4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl trifluorovinyl ether | 865485-85-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl trifluorovinyl ether
• 英文别名: 4,4,5,5-Tetramethyl-2-(4-trifluorovinyloxy-phenyl)-[1,3,2]dioxaborolane；4,4,5,5-tetramethyl-2-[4-(1,2,2-trifluoroethenoxy)phenyl]-1,3,2-dioxaborolane
• CAS: 865485-85-4
• 化学式: C₁₄H₁₆BF₃O₃
• 分子量: 300.085
• InChiKey: PWXFQLDQOJAACD-UHFFFAOYSA-N

物化性质

• 沸点：
  304.3±42.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl trifluorovinyl ether 反应 72.0h， 以60%的产率得到1,2-bis{4-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)phenoxyl}henxafluorocyclobutane
  参考文献：
  名称：

  Suzuki polycondensation and post-polymerization modification toward electro-optic perfluorocyclobutyl (PFCB) aryl ether polymers: Synthesis and characterization

  摘要：

  Suzuki polycondensation (SPC) as an alternative strategy has been utilized for the first time to readily yield functional perfluorocyclobutyl (PFCB) aryl ether polymers, which are difficult to obtain via the traditional [2+2] thermal cyclopolymerization strategy. Using two reactive PFCB aryl ether molecules as monomers, the biphenyl PFCB aryl ether polymer without any functionality was first prepared and exhibited good thermal stability, up to 450 degrees C at 8% weight loss (N-2). By choosing appropriate functional monomers, aldehyde-functionalized PFCB aryl ether polymer precursor was also successfully prepared. Post-polymerization modification of this polymer precursor via Knoevenagel condensation yielded three distinct PFCB aryl ether polymers containing thermally stable triarylamine-based electro-optic chromophores. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2015.10.004
• 作为产物：
  描述：

  1-溴-4-(2-溴-1,1,2,2-四氟乙氧基)苯 在 叔丁基锂 、 锌 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 18.0h， 生成 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl trifluorovinyl ether
  参考文献：
  名称：

  含全氟环丁基作为交联基团的氟化芳族聚醚离聚物，用于燃料电池

  摘要：

  由2,5-二羟基苯磺酸钾（SHQ），十氟联苯（DFBP）和4-（三氟乙烯基氧基）制备磺化度（DS）为70％至95％的可交联共聚物（SHQ x -TFV y s）。 ）-联苯-2,5-二醇（TFVOH）作为可交联部分。为了开发用于聚合物电解质燃料电池（PEFC）的高度稳定的聚合物电解质膜（PEM），通过化学交联制备了交联的膜。通过改变TFVOH（5–30 mol％）的量来合成交联膜，以获得理想的PEM性能。用1 H和19研究了可交联单体和聚合物的结构F NMR和FT-IR光谱。交联的膜分别在239–271°C和290–312°C的温度下具有良好的玻璃化转变温度和热稳定性。交联的膜（DS范围为80-95％）显示出比Nafion 212（0.092 S / cm）更高的质子传导率（0.098-0.151 S / cm）。此外，在相同的测量条件下，与Nafion 212（163×10 –8 cm 2

  DOI：

  10.1021/cm203539m

文献信息

• 유기전기소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
  申请人：DUK SAN NEOLUX CO., LTD. 덕산네오룩스 주식회사(120150011099) Corp. No ▼ 161511-0176036BRN ▼312-86-74729

  公开号：KR20150093995A

  公开（公告）日：2015-08-19

  본 발명은 소자의 발광효율, 안정성 및 수명을 향상시킬 수 있는 신규 화합물 및 이를 이용한 유기전기소자, 그 전자 장치를 제공한다.

