CN114920659B - Catalytic synthesis method of amino butanol - Google Patents
Catalytic synthesis method of amino butanol Download PDFInfo
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- CN114920659B CN114920659B CN202210800125.7A CN202210800125A CN114920659B CN 114920659 B CN114920659 B CN 114920659B CN 202210800125 A CN202210800125 A CN 202210800125A CN 114920659 B CN114920659 B CN 114920659B
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- 238000000034 method Methods 0.000 title claims abstract description 23
- 238000007036 catalytic synthesis reaction Methods 0.000 title claims abstract description 20
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 title claims description 29
- 239000003054 catalyst Substances 0.000 claims abstract description 62
- 229910000510 noble metal Inorganic materials 0.000 claims abstract description 59
- 229940124277 aminobutyric acid Drugs 0.000 claims abstract description 34
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims abstract description 34
- 238000006243 chemical reaction Methods 0.000 claims abstract description 31
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 39
- 239000001639 calcium acetate Substances 0.000 claims description 39
- 229960005147 calcium acetate Drugs 0.000 claims description 39
- 235000011092 calcium acetate Nutrition 0.000 claims description 39
- 238000003756 stirring Methods 0.000 claims description 35
- 239000000843 powder Substances 0.000 claims description 31
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 238000005507 spraying Methods 0.000 claims description 20
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 18
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 16
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 238000001914 filtration Methods 0.000 claims description 15
- 238000004821 distillation Methods 0.000 claims description 14
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 claims description 13
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 10
- 239000011149 active material Substances 0.000 claims description 10
- 230000003197 catalytic effect Effects 0.000 claims description 10
- 239000008367 deionised water Substances 0.000 claims description 10
- 229910021641 deionized water Inorganic materials 0.000 claims description 10
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 238000005245 sintering Methods 0.000 claims description 10
- 239000000725 suspension Substances 0.000 claims description 10
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 9
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 8
- 229910052763 palladium Inorganic materials 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 6
- 239000007790 solid phase Substances 0.000 claims description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 5
- 239000012153 distilled water Substances 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 5
- 230000003472 neutralizing effect Effects 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims 1
- 230000005389 magnetism Effects 0.000 abstract description 6
- 230000015572 biosynthetic process Effects 0.000 abstract description 5
- 238000004064 recycling Methods 0.000 abstract description 4
- 238000003786 synthesis reaction Methods 0.000 abstract description 4
- 238000005516 engineering process Methods 0.000 abstract description 3
- 239000000243 solution Substances 0.000 description 40
- 230000000694 effects Effects 0.000 description 9
- 238000011084 recovery Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 238000004042 decolorization Methods 0.000 description 4
- 239000000696 magnetic material Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 2
- AUAHHJJRFHRVPV-BZDVOYDHSA-N ethambutol dihydrochloride Chemical compound [Cl-].[Cl-].CC[C@@H](CO)[NH2+]CC[NH2+][C@@H](CC)CO AUAHHJJRFHRVPV-BZDVOYDHSA-N 0.000 description 2
- 229960001618 ethambutol hydrochloride Drugs 0.000 description 2
- JCBPETKZIGVZRE-BYPYZUCNSA-N (2s)-2-aminobutan-1-ol Chemical compound CC[C@H](N)CO JCBPETKZIGVZRE-BYPYZUCNSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940072185 drug for treatment of tuberculosis Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229940127554 medical product Drugs 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000814 tuberculostatic agent Substances 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/20—Carbon compounds
- B01J27/232—Carbonates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
- B01J35/33—Electric or magnetic properties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention belongs to the technical field of synthesis, and particularly relates to a catalytic synthesis method of aminobutyric acid. The invention solves the shortage of the existing aminobutyric acid technology, utilizes the noble metal catalyst with magnetism to convert aminobutyric acid into aminobutyric acid, reduces the reaction difficulty, and simultaneously utilizes the magnet to quickly and efficiently recycle the catalyst, thereby realizing the recycling of the catalyst.
Description
Technical Field
The invention belongs to the technical field of synthesis, and particularly relates to a catalytic synthesis method of amino butanol.
