CN108371932A - A kind of reaction system and method preparing small-molecular-weight polyphenylene oxide - Google Patents
A kind of reaction system and method preparing small-molecular-weight polyphenylene oxide Download PDFInfo
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- CN108371932A CN108371932A CN201711482181.6A CN201711482181A CN108371932A CN 108371932 A CN108371932 A CN 108371932A CN 201711482181 A CN201711482181 A CN 201711482181A CN 108371932 A CN108371932 A CN 108371932A
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- 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
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- 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
- B01J19/0006—Controlling or regulating processes
- B01J19/0013—Controlling the temperature of the process
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
- C08G65/44—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols by oxidation of phenols
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Abstract
This application discloses a kind of reaction systems preparing small-molecular-weight polyphenylene oxide, described device includes the first reactor and second reactor being connected with each other, the first discharge port in the first reactor is connect with the second charging aperture in the second reactor, the second discharge port in the second reactor is connect with the first charging aperture in the first reactor, the first reactor and the second reactor form circulating reaction system, the second discharge port in the second reactor is also connect with separator, and cooling device is equipped with outside the first reactor.Disclosed herein as well is a kind of method preparing small-molecular-weight polyphenylene oxide, the method is that the polyphenylene oxide of small-molecular-weight is prepared using the reaction system of the present invention for preparing small-molecular-weight polyphenylene oxide in raw material with 2,6 xylenols.
Description
Technical field
This application involves a kind of reaction systems and method preparing small-molecular-weight polyphenylene oxide, belong to chemical materials and prepare neck
Domain.
Background technology
Polyphenylene oxide (PPO or PPE), chemical name are poly- 2,6- dimethyl-Isosorbide-5-Nitrae-phenylate, are a kind of engineering plastics of high intensity
Material.Good insulation preformance can use in 120 degree of steam.There are electrical insulating property outstanding and a water resistance, preferable wearability and electrically
Can, good stability of the dimension.PPO and MPPO is mainly used for electronic apparatus, automobile, household electrical appliance, office equipment and industrial machinery
Etc., using MPPO heat resistances, impact resistance, dimensional stability, scratch resistance, chipping resistance, coating character and electric property, it is used for
Do fascia, radiator grid, loudspeaker grid, console, safety box, electrical relaybox, connector, wheel cover；Electronics electricity
Device is industrially widely used in manufacture connector, coil-winding axis, switch relay, tuner, electronic display, can be changed
The parts such as capacitor, accumulator accessory, microphone.For television set, video camera, video-tape, recorder, air-conditioning on household electrical appliance
The parts such as machine, warmer, electric cooker.
Industrialized production method has oxidizing process, polymerization and blending method to polyphenylene oxide.
Oxidizing process includes polymerizeing and post-processing two parts:Quantitative copper ammonia complexation catalysis is first added in polymerization reaction kettle
Bubble oxygen is passed through by agent, is then gradually adding 2,6- xylenols and ethanol solution, is carried out oxidative coupling polymerization and is gathered
Close object.Post-processing be polymer is centrifuged, wash with the ethanol of sulfur acid 30%, then impregnated, washed with dilute alkaline soln,
It is dry, be granulated granular resin to get polyphenylene oxide.
Polymerization uses 2,6-diphenylphenol for monomer, and the thermal stability of gained polyphenylene oxide is more preferable, has been used for manufacturing resistance to
High temperature film and insulated product.
Blending method is to improve moulding processability and reduce cost, can be changed with blend method polyphenylene ether
Property, Noryl is at low cost, the market price can and ABS resin competition, be widely used for bronze or brass is replaced to make all kinds of
Machine components and pipeline etc..
Invention content
According to the one side of the application, a kind of reaction system preparing small-molecular-weight polyphenylene oxide, described device are provided
First reactor including interconnection and second reactor, the first discharge port and described second in the first reactor are anti-
Answer the second charging aperture on device to connect, first in the second discharge port in the second reactor and the first reactor into
Material mouth connects, and the first reactor and the second reactor form circulating reaction system, and the in the second reactor
Two discharge ports are also connect with separator, and the outside of the first reactor is equipped with cooling device.
