WO2014026432A1 - Method for preparing trifluoromethyl cyclic carbonate - Google Patents
Method for preparing trifluoromethyl cyclic carbonate Download PDFInfo
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- WO2014026432A1 WO2014026432A1 PCT/CN2012/083398 CN2012083398W WO2014026432A1 WO 2014026432 A1 WO2014026432 A1 WO 2014026432A1 CN 2012083398 W CN2012083398 W CN 2012083398W WO 2014026432 A1 WO2014026432 A1 WO 2014026432A1
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- trifluoromethyl
- cyclic carbonate
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/02—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 2
- C07D317/04—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 2 not condensed with other rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D317/34—Oxygen atoms
- C07D317/36—Alkylene carbonates; Substituted alkylene carbonates
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
Definitions
- the present invention relates to a process for preparing a trifluoromethyl cyclic carbonate suitable for use in the field of lithium ion battery electrolytes.
- Lithium-ion batteries have the advantages of high energy density, high output voltage, long cycle life, no memory effect, and low environmental pollution. They are the most attractive and promising secondary batteries.
- the solvent used for the lithium ion battery electrolyte is usually a carbonate type, which can improve the charge and discharge capacity and cycle life of the lithium ion battery, but their flash point is low, and in recent years, the fire caused by the lithium ion battery Even the reports of the explosion are not uncommon. The safety of lithium-ion batteries has received widespread attention.
- Fluorinated solvents generally have a high flash point or even no flash point, so the use of a fluorinated solvent is beneficial to improve the safety of lithium ion batteries.
- Fluorinated cyclic carbonate compounds have the advantages of stable physicochemical properties, high dielectric constant and flash point, good compatibility with electrolyte salts and other organic solvents, and are the preferred alternatives for lithium ion battery electrolyte solvents.
- the preparation method comprises the following steps: adding a trifluoromethyl saturated diol to a triphosole ratio of 1:3 to 10, adding to the reaction kettle, adding an acid binding agent under stirring, and adjusting the temperature in the reaction vessel by 0°. C ⁇ 80 ° C, stirring reaction l ⁇ 12h, to obtain a trifluoromethyl cyclic carbonate, by distillation under reduced pressure, to obtain a trifluoromethyl cyclic carbonate (purity of 99.9% or more);
- the molar ratio of the acid binding agent to the triphosgene is 6-10:1; the trifluoromethyl saturation
- n 0 or 1.
- the acid binding agent is selected from one or more of the following: triethylamine, diethylamine, ethylenediamine- Amine, tripropylamine, propylenediamine, n-butylamine, pyridine.
- the acid binding agent and The invention has the following advantages:
- the chromatographic conditions were Agilent 7890A, split ratio 50: 1, inlet temperature 280 °C, detector temperature 300 °C, column HP-5 (30m X 0.25m X 0.25 ⁇ m), temperature program 100 °C (2min) - 10 °C /min-250 °C (2min) - 15 °C /min-280 °C (5min), standard calibration retention time, area normalization method.
- Example 1 To a 1000 mL three-necked flask, 384 g (3 mol) of trifluoropropanediol and 297 g (lmol) of triphosgene were added, and 606 g (6 mol) of triethylamine was added dropwise thereto with stirring in an ice water bath at 0 ° C, and the mixture was filtered for 12 hours, and the filtrate was depressurized. The lower distillation was carried out, and 304 g of 85-88 ° C / 15 mmHg fraction was collected.
- the collected fraction was detected by gas chromatography Agilent 7890A (RT 3.685 ), and the purity of the trifluoromethyl ethylene carbonate in the fraction was 99.94 Wt.%. The yield of the trifluoromethylethylene carbonate product was 64.96%.
- Example 2 To a 2000 mL three-necked flask, 710 g (5 mol) of 4,4,4-trifluoro-1,3-butanediol and 297 g (1 mol) of triphosgene were added, and 584 g (8 mol) of diethylamine was added dropwise with stirring, 50 5 ° reaction at °C After filtration, the filtrate was rectified under reduced pressure, and 470 g of a fraction of 90 ° C to 95 ° C / 12 mmHg was collected.
- the collected fractions were detected by gas chromatography Agilent 7890A (RT 4.235), and the fractions were 4, 4, 4-trifluoro- 1, 3-butanediol carbonate purity was 99.91 Wt.%.
- the yield of the 4,4,4-trifluoro-1,3-butanediol carbonate product was 92.15%.
