CN115677646A - Method for co-producing bio-based plasticizer by using chloroethylene carbonate - Google Patents
Method for co-producing bio-based plasticizer by using chloroethylene carbonate Download PDFInfo
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- CN115677646A CN115677646A CN202211423495.XA CN202211423495A CN115677646A CN 115677646 A CN115677646 A CN 115677646A CN 202211423495 A CN202211423495 A CN 202211423495A CN 115677646 A CN115677646 A CN 115677646A
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- OYOKPDLAMOMTEE-UHFFFAOYSA-N 4-chloro-1,3-dioxolan-2-one Chemical compound ClC1COC(=O)O1 OYOKPDLAMOMTEE-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 239000008035 bio-based plasticizer Substances 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 85
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical class O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000000460 chlorine Substances 0.000 claims abstract description 30
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 29
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 28
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 28
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims abstract description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 claims abstract description 16
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 11
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 8
- 238000005660 chlorination reaction Methods 0.000 claims abstract description 8
- 239000006227 byproduct Substances 0.000 claims abstract description 6
- 239000007789 gas Substances 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000007664 blowing Methods 0.000 claims abstract description 4
- 210000003298 dental enamel Anatomy 0.000 claims description 48
- 239000000047 product Substances 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 5
- 238000005086 pumping Methods 0.000 claims description 4
- 238000003860 storage Methods 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 238000003912 environmental pollution Methods 0.000 abstract description 3
- 239000004014 plasticizer Substances 0.000 description 15
- 238000006467 substitution reaction Methods 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 5
- SBLRHMKNNHXPHG-UHFFFAOYSA-N 4-fluoro-1,3-dioxolan-2-one Chemical compound FC1COC(=O)O1 SBLRHMKNNHXPHG-UHFFFAOYSA-N 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 238000001308 synthesis method Methods 0.000 description 3
- 239000002000 Electrolyte additive Substances 0.000 description 2
- CLBRCZAHAHECKY-UHFFFAOYSA-N [Co].[Pt] Chemical compound [Co].[Pt] CLBRCZAHAHECKY-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- -1 chlorine free radical Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000008031 plastic plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
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Abstract
The invention discloses a method for co-producing a bio-based plasticizer by chlorinated ethylene carbonate, which comprises the following steps: (1) feeding: the ethylene carbonate is pumped into a front reaction kettle, the fatty acid methyl ester is respectively pumped into a middle reaction kettle and a rear reaction kettle, and the upper pipelines of the adjacent reaction kettles are communicated; (2) heating: heating the steam of the front, middle and rear reaction kettles to 55-60 ℃; (3) chlorination reaction: introducing dry chlorine gas into the front reaction kettle under the catalysis of ultraviolet light, wherein the chlorine gas flows from the front reaction kettle to the middle reaction kettle and the rear reaction kettle through a communication pipeline to carry out co-production chlorination reaction, and the chlorinated ethylene carbonate and chlorinated fatty acid methyl ester are generated through rapid reaction; (4) deacidifying: blowing nitrogen to the three reaction kettles and removing HCl under negative pressure to prepare chloroethylene carbonate with the CLEC content of 81-87 percent and a bio-based plasticizer with the available chlorine of 26-30 percent; the tail gas with HCl as main component and pure water are synthesized into refined hydrochloric acid. The method has the advantages of high utilization rate of chlorine, convenient operation, high production efficiency, less by-products and less environmental pollution.
Description
Technical Field
The invention relates to the technical field of preparation methods of organic chemical product plastic plasticizers, in particular to the technical field of manufacturing chloroethylene carbonate and bio-ester plasticizers, and particularly relates to a method for co-producing bio-based plasticizers by chloroethylene carbonate.
Technical Field
In recent years, the lithium battery technology is developed rapidly, and chloroethylene carbonate (CEC) is used as a main raw material for producing lithium battery electrolyte additives, namely Vinylene Carbonate (VC) and fluoroethylene carbonate (FEC).
The preparation of the chlorinated ethylene carbonate is carried out by reacting chlorine with Ethylene Carbonate (EC) under the catalysis of ultraviolet lamp light (UV), wherein the reaction equation is as follows:
the production of chlorinated ethylene carbonate takes ethylene carbonate as raw material, dry chlorine is introduced into an enamel reaction kettle under the catalysis of ultraviolet light to react with ethylene carbonate to generate chlorinated ethylene carbonate, and when the reaction is carried out until the content of the CLEC of the chlorinated ethylene carbonate reaches more than 80 percent, the introduction of chlorine is stopped, and the reaction is stopped.