Preferably, circulating pump is equipped between the first reactor and second reactor, the circulating pump can drive instead
Mixture is answered to be recycled between first reactor and second reactor.
Preferably, the system also includes mixer, the mixer setting first charging aperture and the second discharge port it
Between.
Preferably, it is equipped with valve between second discharge port and the first charging aperture, the valve can will be by the
The material of two discharge ports discharge imports first reactor or separator.
According to the another aspect of the application, provide a kind of method preparing small-molecular-weight polyphenylene oxide, the method with 2,
6- xylenols are that raw material is prepared into using the reaction system for preparing small-molecular-weight polyphenylene oxide described in claims 1 or 22
To the polyphenylene oxide of small-molecular-weight, specifically, the described method comprises the following steps：
1) second reactor is added in 2,6- dimethyl benzenes phenol solution and catalyst solution, after reaching certain liquid level, established
Cycle between first reactor and second reactor；
2) it after stable circulation, is continuously passed through the gaseous mixture containing oxygen and generation oxidative coupling is anti-under the action of catalyst
It answers；The reaction mixture being discharged by first reactor continues to react into the second stage reactor, the purified place of reaction end gas
It is discharged after reason；
3) when oxygen no longer consumes, be considered as reaction and terminate, reaction mixture is sent into separator, the oil phase after separation into
Row separating-purifying, water phase recycle after being dehydrated.
Preferably, the catalyst solution is the aqueous solution of organic amine mantoquita complex compound；
Preferably, the mantoquita is cupric salt, it is highly preferred that the mantoquita in copper chloride and copper sulphate at least
It is a kind of；
Preferably, the organic amine is selected from least one of tetraethylethylenediamine, tetramethylethylenediamine.
Preferably, in the catalyst, the mass ratio of mantoquita and organic amine is 1：(5-20), in the catalyst solution,
The mass percentage concentration of organic amine mantoquita complex compound is 20-45%.
Preferably, the dosage of the catalyst meets, the mantoquita quality in the catalyst and 2, the 6- dimethyl benzenes
The mass ratio of phenol is 1：(20-100).
Preferably, in 2, the 6- dimethyl benzenes phenol solution, the mass percent of 2,6- xylenols is 5-30%, excellent
Select 10-25%, it is preferable that the solvent of 2, the 6- dimethyl benzenes phenol solution is selected from toluene, ethylbenzene, dimethylbenzene (o-, m-, to)
At least one.
Preferably, in the gaseous mixture containing oxygen, the content of oxygen is 5-95%, preferably 10-90%, it is preferable that
The gaseous mixture is to enter reaction system by mixer.
Preferably, the reaction temperature of the reaction is 5-100 DEG C, reaction pressure 0.1-10MPa, it is preferable that described anti-
The reaction temperature answered is 20-60 DEG C, reaction pressure 0.2-0.8MPa.
The advantageous effect that the application can generate includes：
1) reaction system for preparing small-molecular-weight polyphenylene oxide provided herein, can realize semi-successive cultivation small molecule
Polyphenylene oxide is measured, and material can be quickly moved out reaction heat, is conducive to the progress of oxidative coupling reaction；
2) method for preparing small-molecular-weight polyphenylene oxide provided herein has feed stock conversion high, and target product is received
Rate is high, the selectively good advantage of small-molecular-weight polyphenylene oxide；
3) in the method for preparing small-molecular-weight polyphenylene oxide provided herein, catalyst can be sharp by recycling repeatedly
With.
Description of the drawings
Fig. 1 be the application a preferred embodiment in prepare the reaction system schematic diagram of small-molecular-weight polyphenylene oxide.
