cholesteryl 4-(allyloxy)benzoate | 83953-73-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cholesteryl 4-(allyloxy)benzoate
• 英文别名: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 4-prop-2-enoxybenzoate
• CAS: 83953-73-5
• 化学式: C₃₇H₅₄O₃
• 分子量: 546.834
• InChiKey: PQOVAJQYXGNAQV-RMCWQMHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1,1,3,3,5,5-七甲基三硅氧烷 、 cholesteryl 4-(allyloxy)benzoate 在 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 甲苯 为溶剂， 反应 24.0h， 以29%的产率得到cholesteryl 4-[3-(1,1,3,3,5,5,5-heptamethyltrisiloxanyl)propoxy]benzoate
  参考文献：
  名称：

  带有胆固醇基介晶基团的硅氧烷基单体和二聚液晶的设计和相变行为

  摘要：

  新合成了一系列带有胆固醇基介晶基团的硅氧烷基单体和二聚液晶（LC），并通过偏振光学显微镜（POM），差示扫描量热法（DSC）和X射线衍射（XRD）研究了它们的相变行为）。在这项研究中获得的所有基于硅氧烷的LC均在较宽的温度范围内显示出近晶A相。在获得的基于硅氧烷的LC中，仅发现在间隔基的中央部分具有最短硅氧烷单元的二聚LC除了近晶A相之外还显示出手性向列相和蓝相。根据构象研究了基于硅氧烷的二聚LC的热性能差异。此外，

  DOI：

  10.1016/j.jorganchem.2019.02.016
• 作为产物：
  描述：

  过氧化氢酶 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 、 potassium hydroxide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 15.0h， 生成 cholesteryl 4-(allyloxy)benzoate
  参考文献：
  名称：

  一系列含有氰基和胆固醇封端的取代基的新型侧链液晶聚硅氧烷：侧链末端行为的结构依赖性在哪里出现？

  摘要：

  通过硫醇-点击化学法成功地合成了具有强极性氰基取代末端的非手性侧链和胆固醇末端的手性侧链的一系列聚硅氧烷侧链液晶聚合物。1个H-NMR，FT-IR和热重分析用于确认其化学结构和热稳定性。通过相结合的分析方法，如差示扫描量热法，偏振光学显微镜和X射线，系统地研究了它们的相变行为和相结构。结果表明，归因于极性相互作用的决定性作用，所有聚合物仅形成了单层叉指式SmA相，其中周期排列由氰基封端的侧链，胆固醇封端的手性侧链的含量增加（X CHOL）只是膨胀层内的相邻分子之间的距离。©2017 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2017年，55，1765年至1772年

  DOI：

  10.1002/pola.28547

文献信息

• Synthesis and self-assembly behaviours of side-chain smectic thiol–ene polymers based on the polysiloxane backbone
  作者：Wenhuan Yao、Yanzi Gao、Xiao Yuan、Baofeng He、Haifeng Yu、Lanying Zhang、Zhihao Shen、Wanli He、Zhou Yang、Huai Yang、Dengke Yang

  DOI：10.1039/c5tc04331j

  日期：——

  different types of LC phase structures and three different molecular arrangements were observed, depending on the two LC building blocks. Polymers with Xchol below 0.3 could self-assemble into a smectic E (SmE)-like structure and a single layer smectic A (SmAs) structure upon heating. When Xchol was between 0.4 and 0.7, a single phase structure of a SmAs or a bilayer smectic A (SmAd) could be observed

  与在侧链中的手性和非手性的取代，表示为PMMS-一系列聚硅氧烷侧链液晶聚合物（PSCLCPs）的X CHOL - Ñ（Ñ = 0，0.1％，0.15，0.2，0.3，0.4，0.5 0.6，0.7。分别通过硫醇-烯点击化学法成功合成了手性胆甾醇单元（X chol）在特定聚合物中的摩尔含量分别为0.8、0.9和1.0 。聚合物的分子结构由1确定H-NMR，FT-IR，凝胶渗透色谱法（GPC）和热重分析（TGA）。通过各种技术的结合，例如差示扫描量热法（DSC），偏振光学显微镜（POM）和X射线衍射，详细研究了它们的液晶（LC）特性和自组装行为。结果表明，X chol和温度显着影响聚合物的相变行为和自组装结构。X胆固醇增加，清除点显着增加，其介晶温度范围大大拓宽，并形成了丰富的中间相。通常，根据两种LC结构单元，观察到两种不同类型的LC相结构和三种不同的分子排列。X chol低于0.3的聚合物
• Influence of shorter backbone and cholesteric monomer percentage on the phase structures and thermal-optical properties of linear siloxane tetramers containing cholesterol and benzene methyl ether groups
  作者：Wenhuan Yao、Yanzi Gao、Fasheng Li、Lanying Zhang、Zhou Yang、Huai Yang

