CN110845303A - Method for improving glucose hydrogenation efficiency - Google Patents
Method for improving glucose hydrogenation efficiency Download PDFInfo
- Publication number
- CN110845303A CN110845303A CN201911209155.5A CN201911209155A CN110845303A CN 110845303 A CN110845303 A CN 110845303A CN 201911209155 A CN201911209155 A CN 201911209155A CN 110845303 A CN110845303 A CN 110845303A
- Authority
- CN
- China
- Prior art keywords
- hydrogenation
- glucose
- solution
- controlling
- discharging
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 99
- 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 title claims abstract description 70
- 239000008103 glucose Substances 0.000 title claims abstract description 70
- 238000000034 method Methods 0.000 title claims abstract description 37
- 239000000243 solution Substances 0.000 claims abstract description 56
- 239000003513 alkali Substances 0.000 claims abstract description 46
- 239000003054 catalyst Substances 0.000 claims abstract description 32
- 238000010438 heat treatment Methods 0.000 claims abstract description 14
- 239000011259 mixed solution Substances 0.000 claims abstract description 10
- 238000007599 discharging Methods 0.000 claims description 24
- 238000002347 injection Methods 0.000 claims description 24
- 239000007924 injection Substances 0.000 claims description 24
- 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 13
- 239000000600 sorbitol Substances 0.000 claims description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 5
- 229910000838 Al alloy Inorganic materials 0.000 claims description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 4
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 2
- 239000000347 magnesium hydroxide Substances 0.000 claims description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 239000007788 liquid Substances 0.000 abstract description 7
- 230000035484 reaction time Effects 0.000 abstract description 4
- 238000006243 chemical reaction Methods 0.000 description 16
- 230000000694 effects Effects 0.000 description 11
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 8
- 229930195725 Mannitol Natural products 0.000 description 8
- 239000000594 mannitol Substances 0.000 description 8
- 235000010355 mannitol Nutrition 0.000 description 8
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 7
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 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 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- 238000010170 biological method Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940040102 levulinic acid Drugs 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Abstract
The invention relates to a method for improving the hydrogenation efficiency of glucose, which comprises the following steps: firstly, adding a catalyst mixed solution and a glucose solution into a hydrogenation tank, then heating and hydrogenating, injecting alkali at the speed of 2-5L/min in the heating process, adjusting the pH value of the solution in the tank to 6.6-7.5, and continuously completing hydrogenation to obtain a glucose hydrogenated liquid. The method reduces the consumption of the catalyst, shortens the reaction time, improves the hydrogenation capacity of the glucose and reduces the cost.
Description
Technical Field
The invention relates to the technical field of sorbitol production from glucose, and particularly relates to a method for improving the hydrogenation efficiency of glucose.
Background
Glucose, which can be obtained by physical, chemical and biological methods, is available as a variety of basic chemicals, such as sorbitol, lactic acid, levulinic acid, and the like. Among them, sorbitol is widely used as a compound with a high added value in the industries of food, medicine, daily chemicals and the like.
In industrial production, the Raney-Ni catalyst is mainly used for catalyzing the hydrogenation of glucose to prepare the sorbitol. The catalyst is characterized by high activity in neutral and alkalescent environments, nickel can be lost in an acid environment, and the activity of the catalyst is reduced; meanwhile, glucose can partially form fructose under the alkaline condition, and byproducts such as mannitol and the like are generated after hydrogenation, so that the initial system of the hydrogenation reaction is generally controlled to be neutral; however, in the reaction process, as the temperature rises, the pH value is reduced, the acidity is enhanced, the activity of the Raney-Ni catalyst is continuously reduced, the hydrogenation reaction time is increased, and the hydrogenation efficiency is obviously reduced.