Component and reference numerals list：
1- first reactor 2- second reactor 3- separators
4- circulating pump 5- mixer 6- valves
11- first charging apertures 12- the first discharge port 21- second charging apertures
The second discharge ports of 22-
Specific implementation mode
The reaction system of the application is described in detail below in conjunction with attached drawing, it is noted that attached drawing and illustrate to anticipate
More clearly visible the reaction system of the present invention is being illustrated, is being not intended to limit the present invention.
The present invention provides a kind of reaction system preparing small-molecular-weight polyphenylene oxide, described device includes the be connected with each other
One reactor 1 and second reactor 2, the first discharge port 12 in the first reactor 1 and the in the second reactor
Two feed inlets 21 connect, the second discharge port 22 in the second reactor and the first charging aperture 11 in the first reactor
It connects, the first reactor 1 and the formation circulating reaction system of the second reactor 2, second in the second reactor 2
Discharge port 22 is also connect with separator 3, and the outside of the first reactor is equipped with cooling device.
In the present invention, cycle is formed between first reactor and second reactor, in application, can be thrown into second reactor
Enter liquid phase feed and catalyst, and raw material and catalyst is driven to flow formation cycle in systems, recognizes after reaction reaches stable state
Fixed reaction terminates, and the reaction mixture in whole system is expelled to separator at this time.
In a preferred embodiment of the present invention, the first reactor is solution-air-liquid phase reactor, including
Cylinder；There is solution-air-liquid dispersion inner member in cylinder；Suitable for 5~100 DEG C of temperature, the life under the conditions of 0.1~10.0MPa of pressure
Produce the polymerisation of polyphenylene oxide；
In a preferred embodiment of the present invention, the second reactor is solution-air-liquid phase reactor, reaction
Device includes cylinder；Device (connected and formed with branch pipe and distribution cap by distribution supervisor) is distributed in cylinder；Suitable for temperature 5~100
DEG C, the polymerisation of the production polyphenylene oxide under the conditions of 0.1~10.0MPa of pressure.
In a preferred embodiment of the present invention, the first reactor includes shell side and tube side, wherein the shell
The operation medium of journey is coolant liquid, and coolant liquid can be one of water, brine or glycol water, the behaviour of the tube side
Include material solution, aqueous catalyst solution, nitrogen oxygen atmosphere and reaction product polyphenylene oxide as medium.
Shell side is used for the cooling of first reactor, is quickly reduced phlegm and internal heat by the realization of shell side coolant liquid, and then improve small-molecular-weight
The selectivity of polyphenylene oxide
In a preferred embodiment of the present invention, the shell side is equipped with cooling liquid inlet, cooling liquid outlet and 2-50
Block baffle plate 20, for example, 2 pieces, 5 pieces, 10 pieces, 20 pieces, 25 pieces, 30 pieces, 35 pieces, 40 pieces, 45 pieces, 50 pieces and more than each point value
Arbitrary point value in the range of middle any two composition.
The effect of baffle plate is to increase cooling liquid speed, strengthens and move the thermal efficiency.
In a preferred embodiment of the present invention, the cooling liquid inlet and cooling liquid outlet setting are in the first reaction
On the outer wall of device cylinder；The import of coolant liquid is arranged in the lower part of cylinder, and coolant liquid enters shell side by import, and is flowed in shell side
It is dynamic, have the function that cooling reaction system, finally from outflow is arranged at the cooling liquid outlet on cylinder top.
In a preferred embodiment of the present invention, the baffle plate is horizontally disposed at the first reactor cylinder
Inner wall on, be arranged in parallel between each baffle plate, the spacing of each baffle plate is 10-1000mm, such as 10mm, 100mm, 200mm,
Arbitrary point value in the range that any two forms in 500mm, 1000mm, and the above point value.Spacing between each baffle plate
It equal can not also wait, under preferable case, the spacing between each baffle plate is equal.
In a preferred embodiment of the present invention, the baffle plate is equipped with aperture, and the aperture of the aperture is 1-
100mm, such as 1mm, 10mm, 20mm, 50mm, 100mm and more than any two composition in each point value range in its
His point value, arrangement mode are that equilateral triangle, square or the two arbitrarily combine, percent opening 0.1%-20%.