- Example 3 To a 2000 mL three-necked flask, 1,80 g (10 mol) of 1,1,1-trifluoro-2,3-pentanediol and 297 g (lmol) of triphosgene were added, and 730 g (10 mol) of n-butylamine was added dropwise with stirring. After reacting at °C for 2 hours, the mixture was filtered, and the filtrate was rectified under reduced pressure to collect 521 g of a fraction of 100 ° C to 120 ° C / 10 mmHg.
- Example 4 To a 1000 mL three-necked flask, 256 g (2 mol) of trifluoropropanediol and 148.5 g (0.5 mol) of triphosgene were added, and a mixture of 101 g (lmol) of triethylamine and 148 g (2 mol) of propylenediamine was added dropwise with stirring at 20 °C.
- Example 5 To a 2000 mL three-necked flask, 1420 g (10 mol) of 4,4,4-trifluoro-2,3-butanediol and 297 g (lmol) of triphosgene were added, and 292 g (4 mol) of diethylamine and n-butyl are added dropwise with stirring. Amine 219g (3mol), reacted at 50 ⁇ 60 °C for 3 hours, filtered, and the filtrate was rectified under reduced pressure to collect 465 g of 92 ° C ⁇ 96 ° C / 10 mmHg fraction, and the collected fractions were detected by gas chromatography Agilent 7890A (RT4.
Abstract
Disclosed is a method for preparing a trifluoromethyl cyclic carbonate, which comprises steps of: adding trifluoromethyl saturated dihydric alcohol and triphosgene at a molar ratio of 1:3-1:10 to a reaction kettle, adding an acid-binding agent dropwise under stirring, adjusting the temperature in the kettle to 0°C-80°C, stirring the reaction for 1-12 h to give the trifluoromethyl cyclic carbonate, and performing reduced pressure distillation to give the trifluoromethyl cyclic carbonate. The disclosed technical solution does not use toxic phosgene as a reaction material and can be easily put into industrial production. The preparing method has a high yield and a product purity above 99.9%, and meets the requirements for being used as a lithium-ion battery electrolyte.
Description
一种三氟甲基环状碳酸酯的制备方法 技术领域 本发明涉及一种适用于锂离子电池电解液领域的三氟甲基环状碳酸酯的 制备方法。 TECHNICAL FIELD The present invention relates to a process for preparing a trifluoromethyl cyclic carbonate suitable for use in the field of lithium ion battery electrolytes.
背景技术 含三氟甲基环状碳酸酯可用作锂离子电池电解液的共溶剂或添加剂。 锂离子电池具有能量密度高、 输出电压高、 循环寿命长、 无记忆效应、 环 境污染小等优点， 是最具有吸引力和发展潜力的二次电池。 目前， 锂离子电池 电解液使用的溶剂通常为碳酸酯类，该类溶剂可以提高锂离子电池的充放电容 量和循环寿命， 但是它们的闪点较低， 近年来， 关于锂离子电池引发的火灾甚 至爆炸的报道屡见不鲜。锂离子电池的安全性问题受到人们的普遍关注， 安全 性也是制约锂离子电池向高能化、 大型化方向发展的瓶颈。而使用线性碳酸酯 等易燃的有机溶剂是锂离子电池发生火灾爆炸的主要原因之一。 氟代溶剂通常具有较高的闪点甚至无闪点， 因此使用含氟溶剂有利于提高 锂离子电池的安全性。氟代环状碳酸酯类化合物具有物理化学性能稳定、 介电 常数和闪点高、 与电解质盐和其他有机溶剂互溶性好等优点， 而成为锂离子电 池电解液溶剂的首选替代物。 现在研究发现，以含三氟甲基环状碳酸酯作为溶剂可以更好的形成 SEI膜， 有效的阻止溶剂的进一歩分解， 并提高锂离子电池的安全性， 延长锂离子电池 的循环寿命。 Background Art A trifluoromethyl cyclic carbonate is useful as a cosolvent or additive for a lithium ion battery electrolyte. Lithium-ion batteries have the advantages of high energy density, high output voltage, long cycle life, no memory effect, and low environmental pollution. They are the most attractive and promising secondary batteries. At present, the solvent used for the lithium ion battery electrolyte is usually a carbonate type, which can improve the charge and discharge capacity and cycle life of the lithium ion battery, but their flash point is low, and in recent years, the fire caused by the lithium ion battery Even the reports of the explosion are not uncommon. The safety of lithium-ion batteries has received widespread attention. Safety is also a bottleneck restricting the development of lithium-ion batteries in the direction of high energy and large scale. The use of flammable organic solvents such as linear carbonates is one of the main causes of fire and explosion in lithium-ion batteries. Fluorinated solvents generally have a high flash point or even no flash point, so the use of a fluorinated solvent is beneficial to improve the safety of lithium ion batteries. Fluorinated cyclic carbonate compounds have the advantages of stable physicochemical properties, high dielectric constant and flash point, good compatibility with electrolyte salts and other organic solvents, and are the preferred alternatives for lithium ion battery electrolyte solvents. Now, it has been found that the use of trifluoromethyl cyclic carbonate as a solvent can better form the SEI film, effectively prevent the decomposition of the solvent, improve the safety of the lithium ion battery, and prolong the cycle life of the lithium ion battery.
