CN103193623A - Method for catalytic preparation of acetylpropionic acid in one step by using waste residues obtained by producing xylose - Google Patents
Method for catalytic preparation of acetylpropionic acid in one step by using waste residues obtained by producing xylose Download PDFInfo
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- CN103193623A CN103193623A CN2013101162032A CN201310116203A CN103193623A CN 103193623 A CN103193623 A CN 103193623A CN 2013101162032 A CN2013101162032 A CN 2013101162032A CN 201310116203 A CN201310116203 A CN 201310116203A CN 103193623 A CN103193623 A CN 103193623A
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- reaction
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- levulinic acid
- catalyst
- xylose residue
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- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 title claims abstract description 72
- 238000000034 method Methods 0.000 title claims abstract description 16
- 239000002699 waste material Substances 0.000 title claims abstract description 12
- 230000003197 catalytic effect Effects 0.000 title claims abstract description 7
- 238000002360 preparation method Methods 0.000 title claims abstract 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 title abstract 4
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 title abstract 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 32
- 239000002994 raw material Substances 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims abstract description 9
- 239000000654 additive Substances 0.000 claims abstract description 3
- 230000000996 additive effect Effects 0.000 claims abstract description 3
- 239000007810 chemical reaction solvent Substances 0.000 claims abstract description 3
- 239000012299 nitrogen atmosphere Substances 0.000 claims abstract description 3
- 229940040102 levulinic acid Drugs 0.000 claims description 34
- 125000000969 xylosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)CO1)* 0.000 claims description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 claims description 10
- 230000035484 reaction time Effects 0.000 claims description 9
- SRBFZHDQGSBBOR-LECHCGJUSA-N alpha-D-xylose Chemical compound O[C@@H]1CO[C@H](O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-LECHCGJUSA-N 0.000 claims description 6
- 229960003487 xylose Drugs 0.000 claims description 6
- 229910001873 dinitrogen Inorganic materials 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 abstract description 13
- 239000007788 liquid Substances 0.000 abstract description 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 abstract description 3
- 235000005822 corn Nutrition 0.000 abstract description 3
- 230000007797 corrosion Effects 0.000 abstract description 3
- 238000005260 corrosion Methods 0.000 abstract description 3
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 239000001913 cellulose Substances 0.000 abstract description 2
- 229920002678 cellulose Polymers 0.000 abstract description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- 241000209149 Zea Species 0.000 abstract 2
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000003930 superacid Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- LPQOADBMXVRBNX-UHFFFAOYSA-N ac1ldcw0 Chemical compound Cl.C1CN(C)CCN1C1=C(F)C=C2C(=O)C(C(O)=O)=CN3CCSC1=C32 LPQOADBMXVRBNX-UHFFFAOYSA-N 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 238000001914 filtration Methods 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
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000012982 microporous membrane Substances 0.000 description 2
- 238000002203 pretreatment Methods 0.000 description 2
- 238000004445 quantitative analysis Methods 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000012498 ultrapure water Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 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 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Abstract
The invention relates to a method for catalytic preparation of acetylpropionic acid in one step by using waste residues obtained by producing xylose. The method comprises the following step of: carrying out selective catalytic conversion on cellulose in corn cob residues in an autoclave reactor at a nitrogen atmosphere by using the corn cob residues as raw materials, water as a reaction solvent, commercially available aluminum trichloride as a catalyst and sodium chloride as an additive to prepare acetylpropionic acid in one step. The aluminum trichloride catalyst has high catalytic activity; the reaction yield of acetylpropionic acid can reach 32.7% under optimal conditions; the reaction raw material is rich and is easy to obtain; and compared with the conventional liquid superacid catalyst, aluminum trichloride is less in equipment corrosion and low in environmental harm degree.
Description
Technical field
The present invention relates to a kind of method that is prepared levulinic acid by xylose residue.