Background
The (S) -2-amino butanol is an important fine chemical intermediate, can be used for preparing emulsifying agents, surfactants, resinifying agents, polishing wax, vulcanization accelerators, acid gas absorbents and the like, and is also the most critical intermediate for preparing an antituberculosis drug ethambutol hydrochloride of a medical product.
At present, various foreign research institutions and enterprises have researches on the synthesis of ethambutol hydrochloride to a certain extent, but have strict patent protection at the same time, and the current domestic researches are less, and the domestic requirements on the medicine are mainly met through import; therefore, a synthesis process of high-stability and high-purity amino butanol is needed in the market.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides a catalytic synthesis method of amino butanol, which solves the problems of the prior amino butanol technology, utilizes a noble metal catalyst with magnetism to convert amino butyric acid into amino butanol, reduces the reaction difficulty, simultaneously utilizes a magnet to quickly and efficiently recycle the catalyst, and realizes the recycling of the catalyst.
In order to achieve the technical purpose, the technical scheme of the invention is as follows:
the catalytic synthesis process of amino butanol includes the acid solid phase catalytic treatment of amino butyric acid with noble metal catalyst to obtain amino butanol directly. The noble metal catalyst is used as a catalytic active main body for solid-phase catalysis, so that rapid separation is formed under a solid-liquid system, recycling of the catalyst is realized, the in-situ catalytic system reduces entry of catalytic impurities, and the high-purity amino butanol is synthesized by matching with an efficient reduction effect.
The noble metal catalyst adopts a magnetic noble metal catalyst, and the magnetic material is ferroferric oxide; the noble metal catalyst with magnetism can endow the catalyst with magnetism, can be quickly separated by utilizing a magnet after the reaction is finished, can be completely recovered based on the high-magnetism magnet adsorptivity, reduces the loss of the noble metal catalyst, and almost reaches 100 percent, meanwhile, the catalytic activity of the noble metal catalyst depends on an electronic system of an active material, and under the condition of magnetism, the electronic activity of the active material is enhanced, so that the activity effect of the noble metal catalyst is promoted; further, the magnetic noble metal catalyst uses ferroferric oxide as an inner core, calcium carbonate as a porous intermediate layer and palladium as a noble metal active material, and the preparation method of the magnetic noble metal catalyst comprises the following steps: a1, adding calcium acetate into water, and uniformly stirring to form a calcium acetate solution, wherein the concentration of the calcium acetate solution is 30-50g/L, and the stirring speed is 500-1000r/min; a2, adding the ferroferric oxide fine powder into a calcium acetate solution, performing ultrasonic dispersion for 30-50min, performing reduced pressure distillation for 1-2h, filtering and drying to obtain calcium acetate coated ferroferric oxide fine powder; the concentration of the ferroferric oxide fine powder in the calcium acetate solution is 20-50g/L, the ultrasonic frequency of ultrasonic dispersion is 40-60kHz, the temperature of reduced pressure distillation is 80-90 ℃, the pressure is 80-90% of atmospheric pressure, and the volume after reduced pressure distillation is 20-50% of the original volume; a3, spraying a palladium chloride solution on the surface of the calcium acetate coated ferroferric oxide fine powder, standing at a constant temperature for 20-30min to obtain secondary coated magnetic fine powder, wherein the concentration of the palladium chloride solution is 30-50g/L, the spraying amount is 2-3mL/cm < 2 >, the temperature of constant temperature standing is 100-120 ℃, water in the palladium chloride aqueous solution can form solubility permeation with calcium acetate, palladium chloride is introduced into the calcium acetate, so that the composite deposition effect is achieved, meanwhile, water is converted into water vapor in the constant temperature standing process and is directly taken out, and a film containing calcium acetate and palladium chloride is deposited on the surface of the magnetic fine powder; a4, standing and sintering the secondary film-coated magnetic fine powder for 30-60min, spraying a hydrazine hydrate solution on the surface of the carrier, and reacting at constant temperature for 2-5h to obtain a noble metal magnetic carrier; the temperature of standing sintering is 165-175 ℃, calcium acetate is converted into calcium carbonate and acetone in the process, and the formation and gaseous state conversion of the acetone not only form light calcium carbonate to reach the concave-convex structure of the surface, but also greatly expand the specific surface and enlarge the specific surface structure to reach the effect of increasing the reaction area; the mass concentration of the hydrazine hydrate solution is 40-60%, the spraying amount is 5-10mL/cm < 2 >, and the temperature is 30-50 ℃. The surface of the catalyst is supported by the porous structure of the light calcium carbonate, so that the surface coverage of the palladium active material is formed, a stable large surface is provided for subsequent catalytic synthesis, meanwhile, the magnetic material of the inner layer forms a magnetic field on the surface of the palladium active material, the activity degree of the active material is improved, the catalytic effect is improved, and further, the magnetic material can be directly adsorbed and removed by using a magnet, so that the efficient recovery is achieved.
