3,3-bis-(2,2,2-trifluoroethoxymethyl)oxetane | 136163-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环丁烷
• 英文名称: 3,3-bis-(2,2,2-trifluoroethoxymethyl)oxetane
• 英文别名: Oxetane, 3,3-bis[(2,2,2-trifluoroethoxy)methyl]-；3,3-bis(2,2,2-trifluoroethoxymethyl)oxetane
• CAS: 136163-10-5
• 化学式: C₉H₁₂F₆O₃
• 分子量: 282.183
• InChiKey: VMJRXKQPAMYKLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3,3-双(溴甲基)氧杂环丁烷 、 2,2,2-三氟乙醇 、 氢氧化钾 在 四丁基溴化铵 水 、 氢氧化钾 、 crude product 、 Hg 作用下， 以 水 为溶剂， 反应 3.0h， 以to give 278 g (80%) of greater than 99% pure (GLC) 3,3-bis-(2,2,2-trifluoroethoxymethyl)oxetane的产率得到3,3-bis-(2,2,2-trifluoroethoxymethyl)oxetane
  参考文献：
  名称：

  Monohydric polyfluorooxetane oligomers, polymers, and copolymers and coatings containing the same

  摘要：

  单官能团多氟氧杂环寡聚物、聚合物和共聚物是通过将氟氧杂环单体与单醇进行阳离子聚合制备的。除了作为引发剂外，单醇还可以作为溶剂，用于产生低环含量的寡聚物、聚合物或共聚物。适当的共聚单体通常包括各种环氧化合物。具有单一羟基末端的多氟氧杂环寡聚物、聚合物或共聚物可以通过与各种化合物功能化，从而产生诸如丙烯酸酯、甲基丙烯酸酯、烯丙基、胺等功能末端基团，功能化的寡聚物或聚合物适用于辐射固化或热固化涂料组合物。这些功能化聚合物可以共聚和固化，以提供润湿和表面性能的改善。

  公开号：

  US06962966B2

文献信息

• Fluorinated thermoset polyurethane elastomers prepared from polyether prepolymers formed mono-substituted fluorinated oxetane monomers
  申请人：——

  公开号：US20040087759A1

  公开（公告）日：2004-05-06

  This application is directed to novel fluorinated polymers and prepolymers derived from mono-substituted oxetane monomers having fluorinated alkoxymethylene side-chains and the method of making these compositions. The mono-substituted fluorinated oxetane monomers having fluorinated alkoxymethylene side-chains are prepared in high yield by the reaction of a fluorinated alkoxides with either 3-halomethyl-3-methyloxetane premonomers or aryl sulfonate derivative of 3-hydroxymethyl-3-methyloxetane premonomers. Preparation of a mono-substituted 3-bromomethyl-3-methyloxetane premonomer via a simple, high yield process amenable to commercial scaleup is also disclosed. The fluorinated oxetane monomers of this invention can be readily homo/co-polymerized in the presence of a Lewis acid and polyhydroxy compounds to obtain hydroxy-terminated polyether prepolymers having fluorinated alkoxymethylene side chains. Additionally, the fluorinated oxetane monomers can be copolymerized with non-fluorinated monomers such as tetrahydrofuran to give polyether prepolymers with improved hydrocarbon compatibility. These prepolymers are polydisperse and exhibit number average molecular weights from 5,000 to about 50,000. These prepolymers are amorphous oils with primary hydroxy end-groups and thus function efficiently as the soft block for the synthesis of a variety of thermoset/thermoplastic elastomers and plastics having the characteristics of very low surface energy, high hydrophobicity, low glasss transition temperature and low coefficient of friction. The polyurethanes derived from the prepolymers of this invention are elastomeric and, in addition to the above characteristics, exhibit high moisture resistance, high tear strength and excellent adhesion to a variety of substrates.

  该申请涉及一种新型的含氟聚合物和预聚物，其源自于具有含氟烷氧甲基侧链的单取代氧杂环戊烷单体，并且涉及制备这些组合物的方法。这些具有含氟烷氧甲基侧链的单取代氟氧杂环戊烷单体可通过将含氟烷氧化物与3-卤代甲基-3-甲氧基氧杂环戊烷预聚物或3-羟甲基-3-甲氧基氧杂环戊烷预聚物的芳基磺酸衍生物反应而高产率制备。此外，还公开了一种简单、高产率的方法，通过该方法可以制备单取代3-溴甲基-3-甲氧基氧杂环戊烷预聚物，该方法适用于商业规模生产。本发明的含氟氧杂环戊烷单体可以在路易斯酸和多羟化合物的存在下容易地进行同聚/共聚反应，以获得具有含氟烷氧甲基侧链的羟基终止的聚醚预聚物。此外，含氟氧杂环戊烷单体可以与四氢呋喃等非含氟单体共聚，以获得具有改善烃类相容性的聚醚预聚物。这些预聚物是多分散的，并且具有5,000至约50,000的数平均分子量。这些预聚物是无定形油状物，具有主要的羟基末端，因此可以有效地作为合成各种热固性/热塑性弹性体和塑料的软块，具有极低的表面能、高疏水性、低玻璃转移温度和低摩擦系数的特性。本发明的预聚物衍生的聚氨酯具有弹性，并且除了上述特性外，还具有高湿度抗性、高撕裂强度和对各种基材的优异粘附性。
• Monohydric polyfluorooxetane oligomers, polymers, and copolymers and coatings containing the same
  申请人：——

