4-(4-pentylphenylethynyl)phenol | 120091-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(4-pentylphenylethynyl)phenol
• 英文别名: 4-[(4-Pentylphenyl)ethynyl]phenol；4-[2-(4-pentylphenyl)ethynyl]phenol
• CAS: 120091-70-5
• 化学式: C₁₉H₂₀O
• 分子量: 264.367
• InChiKey: PXBHGBJWUMRFGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  对甲苯磺酸 3-丁炔酯 、 4-(4-pentylphenylethynyl)phenol 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 生成 1-But-3-ynoxy-4-[2-(4-pentylphenyl)ethynyl]benzene
  参考文献：
  名称：

  Nematic tolanes and acetylenes

  摘要：

  据报道，首次发现了在末端链中包含非共轭碳-碳三键并在熔点以上呈现向列相的液晶。为了研究液晶末端链的形状、构象和刚性对其介晶相行为的影响，合成了一系列在末端链中或两个苯环之间包含碳-碳三键的化合物。此外，还制备了一系列相关的托兰化合物，其在末端取代基为含额外碳-碳双键的烯氧链或简单的烷氧链，用于比较研究。

  DOI：

  10.1039/b209045g
• 作为产物：
  描述：

  4-碘苯酚 、 4-戊基苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 4-(4-pentylphenylethynyl)phenol
  参考文献：
  名称：

  Nematic tolanes and acetylenes

  摘要：

  据报道，首次发现了在末端链中包含非共轭碳-碳三键并在熔点以上呈现向列相的液晶。为了研究液晶末端链的形状、构象和刚性对其介晶相行为的影响，合成了一系列在末端链中或两个苯环之间包含碳-碳三键的化合物。此外，还制备了一系列相关的托兰化合物，其在末端取代基为含额外碳-碳双键的烯氧链或简单的烷氧链，用于比较研究。

  DOI：

  10.1039/b209045g

文献信息

• Nematic 2,5-disubstituted thiophenesElectronic supplementary information (ESI) available: extensive synthetic information. See http://www.rsc.org/suppdata/jm/b2/b202073b/
  作者：Neil L. Campbell、Warren L. Duffy、Gareth I. Thomas、Janine H. Wild、Stephen M. Kelly、Kevin Bartle、Mary O'Neill、Vicky Minter、Rachel P. Tuffin

  DOI：10.1039/b202073b

  日期：2002.8.30

  A large number of new liquid crystals incorporating the 2,5-disubstituted thiophene ring have been prepared and their mesomorphic behaviour studied in order to systematically investigate the correlation between the molecular structure and mesomorphism of thiophene derivatives with different shapes, polarisability and polarity. As a consequence of these investigations we have prepared a new class of liquid crystals incorporating a 2,5-disubstituted thiophene ring and a conjugated trans-carbon–carbon double bond in the terminal chain. These novel thiophene derivatives are the first liquid crystals incorporating a 2,5-disubstituted thiophene ring to exhibit a nematic phase at room temperature. This enables the flexoelectric coefficients of a bent-shaped molecule to be measured directly and at room temperature for the first time to the authors' knowledge. Many of these new thiophenes exhibit a high birefringence and a high nematic clearing point and are of potential use as components of nematic mixtures in LCDs.

  制备了大量含有2,5-二取代噻吩环的新型液晶，并研究了它们的介晶行为，以系统地探讨不同形状、极化能力和极性的噻吩衍生物的分子结构与介晶性之间的关联。通过这些研究，我们合成了一类新型液晶，它们含有2,5-二取代噻吩环和末端链中的共轭反式碳-碳双键。这些新颖的噻吩衍生物是首批在室温下表现出向列相的含有2,5-二取代噻吩环的液晶。这使得弯曲形状分子的挠曲电系数能够首次在作者所知的情况下直接在室温下测量。许多这些新型噻吩具有高双折射率和高向列相清亮点，有可能作为液晶显示器中向列相混合物的成分。
• Polymerizable mesogenic tolanes
  申请人：Merck Patent Gesellschaft mit beschrankter Haftung

  公开号：US06514578B1

  公开（公告）日：2003-02-04

  Polymerizable tolanes of formula I wherein P, Sp, X, n, A1, A2, Z1, Z2, m1, m2, L1, L2, r and R have the meanings defined herein, polymerizable liquid crystal compositions comprising at least one compound of formula I, linear or crosslinked liquid crystal polymers obtainable from these compounds and compositions, are suitable for use in optical elements such as polarizers, retardation and compensation films, alignment layers, color filters or holographic elements. They are also suitable for use in liquid crystal displays such as PDLC, polymer gel or polymer stabilized cholesteric texture (PSCT) displays, as well as for use in adhesives, synthetic resins with anisotropic mechanical properties, cosmetics, diagnostics or liquid crystal pigments, for decorative and security applications, and for nonlinear optics or optical information storage.