The catalytic synthesis method comprises the following steps:
step 1, dissolving aminobutyric acid in deionized water, uniformly stirring, adding an acidulant to adjust pH, adding active carbon, stirring for decoloration, and filtering to obtain a solution; the concentration of the aminobutyric acid in deionized water is 100-200g/L, the acidulant is hydrochloric acid or phosphoric acid, the pH is 2-3, the addition amount of the activated carbon is 3-4% of the mass of the aminobutyric acid, and the stirring decolorization time is 30-60min;
step 2, adding the dissolved solution into a reaction kettle, adding a noble metal catalyst, stirring uniformly, and then continuously introducing hydrogen to perform constant-temperature and constant-pressure reaction until no more hydrogen is absorbed as a reaction end point to obtain a reaction suspension, wherein the addition amount of the noble metal catalyst is 0.5-0.9% of the mass of aminobutyric acid, the temperature of the constant temperature and the constant pressure is 60-70 ℃, the pressure is 2-3MPa, and the reaction time is 5-10h;
and step 3, stirring and dispersing the reaction suspension, magnetically absorbing to remove the noble metal catalyst, decompressing distilled water, neutralizing by using sodium hydroxide, filtering to remove inorganic salt to obtain light yellow liquid, and finally separating by using a high-efficiency rectifying tower to obtain the amino butanol.
From the above description, it can be seen that the present invention has the following advantages:
1. the invention solves the shortage of the existing aminobutyric acid technology, utilizes the noble metal catalyst with magnetism to convert aminobutyric acid into aminobutyric acid, reduces the reaction difficulty, and simultaneously utilizes the magnet to quickly and efficiently recycle the catalyst, thereby realizing the recycling of the catalyst.
2. The invention utilizes the magnetic field characteristic of the noble metal magnetic catalyst to promote the active kinetic energy of the palladium active material from the electronic level, thereby achieving the effect of high-efficiency catalysis, and simultaneously, the recovery rate of the catalyst can be effectively improved by magnetic recovery, and the product purity is indirectly improved.
Detailed Description
The invention is described in detail with reference to examples, but without any limitation to the claims of the invention.
Example 1
The catalytic synthesis process of amino butanol includes the acid solid phase catalytic treatment of amino butyric acid with noble metal catalyst to obtain amino butanol directly.
The catalytic synthesis method specifically comprises the following steps:
step 1, a magnetic noble metal catalyst is adopted as the noble metal catalyst, the magnetic noble metal catalyst takes ferroferric oxide as an inner core, calcium carbonate as a porous intermediate layer and palladium as a noble metal active material, and the preparation method of the magnetic noble metal catalyst comprises the following steps: a1, adding calcium acetate into water, and uniformly stirring to form a calcium acetate solution, wherein the concentration of the calcium acetate solution is 30g/L, and the stirring speed is 500r/min; a2, adding the ferroferric oxide fine powder into a calcium acetate solution, performing ultrasonic dispersion for 30min, performing reduced pressure distillation for 1h, and filtering and drying to obtain calcium acetate coated ferroferric oxide fine powder; the concentration of the ferroferric oxide fine powder in the calcium acetate solution is 20g/L, the ultrasonic frequency of ultrasonic dispersion is 40kHz, the temperature of reduced pressure distillation is 80 ℃, the pressure is 80% of the atmospheric pressure, and the volume after reduced pressure distillation is 20% of the original volume; a3, spraying a palladium chloride solution on the surface of the calcium acetate film-coated ferroferric oxide fine powder, standing at constant temperature for 20min to obtain secondary film-coated magnetic fine powder, wherein the concentration of the palladium chloride solution is 30g/L, and the spraying amount is 2mL/cm 2 The constant temperature standing temperature is 100 ℃; a4, standing and sintering the secondary film-coated magnetic fine powder for 30-60min, spraying a hydrazine hydrate solution on the surface of the carrier, and reacting at constant temperature for 2h to obtain a noble metal magnetic carrier; the temperature of standing sintering is 165 ℃; the mass concentration of the hydrazine hydrate solution is 40%, and the spraying quantity is 5mL/cm 2 The temperature was 30 ℃.