In a preferred embodiment of the present invention, in the tube side, tube side feed inlet and the first charging aperture phase
Even, material is introduced tube side feed inlet by the first charging aperture；
Tube side discharge port is connected with first discharge port, and material is led to the first discharge port by the tube side discharge port.
In a preferred embodiment of the present invention, the tube side includes tube bank, and the tube bank includes that 1-1000 roots are anti-
In the range of any two composition in Ying Guan, such as 1,10,100,500,1000, and above each point value
Other point values, a diameter of 5-500mm of the tube bank, length 500-10000mm, the arrangement side of each reaction tube in the tube bank
Formula is selected from equilateral triangle, square and at least one of single-row.
In a preferred embodiment of the present invention, it is equipped with dispersed components thereof in the reaction tube, divides in every retort
The quantity for dissipating component is arbitrary in 1-1000, such as 1,10,100,500,1000, and above each point value
Other point values in the range of two compositions,；The specific surface area of the dispersed components thereof is 100-1000m2/m3, voidage exists
0.01-0.1；Length is in 10-1000mm.
The connected applications of tube bank and dispersed components thereof can farthest realize the evenly dispersed of reactant, and it is anti-to improve tradition
It answers the defect of kettle and the selectivity of process efficiency and product molecular weight polymers can be improved.
In a preferred embodiment of the present invention, the second reactor includes second reactor cylinder, end socket, liquid
Body material feed inlet and distributor；
The second reactor cylinder is cylinder, and the end socket is ellipsoid or spherical shell cover, end socket closing described the
The upper and lower opening of two reactor shells；
The distributor setting is connected in the second reactor cylinder, and with the second charging aperture；
The liquid material feed inlet is arranged on the outer wall of the cylinder, and can guide liquid material to described point
Cloth device.
In a preferred embodiment of the present invention, the distributor includes distributor supervisor, distributor branch pipes and divides
With cap.
In a preferred embodiment of the present invention, a diameter of 20-300mm, length 50- of the distributor supervisor
5000mm。
In a preferred embodiment of the present invention, the quantity of the distributor branch pipes is 2-200, a diameter of 5-
100mm, length 50-2500mm, each distributor branch pipes are connected with distributor supervisor.
In a preferred embodiment of the present invention, distribution cap setting the distributor branch pipes and far from its with
The distributor is responsible for connection.
The working mechanism of distributor is to realize that solution-air-liquid efficiently passes using the high-ratio surface microvia interface effect of distribution cap
Matter.
In a preferred embodiment of the present invention, the distribution cap be by sintered metal wire-mesh, sintered metal powder,
At least one hollow cylinder being process or cone of welding metal silk screen, distribute the average pore size on cap 0.01~
Between 1.0mm, percent opening is between 0.01%~2.0%；The quantity of the distribution cap is 10-1000.
In a preferred embodiment of the present invention, the operation medium of the second reactor includes material solution, catalysis
Agent aqueous solution, nitrogen oxygen atmosphere and reaction product polyphenylene oxide.
In a preferred embodiment of the present invention, bottom of the bottom of the second reactor than the first reactor
The high 0-50% in portion.
In terms of the bottom of reactor shell, second reactor 2 can be reacted with 1 sustained height of first reactor or than first
1 higher of device.Reason oxygen in therebetween connecting pipeline avoids gas phase gathers, and concentration increases and causes danger.
In a preferred embodiment of the present invention, cycle is equipped between the first reactor 1 and second reactor 2
Pump 4, the circulating pump 4 can drive response mixture recycled between first reactor and second reactor.
In a preferred embodiment of the present invention, the circulating pump is selected from centrifugal pump, plunger pump, screw pump and diaphragm
Any one in pump.
Circulating pump is recycled for drive response material in first reactor 1 and second reactor 2.
