1,2-bis(2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-3-yl)perfluorocyclopent-1-ene | 1135950-23-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,2-bis(2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-3-yl)perfluorocyclopent-1-ene
• CAS: 1135950-23-0
• 化学式: C₂₇H₃₂B₂F₆O₄S₂
• 分子量: 620.293
• InChiKey: RFQXMNDINUUAOR-UHFFFAOYSA-N

物化性质

• 沸点：
  600.0±50.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.86
• 重原子数：
  41.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-3-yl)perfluorocyclopent-1-ene 、 1-(4-溴苯基)咪唑 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以79%的产率得到1-[4-[4-[3,3,4,4,5,5-Hexafluoro-2-[5-(4-imidazol-1-ylphenyl)-2-methylthiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]imidazole
  参考文献：
  名称：

  使用二噻吩乙烯连接的唑类化合物在光酰化醇酰化中的有机催化作用

  摘要：

  合成了三种带有唑衍生物的新颖的二噻吩基乙烯，发现它们在用紫外线和可见光交替照射后经历了二噻吩基乙烯单元的可逆光环化。其中，二噻吩乙烯连接的咪唑和N-苯基咪唑对2-癸醇与乙酸酐的酰化反应具有较高的有机催化活性，二噻吩乙烯连接的咪唑的催化活性可通过可逆的光诱导环化/环还原反应来进行。二噻吩乙烯单元。

  DOI：

  10.1016/j.tet.2013.11.015
• 作为产物：
  描述：

  异丙醇频哪醇硼酸酯 、 1,2-bis(5-chloro-2-methylthien-3-yl)perfluorocyclopent-1-ene 在 正丁基锂 作用下， 以 环己烷 为溶剂， 反应 0.58h， 生成 1,2-bis(2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-3-yl)perfluorocyclopent-1-ene
  参考文献：
  名称：

  Improving the Fatigue Resistance of Diarylethene Switches

  摘要：

  When applying photochromic switches as functional units in light-responsive materials or devices, an often disregarded yet crucial property is their resistance to fatigue during photoisomerization. In the large family of diarylethene photoswitches, formation of an annulated isomer as a byproduct of the photochromic reaction turns out to prevent the desired high reversibility for many different derivatives. To overcome this general problem, we have synthesized and thoroughly investigated the fatigue behavior of a series of diarylethenes, varying the nature of the hetaryl moieties, the bridging units, and the substituents. By analysis of photokinetic data, a quantification of the tendency for byproduct formation in terms of quantum yields could be achieved, and a strong dependency on the electronic properties of the substituents was observed. In particular, substitution with 3,5-bis(trifluoromethyl)phenyl or 3,5-bis(pentafluorosulfanyl)phenyl groups strongly suppresses the byproduct formation and opens up a general strategy to construct highly fatigue-resistant diarylethene photochromic systems with a large structural flexibility.

  DOI：

  10.1021/ja513027s

文献信息

• 상전이 광 이성질체 화합물, 발광다이오드 표시장치 및 그 제조 방법
  申请人：LG Display Co.,Ltd. 엘지디스플레이 주식회사(119981018655) Corp. No ▼ 110111-0393134

  公开号：KR20180045361A

  公开（公告）日：2018-05-04

  본 발명은 상전이 광 이성질체 화합물을 제공하며, 상전이 광 이성질체층에 선택적 광 조사 공정을 진행한 후 도전성 물질을 증착함으로써, 마스크 공정 없이 금속 패턴의 형성이 가능하다. 따라서, 마스크 공정 없이 발광다이오드의 제 2 전극의 일부에 보조 전극을 형성할 수 있으며, 이에 의한 제 2 전극의 전압 강하에 의한 발광다이오드 표시장치의 표시 품질 저하 문제를 방지할 수 있다.

  本发明提供了一种转变光性质的化合物，并且通过在转变光性质层上进行选择性光照处理后，通过沉积挑战性物质，可以在无掩模工艺的情况下形成金属图案。因此，可以在无掩模工艺的情况下，在发光二极管的第二电极的一部分形成辅助电极，并且可以避免由第二电极的电压降低引起的发光二极管显示器的显示质量下降问题。
• Self-Assembly of Photochromic Diarylethenes with Amphiphilic Side Chains: Core-Chain Ratio Dependence on Supramolecular Structures
  作者：Takashi Hirose、Masahiro Irie、Kenji Matsuda

  DOI：10.1002/asia.200800340

  日期：2009.1.5

  diarylethene derivatives having different lengths and numbers of poly(ethylene glycol) side chains were synthesized and their photochromic property and self‐assembling behavior were investigated. The self‐assembling behavior of the derivatives strongly depends upon the ratio between the hydrophobic core and the amphiphilic side chain. According to UV/Vis absorption spectroscopy, CD spectroscopy, and dynamic light

  合成了具有不同长度和数量的聚乙二醇侧链的光致变色二芳基乙烯衍生物，并研究了它们的光致变色性能和自组装行为。衍生物的自组装行为在很大程度上取决于疏水核与两亲侧链之间的比例。根据UV / Vis吸收光谱，CD光谱和动态光散射实验，这些衍生物显示出组装结构的不同尺寸分布和在水中的不同溶解度。在闭环异构体中观察到的诱导CD信号的强度对于具有两个六甘醇侧链的分子是最大的。研究了核心链比率与自组装结构规律性之间的关系。
• Photochromic Diarylethene Derivatives Bearing Hydrophilic Substituents
  作者：Yuichiro Shoji、Akira Yagi、Masahiro Horiuchi、Masakazu Morimoto、Masahiro Irie

  DOI：10.1002/ijch.201300018

  日期：2013.5

  Photochromic diarylethene derivatives bearing hydrophilic N,N‐bis(2‐(2‐(2‐methoxyethoxy)ethoxy)ethyl)sulfonamide (SO2NTEG2) (1–3) or myo‐inositol (4–6) substituents were synthesized. Although the solubility in aqueous solution of the derivatives containing the four tri(ethylene glycol) chains was relatively poor, the solubility was improved by introducing two myo‐inositol residues. The derivatives

  轴承亲水性的光致变色二芳基乙烯衍生物Ñ，Ñ双（2-（2-（2-甲氧基乙氧基）乙氧基）乙基）磺酰胺（SO 2 NTEG 2）（1 - 3）或肌醇肌醇（4 - 6）的取代基进行合成。尽管含有四个三（乙二醇）链的衍生物在水溶液中的溶解度相对较差，但通过引入两个肌醇可以提高溶解度。肌醇残基。衍生物甚至可以溶解在纯水中，并在紫外线和可见光交替照射下在有机和水溶液中进行光致变色。这些衍生物的开环和闭环异构体的最大吸收值以及紫外辐射下从开环到闭环异构体的光平稳转化率变化不大，即使溶剂极性发生了变化。这些结果表明，二芳基乙烯的衍生物是单分子溶解在水溶液中，并且所述的衍生物之间的分子间的相互作用是可忽略的，当浓度小于1×10 -4  mol⋅L -1。