Step 2, dissolving aminobutyric acid in deionized water, uniformly stirring, adding an acidulant to adjust pH, adding activated carbon, stirring for decoloration, and filtering to obtain a solution; the concentration of the aminobutyric acid in deionized water is 100g/L, the acidulant is hydrochloric acid or phosphoric acid, the pH is 2, the addition amount of the activated carbon is 3% of the mass of the aminobutyric acid, and the stirring decolorization time is 30min;
step 3, adding the solution into a reaction kettle, adding a noble metal catalyst, stirring uniformly, and then continuously introducing hydrogen to perform a constant-temperature and constant-pressure reaction until no more hydrogen is absorbed as a reaction end point to obtain a reaction suspension, wherein the addition amount of the noble metal catalyst is 0.5% of the mass of aminobutyric acid, the temperature of the constant temperature and the constant pressure is 60 ℃, the pressure is 2MPa, and the reaction time is 5h;
and step 4, stirring and dispersing the reaction suspension, magnetically absorbing to remove the noble metal catalyst, decompressing distilled water, neutralizing by using sodium hydroxide, filtering to remove inorganic salt to obtain light yellow liquid, and finally separating by using a high-efficiency rectifying tower to obtain the aminobutanol.
The purity of the aminobutanol prepared in this example was 99.67%, the yield was 79.56%, and the catalyst recovery was 99.94%.
Example 2
The catalytic synthesis process of amino butanol includes the acid solid phase catalytic treatment of amino butyric acid with noble metal catalyst to obtain amino butanol directly.
The catalytic synthesis method specifically comprises the following steps:
step 1, a magnetic noble metal catalyst is adopted as the noble metal catalyst, wherein the magnetic noble metal catalyst takes ferroferric oxide as an inner core, calcium carbonate as a porous intermediate layer and palladium as a noble metal active materialThe preparation method of the magnetic noble metal catalyst comprises the following steps: a1, adding calcium acetate into water, and uniformly stirring to form a calcium acetate solution, wherein the concentration of the calcium acetate solution is 50g/L, and the stirring speed is 1000r/min; a2, adding the ferroferric oxide fine powder into a calcium acetate solution, performing ultrasonic dispersion for 50min, performing reduced pressure distillation for 2h, filtering and drying to obtain calcium acetate coated ferroferric oxide fine powder; the concentration of the ferroferric oxide fine powder in the calcium acetate solution is 50g/L, the ultrasonic frequency of ultrasonic dispersion is 60kHz, the temperature of reduced pressure distillation is 90 ℃, the pressure is 90% of the atmospheric pressure, and the volume after reduced pressure distillation is 50% of the original volume; a3, spraying a palladium chloride solution on the surface of the calcium acetate film-coated ferroferric oxide fine powder, standing at a constant temperature for 30min to obtain secondary film-coated magnetic fine powder, wherein the concentration of the palladium chloride solution is 50g/L, the spraying amount is 3mL/cm < 2 >, and the temperature of standing at the constant temperature is 120 ℃; a4, standing and sintering the secondary film-coated magnetic fine powder for 60min, spraying a hydrazine hydrate solution on the surface of the carrier, and reacting for 5h at constant temperature to obtain a noble metal magnetic carrier; the temperature of standing sintering is 175 ℃; the mass concentration of the hydrazine hydrate solution is 60%, and the spraying quantity is 10mL/cm 2 The temperature was 50 ℃.
