CN107935846A - A kind of apparatus and method of continuous production environment-friendlyplasticizer plasticizer - Google Patents
A kind of apparatus and method of continuous production environment-friendlyplasticizer plasticizer Download PDFInfo
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- CN107935846A CN107935846A CN201711070334.6A CN201711070334A CN107935846A CN 107935846 A CN107935846 A CN 107935846A CN 201711070334 A CN201711070334 A CN 201711070334A CN 107935846 A CN107935846 A CN 107935846A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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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
- B01J19/0046—Sequential or parallel reactions, e.g. for the synthesis of polypeptides or polynucleotides; Apparatus and devices for combinatorial chemistry or for making molecular arrays
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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
- B01J19/18—Stationary reactors having moving elements inside
- B01J19/1862—Stationary reactors having moving elements inside placed in series
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Abstract
A kind of apparatus and method of continuous production environment-friendlyplasticizer plasticizer, solid acid and liquid alcohol material are added in preheating dehydrating kettle, and stirring is warming up to anhydrous abjection, realize material preheating and dehydration；The dewatered reaction mass of above-mentioned preheating is transported in the multistage reaction kettle of the esterification of series connection by preheating dehydrating kettle by pump or high-order pressure difference, catalyst is added into chopped-off head reaction kettle of the esterification, stirring heating is reacted；With the continuous input of reaction mass, when reaction mass in reaction kettle of the esterification reaches kettle upper part discharge port, it is transported in next stage reaction kettle of the esterification that the reaction was continued, regulation and control material enters flow of the reaction kettle of the esterification in, and the thing liquid for reacting end is transported in dealcoholysis kettle and carries out continuous dealcoholation treatment.Apparatus of the present invention are rationally distributed, and process is simple, and production efficiency is high, stable, effectively improves the yield in the unit interval, realizes the serialization and large-scale production of environment-friendly plasticizer.
Description
Technical field
The invention belongs to environmentally-friendly plastic auxiliary agent preparing technical field, is plasticized more particularly to a kind of continuous production environment-friendly type
The method of agent.
Background technology
Cable is known as " blood vessel " and " nerve " of national economy.Electric wire manufacturing industry is maximum in national economy matches somebody with somebody
Cover one of industry, be the second largest industry that automobile industry is only second in machinery industry, electric wire product be widely used in the energy,
The industries such as traffic, communication, automobile and petrochemical industry, in recent years, China's wires and cables industry maintain very fast growth momentum, after
Continue and critical role is occupied in national economy.With the raising of home industry development degree, perfect, the urbanization of infrastructure
Horizontal raising, line cable industry will move to maturity and rapid development.
Environment-friendly plasticizer Di-2-ethylhexyl terephthalate (DOTP) is a kind of widely used, function admirable fine chemistry industry production
Product, it is mainly used in PVC plastic material products, is the main additive for producing CABLE MATERIALS.With the quick hair of cable industry
Exhibition, its demand will increasingly increase, and have extensive market prospects.
The main of industrialized production DOTP uses batch process at present, is primarily present following shortcoming：1) batch production takes
Longer, product quality fluctuation is big, less stable；2) technique falls behind, and labor intensity is big；3) batch esterification energy consumption, material consumption are high, product
Yield is low；4) small scale, can not accomplish scale production, and constrain the yield of plasticizer.Because reacting using the PTA largely recycled
Expect for raw material, the defects of particle diameter is uneven, causes solid-liquid esterification poor compatibility, and reaction time consumption is long.The present invention proposes a kind of
Process stabilizing, the high new method of economic benefits, realizes the serialization and large-scale production of environment-friendly plasticizer.
The content of the invention
The technical problem of solution：It is an object of the invention to provide a kind of continuous production environment-friendlyplasticizer plasticizer device and
Method.
