11-[(4'-cyano-1,1'-biphenyl-4-yl)oxy]undecanoic acid | 141702-41-2

• 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: 11-[(4'-cyano-1,1'-biphenyl-4-yl)oxy]undecanoic acid
• 英文别名: 11-(4'-cyanobiphenyl-4-yloxy)undecanoic acid；11-(4-Cyanobiphenyl-4'-oxy)undecanoic acid；11-[4-(4-cyanophenyl)phenoxy]undecanoic acid
• CAS: 141702-41-2
• 化学式: C₂₄H₂₉NO₃
• 分子量: 379.499
• InChiKey: ZJQQNVMHPXMNPO-UHFFFAOYSA-N

物化性质

• 沸点：
  573.2±35.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  11-[(4'-cyano-1,1'-biphenyl-4-yl)oxy]undecanoic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 77.0h， 生成
  参考文献：
  名称：

  Liquid-Crystalline Properties of Poly(propylene imine) Dendrimers Functionalized with Cyanobiphenyl Mesogens at the Periphery

  摘要：

  Three generations poly(propylene imine) dendrimers with 4, 16, and 64 terminal amine groups have been functionalized with pentyloxycyanobiphenyl and decyloxycyanobiphenyl mesogens. The liquid-crystalline properties of these dendrimers have been studied in detail by differential scanning calorimetry, optical polarization microscopy, and X-ray diffraction. All the mesogenic dendrimers orient into a smectic A mesophase. Thermal properties are influenced to a large extent by the spacer length, showing g-->S-A-->I transitions for the dendritic mesogens with the pentyloxy spacers and K-->S-A -->I transitions for the ones with a decyloxy spacer. In the latter, the temperature range of the mesophase increases with dendrimer generation. Mesophase formation in the case of the pentyloxy series is more difficult compared with the corresponding decyloxy analogues, when the transition enthalpies and the kinetics of obtaining microscopic textures are considered. The effect of generation on mesophase formation cannot be clearly distinguished, although in the case of the fifth-generation dendrimer with a decyloxy spacer, microscopic textures could be obtained more easily, compared with the lower generations. X-ray diffraction measurements of oriented samples indicate that the cyanobiphenyl endgroups of both series orient into an antiparallel-overlapping interdigitated structure. The observed S-A-layer spacings are independent of the dendrimer generation for both spacer lengths, indicating that the dendritic backbone has to adopt a completely distorted conformation, even for the higher generations.

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2456::aid-chem2456>3.0.co;2-l
• 作为产物：
  描述：

  氰基联苯酚 在 氢氧化钾 、 四丁基碘化铵 、 potassium carbonate 作用下， 以 甲醇 、 丁酮 为溶剂， 反应 0.08h， 生成 11-[(4'-cyano-1,1'-biphenyl-4-yl)oxy]undecanoic acid
  参考文献：
  名称：

  Formation of smectic and columnar liquid crystalline phases by cyclotriveratrylene (CTV) and cyclotetraveratrylene (CTTV) derivatives incorporating calamitic structural units

  摘要：

  新型的液晶寡聚介质，由五个、六个或八个 calamitic 4-氰基联苯、2-烷基-5-苯基-1,3,4-噻二唑或5-辛基-2-苯基嘧啶单元通过不同长度的间隔基与一个环三苯基中心核(CTV衍生物,2,3,7,8,12,13-六取代的10,15-二氢-5H-三苯并[a,d,g]环壬烯)或一个环四苯基中心核(CTTV衍生物,2,3,6,7,10,11,14,15-八取代的5,10,15,20-四氢四苯并[a,d,g,j]环十二碳四烯)共价连接而成，已被合成。这些化合物通过偏光显微镜、差示扫描量热法进行研究，其中一些还通过X射线衍射进行了研究。许多CTV衍生物显示出液晶性质。含长间隔基单元的氰基联苯衍生物具有固-液同质相(SA相)，可以很容易地过冷。噻二唑衍生物和嘧啶衍生物只有在间隔基单元相当短时才具有液晶相。噻二唑衍生物在CTV核与calamitic介质之间具有奇数连接原子时形成SA相，而具有偶数间隔基的噻二唑衍生物则显示柱状液晶相。我们提出，这些寡聚介质观察到的柱状液晶相并非因其能形成近似圆盘状的形态，而是代表带状相，这是由中心锥状核和棒状介质基团的不同空间填充引起的立体障碍造成的。假定具有偶数间隔基的分子呈现类似曲折(香蕉状)的平均形状，是形成带状相的原因。此外，一个具有八个附加苯基噻二唑介质的CTTV衍生物显示柱状液晶相。相应的氰基联苯衍生物发现有向列相，而嘧啶衍生物则不具有液晶性。

