CN107814696A - A kind of preparation method of benzoic acid - Google Patents
A kind of preparation method of benzoic acid Download PDFInfo
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- CN107814696A CN107814696A CN201711023124.1A CN201711023124A CN107814696A CN 107814696 A CN107814696 A CN 107814696A CN 201711023124 A CN201711023124 A CN 201711023124A CN 107814696 A CN107814696 A CN 107814696A
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- benzoic acid
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- added
- toluene
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 title claims abstract description 78
- 235000010233 benzoic acid Nutrition 0.000 title claims abstract description 40
- 239000005711 Benzoic acid Substances 0.000 title claims abstract description 39
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 108
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 22
- 239000003054 catalyst Substances 0.000 claims abstract description 21
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- 239000012298 atmosphere Substances 0.000 claims abstract description 13
- 239000002994 raw material Substances 0.000 claims abstract description 12
- 238000013019 agitation Methods 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 11
- 238000003810 ethyl acetate extraction Methods 0.000 claims abstract description 11
- 230000005311 nuclear magnetism Effects 0.000 claims abstract description 11
- 238000011084 recovery Methods 0.000 claims abstract description 11
- 235000011121 sodium hydroxide Nutrition 0.000 claims abstract description 11
- 238000003756 stirring Methods 0.000 claims abstract description 11
- 238000001291 vacuum drying Methods 0.000 claims abstract description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 238000004587 chromatography analysis Methods 0.000 claims description 10
- 239000007791 liquid phase Substances 0.000 claims description 10
- 230000007935 neutral effect Effects 0.000 claims description 10
- 230000033228 biological regulation Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 20
- 238000000034 method Methods 0.000 abstract description 13
- 230000001235 sensitizing effect Effects 0.000 abstract description 12
- 238000005516 engineering process Methods 0.000 abstract description 11
- 229910001385 heavy metal Inorganic materials 0.000 abstract description 8
- 238000005265 energy consumption Methods 0.000 abstract description 5
- 238000003912 environmental pollution Methods 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 230000002194 synthesizing effect Effects 0.000 abstract description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000002574 poison Substances 0.000 abstract 1
- 231100000614 poison Toxicity 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 239000002699 waste material Substances 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 238000007254 oxidation reaction Methods 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 6
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229910001069 Ti alloy Inorganic materials 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000005284 excitation Effects 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 206010011224 Cough Diseases 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 206010054949 Metaplasia Diseases 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 230000001857 anti-mycotic effect Effects 0.000 description 1
- 239000002543 antimycotic Substances 0.000 description 1
- 239000013556 antirust agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 210000003746 feather Anatomy 0.000 description 1
- 230000005283 ground state Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000003863 metallic catalyst Substances 0.000 description 1
- 230000015689 metaplastic ossification Effects 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0271—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds also containing elements or functional groups covered by B01J31/0201 - B01J31/0231
-
- B01J35/39—
Abstract
The invention belongs to chemical technology field, specially a kind of preparation method of benzoic acid.Step of the present invention is：Raw material toluene is added among reactor, magnetic agitation in air atmosphere；Visible light catalyst is added, continues to stir, reaction temperature is room temperature；40 48 h are reacted under the irradiation of visible ray；Reaction adds sodium hydrate aqueous solution to PH after terminating be neutrality, ethyl acetate extraction and recovery sensitising agent, is recrystallized, vacuum drying, nuclear-magnetism identification.Highly corrosive, the high poison reagent used present invention, avoiding prior synthesizing method, the spatter property of industrial reaction synthesis is improved, reduces environmental pollution；Energy consumption is greatly reduced, the problem of waste discharge for thoroughly solving the problems, such as to be brought by heavy metal and acetate solvate pollutes heavy-metal residual in environment, product, compared with traditional production technology, whole power consumption, equipment investment and overall cost of operation substantially reduce.
Description
Technical field
The invention belongs to chemical technology field, and in particular to a kind of preparation method of benzoic acid.
Background technology
Benzoic acid be the smell with benzene or formaldehyde flakey or acicular crystal, 122.13 DEG C of fusing point, 249 DEG C of boiling point,
Relative density 1.2659（15/4℃）, structural formula is：.Distilled rapidly at 100 DEG C, its steam has very strong thorn
Swash property, cough is easily caused after suction.Water is slightly soluble in, is soluble in the organic solvents such as ethanol, ether.