Technical solution：A kind of method of continuous production environment-friendlyplasticizer plasticizer, comprises the following steps：(1) material preheating is de-
Water：By solid acid and liquid alcohol material example 1 in mass ratio:2.4-1:3.2 are added in preheating dehydrating kettle, stirring heating, in kettle
Temperature is more than 160 DEG C to anhydrous abjection, realizes material preheating and dehydration；(2) continuous esterification：By above-mentioned pre- heat dehydration
Reaction mass afterwards is transported in the multistage reaction kettle of the esterification of series connection by preheating dehydrating kettle by pump or high-order pressure difference, to chopped-off head ester
Change and catalyst is added in reaction kettle, the catalyst is butyl titanate, and additive amount is the 0.1wt.%- for reacting total material
0.5wt.%, stirring are warming up to 180-240 DEG C and are reacted；It is anti-in reaction kettle of the esterification with the continuous input of reaction mass
When answering the material to reach kettle upper part discharge port, it is transported to by pipeline nature overflow, or by pump in next stage reaction kettle of the esterification
The reaction was continued, controls 180-240 DEG C of reaction temperature in each series connection reaction kettle of the esterification, and regulation and control material enters reaction kettle of the esterification in
Flow so that in last reaction kettle of the esterification flow out thing liquid acid number be less than 0.50mgKOH/g, react end thing liquid convey
To carrying out continuous dealcoholation treatment in dealcoholysis kettle.
Solid acid starting material is p-phthalic acid in above-mentioned steps (1), PTA ponds are expected, PTA landings are expected or polyester fiber row
Reclaimed materials (being commonly called as PTA alkali solubles material) in industry in caustic reduction processing.
The quantity of the multistage reaction kettle of the esterification of series connection is at least two-stage in above-mentioned steps (2).
Esterification carries out in the multistage fluidized bed reactor of series connection in above-mentioned steps (2), the fluidized-bed reaction of series connection
The quantity of device is at least two-stage.
Catalyst butyl titanate additive amount is the 0.1wt.%-0.3wt.% for reacting total material in above-mentioned steps (2).
A kind of device of continuous production environment-friendlyplasticizer plasticizer, the device by pipeline be connected with turn preheating dehydrating kettle,
The multistage esterification device and dealcoholysis kettle of series connection；The preheating dehydrating kettle is equipped with condenser and waste water receiving tank；The series connection
Multistage esterification deinstall be made of the reaction kettle of the esterification of at least two-stage series connection or the fluidized-bed reactor of series connection, first order ester
Change reaction unit to be connected with catalyst storage tank by metering pump, last esterification device is connected by pipeline and dealcoholysis kettle
Connect.
The setting height(from bottom) of stages in above-mentioned multistage esterification device reduces successively, and reaction mass by overflowing naturally
Flow in adjacent next stage reaction kettle of the esterification.
The setting height(from bottom) of stages in above-mentioned multistage esterification device is identical, and reaction mass is transported to phase by pump
In adjacent next stage esterification device.
The kettle top of above-mentioned reaction kettle of the esterification at different levels is connected with condenser and alcohol-water separation device, the condensed isooctanol by
The alcohol-water separation device is flowed into corresponding reaction kettle of the esterification through pipeline.
The esterification devices at different levels of above-mentioned series connection access in a condenser and uniformly condense and exchange heat, and will be condensed
Isooctanol is transported in reaction kettle of the esterification at different levels.
Beneficial effect：The present invention provides a kind of device and method of continuous production environment-friendlyplasticizer plasticizer, and the present invention is anti-
Preceding solid-liquid reaction material should be preheated and be dehydrated pretreatment by dehydrating kettle, realize the overall uniform flow of material, show
Write and accelerate material transfer velocity and reaction speed.The present invention is passed through using the reaction kettle of the esterification or fluidized-bed reactor of series connection
The mode of natural overflow and pump conveying realizes reaction serialization, and apparatus of the present invention are rationally distributed, and process is simple, production efficiency
Height, it is stable, the yield in the unit interval is effectively improved, realizes the serialization and large-scale production of environment-friendly plasticizer.
Brief description of the drawings
Fig. 1 is the installation drawing of the continuous production environment-friendlyplasticizer plasticizer of currently preferred four reaction kettle of the esterification series connection.
Fig. 2 is the installation drawing of the continuous production environment-friendlyplasticizer plasticizer of currently preferred six reaction kettle of the esterification series connection.