  DOI：

  10.1039/a702034a

文献信息

• Formation of smectic and columnar liquid crystalline phases by cyclotriveratrylene (CTV) and cyclotetraveratrylene (CTTV) derivatives incorporating calamitic structural units
  作者：Ralph Lunkwitz、Carsten Tschierske、Siegmar Diele

  DOI：10.1039/a702034a

  日期：——

  Novel liquid crystalline oligomesogens, which consist of five, six or eight calamitic 4-cyanobiphenyl, 2-alkyl-5-phenyl-1,3,4-thiadiazole or 5-octyl-2-phenylpyrimidine units covalently linked by spacers of different length with a cyclotribenzylene central core (CTV derivatives, 2,3,7,8,12,13-hexa-substituted 10,15-dihydro-5H-tribenzo[a,d,g]cyclononenes) or a cyclotetrabenzylene central core (CTTV derivatives, 2,3,6,7,10,11,14,15-octa-substituted 5,10,15,20-tetrahydrotetrabenzo[a,d,g,j]cyclododecenes) have been synthesized. These compounds were investigated by polarizing microscopy, differential scanning calorimetry and some of them were also studied by X-ray diffraction. Many of the CTV derivatives show liquid crystalline properties. The cyanobiphenyl derivatives incorporating long spacer units have enantiotropic SA phases which can easily be supercooled. The thiadiazole derivatives and the pyrimidine derivatives have liquid crystalline phases only if the spacer units are rather short. Thiadiazole derivatives with an odd number of connecting atoms between the CTV core and the calamitic mesogens form SA phases, whereas those with even-numbered spacers display columnar mesophases. We propose that the columnar mesophases observed for these oligomesogens do not result from their ability to adopt a nearly disc-like shape. Instead, they represent ribbon phases which result from a steric frustration caused by the different space filling of the central cone-like core and the rod-like mesogenic groups. A chevron-like (banana-like) average shape of the molecules with even-numbered spacers is assumed to be responsible for the formation of the ribbon phases.Also a CTTV derivative with eight appended phenylthiadiazole mesogens displays a columnar mesophase. A nematic phase was found for the corresponding cyanobiphenyl derivative, whereas the pyrimidine derivative is not liquid crystalline.

  新型的液晶寡聚介质，由五个、六个或八个 calamitic 4-氰基联苯、2-烷基-5-苯基-1,3,4-噻二唑或5-辛基-2-苯基嘧啶单元通过不同长度的间隔基与一个环三苯基中心核(CTV衍生物,2,3,7,8,12,13-六取代的10,15-二氢-5H-三苯并[a,d,g]环壬烯)或一个环四苯基中心核(CTTV衍生物,2,3,6,7,10,11,14,15-八取代的5,10,15,20-四氢四苯并[a,d,g,j]环十二碳四烯)共价连接而成，已被合成。这些化合物通过偏光显微镜、差示扫描量热法进行研究，其中一些还通过X射线衍射进行了研究。许多CTV衍生物显示出液晶性质。含长间隔基单元的氰基联苯衍生物具有固-液同质相(SA相)，可以很容易地过冷。噻二唑衍生物和嘧啶衍生物只有在间隔基单元相当短时才具有液晶相。噻二唑衍生物在CTV核与calamitic介质之间具有奇数连接原子时形成SA相，而具有偶数间隔基的噻二唑衍生物则显示柱状液晶相。我们提出，这些寡聚介质观察到的柱状液晶相并非因其能形成近似圆盘状的形态，而是代表带状相，这是由中心锥状核和棒状介质基团的不同空间填充引起的立体障碍造成的。假定具有偶数间隔基的分子呈现类似曲折(香蕉状)的平均形状，是形成带状相的原因。此外，一个具有八个附加苯基噻二唑介质的CTTV衍生物显示柱状液晶相。相应的氰基联苯衍生物发现有向列相，而嘧啶衍生物则不具有液晶性。
• Bent-rod liquid crystal dimers: synthesis and mesomorphic properties
  作者：Nerea Sebastián、Nélida Gimeno、Jorge Vergara、David O. López、José Luis Serrano、César L. Folcia、M. Rosario de la Fuente、M. Blanca Ros

  DOI：10.1039/c4tc00212a

  日期：——

  The mesomorphism of bent-rod dimers with a very long flexible linker strongly depends on the structure of the spacer and the rod-core.

