CN114195620A - Method for synthesizing phenol by photo-oxidation benzene continuous flow based on micro-reactor - Google Patents
Method for synthesizing phenol by photo-oxidation benzene continuous flow based on micro-reactor Download PDFInfo
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- CN114195620A CN114195620A CN202111588671.0A CN202111588671A CN114195620A CN 114195620 A CN114195620 A CN 114195620A CN 202111588671 A CN202111588671 A CN 202111588671A CN 114195620 A CN114195620 A CN 114195620A
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title claims abstract description 180
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims abstract description 88
- 238000000034 method Methods 0.000 title claims abstract description 19
- 238000007539 photo-oxidation reaction Methods 0.000 title claims abstract description 12
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims abstract description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims description 45
- 239000003960 organic solvent Substances 0.000 claims description 17
- 238000003786 synthesis reaction Methods 0.000 claims description 16
- 230000015572 biosynthetic process Effects 0.000 claims description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000000520 microinjection Methods 0.000 claims description 4
- 238000005286 illumination Methods 0.000 abstract description 8
- 230000035484 reaction time Effects 0.000 abstract description 4
- 239000003570 air Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 8
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- 239000004696 Poly ether ether ketone Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000005030 aluminium foil Substances 0.000 description 1
- JUPQTSLXMOCDHR-UHFFFAOYSA-N benzene-1,4-diol;bis(4-fluorophenyl)methanone Chemical compound OC1=CC=C(O)C=C1.C1=CC(F)=CC=C1C(=O)C1=CC=C(F)C=C1 JUPQTSLXMOCDHR-UHFFFAOYSA-N 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 238000006552 photochemical reaction Methods 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/60—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by oxidation reactions introducing directly hydroxy groups on a =CH-group belonging to a six-membered aromatic ring with the aid of other oxidants than molecular oxygen or their mixtures with molecular oxygen
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0093—Microreactors, e.g. miniaturised or microfabricated reactors
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A method for synthesizing phenol by photo-oxidation benzene continuous flow based on a micro-reactor is characterized in that acetonitrile solution containing benzene and acetonitrile solution containing 2, 3-dichloro-5, 6-dicyan-p-benzoquinone (DDQ) and water are mixed in the micro-reactor, connected with a photo-reactor through a capillary micro-channel, and directly synthesized into phenol at room temperature by irradiation of visible light. The invention combines the advantages of the micro-reactor and the LED light source, wherein the micro-reactor taking the LED as the light source has the advantages of safe operation, uniform illumination intensity distribution, low cost and the like, greatly shortens the reaction time and improves the yield of phenol.
Description
Technical Field
The invention belongs to the technical field of chemical industry, and particularly relates to a method for synthesizing phenol by using benzene photooxidation continuous flow based on a microreactor.
Background
Phenol (Phenol) is an important organic chemical raw material, is mainly used for producing fine chemicals such as aniline, bisphenol A, caprolactam, phenolic resin and the like, and is widely applied to the industries such as medicine, chemical industry, synthetic rubber, synthetic fiber and the like. The industrial conventional kettle type reaction for preparing phenol is mainly prepared by an isopropyl benzene method, and the synthetic process comprises the following steps: firstly, benzene and propylene are added to generate isopropylbenzene; then, oxidizing the cumene by oxygen to form cumene hydroperoxide; finally, cumene hydroperoxide is hydrolyzed under acidic conditions to yield phenol and acetone. In the whole reaction process, inflammable and explosive intermediate cumene hydroperoxide and a large amount of acid wastewater can be generated, so that the safety risk is high, and the environment is easily polluted.
The characteristics of the current research on phenol synthesis are as follows: the reaction steps are simplified, and the benzene is directly oxidized by one step to prepare the phenol; the reaction is carried out under mild conditions, and safety operation is emphasized; reduces three wastes (waste residue, waste gas and waste water) and maintains green chemistry. The photoreaction is considered an environmentally friendly, process-safe chemical synthesis method, as compared to thermal reactions. In the past, some photochemical reactions are carried out in a tank reactor, and the reaction efficiency and the selectivity of a target product are poor due to low mass and heat transfer efficiency, uneven illumination intensity distribution and the like.
Disclosure of Invention
The invention aims to solve the problems of low yield, multiple reaction steps, high safety risk and the like caused by the traditional kettle type reaction for preparing phenol, and provides a method for continuously synthesizing phenol by photo-oxidation of benzene based on a micro-reactor.