In order to solve the problem, some catalysts are improved to improve the stability of the catalysts, for example, a patent with the publication number of CN106669681A introduces a reusable Ni/Cu/Al/Fe hydrotalcite-like precursor catalyst with magnetism, and various performances of the catalyst are improved by adding auxiliaries such as Fe, Cr, Mo, Co and the like into a Raney-Ni catalyst, so that the stability is improved. In addition, the glucose solution is adjusted to be neutral and weakly alkaline by adding alkali before the catalytic reaction, for example, in patent publication No. CN1214333A and patent publication No. CN109305882A, however, this method not only partially isomerizes the product glucose in the early stage of the reaction to produce mannitol and other by-products, but also in the middle and later stages of the reaction, the system is in an acidic environment, and thus the catalyst activity is reduced and the hydrogenation efficiency is low.
At present, there are studies to try to control the pH during the reaction, for example, patent publication No. CN109053368A discloses a method of adjusting the pH of the reaction system by adding magnesium powder during the reaction, but the actual effect of adding magnesium powder is not obvious during the hydrogenation of glucose, and it is difficult to transport and add magnesium powder in mass production.
Disclosure of Invention
The technical problem to be solved by the invention is to provide a method for improving the hydrogenation efficiency of glucose, so as to solve the problems in the prior art that the pH value is continuously reduced along with the temperature rise in the hydrogenation process of glucose, the catalyst is in an acidic environment, nickel is lost, the activity of the catalyst is reduced, the hydrogenation reaction time is increased, and the hydrogenation efficiency is low.
The invention is realized by providing a method for improving the hydrogenation efficiency of glucose, which comprises the following steps:
step one, feeding: adding a catalyst mixed solution and a glucose solution with the concentration of 55 +/-1% and the pH of 6.2 +/-0.2 into a hydrogenation tank;
step two, hydrogenation: and (3) heating and hydrogenating the glucose solution in the first step, controlling the pressure to be 6.5-10.5 MPa, controlling the temperature to be 110-140 ℃, starting to inject alkali at the speed of 2-5L/min when the temperature is 130-140 ℃, controlling the pH to be 6.6-7.5 after the alkali is injected, and controlling the whole hydrogenation time to be 200-230 min.
Step three, discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
Compared with the prior art, the method for improving the glucose hydrogenation efficiency has the following characteristics:
(1) the process has the advantages of achieving the effect of stabilizing the activity of the catalyst in the hydrogenation reaction system, greatly reducing the loss phenomenon of the catalyst nickel, reducing the consumption of the catalyst, shortening the reaction time, reducing the cost of the catalyst by 25 percent, reducing the electric cost by 20 percent, reducing the steam cost by 10 percent and improving the hydrogenation capacity of glucose by 30 percent.
(2) The invention injects alkali in the reaction process, realizes the stability of pH in the hydrogenation process, ensures that the conversion rate of glucose is more than 99.8 percent, stabilizes the content of sorbitol in the hydrogenation solution to be more than 94.4 percent, and controls the content of mannitol to be less than 0.7 percent.
Detailed Description
In order to make the technical problems, technical solutions and advantageous effects to be solved by the present invention more apparent, the present invention is further described in detail below with reference to the following embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
The invention discloses a method for improving the hydrogenation efficiency of glucose, which comprises the following steps:
step one, feeding: the catalyst mixed solution and glucose solution with the concentration of 55 plus or minus 1 percent and the pH value of 6.2 plus or minus 0.2 are added into a hydrogenation tank, and the volume of the feed liquid is 6.8 cubic.
Step two, hydrogenation: and (3) heating and hydrogenating the glucose solution in the first step, controlling the pressure to be 6.5-10.5 MPa, controlling the temperature to be 110-140 ℃, starting to inject alkali at the speed of 2-5L/min when the temperature is 130-140 ℃, controlling the pH to be 6.6-7.5 after the alkali is injected, and controlling the whole hydrogenation time to be 200-230 min.
Step three, discharging: and discharging to obtain hydrogenated liquid after the subsequent process is finished.
The catalyst mixed solution comprises nickel-aluminum alloy and low-concentration sorbitol solution, wherein the proportion of the nickel-aluminum alloy is 50%. And the alkali injection is any one of NaOH solution, KOH solution, sodium carbonate solution, sodium bicarbonate solution and magnesium hydroxide solution added into the hydrogenation tank.
