1,2-bis[2-methyl-5-(p-(hydroxymethyl)phenyl)-3-thienyl]hexafluorocyclopentene | 210093-64-4

• 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: 1,2-bis[2-methyl-5-(p-(hydroxymethyl)phenyl)-3-thienyl]hexafluorocyclopentene
• 英文别名: 1,2-bis-(5-(p-hydroxymethylphenyl)-2-methyl-3-thienyl)perfluorocyclopentene；1,2-bis(2-methyl-5-(4-methanoylphenyl)thiophen-3-yl)hexafluorocyclopentene；1,2-bis-(5-p-hydroxylmethylphenyl-2-methyl-3-thienyl)perfluorocyclopentene；1,2-Bis[2-methyl-5-[4-(hydroxymethyl)phenyl]-3-thienyl]-3,3,4,4,5,5-hexafluoro-1-cyclopentene；[4-[4-[3,3,4,4,5,5-hexafluoro-2-[5-[4-(hydroxymethyl)phenyl]-2-methylthiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]methanol
• CAS: 210093-64-4
• 化学式: C₂₉H₂₂F₆O₂S₂
• 分子量: 580.615
• InChiKey: QLJAOUNTDKKWHP-UHFFFAOYSA-N

物化性质

• 沸点：
  640.0±55.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis[2-methyl-5-(p-(hydroxymethyl)phenyl)-3-thienyl]hexafluorocyclopentene 在 四溴化碳 、 sodium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 13-[[4-[4-[3,3,4,4,5,5-Hexafluoro-2-[2-methyl-5-[4-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-ylmethyl)phenyl]thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]phenyl]methyl]-1,4,7,10-tetraoxa-13-azacyclopentadecane
  参考文献：
  名称：

  Photochromic bis(monoaza-crown ether)s. Alkali-metal cation complexing properties of novel diarylethenes

  摘要：

  The novel bis(monoaza-crown ether) diarylethenes 1 and 2 have been synthesized and their photochromism and the ion-complexation properties of both photoisomers have been investigated. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00843-0
• 作为产物：
  描述：

  4-溴-5-甲基噻吩-2-硼酸 在 盐酸 、 四(三苯基膦)钯 、 正丁基锂 、 4-甲基苯磺酸吡啶 、 sodium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 1,2-bis[2-methyl-5-(p-(hydroxymethyl)phenyl)-3-thienyl]hexafluorocyclopentene
  参考文献：
  名称：

  Photochromic bis(monoaza-crown ether)s. Alkali-metal cation complexing properties of novel diarylethenes

  摘要：

  The novel bis(monoaza-crown ether) diarylethenes 1 and 2 have been synthesized and their photochromism and the ion-complexation properties of both photoisomers have been investigated. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00843-0

文献信息

• An Organic Optical Transistor Operated under Ambient Conditions
  作者：Martti Pärs、Christiane C. Hofmann、Katja Willinger、Peter Bauer、Mukundan Thelakkat、Jürgen Köhler

  DOI：10.1002/anie.201104193

  日期：2011.11.25

  It takes three: The key functionalities of an optical transistor, gating and amplification, are demonstrated exploiting the photophysical properties of a molecular triad (see picture). Two building blocks of the triad are highly efficient fluorophores, whereas the third building block is a photochromic molecule that can be reversibly interconverted between two bistable forms by light.

  它需要三个步骤：利用分子三重态的光物理特性，证明了光学晶体管的关键功能，门控和放大（见图）。三单元组的两个构件是高效荧光团，而第三个构件是光致变色分子，可以通过光在两个双稳态形式之间可逆地相互转换。
• Synthesis and fluorescence on/off switching of hyperbranched polymers having diarylethene at the branching point
  作者：Katsuya Shimizu、Rémi Métivier、Seiya Kobatake

  DOI：10.1016/j.jphotochem.2019.112341

  日期：2020.3

  We designed and synthesized hyperbranched polymers (HBPs) having diarylethene (DE) at branching points and having fluorene (FL) and DE derivatives between branching points in order to investigate the effect of the polymer structure to fluorescence on/off switching efficiency induced by the photochromic reaction of DE. First, HBP was synthesized by polymerization of an FL monomer (FL-St) in the presence