In a preferred embodiment of the present invention, the system also includes mixer 5, the setting of the mixer 5 exists
Between first charging aperture 11 and the second discharge port 22, out of phase reaction raw materials are fully pre-mixed by the mixer.
In a preferred embodiment of the present invention, it is set between second discharge port 22 and the first charging aperture 11
There are valve 6, the valve 6 that can the material that be discharged by the second discharge port be imported first reactor or separator.In, when
When detecting that oxygen no longer consumes, valve will organize channel of the second reactor to first reactor, open second reactor to
The channel of separator, reaction mixture is introduced into separator.
The preparation method of the present invention is described in detail with reference to embodiment, but the invention is not limited in these embodiments.
Embodiment 1
Using reaction system provided by the invention, with different material concentration and catalyst proportion in different reaction conditions
Polyphenylene oxide is prepared, the composition and dosage of raw material and catalyst are as shown in table 1, and reaction condition is as shown in table 2.
The composition and proportioning of 1 raw material of table and catalyst
2 reaction condition of table
| Experiment numbers | Temperature (DEG C) | Pressure (MPa) |
| 1 | 40 | 0.5 |
| 2 | 40 | 0.5 |
| 3 | 20 | 0.8 |
| 4 | 60 | 0.2 |
| 5 | 15 | 10 |
| 6 | 100 | 0.1 |
Reaction result is as shown in table 3：
3 reaction result of table
Can be seen that method using the present invention from the above reaction result can be to obtain small molecule with selectivity in high yield
The polyphenylene oxide of amount.
The above is only several embodiments of the application, not does any type of limitation to the application, although this Shen
Please disclosed as above with preferred embodiment, however not to limit the application, any person skilled in the art is not taking off
In the range of technical scheme, makes a little variation using the technology contents of the disclosure above or modification is equal to
Case study on implementation is imitated, is belonged in technical proposal scope.
Claims (10)
1. a kind of reaction system preparing small-molecular-weight polyphenylene oxide, which is characterized in that described device includes first be connected with each other
Reactor and second reactor, the first discharge port in the first reactor and the second charging aperture in the second reactor
It connecting, the second discharge port in the second reactor is connect with the first charging aperture in the first reactor, and described first
Reactor and the second reactor form circulating reaction system, the second discharge port in the second reactor also with separator
Connection, the first reactor outside are equipped with cooling device.
2. the reaction system according to claim 1 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that first reaction
Be equipped with circulating pump between device and second reactor, the circulating pump can drive response mixture it is anti-in first reactor and second
It answers and recycles between device.
3. the reaction system according to claim 1 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that the system is also wrapped
Mixer is included, the mixer is arranged between first charging aperture and the second discharge port.
4. the reaction system according to claim 1 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that second discharging
Valve is equipped between mouth and the first charging aperture, it is anti-that the material being discharged by the second discharge port can be imported first by the valve
Answer device or separator.
5. a kind of method preparing small-molecular-weight polyphenylene oxide, which is characterized in that the method with 2,6- xylenols be raw material,
Using the reaction system for preparing small-molecular-weight polyphenylene oxide described in any one of Claims 1-4 4, small-molecular-weight is prepared
Polyphenylene oxide specifically the described method comprises the following steps：
1) second reactor is added in 2,6- dimethyl benzenes phenol solution and catalyst solution and establishes first after reaching certain liquid level
Cycle between reactor and second reactor；
2) it after stable circulation, is continuously passed through the gaseous mixture containing oxygen and oxidative coupling reaction occurs under the action of catalyst；By
The reaction mixture of first reactor discharge continues to react into the second stage reactor, the purified processing heel row of reaction end gas
It puts；
3) when oxygen no longer consumes, it is considered as reaction and terminates, reaction mixture is sent into separator, the oil phase after separation is divided
From purification, water phase recycles after being dehydrated.