In figure, 1：Preheating dehydrating kettle, 2：No.1 reaction kettle of the esterification, 3：Catalyst dosing pump, 4：No. two reaction kettle of the esterification, 5：
No. three reaction kettle of the esterification, 6：No. four reaction kettle of the esterification, 7：No. five reaction kettle of the esterification, 8：No. six reaction kettle of the esterification, 9：Dealcoholysis kettle.
Fig. 1 is the installation drawing of the continuous production environment-friendlyplasticizer plasticizer of currently preferred four reaction kettle of the esterification series connection,
As shown in Figure 1, the dewatered reaction mass of preheating is conveyed into the No.1 in esterification system by preheating dehydrating kettle by pump
In reaction kettle of the esterification, and four reaction kettle of the esterification setting height(from bottom)s reduce successively in the esterification system, and reaction mass passes through nature
Overflow manner is flowed into adjacent next reaction kettle of the esterification.
Fig. 2 is the installation drawing of the continuous production environment-friendlyplasticizer plasticizer of currently preferred six reaction kettle of the esterification series connection,
As shown in Fig. 2, the dewatered reaction mass of preheating is conveyed into esterification system by preheating dehydrating kettle by high potential difference
In No.1 reaction kettle of the esterification, and six reaction kettle of the esterification setting height(from bottom)s are identical in the esterification system, and reaction mass is pressed by pump
Certain flow is sent in adjacent next reaction kettle of the esterification.
Embodiment
The following examples are that the present invention is expanded on further, however, the present invention is not limited thereto.
Embodiment 1
It is 1 by mass ratio:2.8 PTA ponds material and 98% isooctanol are added in preheating dehydrating kettle, are opened machinery and are stirred
Mix and stir conduction oil to heat up, and keep temperature in the kettle under mechanical agitation to be not less than 160 DEG C, realize at material preheating and dehydration
Reason；The dewatered reaction mass of above-mentioned preheating is conveyed into esterification system by preheating dehydrating kettle by pumping (or high potential difference)
No.1 reaction kettle of the esterification in, open the catalyst dosing pump of kettle top, open mechanical agitation and heat up and reacted；With reaction
The continuous of material is passed through, when the reaction mass in No.1 reaction kettle of the esterification reaches kettle upper part discharge port, by pipeline nature overflow,
Or it is transported in No. two reaction kettle of the esterification by certain flow that the reaction was continued by pumping, as reaction carries out, similarly, No. two esterifications
When reaction mass in reaction kettle reaches kettle upper part discharge port, No. three esters are transported to by pipeline nature overflow, or by pump
The reaction was continued in change reaction kettle, as reaction carries out, and so on ..., reaction mass flows into last No. four reaction kettle of the esterification, controls
180-240 DEG C of reaction temperature in each series connection reaction kettle of the esterification is made, regulation and control material enters flow of the No.1 reaction kettle of the esterification in,
So that thing liquid acid number is less than 0.50mgKOH/g in last No. four reaction kettle of the esterification, the material for reacting end is transported to dealcoholysis kettle
It is interior to carry out continuous dealcoholation treatment.
Acid number changes with time in 1 No. four reaction kettle of the esterification of table
Embodiment 2
It is 1 by mass ratio:2.6 PTA landings material and 98% isooctanol are added in preheating dehydrating kettle, are opened machinery and are stirred
Mix and stir conduction oil to heat up, and keep temperature in the kettle under mechanical agitation to be not less than 160 DEG C, realize at material preheating and dehydration
Reason；The dewatered reaction mass of above-mentioned preheating is conveyed into esterification system by preheating dehydrating kettle by pumping (or high potential difference)
No.1 reaction kettle of the esterification in, open the catalyst dosing pump of kettle top, open mechanical agitation and heat up and reacted；With reaction
The continuous of material is passed through, when the reaction mass in No.1 reaction kettle of the esterification reaches kettle upper part discharge port, by pipeline nature overflow,
Or it is transported in No. two reaction kettle of the esterification by certain flow that the reaction was continued by pumping, as reaction carries out, similarly, No. two esterifications
When reaction mass in reaction kettle reaches kettle upper part discharge port, No. three esters are transported to by pipeline nature overflow, or by pump
The reaction was continued in change reaction kettle, as reaction carries out, and so on ..., reaction mass flows into last No. five reaction kettle of the esterification, controls
180-240 DEG C of reaction temperature in each series connection reaction kettle of the esterification is made, regulation and control material enters flow of the No.1 reaction kettle of the esterification in,
So that thing liquid acid number is less than 0.50mgKOH/g in last No. five reaction kettle of the esterification, the material for reacting end is transported to dealcoholysis kettle
It is interior to carry out continuous dealcoholation treatment.