The method for improving the efficiency of glucose hydrogenation according to the present invention is further illustrated below with reference to specific examples.
Example 1
The first embodiment of the method for improving the glucose hydrogenation efficiency comprises the following steps:
(11) feeding: the hydrogenation tank was charged with a catalyst mixture, 55% strength glucose solution at pH 6.2, and a feed volume of 6.8 cubic.
(12) Hydrogenation: and (3) heating the glucose solution in the step (11) for hydrogenation, controlling the pressure to be 7.5MPa, controlling the temperature to be 140 ℃ and controlling the temperature to be 136.5 ℃, and beginning to inject alkali at the speed of 4.4L/min for 17min, wherein the hydrogenation time is 210 min.
(13) Discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
Example 2
A second embodiment of the method of the present invention for increasing the efficiency of glucose hydrogenation comprises the steps of:
(21) feeding: the hydrogenation tank was charged with a catalyst mixture, 55% strength glucose solution at pH 6.2, and a feed volume of 6.8 cubic.
(22) Hydrogenation: and (3) heating the glucose solution in the step (21) for hydrogenation, controlling the pressure at 7.5MPa, controlling the temperature at 140 ℃ and controlling the temperature at 130 ℃, and starting to inject alkali at the speed of 4.4L/min for 17min, wherein the hydrogenation time is 210 min.
(23) Discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
Comparative example 1
(D1) Feeding: the hydrogenation tank was charged with a catalyst mixture, 55% strength glucose solution at pH 6.2, and a feed volume of 6.8 cubic.
(D2) Hydrogenation: and (4) heating the glucose solution in the step (D1) for hydrogenation, controlling the pressure at 7.5MPa and the temperature at 140 ℃, not injecting alkali, and carrying out hydrogenation for 240 min.
(D3) Discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
The glucose-hydrogenated liquid finally prepared in example 1, example 2 and comparative example 1 was measured, and the conversion rate of the glucose-hydrogenated liquid, the sorbitol content and the mannitol content of the glucose-hydrogenated liquid were evaluated, respectively, to obtain the following data tables. To enhance the comparability of the data, the alkali added in the alkali injection step of the above example is NaOH solution.
| Reaction conditions | Conversion (%) | Sorbitol content (%) | Mannitol content (%) |
| Injecting alkali at 136 DEG C | 99.82 | 94.43 | 0.71 |
| Injecting alkali at 130 DEG C | 99.91 | 94.02 | 0.92 |
| No need of alkali injection | 99.52 | 93.78 | 0.98 |
From the comparison, the hydrogenation time after alkali injection is shortened by 30min, the conversion rate and the content are both higher than those of the hydrogenation without alkali injection, and the hydrogenation efficiency and the productivity after accounting can be improved by about 25-30%. Wherein, under the condition that the alkali injection temperature is 136.5 ℃, the conversion rate exceeds 99.8 percent, and simultaneously the sorbitol content can reach more than 94.4 percent, so the alkali injection effect is better at 136.5 ℃.
Example 3
A third embodiment of the method of improving the efficiency of glucose hydrogenation of the present invention comprises the steps of:
(31) feeding: the hydrogenation tank was charged with a catalyst mixture, 55% strength glucose solution at pH 6.2, and a feed volume of 6.8 cubic.
(32) Hydrogenation: and (3) heating and hydrogenating the glucose solution in the step (31), wherein the pressure is controlled to be 7.5MPa, the temperature is controlled to be 140 ℃, alkali is injected when the temperature is 136.5 ℃, the alkali injection speed is respectively 2.3L/min, 2.9L/min and 3.2L/min, the alkali injection time is 17min, and the hydrogenation time is 210 min.
(33) Discharging: and respectively finishing the glucose liquid at different alkali injection speeds in the subsequent process and then discharging to obtain the glucose hydrogenated liquid at different alkali injection speeds.
