4,4'-(蒽-9,10-二基)二苯酚 | 179803-79-3

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物 - 酚及其卤化、磺化、硝化或亚硝化衍生物
• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 中文名称: 4,4'-(蒽-9,10-二基)二苯酚
• 英文名称: 9,10-bis-(4-hydroxyphenyl)anthracene
• 英文别名: 9,10-bis(4-hydroxyphenyl)anthracene；9,10-di(p-hydroxyphenyl)anthracene；DHPA；4,4'-(Anthracene-9,10-diyl)diphenol；4-[10-(4-hydroxyphenyl)anthracen-9-yl]phenol
• CAS: 179803-79-3
• 化学式: C₂₆H₁₈O₂
• 分子量: 362.428
• InChiKey: OPKQAOBTBQLNCB-UHFFFAOYSA-N

物化性质

• 沸点：
  535.4±45.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8°C，干燥

反应信息

• 作为反应物：
  描述：

  4,4'-(蒽-9,10-二基)二苯酚 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Photo Physical Properties of 9,10-Bis(hydroxyphenyl)anthracene Derivatives

  摘要：

  Among the most promising fluorescent materials for sensor applications, anthracene and its derivatives have been widely studied. In this contribution, the synthesis and characterization of a series of isomers of bis(hydroxyphenyl)anthracene derivatives are described. The preparation of the corresponding derivatives via Suzuki cross-coupling reactions is presented with particular emphasis on finding appropriate protecting groups and studying the influence of the position of the hydroxy group on the outcome of the reaction. Moreover, the effects of protonation and deprotonation on absorption and emission spectra are reported and correlated to semi-empirical quantum mechanical calculations.

  DOI：

  10.1007/s00706-007-0625-2
• 作为产物：
  描述：

  9,10-二溴蒽 在 四(三苯基膦)钯 、 水 、 三溴化硼 、 sodium carbonate 作用下， 以 正己烷 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 48.0h， 生成 4,4'-(蒽-9,10-二基)二苯酚
  参考文献：
  名称：

  主链含9,10-二苯基蒽部分的热致液晶聚酯的合成及性能

  摘要：

  我们合成了热致液晶聚酯，其中9,10-二苯基蒽部分被掺入形成手性近晶C（Sm C *）的聚酯主链型中。通过在氮气氛下以9,10-二苯基蒽部分的二醇与烷二醇（1、5和5 mol％）的不同比例，通过联苯二羧酸和相应的二醇的异丙基钛酸酯反应制备聚合物。尽管在主链中存在庞大的二苯基蒽部分，该聚合物仍显示出热致液晶。圆二色性光谱显示尽管在其他聚合物中仅形成Sm A相，但是在具有1mol％的蒽部分的聚合物中形成了Sm C *相。这是在主链中包含二苯基蒽部分的Sm C *聚酯的第一个例子。此外，我们测量了聚合物的光学性质，发现它们表现出非常高的荧光效率。薄膜的荧光光谱与CH的不同2 Cl 2溶液。

  DOI：

  10.1007/s11164-012-0658-y

文献信息

• Polymerizable liquid crystal composition, polarized light-emitting coating material, novel naphtholactam derivative novel coumarin derivative, novel nile red derivative, and novel anthracene derivative
  申请人：Kubota Yusuke

  公开号：US09475991B2

  公开（公告）日：2016-10-25

  Provided are a polymerizable liquid crystal composition, a coating material, a medium, and a polarizing device each produced using a polymerizable liquid crystal compound and a colorant and each capable of producing polarized light suitable for polarizing devices, and also a novel naphtholactam derivative, a novel coumarin derivative, a novel Nile Red derivative, and a novel anthracene derivative each suitable for use as the colorant. Specifically provided are a polymerizable liquid crystal composition containing (A) at least one liquid crystal compound having a polymerizable functional group, (B) at least one colorant, and (C) a polymerization initiator, and a novel naphtholactam derivative of formula (IV′), a novel coumarin derivative of formula (VI′), a novel Nile Red derivative of formula (VII′), and a novel anthracene derivative of formula (VIII′) each suitable for use as the colorant (B).

  提供了一种可聚合的液晶组合物、一种涂料材料、一种介质和一种偏振器件，每种均使用了可聚合的液晶化合物和色素，并且每种均能产生适用于偏振器件的偏振光，还提供了一种新的萘内酯衍生物、一种新的香豆素衍生物、一种新的尼罗红衍生物和一种新的蒽衍生物，每种适用于作为色素使用。具体提供了一种包含（A）至少一种具有可聚合官能团的液晶化合物、（B）至少一种色素和（C）聚合引发剂的可聚合液晶组合物，以及一种适用于作为色素（B）使用的新的萘内酯衍生物的化学式（IV′）、一种适用于作为色素（B）使用的新的香豆素衍生物的化学式（VI′）、一种适用于作为色素（B）使用的新的尼罗红衍生物的化学式（VII′）和一种适用于作为色素（B）使用的新的蒽衍生物的化学式（VIII′）。
• Allosteric Regulation of the Ligand-Binding Ability of Zinc Porphyrins with Sterically Bulky Shielding Units by Metal Complexation
  作者：Yoshikazu Ninomiya、Masatoshi Kozaki、Shuichi Suzuki、Keiji Okada