Acid number changes with time in 2 No. five reaction kettle of the esterification of table
Embodiment 3
It is 1 by mass ratio:3.2 PTA alkali solubles material and 98% isooctanol are added in preheating dehydrating kettle, are opened machinery and are stirred
Mix and stir conduction oil to heat up, and keep temperature in the kettle under mechanical agitation to be not less than 160 DEG C, realize at material preheating and dehydration
Reason；The dewatered reaction mass of above-mentioned preheating is conveyed into esterification system by preheating dehydrating kettle by pumping (or high potential difference)
No.1 reaction kettle of the esterification in, open the catalyst dosing pump of kettle top, open mechanical agitation and heat up and reacted；With reaction
The continuous of material is passed through, when the reaction mass in No.1 reaction kettle of the esterification reaches kettle upper part discharge port, by pipeline nature overflow,
Or it is transported in No. two reaction kettle of the esterification by certain flow that the reaction was continued by pumping, as reaction carries out, similarly, No. two esterifications
When reaction mass in reaction kettle reaches kettle upper part discharge port, No. three esters are transported to by pipeline nature overflow, or by pump
The reaction was continued in change reaction kettle, as reaction carries out, and so on ..., reaction mass flows into last No. six reaction kettle of the esterification, controls
180-240 DEG C of reaction temperature in each series connection reaction kettle of the esterification is made, regulation and control material enters flow of the No.1 reaction kettle of the esterification in,
So that thing liquid acid number is less than 0.50mgKOH/g in last No. six reaction kettle of the esterification, the material for reacting end is transported to dealcoholysis kettle
It is interior to carry out continuous dealcoholation treatment.
Acid number changes with time in 3 No. six reaction kettle of the esterification of table
Embodiment 4
It is 1 by mass ratio:2.4 p-phthalic acid and 98% isooctanol are added in preheating dehydrating kettle, open machine
Tool stirs and conduction oil heats up, and keeps temperature in the kettle under mechanical agitation to be not less than 160 DEG C, realizes material preheating and dehydration
Processing；The dewatered reaction mass of above-mentioned preheating is conveyed into esterification system by preheating dehydrating kettle by pumping (or high potential difference)
In No.1 reaction kettle of the esterification in, open the catalyst dosing pump of kettle top, open mechanical agitation and heat up and reacted；With anti-
Answer the continuous of material to be passed through, when the reaction mass in No.1 reaction kettle of the esterification reaches kettle upper part discharge port, overflow naturally by pipeline
Stream, or it is transported in No. two reaction kettle of the esterification by certain flow that the reaction was continued by pumping, as reaction carries out, similarly, No. two
When reaction mass in reaction kettle of the esterification reaches kettle upper part discharge port, it is transported to most by pipeline nature overflow, or by pump
The reaction was continued in No. three reaction kettle of the esterification afterwards, controls 180-240 DEG C of reaction temperature in each series connection reaction kettle of the esterification, regulates and controls material
Into flow of the No.1 reaction kettle of the esterification in so that thing liquid acid number is less than 0.50mgKOH/g in last No. three reaction kettle of the esterification,
The material that reaction terminates, which is transported in dealcoholysis kettle, carries out continuous dealcoholation treatment.