Benzoic acid is mainly used in antimycotic and sterilization anti-corrosion, prevents for medicine, dye carrier, plasticizer, spices and food
The production of rotten agent etc., the performance improvement of phthalic resin coating is also used for, also serves as antirust agent, the agricultural chemicals of steel equipment.
At present, the technique that the whole world generally prepares benzoic acid using toluene thermal oxidation method.This method utilizes heavy metallic salt
Cobalt or manganese realize the oxidation of toluene, and final synthesizing benzoic acids as catalyst under conditions of HTHP.But this side
Method always there is high energy consumption, it is seriously polluted the problems such as.
With the proposition of energy-conserving and environment-protective concept, the having of being exposed of method of traditional toluene oxidation generation benzoic acid
The drawbacks of unsustainable development, is not received more and more by people.
Photochemistry, the science emerging as one, has been obtained for the development of high speed.Compared with traditional heat chemistry, light
Chemistry more clean energy-saving.Therefore, a kind of synthetic method of the benzoic acid under new illumination condition is urgently to be resolved hurrily.
The content of the invention
It is an object of the invention to provide a kind of preparation side of the benzoic acid for the energy consumption that can reduce environmental pollution, be greatly reduced
Method.
The preparation method of benzoic acid provided by the invention, using the method for organic photochemistry, concretely comprise the following steps:
Step 1: by raw material toluene, it is added among reactor (such as volume is 50 L), magnetic agitation 30-50 in air atmosphere
min；
Step 2: adding visible light catalyst (i.e. sensitising agent), continue to stir, reaction temperature is controlled in 25-30 DEG C of room temperature；
Step 3: 40-48 h are reacted under the irradiation of visible ray, then through efficient liquid phase chromatographic analysis, only single product
Benzoic acid generates；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added, regulation PH is neutral, ethyl acetate extraction and recovery sensitising agent,
Water layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, nuclear-magnetism identification.
In step 1 of the present invention, described reactor is normal-pressure reaction kettle.
In step 1 of the present invention, described reactor is connected with ball condenser, enables reaction fully in air atmosphere
Enclose lower progress.
Preferably, in step 2 of the present invention, described visible light catalyst is 9- thienones, and structural formula is：。
Preferably, in step 2 of the present invention, the dosage of described catalyst is the 1-5% of toluene mass fraction.
Preferably, in step 3 of the present invention, described visible ray is 4 800 W Projecting Lamps.
The synthesis technique of benzoic acid provided by the invention, without adding solvent, the scale amplification that 10 feather weight can be achieved is anti-
Should.
The principle of the present invention is：Visible light catalyst 9- thienones are become under the irradiation of 4 800 W Projecting Lamps by ground state
For excitation state, afterwards, being collided with reaction substrate toluene molecule even can pass to reaction substrate molecule, reach substrate molecule
To the excitation state of high-energy, so as to which activating catalytic substrate molecule toluene makes it remove a hydrogen atom, corresponding benzyl is generated certainly
By base intermediate, subsequent benzyl radicalses are oxidized to benzaldehyde under the oxidation of air, and benzaldehyde is further by air oxygen
Metaplasia is into benzoic acid.
The synthetic method of benzoic acid provided by the present invention, there is the advantages of notable compared with traditional thermochemical processes：
First, reaction is carried out at ambient temperature, and compared with traditional heating production technology, energy consumption is greatly lowered；
Second, react and carried out under condition of no solvent, brought so as to solve in traditional handicraft due to making solvent using acetic acid
All problems.Energy consumption is greatly reduced, serious pollution of the spent acid discharge to environment is solved, greatly reduces the corruption to equipment
Corrosion, so as to replace titanium alloy material to manufacture reactor using stainless steel, greatly reduce equipment manufacturing costs；
3rd, using visible light catalyst rather than heavy metal catalyst, so as to thoroughly solve in traditional handicraft due to using
Cross metallic catalyst and caused by heavy-metal residual problem in problem of environmental pollution, and product.It means that have can for this method
It can be used directly to produce food even the benzoic acid product of pharmaceutical grade.This will substantially reduce being produced into for food and medicine level benzoic acid
This.Moreover, the more traditional toluene thermal oxidation method of catalyst cost decreases；
4th, the present invention uses air as oxidant source, further saves cost；
5th, present invention post processing is simple to operation, does not further relate to the pollution of the separation and heavy metal of acetic acid and water to environment.
