CN109970603A - The microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene - Google Patents
The microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene Download PDFInfo
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Abstract
The invention discloses a kind of microchannel successive reaction synthetic methods of ultraviolet light absorber octocrilene, it is using benzophenone, the different monooctyl ester of cyanoacetic acid as raw material, organic solvent is reaction medium, using sodium methoxide solution or alcohol sodium solution as catalyst, is synthesized through micro passage reaction；When preparation, raw material mixed solution is made in benzophenone, the different monooctyl ester of cyanoacetic acid, organic solvent mixing first, then raw material mixed solution and catalyst cocurrent are fed into micro passage reaction, reaction temperature is 25~100 DEG C, pressure is 5.0~6.0MPa, 5~15min of residence time collects the reaction solution in exit to get Octocrilene crude product；Octocrilene crude product is refined up to Octocrilene fine work, yield >=90% again；Synthetic route of the present invention is simple, and reaction speed is fast, with short production cycle, and easy to operate, high income, at low cost, easy to industrialized production.
Description
Technical field
The present invention relates to the preparation method technical field of ultraviolet light absorber octocrilene, especially a kind of ultraviolet radiation absorption
The microchannel successive reaction synthetic method of agent Octocrilene.
Background technique
Octocrilene (Octocrilene) is a kind of broad spectrum ultraviolet light absorbent, its entitled 2- cyano -3,3- of chemistry
Diphenylacrylate -2- ethylhexyl, have absorptivity it is high, it is nontoxic, without teratogenesis, its energy good to the stability of light and heat
UV-A and UV-B are absorbed simultaneously, is the I class sun-screening agent of U.S. FDA approval, is mainly used in the products such as cosmetics, plastics and coating
Make ultraviolet absorbing agent.There are mainly two types of for the synthetic method for the Octocrilene reported both at home and abroad at present.
Method one: under the catalysis of weak base, benzophenone and the different monooctyl ester of cyanoacetic acid carry out Knoevenagel condensation reaction
Synthesis obtains Octocrilene, and weak base catalyst used is ammonium acetate, propionic acid ammonium, saleratus, sodium bicarbonate, pyridine etc.,
The patent of announcement mainly has US5451694, WO2008089920, CN101492394A and CN103755593B etc., they announce
Synthetic method in Octocrilene yield be 75~95%, but the maximum deficiency of these methods is that the reaction time is too long, and energy consumption is high,
Production capacity is low, and cosmetics-stage requirement etc. is not achieved in the shade deviation of product, purity, and synthetic route is as follows:
Method two: United States Patent (USP) US5047571 discloses a kind of method using ester-interchange method Octocrilene, that is, relies on
It is anti-that vertical woods (2- cyano -3,3- diphenyl-ethyl acrylate) and isooctanol carry out transesterification under the catalyst action of strong basicity
Should obtain Octocrilene product, although this method simple process, high income, it early period intermediate etocrilene synthesis
It is to be obtained using the technique of method one by Knoevenagel condensation reaction, method is referring to China's patent
CN103242197B, so it is as follows to equally exist disadvantages, the process routes such as the reaction time is too long, and energy consumption is high, and production capacity is low:
Therefore, it develops that a kind of synthetic line is simple, reaction speed is fast, with short production cycle, and easy to operate, high income, is produced into
The synthetic method of this low Octocrilene, becomes the research hotspot in industry.
Summary of the invention
The purpose of the present invention is to the Octocrilene synthetic methods reported both at home and abroad at present there is reaction time mistake
It is difficult to understand to provide a kind of ultraviolet absorbing agent for the problems such as length, energy consumption is high, and production capacity is low, and cosmetics-stage requirement is not achieved in product purity
The microchannel successive reaction synthetic method of Ke Lilin.The present invention overcomes domestic and international prior art disadvantages, with benzophenone
It is starting material with the different monooctyl ester of cyanoacetic acid, synthesizes to obtain ultraviolet light absorber octocrilene through Knoevenagel condensation reaction
Product, present invention process use highly basic sodium methoxide or sodium ethoxide for catalyst, continuously anti-in microchannel using organic solvent as medium
It answers and quickly carries out condensation reaction in device, synthetic route is simple, and reaction speed is fast, with short production cycle, and easy to operate, high income,
It is at low cost, it is easy to industrialized production.
The microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene of the invention, is with benzophenone, cyanogen
The different monooctyl ester of guanidine-acetic acid is raw material, and organic solvent is reaction medium, using sodium methoxide solution or alcohol sodium solution as catalyst, Jing Weitong
Road reactor is synthesized；When preparation, raw material is made in benzophenone, the different monooctyl ester of cyanoacetic acid, organic solvent mixing first
Then raw material mixed solution and base catalyst cocurrent are fed into micro passage reaction by mixed solution, reaction temperature be 25~
100 DEG C, pressure is 5.0~6.0MPa, 5~15min of residence time, and the reaction solution for collecting exit slightly produces to get Octocrilene
Product；Octocrilene crude product is refined up to Octocrilene fine work again.
Benzophenone in the raw material mixed solution, the different monooctyl ester of cyanoacetic acid, organic solvent mass ratio be 1:1.0~
1.5:2.0~4.0, the organic solvent are any one in n-hexane, hexamethylene or petroleum ether.
The base catalyst is to use mass percentage molten for 20~30% methanol solution of sodium methylate or sodium ethoxide ethyl alcohol
Liquid.
The feed flow rate of the raw material mixed solution and base catalyst be respectively 5.0~10.0ml/min and 2.0~
5.0ml/min。
Yield >=90% of the Octocrilene fine work, index of refraction (n20 D)=1.561~1.571, relative density (D20 4)=
1.045~1.055, content >=99.0%.
The refining methd of the Octocrilene crude product are as follows: quality of material is added in Octocrilene crude product obtained
25%~60% distilled water, stratification, water layer point is to waste water treatment system, and organic phase is washed to neutrality, then into organic phase
Anhydrous magnesium sulfate dry 2 hours for putting into its quality 5%~10% are filtered, and organic to be added to air-distillation recycling in cucurbit organic
Solvent, organic solvent are evaporated under reduced pressure after recycling, and collect 190~200 DEG C of fraction under 0.1mmHg pressure to get pale yellow
Color transparent viscous liquid Octocrilene product.
Delay reactor is also in series with after the micro passage reaction, the micro passage reaction is 0.5~1.0mm of internal diameter
Stainless steel channel, delay reactor be 0.5~1.0mm of internal diameter stainless steel channel；The micro passage reaction and delay are anti-
The total length for answering device is 50~60 meters, and the length ratio of micro passage reaction and delay reactor is 1:0.7~1.4.The present invention
In simultaneously using micro passage reaction and delay reactor series connection, be the demand that equipment cost and raw material sufficiently react in order to balance
And design, equipment cost is not considered, the length of micro passage reaction only with micro passage reaction, can also be appropriately extended i.e.
It can.
Preferably, the microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene of the invention, including it is following
Step:
(1) the different monooctyl ester of benzophenone, cyanoacetic acid and organic solvent are taken for the ratio of 1:1.0~1.5:2.0~4.0 in mass ratio
Raw material mixed solution is made in mixing；
(2) by raw material mixed solution and alkali catalyst respectively with the flow velocity of 5.0~10.0ml/min and 2.0~5.0ml/min
Flow velocity cocurrent be fed into micro passage reaction, reaction temperature be 25~100 DEG C, pressure be 5.0~6.0MPa, the residence time
5~15min collects the reaction solution of reactor outflow to get Octocrilene crude product；The alkali catalyst is using quality hundred
Dividing content is 20~30% methanol solution of sodium methylate or alcohol sodium alcohol solution；
(3) distilled water of quality of material 25%~60% is added in Octocrilene crude product obtained, stratification, water layer point is extremely
Waste water treatment system, organic phase are washed to neutrality, then the anhydrous magnesium sulfate dry 2 of its quality 5%~10% is put into organic phase
Hour filtering, it is organic to be added to air-distillation recycling organic solvent in cucurbit, it is evaporated under reduced pressure after organic solvent recycling,
190~200 DEG C of fraction is collected under 0.1mmHg pressure to get light yellow clear viscous liquid Octocrilene fine work；Yield >=
90%, index of refraction (n20 D)=1.561~1.571, relative density (D20 4)=1.045~1.055, content >=99.0%.
It is highly preferred that being that micro passage reaction is connected with delay reactor first, and is being delayed in above-mentioned synthetic method
Receiver is set below reactor liquid outlet, then preparation raw material mixed solution and base catalyst cocurrent are fed into micro passage reaction
Carry out condensation reaction.
