1,2-bis(4-methylphenoxy)perfluorocyclobutane | 134377-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-bis(4-methylphenoxy)perfluorocyclobutane
• 英文别名: 4-(4'-p-tolyloxyperfluorocyclobutoxy)toluene；1,2-Bis(4-methylphenoxy)-1,2,3,3,4,4-hexafluorocyclobutane；1-[1,2,2,3,3,4-hexafluoro-4-(4-methylphenoxy)cyclobutyl]oxy-4-methylbenzene
• CAS: 134377-59-6
• 化学式: C₁₈H₁₄F₆O₂
• 分子量: 376.298
• InChiKey: YRQOWTUYSXWTPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,2-bis(4-methylphenoxy)perfluorocyclobutane 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 以93%的产率得到1,2-bis(4-bromomethylphenoxy)perfluorocyclobutane
  参考文献：
  名称：

  通过点击化学合成含全氟环丁基和三唑单元的新型芳族醚聚合物

  摘要：

  描述了新型的含全氟环丁基和三唑单元的线性芳族醚聚合物的合成和表征。这些聚合物是由新单体1,2-双（4-叠氮基甲基苯氧基）全氟环丁烷和双乙炔基化合物的点击化学反应（铜催化的Huisgen的1,3-偶极环加成反应）制得的。

  DOI：

  10.1016/j.jfluchem.2008.04.012
• 作为产物：
  描述：

  对甲酚 在 potassium hydroxide 作用下， 生成 1,2-bis(4-methylphenoxy)perfluorocyclobutane
  参考文献：
  名称：

  包含全氟环丁基芳基醚基疏水链段的新型定义明确的两亲性二嵌段共聚物

  摘要：

  通过丙烯酸甲酯（MOMA）和甲基丙烯酸4-（4'-对甲苯氧基全氟环丁氧基）苄酯（TPFCBBMA）的连续原子转移自由基聚合（ATRP），合成了一系列定义明确的二元亲水-亲水二嵌段共聚物。疏水性聚（丙烯酸甲氧基甲酯）（PMOMA）链段水解为亲水性聚（丙烯酸）（PAA）链段。MOMA的ATRP通过2-MBP，在50发起℃下在本体，得到具有窄分子量分布的两种不同的均聚物PMOMA（中号瓦特/中号Ñ  ≤1.15）。PMOMA- b-PTPFCBBMA定义明确的二嵌段共聚物是通过在90℃下在苯甲醚中以TPFCBBMA的ATRP合成的，其中Br-末端官能化的PMOMA均聚物为大分子引发剂，而CuBr / PMDETA为催化体系。最终的PAA- b- PTPFCBBMA两亲性二嵌段共聚物是通过在稀盐酸中选择性水解PMOMA嵌段而不影响PTPFCBBMA嵌段而获得的。以pyr为探针，通过荧光光谱法测定了PAA-

  DOI：

  10.1016/j.polymer.2010.02.036

文献信息

• [EN] METHOD OF MAKING PERFLUOROCYCLOBUTANE-CONTAINING MONOMER<br/>[FR] PROCÉDÉ DE FABRICATION D'UN MONOMÈRE CONTENANT DU PERFLUOROCYCLOBUTANE
  申请人：SOLVAY SPECIALTY POLYMERS IT

  公开号：WO2020229227A1

  公开（公告）日：2020-11-19

  The invention pertains to a multi-step process for making polyfunctional aromatic compounds comprising two phenyl rings bearing reactive groups susceptible of polycondensation reaction to provide polycondensed polymers, said method using economic raw materials, and possessing high selectivity and overall yield.

  该发明涉及一种多步骤工艺，用于制备含有两个苯环的多官能芳香化合物，这两个苯环带有易于聚缩反应的反应基团，以提供聚缩聚合物，该方法使用经济原材料，具有高选择性和整体产率。
• Perfluorocyclobutyl-based methacrylate monomers: Synthesis and radical polymerization
  作者：Yongjun Li、Sen Zhang、Liang Tong、Qingnuan Li、Wenxin Li、Guolin Lu、Hao Liu、Xiaoyu Huang