Acid number changes with time in 4 No. three reaction kettle of the esterification of table
Claims (10)
- A kind of 1. method of continuous production environment-friendlyplasticizer plasticizer, it is characterised in that comprise the following steps：（1）Material preheating is de- Water：By solid acid and liquid alcohol material example 1 in mass ratio:2.4-1:3.2 are added in preheating dehydrating kettle, stirring heating, in kettle Temperature is more than 160 DEG C to anhydrous abjection, realizes material preheating and dehydration；（2）Continuous esterification：By above-mentioned pre- heat dehydration Reaction mass afterwards is transported in the multistage reaction kettle of the esterification of series connection by preheating dehydrating kettle by pump or high-order pressure difference, to chopped-off head ester Change and catalyst is added in reaction kettle, the catalyst is butyl titanate, and additive amount is the 0.1wt.%-0.5 for reacting total material Wt.%, stirring are warming up to 180-240 DEG C and are reacted；Continuous with reaction mass inputs, the reactant in reaction kettle of the esterification When material reaches kettle upper part discharge port, by pipeline nature overflow, or it is transported in next stage reaction kettle of the esterification and is continued by pump Reaction, controls 180-240 DEG C of reaction temperature in each series connection reaction kettle of the esterification, and regulation and control material enters stream of the reaction kettle of the esterification in Amount so that thing liquid acid number is flowed out in last reaction kettle of the esterification and is less than 0.50 mgKOH/g, the thing liquid for reacting end is transported to Continuous dealcoholation treatment is carried out in dealcoholysis kettle.
- A kind of 2. method of continuous production environment-friendlyplasticizer plasticizer according to claim 1, it is characterised in that：The step （1）Middle solid acid starting material is p-phthalic acid, PTA ponds material, PTA are landed in material or polyester fiber business in caustic reduction processing Reclaimed materials.
- A kind of 3. method of continuous production environment-friendlyplasticizer plasticizer according to claim 1, it is characterised in that：The step （2）The quantity of the multistage reaction kettle of the esterification of middle series connection is at least two-stage.
- A kind of 4. method of continuous production environment-friendlyplasticizer plasticizer according to claim 1, it is characterised in that：The step （2）Middle esterification carries out in the multistage fluidized bed reactor of series connection, and the quantity of the fluidized-bed reactor of series connection is at least two Level.
- A kind of 5. method of continuous production environment-friendlyplasticizer plasticizer according to claim 1, it is characterised in that：The step （2）Middle catalyst butyl titanate additive amount is the 0.1wt.%-0.3 wt.% for reacting total material.
- A kind of 6. device of continuous production environment-friendlyplasticizer plasticizer, it is characterised in that：The device is connected with turn pre- by pipeline Heat dehydration kettle, the multistage esterification device and dealcoholysis kettle of series connection；The preheating dehydrating kettle is equipped with condenser and waste water receiving tank； The multistage esterification deinstall of the series connection is made of the reaction kettle of the esterification of at least two-stage series connection or the fluidized-bed reactor of series connection, First order esterification device is connected by metering pump with catalyst storage tank, last esterification device is by pipeline with taking off Alcohol kettle connects.
- A kind of 7. device of continuous production environment-friendlyplasticizer plasticizer according to claim 6, it is characterised in that：The multistage The setting height(from bottom) of stages in esterification device reduces successively, and reaction mass by overflowing to adjacent next stage ester naturally Change in reaction kettle.
- A kind of 8. device of continuous production environment-friendlyplasticizer plasticizer according to claim 6, it is characterised in that：The multistage The setting height(from bottom) of stages in esterification device is identical, and reaction mass is transported to adjacent next stage esterification by pump In device.
- A kind of 9. device of continuous production environment-friendlyplasticizer plasticizer according to claim 6, it is characterised in that：It is described at different levels The kettle top of reaction kettle of the esterification is connected with condenser and alcohol-water separation device, and the condensed isooctanol is passed through by the alcohol-water separation device Pipeline is flowed into corresponding reaction kettle of the esterification.