Octocrilene product made from the method for the present invention after testing, can achieve U.S.'s USP36 target level of product quality, tool
Weight standard is as follows:
Appearance: glassy yelloe viscous liquid；
Identify: ultraviolet absorption curve and standard items difference :≤3.0%；
Content: 95.0-105.0%；
The single impurity of chromatography impurity :≤0.5%；
Total impurities :≤2.0%；
Index of refraction (n20 D): 1.561-1.571；
Relative density (D20 4): 1.045-1.055；
Acidity (0.1mol/L NaOH) :≤0.18ml/mg；
Dissolvent residual (isooctanol) :≤500ppm.
The method of the present invention compared with prior art, has the advantage that
1. breaking conventional dose alternation rule, the sodium methoxide or sodium ethoxide for selecting strong basicity pass through as catalyst of the invention
Knoevenagel condensation reaction obtains Octocrilene product, is overcome using micro passage reaction using pair when alkali catalyst
React it is more, generation impurity it is more, can not industrial applications the problem of；
2., large specific surface area small using micro passage reaction internal diameter, material can be uniformly mixed moment, greatly shorten the reaction time
The characteristics of, improve the production efficiency and product quality of Octocrilene；
3. reducing equipment investment using micro passage reaction and the delay concatenated mode of reactor, reducing production cost；
4. can realize several times amplification by parallel connection using microchannel reaction system, continuous reaction stability is good, easy to operate, raw
The production period is short, concise in technology, is suitble to industrialized production.
Detailed description of the invention
Fig. 1 is the device of the invention connection and flow diagram；
The gas chromatogram of the ultraviolet light absorber octocrilene synthesized in Fig. 2 embodiment of the present invention 1；
In figure: 1-micro passage reaction, 2-delay reactors, 3-receivers.
Specific embodiment
Embodiment 1
Referring to Fig. 1, the microchannel successive reaction synthetic method of the ultraviolet light absorber octocrilene of the present embodiment, including following steps
It is rapid:
(1) micro passage reaction 1 connect 2 with delay reactor, and set receiver 3, institute below 2 liquid outlet of reactor that is delayed
The stainless steel channel that micro passage reaction is internal diameter 1.0mm is stated, the stainless steel channel that delay reactor is internal diameter 1.0mm is micro- logical
The total length of road reactor and delay reactor is 60m, the long 30m of micro passage reaction, and be delayed the long 30m of reactor；
(2) 18.0g benzophenone is taken, the different monooctyl ester of 20.0g cyanoacetic acid is dissolved in 50ml hexamethylene and mixing, and raw material mixing is made
Solution；
(3) raw material mixed solution and base catalyst are passed through into syringe pump respectively with the stream of the flow velocity of 5.0ml/min and 2.0ml/min
Fast cocurrent is fed into micro passage reaction, and reaction temperature is 25 DEG C, pressure 5.0MPa, and after stopping 10min, it is anti-to collect delay
The reaction solution for answering device to flow out is to get Octocrilene crude product；The base catalyst be use mass percentage for 28% methanol
Sodium methanol solution；
(4) 50ml distilled water, stratification are added in Octocrilene crude product obtained, water layer divides to waste water treatment system,
Organic phase 65ml is obtained, neutrality is washed to, then the anhydrous magnesium sulfate of investment 5g is 2 hours dry into organic phase, filtering, organic addition
Enter and stir heating in cucurbit, organic solvent is recycled in air-distillation, and organic solvent is evaporated under reduced pressure after recycling, in 0.1mmHg
The fraction that 190~200 DEG C are collected under pressure, obtains light yellow clear viscous liquid Octocrilene product 33.6g.By the present embodiment
Product obtained carries out gas chromatographic analysis, and gained gas chromatogram is as shown in Figure 2.Octocrilene product in the present embodiment into
The chromatographic condition of row gas-chromatography is as follows:
Gas chromatograph model: Agilent 6850；Detector: FID；Chromatographic column: the μ m 60m capillary of G1,0.32mm × 0.25
Tubing string；Injector temperature: 300 DEG C；Detector temperature: 300 DEG C；Column temperature: 80 DEG C of initial temperature, with 4 DEG C/min of speed after sample introduction
280 DEG C are risen to, is kept for 10 minutes；Carrier gas: nitrogen；Column flow rate: 6.0ml/min；Hydrogen flow rate: 30 ml/min；Air
Flow velocity: 400 ml/min；Tail is blown: 25ml/min；Sample volume: 1 μ L；Split ratio: 30:1；Record time 60min.