  DOI：10.1039/c6ra17692e

  日期：——

  that the mesophase structures of all the polymers were greatly dependent on the molar content of the chiral cholesteric unit (Xchol). Polymers with Xchol below 0.60 or over 0.70 could develop a stable cholesteric phase or smectic A phase, while both smectic A and cholesteric phases could be formed for polymers with Xchol between 0.60 and 0.70. Besides, polymers with Xchol below 0.60, which developed

  通过典型的氢化硅烷化反应成功地合成了一系列含有胆固醇和苯甲基醚基团作为侧链的新型线性聚硅氧烷四聚体。通过1 H-NMR，FT-IR和热重分析（TGA）确认了它们的化学结构。结合分析方法，如差示扫描量热法（DSC），偏振光学显微镜（POM）和X射线衍射，系统地研究了它们的相变行为和相结构。结果表明，所有聚合物的中间相结构在很大程度上取决于手性胆甾醇单元（X chol）的摩尔含量。含X胆甾醇的聚合物低于0.60或超过0.70可能会形成稳定的胆甾相或近晶A相，而X chol在0.60至0.70之间的聚合物可能会形成近晶A相和胆甾相。此外，含X胆甾醇的聚合物低于0.60时，在整个介晶状态下会形成胆甾醇相，并具有足够宽的温度范围（最低超过50°C，最高超过130°C），在加热和任意调节的玻璃下，其选择性反射波长也可能在470-560 nm之间可调转变温度在0–40°C之间。结果，成功获得了用于温度传
• Wide-band reflective films produced by side-chain cholesteric liquid-crystalline elastomers derived from a binaphthalene crosslinking agent
  作者：Xiaojuan Wu、Lilong Yu、Hui Cao、Renwei Guo、Kexuan Li、Zihui Cheng、Feifei Wang、Zhou Yang、Huai Yang

  DOI：10.1016/j.polymer.2011.10.036

  日期：2011.11

  A series of novel side-chain cholesteric liquid-crystalline elastomers based on polysiloxane and cholesterol derivate monomer were prepared by adopting a crosslinking agent containing binaphthalene group. The chemical structures and mesomorphic properties of the monomers and elastomers were confirmed by FT-IR, H-1 NMR, DSC and POM measurements. Worthily, the elastomers exhibited unusual temperature dependence of the helical twisting power (HIP) which is demonstrated resulting from coordination of the crosslinking agent and the mesogenic units. With increase in temperature, the HTP of elastomers containing small quantity of the crosslinking unit exhibited a turning point, while that of elastomers comprising much more crosslinking unit shifted straight. Furthermore, a single layer wide-band reflective film with non-uniform pitch distribution was prepared by utilizing the HTP variety of elastomers with change in temperature. From scanning electron microscopy (SEM) investigations, the mechanism of the broadband reflection was verified. (C) 2011 Published by Elsevier Ltd.
• Construction of Topological Macromolecular Side Chains Packing Model: Study Unique Relationship and Differences in LC-Microstructures and Properties of Two Analogous Architectures with Well-Designed Side Attachment Density
  作者：Li Han、Hongwei Ma、Yang Li、Jian Wu、Hanyan Xu、Yurong Wang

  DOI：10.1021/acs.macromol.5b00101

  日期：2015.2.24

  A new series of linearcomb and 4-arm starcomb side chain liquid crystalline polymers (Lc-/Sc-SCLCPs) have been synthesized and characterized. The treatment of hydride siloxane-containing terminated liquid crystalline and high 1,2-/1,4- (high vinyl, hv/low vinyl, lv) linear or 4-arm star polybutadienes (L-/S-PBs) was conducted via the methods in combination of living anionic polymerization and reverse hydrosilylation to obtain SCLCPs with wide mesomorphic temperature range (?T) and narrow polydispersity index (PDI). The possible molecular arrangement model of two analogous hv-/lv-architectures was constructed, that was used to systematically investigate the effects of Lc- and Sc- topological morphology on liquid crystalline (LC) properties and molecular microstructures. SCLCPs exhibited the same smectic A phase around room temperature, but thermal properties were significantly different due to differences of interaction force resulting from different macromolecular side chains packing. Surprisingly, the trend of lv-SCLCP displaying the effects of topology on phase transitions and microstructures was just contrary to that of hv-topology. hv-Sc-SCLCPs containing high density mesogenic composition were desired to generate wider Delta T and higher molecular layer order in comparison with Lc analogues, which provided a unexpected analyzed model that are of interest to be explored. In particular, the uniaue differences of macromolecular aggregation state arrangement in liquid crystal state dependent on free cooling between hv-Lc- and Sc-SCLCPs were observed from POM.
• US5231206A
  申请人：——

  公开号：US5231206A

  公开（公告）日：1993-07-27