The purpose of the invention is realized by the following technical scheme:
the invention mixes organic solvent containing benzene and organic solvent containing 2, 3-dichloro-5, 6-dicyan-p-benzoquinone (DDQ) and water in a micro-reactor, connects with a photo-reactor through a capillary micro-channel, and directly synthesizes phenol at room temperature by irradiation of visible light.
Further, the micro-reactor comprises a T-shaped tee joint and a capillary micro-channel connected with the T-shaped tee joint, wherein an organic solvent containing benzene and an organic solvent containing DDQ and water are respectively input into two input ends of the T-shaped tee joint, and an output end of the capillary micro-channel is connected with the LED light reaction device.
Furthermore, the inner diameter of the capillary micro-channel is 1.0mm, and PFA material is adopted.
Further, one end of the capillary microchannel is connected with a micro injector, the total flow rate of liquid in the capillary microchannel is controlled to be 0.0883-4.24 mL/min by adopting a micro injection pump, and preferably, the flow rate of liquid is controlled to be 0.044-2.12 mL/min.
Further, the concentration of benzene in the organic solvent containing benzene is 0.01-0.06 mol/L, preferably, the concentration of benzene is 0.03 mol/L.
Furthermore, the concentration of the 2, 3-dichloro-5, 6-dicyanobenzoquinone in the organic solvent containing DDQ and water is 0.045-0.105 mol/L.
Furthermore, the concentration of water in the organic solvent containing DDQ and water is 0.12-1.2 mol/L.
Further, the reaction temperature was room temperature.
Further, the light intensity of the light reaction device is 1861lux to 177733lux, and preferably 177733lux is used.
Further, the organic solvent comprises one or more of acetone, ethanol, dimethyl sulfoxide, acetic acid or acetonitrile, preferably the organic solvent is acetonitrile.
Further, the molar ratio of water to benzene was 12, and the DDQ/benzene molar ratio was chosen to be 12.
Compared with the traditional kettle type reactor, the characteristic size of the microreactor is generally between 10 and 1000 microns, the specific surface area volume ratio is very large and can generally reach 10000-50000m2/m3Therefore, the micro-reactor has extremely high mixing effect and extremely high heat exchange capacity. The invention combines the photoreaction with the microreactor, the constructed microreactor has excellent mass transfer and heat transfer efficiency and uniform illumination intensity, and because the microreactor accurately controls the process parameters, the same reaction process can realize more precise operation in the microreactor, thereby often realizing the purposes of shortening the reaction time, improving the yield and selectivity, reducing the material consumption and energy consumption and reducing the discharge of three wastes, and directly amplifying the reaction by increasing the number of the reactors.
Compared with the existing research, the invention has higher selectivity for synthesizing phenol up to more than 99%, shortens the reaction time to 60min, has mild reaction conditions, extremely low safety risk, easy operation and continuous flow synthesis.
Drawings
FIG. 1 is a schematic illustration of the effect of water/benzene mole ratio on the synthesis of phenol in a microreactor;
FIG. 2 is a schematic diagram showing the effect of the DDQ/benzene molar ratio on the synthesis of phenol in a microreactor;
FIG. 3 is a schematic illustration of the effect of benzene concentration on the synthesis of phenol in a microreactor;
FIG. 4 is a schematic diagram showing the effect of residence time on the synthesis of phenol in a microreactor;
FIG. 5 is a schematic illustration of the effect of different solvents on the synthesis of phenol in a microreactor;
FIG. 6 is a schematic diagram showing the effect of different reaction environments on the synthesis of phenol in a microreactor;
FIG. 7 is a schematic illustration of the effect of light intensity on the synthesis of phenol in a microreactor;
FIG. 8 is a schematic view of an experimental apparatus;
in the figure: the device comprises a 1-micro injection pump, a 2-injector, a 3-T-shaped tee joint, a 4-capillary micro-channel, a 5-aluminum foil, a 6-LED lamp strip, a 7-voltage-adjustable power adapter, an 8-blower and a 9-gas chromatograph.
Detailed Description
The invention is described in detail below with reference to the figures and specific embodiments.
Example 1
In the embodiment, the temperature is controlled at room temperature by adopting an air blower, the acetonitrile solution containing benzene and the acetonitrile solution containing DDQ and water are mixed in a microreactor, the microreactor is connected with a photoreactor through a capillary microchannel, and phenol is directly synthesized under the irradiation of visible light.
