3-(3,3,4,4,5,5,6,6,7,7,8,8,8-TRIDECAFLUORO-OCTYLOXYMETHYL)-3-METHYLOXETANE

• 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-(3,3,4,4,5,5,6,6,7,7,8,8,8-TRIDECAFLUORO-OCTYLOXYMETHYL)-3-METHYLOXETANE
• 英文别名: 3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyloxymethyl)-3-methyloxetane；3-methyl-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctoxymethyl)oxetane
• 化学式: C₁₃H₁₃F₁₃O₂
• 分子量: 448.224
• InChiKey: FUKBVIWXOZPQGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  3-溴甲基-3-甲基-1-氧杂环丁烷 、 3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟-1-辛醇 、 sodium;hydride 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以to give 21.5 grams (70% yield) of 3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyloxymethyl)-3-methyloxetane的产率得到3-(3,3,4,4,5,5,6,6,7,7,8,8,8-TRIDECAFLUORO-OCTYLOXYMETHYL)-3-METHYLOXETANE
  参考文献：
  名称：

  Fluorinated thermoset polyurethane elastomers prepared from polyether prepolymers formed from mono-substituted fluorinated oxetane monomers

  摘要：

  本发明涉及一种新型的氟化聚合物和预聚合物，其源于具有氟化烷氧甲基侧链的单取代氧杂环丙烷单体，并涉及制备这些组分的方法。具有氟化烷氧甲基侧链的单取代氟化氧杂环丙烷单体通过将氟化烷氧与3-卤代甲基-3-甲氧基氧杂环丙烷预聚物或3-羟甲基-3-甲氧基氧杂环丙烷预聚物的芳基磺酸酯衍生物反应而高产率制备。本发明还公开了一种通过简单的高产率过程进行单取代3-溴甲基-3-甲氧基氧杂环丙烷预聚物的制备，该预聚物可适用于商业规模化生产。本发明的氟化氧杂环丙烷单体可以在路易斯酸和多羟化合物的存在下轻松地进行同聚/共聚合反应，以获得具有氟化烷氧甲基侧链的羟基终止的聚醚预聚物。此外，氟化氧杂环丙烷单体可以与四氢呋喃等非氟化单体共聚合，以获得具有改善烃类相容性的聚醚预聚物。这些预聚物具有多分散性，其数量平均分子量从5,000到约50,000。这些预聚物是无定形的油状物，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，高的疏水性，低的玻璃化转变温度和低的摩擦系数等特性。本发明的预聚物制备的聚氨酯是弹性体，除了上述特性外，还具有高的耐潮性，高的撕裂强度和对各种基材的优异粘附性。

  公开号：

  US07354985B2

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。
• 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。
• Preparation of mono-substituted fluorinated oxetane prepolymers
  申请人：Aerojet-General Corporation

  公开号：US05650483A1

  公开（公告）日：1997-07-22

  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 glass 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.

  本申请涉及一种新型氟化聚合物和预聚物，其来源于具有氟化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。通过将氟化烷氧基与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，可以高产率地制备具有氟化烷氧甲基侧链的单取代氟化氧杂环戊烷单体。此外，本发明的氟化氧杂环戊烷单体可以在路易斯酸和多羟基化合物的存在下轻松进行同/共聚合反应，以获得具有氟化烷氧甲基侧链的羟基终止的聚醚预聚物。此外，氟化氧杂环戊烷单体可以与四氢呋喃等非氟化单体共聚合，以获得具有改善烃相容性的聚醚预聚物。这些预聚物是多分散的，其数量平均分子量为5,000至约50,000。这些预聚物是无定形的油状物，具有主要的羟基末端，并且因此有效地作为合成各种热固性/热塑性弹性体和塑料的软块，具有非常低的表面能量，高的疏水性，低的玻璃转移温度和低的摩擦系数等特性。本发明的预聚物制备的聚氨酯具有弹性，并且除了以上特性外，还具有高的耐潮湿性，高的撕裂强度和对各种基材的优异粘附性。
• Monomers mono-substituted fluorinated oxetane
  申请人：Aerojet-General Corporation

  公开号：US05654450A1

  公开（公告）日：1997-08-05

  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 glass 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.

  本申请涉及一种从具有氟代烷氧甲基侧链的单取代氧杂环单体制得的新型氟代聚合物和预聚物以及制备这些组合物的方法。具有氟代烷氧甲基侧链的单取代氟代氧杂环单体以高产率制备，方法是将氟代烷氧化物与3-卤代甲基-3-甲氧基氧杂环预聚物或3-羟甲基-3-甲氧基氧杂环预聚物的芳基磺酸酯衍生物反应。还公开了通过简单的高产率过程制备单取代3-溴代甲基-3-甲氧基氧杂环预聚物的方法，适用于商业规模的扩大生产。本发明的氟代氧杂环单体可在路易斯酸和多羟基化合物的存在下轻松地进行同/共聚合反应，以获得具有氟代烷氧甲基侧链的羟基终止的聚醚预聚物。此外，氟代氧杂环单体可以与四氢呋喃等非氟代单体共聚合，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，具有5,000至约50,000的数均分子量。这些预聚物是无定形油，具有主要的羟基末端，因此有效地用作合成具有非常低的表面能、高疏水性、低玻璃化转变温度和低摩擦系数特性的各种热固性/热塑性弹性体和塑料的软块。从本发明的预聚物衍生的聚氨酯是弹性体，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良好附着性。
• Amorphous polyether glycols based on bis-substituted oxetane and tetrahydrofuran monomers
  申请人：Malik A. Aslam

  公开号：US20050154217A1

  公开（公告）日：2005-07-14

  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，以及由这些预聚物产生的聚合物，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的方法，包括直接使用以及作为众多组合物的组分。