  DOI：10.1246/bcsj.20140197

  日期：2014.11.15

  An artificial allosteric system composed of a zinc porphyrin moiety as a ligand-binding site, diphenylanthracene moieties as sterically bulky shielding units, and bipyridine terminals as Fe(II) ion-binding sites, was designed, synthesized, and characterized. The allosteric system forms an [Fe(bpy)3]-type complex in the presence of Fe(II) ions and induces a large conformational change in the alkyl side chains and shielding units, in which the anthracene groups would cover both the top and bottom of the porphyrin Zn(II) center. Consequently, the ligand-binding ability of the zinc porphyrin unit was allosterically suppressed. We found that the formation of the Fe(II) complex resulted in a 9.5-fold reduction in the binding constant between the zinc porphyrin and 3,5-bis(3,5-di-tert-butylphenyl)pyridine at 20 °C. Comparisons of entropy and enthalpy changes in the absence and presence of Fe(II) ions led to the conclusion that the allosteric suppression was mainly due to the destabilization of the Zn(II)-coordinated complex owing to the steric repulsion between the ligand and the shielding unit.

  设计、合成并表征了一种人工变构系统，该系统由锌卟啉部分作为配体结合位点、二苯基蒽部分作为体积庞大的屏蔽单元、以及双吡啶末端作为Fe(II)离子结合位点组成。在存在Fe(II)离子的条件下，该变构系统形成了[Fe(bpy)3]类型的复合物，并引发了烷基侧链和屏蔽单元的巨大构象变化，其中特别是蒽基团会覆盖卟啉Zn(II)中心的上下部分。因此，锌卟啉单元的配体结合能力受到变构抑制。我们发现，Fe(II)复合物的形成导致锌卟啉与3,5-双(3,5-二叔丁基苯基)吡啶之间的结合常数在20°C下减少了9.5倍。在缺乏和存在Fe(II)离子的情况下熵和焓变化的比较得出结论，变构抑制主要是由于配体与屏蔽单元之间的立体排斥导致Zn(II)配位复合物的不稳定性。
• Artificial light-harvesting supramolecular polymeric nanoparticles formed by pillar[5]arene-based host–guest interaction
  作者：Cai-Li Sun、Hui-Qing Peng、Li-Ya Niu、Yu-Zhe Chen、Li-Zhu Wu、Chen-Ho Tung、Qing-Zheng Yang

  DOI：10.1039/c7cc09315b

  日期：——

  light-harvesting nanoparticles were prepared from supramolecular polymers comprised of pillar[5]arene with anthracene-derived donors and acceptors through host–guest interactions. The resulting water-dispersible nanoparticles displayed efficient energy transfer and excellent light harvesting ability in part because the steric bulk of pillar[5]arene suppressed the self-quenching of the chromophores.

  人工采光纳米粒子是由超分子聚合物制成的，该聚合物由支柱[5]芳烃与蒽衍生的供体和受体通过宿主－客体相互作用而组成。所得的水分散性纳米粒子显示出有效的能量转移和出色的光收集能力，部分原因是支柱[5]芳烃的空间体积抑制了发色团的​​自猝灭。
• Ferrocene derivatives containing anthracene linked by spacers
  作者：Gabriele Wagner、Rudolf Herrmann、Wolfgang Scherer

  DOI：10.1016/0022-328x(96)06125-6

  日期：1996.6

  Several ferrocene derivatives linked by a non-conjugated spacer to a 9,10-diphenylanthracene unit have been prepared, among them an amphiphilic isoquinolinium salt. By X-ray structure analysis of the intermediate 9,10-bis(4-hydroxyphenyl)anthracene, an almost perpendicular arrangement of the phenyl groups with respect to the anthracene was found. The properties of the compounds were studied by NMR

  已经制备了几种通过非共轭间隔基连接到9，10-二苯基蒽单元的二茂铁衍生物，其中包括两亲性异喹啉鎓盐。通过中间体9，10-双（4-羟基苯基）蒽的X射线结构分析，发现苯基相对于蒽几乎垂直排列。化合物的性质通过核磁共振和伏安法研究，表明异喹啉鎓盐在有机溶剂中形成反胶束。没有迹象表明通过折叠柔性烷基间隔子可以发现二茂铁和异喹啉鎓部分在分子内的聚集。当在水上扩散时，该化合物形成单层，可以转移到石英表面。重复的转移导致Langmuir-Blodgett膜中的层的非中心对称Z型阵列。
• Synthesis and Single Aggregate Spectroscopy of a Novel Fluorescent Dendrimer with Highly Efficient Energy Harvesting
  作者：Minoru Kobayashi、Shinjiro Machida、Satoshi Takahashi、Kazuyuki Horie、Hiroyuki Yoshikawa、Hiroshi Masuhara

  DOI：10.1246/cl.2002.394

  日期：2002.3

  A novel fluorescent dendrimer with a diphenylanthracene core and pyrenyl groups in the dendrons was synthesized. Fluorescence spectra and its decay curves proved spontaneous energy transfer from the pyrene units to the core diphenylanthracene, which was ascertained both in solution and for a single particle of the dendrimer aggregate.

  合成了一种新型荧光树枝状聚合物，其具有二苯基蒽核心和树枝中的芘基。荧光光谱及其衰减曲线证明了从芘单元到核心二苯基蒽的自发能量转移，这在溶液中和树枝状聚合物聚集体的单个颗粒中都得到了确定。