Background technology
Be to produce a large amount of waste residue-xylose residues in the process of raw material production wood sugar with the corn cob.Factory's every production 1t wood sugar will produce the xylose residue about 12t, contains a large amount of lignocelluloses in the discarded xylose residue.Rationally utilize these waste residues, turn waste into wealth, not only can solve the environmental problem that is caused by xylose residue, can improve the economic benefit of factory simultaneously.Levulinic acid contains carbonyl, α-hydrogen and carboxyl simultaneously, can comprise the various chemical reactions of esterification, hydrogenation, halogenation, on industry, agricultural, field of medicaments, is with a wide range of applications.At present, the operational path for preparing levulinic acid both at home and abroad mainly contains two kinds.A kind of is at first to obtain furfural by biomass material, and hydrogenation of furfural generates furfuryl alcohol then, and the recycling furfuryl alcohol generates levulinic acid by reactions such as hydrolysis, open loop, rearrangements under acid catalysis.Many and the complicated condition of this route steps now is eliminated just gradually.Another kind of operational path be with biomass material under the catalysis of mineral acid at first pyrolytic decomposition become monose, monose dewater under the lasting hydrolysis of acid and forms 5 hydroxymethyl furfural, 5 hydroxymethyl furfural is the final generation of reaction levulinic acid further.
Being in the patent of CN102391102A at publication number, is raw material with the stalk, and the mixing solutions of methyl alcohol and hydrochloric acid is reaction medium, in closed reaction kettle, 140 ℃ of following constant temperature 2 hours changes the ratio of methyl alcohol and hydrochloric acid in the solvent, and yield of levulinic acid can reach 30.1%.This method has adopted liquid strong acid, to the requirement height of conversion unit, and can produce the serious environmental pollution problem.
Be in the patent of CN101875605A at publication number, be raw material with forest tree remainder or shell, add massfraction and be 3% sulphuric acid soln in autoclave reactor, the liquid-solid ratio massfraction is 6%, 170 ℃ were reacted 4 hours, and the molar yield of levulinic acid can reach 69.7%.This result is based on concentration and the ratio calculation of the hexose concentration in the raw material in theory of the levulinic acid of generation, if be converted into based on the massfraction of raw material then the result understands little a lot.Though this method is the defective that has remedied high concentrated acid, but used fluid sulphuric acid, operated dangerously, corrosion reaction equipment also can pollute environment.
Chen Hongzhang etc. are at Bioresource Technology102(2011) report is raw material with the rice straw among the 3568-3570, adopts steam explosion that raw material is carried out pre-treatment, then with solid super-strong acid S
2O
8 2-/ ZrO
2-SiO
2-Sm
2O
3Be catalyzer, deionized water is solvent, reacts 10 minutes down at 200 ℃, and yield of levulinic acid is 22.8%.It is catalyzer that this method adopts solid super-strong acid, has overcome liquid acid catalyst and has reclaimed shortcoming difficult, corrosive equipment.But this method needs specific installation that raw material is carried out pre-treatment, while catalyst preparation process complexity, and repeating utilization factor is low, reaction cost height, difficult realization industrialization.
Summary of the invention
The object of the present invention is to provide a kind of method by one step of the waste residue catalytic preparation levulinic acid of producing wood sugar, opening up the new way of a preparation levulinic acid, is catalyzer to shortcomings such as conversion unit requirement height, cost height, environmental pollution are serious to overcome in the prior art with liquid strong acid.
The invention main points: the 40-80 purpose xylose residue powder with drying is raw material, water is as reaction solvent, aluminum chloride is catalyzer, sodium-chlor is additive, under nitrogen atmosphere, in airtight autoclave reactor, prepare levulinic acid, wherein nitrogen gas pressure is 1.5-2.5MPa, the mass ratio of water and xylose residue is 20-37.5, temperature of reaction is 160-240 ℃, reaction times is 0.25-1.5 hours, the mass ratio of catalyzer and xylose residue is 0.125-1, and the mass ratio of sodium-chlor and xylose residue is 0-10.To room temperature, suction filtration is isolated unreacted solid residue with the reaction system water-cooled, and reaction solution detects with high performance liquid chromatography.
