(S)-1-methylheptyl 4'-hydroxybiphenyl-4-carboxylate | 111153-19-6

• 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: (S)-1-methylheptyl 4'-hydroxybiphenyl-4-carboxylate
• 英文别名: (s)-(+)-4-Hydroxy-4'-(1-methyl-heptyloxycarbonyl)biphenyl；[(2S)-octan-2-yl] 4-(4-hydroxyphenyl)benzoate
• CAS: 111153-19-6
• 化学式: C₂₁H₂₆O₃
• 分子量: 326.436
• InChiKey: GAQOTFJPZGEHAQ-INIZCTEOSA-N

物化性质

• 熔点：
  83-85 °C
• 沸点：
  460.1±28.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-methylheptyl 4'-hydroxybiphenyl-4-carboxylate 在 chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 生成
  参考文献：
  名称：

  V-Shaped switching and interlayer interactions in ferroelectric liquid crystals

  摘要：

  铁电液晶中的线性电光响应可以通过无阈值开关实现。迄今为止，尚未明确能够产生无阈值响应的铁电液晶的分子设计参数。在本文中，我们探讨了在控制开关过程中可能利用的一些化学设计特征，并建立了性质与结构的相关性，以实现展现无阈值行为的材料。

  DOI：

  10.1039/b612065m
• 作为产物：
  描述：

  氰基联苯酚 在 sodium hydroxide 、 硫酸 、 氨 、 溶剂黄146 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (S)-1-methylheptyl 4'-hydroxybiphenyl-4-carboxylate
  参考文献：
  名称：

  V-Shaped switching and interlayer interactions in ferroelectric liquid crystals

  摘要：

  铁电液晶中的线性电光响应可以通过无阈值开关实现。迄今为止，尚未明确能够产生无阈值响应的铁电液晶的分子设计参数。在本文中，我们探讨了在控制开关过程中可能利用的一些化学设计特征，并建立了性质与结构的相关性，以实现展现无阈值行为的材料。

  DOI：

  10.1039/b612065m

文献信息

• Optical Activity of Heteroaromatic Conjugated Polymer Films Prepared by Asymmetric Electrochemical Polymerization in Cholesteric Liquid Crystals: Structural Function for Chiral Induction
  作者：Kohsuke Kawabata、Masaki Takeguchi、Hiromasa Goto

  DOI：10.1021/ma400302j

  日期：2013.3.26

  We electrochemically polymerized various achiral heteroaromatic monomers in left-handed helical cholesteric liquid crystal (CLC) media. Circular dichroism (CD) spectroscopy revealed that most of the resulting conjugated polymer films exhibited both the first negative and second positive Cotton effects near their absorption maxima. This indicates left-handed helical aggregation of the conjugated main

  我们在左旋螺旋胆甾型液晶（CLC）介质中电化学聚合了各种非手性杂芳族单体。圆二色性（CD）光谱显示，大多数所得共轭聚合物薄膜在其吸收最大值附近均表现出第一负棉花效应和第二正棉花效应。这表明共轭主链的左旋螺旋聚集，这与CLC的左旋螺旋顺序一致。该结果表明，在电沉积期间，左旋螺旋CLC环境引起聚合物的左旋螺旋聚集。然而，聚合物的CD强度取决于母体单体的结构。
• Novel cholesteric liquid crystalline elastomers containing dimer type nematic and chiral liquid crystalline side-chains
  作者：Ying Jiang、Yuehua Cong、Baoyan Zhang

  DOI：10.1039/c6ra19330g

  日期：——

  (ChLCEs) E1–E7 were graft copolymerized by hydrosilylation reaction with poly(methylhydrogeno)siloxane, nematic monomer (M1), chiral monomer (M2), and crosslinking agent (CL). The two monomers were both dimers, and the chiral 2-octyl terminal group was firstly used in the ChLCE systems. The chemical structures of M1, M2 and CL were carefully examined by Fourier transform infrared (FT-IR), elemental analysis

  通过与聚（甲基氢）硅氧烷，向列型单体（M 1），手性单体（M 2）和交联剂（CL）进行氢化硅烷化反应，将一组新的胆甾型侧链液晶弹性体（ChLCEs）E 1 -E 7接枝共聚。）。两种单体均为二聚体，并且在ChLCE系统中首先使用了手性2-辛基端基。通过傅立叶变换红外（FT-IR），元素分析（EA），质子核磁共振波谱（1）仔细检查了M 1，M 2和CL的化学结构（11 H NMR）; 并通过偏光光学显微镜（POM）观察确定了它们的同质相，并通过X射线衍射（XRD）的计算再次确认了它们的同晶相。手性和非手性液晶侧链结合的螺旋结构使获得的ChLCE具有胆甾型液晶性质。通过调整交联剂的用量，可以调节ChLCE的介晶性质。根据差示扫描量热法（DSC），随着CL的增加，ChLCE的中间相各向同性相范围逐渐缩小​​。热分析（TG）结果表明，所有ChLCE的5％失重发生时的温度均大于300°C。有效交联密
• Novel non-symmetric chiral twin liquid crystals possessing two identical chiral moieties at both peripheral ends: highly chirality-sensitive phases appeared between smectic and isotropic liquid phases
  作者：Isa Nishiyama、Jun Yamamoto、John W. Goodby、Hiroshi Yokoyama

