1-Adamantyl anthracene-9-carboxylate | 136084-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-Adamantyl anthracene-9-carboxylate
• CAS: 136084-02-1
• 化学式: C₂₅H₂₄O₂
• 分子量: 356.464
• InChiKey: ZIVXYBJSTWHNQF-UHFFFAOYSA-N

物化性质

• 沸点：
  527.0±19.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9-蒽甲酸 、 1-金刚烷醇 在 三氟乙酸酐 、 水 、 potassium carbonate 作用下， 以 苯 为溶剂， 生成 1-Adamantyl anthracene-9-carboxylate
  参考文献：
  名称：

  Solid-state photochemical and photomechanical properties of molecular crystal nanorods composed of anthracene ester derivatives

  摘要：

  制备了一系列可形成光响应分子晶体纳米棒的9-蒽甲酸酯并研究了其性能。所有可以支持 [4 + 4] 光二聚反应的晶体结构都会导致纳米棒经历光机械变形而不会碎裂。为了确定引起纳米棒光机械响应的分子级运动，使用 X 射线衍射和固态 NMR 技术详细研究了蒽-9-甲酸叔丁酯的反应。单体晶体在纳米棒内排列良好，并根据一级动力学反应形成光二聚体晶体。固态反应二聚体晶体是一种亚稳态中间体，可在数周内缓慢转化为低能二聚体晶体结构。基于单晶 X 射线衍射研究和固态 NMR 数据，这种中间结构可能由尚未经历酯基旋转的 [4 + 4] 光二聚体组成，并且需要重新包装以形成较低能量的晶体多晶型物它是通过从溶液中结晶直接产生的。我们的结果表明，这些分子晶体纳米结构的光机械响应是由非平衡中间态决定的，不能仅根据平衡反应物和产物晶体结构的知识来预测。

  DOI：

  10.1039/c1jm10228a

文献信息

• Polycarbocyclic derivatives for modification of resist, optical and etch resistance properties
  申请人：Gogolides Evangelos

  公开号：US20050026068A1

  公开（公告）日：2005-02-03

  Mixed carbocycle derivatives containing at least two carbocycles per molecule from the group of anthracenes, adamantanes and steroids with functionalized carbon chains are synthesized and used as modifiers of resist properties and especially etch resistance enhancement and absorption characteristics. These derivatives are characterized by formulas I-V, where A and R may be an anthryl- and/or an adamantyl- and/or a steroid moiety. Methods for the preparation of the above compounds are disclosed.

  本发明涉及一种混合的碳环衍生物，每个分子中含有至少两个来自蒽、金刚烷和类固醇的碳环，并具有功能化碳链，用作改性剂以增强电阻特性，特别是增强蚀刻抗性和吸收特性。这些衍生物的特点是式I-V，其中A和R可以是蒽基、金刚烷基和/或类固醇基团。公开了制备上述化合物的方法。
• POLYCARBOCYCLIC DERIVATIVES FOR MODIFICATION OF RESIST, OPTICAL AND ETCH RESISTANCE PROPERTIES
  申请人：NCSR DEMOKRITOS

  公开号：EP1444550B1

  公开（公告）日：2005-09-21
• US7326510B2
  申请人：——

  公开号：US7326510B2

  公开（公告）日：2008-02-05
• [EN] POLYCARBOCYCLIC DERIVATIVES FOR MODIFICATION OF RESIST, OPTICAL AND ETCH RESISTANCE PROPERTIES<br/>[FR] DERIVES POLYCARBOCYCLIQUES DESTINES A MODIFIER DES PROPRIETES DE RESERVE, OPTIQUES ET DE RESISTANCE A LA GRAVURE
  申请人：NCSR DEMOKRITOS

  公开号：WO2003038523A2

  公开（公告）日：2003-05-08

  Mixed carbocycle derivatives containing at least two carbocycles per molecule from the group of anthracenes, adamantanes and steroids with functionalized carbon chains are synthesized and used as modifiers of resist properties and especially etch resistance enhancement and absorption characteristics. These derivatives are characterized by formulas I-V, where A and R may be an anthryl- and/or an adamantyl- and/or a steroid moiety. Methods for the preparation of the above compounds are disclosed.
• Solid-state photochemical and photomechanical properties of molecular crystal nanorods composed of anthracene ester derivatives
  作者：Lingyan Zhu、Arun Agarwal、Jinfeng Lai、Rabih O. Al-Kaysi、Fook S. Tham、Tarek Ghaddar、Leonard Mueller、Christopher J. Bardeen

  DOI：10.1039/c1jm10228a

  日期：——

  A series of 9-anthroate esters that can form photoresponsive molecular crystal nanorods is prepared and their properties are investigated. All crystal structures that can support a [4 + 4] photodimerization reaction lead to nanorods that undergo photomechanical deformations without fragmentation. In order to determine the molecular-level motions that give rise to the nanorod photomechanical response, the reaction of anthracene-9-carboxylic acid tert-butyl ester is studied in detail using X-ray diffraction and solid-state NMR techniques. The monomer crystal is well-aligned within the nanorod and reacts to form the photodimer crystal according to first-order kinetics. The solid-state reacted dimer crystal is a metastable intermediate that slowly converts into the low energy dimer crystal structure over the course of weeks. Based on single crystal X-ray diffraction studies and solid-state NMR data, this intermediate structure is likely composed of the [4 + 4] photodimer that has not yet undergone the ester group rotations and repacking is necessary to form the lower energy crystal polymorph that is produced directly by crystallization from solution. Our results show that the photomechanical response of these molecular crystal nanostructures is determined by nonequilibrium intermediate states and cannot be predicted based solely on knowledge of the equilibrium reactant and product crystal structures.

  制备了一系列可形成光响应分子晶体纳米棒的9-蒽甲酸酯并研究了其性能。所有可以支持 [4 + 4] 光二聚反应的晶体结构都会导致纳米棒经历光机械变形而不会碎裂。为了确定引起纳米棒光机械响应的分子级运动，使用 X 射线衍射和固态 NMR 技术详细研究了蒽-9-甲酸叔丁酯的反应。单体晶体在纳米棒内排列良好，并根据一级动力学反应形成光二聚体晶体。固态反应二聚体晶体是一种亚稳态中间体，可在数周内缓慢转化为低能二聚体晶体结构。基于单晶 X 射线衍射研究和固态 NMR 数据，这种中间结构可能由尚未经历酯基旋转的 [4 + 4] 光二聚体组成，并且需要重新包装以形成较低能量的晶体多晶型物它是通过从溶液中结晶直接产生的。我们的结果表明，这些分子晶体纳米结构的光机械响应是由非平衡中间态决定的，不能仅根据平衡反应物和产物晶体结构的知识来预测。