perfluoro-2-methylene-4,5-dimethyl-1,3-dioxolane | 154722-67-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: perfluoro-2-methylene-4,5-dimethyl-1,3-dioxolane
• 英文别名: perfluoro-4,5-dimethyl-2-methylene-1,3-dioxolane；2-(Difluoromethylene)-4,5-difluoro-4,5-bis(trifluoromethyl)-1,3-dioxole；2-(difluoromethylidene)-4,5-difluoro-4,5-bis(trifluoromethyl)-1,3-dioxolane
• CAS: 154722-67-5
• 化学式: C₆F₁₀O₂
• 分子量: 294.049
• InChiKey: FYLKVVZYDJNZAF-UHFFFAOYSA-N

物化性质

• 沸点：
  60 °C
• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (perfluoro-2,4,5-trimethyl-1,3-dioxolane)-2-carboxylic acid 在 氢氧化钾 作用下， 反应 2.0h， 以78%的产率得到perfluoro-2-methylene-4,5-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Synthesis and Radical Polymerization of Perfluoro-2-methylene-1,3-dioxolanes

  摘要：

  A new efficient synthetic route was developed for perfluorinated 2-methylene-1,3-dioxolane monomers via a direct fluorination of the hydrocarbon precursors prepared from methyl pyruvate and diols. Perfluoro-2-methylene-4,5-dimethyl-1,3-dioxolane (PMDD) and perfluoro-3-methylene-2,4-dioxabicyclo[4.3.0]nonane (PMDN) were thus synthesized via this new method, among which PMDN is first reported. The radical polymerizations of those monomers were performed under various conditions. The kinetic results indicated that polymerization rate of PMDD is higher than that of PMDN. Oxygen did not affect the polymerization yield but strongly affected the polymer structure. The polymerization in the presence of oxygen produced a polymer containing unstable units. Hydrogen-containing solvents result in a lower molecular weight polymer. 2,2'-Azobis(isobutyronitrile) cannot initiate the polymerization in a perfluoro solvent or in bulk. Also, photopolymerizations of those monomers were performed in the presence of carbon tetrabromide or carbon tetrachloride, and the mechanism is discussed. The polymer of PMDD has a glass transition temperature at 155 degrees C, and the polymer of PMDN has a glass transition temperature at 161 degrees C. These polymers with high glass transition temperature, low refractive index, low material dispersion, and extraordinary optical transmission from the deep ultraviolet to near-infrared regions may be used as optical fibers, pellicles, or antireflective coating materials.

  DOI：

  10.1021/ma050753b

文献信息

• Fluorosulfonyl group-containing compound, method for its production and polymer thereof
  申请人：Kaneko Isamu

  公开号：US20080146841A1

  公开（公告）日：2008-06-19

  A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer. A method for producing a compound of the following formula (m0), such a compound, a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer, provided that R F01 is a single bond or a C 1-6 bivalent perfluoro organic group, R F02 is a C 1-6 bivalent perfluoro organic group, and n is 0 or 1:

  提供了一种含有两个可转化为磺酸基团的氟磺酰基团的化合物，其中间体以及高产率制备它们的方法。还提供了通过聚合这种化合物得到的含氟磺酰基团的聚合物以及从这种聚合物得到的含磺酸基团的聚合物。提供了一种制备以下式(m0)化合物的方法，其中RF01是单键或C1-6双价全氟有机基团，RF02是C1-6双价全氟有机基团，n为0或1：
• FLUOROSULFONYL GROUP-CONTAINING COMPOUND, METHOD FOR ITS PRODUCTION AND POLYMER THEREOF
  申请人：Kaneko Isamu

  公开号：US20090187044A1

  公开（公告）日：2009-07-23

  A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer. A method for producing a compound of the following formula (m0), such a compound, a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer, provided that R F01 is a single bond or a C 1-6 bivalent perfluoro organic group, R F02 is a C 1-6 bivalent perfluoro organic group, and n is 0 or 1:

  提供了一种含有两个可转化为磺酸基团的氟磺酰基团的化合物，其中间体和高产率生产它们的方法。还提供了通过聚合这样的化合物获得的含氟磺酰基团的聚合物，以及从这样的聚合物获得的含磺酸基团的聚合物。提供了一种生产下列式(m0)化合物的方法，以及这样的化合物、通过聚合这样的化合物获得的含氟磺酰基团的聚合物和从这样的聚合物获得的含磺酸基团的聚合物，其中RF01是单键或C1-6双价全氟有机基团，RF02是C1-6双价全氟有机基团，n为0或1：
• FINE COMPOSITE PARTICLE AND PROCESS FOR PRODUCING THE SAME
  申请人：Asahi Glass Company, Limited