发明内容
本发明的所要解决的技术问题是：提供 为解决上述技术问题， 所采用的技术方案为: Summary of the invention The technical problem to be solved by the present invention is: to solve the above technical problems, the technical solution adopted is:
备方法， 其制备歩骤为： 将三氟甲基饱和二元醇与三光气按摩尔比 1 :3~10， 加入 反应釜中， 搅拌下滴加缚酸剂， 调节反应釜内温度 0°C~80°C， 搅拌反应 l~12h， 得到三氟甲基环状碳酸酯， 通过减压精馏， 得到三氟甲基环状碳酸酯 (纯度在 99.9%以上)； The preparation method comprises the following steps: adding a trifluoromethyl saturated diol to a triphosole ratio of 1:3 to 10, adding to the reaction kettle, adding an acid binding agent under stirring, and adjusting the temperature in the reaction vessel by 0°. C~80 ° C, stirring reaction l~12h, to obtain a trifluoromethyl cyclic carbonate, by distillation under reduced pressure, to obtain a trifluoromethyl cyclic carbonate (purity of 99.9% or more);
所述缚酸剂与三光气的摩尔比为 6~10： 1； 所述三氟甲基饱和 The molar ratio of the acid binding agent to the triphosgene is 6-10:1; the trifluoromethyl saturation
F3C ，F 3 C ,
其中， n=0或 1。 Where n=0 or 1.
缚酸剂选自下述物质中的一种或几种： 三乙胺、 二乙胺、 乙二胺-
胺、 三丙胺、 丙二胺、 正丁胺、 吡啶。 所述缚酸剂与
本发明具有以下优点： The acid binding agent is selected from one or more of the following: triethylamine, diethylamine, ethylenediamine- Amine, tripropylamine, propylenediamine, n-butylamine, pyridine. The acid binding agent and The invention has the following advantages:
1 ) 不使用剧毒的光气作为反应原料， 易于工业化生产； 1) It does not use highly toxic phosgene as a raw material for reaction, and is easy to industrialize;
2) 产率高， 产品纯度大于 99.9%， 满足锂离子电池电解液使用要求。 具体实施方式 以下本发明将结合具体实施例做进一歩的详细说明， 使本发明的优点更 为明显。 应该理解， 其中的内容只是用作说明， 而绝非对本发明的保护范围 构成限制。 下列实施例中未注明具体条件的实验方法， 通常按照常规条件， 或按照制造厂商所建议的条件进行。 除非另外说明， 否则所有的份数为重量 份， 所有的百分比为重量百分比。 2) High yield, product purity greater than 99.9%, to meet the lithium ion battery electrolyte requirements. BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be further described in detail with reference to the specific embodiments, and the advantages of the present invention will become more apparent. It is to be understood that the contents are merely illustrative and are not intended to limit the scope of the invention. The experimental methods in the following examples which do not specify the specific conditions are usually carried out according to conventional conditions or according to the conditions recommended by the manufacturer. Unless otherwise stated, all parts are by weight and all percentages are by weight.
实施例中色谱检测条件为安捷伦 7890A, 分流比 50: 1,进样口温度 280 °C， 检测器温度 300°C ， 色谱柱 HP-5(30m X 0.25m X 0.25 μ m),升温程序 100 °C (2min)- 10 °C /min-250 °C (2min)- 15 °C /min-280 °C (5min),标样校准保留时 间， 面积归一法。 In the examples, the chromatographic conditions were Agilent 7890A, split ratio 50: 1, inlet temperature 280 °C, detector temperature 300 °C, column HP-5 (30m X 0.25m X 0.25 μm), temperature program 100 °C (2min) - 10 °C /min-250 °C (2min) - 15 °C /min-280 °C (5min), standard calibration retention time, area normalization method.