  DOI：10.1016/j.jfluchem.2008.12.012

  日期：2009.3

  A new class of methacrylate monomers containing perfluorocyclobutyl unit was synthesized in multisteps including crossing-dimerization, demethylation and esterification using commercially available p-substituted phenol, tetrafluoroethylene and methacryloyl chloride as starting materials. These monomers can be polymerized in solution to provide perfluorocyclobutyl-based polymethacrylate, a kind of potential transparent material. (C) 2009 Elsevier B.V. All rights reserved.
• PERFLUOROCYCLOBUTANE CROSSLINKED HYDROGELS
  申请人：Thomas Brian

  公开号：US20070154429A1

  公开（公告）日：2007-07-05

  This invention provides water-swellable articles and hydrogels that contain a hydrophilic polymer and perfluorocyclobutane crosslinking segments. The perfluorocyclobutane crosslinking segments are covalently attached to the polymeric chains of the hydrophilic polymer so that the crosslinking segments chemically link the polymeric chains to each other. The present invention also provides a method of making a crosslinked hydrogel by first attaching one or more substituted aromatic trifluorovinyl or aromatic trifluorovinyl ether moieties to a hydrophilic polymer to form a modified polymer and then heating the modified polymer at an elevated temperature to form perfluorocyclobutane segments from the trifluorovinyl or trifluorovinyl ether moieties. These water-swellable articles and hydrogels may be used in biomedical and pharmaceutical applications and may be suitable for implanted joint repair materials such as an articulating or bearing surface in a hip, knee, spine, finger, ankle, elbow, wrist, or shoulder joint.
• Synthesis of novel aromatic ether polymers containing perfluorocyclobutyl and triazole units via click chemistry
  作者：Rong-Xing Yao、Lei Kong、Zeng-Shen Yin、Feng-Ling Qing

  DOI：10.1016/j.jfluchem.2008.04.012

  日期：2008.10

  The synthesis and characterization of a novel class of linear aromatic ether polymers containing perfluorocyclobutyl and triazole unites is described. These polymers were prepared from the click chemistry (the copper-catalyzed Huisgen's 1,3-dipolar cycloaddition) of new monomer 1,2-bis(4-azidomethylphenoxy) perfluorocyclobutane and bisethynyl compounds.

  描述了新型的含全氟环丁基和三唑单元的线性芳族醚聚合物的合成和表征。这些聚合物是由新单体1,2-双（4-叠氮基甲基苯氧基）全氟环丁烷和双乙炔基化合物的点击化学反应（铜催化的Huisgen的1,3-偶极环加成反应）制得的。
• A novel well-defined amphiphilic diblock copolymer containing perfluorocyclobutyl aryl ether-based hydrophobic segment
  作者：Dong Yang、Liang Tong、Yongjun Li、Jianhua Hu、Sen Zhang、Xiaoyu Huang

  DOI：10.1016/j.polymer.2010.02.036

  日期：2010.4

  (Mw/Mn ≤ 1.15). PMOMA-b-PTPFCBBMA well-defined diblock copolymers were synthesized by ATRP of TPFCBBMA at 90 °C in anisole using Br-end-functionalized PMOMA homopolymer as macroinitiator and CuBr/PMDETA as catalytic system. The final PAA-b-PTPFCBBMA amphiphilic diblock copolymers were obtained via the selective hydrolysis of PMOMA block in dilute HCl without affecting PTPFCBBMA block. The critical micelle concentrations

  通过丙烯酸甲酯（MOMA）和甲基丙烯酸4-（4'-对甲苯氧基全氟环丁氧基）苄酯（TPFCBBMA）的连续原子转移自由基聚合（ATRP），合成了一系列定义明确的二元亲水-亲水二嵌段共聚物。疏水性聚（丙烯酸甲氧基甲酯）（PMOMA）链段水解为亲水性聚（丙烯酸）（PAA）链段。MOMA的ATRP通过2-MBP，在50发起℃下在本体，得到具有窄分子量分布的两种不同的均聚物PMOMA（中号瓦特/中号Ñ  ≤1.15）。PMOMA- b-PTPFCBBMA定义明确的二嵌段共聚物是通过在90℃下在苯甲醚中以TPFCBBMA的ATRP合成的，其中Br-末端官能化的PMOMA均聚物为大分子引发剂，而CuBr / PMDETA为催化体系。最终的PAA- b- PTPFCBBMA两亲性二嵌段共聚物是通过在稀盐酸中选择性水解PMOMA嵌段而不影响PTPFCBBMA嵌段而获得的。以pyr为探针，通过荧光光谱法测定了PAA-