At present, chlorine is directly introduced to produce a synthesis reaction under the catalysis of an ultraviolet lamp device, the chlorine is catalyzed by light, a covalent bond is cracked to form a chlorine free radical, the chlorine and ethylene carbonate are subjected to substitution reaction, the whole reaction time is controlled to be finished within 25 hours, too long reaction time can cause a plurality of polymerization side reactions, so that impurities are more, the CLEC content of a product is reduced, and the product is unqualified; therefore, a large amount of chlorine gas needs to be introduced for substitution synthesis reaction in the later synthesis stage, the substitution efficiency of the chlorine gas is low in the synthesis process, and a large amount of chlorine gas tail gas not only causes the generation of hydrochloric acid and sodium hypochlorite which are byproducts, but also causes the waste of a large amount of chlorine gas and greatly increases the environmental protection cost.
At present, according to the specification of chemical industry standard HGT002-2019, the chlorinated ethylene carbonate product with the content of monochlorethylene carbonate CLEC of more than 80 percent is a qualified product. As a main raw material for producing Vinylene Carbonate (VC) and fluoroethylene carbonate (FEC) serving as lithium battery electrolyte additives, the higher the CLEC content of monochloroethylene carbonate, the less waste materials are generated in the VC and FEC production processes, and the higher the CLEC content of monochloroethylene carbonate in chloroethylene carbonate in the current market, the higher the selling price is.
In the production of the biological ester plasticizer, fatty acid methyl ester is used as a raw material, and dry chlorine gas and the fatty acid methyl ester are introduced into an enamel reaction kettle to react under the catalysis of ultraviolet light to generate chlorinated fatty acid methyl ester; stopping introducing chlorine when the reaction is carried out until the available chlorine of the biological ester plasticizer reaches 26-30%, terminating the reaction, and deacidifying to obtain the biological ester plasticizer.
The reaction equation for synthesizing the chlorinated fatty acid methyl ester is as follows:
a. addition reaction:
CH 3 (CH 2 ) n CH＝CHCOOCH 3 +Cl 2 →CH 3 (CH 2 ) n CHClCHClCOOCH 3
b. substitution reaction
In the prior art, the prepared bio-based plasticizer generally takes animal and plant fatty acid methyl ester as a raw material, is prepared by adopting a chlorine synthesis method, has the characteristics of reproducibility, simple preparation method and higher product stability, and is harmless to human health and ecological environment.
The effective chlorine is the chlorine amount with equivalent oxidation capacity in the chlorine compound, and the effective chlorine of the bio-ester plasticizer can increase the fat solubility of the plasticizer, achieve the plasticizing effect and effectively reduce the migration of the plasticizer. The plasticizer has the best performance when the effective chlorine content is 26-30%, and can completely replace the main plasticizer DOP; when the available chlorine is less than 26%, the substitution amount is reduced, and when the efficiency is more than 30%, the flexibility of the plastic product is reduced, and the surface hardness and the elongation at break are increased.
Disclosure of Invention
The invention aims to provide a method for co-producing a bio-based plasticizer by chlorinated ethylene carbonate, which has the advantages of high chlorine utilization rate, convenient operation, high production efficiency, less by-products and less environmental pollution.
In order to realize the purpose, the method for co-producing the bio-based plasticizer by the chloroethylene carbonate comprises the following operation steps:
(1) Feeding: accurately metering ethylene carbonate in a storage tank, and pumping the ethylene carbonate into a front enamel reaction kettle, and accurately metering fatty acid methyl ester in the storage tank, and pumping the fatty acid methyl ester into a middle enamel reaction kettle and a rear enamel reaction kettle respectively; a glass-lined disc heat exchanger is arranged in each enamel reaction kettle, and the upper parts of two adjacent enamel reaction kettles are communicated through a communicating pipeline;
(2) Heating: circularly heating the materials in the front, middle and rear enamel reaction kettles to 55-60 ℃ by using steam;
(3) Chlorination reaction: introducing dry chlorine gas into the front enamel reaction kettle under the catalysis of ultraviolet light, wherein the chlorine gas flows from the front enamel reaction kettle to the middle enamel reaction kettle and the rear enamel reaction kettle through communicating pipelines in sequence, so as to carry out co-production and generate chlorination reaction, and the chlorinated ethylene carbonate and chlorinated fatty acid methyl ester are generated through rapid reaction;
(4) Deacidifying: blowing nitrogen into the three enamel reaction kettles and removing HCl under negative pressure to prepare chloroethylene carbonate with the CLEC content of 81-87 percent and a bio-based plasticizer with the available chlorine of 26-30 percent, thereby simultaneously obtaining two qualified products; the tail gas with HCl as main component and pure water are synthesized into refined hydrochloric acid as by-product to be collected.
