4'-(10-bromodecyloxy)biphenyl-4-carbonitrile | 140713-89-9

• 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: 4'-(10-bromodecyloxy)biphenyl-4-carbonitrile
• 英文别名: 4′-[(10-bromodecyl)oxy]-[1,1′-biphenyl]-4-carbonitrile；4-[4-(10-Bromodecoxy)phenyl]benzonitrile
• CAS: 140713-89-9
• 化学式: C₂₃H₂₈BrNO
• 分子量: 414.385
• InChiKey: UYPSFJCIOMUUCI-UHFFFAOYSA-N

物化性质

• 沸点：
  528.7±35.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-(10-bromodecyloxy)biphenyl-4-carbonitrile 在 盐酸羟胺 、 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-(10-[4′-cyanobiphenyl-4-yloxy]decyloxy)benzaldoxime
  参考文献：
  名称：

  Novel liquid crystal aldoximes and aldoxime ethers: Synthesis, characterization and liquid crystal behavior

  摘要：

  This study describes synthesis and characterization of new liquid crystal aldoximes and aldoxime ethers in detail. Firstly, 4'-(6-bromohexyloxy)bipheny1-4-carbonitrile, 4'-(8-bromooctylox)bipheny1-4-carbonitrile and 4'-(10-bromoodecyloxy)bipheny1-4-carbonitrile derivatives were synthesized, respectively. Then, with this compound, condensation reaction was determined to p-hydroxybenzaldehyde and new aldehyde derivatives were synthesized. This aldehyde derivatives were converted to new oxime derivatives, not found in the literature. Then, these new oxime derivatives were converted to oxime ether derivatives with iodomethane. All of the obtained products were characterized by a combination of FT-IR, H-1 NMR,C-13 NMR and elemental analysis. Then, the liquid crystal properties of these new compounds were determined by using DSC and POM techniques. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2015.04.016
• 作为产物：
  描述：

  氰基联苯酚 、 1,10-二溴癸烷 以78%的产率得到4'-(10-bromodecyloxy)biphenyl-4-carbonitrile
  参考文献：
  名称：

  添加电解质对溴化三乙基氨基癸氧基氰基联苯 (OCB-C10NEt3Br) 易溶相行为的影响

  摘要：

  已使用光学显微镜、X 射线衍射和 NMR 研究了添加的电解质（NaBr、NaCl、Na2SO4、Na3PO4 Na2HPO4、NaSCN）对三乙基氨基癸氧基氰基二戊基溴 (OCB-C10NEt3) 的易溶中间相行为的影响。光学显微镜被用来绘制层状中间相的存在区域，而 X 射线衍射给出了它的整体尺寸，核磁共振被用来监测水的有序性。仅观察到层状和胶束相。在除 NaSCN 之外的所有电解质中，超过一定浓度时，表面活性剂和水的部分混溶性被诱导。这通常涉及从更浓的表面活性剂溶液中分离出稀释的表面活性剂溶液。它不会发生在广泛的层状相区域内。X 射线衍射和核磁共振结果表明，电解质的主要影响是减少聚集体中每个头基的面积。电解质的影响遵循霍夫迈斯特系列，归因于阴离子在聚集体表面的吸附或解吸，而不是“水结构”的变化。硫氰酸钠导致“重入”各向同性相的出现，部分原因是层状相稳定在低浓度。建议通过 SCN 离子从胶束表面置换

  DOI：

  10.1021/jp0013513

文献信息

• Synthesis and thermal, emission and dielectric properties of liquid crystalline Eu(III), Sm(III) and Tb(III) complexes based on mesogenic 4-pyridone ligands functionalized with cyanobiphenyl groups
  作者：Laura F. Chiriac、Paul C. Ganea、Doina Manaila Maximean、Iuliana Pasuk、Viorel Cîrcu

  DOI：10.1016/j.molliq.2019.111184

  日期：2019.9

  New thermotropic lanthanidomesogens based on Eu(III), Sm(III) and Tb(III) with N-alkylated 4-pyridones mesogenic ligands, having two cyanobiphenyl groups attached via long alkoxy spacers, with 6, 9 and 10 carbons atoms in 3,5 - positions of a benzyl unit, have been designed and investigated. The liquid crystal behavior was assessed by differential scanning calorimetry, the mesophases being assigned

  基于Eu（III），Sm（III）和Tb（III）和N-烷基化的4-吡啶酮类介晶配体的新型热致镧系元素基因，具有两个通过长烷氧基间隔基连接的氰基联苯基团，在3个碳原子中具有6、9和10个碳原子，已经设计和研究了苄基单元的5-位。通过差示扫描量热法评估液晶行为，通过偏光显微镜基于它们的特征织构分配中间相，并通过可变温度X射线粉末衍射分析确认中间相。三个N-烷基化的4-吡啶酮向列配体与硝酸镧系元素反应生成新的镧系元素致病菌，其在高达125°C的温度下具有稳定且可复制的近晶A相。配合物的发射光谱已经显示出镧系元素三价离子在SmA相直至整个各向同性状态的整个温度范围内的特征性发射。在液晶相存在的温度范围内（在低频（LF）域0.01–10 MHz和高频（HF）范围1 MHz–3 GHz中）执行的介电谱测量显示出三个偶极弛豫流程。通过将介电损耗谱与两个分量的Havriliak-Negami函数拟合，可
• Mixtures of disc-shaped and rod-shaped mesogens with chiral components
  作者：Paul H. J. Kouwer、Chris J. Welch、Graeme McRobbie、Ben J. Dodds、Lee Priest、Georg H. Mehl

  DOI：10.1039/b314342b

  日期：——

  A novel mesogen has been synthesised, that not only combines two one disc-shaped and rod-shaped mesogens, but also includes a chiral group in the centre of the molecule. A protection and selective deprotection procedure allows the introduction of the chiral group in the central linking group of the mesogen. However, using this versatile procedure, a variety of other groups can be introduced selectively into the mesogen. The chiral group induces the formation of a cholesteric phase. Interestingly, the N* mesophase is miscible with the nematic phases of the precursor discs and rods. This study provides further evidence for the miscibility of discs and rods in a (chiral) nematic phase.