Among the present invention, preferred 180-220 ℃ of temperature of reaction, temperature of reaction are lower than 180 ℃, and then raw material and cellulosic transformation efficiency are all lower, and the intermediate product conversion of glucose is that the speed of levulinic acid is very slow; Along with the rising of temperature of reaction, yield of levulinic acid increases; Tangible carbon distribution phenomenon can occur but temperature surpasses 220 ℃, levulinic acid begins to be decomposed into some micromolecular compounds, and as formic acid, acetic acid etc., and xylogen begins to transform some phenolic product of generation in the raw material, thereby has reduced the selectivity of levulinic acid.
Among the present invention, in preferred 0.25-1 hour of reaction times, the reaction times is lower than 0.25 hour, and cellulose conversion is less; Along with the reaction times increases, yield of levulinic acid increases; Levulinic acid can be decomposed into micromolecular compound gradually after 1 hour but surpass in the reaction times.
Among the present invention, catalyst consumption is bigger to yield of levulinic acid influence, and catalyzer and xylose residue mass ratio are preferred 0.25-0.75, and catalyst levels is lower than 0.25, and then yield of levulinic acid is not high; Catalyst levels surpasses 0.75, and not only yield of levulinic acid descends, and the waste catalyzer, and economy reduces.
Among the present invention, the preferred 1.25-7.5 of the mass ratio of sodium-chlor and xylose residue, the sodium-chlor consumption is lower than 1.25, and is then not obvious to the increase of yield of levulinic acid; Catalyst levels surpasses 7.5, and yield of levulinic acid increases slowly, and can cause waste, raises the cost.
The present invention compares with existing technology, and its characteristics are as follows: 1. reaction raw materials is the wood sugar factory waste residue, and is rich and easy to get.2. can realize turning waste into wealth, improve the use value of raw material, also solve the environmental problem of being brought by raw material simultaneously.3. be the feedstock production chemical with the renewable resources, replace traditional fossil resource to have very important significance to developing renewable resources.4. catalyst is active high, and inexpensive, low toxicity, and reaction process does not have equipment corrosion.5. a step catalyzed reaction makes product, and processing step is few, has a good application prospect.
Embodiment
Embodiment 1:
In the airtight autoclave reactor of 250mL, add 4g xylose residue raw material and 1g aluminum trichloride catalyst, add the 100mL high purity water again.Behind the sealing autoclave, fed nitrogen 5 minutes, the air in the still is discharged, and be pressurized to 2MPa.Stirring velocity is 400rpm, is warming up to 200 ℃ of afterreactions after 0.5 hour, cooling and product washed out with distilled water in still fast, and product is used the high performance liquid chromatography quantitative analysis behind filtering with microporous membrane.The yield of levulinic acid of gained is that 19.4%(is based on cellulosic total in the reaction raw materials).
Embodiment 2-3:
Press the step operation of embodiment 1, difference is the nitrogen pressure difference, and other reaction conditionss are identical with embodiment 1, and concrete outcome is listed in the table 1.
Table 1
| Embodiment | Nitrogen pressure (MPa) | Yield of levulinic acid (wt%) |
| 2 | 1.5 | 19.5 |
| 3 | 2.5 | 19.4 |
Embodiment 4-5:
Press the step operation of embodiment 1, difference is the consumption difference of water, and other reaction conditionss are identical with embodiment 1, and concrete outcome is listed in the table 2.
Table 2
| Embodiment | The consumption of water (mL) | Yield of levulinic acid (wt%) |
| 4 | 80 | 18.9 |
| 5 | 150 | 18.6 |
Embodiment 6-9:
Press the step operation of embodiment 1, difference is the temperature of reaction difference, and other reaction conditionss are identical with embodiment 1, and concrete outcome is listed in the table 3.