It analyzes result as shown in following table one.
The gas chromatographic analysis result of product Octocrilene made from one embodiment 1 of table
Each raw material dosage and process conditions are best-of-breed technology scheme of the invention, products obtained therefrom Octocrilene fine work in embodiment 1
Yield be 93%, through gas chromatographic detection, purity 99.22%, index of refraction (n20 D)=1.561~1.571, relative density
(D20 4)=1.045~1.055 fully meet cosmetic industry requirement.
Embodiment 2
The microchannel successive reaction synthetic method of the ultraviolet light absorber octocrilene of the present embodiment, includes the following steps:
(1) micro passage reaction is connected with delay reactor, and sets receiver below delay reactor liquid outlet, it is described micro-
Channel reactor is the stainless steel channel of internal diameter 0.5mm, the stainless steel channel that delay reactor is internal diameter 0.5mm, microchannel plate
Answering the total length of device and the reactor that is delayed is 60m, the long 35m of micro passage reaction, and be delayed the long 25m of reactor；
(2) 9.0g benzophenone is taken, the different monooctyl ester of 13.5g cyanoacetic acid is dissolved in 40ml hexamethylene and mixing, and it is molten that raw material mixing is made
Liquid；
(3) by raw material mixed solution and alkali catalyst by syringe pump respectively with the flow velocity of 8.0ml/min and 4.0ml/min
Flow velocity cocurrent is fed into micro passage reaction, and reaction temperature is 100 DEG C, pressure 5.5MPa, after stopping 5min, collects delay
The reaction solution of reactor outflow is to get Octocrilene crude product；The alkali catalyst uses mass percentage for 25%
Methanol solution of sodium methylate；
(4) 40ml distilled water, stratification are added in Octocrilene crude product obtained, water layer divides to waste water treatment system,
Organic phase 52ml is obtained, neutrality is washed to, then the anhydrous magnesium sulfate of investment 4g is 2 hours dry into organic phase, filtering, organic addition
Enter and stir heating in cucurbit, organic solvent is recycled in air-distillation, and organic solvent is evaporated under reduced pressure after recycling, in 0.1mmHg
The fraction that 190~200 DEG C are collected under pressure, obtains light yellow clear viscous liquid Octocrilene product 16.3g, yield 90%, institute
Obtained product is through gas chromatographic detection, purity 99.36%.
Embodiment 3
The microchannel successive reaction synthetic method of the ultraviolet light absorber octocrilene of the present embodiment, includes the following steps:
(1) 15.0g benzophenone is taken, the different monooctyl ester of 20.0g cyanoacetic acid is dissolved in 60ml hexamethylene and mixing, and raw material mixing is made
Solution；
(2) raw material mixed solution and alkali catalyst are passed through into syringe pump respectively with the flow velocity of 10.0ml/min and 5.0ml/min
Flow velocity cocurrent be fed into micro passage reaction, reaction temperature be 60 DEG C, pressure 6.0MPa, stop 7min after, collection is prolonged
When reactor outflow reaction solution to get Octocrilene crude product；The alkali catalyst is to use mass percentage for 25%
Alcohol sodium alcohol solution；The micro passage reaction is the stainless steel channel of internal diameter 1.0mm, the long 50m of micro passage reaction；
(3) 50ml distilled water, stratification are added in Octocrilene crude product obtained, water layer divides to waste water treatment system,
Organic phase 71ml is obtained, neutrality is washed to, then the anhydrous magnesium sulfate of investment 5g is 2 hours dry into organic phase, filtering, organic addition
Enter and stir heating in cucurbit, organic solvent is recycled in air-distillation, and organic solvent is evaporated under reduced pressure after recycling, in 0.1mmHg
The fraction that 190~200 DEG C are collected under pressure, obtains light yellow clear viscous liquid Octocrilene product 27.1g, yield 90%, institute
Obtained product is through gas chromatographic detection, purity 99.16%.