  弯曲棒二聚体的中胚层结构非常依赖于间隔物和棒芯的结构。
• Core chirality based tailoring of the liquid crystalline properties of supermolecular tetrapedes
  作者：Abdelhak Belaissaoui、Stephen J. Cowling、Isabel M. Saez、John W. Goodby

  DOI：10.1039/b927008f

  日期：——

  of novel supermolecular star-shaped tetrapede chiral liquid crystals (LCs), incorporating carbohydrates, methyl α-D-glucopyranoside or methyl α-D-mannopyranoside, as chiral cores surrounded by four cyanobiphenyl mesogenic groups linked by either C6 or C11 alkyl chain spacers, have been synthesised. These non-conventional thermotropic carbohydrate-based chiral liquid crystals exhibit chiral nematic and

  一系列结合碳水化合物的新型超分子星形四足手性液晶（LC）， 甲基α- D-吡喃葡萄糖苷 要么 甲基α- D-甘露吡喃糖苷，被四个包围的手性核心 氰基联苯已经合成了通过C6或C11烷基链间隔基连接的介晶基团。这些基于非常规热致碳水化合物的手性液晶在较宽的温度范围内表现出手性向列相和近晶A中间相。通过偏光显微镜（POM）和差示扫描量热法（DSC）表征了介晶性能。除了手性核的立体和构象特性外，还讨论了柔性间隔基长度的影响。
• Preparation of side-chain liquid crystalline Azopolymers by CuAAC postfunctionalization using bifunctional azides: Induction of chirality using circularly polarized light
  作者：Jorge Royes、Javier Rebolé、Laura Custardoy、Nélida Gimeno、Luis Oriol、Rosa M. Tejedor、Milagros Piñol

  DOI：10.1002/pola.25929

  日期：2012.4.15

  of functional units in side‐chain polymers having moderate polymerization degrees and to modulate the properties of the final material. The article describes the synthesis, characterization, and liquid crystalline properties of the obtained polymers. The effect of the chemical structure and the possible cooperative effects between functional units in the photo‐induction of chirality are also evaluated

  定义明确的侧链液晶偶氮聚合物是通过将聚（甲基丙烯酸炔丙酯）与双功能液晶叠氮化物进行点击化学合成的，以生产功能化程度高的材料。通过原子转移自由基聚合（ATRP）制备具有侧链炔基的聚合物支架，并使用均双功能和杂双功能的叠氮化物通过铜（I）催化的叠氮化物-炔烃环加成（CuAAC）进行后功能化。叠氮化物是含有光响应性偶氮苯和/或液晶联苯部分的2,2-双（羟甲基）丙酸（bis-MPA）的衍生物。该方法是一种方便的替代方法，可以提高具有中等聚合度的侧链聚合物中功能单元的密度，并调节最终材料的性能。该文章描述了所得聚合物的合成，表征和液晶性质。还评估了化学结构的影响以及功能性单元在手性光诱导中可能的协同作用。已经实现了手性从圆偏振光（CPL）到材料的可切换光转移。©2012 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2012年
• Potochromic liquid crystals
  申请人：Frigoli Michel

  公开号：US20050258396A1

  公开（公告）日：2005-11-24

  The invention relates to novel photochromic liquid crystal materials which may be used in various electro-optic devices including liquid crystal devices. The materials can be converted into another form on irradiation by light which may make it feasible for them to be addressed by light in electro-optic devices. The materials are based on 5-membered heterocycles.

  本发明涉及一种新型光致变色液晶材料，可用于各种电光器件，包括液晶器件。这些材料可以在受到光照射后转化为另一种形式，这使得它们可以被光地址化在电光器件中使用。这些材料基于5元杂环。