Acetic acid and heavy metal are free of in caused waste water, can easily carry out integrated treatment, and sensitising agent can recycle；
6th, the raw material that the production method of benzoic acid provided by the present invention uses is single, improves the economy of technique, and
The conversion ratio of toluene is more than 99%, and the yield of benzoic acid is more than 97%；
7th, the production method of benzoic acid provided by the present invention is using visible ray as the energy, and without thermal oxide, post processing is set
Standby simple, the more existing oxidation production technology of whole power consumption reduces by more than 50%；
8th, the production method of benzoic acid provided by the present invention stripping tower, rectifying column, can use without oxidation reaction tower
Stainless steel replaces titanium alloy material to manufacture reactor, and the more traditional production technology of equipment investment reduces by more than 30%；
9th, the production technology of benzoic acid provided by the present invention is without heavy metal catalyst, without solvent, without oxidation reaction
Tower, without stripping tower, without rectifying column, normal-temperature light can be carried out under shining, and overall cost of operation reduces by 50% compared with traditional processing technology
More than.
In a word, the energy-conserving and environment-protective new technology that this project will develop, thorough solution heavy metal pollution is asked on environmental protection
Topic and spent acid pollution problem；The benzoic acid for being expected to directly produce food and medicine level using this technology is produced in product quality
Product, so as to greatly improve value-added content of product.
Brief description of the drawings
Fig. 1 is benzoic acid nuclear magnetic spectrogram.
Embodiment
Embodiment 1
Step 1: by the kg of raw material toluene 10, it is added among 50 L reactor, the min of magnetic agitation 30 in air atmosphere；
Step 2: adding the visible light catalyst 9- thienones that toluene mass fraction is 5%, continue to stir, reaction temperature control exists
25 DEG C of room temperature；
Step 3: 40 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 13.1 kg, yield 99%.
Embodiment 2
Step 1: by the kg of raw material toluene 10, it is added among 50 L reactor, the min of magnetic agitation 50 in air atmosphere；
Step 2: adding the visible light catalyst 9- thienones that toluene mass fraction is 3%, continue to stir, reaction temperature control exists
25 DEG C of room temperature；
Step 3: 42 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 13.0 kg, yield 98%.
Embodiment 3
Step 1: by the kg of raw material toluene 10, it is added among 50 L reactor, the min of magnetic agitation 40 in air atmosphere；
Step 2: adding the visible light catalyst 9- thienones that toluene mass fraction is 4%, continue to stir, reaction temperature control exists
25 DEG C of room temperature；
Step 3: 40 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 13.0 kg, yield 98%.
Embodiment 4
Step 1: by the kg of raw material toluene 9, it is added among 50 L reactor, the min of magnetic agitation 30 in air atmosphere；
Step 2: adding the visible light catalyst 9- thienones that toluene mass fraction is 3%, continue to stir, reaction temperature control exists
25 DEG C of room temperature；
Step 3: 45 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 11.8 kg, yield 99%.
Embodiment 5
Step 1: by the kg of raw material toluene 8, it is added among 50 L reactor, the min of magnetic agitation 30 in air atmosphere；
Step 2: adding the visible light catalyst 9- thienones that toluene mass fraction is 4%, continue to stir, reaction temperature control exists
25 DEG C of room temperature；
Step 3: 40 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 10.5 kg, yield 99%.
Embodiment 6
Step 1: by the kg of raw material toluene 7, it is added among 50 L reactor, the min of magnetic agitation 30 in air atmosphere；
Step 2: adding the visible light catalyst 9- thienones that toluene mass fraction is 2%, continue to stir, reaction temperature control exists
25 DEG C of room temperature；
Step 3: 42 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 9.2 kg, yield 99%.