In the step (1), the thickness of the mixture is 3 to 4m 3 Ethylene carbonate is placed at 5m 3 In the front enamel reaction kettle, 5m 3 Middle enamel reaction kettle and 5m 3 The post enamel reaction kettle is also filled with 3 to 4m 3 Fatty acid methyl ester, and simultaneously introducing 0.2-0.25 MPa of steam into the glass-lined disc heat exchangers of the enamel reaction kettles for cyclic heating.
In the step (3), the wavelength of the ultraviolet lamp is 310-420 nm, the flow rate of chlorine gas is 150-200 mL/min, the reaction temperature is 65-70 ℃, and the reaction time is 18-23 h.
In the step (4), the purity of the nitrogen is 99.999 percent, the pressure of the nitrogen is 0.22 to 0.30MPa, the range of the negative pressure is 0.2kPa to 0.4kPa, and the temperature of the acid-making pure water is 35 ℃.
The chlorination substitution reaction is an exothermic reaction, and the reaction temperature range is controlled by cooling through a glass lining disc heat exchanger in the reaction process so as to keep the reaction temperature at 65-70 ℃.
The method for co-producing the bio-based plasticizer by using the chloroethylene carbonate takes the chloroethylene carbonate and the fatty acid methyl ester as initial raw materials, the ethylene carbonate and the fatty acid methyl ester are respectively put into an enamel reaction kettle to be circularly heated to 55-60 ℃, dry chlorine gas, the chloroethylene carbonate and the fatty acid methyl ester are introduced into the enamel reaction kettle under the catalysis of ultraviolet light for co-production to generate chlorination reaction, the chloroethylene carbonate and the chlorinated bio-ester plasticizer can be quickly generated by reaction, and the method has the following technical characteristics and beneficial effects:
1. the method realizes the co-production of the chlorinated ethylene carbonate and the bio-based plasticizer, can fully improve the utilization rate of chlorine, has simple operation and easy control of the preparation and synthesis method, and greatly reduces the reaction time.
2. Blowing gas by using nitrogen, deacidifying under negative pressure, and synthesizing refined hydrochloric acid by using tail gas mainly containing HCl and pure water to obtain qualified chlorinated ethylene carbonate and bio-based plasticizer.
3. Can simultaneously and rapidly prepare two qualified products, namely chlorinated ethylene carbonate with 81-87 percent of chlorinated ethylene carbonate CLEC content and biological ester plasticizer with 26-30 percent of available chlorine.
4. Little environmental pollution and few byproducts.
Drawings
FIG. 1 is a process flow diagram of the method for co-producing bio-based plasticizer by using chlorinated ethylene carbonate.
Detailed Description
The method for co-producing bio-based plasticizer with chlorinated ethylene carbonate according to the present invention is further described in detail with reference to the following embodiments.
The materials of the present invention are commercially available or synthesized from commercially available starting materials, unless otherwise specified.
Example 1
As shown in figure 1, the method for co-producing the bio-based plasticizer by the chlorinated ethylene carbonate comprises the following steps:
(1) Will be 3m 3 The ethylene carbonate is placed in a 5m 3 In the enamel reaction kettle, the other two are 5m 3 EnamelThe reaction kettles are respectively filled with 3m 3 Fatty acid methyl esters; a glass-lined disc heat exchanger is arranged in each enamel reaction kettle, and the upper parts of two adjacent enamel reaction kettles are communicated through a communicating pipeline;
(2) Simultaneously, introducing 0.25MPa steam into a glass-lined disc heat exchanger of each enamel reaction kettle for circularly heating to 55 ℃;
(3) When the temperature of the materials in the step (1) reaches 55 ℃, an ultraviolet lamp with the wavelength of 365nm is used for catalyzing a reaction device, chlorine is introduced at the flow rate of 165mL/min, the temperature of each reaction kettle is controlled at 65 ℃, and the continuous reaction is carried out for 23 hours;
(4) And at the end of the reaction, deacidifying by using nitrogen with the purity of 99.999 percent, the nitrogen pressure of 0.22MPa and the negative pressure of 0.26kPa, wherein the CLEC content of the monochloroacetic ethylene carbonate in the final product of the monochloroacetic ethylene carbonate reaches 81 percent, and the effective chlorine of the biological ester plasticizer reaches 26 percent.