Referring to fig. 8, the microreactor comprises a T-junction 3 and a capillary microchannel 4 connected thereto, wherein the T-junction 3 is connected to the capillary microchannel 4 by a screw thread. The photoreactor comprises: the LED lamp area 6 of winding on the beaker, twine capillary microchannel 4, air-blower 8, aluminium foil 5 in the 6 outsides in LED lamp area, LED lamp area 6 is connected adjustable voltage power adapter 7 and is adjusted LED lamp area power. Two input ends of the T-shaped tee joint 3 are respectively connected with a micro-injection pump 1 and an injector 2, and acetonitrile solution containing benzene and acetonitrile solution containing 2, 3-dichloro-5, 6-dicyan p-benzoquinone and water are input,
in a preferred embodiment, the flow rate of the acetonitrile solution containing benzene and the flow rate of the acetonitrile solution containing DDQ and water are controlled to be 0.044-2.12 mL/min.
In a preferred embodiment, the T-shaped tee is made of PEEK material and has an inner diameter of 1.0 mm.
In a preferred embodiment, the capillary microchannel has an inner diameter of 1.0mm and is made of PFA.
In a preferred embodiment, the LED strip used in the photoreactor has a wavelength of about 450nm and a power of 12W/m.
In a preferred embodiment, the concentration of benzene in the reaction system is 0.03mol/L, the concentration of DDQ is 0.045mol/L, the concentration of water is 0.06 to 0.6mol/L, the total flow rate of the liquid is controlled to 0.1767mL/min, the inner diameter of the tube is 1.0mm, the length is 13.5m, the solvent is acetonitrile, the reaction environment is air, and the light intensity is 177733 lux. The benzene concentration and the phenol concentration were measured by gas chromatograph 9(Ailgent 7890B).
As shown in fig. 1, the benzene conversion and phenol yield gradually increased with the increase of the water/benzene molar ratio, and then the benzene conversion and phenol yield remained substantially unchanged with the increase of the water/benzene molar ratio in the same reaction time. It follows that the water/benzene molar ratio is chosen to be 12.
Example 2
Compared with the example 1, the temperature is controlled at room temperature by adopting the blower, the concentration of benzene in the reaction system is 0.03mol/L, the concentration of DDQ is 0.0225-0.0525 mol/L, the concentration of water is 0.36mol/L, the total flow rate of liquid is controlled to be 0.1767mL/min, the inner diameter of the tube is 1.0mm, the length of the tube is 13.5m, the solvent is acetonitrile, the reaction environment is air, and the illumination intensity is 177733 lux.
As shown in FIG. 2, the benzene conversion and phenol yield increased with the increase of the DDQ/benzene molar ratio, and when the DDQ/benzene molar ratio was 1.5, the benzene conversion and phenol yield reached the maximum, and then the benzene conversion and phenol yield remained substantially unchanged with the increase of the DDQ/benzene molar ratio. Therefore, the DDQ/benzene molar ratio was chosen to be 12.
Example 3
Compared with the embodiment 2, the temperature is controlled at room temperature by adopting an air blower, the concentration of benzene in the reaction system is 0.01-0.06 mol/L, the concentration of DDQ is 0.045mol/L, the concentration of water is 0.36mol/L, the total flow rate of liquid is controlled to be 0.1767mL/min, the inner diameter of the tube is 1.0mm, the length of the tube is 13.5m, the solvent is acetonitrile, the reaction environment is air, and the illumination intensity is 177733 lux.
As shown in fig. 3, the conversion of benzene and the yield of phenol increased with the increase of the concentration of benzene, and when the concentration of benzene was 0.03mol/L, the conversion of benzene and the yield of phenol were maximized, and when the concentration of benzene was further increased, the conversion of benzene and the yield of phenol were in a downward trend. Thus, the benzene concentration was selected to be 0.03 mol/L.
Example 4
Compared with the example 3, in the example, the temperature is controlled at room temperature by using an air blower, the concentration of benzene in the reaction system is 0.045mol/L, the concentration of water is 0.36mol/L, the total flow rate of liquid is controlled to be 0.0883-4.24 mL/min, the inner diameter of the tube is 1.0mm, the length of the tube is 13.5m, the solvent is acetonitrile, the reaction environment is air, the illumination intensity is 177733lux, and the residence time of the reaction is changed by changing the total flow rate of liquid.
As shown in FIG. 4, the benzene conversion and phenol yield both showed an increasing trend with increasing residence time, and when the residence time was 60min, the phenol yield reached 94%, and when the residence time was increased to 120min, the phenol yield reached 97%, and the phenol selectivity remained above 99%.
Example 5
Compared with example 4, in this example, the temperature was controlled at room temperature by using an air blower, the concentration of benzene in the reaction system was 0.03mol/L, the concentration of DDQ was 0.045mol/L, the concentration of water was 0.36mol/L, the total flow rate of the liquid was controlled at 0.1767mL/min, the inner diameter of the tube was 1.0mm, the length was 13.5m, acetone, ethanol, dimethyl sulfoxide, acetic acid and acetonitrile were used as solvents, the reaction environment was air, and the illumination intensity was 177733 lux.