  公开号：EP1568732A1

  公开（公告）日：2005-08-31

  Fine core/shell composite particles comprising fine inorganic nanometer-size particles as cores and a fluoropolymer having units derived from a fluoromonomer as shells, their production method and their application are provided. The fine composite particles of the present invention are fine composite particles comprising fine inorganic nanometer-size particles, the surface of which is covered with a fluoropolymer having units derived from a fluoromonomer, wherein the proportion of the fine inorganic particles is from 1 to 90 mass%, and the fluoropolymer is a fluoropolymer having units derived from a fluoromonomer having a polymerizable unsaturated group in which a carbon atom has a fluorine atom bonded thereto. The method for producing fine composite particles of the present invention is a method for producing the above fine composite particles, which comprises polymerizing the above fluoromonomer by seed polymerization in a polymerization system wherein fine inorganic nanometer-size particles are dispersed in an aqueous medium in the presence of a surfactant. A powder comprising the above fine composite particles is useful as a bulking agent to be blended with a thermoplastic polymer or a thermosetting resin, and a thermoplastic polymer or a thermosetting resin containing the fine composite particles is used as a molding material. Further, a powder of the fine composite particles in which the proportion of the fine inorganic particles is low can be used by itself as a molding material.

  本发明提供了由纳米级无机微粒作为芯、具有从氟onomer中提取的单元的含氟聚合物作为壳组成的细芯/壳复合微粒及其生产方法和应用。 本发明的精细复合材料颗粒是由纳米级无机精细颗粒组成的精细复合材料颗粒，其表面包覆有具有源自氟单体的单元的含氟聚合物，其中无机精细颗粒的比例为 1 至 90 质量％，而含氟聚合物是具有源自氟单体的单元的含氟聚合物，该氟单体具有可聚合的不饱和基团，其中一个碳原子上键合了一个氟原子。本发明生产精细复合粒子的方法是生产上述精细复合粒子的方法，该方法包括在聚合体系中通过种子聚合使上述氟单体聚合，在该聚合体系中，无机纳米级精细粒子在表面活性剂存在下分散在水介质中。 由上述细小复合颗粒组成的粉末可用作与热塑性聚合物或热固性树脂混合的膨松剂，含有细小复合颗粒的热塑性聚合物或热固性树脂可用作成型材料。此外，细无机颗粒比例较低的细复合颗粒粉末本身也可用作成型材料。
• ELECTROLYTE MATERIAL, ELECTROLYTE MEMBRANE AND MEMBRANE ELECTRODE ASSEMBLY FOR SOLID POLYMER FUEL CELL
  申请人：Asahi Glass Company, Limited

  公开号：EP1806371A1

  公开（公告）日：2007-07-11

  To provide an electrolyte material for polymer electrolyte fuel cells having a high softening temperature and being excellent in durability, and an electrolyte membrane and a process for producing a membrane-electrode assembly using it. An electrolyte material made of a polymer containing a segment A of a polymer containing repeating units based on a perfluoromonomer having an ion exchange group and having a polymerizable double bond, at least one of carbon atoms in the polymerizable double bond being a carbon atom contained in an alicyclic structure, and a segment B of a fluoropolymer containing substantially no ion exchange group, and an electrolyte membrane and a membrane-electrode assembly using it.

  提供一种软化温度高、耐久性好的聚合物电解质燃料电池用电解质材料，以及一种电解质膜和使用该材料生产膜电极组件的工艺。 一种由聚合物制成的电解质材料，该聚合物包含含有基于全氟单体的重复单元的聚合物段 A，该重复单元具有离子交换基团和可聚合双键，可聚合双键中的至少一个碳原子是脂环结构中所含的碳原子，以及基本上不含离子交换基团的含氟聚合物段 B，以及一种电解质膜和使用该电解质膜的膜电极组件。
• COMPOUND CONTAINING FLUOROSULFONYL GROUP, PROCESS FOR PRODUCING THE SAME, AND POLYMER THEREOF
  申请人：Asahi Glass Company, Limited

  公开号：EP1916237A1

  公开（公告）日：2008-04-30

  A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer. A method for producing a compound of the following formula (m0), such a compound, a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer, provided that RF01 is a single bond or a C1-6 bivalent perfluoro organic group, RF02 is a C1-6 bivalent perfluoro organic group, and n is 0 or 1:

  本发明提供了一种含有两个可转化为磺酸基的氟磺酰基的化合物、一种中间体以及高生产率的生产方法。此外，还提供了通过聚合这种化合物而获得的含氟磺酰基聚合物，以及通过这种聚合物获得的含磺酸基聚合物。 一种生产下式（m0）化合物、此类化合物、通过聚合此类化合物获得的含氟磺酰基聚合物以及由此类聚合物获得的含磺酸基聚合物的方法，条件是 RF01 为单键或 C1-6 二价全氟有机基团，RF02 为 C1-6 二价全氟有机基团，且 n 为 0 或 1：