  本发明提供了一种新的化合物和利用该化合物可以提高器件的发光效率、稳定性和寿命的有机电子器件及其电子器件。
• Triphenylene-Enchained Perfluorocyclobutyl Aryl Ether Polymers: A Modular Synthetic Route to Processable Thermoplastics Approaching Upper Limit <i>T</i>_g and Photostability
  作者：Behzad Farajidizaji、Ernesto I. Borrego、Sumudu Athukorale、Mehdi Jazi、Bruno Donnadieu、Charles U. Pittman、Dennis W. Smith

  DOI：10.1021/acs.macromol.1c01043

  日期：2021.8.24

  Triphenylene-containing trifluorovinyl ether monomers prepared from 2,3-disubstituted-bis-1,4-(p-bromophenyl)triphenylene core building blocks undergo thermal step-growth polymerization (Ph2O, 180 °C), affording perfluorocyclobutyl polymers with unprecedented glass-transition temperatures (up to 295 °C), excellent high thermal-oxidative stabilities, and solution processability. The modular synthetic route provides

  由 2,3-二取代-双-1,4-( p-溴苯基)三亚苯基核心结构单元制备的含三亚苯三氟乙烯醚单体进行热逐步增长聚合（Ph 2 O，180°C），提供具有前所未有的全氟环丁基聚合物玻璃化转变温度（高达 295 °C）、优异的高热氧化稳定性和溶液加工性。模块化合成路线提供了从常见的环戊二烯酮衍生物和可变取代的炔烃中获得一系列三亚苯单体的途径，这些单体通过热聚合形成具有亮蓝色固态光致发光 (λ em = ∼400–470 nm) 的可溶液加工、坚韧、透明的薄膜）。转换由19F NMR 端基分析和凝胶渗透色谱至合理的高分子量 ( M n = 45–93 kDa)。值得注意的是，光发射在空气中 250°C 下持续 24 小时，冷却至室温后吸收和发射波长的变化可以忽略不计。
• 具有可交联基团的平面型三苯胺衍生物及其合成方法
  申请人：天津大学

  公开号：CN110938074B

  公开（公告）日：2022-08-12

  本发明涉及具有可交联基团的平面型三苯胺衍生物及其合成方法。通过乌尔曼偶联反应、格氏反应、闭环反应、卤代反应和铃木反应等反应合成了化合物。具有可交联基团的平面型三苯胺衍生物结构如下；该方法合成的平面型三苯胺衍生物中F、G、H、I具有不止一个苯乙烯基或三氟乙烯基交联基团，交联后可形成抗溶剂的网络薄膜，能有效防止器件层间混溶。经循环伏安法测试得到的F、G、H、I和J的氧化电位分别是0.3eV，0.29eV，0.27eV，0.32eV和0.33eV，较平面型三苯胺的氧化电位的氧化电位0.36eV更低，有利于载流子传输，在有机光伏器件和有机电致发光器件领域有重要的应用前景。
• Synthesis of a New Cross-Linkable Perfluorocyclobutane-Based Hole-Transport Material
  作者：Bogyu Lim、Jin-Taek Hwang、Jin Young Kim、Jieun Ghim、Doojin Vak、Yong-Young Noh、Soo-Hyoung Lee、Kwanghee Lee、Alan J. Heeger、Dong-Yu Kim

  DOI：10.1021/ol061642f

  日期：2006.10.1

  A new curable arylamine containing a perfluorocyclobutane (PFCB) structure without an acidic group was synthesized. The material was thermally cured on ITO after spin-coating. The polymer showed excellent solvent resistance, high thermal stability, high transparency, and good surface smoothness.
• Suzuki polycondensation and post-polymerization modification toward electro-optic perfluorocyclobutyl (PFCB) aryl ether polymers: Synthesis and characterization
  作者：Jingbo Wu、Benjamin R. Lund、Benjamin Batchelor、Daniel K. Dei、Shawna M. Liff、Dennis W. Smith

  DOI：10.1016/j.jfluchem.2015.10.004

  日期：2015.12

  Suzuki polycondensation (SPC) as an alternative strategy has been utilized for the first time to readily yield functional perfluorocyclobutyl (PFCB) aryl ether polymers, which are difficult to obtain via the traditional [2+2] thermal cyclopolymerization strategy. Using two reactive PFCB aryl ether molecules as monomers, the biphenyl PFCB aryl ether polymer without any functionality was first prepared and exhibited good thermal stability, up to 450 degrees C at 8% weight loss (N-2). By choosing appropriate functional monomers, aldehyde-functionalized PFCB aryl ether polymer precursor was also successfully prepared. Post-polymerization modification of this polymer precursor via Knoevenagel condensation yielded three distinct PFCB aryl ether polymers containing thermally stable triarylamine-based electro-optic chromophores. (C) 2015 Elsevier B.V. All rights reserved.