Embodiment 7
Step 1: by the kg of raw material toluene 9, it is added among 50 L reactor, the min of magnetic agitation 30 in air atmosphere；
Step 2: it is 5% visible light catalyst 9- thienones to add toluene mass fraction, continue to stir, reaction temperature is controlled in room
25 DEG C of temperature；
Step 3: 41 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 11.8 kg, yield 99%.
Embodiment 8
Step 1: by the kg of raw material toluene 8, it is added among 50 L reactor, the min of magnetic agitation 30 in air atmosphere；
Step 2: adding the visible light catalyst 9- thienones that toluene mass fraction is 3%, continue to stir, reaction temperature control exists
25 DEG C of room temperature；
Step 3: 42 h are reacted under 4 800 W light projector light irradiations, then through efficient liquid phase chromatographic analysis, only single production
Thing benzoic acid generates, and toluene conversion is more than 99%；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added to PH to be neutral, ethyl acetate extraction and recovery sensitising agent, water
Layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, and nuclear-magnetism identification, product quality is 13.1 kg, yield 99%.
Claims (6)
1. a kind of preparation method of benzoic acid, it is characterised in that concretely comprise the following steps：
Step 1: by raw material toluene, it is added among reactor ,-the 50min of magnetic agitation 30 in air atmosphere；
Step 2: adding visible light catalyst, continue to stir, reaction temperature control is in 25-30 DEG C of room temperature；
Step 3: 40-48 h are reacted under the irradiation of visible ray, then through efficient liquid phase chromatographic analysis, only single product
Benzoic acid generates；
Step 4: after reaction terminates, sodium hydrate aqueous solution is added, regulation PH is neutral, ethyl acetate extraction and recovery catalyst,
Water layer adds watery hydrochloric acid and is adjusted to PH=1-2, recrystallizes, vacuum drying, nuclear-magnetism identification.
2. the preparation method of benzoic acid according to claim 1, it is characterised in that the reactor described in step 1 is normal
Press reactor.
3. the preparation method of benzoic acid according to claim 1, it is characterised in that reactor and ball described in step 1
Shape condenser is connected, and reaction is fully carried out under air atmosphere.
4. the preparation method of benzoic acid according to claim 1, it is characterised in that the visible ray described in step 2 is urged
Agent is 9- thienones, and its structural formula is：。
5. the preparation method of benzoic acid according to claim 1, it is characterised in that the use of the catalyst described in step 2
Measure as the 1-5% of toluene mass fraction.
6. the preparation method of benzoic acid according to claim 1, it is characterised in that the visible ray described in step 3 is 4
The W Projecting Lamps of platform 800.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113666908A (en) * | 2021-08-23 | 2021-11-19 | 江西高信前沿科技有限公司 | Preparation process for producing food-grade benzoic acid by adopting photosensitive catalyst |
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2017
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| CN1810754A (en) * | 2005-01-27 | 2006-08-02 | 中国科学院化学研究所 | Alkylbenzene photooxidizing process with oxygen to prepare aromatic aldehyde and aromatic acid |
| JP2012056851A (en) * | 2010-09-04 | 2012-03-22 | Nagoya Industrial Science Research Inst | Method for producing aromatic carboxylic acid compound |
| CN103910623A (en) * | 2014-03-03 | 2014-07-09 | 复旦大学 | Preparation method for benzoic acid |
| CN104447271A (en) * | 2014-11-14 | 2015-03-25 | 复旦大学 | Method for synthesizing benzoic acid through alcohol catalysis under condition of illumination |
| CN105061185A (en) * | 2015-07-20 | 2015-11-18 | 复旦大学 | Method for catalytic synthesis of benzoic acid by use of anthraquinone under lighting condition |
| CN105152905A (en) * | 2015-07-20 | 2015-12-16 | 复旦大学 | Method for synthesizing benzoic acid through thioxanthene catalysis under condition of illumination |
| CN105152922A (en) * | 2015-07-20 | 2015-12-16 | 复旦大学 | Method for synthesizing benzoic acid with thioxanthone catalyst under condition of illumination |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113666908A (en) * | 2021-08-23 | 2021-11-19 | 江西高信前沿科技有限公司 | Preparation process for producing food-grade benzoic acid by adopting photosensitive catalyst |
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