  我们设计并合成了在支化点具有二芳基乙烯（DE）且在支化点之间具有芴（FL）和DE衍生物的超支化聚合物（HBP），以研究聚合物结构对光致变色引发的荧光开/关转换效率的影响DE的反应。首先，通过在具有可逆加成-断裂链转移单元（St-DE-RAFT）的DE单体的存在下，以[FL-St] / [的进料比]的FL单体（FL-St）的聚合来合成HBP。 St-DE-RAFT] =10。得到的HBP的荧光强度随DE的光环化转化而线性下降。伴随光致变色反应的荧光强度的变化表明一种DE闭环异构体可以淬灭16.9个相邻的FL部分。然而，由于聚合物链中FL的数量远大于DE的数量，因此荧光的转换速率和开/关对比度相对较低。因此，我们合成了两种类型的HBP，它们的DE不仅位于分支点，而且以不同的分支度整合在聚合物链中。此类HBP的FL荧光强度显示出与DE的光环化转化率呈非线性关系，并且即使在低转化率下，具有高开/关
• Diarylethene-based photochromic polyurethanes for multistate optical memories
  作者：Giorgio Pariani、Rossella Castagna、Giovanni Dassa、Stephan Hermes、Claudio Vailati、Andrea Bianco、Chiara Bertarelli

  DOI：10.1039/c1jm11870f

  日期：——

  Photochromic polyurethanes (PPUs) are synthesised by reaction between a diarylethene end-capped with hydroxyl groups and an aliphatic diisocyanate. In situpolymerisation provides amorphous films with remarkable optical properties. The possibility to vary the amount and the chemical structure of the photochromic monomer without affecting the reactivity of the polymerization allows one to tune in a wide range the optical properties of these films. In addition, different diarylethenes can be mixed together to give copolymers which may find application as photochromic layers for multistate optical memories. A setup for a non-destructive readout based on Raman signal is proposed.

  光致变色聚氨酯（PPU）是由端部带有羟基的二元乙烯与脂肪族二异氰酸酯反应合成的。原位聚合可生成具有显著光学特性的无定形薄膜。由于可以在不影响聚合反应活性的情况下改变光致变色单体的数量和化学结构，因此可以在很大范围内调整这些薄膜的光学特性。此外，还可以将不同的二芳基酚混合在一起，得到共聚物，并将其用作多态光学存储器的光致变色层。此外，还提出了一种基于拉曼信号的非破坏性读出装置。
• Photochromic and photomechanical responses of an amorphous diarylethene-based polymer: a spectroscopic ellipsometry investigation of ultrathin films
  作者：Chiara Toccafondi、Luca Occhi、Ornella Cavalleri、Amanda Penco、Rossella Castagna、Andrea Bianco、Chiara Bertarelli、Davide Comoretto、Maurizio Canepa

  DOI：10.1039/c4tc00371c

  日期：——

  determine the complex index of refraction ñ of the film in its blue and colourless forms. The refractive index of the blue phase neatly exceeds that of the transparent form for wavelengths in the NIR. In particular, out of resonance, at λ ∼ 1700 nm, ΔRe(ñ) ∼ 0.05. Parallel to the ΔRe(ñ) increase, the analysis of ellipsometry data suggests a decrease of the film thickness (about 1.5%) during the transition

  这项工作涉及的是在硅片上旋铸的主链中含有二芳基乙烯单元的聚酯非常薄的薄膜（14–40 nm）。通过用紫外光照射，由于出现了集中在约600 nm处的强吸收带，无色形式变为蓝色。着色状态是热稳定的，并且可以用可见光触发向后转换。宽带（245-1700 nm）椭圆偏振光谱数据与基于各向同性，Kramers-Kronig一致多共振模型的模拟结果的比较，使我们能够确定膜的蓝色和无色形式的复折射率ñ。对于NIR中的波长，蓝相的折射率完全超过透明形式的折射率。尤其是在λ处没有共振约1700 nm，ΔRe（ñ）约0.05。与ΔRe（ñ）增加平行，椭偏数据分析表明从开放（透明）形式到闭合（彩色）形式的转变期间膜厚度的减少（约1.5％）。
• Hose with tunable flexibility using cyclizable, photochromic molecules
  申请人：International Business Machines Corporation

  公开号：US10927976B2

  公开（公告）日：2021-02-23

  Embodiments of the disclosure generally provide methods related to articles that display reversible photoresponsive behavior.

  本公开的实施方案一般提供与显示可逆光致伸缩行为的物品有关的方法。