6. the method according to claim 5 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that the catalyst solution is
The aqueous solution of organic amine mantoquita complex compound；
Preferably, the mantoquita is cupric salt, it is highly preferred that the mantoquita in copper chloride and copper sulphate at least one
Kind；
Preferably, the organic amine is selected from least one of tetraethylethylenediamine, tetramethylethylenediamine, tetrapropyl ethylenediamine.
7. the method according to claim 6 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that in the catalyst, copper
The mass ratio of salt and organic amine is 1：(5-20), in the catalyst solution, the mass percentage concentration of organic amine mantoquita complex compound
For 20-45%；
Preferably, the dosage of the catalyst meets, the mantoquita quality in the catalyst and 2, the 6- xylenols
Mass ratio is 1：(20-100).
8. the method according to claim 5 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that 2, the 6- dimethyl benzenes
In phenol solution, the mass percent of 2,6- xylenols is 5-30%, it is therefore preferable to 10-25%, it is preferable that 2, the 6- bis-
The solvent of methylphenol solution is selected from least one of toluene, ethylbenzene, dimethylbenzene, diethylbenzene.
9. the method according to claim 5 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that described mixed containing oxygen
It closes in gas, non-oxidising gas is nitrogen, it is preferable that the content of oxygen is 5-95%, preferably 10-90%, it is preferable that the gaseous mixture
It is that reaction system is entered by mixer.
10. the method according to claim 5 for preparing small-molecular-weight polyphenylene oxide, which is characterized in that the reaction of the reaction
Temperature is 5-100 DEG C, reaction pressure 0.1-10MPa；
Preferably, the reaction temperature of the reaction is 20-60 DEG C, reaction pressure 0.2-0.8MPa.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711482181.6A CN108371932B (en) | 2017-12-29 | 2017-12-29 | Reaction system and method for preparing small molecular weight polyphenylene ether |
| PCT/CN2018/071836 WO2019127645A1 (en) | 2017-12-29 | 2018-01-09 | Reaction system and method for preparing polyphenyl ether having small molecular weight |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711482181.6A CN108371932B (en) | 2017-12-29 | 2017-12-29 | Reaction system and method for preparing small molecular weight polyphenylene ether |
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| CN108371932B CN108371932B (en) | 2020-07-03 |
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| CN113493565A (en) * | 2020-04-02 | 2021-10-12 | 上海孛柯博科技有限公司 | Polyphenyl ether, preparation method thereof and device for producing polyphenyl ether |
| CN115228406A (en) * | 2022-08-03 | 2022-10-25 | 山东亿科化学有限责任公司 | Be applied to down shell and tube circulation type reation kettle among polyphenyl ether polymerization technology |
| CN116199875A (en) * | 2023-01-19 | 2023-06-02 | 北京中油创宇科技有限公司 | Method for preparing small-molecular-weight double-end hydroxyl polyphenyl ether by using micro-channel reactor |
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| CN113493565A (en) * | 2020-04-02 | 2021-10-12 | 上海孛柯博科技有限公司 | Polyphenyl ether, preparation method thereof and device for producing polyphenyl ether |
| CN113493565B (en) * | 2020-04-02 | 2024-01-26 | 上海孛柯博科技有限公司 | Polyphenylene oxide, preparation method thereof and device for producing polyphenylene oxide |
| CN115228406A (en) * | 2022-08-03 | 2022-10-25 | 山东亿科化学有限责任公司 | Be applied to down shell and tube circulation type reation kettle among polyphenyl ether polymerization technology |
| CN116199875A (en) * | 2023-01-19 | 2023-06-02 | 北京中油创宇科技有限公司 | Method for preparing small-molecular-weight double-end hydroxyl polyphenyl ether by using micro-channel reactor |
| CN116199875B (en) * | 2023-01-19 | 2023-11-17 | 北京中油创宇科技有限公司 | Method for preparing small-molecular-weight double-end hydroxyl polyphenyl ether by using micro-channel reactor |
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| WO2019127645A1 (en) | 2019-07-04 |
| CN108371932B (en) | 2020-07-03 |
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