2-hydroxy-3,6,7,10,11-pentakis(decyloxy)triphenylene | 836636-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-hydroxy-3,6,7,10,11-pentakis(decyloxy)triphenylene
• 英文别名: 2,3,6,7,10-penta(decyloxy)-11-hydroxytriphenylene；3,6,7,10,11-Pentakis-decoxytriphenylen-2-ol
• CAS: 836636-48-7
• 化学式: C₆₈H₁₁₂O₆
• 分子量: 1025.63
• InChiKey: PGOLZCIWIHPJJK-UHFFFAOYSA-N

物化性质

• 沸点：
  964.2±60.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  26.9
• 重原子数：
  74
• 可旋转键数：
  50
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl 11-bromoundecanoate 、 2-hydroxy-3,6,7,10,11-pentakis(decyloxy)triphenylene 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-[10-(benzyloxycarbonyl)decyloxy]-3,6,7,10,11-penta(decyloxy)triphenylene
  参考文献：
  名称：

  Discotic Liquid Crystalline Poly(propylene imine) Dendrimers Based on Triphenylene

  摘要：

  The design, synthesis, and mesomorphic properties of a new series of homodendrimers consisting of the commercially available poly(propylene imine) (PPI) dendrimers (G = 1-5), PPI-(NH2)(n)(n = 4 8. 16, 32, 64), functionalized with a discotic triphenylene moiety are reported. The liquid crystalline behavior was investigated by means of differential scanning calorimetry (DSC), polarizing-light optical microscopy (POM), and X-ray diffractometry (XRD). All of the homodendrimers showed mesomorphic properties, with the second to fifth generations giving a hexagonal columnar mesophase (Col(h)) and the first generation a rectangular columnar mesophase (Col(r)). The X-ray study reveals that these mesophases show a highly ordered structure with segregation of triphenylenes and dendrimers into separate columns and a regular stacking distance inside the triphenylene columns. GPC analysis showed that the dendrimers had good monodispersity and MALDI-TOF studies of the first three generations gave good evidence that all of the terminal amino groups of the dendrimers were functionalized with a discotic unit.

  DOI：

  10.1021/ja0455906
• 作为产物：
  描述：

  2,3,6,7,10-penta(decyloxy)-11-methoxytriphenylene 在 二苯基膦酸锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以93.5%的产率得到2-hydroxy-3,6,7,10,11-pentakis(decyloxy)triphenylene
  参考文献：
  名称：

  Discotic Liquid Crystalline Poly(propylene imine) Dendrimers Based on Triphenylene

  摘要：

  The design, synthesis, and mesomorphic properties of a new series of homodendrimers consisting of the commercially available poly(propylene imine) (PPI) dendrimers (G = 1-5), PPI-(NH2)(n)(n = 4 8. 16, 32, 64), functionalized with a discotic triphenylene moiety are reported. The liquid crystalline behavior was investigated by means of differential scanning calorimetry (DSC), polarizing-light optical microscopy (POM), and X-ray diffractometry (XRD). All of the homodendrimers showed mesomorphic properties, with the second to fifth generations giving a hexagonal columnar mesophase (Col(h)) and the first generation a rectangular columnar mesophase (Col(r)). The X-ray study reveals that these mesophases show a highly ordered structure with segregation of triphenylenes and dendrimers into separate columns and a regular stacking distance inside the triphenylene columns. GPC analysis showed that the dendrimers had good monodispersity and MALDI-TOF studies of the first three generations gave good evidence that all of the terminal amino groups of the dendrimers were functionalized with a discotic unit.

  DOI：

  10.1021/ja0455906

文献信息

• Triphenylene Silanes for Direct Surface Anchoring in Binary Mixed Self-Assembled Monolayers
  作者：Markus Mansueto、Sven Sauer、Martin Butschies、Martin Kaller、Angelika Baro、Rebecca Woerner、Nis Hauke Hansen、Guenter Tovar、Jens Pflaum、Sabine Laschat

  DOI：10.1021/la300775n

  日期：2012.6.5

  chlorodecyldimethylsilane or chlorodimethyloctadecylsilane, and their capability as model systems for organic templating was evaluated. The structure of the resulting binary mixed SAMs was analyzed by water contact angle measurements, null ellipsometry, and X-ray reflectivity (XRR) in combination with theoretical modeling by a multidimensional Parratt algorithm and AFM. The composition dependence of film thickness

  新的基于菲的硅烷2-（ω-（chlorodimethylsilyl） - ñ -烷基）-3,6,7,10,11 -五米-alkoxytriphenylene 4（T米-C Ñ）与ñ = 8或9和米合成了＝ 7、8、9、10或11，并研究了它们在液态以及在玻璃和氧化硅表面上的自组装行为。联苯硅烷4（T m -C n）及其前体3（T m -C n）的介晶性质通过差示扫描量热法（DSC），偏振光学显微镜（POM）和X射线衍射确定。从小角X射线散射（SAXS）方案，可以推断出优先盘状片状中间相，而广角X射线散射（WAXS）突出了烷基侧链的液体状特征。为了将这些整体结构性质转移到薄膜上，通过从溶液中吸附获得自组装单分子膜（SAMs），并通过水接触角测量，零椭偏法和原子力显微镜（AFM）对其进行表征。利用浓度作为额外的自由度，可以使用2-（ω-（氯二甲基甲硅烷基）-十一烷基）-3,6,7,10,11-
• Synthesis of novel donor–acceptor twins
  作者：Andreas Schultz、Sabine Laschat、Andrew P. Abbott、Martin Langner、Toby B. Reeve