The glucose hydrogenation solution finally prepared at different alkali injection speeds was measured, and the conversion rate of the glucose hydrogenation solution, the sorbitol content and the mannitol content in the glucose hydrogenation solution were evaluated, respectively, to obtain the following data. To enhance the comparability of the data, the alkali added in the alkali injection process of this example is also NaOH solution.
| Rate of injection of alkali | pH after alkali injection | Conversion (%) | Sorbitol content (%) | Mannitol content (%) |
| 2.3L/min | 6.8 | 99.84 | 94.60 | 0.56 |
| 2.9L/min | 7.0 | 99.89 | 94.43 | 0.71 |
| 3.2L/min | 7.5 | 99.87 | 93.83 | 0.96 |
From the comparison, under the same hydrogenation time, the alkali injection speed is respectively 2.3L/min, 2.9L/min and 3.2L/min, the conversion rate is more than 99.8 percent, but the higher the alkali injection speed is, the lower the sorbitol content is, the higher the mannitol content is, and the better the effect is under the alkali injection speed of 2.3L/min.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents and improvements made within the spirit and principle of the present invention are intended to be included within the scope of the present invention.
Claims (8)
1. A method for increasing the efficiency of glucose hydrogenation comprising the steps of:
step one, feeding: adding a catalyst mixed solution and a glucose solution with the concentration of 55 +/-1% and the pH of 6.2 +/-0.2 into a hydrogenation tank;
step two, hydrogenation: heating and hydrogenating the glucose solution in the first step, controlling the pressure to be 6.5-10.5 MPa, controlling the temperature to be 110-140 ℃, starting to inject alkali at the speed of 2-5L/min when the temperature is 130-140 ℃, controlling the pH to be 6.6-7.5 after the alkali is injected, and controlling the whole hydrogenation time to be 200-230 min;
step three, discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
2. The method of claim 1, wherein the catalyst mixture comprises a nickel-aluminum alloy and a low-concentration sorbitol solution, wherein the proportion of the nickel-aluminum alloy is 50%.
3. The method for improving the hydrogenation efficiency of glucose according to claim 1, wherein the alkali injection is any one of a NaOH solution, a KOH solution, a sodium carbonate solution, a sodium bicarbonate solution and a magnesium hydroxide solution added to the hydrogenation tank.
4. The method for increasing the efficiency of glucose hydrogenation according to claim 1, 2 or 3, comprising the steps of:
step one, feeding: adding a catalyst mixed solution and a glucose solution with the concentration of 55% and the pH value of 6.2 into a hydrogenation tank;
step two, hydrogenation: heating the glucose solution in the first step for hydrogenation, controlling the pressure to be 7.5MPa, the temperature to be 140 ℃ and the temperature to be 136.5 ℃, starting to inject alkali at the speed of 2.3L/min, controlling the pH to be 6.8 after alkali injection, and controlling the whole hydrogenation time to be 210 min;
step three, discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
5. The method for increasing the efficiency of glucose hydrogenation according to claim 1, 2 or 3, comprising the steps of:
step one, feeding: adding a catalyst mixed solution and a glucose solution with the concentration of 55% and the pH value of 6.2 into a hydrogenation tank;
step two, hydrogenation: heating the glucose solution in the first step for hydrogenation, controlling the pressure to be 7.5MPa, the temperature to be 140 ℃ and the temperature to be 136.5 ℃, starting to inject alkali at the speed of 4.4L/min, controlling the pH to be 7.5 after alkali injection, and controlling the whole hydrogenation time to be 210 min;
step three, discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
6. The method for increasing the efficiency of glucose hydrogenation according to claim 1, 2 or 3, comprising the steps of:
step one, feeding: adding a catalyst mixed solution and a glucose solution with the concentration of 55% and the pH value of 6.2 into a hydrogenation tank;
