.2 Pt(2)Cu(2)Au(2)/TiO 2 0 10 20 0.0 10 84 5.1 1.3 6 9
Pt(2)Cu(2)Rh(2)/TiO 2 0 10 20 0.0 10 75 12.9 3.5 6 8.
Pt(2)Cu(2)Ir(2)/TiO 2 0 10 20 0.0 10 89 3.3 3.5 2 4 Au(2)Cu(2)Pd(2)/TiO 10 20 10 92 3.5 1.6 2. 2 0 0.09 Au(2)Cu(2)Rh(2)/TiO 10 20 10 86 7.1 0.2 6. 2 0 20.0 86717. Au(2)Cu(2)Ir(2)/TiO 2 0 10 20 0.0 10 74 15.3 8.6 1 2.
Pt(1)Cu(2)Pd(1)/TiO 2 0 10 20 0.0 10 80 6.3 2.9 0.8 1 Pt(2)Cu(1)Pd(2)/TiO 2 0 10 20 0.0 10 82 6.8 3.3
Example 6
[0045] Preparation of a lactate from arabinose as the raw material:
added into a reaction kettle was 0.1 g of the metal catalyst Pt(2)Cu(2)/TiO2 and 3.0 g of arabinose, and added with ethylene glycol until the total volume was 5 mL; the reaction kettle was filled with 1 MPa of 02, and the reaction temperature was set (shown in table 5). The effects of adoption of ethylene glycol as the alcohol adjuvant and the same metal catalyst Pt(2)Cu(2)/TiO2 on preparing a lactate product with arabinose as the raw material under different reaction conditions were shown in Table 5:
Table 5
The effects of adoption of ethylene glycol as the alcohol adjuvant and the same metal catalyst Pt(2)Cu(2)/TiO2 on preparing a lactate product with arabinose as the raw material under different reaction conditions
Rea Con Yiel Yiel Yield Reacti on ction version d of d of of 0 Metal temperature Time rate lactate formate glycerate thers Catalyst (%) product product product (%) e p(C) e( 0 ) (h) () (/o)(%/) (%/) (%/) 60 3 28. 8.6 .1 3 80 4.0 60.2 02 Pt(2)Cu(2)/Ti
4.0 85.9 76 1 16. 2.5 4 5 02 Pt(2)Cu(2)/Ti 100
4.0 99.8 88 6 10. 0.2 .2 1 02 Pt(2)Cu(2)/Ti 150 87 3 11. 0.1 .6 1 180 4.0 0 100. 02 Pt(2)Cu(2)/Ti
[0046] It can be seen from the aforementioned examples that, in the method for preparing a lactate as provided by the invention, no addition of the alkali and the solvent can significantly reduce the corrosion of a device and the energy consumption for separation, and realizes the preparation of the lactate in one step, greatly simplifies the process flow, and can ensure that the lactate has a higher yield, and the conversion rate of the raw materials can reach 100%.
[0047] The above description is only preferred embodiments of the present invention. It should be pointed out that, for those of ordinary skills in the art, several improvements and modifications can be made without departing from the principle of the present invention. These improvements and modifications should also be considered as falling into the claimed scope of the present invention.
Claims (5)
1. A method for preparing a lactate without an alkali and a solvent, comprising the following steps:
reacting raw materials under the action of a metal catalyst and a alcohol adjuvant at a temperature of 80-180 0C in an aerobic atmosphere to obtain the lactate;
wherein the raw materials comprise a saccharide raw material and/or an alcohol raw material;
the metal catalyst comprises a carrier and a metal loaded on the carrier; the carrier comprises activated carbon or a metal oxide; the metal comprises two or three of Pt, Pd, Rh, Ir, Au, Cu, Ni, co and Fe; and the loading capacity of the metal on the carrier is 0.1-40 wt%;
the alcohol adjuvant is an alcohol compound with a carbon number of 1-4.
2. The method according to claim 1, wherein the metal oxide comprises one or more of oxides of IVB, VB, VIB, VIIB, lanthanide and actinide metals.
3. The method according to claim 1, wherein the saccharide raw material comprises one or more of cellulose, hemicellulose, disaccharide, glucose, fructose, xylose, arabinose and erythrose; the alcohol raw material comprises one or more of sorbitol, xylitol, arbaitol, erythritol, glycerol and 1,2-propanediol; and the alcohol adjuvant comprises one or more of methanol, ethanol, propanol, butanol, ethylene glycol and propanediol.
4. The method according to claim 1, wherein the mass ratio of the metal catalyst to the raw materials is 1:30-100; and the molar ratio of the alcohol adjuvant to the raw materials is 1-10:1.
5. The method according to claim 1, wherein the pressure of oxygen in the aerobic atmosphere is 0.1-3.8 MPa; and the reaction time is 4-20 h.
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