  DOI：10.1039/b006736i

  日期：——

  Donor acceptor dimers 1a–f were prepared in four steps by coupling 1-(bromohexyloxy)-9,10-anthraquinone 5c to 2-hydroxy-3,6,7,10,11-pentakis(alkyloxy)triphenylenes 2a–f. Whereas differential scanning calorimetry and optical polarizing microscopy of those derivatives 1a–d with short alkyl chains revealed only crystal to soft plastic crystal transitions followed by isotropic melting, 1e,f with long alkyl chains possess a mesophase. Weak intramolecular charge-transfer interactions in solution were deduced from NMR and UV spectra.

  通过将 1-（溴己氧基）-9,10-蒽醌 5c 与 2-羟基-3,6,7,10,11-五(烷氧基)三亚苯 2aâf 偶联，分四个步骤制备了供体受体二聚体 1aâf。短烷基链衍生物 1aâd 的差示扫描量热法和光学偏光显微镜仅显示了晶体到软塑晶体的转变，随后是各向同性的熔化，而长烷基链衍生物 1e,f 则具有介相。从核磁共振和紫外光谱中推断出了溶液中微弱的分子内电荷转移相互作用。
• Self-organization of star-shaped columnar liquid crystals with a coaxial nanophase segregation revealed by a combined experimental and simulation approach
  作者：Eduardo Beltrán、Matteo Garzoni、Beatriz Feringán、Alberto Vancheri、Joaquín Barberá、José Luis Serrano、Giovanni M. Pavan、Raquel Giménez、Teresa Sierra

  DOI：10.1039/c4cc08602c

  日期：——

  Coaxial stacking of two different functional units revealed by combining X-ray and MD simulation.

  通过结合X射线和分子动力学模拟揭示了两个不同功能单元的同轴堆叠。
• Triphenylene-Based Side Chain Liquid Crystalline Block Copolymers Containing a PEG block: Controlled Synthesis, Microphase Structures Evolution and Their Interplay with Discotic Mesogenic Orders
  作者：Bin Wu、Bin Mu、Sai Wang、Junfei Duan、Jianglin Fang、Rongshi Cheng、Dongzhong Chen

  DOI：10.1021/ma400655t

  日期：2013.4.23

  structures with the DLC matrix showing Ncol or ND mesophases. For copolymers with the highest fw,DLC around 90%, an overall ND phase was developed in sharp contrast to the ordered columnar phase formed by their corresponding DLC homopolymers, which was quite inspiring and might suggest another pathway of attaining this important nematic discotic phase through introducing a suitable copolymerized block

  三苯撑（TP）衍生物是典型的，可能是研究最广泛的盘状液晶（DLC）材料。通过ATRP将TP液晶元与合成良好的聚（乙二醇）-b-聚（丙烯酸2-羟乙酯）（PEG-PHEA）进行类似的聚合物反应，得到了一系列定义明确的侧链DLC二嵌段共聚物PEG-poly （TPm）（m = 6或10），DLC嵌段重量分数（f w，DLC）为37％至90％，已成功制备，分子量分布窄（PDI≤1.11）。有趣的微相分离超结构演化以及整体形态与盘状介晶阶之间的相关性，其函数为f w，DLCDSC，POM和可变温度SAXS / WAXS的组合已经证明了温度和温度。具有较低DLC内容那些共聚物（˚F瓦特，DLC = 37％和43％），并在形成于PEG区域结晶变体周期和后行顺序级转变的层状结构在45℃下较低的温度和N的不同盘状中间相d或N col在约25°C时转变。对于中间体f w，DLC = 62％的共聚物，在高于35
• H-Bonded Donor–Acceptor Units Segregated in Coaxial Columnar Assemblies: Toward High Mobility Ambipolar Organic Semiconductors
  作者：Beatriz Feringán、Pilar Romero、José Luis Serrano、César L. Folcia、Jesús Etxebarria、Josu Ortega、Roberto Termine、Attilio Golemme、Raquel Giménez、Teresa Sierra

  DOI：10.1021/jacs.6b06792

  日期：2016.9.28

  1:3 supramolecular complexes was evidenced by different techniques. Mesogenic driving forces played a decisive role in the formation of the hydrogen-bonded complexes in the bulk. All of the complexes formed by nonmesogenic components gave rise to hexagonal columnar (Colh) liquid crystal phases, which are stable at room temperature. In all cases, X-ray diffraction experiments supported by electron density

  描述了一种基于星形三（三唑基）三嗪和含三亚苯苯甲酸之间的氢键配合物的双极半导体的新方法。1:3 超分子复合物的形成通过不同的技术得到证实。介晶驱动力在大量形成氢键配合物方面发挥了决定性作用。由非介晶组分形成的所有配合物都产生了六方柱状 (Colh) 液晶相，其在室温下是稳定的。在所有情况下，由电子密度分布图支持的 X 射线衍射实验证实了三亚苯基/三（三唑基）三嗪分别分离成六边形亚晶格和晶格，以及显着的柱内有序。这些高度有序的纳米结构，