Example 2
The method for co-producing the bio-based plasticizer by the chloroethylene carbonate comprises the following steps:
(1) 3.5m 3 The ethylene carbonate is placed in a 5m 3 In the enamel reaction kettle, the other two are 5m 3 Respectively filling enamel reaction kettles with the diameters of 3.5m 3 Fatty acid methyl ester; a glass-lined disc heat exchanger is arranged in each enamel reaction kettle, and the upper parts of two adjacent enamel reaction kettles are communicated through a communicating pipeline;
(2) And simultaneously introducing 0.23MPa steam into a glass-lined disc heat exchanger of each enamel reaction kettle for circularly heating to 58 ℃.
(3) And (3) catalyzing the reaction device by using an ultraviolet lamp with the wavelength of 365nm when the temperature of the materials in the step (2) reaches 58 ℃, introducing chlorine at the flow rate of 175mL/min, controlling the temperature of each reaction kettle at 68 ℃, and continuously reacting for 21 hours.
(4) And at the end of the reaction, deacidifying by using nitrogen with the purity of 99.999 percent, the nitrogen pressure of 0.25MPa and the negative pressure of 0.28kPa, wherein the CLEC content of the monochloroethylene carbonate in the final product of the monochloroethylene carbonate reaches 82.5 percent and the available chlorine of the bio-ester plasticizer reaches 27.8 percent.
Example 3
A preparation and synthesis method of chloroethylene carbonate coproduced with bio-based plasticizer comprises the following steps:
(1) Will be 4m 3 The ethylene carbonate is placed in a 5m 3 In the enamel reaction kettle, the other two are 5m 3 Respectively filling enamel reaction kettles with the depth of 4m 3 Fatty acid methyl ester; a glass-lined disc heat exchanger is arranged in each enamel reaction kettle, and the upper parts of two adjacent enamel reaction kettles are communicated through a communicating pipeline;
(2) Simultaneously, 0.2MPa steam is introduced into a glass-lined disc heat exchanger of each enamel reaction kettle for circularly heating to 60 ℃.
(3) And (3) catalyzing the reaction device by using an ultraviolet lamp with the wavelength of 365nm when the temperature of the materials in the step (2) reaches 60 ℃, introducing chlorine at the flow rate of 200mL/min, controlling the temperature of each reaction kettle at 70 ℃, and continuously reacting for 18.5 hours.
(4) And at the end of the reaction, deacidifying by using nitrogen with the purity of 99.999 percent, the nitrogen pressure of 0.3MPa and the negative pressure of 0.36kPa, wherein the CLEC content of the monochloroethylene carbonate in the final product of the monochloroethylene carbonate reaches 87 percent and the available chlorine of the biological ester plasticizer reaches 30 percent.
The economic indexes of the relevant technologies of the products prepared by the three examples are compared with the prior art and are shown in the table 1.
TABLE 1
| Technical and economic index | Prior Art | Example 1 | Example 2 | Example 3 |
| CLEC content | 80％ | 81％ | 82.5％ | 87％ |
| Available chlorine | 26％ | 26％ | 27.8％ | 30％ |
| CEC platinum cobalt color number | 10# | 10# | 10# | 8# |
| Platinum-cobalt color number of plasticizer | 30# | 30# | 26# | 26# |
| CEC production cost | 8550 yuan/ton | 8000 yuan/ton | 7600 yuan/ton | 7450 yuan/ton |
| Production cost of bio-based plasticizer | 8000 yuan/ton | 7850 yuan/ton | 7800 yuan/ton | 7600 yuan/ton |
The production cost of the product is calculated by all unit consumption in the production process.
As can be seen from Table 1, the method for co-producing bio-based plasticizer by using chloroethylene carbonate of the invention has the best comprehensive technical and economic index in example 3, and the prepared product has obvious advantages in manufacturing cost and product performance and is the best example.
The above embodiments are merely preferred embodiments of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and equivalent substitutions or changes according to the technical solution of the present invention and the inventive concept thereof should be covered by the scope of the present invention.