  公式I中的可聚合的Tolane，其中P、Sp、X、n、A1、A2、Z1、Z2、m1、m2、L1、L2、r和R的含义在此定义，至少包含一个公式I化合物的可聚合液晶组合物，可获得从这些化合物和组合物中得到的线性或交联液晶聚合物，适用于用于光学元件，如偏振器、延迟和补偿膜、定向层、彩色滤光片或全息元件。它们也适用于用于液晶显示器，如PDLC、聚合物凝胶或聚合物稳定的胆甾醇纹理（PSCT）显示器，以及用于粘合剂、具有各向异性机械性能的合成树脂、化妆品、诊断或液晶颜料，用于装饰和安全应用，以及用于非线性光学或光学信息存储。
• Polymerizable liquid crystal composition and optically anisotropic medium
  申请人：Kawamura Jyoji

  公开号：US20070170394A1

  公开（公告）日：2007-07-26

  A polymerizable liquid crystal composition includes a liquid crystal compound having a polymerizable group, wherein the composition includes from 0.1 to 6.0% by weight of a (meth)acrylic copolymer (H), which 1) has a side chain containing a fluorine group, and a side chain containing a group represented by a general formula (h): 2) has a fluorine group content of 3 to 30% by weight, 3) has a ratio of side chains containing the group represented by the general formula (h) relative to the combined total of all side chains that falls within a range from 9 to 95 mol %, and 4) has a weight average molecular weight within a range from 10,000 to 300,000.

  一种可聚合液晶组合物，包括具有聚合基团的液晶化合物，其中该组合物包括0.1至6.0重量％的（甲基）丙烯酸共聚物（H），该共聚物：1）具有含有氟基的侧链和含有通式（h）所代表的基团的侧链；2）具有3至30重量％的氟含量；3）具有含有通式（h）所代表的基团的侧链与所有侧链的总和的比率在9至95摩尔％的范围内；4）具有10,000至300,000范围内的重均分子量。
• POLYMERIZABLE LIQUID CRYSTAL COMPOSITION AND OPTICALLY ANISOTROPIC BODY
  申请人：Dainippon Ink and Chemicals, Incorporated

  公开号：EP1754768A1

  公开（公告）日：2007-02-21

  A polymerizable liquid crystal composition includes a liquid crystal compound having a polymerizable group, wherein the composition includes from 0.1 to 6.0% by weight of a (meth)acrylic copolymer (H), which 1) has a side chain containing a fluorine group, and a side chain containing a group represented by a general formula (h): 2) has a fluorine group content of 3 to 30% by weight, 3) has a ratio of side chains containing the group represented by the general formula (h) relative to the combined total of all side chains that falls within a range from 9 to 95 mol%, and 4) has a weight average molecular weight within a range from 10,000 to 300,000.

  一种可聚合液晶组合物包括具有可聚合基团的液晶化合物，其中该组合物包括 0.1 至 6.0%（重量）的(甲基)丙烯酸共聚物(H)，该共聚物(H) 1) 具有含氟基团的侧链和含通式 (h) 所代表基团的侧链： 2）氟基含量为 3%至 30%（按重量计）、 3）含有通式（h）所代表基团的侧链相对于所有侧链总和的比例在 9 至 95 摩尔%的范围内，且 4) 平均分子量在 10,000 至 300,000 之间。
• Nematic Liquid Crystals with a Trifluoromethyl Group
  作者：Stephen M. Kelly、Graham Skelton、Cliff Jones、Vicki Minter、Rachel Tuffin

  DOI：10.1080/10587250108025060

  日期：2001.8

  We have synthesised a new class of compounds incorporating a trifluoromethyl group in the terminal alkoxy or alkenyloxy chain. Compounds containing several aromatic rings were synthesised with a view to producing compounds of high birefringence. This also included the synthesis of compounds containing a carbon-carbon triple bond. Compounds with three 1,4-disubstituted rings were synthesised in order to produce materials with a high nematic clearing point and as low a melting point as possible. Laterally fluoro-substituted compounds were prepared to generate a high positive value of the dielectric anisotropy, a low melting point and no smectic mesophases. Substances containing a cyclohexyl ring, which tend to induce a lower viscosity and compounds incorporating a bicyclo[2.2.2]octane ring were also synthesised in order to produce a high nematic clearing point and to influence the elastic constants. The (E)-trifluorobut-2-enyloxy-compounds were prepared in attempts to produce compounds with appropriate elastic constants and a high birefringence.