  公开号：US20030208015A1

  公开（公告）日：2003-11-06

  Monofunctional polyfluorooxetane oligomers, polymers, and copolymers are prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. In addition to serving as an initiator, the monoalcohol can also serve as a solvent for the fluorooxetane or other monomers to produce oligomers, polymers, or copolymers having low cyclic content. Suitable comonomers generally include various cyclic ethers. The polyfluorooxetane oligomer, polymer, or copolymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties.

  通过氟氧杂环烷单体与单醇的阳离子聚合反应制备了单官能团聚合物、高聚物和共聚物。除了作为引发剂外，单醇还可以作为溶剂，与氟氧杂环烷或其他单体一起产生低环含量的寡聚物、高聚物或共聚物。适当的共聚单体通常包括各种环氧化合物。具有单一羟基末端的聚氟氧杂环烷寡聚物、高聚物或共聚物可以与各种化合物进行官能化，从而产生诸如丙烯酸酯、甲基丙烯酸酯、烯丙基、胺等官能末端基团，官能化的寡聚物或高聚物适用于辐射固化或热固化涂料配方。这些官能化聚合物可以共聚合和固化，从而提供润湿和表面性能的改善。
• Polymeric surfactants derived from cyclic monomers having pendant fluorinated carbon groups
  申请人：——

  公开号：US20040242804A1

  公开（公告）日：2004-12-02

  A fluorine containing polymer which acts as a wetting, flow or leveling agent, and has at least one polar group. The polymer has at least one pendant or ether side chain containing from about 1 to about 20 carbon atoms with at least 25% of the hydrogen atoms being replaced by fluorine atoms. The fluorinated polymers unexpectedly impart wetting, flow or leveling properties to a variety of coatings while producing little foam.

  一种含氟聚合物，可作为润湿剂、流平剂或平整剂，并具有至少一个极性基团。该聚合物具有至少一个挂链或醚侧链，含有约1至约20个碳原子，其中至少25％的氢原子被氟原子取代。这些含氟聚合物意外地赋予各种涂层润湿、流平或平整特性，同时产生很少的泡沫。
• Amorphous polyether glycols based on bis-substituted oxetane monomers
  申请人：Malik A. Aslam

  公开号：US20060135729A1

  公开（公告）日：2006-06-22

  This invention is directed to mono- and bis-substituted oxetane monomers having fluorinated alkoxymethylene side chains, hydroxy-terminated prepolymers derived from these mono- and bis-substituted oxetane monomers and tetrahydrofuran (THF), and polymers produced from these prepolymers, as well as the synthesis processes associated with each, and the use of the monomers, prepolymers and ultimate polymers, both directly and as components of numerous compositions.

  本发明涉及具有氟代烷氧甲基侧链的单取代和双取代氧杂环戊烷单体，由这些单取代和双取代氧杂环戊烷单体和四氢呋喃（THF）衍生的羟基末端预聚物，以及由这些预聚物制备的聚合物，以及与每个合成过程相关的使用单体、预聚物和最终聚合物，无论是直接使用还是作为众多组合物的组分。
• Monohydric polyfluorooxetane oligomers, polymers, and copolymers and coating containing the same
  申请人：OMNOVA SOLUTIONS INC

  公开号：US20030149186A1

  公开（公告）日：2003-08-07

  Monofunctional polyfluorooxetane oligomers, polymers, and copolymers are prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. In addition to serving as an initiator, the monoalcohol can also serve as a solvent for the fluorooxetane or other monomers to produce oligomers, polymers, or copolymers having low cyclic content. Suitable comonomers generally include various cyclic ethers. The polyfluorooxetane oligomer, polymer, or copolymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties.

  单官能聚合物氟氧杂环戊烷寡聚物、聚合物和共聚物是通过氟氧杂环戊烷单体与单醇的阳离子聚合制备的。除了作为引发剂外，单醇还可以作为溶剂，用于制备低环含量的寡聚物、聚合物或共聚物。适当的共聚单体通常包括各种环状醚。具有单一羟基端基的聚氟氧杂环戊烷寡聚物、聚合物或共聚物可以与各种化合物功能化，以产生诸如丙烯酸酯、甲基丙烯酸酯、烯丙基、胺等功能端基，功能化的寡聚物或聚合物适用于辐射固化或热固化涂料组合物。这些功能化聚合物可以共聚和固化，以提供润湿和表面性能的改善。