step two, hydrogenation: heating the glucose solution in the first step for hydrogenation, controlling the pressure to be 7.5MPa, controlling the temperature to be 140 ℃, starting to inject alkali at the speed of 4.4L/min when the temperature is 130 ℃, controlling the pH to be 7.5 after alkali injection, and controlling the whole hydrogenation time to be 210 min;
step three, discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
7. The method for increasing the efficiency of glucose hydrogenation according to claim 1, 2 or 3, comprising the steps of:
step one, feeding: adding a catalyst mixed solution and a glucose solution with the concentration of 55% and the pH value of 6.2 into a hydrogenation tank;
step two, hydrogenation: heating the glucose solution in the first step for hydrogenation, controlling the pressure to be 7.5MPa, the temperature to be 140 ℃ and the temperature to be 136.5 ℃, starting to inject alkali at the speed of 2.9L/min, controlling the pH to be 7.0 after alkali injection, and controlling the whole hydrogenation time to be 210 min;
step three, discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
8. The method for increasing the efficiency of glucose hydrogenation according to claim 1, 2 or 3, comprising the steps of:
step one, feeding: adding a catalyst mixed solution and a glucose solution with the concentration of 55% and the pH value of 6.2 into a hydrogenation tank;
step two, hydrogenation: heating the glucose solution in the first step for hydrogenation, controlling the pressure to be 7.5MPa, the temperature to be 140 ℃ and the temperature to be 136.5 ℃, starting to inject alkali at the speed of 3.2L/min, controlling the pH to be 7.5 after alkali injection, and controlling the whole hydrogenation time to be 210 min;
step three, discharging: and discharging after the subsequent process is finished to obtain the glucose hydrogenation solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911209155.5A CN110845303A (en) | 2019-11-30 | 2019-11-30 | Method for improving glucose hydrogenation efficiency |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911209155.5A CN110845303A (en) | 2019-11-30 | 2019-11-30 | Method for improving glucose hydrogenation efficiency |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110845303A true CN110845303A (en) | 2020-02-28 |
Family
ID=69606994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201911209155.5A Pending CN110845303A (en) | 2019-11-30 | 2019-11-30 | Method for improving glucose hydrogenation efficiency |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110845303A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114989230A (en) * | 2022-06-20 | 2022-09-02 | 浙江华康药业股份有限公司 | Method for preparing maltitol |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB838766A (en) * | 1957-07-02 | 1960-06-22 | Udic Sa | A process for the production of polyhydric alcohol mixtures by degradative hydrogenation of sugars |
| US3329729A (en) * | 1962-12-31 | 1967-07-04 | Atlas Chem Ind | Production of mannitol and sorbitol by hydrogenating sugars under neutral, then alkaline and finally acidic conditions |
| US4322569A (en) * | 1980-08-01 | 1982-03-30 | Hydrocarbon Research, Inc. | Catalytic hydrogenation of glucose to produce sorbitol |
| CN104525074A (en) * | 2014-12-17 | 2015-04-22 | 浙江华康药业股份有限公司 | Online pH adjusting device and online pH adjusting process of catalytic hydrogenation reaction |
| CN105561894A (en) * | 2016-02-24 | 2016-05-11 | 浙江华康药业股份有限公司 | Self-organization flow division type control method and device for preparing sorbitol through integral reaction and separation |
| CN205599126U (en) * | 2016-02-24 | 2016-09-28 | 浙江华康药业股份有限公司 | Device of self -organizing shunting control of integrated reaction separation and preparation sorbitol |
| CN109336939A (en) * | 2018-12-01 | 2019-02-15 | 浙江华康药业股份有限公司 | A kind of hydrogenation process of sugar alcohol |
-
2019
- 2019-11-30 CN CN201911209155.5A patent/CN110845303A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB838766A (en) * | 1957-07-02 | 1960-06-22 | Udic Sa | A process for the production of polyhydric alcohol mixtures by degradative hydrogenation of sugars |