- A kind of 10. device of continuous production environment-friendlyplasticizer plasticizer according to claim 6, it is characterised in that：The string The esterification devices at different levels of connection access in a condenser and uniformly condense and exchange heat, and condensed isooctanol is transported to respectively In level reaction kettle of the esterification.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711070334.6A CN107935846B (en) | 2017-11-03 | 2017-11-03 | Device and method for continuously producing environment-friendly plasticizer |
| NL2021197A NL2021197B1 (en) | 2017-11-03 | 2018-06-28 | A device and method for continuously producing environment-friendly plasticizer |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711070334.6A CN107935846B (en) | 2017-11-03 | 2017-11-03 | Device and method for continuously producing environment-friendly plasticizer |
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| Publication Number | Publication Date |
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| CN107935846A true CN107935846A (en) | 2018-04-20 |
| CN107935846B CN107935846B (en) | 2020-01-10 |
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| NL (1) | NL2021197B1 (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109107503A (en) * | 2018-09-19 | 2019-01-01 | 长园华盛(泰兴)锂电材料有限公司 | Tandem reaction equipment of vinylene carbonate and preparation method thereof |
| CN110302737A (en) * | 2019-07-29 | 2019-10-08 | 潍坊益华化工有限公司 | A kind of continuous esterification device and process |
| CN111732510A (en) * | 2020-07-03 | 2020-10-02 | 山东朗晖石油化学股份有限公司 | Continuous production equipment and process for DOTP plasticizer |
| CN111909037A (en) * | 2020-09-01 | 2020-11-10 | 潍坊弘润新材料有限公司 | Continuous production method of tetraisooctyl pyromellitate |
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| CN114933534A (en) * | 2022-04-28 | 2022-08-23 | 山东蓝帆化工有限公司 | Continuous esterification production process of diisooctyl terephthalate heterogeneous system |
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| CN109107503A (en) * | 2018-09-19 | 2019-01-01 | 长园华盛(泰兴)锂电材料有限公司 | Tandem reaction equipment of vinylene carbonate and preparation method thereof |
| CN110302737A (en) * | 2019-07-29 | 2019-10-08 | 潍坊益华化工有限公司 | A kind of continuous esterification device and process |
| CN113457571A (en) * | 2020-03-30 | 2021-10-01 | 中石油吉林化工工程有限公司 | Polymerization inhibitor mechanism for MMA (methyl methacrylate) production device and polymerization inhibitor adding method |
| CN111732510A (en) * | 2020-07-03 | 2020-10-02 | 山东朗晖石油化学股份有限公司 | Continuous production equipment and process for DOTP plasticizer |
| CN111909037A (en) * | 2020-09-01 | 2020-11-10 | 潍坊弘润新材料有限公司 | Continuous production method of tetraisooctyl pyromellitate |
| CN111909037B (en) * | 2020-09-01 | 2023-04-18 | 潍坊弘润新材料有限公司 | Continuous production method of tetraisooctyl pyromellitate |
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| EP4023628A4 (en) * | 2020-11-17 | 2023-09-20 | LG Chem, Ltd. | Method for preparing diester-based material |
| JP7354490B2 (en) | 2020-11-17 | 2023-10-03 | エルジー・ケム・リミテッド | Method for manufacturing diester compounds |
| CN112569621A (en) * | 2020-11-23 | 2021-03-30 | 湖北兴瑞硅材料有限公司 | Continuous dehydration device and dehydration process for dimethyl cyclosiloxane |
| CN112569621B (en) * | 2020-11-23 | 2021-12-03 | 湖北兴瑞硅材料有限公司 | Continuous dehydration device and dehydration process for dimethyl cyclosiloxane |
| CN112920094A (en) * | 2021-01-29 | 2021-06-08 | 江苏奥洁生物科技有限公司 | Method for adjusting production load and improving yield of N-methyl sodium taurate |
| CN114933534A (en) * | 2022-04-28 | 2022-08-23 | 山东蓝帆化工有限公司 | Continuous esterification production process of diisooctyl terephthalate heterogeneous system |
| CN115010633A (en) * | 2022-07-11 | 2022-09-06 | 宁夏汉润生物科技有限公司 | Synthetic method and device of ring closing object |
| CN115010633B (en) * | 2022-07-11 | 2024-04-12 | 宁夏汉润生物科技有限公司 | Synthesis method and device of ring-closing compound |
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| CN107935846B (en) | 2020-01-10 |
| NL2021197B1 (en) | 2019-01-15 |
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