Table 3
| Embodiment | Temperature of reaction (℃) | Yield of levulinic acid (wt%) |
| 6 | 160 | 0.6 |
| 7 | 180 | 9.0 |
| 8 | 220 | 19.5 |
| 9 | 240 | 19.6 |
Embodiment 10-13:
Press the step operation of embodiment 1, difference is the reaction times difference, and other reaction conditionss are identical with embodiment 1, and concrete outcome is listed in the table 4.
Table 4
| Embodiment | Reaction times (h) | Yield of levulinic acid (wt%) |
| 10 | 0 | 14.8 |
| 11 | 0.25 | 19.4 |
| 12 | 1 | 18.1 |
| 13 | 1.5 | 17.1 |
Embodiment 14-17:
Press the step operation of embodiment 1, difference is the catalyst levels difference, and other reaction conditionss are identical with embodiment 1, and concrete outcome is listed in the table 5.
Table 5
| Embodiment | Catalyst levels (g) | Yield of levulinic acid (wt%) |
| 14 | 0.5 | 17.4 |
| 15 | 2 | 21.7 |
| 16 | 3 | 21.7 |
| 17 | 4 | 22.7 |
Embodiment 18:
Add 4g xylose residue raw material, 2g aluminum trichloride catalyst in the airtight autoclave reactor of 250mL, 5g sodium-chlor adds the 100mL high purity water again.Behind the sealing autoclave, fed nitrogen 5 minutes, the air in the still is discharged, and be pressurized to 2MPa.Stirring velocity is 400rpm, is warming up to 200 ℃ of afterreactions after 0.5 hour, cooling and product washed out with distilled water in still fast, and product is used the high performance liquid chromatography quantitative analysis behind filtering with microporous membrane, and the yield of levulinic acid of gained is 26.6%.
Embodiment 19-22:
Press the step operation of embodiment 18, difference is the amount difference of the sodium-chlor that adds, and other reaction conditionss are identical with embodiment 18, and concrete outcome is listed in the table 6.
Table 6
| Embodiment | Sodium-chlor consumption (g) | Yield of levulinic acid (wt%) |
| 19 | 10 | 30.1 |
| 20 | 20 | 32.7 |
| 21 | 30 | 33.6 |
| 22 | 40 | 34.7 |
Claims (5)
1. method by one step of the waste residue catalytic preparation levulinic acid of producing wood sugar, it is characterized in that the 40-80 purpose xylose residue powder with drying is raw material, water is as reaction solvent, aluminum chloride is catalyzer, sodium-chlor is additive, under nitrogen atmosphere, in airtight autoclave reactor, prepare levulinic acid, wherein nitrogen gas pressure is 1.5-2.5MPa, the mass ratio of water and xylose residue is 20-37.5, temperature of reaction is 160-240 ℃, reaction times is 0.25-1.5 hours, and the mass ratio of catalyzer and xylose residue is 0.125-1, and the mass ratio of sodium-chlor and xylose residue is 0-10.
2. method according to claim 1 is characterized in that temperature of reaction is 180-220 ℃.
3. method according to claim 1 is characterized in that the reaction times is 0.25-1 hour.
4. method according to claim 1, the mass ratio that it is characterized in that catalyzer and xylose residue is 0.25-0.75.