Step 2, dissolving aminobutyric acid in deionized water, uniformly stirring, adding an acidulant to adjust pH, adding activated carbon, stirring for decoloration, and filtering to obtain a solution; the concentration of the aminobutyric acid in deionized water is 200g/L, the acidulant is hydrochloric acid or phosphoric acid, the pH is 3, the addition amount of the activated carbon is 4% of the mass of the aminobutyric acid, and the stirring decolorization time is 60min;
step 3, adding the solution into a reaction kettle, adding a noble metal catalyst, stirring uniformly, and then continuously introducing hydrogen to perform a constant-temperature and constant-pressure reaction until no more hydrogen is absorbed as a reaction end point to obtain a reaction suspension, wherein the addition amount of the noble metal catalyst is 0.9% of the mass of aminobutyric acid, the temperature of the constant temperature and the constant pressure is 70 ℃, the pressure is 3MPa, and the reaction time is 10 hours;
and step 4, stirring and dispersing the reaction suspension, magnetically absorbing to remove the noble metal catalyst, decompressing distilled water, neutralizing by using sodium hydroxide, filtering to remove inorganic salt to obtain light yellow liquid, and finally separating by using a high-efficiency rectifying tower to obtain the aminobutanol.
The purity of the aminobutanol prepared in this example was 99.73%, the yield was 82.35%, and the catalyst recovery was 99.96%.
Example 3
The catalytic synthesis process of amino butanol includes the acid solid phase catalytic treatment of amino butyric acid with noble metal catalyst to obtain amino butanol directly.
The catalytic synthesis method specifically comprises the following steps:
step 1, a magnetic noble metal catalyst is adopted as the noble metal catalyst, the magnetic noble metal catalyst takes ferroferric oxide as an inner core, calcium carbonate as a porous intermediate layer and palladium as a noble metal active material, and the preparation method of the magnetic noble metal catalyst comprises the following steps: a1, adding calcium acetate into water, and uniformly stirring to form a calcium acetate solution, wherein the concentration of the calcium acetate solution is 40g/L, and the stirring speed is 800r/min; a2, adding the ferroferric oxide fine powder into a calcium acetate solution, performing ultrasonic dispersion for 40min, performing reduced pressure distillation for 2h, filtering and drying to obtain calcium acetate coated ferroferric oxide fine powder; the concentration of the ferroferric oxide fine powder in the calcium acetate solution is 40g/L, the ultrasonic frequency of ultrasonic dispersion is 50kHz, the temperature of reduced pressure distillation is 85 ℃, the pressure is 85% of the atmospheric pressure, and the volume after reduced pressure distillation is 40% of the original volume; a3, spraying a palladium chloride solution on the surface of the calcium acetate film-coated ferroferric oxide fine powder, standing at constant temperature for 25min to obtain secondary film-coated magnetic fine powder, wherein the concentration of the palladium chloride solution is 40g/L, and the spraying amount is 3mL/cm 2 The constant temperature standing temperature is 110 ℃; a4, standing and sintering the secondary film-coated magnetic fine powder for 50min, spraying a hydrazine hydrate solution on the surface of the carrier, and reacting for 4h at constant temperature to obtain a noble metal magnetic carrier; the temperature of standing sintering is 170 ℃; the mass concentration of the hydrazine hydrate solution is 50%, and the spraying quantity is 8mL/cm 2 The temperature was 40 ℃.
Step 2, dissolving aminobutyric acid in deionized water, uniformly stirring, adding an acidulant to adjust pH, adding activated carbon, stirring for decoloration, and filtering to obtain a solution; the concentration of the aminobutyric acid in deionized water is 150g/L, the acidulant is hydrochloric acid or phosphoric acid, the pH is 3, the addition amount of the activated carbon is 4% of the mass of the aminobutyric acid, and the stirring decolorization time is 50min;
step 3, adding the solution into a reaction kettle, adding a noble metal catalyst, stirring uniformly, and then continuously introducing hydrogen to perform a constant-temperature and constant-pressure reaction until no more hydrogen is absorbed as a reaction end point to obtain a reaction suspension, wherein the addition amount of the noble metal catalyst is 0.7% of the mass of aminobutyric acid, the temperature of the constant temperature and the constant pressure is 65 ℃, the pressure is 2MPa, and the reaction time is 6.8h;
and step 4, stirring and dispersing the reaction suspension, magnetically absorbing to remove the noble metal catalyst, decompressing distilled water, neutralizing by using sodium hydroxide, filtering to remove inorganic salt to obtain light yellow liquid, and finally separating by using a high-efficiency rectifying tower to obtain the aminobutanol.