实施例 1 向 lOOOmL三口烧瓶中加入三氟丙二醇 384g ( 3mol) 和 297g ( lmol) 三光气， 冰水浴 0 °C搅拌下滴加三乙胺 606g (6mol)， 反应 12小时后过滤， 滤液减压下精馏， 收集 85~88°C/15mmHg馏分 304g， 对收集馏分采用气相色 谱安捷伦 7890A 检测 （RT3.685 ) , 馏分中三氟甲基碳酸乙烯酯纯度为 99.94Wt.%。 三氟甲基碳酸乙烯酯产品的产率为 64.96%。 实施例 2 向 2000mL三口烧瓶中加入 4， 4， 4-三氟 -1， 3-丁二醇 710g ( 5mol) 和 297g ( lmol) 三光气， 搅拌下滴加二乙胺 584g ( 8mol)， 50 °C下反应 5小
时后过滤， 滤液减压下精馏， 收集 90°C~95°C/12mmHg馏分 470g， 对收集馏 分采用气相色谱安捷伦 7890A检测 (RT4.235), 馏分中 4， 4， 4-三氟 -1， 3- 丁二醇碳酸酯纯度为 99.91Wt.%。 4， 4， 4-三氟 -1， 3-丁二醇碳酸酯产品的 产率为 92.15%。 Example 1 To a 1000 mL three-necked flask, 384 g (3 mol) of trifluoropropanediol and 297 g (lmol) of triphosgene were added, and 606 g (6 mol) of triethylamine was added dropwise thereto with stirring in an ice water bath at 0 ° C, and the mixture was filtered for 12 hours, and the filtrate was depressurized. The lower distillation was carried out, and 304 g of 85-88 ° C / 15 mmHg fraction was collected. The collected fraction was detected by gas chromatography Agilent 7890A (RT 3.685 ), and the purity of the trifluoromethyl ethylene carbonate in the fraction was 99.94 Wt.%. The yield of the trifluoromethylethylene carbonate product was 64.96%. Example 2 To a 2000 mL three-necked flask, 710 g (5 mol) of 4,4,4-trifluoro-1,3-butanediol and 297 g (1 mol) of triphosgene were added, and 584 g (8 mol) of diethylamine was added dropwise with stirring, 50 5 ° reaction at °C After filtration, the filtrate was rectified under reduced pressure, and 470 g of a fraction of 90 ° C to 95 ° C / 12 mmHg was collected. The collected fractions were detected by gas chromatography Agilent 7890A (RT 4.235), and the fractions were 4, 4, 4-trifluoro- 1, 3-butanediol carbonate purity was 99.91 Wt.%. The yield of the 4,4,4-trifluoro-1,3-butanediol carbonate product was 92.15%.
实施例 3 向 2000mL三口烧瓶中加入 1， 1， 1-三氟 -2， 3-戊二醇 1580g ( lOmol) 和 297g ( lmol) 三光气， 搅拌下滴加正丁胺 730g ( lOmol), 80°C下反应 2小 时后过滤， 滤液减压下精馏， 收集 100°C~120°C/10mmHg馏分 521g， 对收集 馏分采用气相色谱安捷伦 7890A检测 (RT6.258), 馏分中 1， 1， 1-三氟 -2， 3-戊二醇碳酸酯纯度为 99.93Wt.%。 1， 1， 1-三氟 -2， 3-戊二醇碳酸酯产品 的产率为 94.4%。 实施例 4 向 lOOOmL三口烧瓶中加入三氟丙二醇 256g( 2mol)和 148.5g( 0.5mol) 三光气， 搅拌下滴加三乙胺 101g ( lmol) 和丙二胺 148g (2mol) 混合物， 20 °C下反应 6小时后过滤，滤液减压下精馏，收集 80°C~85°C/10mmHg馏分 181g， 对收集馏分采用气相色谱安捷伦 7890A检测 （RT3.685 ) , 馏分中三氟甲基 碳酸乙烯酯纯度为 99.92Wt.%。三氟甲基碳酸乙烯酯产品的产率为 77.35%。 实施例 5 向 2000mL三口烧瓶中加入 4， 4， 4-三氟 -2， 3-丁二醇 1420g ( lOmol) 和 297g( lmol)三光气，搅拌下滴加二乙胺 292g(4mol)和正丁胺 219g(3mol)， 50~60°C下反应 3小时后过滤， 滤液减压下精馏， 收集 92°C~96°C/10mmHg馏 分 465g， 对收集馏分采用气相色谱安捷伦 7890A检测 （RT4.385 ) , 馏分中