  合成了一种新型介质，它不仅结合了两种碟形和棒形介质，还在分子的中心包含一个手性基团。通过保护和选择性去保护程序，可以将手性基团引入介质的中央连接基团中。然而，使用这种多功能程序，可以选择性地将多种其他基团引入介质中。手性基团诱导了胆甾相的形成。有趣的是，N*介相与前驱体碟形和棒形的向列相具有可混溶性。这项研究进一步证实了碟形和棒形在（手性）向列相中的可混溶性。
• Styrene-containing mesogens. Part 1: photopolymerisable nematic liquid crystals
  作者：Anthony Cook、Samer Badriya、Simon Greenfield、Neil B. McKeown

  DOI：10.1039/b203940k

  日期：2002.8.30

  Several members of a novel series of styrene-containing liquid crystal monomers, based on the cyanobiphenyl mesogenic group, possess thermally stable nematic phases. These materials display a large odd–even effect, relating to the length of the flexible spacer between the styrene and cyanobiphenyl units, which is very similar to previously described liquid crystal ‘dimers’ composed of two cyanobiphenyl units. It is shown that styrene (i.e. 4-vinylphenoxy) is an excellent terminal group for cyanobiphenyl mesogens as compared to a number of other phenyloxy groups. In addition, a compatible bifunctional mesogenic crosslinker is described. Photopolymerisation of an aligned film of a low-melting eutectic mixture derived from these compounds is achieved using cationic initiation in aerobic conditions.

  一系列基于氰基联苯致液晶基团的含苯乙烯液晶单体的成员，具有热稳定的向列相。这些材料表现出较大的奇偶效应，与苯乙烯和氰基联苯单元之间柔性连接链的长度有关，这一点与先前描述的由两个氰基联苯单元组成的液晶“二聚体”非常相似。研究表明，与其他多种酚氧基团相比，苯乙烯（即4-乙烯基苯氧基）作为氰基联苯介质的末端基团非常优秀。此外，还描述了一种兼容的双功能介质交联剂。通过在有氧条件下采用阳离子引发，成功实现了由这些化合物衍生的低熔点共晶混合物的对齐薄膜的光聚合。
• Simple and double pyridinium salts with cyanobiphenyl groups as ionic liquids and ionic liquid crystals: synthesis and investigation of thermal behavior
  作者：Amalia Pană、Andreea L. Panait、Viorel Cîrcu

  DOI：10.1007/s11164-017-3212-0

  日期：2018.3

  promesogenic cyanobiphenyl groups and different counterions, bromide, dodecylsulfate or dioctyl sulfosuccinate, were designed and prepared while their thermal properties were investigated by means of differential scanning calorimetry (DSC) and thermogravimetric analysis. The monocationic bromide pyridinium salt 3 tethered with only one cyanobiphenyl group behaves as an ionic liquid crystal displaying monotropic

  设计并制备了一系列具有一个或两个产前氰基联苯基和不同抗衡离子的单阳离子和二阳离子吡啶鎓盐，溴化物，十二烷基硫酸盐或磺基琥珀酸二辛酯，同时通过差示扫描量热法（DSC）和热重分析研究了它们的热性能。分析。仅用一个氰基联苯基束缚的单阳离子溴化吡啶鎓盐 3 表现为在低温下显示单向性向列相和近晶相的离子液晶，这由偏振光学显微镜观察和DSC分析证明。用十二烷基或DOSS溴离子的代用- （琥珀酸二辛酯）离子，得到吡啶鎓盐，没有介晶性能。单离子吡啶鎓盐与DOSS−离子表现为离子液体，在− 16°C附近发生玻璃化转变。
• Liquid crystals based on silver carbene complexes derived from dimeric bis(imidazolium) bromide salts
  作者：Amalia Pană、Monica Iliş、Marin Micutz、Florea Dumitraşcu、Iuliana Pasuk、Viorel Cîrcu

  DOI：10.1039/c4ra11023d

  日期：——

  A series of bis(imidazolium) salts with different mesogenic groups (cyanobiphenyl or cholesteryl) and their silver carbene complexes with Br− anion has been designed and prepared. The liquid crystalline behaviour of these ionic liquids and their corresponding silver–carbene complexes was investigated by polarised optical microscopy (POM), differential scanning calorimetry (DSC) and powder X-ray diffraction

  一系列双（咪唑鎓）盐的具有不同介晶基团（氰基或胆甾醇），并用溴其银卡宾配合物-负离子已被设计和制备。通过偏振光学显微镜（POM），差示扫描量热法（DSC）和粉末X射线衍射研究了这些离子液体及其相应的银碳烯配合物的液晶行为，同时通过热重分析（TGA）研究了它们的热稳定性。银络合物在很宽的温度范围内具有热稳定性，可接近的转变温度接近环境温度。具有胆固醇基的化合物比具有氰基联苯介晶基团的化合物具有更高的转变温度，但是它们的热稳定性受到在达到各向同性状态之前的轻微分解的限制。有趣的是，