5. method according to claim 1, the mass ratio that it is characterized in that sodium-chlor and xylose residue is 1.25-7.5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310116203.2A CN103193623B (en) | 2013-04-03 | 2013-04-03 | Method for catalytic preparation of acetylpropionic acid in one step by using waste residues obtained by producing xylose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310116203.2A CN103193623B (en) | 2013-04-03 | 2013-04-03 | Method for catalytic preparation of acetylpropionic acid in one step by using waste residues obtained by producing xylose |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103193623A true CN103193623A (en) | 2013-07-10 |
| CN103193623B CN103193623B (en) | 2015-05-20 |
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|---|---|---|---|
| CN201310116203.2A Expired - Fee Related CN103193623B (en) | 2013-04-03 | 2013-04-03 | Method for catalytic preparation of acetylpropionic acid in one step by using waste residues obtained by producing xylose |
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| CN (1) | CN103193623B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106278876A (en) * | 2016-08-05 | 2017-01-04 | 北京林业大学 | The method being prepared levulic acid compound by corn cob hydrolytic residue one step catalysis |
| CN106565453A (en) * | 2016-10-28 | 2017-04-19 | 华南理工大学 | Method for degradation of low-quality reused fibers through collaborative catalysis of metal chloride and proton acid to prepare levulinic acid |
| CN110981716A (en) * | 2019-11-27 | 2020-04-10 | 广西大学 | Method for producing levulinic acid by catalyzing starchy raw material with mechanically activated and reinforced metal Lewis acid |
| CN112851490A (en) * | 2021-01-15 | 2021-05-28 | 太原工业学院 | Method for producing levulinic acid by efficiently catalyzing saccharides |
| CN113926447A (en) * | 2021-10-19 | 2022-01-14 | 中国林业科学研究院林产化学工业研究所 | Niobium-supported carbon nanotube solid acid catalyst and preparation method and application thereof |
| CN115245842A (en) * | 2022-08-12 | 2022-10-28 | 中国矿业大学 | Biological guide type multi-component three-way acid catalyst and application thereof |
-
2013
- 2013-04-03 CN CN201310116203.2A patent/CN103193623B/en not_active Expired - Fee Related
Non-Patent Citations (2)
| Title |
|---|
| JOSHUA POTVIN ET AL.: "Effect of NaCl on the conversion of cellulose to glucose and levulinic acid via solid supported acid catalysis", 《TETRAHEDRON LETTERS》 * |
| LINCAI PENG ET AL.: "Catalytic Conversion of Cellulose to Levulinic Acid by Metal Chlorides", 《MOLECULES》 * |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106278876A (en) * | 2016-08-05 | 2017-01-04 | 北京林业大学 | The method being prepared levulic acid compound by corn cob hydrolytic residue one step catalysis |
| CN106278876B (en) * | 2016-08-05 | 2019-03-26 | 北京林业大学 | The method that levulic acid compound is prepared by the one step catalysis of corncob hydrolytic residue |
| CN106565453A (en) * | 2016-10-28 | 2017-04-19 | 华南理工大学 | Method for degradation of low-quality reused fibers through collaborative catalysis of metal chloride and proton acid to prepare levulinic acid |
| CN110981716A (en) * | 2019-11-27 | 2020-04-10 | 广西大学 | Method for producing levulinic acid by catalyzing starchy raw material with mechanically activated and reinforced metal Lewis acid |
| CN110981716B (en) * | 2019-11-27 | 2022-07-05 | 广西大学 | Method for producing levulinic acid by catalyzing starchy raw material with mechanically activated and reinforced metal Lewis acid |
| CN112851490A (en) * | 2021-01-15 | 2021-05-28 | 太原工业学院 | Method for producing levulinic acid by efficiently catalyzing saccharides |
| CN112851490B (en) * | 2021-01-15 | 2023-03-28 | 太原工业学院 | Method for producing levulinic acid by efficiently catalyzing saccharides |
| CN113926447A (en) * | 2021-10-19 | 2022-01-14 | 中国林业科学研究院林产化学工业研究所 | Niobium-supported carbon nanotube solid acid catalyst and preparation method and application thereof |
| CN113926447B (en) * | 2021-10-19 | 2023-12-05 | 中国林业科学研究院林产化学工业研究所 | Niobium-loaded carbon nano tube solid acid catalyst and preparation method and application thereof |
| CN115245842A (en) * | 2022-08-12 | 2022-10-28 | 中国矿业大学 | Biological guide type multi-component three-way acid catalyst and application thereof |
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| Publication number | Publication date |
|---|---|
| CN103193623B (en) | 2015-05-20 |
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