4， 4， 4-三氟 -2， 3-丁二醇碳酸酯纯度为 99.94Wt.%。 4， 4， 4-三氟 -2， 3- 丁二醇碳酸酯产品的产率为 91.18%。 Example 3 To a 2000 mL three-necked flask, 1,80 g (10 mol) of 1,1,1-trifluoro-2,3-pentanediol and 297 g (lmol) of triphosgene were added, and 730 g (10 mol) of n-butylamine was added dropwise with stirring. After reacting at °C for 2 hours, the mixture was filtered, and the filtrate was rectified under reduced pressure to collect 521 g of a fraction of 100 ° C to 120 ° C / 10 mmHg. The collected fractions were detected by gas chromatography Agilent 7890A (RT6.258), and 1, 1, The purity of 1-trifluoro-2,3-pentanediol carbonate was 99.93 Wt.%. The yield of the 1, 1, 1-trifluoro-2, 3-pentanediol carbonate product was 94.4%. Example 4 To a 1000 mL three-necked flask, 256 g (2 mol) of trifluoropropanediol and 148.5 g (0.5 mol) of triphosgene were added, and a mixture of 101 g (lmol) of triethylamine and 148 g (2 mol) of propylenediamine was added dropwise with stirring at 20 °C. After 6 hours of reaction, the mixture was filtered, and the filtrate was rectified under reduced pressure to collect 181 g of a fraction of 80 ° C to 85 ° C / 10 mmHg. The collected fractions were detected by gas chromatography Agilent 7890A (RT 3.685 ), and the fraction was trifluoromethyl ethylene carbonate. The ester purity was 99.92 Wt.%. The yield of the trifluoromethylethylene carbonate product was 77.35%. Example 5 To a 2000 mL three-necked flask, 1420 g (10 mol) of 4,4,4-trifluoro-2,3-butanediol and 297 g (lmol) of triphosgene were added, and 292 g (4 mol) of diethylamine and n-butyl are added dropwise with stirring. Amine 219g (3mol), reacted at 50~60 °C for 3 hours, filtered, and the filtrate was rectified under reduced pressure to collect 465 g of 92 ° C ~ 96 ° C / 10 mmHg fraction, and the collected fractions were detected by gas chromatography Agilent 7890A (RT4. 385 ) , in the fraction The purity of 4,4,4-trifluoro-2,3-butanediol carbonate was 99.94 Wt.%. The yield of the 4,4,4-trifluoro-2,3-butanediol carbonate product was 91.18%.
应该理解， 在阅读了本发明的上述讲授内容之后， 本领域技术人员可以 对本发明作各种改动或修改， 这些等价形式同样落于本申请所附权利要求 书所限定的范围。
It is to be understood that the various modifications and changes may be made by those skilled in the art in the form of the appended claims.
Claims
1. 一种三氟甲基环状碳酸酯的制备方法， 其歩骤为： 将三氟甲基饱和二元醇 与三光气按摩尔比 1 :3~10， 加入反应釜中， 搅拌下滴加缚酸剂， 调节反应釜内温 度 0°C~80°C， 搅拌反应 l~12h， 得到三氟甲基环状碳酸酯， 通过减压精馏， 得到 三氟甲基环状碳酸酯； A method for preparing a trifluoromethyl cyclic carbonate, the steps of which are: adding a trifluoromethyl saturated diol to a triphosole ratio of 1:3 to 10, adding to the reaction vessel, and stirring Adding an acid agent, adjusting the temperature in the reaction vessel from 0 ° C to 80 ° C, stirring the reaction for l~12 h, obtaining a trifluoromethyl cyclic carbonate, and obtaining a trifluoromethyl cyclic carbonate by vacuum distillation;
所述缚酸剂与三光气的摩尔比为 6~10： 1。 The molar ratio of the acid binding agent to the triphosgene is 6-10:1.