Embodiment 4
The microchannel successive reaction synthetic method of the ultraviolet light absorber octocrilene of the present embodiment, includes the following steps:
(1) micro passage reaction is connected with delay reactor, and sets receiver below delay reactor liquid outlet, it is described micro-
Channel reactor is the stainless steel channel of internal diameter 1.0mm, the stainless steel channel that delay reactor is internal diameter 1.0mm, microchannel plate
Answering the total length of device and the reactor that is delayed is 55m, the long 25m of micro passage reaction, and be delayed the long 30m of reactor；
(2) 14g benzophenone is taken, the different monooctyl ester of 21.0g cyanoacetic acid is dissolved in 45ml hexamethylene and mixing, and it is molten that raw material mixing is made
Liquid；
(3) by raw material mixed solution and alkali catalyst by syringe pump respectively with the flow velocity of 7.0ml/min and 3.0ml/min
Flow velocity cocurrent is fed into micro passage reaction, and reaction temperature is 40 DEG C, pressure 5.2MPa, after stopping 8min, collects delay
The reaction solution of reactor outflow is to get Octocrilene crude product；The alkali catalyst uses mass percentage for 30%
Alcohol sodium alcohol solution；
(4) 45ml distilled water, stratification are added in Octocrilene crude product obtained, water layer divides to waste water treatment system,
Organic phase 58ml is obtained, neutrality is washed to, then the anhydrous magnesium sulfate of investment 5g is 2 hours dry into organic phase, filtering, organic addition
Enter and stir heating in cucurbit, organic solvent is recycled in air-distillation, and organic solvent is evaporated under reduced pressure after recycling, in 0.1mmHg
The fraction that 190~200 DEG C are collected under pressure, obtains light yellow clear viscous liquid Octocrilene product 25.6g, yield 91%, institute
Obtained product is through gas chromatographic detection, purity 99.26%.
Embodiment 5
The microchannel successive reaction synthetic method of the ultraviolet light absorber octocrilene of the present embodiment, includes the following steps:
(1) micro passage reaction is connected with delay reactor, and sets receiver below delay reactor liquid outlet, it is described micro-
Channel reactor is the stainless steel channel of internal diameter 0.5mm, the stainless steel channel that delay reactor is internal diameter 0.5mm, microchannel plate
Answering the total length of device and the reactor that is delayed is 60m, the long 25m of micro passage reaction, and be delayed the long 35m of reactor；
(2) 13.4g benzophenone is taken, the different monooctyl ester of 16g cyanoacetic acid is dissolved in 60ml hexamethylene and mixing, and it is molten that raw material mixing is made
Liquid；
(3) by raw material mixed solution and alkali catalyst by syringe pump respectively with the flow velocity of 6.0ml/min and 3.0ml/min
Flow velocity cocurrent is fed into micro passage reaction, and reaction temperature is 80 DEG C, pressure 5.8MPa, after stopping 12min, collects delay
The reaction solution of reactor outflow is to get Octocrilene crude product；The alkali catalyst uses mass percentage for 23%
Methanol solution of sodium methylate；
(4) 60ml distilled water, stratification are added in Octocrilene crude product obtained, water layer divides to waste water treatment system,
Organic phase 68ml is obtained, neutrality is washed to, then the anhydrous magnesium sulfate of investment 5g is 2 hours dry into organic phase, filtering, organic addition
Enter and stir heating in cucurbit, organic solvent is recycled in air-distillation, and organic solvent is evaporated under reduced pressure after recycling, in 0.1mmHg
The fraction that 190~200 DEG C are collected under pressure, obtains light yellow clear viscous liquid Octocrilene product 24.7g, yield 92%, institute
Obtained product is through gas chromatographic detection, purity 99.36%.
Claims (9)
1. the microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene, it is characterised in that: be with benzophenone, cyanogen
The different monooctyl ester of guanidine-acetic acid is raw material, and organic solvent is reaction medium, using sodium methoxide solution or alcohol sodium solution as catalyst, Jing Weitong
Road reactor is synthesized；When preparation, raw material is made in benzophenone, the different monooctyl ester of cyanoacetic acid, organic solvent mixing first
Then raw material mixed solution and base catalyst cocurrent are fed into micro passage reaction by mixed solution, reaction temperature be 25~
100 DEG C, pressure is 5.0~6.0MPa, 5~15min of residence time, and the reaction solution for collecting exit slightly produces to get Octocrilene
Product；Octocrilene crude product is refined up to Octocrilene fine work again.
2. the microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene according to claim 1, feature
Be: benzophenone in the raw material mixed solution, the different monooctyl ester of cyanoacetic acid, organic solvent mass ratio be 1:1.0~1.5:
2.0~4.0, the organic solvent is any one in n-hexane, hexamethylene or petroleum ether.