As shown in FIG. 5, when acetonitrile is used as the solvent, the yield of phenol is the highest, and therefore, acetonitrile should be selected as the solvent.
Example 6
Compared with example 5, in this example, the temperature was controlled at room temperature by using an air blower, the concentration of benzene in the reaction system was 0.03mol/L, the concentration of DDQ was 0.045mol/L, the concentration of water was 0.36mol/L, the total flow rate of the liquid was controlled at 0.1767mL/min, the inner diameter of the tube was 1.0mm, the length was 13.5m, the solvent was acetonitrile, the reaction environment was air, oxygen and nitrogen, respectively, and the light intensity was 177733 lux.
As shown in fig. 6, the reaction environment does not greatly affect the yield of phenol, and thus the reaction environment does not need to be specially treated, and the reaction can be smoothly performed in an air environment while maintaining a high yield of phenol.
Example 7
Compared with the example 5, the temperature of the reaction system is controlled at room temperature by using the blower, the concentration of benzene in the reaction system is 0.03mol/L, the concentration of DDQ is 0.045mol/L, the concentration of water is 0.36mol/L, the total flow rate of liquid is controlled at 0.1767mL/min, the inner diameter of the tube is 1.0mm, the length of the tube is 13.5m, the solvent is acetonitrile, the reaction environment is air, and the illumination intensity is 1861 lux-177733 lux.
As shown in FIG. 7, the yield of phenol increased with the increase of the intensity of light at the same residence time, and therefore 177733lux was used as the intensity of light.
The embodiments described above are described to facilitate an understanding and use of the invention by those skilled in the art. It will be readily apparent to those skilled in the art that various modifications to these embodiments may be made, and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present invention is not limited to the above embodiments, and those skilled in the art should make improvements and modifications within the scope of the present invention based on the disclosure of the present invention.
Claims (10)
1. A method for synthesizing phenol by photo-oxidation benzene continuous flow based on a micro-reactor is characterized in that an organic solvent containing benzene and an organic solvent containing 2, 3-dichloro-5, 6-dicyan p-benzoquinone and water are mixed in the micro-reactor, connected with a photo-reactor through a capillary micro-channel, and directly synthesized into phenol at room temperature by irradiation of visible light.
2. The method for continuous flow synthesis of phenol according to claim 1, wherein the micro-reactor comprises a T-tee and a capillary microchannel connected thereto, wherein the two inputs of the T-tee are respectively fed with an organic solvent containing benzene and an organic solvent containing 2, 3-dichloro-5, 6-dicyan-p-benzoquinone and water.
3. The method for continuous flow synthesis of phenol by benzene photooxidation based on the microreactor as claimed in claim 1, wherein the benzene concentration in the organic solvent containing benzene is 0.01-0.06 mol/L.
4. The method for continuously synthesizing phenol according to claim 1, wherein the concentration of 2, 3-dichloro-5, 6-dicyan-p-benzoquinone in the organic solvent containing 2, 3-dichloro-5, 6-dicyan-p-benzoquinone and water is 0.045-0.105 mol/L.
5. The method for continuously synthesizing phenol according to claim 1, wherein the concentration of water in the organic solvent containing 2, 3-dichloro-5, 6-dicyan-p-benzoquinone and water is 0.12-1.2 mol/L.
6. The method for continuous flow synthesis of phenol by benzene photooxidation based on microreactor as claimed in claim 1 wherein the reaction temperature is room temperature.
7. The method for continuous flow synthesis of phenol by benzene photooxidation based on the microreactor as claimed in claim 1, wherein the capillary microchannel has an inner diameter of 1.0mm, and the total flow rate of the liquid in the capillary microchannel is controlled to be 0.0883-4.24 mL/min by using a micro injection pump.
8. The method for continuous flow synthesis of phenol based on benzene photooxidation of microreactor as claimed in claim 1 wherein the reaction environment is air.
9. The method for continuous flow synthesis of phenol by benzene photooxidation based on the microreactor as claimed in claim 1, wherein the light intensity is 1861lux to 177733 lux.
10. The microreactor-based continuous flow benzene photooxidation process of claim 1, wherein the organic solvent comprises one or more of acetone, ethanol, dimethyl sulfoxide, acetic acid, or acetonitrile.
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| CN114733460A (en) * | 2022-04-07 | 2022-07-12 | 上海交通大学 | High-flux low-energy-consumption tetracyclic heptane continuous flow synthesis device and method |
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