2. 根据权利要求 1所述的一种三氟甲基环状碳酸酯的制备方法，其特征在于: 所述三氟甲基饱和二元醇的结构式如下： 2. The method for producing a trifluoromethyl cyclic carbonate according to claim 1, wherein the structural formula of the trifluoromethyl saturated diol is as follows:
F3C ，F 3 C ,
其中， n=0或 1。 Where n=0 or 1.
3. 根据权利要求 1所述 3. According to claim 1
剂选自下述物质中的一种或几种： 三乙胺、 二乙胺、 乙二胺、 二丙胺、 三丙胺、
丙二胺、 正丁胺、 吡啶。 The agent is selected from one or more of the following: triethylamine, diethylamine, ethylenediamine, dipropylamine, tripropylamine, Propylene diamine, n-butylamine, pyridine.
4. 根据权利要求 1所述三氟甲基环状碳酸酯的制备方法， 其特征在于： 所述 缚酸剂与三光气的优选摩尔比为 6~8: 1。
The method for producing a trifluoromethyl cyclic carbonate according to claim 1, wherein the preferred molar ratio of the acid binding agent to triphosgene is from 6 to 8:1.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020157003410A KR101691522B1 (en) | 2012-08-13 | 2012-10-24 | Method for preparing trifluoromethyl cyclic carbonate |
| JP2015526854A JP6046257B2 (en) | 2012-08-13 | 2012-10-24 | Method for producing trifluoromethyl group-containing cyclic carbonate |
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| CN2012102863209A CN102807549A (en) | 2012-08-13 | 2012-08-13 | Method for preparing trifluoromethyl cyclic carbonate |
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| KR (1) | KR101691522B1 (en) |
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| CN115433154B (en) * | 2022-11-08 | 2023-04-11 | 江苏华盛锂电材料股份有限公司 | Preparation method of methylene ethylene carbonate |
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| CN1075313A (en) * | 1992-02-12 | 1993-08-18 | 明尼苏达州采矿制造公司 | The preparation of fluorinated functional compounds |
| JP2008230970A (en) * | 2007-03-16 | 2008-10-02 | Daikin Ind Ltd | Method for producing diol compound comprising fluorine |
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| CN102484283A (en) * | 2009-09-18 | 2012-05-30 | 大金工业株式会社 | Solvent for nonaqueous electrolyte solution of lithium secondary battery |
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| JPH08287950A (en) * | 1995-04-18 | 1996-11-01 | Sumitomo Chem Co Ltd | Nonaqueous electrolyte and lithium secondary battery using this |
| JP2008150418A (en) | 2006-12-14 | 2008-07-03 | Dic Corp | Purification method of polyester polyol |
| JP2008192504A (en) | 2007-02-06 | 2008-08-21 | Daikin Ind Ltd | Nonaqueous electrolyte |
| CN101279987A (en) * | 2007-04-05 | 2008-10-08 | 江西麒麟化工有限公司 | Production process of tenofovir |
| CN100558721C (en) * | 2007-06-01 | 2009-11-11 | 张家港市华盛化学有限公司 | The preparation method of fluoric cyclic carbonate |
| JP2010262801A (en) * | 2009-05-01 | 2010-11-18 | Sony Corp | Secondary battery, and electrolyte |
| WO2012067248A1 (en) * | 2010-11-19 | 2012-05-24 | 三菱化学株式会社 | Process for producing 4-alkynyl-1,3-dioxolan-2-one derivative |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1075313A (en) * | 1992-02-12 | 1993-08-18 | 明尼苏达州采矿制造公司 | The preparation of fluorinated functional compounds |
| JP2008230970A (en) * | 2007-03-16 | 2008-10-02 | Daikin Ind Ltd | Method for producing diol compound comprising fluorine |
| CN101883752A (en) * | 2007-12-03 | 2010-11-10 | 旭硝子株式会社 | Method for producing carbonate compound |
| CN102421768A (en) * | 2009-05-28 | 2012-04-18 | 苏威氟有限公司 | Process for the preparation of 4-fluoro-4-r-5-r'-1,3-dioxolane-2-ones |
| CN102484283A (en) * | 2009-09-18 | 2012-05-30 | 大金工业株式会社 | Solvent for nonaqueous electrolyte solution of lithium secondary battery |
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| CN102807549A (en) | 2012-12-05 |
| JP2015531761A (en) | 2015-11-05 |
| KR20150034771A (en) | 2015-04-03 |
| KR101691522B1 (en) | 2016-12-30 |
| JP6046257B2 (en) | 2016-12-14 |
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