| US3329729A (en) * | 1962-12-31 | 1967-07-04 | Atlas Chem Ind | Production of mannitol and sorbitol by hydrogenating sugars under neutral, then alkaline and finally acidic conditions |
| US4322569A (en) * | 1980-08-01 | 1982-03-30 | Hydrocarbon Research, Inc. | Catalytic hydrogenation of glucose to produce sorbitol |
| CN104525074A (en) * | 2014-12-17 | 2015-04-22 | 浙江华康药业股份有限公司 | Online pH adjusting device and online pH adjusting process of catalytic hydrogenation reaction |
| CN105561894A (en) * | 2016-02-24 | 2016-05-11 | 浙江华康药业股份有限公司 | Self-organization flow division type control method and device for preparing sorbitol through integral reaction and separation |
| CN205599126U (en) * | 2016-02-24 | 2016-09-28 | 浙江华康药业股份有限公司 | Device of self -organizing shunting control of integrated reaction separation and preparation sorbitol |
| CN109336939A (en) * | 2018-12-01 | 2019-02-15 | 浙江华康药业股份有限公司 | A kind of hydrogenation process of sugar alcohol |
Non-Patent Citations (2)
| Title |
|---|
| 张晓英等: "山梨醇的制备与应用", 《中国食品添加剂》 * |
| 黄阳卫等: "葡萄糖催化加氢合成山梨醇的研究进展", 《浙江化工》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114989230A (en) * | 2022-06-20 | 2022-09-02 | 浙江华康药业股份有限公司 | Method for preparing maltitol |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102489315B (en) | Ruthenium catalyst, preparation method and application in synthesizing tetrahydrofurfuryl alcohol | |
| CN101733123B (en) | Acid-proof catalyst for preparing gamma-valerolactone from levulinic acid, preparation method and application | |
| CN102614883A (en) | Environment-friendly 2-methyl furan catalyst and preparation method thereof | |
| CN103801321B (en) | A kind of catalyst for the preparation of BDO and preparation method | |
| CN110845303A (en) | Method for improving glucose hydrogenation efficiency | |
| CN106995378A (en) | A kind of continuous production method of polyetheramine | |
| CN103435449A (en) | Method for preparing p-nonyl cyclohexanol with hydrogenating p-nonyl phenol | |
| CN102172530B (en) | Catalyst for synthesizing isopropamide products, preparation method and application | |
| CN114917940B (en) | A method for preparing a caprolactam amination catalyst | |
| CN112916029B (en) | Catalytic synthesis method of straight-chain dinitrile | |
| CN108620081A (en) | A kind of hydrogenation catalyst maceration extract and preparation method thereof | |
| CN109912471A (en) | Method for synthesizing methionine hydroxy analogue by continuously and rapidly hydrolyzing 2-hydroxy-4-methylthiobutyronitrile | |
| CN103030528B (en) | Preparation of benzyl alcohol by liquid-phase hydrogenation of benzaldehyde | |
| CN105582927A (en) | 1,4-cyclohexanedimethanol catalyst and preparation method thereof | |
| CN110479355A (en) | A kind of preparation method of the catalyst for synthesizing cyclohexyl benzene | |
| CN110229124A (en) | A kind of catalyst system and its application efficiently preparing 5 hydroxymethyl furfural | |
| CN112745215B (en) | Coupling method for converting lactic acid and extracting lactic acid from aqueous lactate raw material | |
| CN104549320A (en) | Catalyst for preparing furfuryl alcohol by gas-phase hydrogenation of furfuraldehyde and preparation method | |
| CN101422732A (en) | Catalyst for producing 1,4-butylediol and preparation method and use thereof | |
| CN112871171A (en) | Preparation method for preparing multi-element low-carbon alcohol by dimethyl oxalate gas-phase hydrogenation | |
| CN114392768B (en) | Catalyst for preparing hydroxyaldehyde by olefine aldehyde hydration and method thereof | |
| CN107774271B (en) | High-selectivity catalyst for producing 1, 2-propylene glycol | |
| CN109453763B (en) | Catalyst for preparing 1, 4-butanediol by aqueous phase hydrogenation of succinic acid and preparation method thereof | |
| CN118530194B (en) | A kind of synthetic method of N-ethylpiperazine | |
| CN112206796A (en) | A kind of phosphoric acid modified molybdenum vanadium niobium composite metal oxide catalyst and method for synthesizing lactide |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20200228 |
|
| WD01 | Invention patent application deemed withdrawn after publication |