2-Hydroxy-3-methoxy-6,7,10,11-tetrahexyloxytriphenylene | 162281-27-8

• 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-methoxy-6,7,10,11-tetrahexyloxytriphenylene
• 英文别名: 6,7,10,11-tetra(hexyloxy)-3-methyl-2-hydroxytriphenanthrene；2-hydroxyl-3-methoxy-6,7,10,11-tetra(hexyloxy)triphenylene；6,7,10,11-Tetrahexoxy-3-methoxytriphenylen-2-ol
• CAS: 162281-27-8
• 化学式: C₄₃H₆₂O₆
• 分子量: 674.962
• InChiKey: PRAKDNWHUQWPGC-UHFFFAOYSA-N

物化性质

• 沸点：
  767.3±55.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  49
• 可旋转键数：
  25
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  2-Hydroxy-3-methoxy-6,7,10,11-tetrahexyloxytriphenylene 在 氯代叔丁烷 、 lithium 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 53.0h， 生成 2-(methylcarbamoylmethoxy)-3,6,7,10,11-penta(hexyloxy)triphenylene
  参考文献：
  名称：

  Synthesis and Mesomorphism of Asymmetric Triphenylene Discotic Liquid Crystals Bearing with Mono-Amido-Based Alkyl Soft Chains

  摘要：

  A series of triphenylene discotic liquid crystals with amido-based alkyl chains in different lengths were synthesized and characterized. The liquid crystal properties were studied with differential scanning calorimetry and polarizing optical microscopy. The influences of amide alkyl chain lengths on the mesomorphism were discussed. Based on the results, we concluded that the triphenylene discogens with an amido-based alkyl chain could form intermolecular hydrogen bonds inside their columnar stacks, and hence, exhibit higher melting and clearing points, and wider mesophase ranges.

  DOI：

  10.1080/15421406.2011.569516
• 作为产物：
  描述：

  木榴油 在 三氯化铁 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 2-Hydroxy-3-methoxy-6,7,10,11-tetrahexyloxytriphenylene
  参考文献：
  名称：

  Bushby; Lu, Synthesis, 2001, # 5, p. 763 - 767

  摘要：

  DOI：

文献信息

• 苯并菲-芘-苯并菲盘状液晶三联体化合物的制备方法
  申请人：四川师范大学

  公开号：CN112979434B

  公开（公告）日：2022-04-19

  本发明涉及一种含多条烷氧链的基于2,7‑双（3,6,7,10,11‑五（烷氧基）苯并菲‑2‑基）芘的盘状液晶三联体化合物的合成，其特征在于具有通式（Ⅰ）所示的结构。其中R1为C6~C10的烷基链，R2为C1~C10的烷基链。上述通式（Ⅰ）化合物在较宽的温度范围内能自组装成六方柱状液晶中间相和向列相。本发明还提供了一种含多条烷氧链的基于2,7‑双（3,6,7,10,11‑五（烷氧基）苯并菲‑2‑基）芘的盘状液晶三联体化合物的制备方法，其合成路线简单快捷且条件温和，产率较高。
• Self-assembled columns of fullerene
  作者：Richard J. Bushby、Ian W. Hamley、Quanying Liu、Owen R. Lozman、John E. Lydon

  DOI：10.1039/b509492e

  日期：——

  Columnar mesophases based on alternating triphenylene and hexaphenyltriphenylene moieties are exceptionally stable and able to accommodate bulky side-chain substituents within the alkyl chain continuum between the columns. This paper presents a system in which the triphenylene bears a fullerene on its side-chain and the hexaphenyltriphenylene equivalent is the aza-derivative hexakis(4-nonylphenyl)dipyrazino[2,3-f : 2′3′-h]quinoxalene, PDQ9. The mesophase formed was identified as hexagonal columnar (Colh) by X-ray diffraction (a = 25.2 Å and c = 3.5 Å) but, in addition to the expected peaks, there is indication of a two-dimensional hexagonal superlattice with d-spacing 59 Å. This superlattice is believed to arise from ordering of the fullerenes within the liquid crystal matrix. It can be explained on the assumption that, to maximise fullerene–fullerene contact, the fullerenes form chains which wrap around the central column in every group of seven columns of the triphenylene : PDQ9 Colh array.

  基于交替三亚苯基和六亚苯基三亚甲基的柱状介相异常稳定，并且能够在柱状介相之间的烷基链连续体中容纳大块侧链取代基。本文介绍了一种系统，其中三亚苯的侧链上带有富勒烯，而六亚苯基三亚苯等同于偶氮派生的六(4-壬基苯基)二吡嗪并[2,3-f : 2′3′-h]喹喔啉，即 PDQ9。通过 X 射线衍射（a = 25.2 Å 和 c = 3.5 Å）可以确定所形成的介相为六方柱状（Colh），但除了预期的峰值外，还显示出 d 间距为 59 Å 的二维六方超晶格。可以这样解释：为了最大限度地增加富勒烯与富勒烯之间的接触，富勒烯形成的链围绕着三亚苯：PDQ9 Colh 阵列中每七列一组的中心列。
• A quick-and-easy route to unsymmetrically substituted derivatives of triphenylene: preparation of polymeric discotic liquid crystals
  作者：Neville Boden、Richard J. Bushby、Andrew N. Cammidge

  DOI：10.1039/c39940000465

  日期：——

  Unsymmetrically substituted triphenylenes can be obtained by the iron(III) chloride mediated oxidative coupling of a 3,3′,4,4′-tetraalkoxybiphenyl with a 1,2-dialkoxybenzene thus opening up a practicable route to polymeric discotic liquid crystals.

  通过氯化铁（III）介导的 3,3′,4,4′-四烷氧基联苯与 1,2-二烷氧基苯的氧化偶联，可以获得不对称取代的三苯乙烯，从而为聚合盘状液晶开辟了一条可行的途径。
• Synthesis and Characterisation of Tetrathiafulvalenyl- and Ferrocenyl-Triphenylenes
  作者：Graeme Cooke、Abdulla Radhi、Neville Boden、Richard J Bushby、Zhibao Lu、Sarah Brown、Sarah L Heath

  DOI：10.1016/s0040-4020(00)00250-7

  日期：2000.5

  The synthesis, electrochemistry and mesogenic properties of novel tetrathiafulvalenyl- and ferrocenyl-triphenylenes are described. In all cases the juxtaposition of the hexa-alkyloxytriphenylene with a tetrathiafulvalene or ferrocene unit failed to give rise to derivatives displaying a discotic mesophase. Solution electrochemistry of derivatives 7 and 13 has revealed an interaction occurs between the dicationic state of the TTF moiety and the triphenylene nucleus. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis of liquid crystalline anthraquinolyl–triphenylenes
  作者：Graeme Cooke、Neetu Kaushal、Neville Boden、Richard J Bushby、Zhibao Lu、Owen Lozman

  DOI：10.1016/s0040-4039(00)01370-8

  日期：2000.10

  The synthesis, electrochemistry and mesogenic properties of novel anthraquinolyl-triphenylenes are described. H-1 NMR, UV-vis, solution electrochemistry and molecular modelling studies indicate that an intermolecular charge-transfer interaction occurs between the anthraquinone moiety and the triphenylene nucleus. (C) 2000 Elsevier Science Ltd. All rights reserved.