  DOI：10.1039/b201061e

  日期：2002.5.22

  A novel strategy for preparing non-symmetric chiral twin liquid crystals was proposed, where two identical chiral moieties were designed to be located at both peripheral ends and the non-symmetric character was introduced by the non-symmetric central connecting structure. Thus, optically active chiral non-symmetric twin homologues, [4′-(1-methylheptyloxycarbonyl)-1,1′-biphenyl-4-yl] 4″″-[ω-[4″-(1-methylheptyloxycarbonyl)-1″,1″′-biphenyl-4″′-yl}oxycarbonyl]alkyloxy]benzoate, were prepared, which were found to exhibit the antiferro-, ferri-, and ferroelectric phases. Furthermore, two more phases were observed between the ferroelectric and isotropic liquid phases. The lower-temperature phase was optically isotropic under the polarized light microscopy for both of the homogeneously and pseudo-homeotropically aligned thin samples, whereas the high-temperature phase showed a mosaic texture. Both of these anomalous phases were found to have a layered structure with a smaller layer spacing than the smectic phase. The stability of these phases was quite sensitive to the optical activity. With reduction of the optical purity, these phases disappeared but the Twist Grain Boundary phase was observed. A 1 ∶ 1 mixture of (S,S)- and (R,R)-isomers just showed the smectic A phase instead of these anomalous phases.

  提出了一种制备非对称手性孪晶液晶的新策略，即把两个相同的手性分子设计在外围两端，通过非对称的中心连接结构引入非对称特性。因此，光学活性手性非对称孪晶同系物[4′-（1-甲基庚氧羰基）-1,1′-联苯-4-基] 4″″-[ω-[4″-(1- 甲基庚氧羰基)-1″、1″′-联苯-4″′-基}氧羰基]烷氧基]苯甲酸酯，发现它们呈现出反铁电性、铁电性和铁电性。此外，在铁电相和各向同性液相之间还观察到另外两种相。在偏振光显微镜下，低温相在均匀排列和假各向同性排列的薄样品中均呈光学各向同性，而高温相则呈现马赛克纹理。这两种反常相都具有层状结构，层间距小于平滑相。这些相的稳定性对光学活性相当敏感。随着光学纯度的降低，这些相消失了，但却观察到了扭曲晶界相。(S,S)- 和 (R,R)- 异构体的 1 ∶ 1 混合物只显示出光滑 A 相，而不是这些异常相。
• Chiral T-shaped Semiflexible Compound Exhibiting a Wide Temperature Range Blue Phase III
  作者：Hirotoshi Iwamochi、Tetsu Hirose、Yutaro Kogawa、Atsushi Yoshizawa

  DOI：10.1246/cl.2010.170

  日期：2010.3.5

  We have designed a chiral T-shaped compound possessing a flexible spacer, which was found to exhibit a blue phase III with a temperature range of about 30 K including room temperature on cooling. Furthermore, the BPIII changed to a glass phase. Electrooptical switching was observed at all temperatures of the BPIII.

  我们设计了一种具有柔性间隔基的手性 T 形化合物，发现其在冷却时在约 30 K（包括室温）的温度范围内表现出蓝相 III。此外，BPIII转变为玻璃相。在 BPIII 的所有温度下都观察到电光切换。
• Ferro-, ferri- and antiferro-electric behaviour in a bent-shaped mesogen
  作者：Avtar S. Matharu、Chrissie Grover、Lachezar Komitov、Gunnar Andersson

  DOI：10.1039/b000128g

  日期：——

  The synthesis of a novel bent-shaped, four-ring thiophene-based chiral liquid crystalline ester derived from 5-(4-n-decyloxyphenyl)thiophene-2-carboxylic acid and (S)-1-methylheptyl 4′-hydroxybiphenyl-4-carboxylate is reported, i.e., (S)-4′-(1-methylheptyloxycarbonyl)biphenyl-4-yl 5-(4-n-decyloxyphenyl)thiophene-2-carboxylate. Optical microscopy, differential scanning calorimetry, miscibility study, and complementary electro-optical and current response studies reveal the existence of the SmA*, SmC*ferroelectric, SmC*ferrielectric, SmC*antiferroelectric and SmI*antiferroelectric phase types. Another mesophase type possibly exists below SmI*antiferroelectric which generates a rapid electro-optic response. Comparison with the analogous three-ring compound, i.e., (S)-4-(1-methylheptyloxycarbonyl)phenyl 5-(4-n-decyloxyphenyl)thiophene-2-carboxylate increases the thermal stability by 95.8 °C and the SmI*antiferroelectric phase is observed in addition.

  报告了由 5-(4-正癸氧基苯基)噻吩-2-羧酸和(S)-1-甲基庚基 4′-羟基联苯-4-羧酸酯合成的新型弯曲状四环噻吩基手性液晶酯，即(S)-4′-(1-甲基庚氧羰基)联苯-4-基 5-(4-正癸氧基苯基)噻吩-2-羧酸酯。光学显微镜、差示扫描量热法、混溶性研究以及互补电光和电流响应研究揭示了 SmA*、SmC*铁电体、SmC*铁电体、SmC*泛铁电体和 SmI* 泛铁电体相类型的存在。在 SmI* 泛铁电下面可能存在另一种介相类型，它能产生快速的电光响应。与类似的三环化合物（即 (S)-4-(1- 甲基庚氧羰基)苯基 5-(4-正癸氧基苯基)噻吩-2-羧酸酯）相比，其热稳定性提高了 95.8 ℃，而且还观察到了 SmI* 泛铁电相。