The purity of the aminobutanol prepared in this example was 99.69%, the yield was 80.37%, and the catalyst recovery was 99.94%.
It is to be understood that the foregoing detailed description of the invention is merely illustrative of the invention and is not limited to the embodiments of the invention. It will be understood by those of ordinary skill in the art that the present invention may be modified or substituted for elements thereof to achieve the same technical effects; as long as the use requirement is met, the invention is within the protection scope of the invention.
Claims (5)
1. A catalytic synthesis method of amino butanol is characterized in that: the method adopts aminobutyric acid to directly obtain aminobutyric acid through acidic solid-phase catalytic treatment of a noble metal catalyst; the noble metal catalyst adopts a magnetic noble metal catalyst; the magnetic noble metal catalyst takes ferroferric oxide as an inner core, calcium carbonate as a porous middle layer and palladium as a noble metal active material; the preparation method of the magnetic noble metal catalyst comprises the following steps: a1, adding calcium acetate into water, and uniformly stirring to form a calcium acetate solution, wherein the concentration of the calcium acetate solution is 30-50g/L, and the stirring speed is 500-1000r/min; a2, adding the ferroferric oxide fine powder into the mixtureDispersing in calcium acetate solution by ultrasonic for 30-50min, distilling under reduced pressure for 1-2h, filtering and drying to obtain calcium acetate coated ferroferric oxide fine powder; the concentration of the ferroferric oxide fine powder in the calcium acetate solution is 20-50g/L, the ultrasonic frequency of ultrasonic dispersion is 40-60kHz, the temperature of reduced pressure distillation is 80-90 ℃, the pressure is 80-90% of atmospheric pressure, and the volume after reduced pressure distillation is 20-50% of the original volume; a3, spraying a palladium chloride solution on the surface of the calcium acetate film-coated ferroferric oxide fine powder, standing at constant temperature for 20-30min to obtain secondary film-coated magnetic fine powder, wherein the concentration of the palladium chloride solution is 30-50g/L, and the spraying amount is 2-3mL/cm 2 Standing at a constant temperature of 100-120 ℃; a4, standing and sintering the secondary film-coated magnetic fine powder for 30-60min, spraying a hydrazine hydrate solution on the surface of the carrier, and reacting at constant temperature for 2-5h to obtain a noble metal magnetic carrier; standing and sintering at 165-175 ℃; the mass concentration of the hydrazine hydrate solution is 40-60%, and the spraying quantity is 5-10mL/cm 2 The temperature is 30-50 ℃.
2. The catalytic synthesis process of aminobutanol according to claim 1, wherein: the catalytic synthesis method comprises the following steps:
step 1, dissolving aminobutyric acid in deionized water, uniformly stirring, adding an acidulant to adjust pH, adding active carbon, stirring for decoloration, and filtering to obtain a solution;
step 2, adding the solution into a reaction kettle, adding a noble metal catalyst, stirring uniformly, and then continuously introducing hydrogen to perform a constant-temperature and constant-pressure reaction until no more hydrogen is absorbed as a reaction end point to obtain a reaction suspension;
and step 3, stirring and dispersing the reaction suspension, magnetically absorbing to remove the noble metal catalyst, decompressing distilled water, neutralizing by using sodium hydroxide, filtering to remove inorganic salt to obtain light yellow liquid, and finally separating by using a high-efficiency rectifying tower to obtain the amino butanol.
3. The catalytic synthesis process of aminobutanol according to claim 2, wherein: the concentration of the aminobutyric acid in the step 1 in deionized water is 100-200g/L, the acidulant adopts hydrochloric acid or phosphoric acid, and the pH value is 2-3.
4. The catalytic synthesis process of aminobutanol according to claim 2, wherein: the addition amount of the activated carbon in the step 1 is 3-4% of the mass of the aminobutyric acid, and the stirring decoloring time is 30-60min.
5. The catalytic synthesis process of aminobutanol according to claim 2, wherein: the addition amount of the noble metal catalyst in the step 2 is 0.5-0.9% of the mass of the aminobutyric acid, the constant temperature and the constant pressure are 60-70 ℃, the pressure is 2-3MPa, and the reaction time is 5-10h.
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