3. the microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene according to claim 1, feature
Be: the base catalyst be use mass percentage for 20~30% methanol solution of sodium methylate or alcohol sodium alcohol solution.
4. the microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene according to claim 1, feature
Be: the feed flow rate of the raw material mixed solution and base catalyst is respectively 5.0~10.0ml/min and 2.0~5.0ml/
min。
5. the microchannel successive reaction synthesis side of ultraviolet light absorber octocrilene according to claim 1 or 2 or 3 or 4
Method, it is characterised in that: yield >=90% of the Octocrilene fine work, index of refraction (n20 D)=1.561~1.571, relative density
(D20 4)=1.045~1.055, content >=99.0%.
6. the microchannel successive reaction synthesis side of ultraviolet light absorber octocrilene according to claim 1 or 2 or 3 or 4
Method, it is characterised in that: the refining methd of the Octocrilene crude product are as follows: material is added in Octocrilene crude product obtained
The distilled water of quality 25%~60%, stratification, for water layer point to waste water treatment system, organic phase is washed to neutrality, then Xiang Youji
Anhydrous magnesium sulfate dry 2 hours that its quality 5%~10% is put into phase are filtered, organic to be added to air-distillation recycling in cucurbit
Organic solvent, organic solvent recycle after be evaporated under reduced pressure, under 0.1mmHg pressure collect 190~200 DEG C fraction to get
Light yellow clear viscous liquid Octocrilene product.
7. the microchannel successive reaction synthesis side of ultraviolet light absorber octocrilene according to claim 1 or 2 or 3 or 4
Method, it is characterised in that: delay reactor is also in series with after the micro passage reaction, the micro passage reaction is internal diameter 0.5
The stainless steel channel of~1.0mm, the stainless steel channel that delay reactor is 0.5~1.0mm of internal diameter；The micro passage reaction and
The total length of delay reactor is 50~60 meters, and the length ratio of micro passage reaction and delay reactor is 1:0.7~1.4.
8. the microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene according to claim 1 or 2 or 3,
It is characterized by comprising following step:
(1) the different monooctyl ester of benzophenone, cyanoacetic acid and organic solvent are taken for the ratio of 1:1.0~1.5:2.0~4.0 in mass ratio
Raw material mixed solution is made in mixing；
(2) by raw material mixed solution and alkali catalyst respectively with the flow velocity of 5.0~10.0ml/min and 2.0~5.0ml/min
Flow velocity cocurrent be fed into micro passage reaction, reaction temperature be 25~100 DEG C, pressure be 5.0~6.0MPa, the residence time
5~15min collects the reaction solution of reactor outflow to get Octocrilene crude product；
(3) distilled water of quality of material 25%~60% is added in Octocrilene crude product obtained, stratification, water layer point is extremely
Waste water treatment system, organic phase are washed to neutrality, then the anhydrous magnesium sulfate dry 2 of its quality 5%~10% is put into organic phase
Hour filtering, it is organic to be added to air-distillation recycling organic solvent in cucurbit, it is evaporated under reduced pressure after organic solvent recycling,
190~200 DEG C of fraction is collected under 0.1mmHg pressure to get light yellow clear viscous liquid Octocrilene fine work.
9. the microchannel successive reaction synthetic method of ultraviolet light absorber octocrilene according to claim 8, feature
It is: is also in series with delay reactor after the micro passage reaction, the micro passage reaction is 0.5~1.0mm's of internal diameter
Stainless steel channel, the stainless steel channel that delay reactor is 0.5~1.0mm of internal diameter；The micro passage reaction and delay reaction
The total length of device is 50~60 meters, and the length ratio of micro passage reaction and delay reactor is 1:0.7~1.4.
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| CN113896660A (en) * | 2021-11-30 | 2022-01-07 | 湖北师范大学 | Micro-channel continuous sulfonation synthesis method of ultraviolet absorbent BP-4 |
| CN115353462A (en) * | 2022-08-23 | 2022-11-18 | 上海朗亿功能材料有限公司 | Preparation method of cyanoalkenoic acid ester |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113896660A (en) * | 2021-11-30 | 2022-01-07 | 湖北师范大学 | Micro-channel continuous sulfonation synthesis method of ultraviolet absorbent BP-4 |
| CN115353462A (en) * | 2022-08-23 | 2022-11-18 | 上海朗亿功能材料有限公司 | Preparation method of cyanoalkenoic acid ester |
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