Claims (4)
1. A method for co-producing bio-based plasticizer by using chlorinated ethylene carbonate is characterized by comprising the following steps: the operation steps are as follows:
(1) Feeding: accurately metering ethylene carbonate in a storage tank, and pumping the ethylene carbonate into a front enamel reaction kettle, and accurately metering fatty acid methyl ester in the storage tank, and pumping the fatty acid methyl ester into a middle enamel reaction kettle and a rear enamel reaction kettle respectively; a glass-lined disc heat exchanger is arranged in each enamel reaction kettle, and the upper parts of two adjacent enamel reaction kettles are communicated through a communicating pipeline;
(2) Heating: circularly heating the materials in the front, middle and rear enamel reaction kettles to 55-60 ℃ by using steam;
(3) Chlorination reaction: introducing dry chlorine gas into the front enamel reaction kettle under the catalysis of ultraviolet light, wherein the chlorine gas flows from the front enamel reaction kettle to the middle enamel reaction kettle and the rear enamel reaction kettle through communicating pipelines in sequence, so as to carry out co-production and generate chlorination reaction, and the chlorinated ethylene carbonate and chlorinated fatty acid methyl ester are generated through rapid reaction;
(4) Deacidifying: blowing nitrogen into the three enamel reaction kettles and removing HCl under negative pressure to prepare chloroethylene carbonate with the CLEC content of 81-87 percent and a bio-based plasticizer with the available chlorine of 26-30 percent, thereby simultaneously obtaining two qualified products; the tail gas with HCl as main component and pure water are synthesized into refined hydrochloric acid as by-product.
2. The method for co-producing the bio-based plasticizer with the chlorinated ethylene carbonate as claimed in claim 1, which is characterized in that: in the step (1), the thickness of the mixture is 3 to 4m 3 Ethylene carbonate is placed at 5m 3 In the front enamel reaction kettle, 5m 3 Middle enamel reaction kettle and 5m 3 The post enamel reaction kettle is also filled with 3 to 4m 3 Fatty acid methyl ester, and simultaneously introducing 0.2-0.25 MPa of steam into the glass-lined disc heat exchangers of the enamel reaction kettles for cyclic heating.
3. The method for co-producing the bio-based plasticizer with the chlorinated ethylene carbonate as claimed in claim 1, which is characterized in that: in the step (3), the wavelength of the ultraviolet lamp is 310-420 nm, the flow rate of chlorine gas is 150-200 mL/min, the reaction temperature is 65-70 ℃, and the reaction time is 18-23 h.
4. The method for co-producing the bio-based plasticizer with the chlorinated ethylene carbonate as claimed in claim 1, which is characterized in that: in the step (4), the purity of nitrogen is 99.999 percent, the pressure of nitrogen is 0.22-0.30 MPa, the range of negative pressure is 0.2 kPa-0.4 kPa, and the temperature of pure water for acid making is 35 ℃.
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|---|---|---|---|---|
| CN102030736A (en) * | 2009-09-24 | 2011-04-27 | 张弘 | Method for synthesizing chlorinated carbonate |
| CN103193637A (en) * | 2013-04-01 | 2013-07-10 | 福建致尚生物质材料发展有限公司 | Preparation method of bio-ester plasticizing agent |
| CN108003131A (en) * | 2018-01-23 | 2018-05-08 | 长园华盛(泰兴)锂电材料有限公司 | A kind of chlorocarbonic acid vinyl acetate Green production method |
| CN114437016A (en) * | 2022-02-28 | 2022-05-06 | 济源市恒顺新材料有限公司 | Production and manufacturing method of chlorinated ethylene carbonate |
| CN115043813A (en) * | 2022-08-02 | 2022-09-13 | 中楚鑫新材料科技(荆州)有限公司 | High-conversion-rate preparation method of chloroethylene carbonate |
| CN115181328A (en) * | 2022-07-21 | 2022-10-14 | 浙江嘉澳环保科技股份有限公司 | Preparation method of chlorinated epoxy fatty acid methyl ester compound or main plasticizer and product |
-
2022
- 2022-11-15 CN CN202211423495.XA patent/CN115677646A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102030736A (en) * | 2009-09-24 | 2011-04-27 | 张弘 | Method for synthesizing chlorinated carbonate |
| CN103193637A (en) * | 2013-04-01 | 2013-07-10 | 福建致尚生物质材料发展有限公司 | Preparation method of bio-ester plasticizing agent |
| CN108003131A (en) * | 2018-01-23 | 2018-05-08 | 长园华盛(泰兴)锂电材料有限公司 | A kind of chlorocarbonic acid vinyl acetate Green production method |
| CN114437016A (en) * | 2022-02-28 | 2022-05-06 | 济源市恒顺新材料有限公司 | Production and manufacturing method of chlorinated ethylene carbonate |
| CN115181328A (en) * | 2022-07-21 | 2022-10-14 | 浙江嘉澳环保科技股份有限公司 | Preparation method of chlorinated epoxy fatty acid methyl ester compound or main plasticizer and product |
| CN115043813A (en) * | 2022-08-02 | 2022-09-13 | 中楚鑫新材料科技(荆州)有限公司 | High-conversion-rate preparation method of chloroethylene carbonate |
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Application publication date: 20230203 |