1,3,5-tris(4-carboxyphenyl)adamantane | 160517-35-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3,5-tris(4-carboxyphenyl)adamantane
• 英文别名: ((adamantane-1,3,5-triyl)tri(phen-4-yl))tricarboxylic acid；TCA；4-[3,5-bis(4-carboxyphenyl)-1-adamantyl]benzoic acid
• CAS: 160517-35-1
• 化学式: C₃₁H₂₈O₆
• 分子量: 496.56
• InChiKey: GCMMUZOOIURDCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-{3-[(4-tert-Butyl-benzylamino)-methyl]-benzyl}-N'-(3,3-dimethyl-butyl)-[1,3,5]triazine-2,4,6-triamine 、 1,3,5-tris(4-carboxyphenyl)adamantane 在 草酰氯 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 生成 AdM3 II
  参考文献：
  名称：

  Computational Simulations of Supramolecular Hydrogen-Bonded Aggregates: HubM3, FlexM3, and Adamantane-Based Hubs in Chloroform

  摘要：

  The relative stabilities of four aggregates composed of 1 equiv of a tris-melamine and 3 equiv of neohexyl isocyanurate were investigated using molecular mechanics and dynamics; the results from the simulations were compared with experiments. The relative deviation from planarity (DP) of the cyanuric acid-melamine (CA(3)(.)M(3)) rosette correlated with stability in this series of aggregates. The amount of distortion in the aggregate was computed using a Langevin dynamics simulation (using a structure inferred from H-1 NMR experiments) of a system comprising the aggregate and four molecules of chloroform. These four molecules of chloroform made particularly important contributions to the conformational behavior and stability of the aggregate, as judged by the results of a simulation of fully-solvated HubM(3)(.)(RCA)(3) (that is, one explicitly including solvent molecules). One molecule of chloroform seemed to occupy a unique position in the center of the aggregate and to contribute strongly to the stability of these aggregates. The order of stabilities suggested by the relative values of DP is HubM(3).(RCA)(3) > AdM(3) II.(RCA)(3) > FlexM(3).(RCA)(3) > AdM(3) I-.(RCA)(3) (Schame 1). This order was confirmed by H-1 NMR competition experiments (AdM(3) I-.(RCA)(3) was not observed as a stable complex). The rationale for the relationship between the DP and the stabilities of the aggregates, and the influence of solvation by chloroform on these stabilities, is discussed.

  DOI：

  10.1021/ja00105a051
• 作为产物：
  描述：

  1,3,5-tris(4-cyanophenyl)adamantane 在 氢氧化钾 作用下， 以 乙二醇 为溶剂， 反应 24.0h， 以93%的产率得到1,3,5-tris(4-carboxyphenyl)adamantane
  参考文献：
  名称：

  氢键定向自组装合理构建2D和3D硼烷排列的有机晶体

  摘要：

  Borromean有机网络： 1,3,5-tris（4-羧苯基）金刚烷（TCA）的刚性和三角形金字塔分子通过氢键自组装成二维Borromean连接网络。不同的连接体（甲醇，吩嗪，4,4'-联吡啶和4,4'-偶氮吡啶）会导致更复杂的Borromean网络或3D多联网络。

  DOI：

  10.1002/anie.200806198

文献信息

• Dielectric films and materials therefor
  申请人：——

  公开号：US20040175858A1

  公开（公告）日：2004-09-09

  A material for dielectric films is a polymerizable composition containing an organic solvent, and an adamantanepolycarboxylic acid derivative represented by following Formula (1): 1 wherein X is hydrogen atom, a hydrocarbon group or R 4 ; R 1 , R 2 , R 3 and R 4 and are each independently a protected or unprotected carboxyl group, etc.; and Y 1 , Y 2 , Y 3 and Y 4 are each independently a single bond or a bivalent aromatic cyclic group; and an aromatic polyamine derivative represented by following Formula ( 2 ): 2 wherein Ring Z is a monocyclic or polycyclic aromatic ring; and R 5 , R 6 , R 7 and R 8 are each a substituent bound to Ring Z and are each independently a protected or unprotected amino group, etc., dissolved in the organic solvent.

  一种用于制备介电薄膜的材料是一种可聚合的组合物，包含有机溶剂和由以下式子（1）表示的金刚烷多羧酸衍生物：1其中X是氢原子、烃基或R4；R1、R2、R3和R4各自独立地是保护或未保护的羧基等；Y1、Y2、Y3和Y4各自独立地是单键或双价芳香环基团；以及由以下式子（2）表示的芳香族多胺衍生物：2其中环Z是单环或多环芳香环；R5、R6、R7和R8各自是结合在环Z上的取代基，各自独立地是保护或未保护的氨基等，溶解在有机溶剂中。
• Design and construction of an organic crystal with a novel interpenetrated n-Borromean linked topology
  作者：Yong-Biao Men、Junliang Sun、Zhi-Tang Huang、Qi-Yu Zheng

  DOI：10.1039/c0cc01491e

  日期：——

  An organic crystal has been designed and constructed by the hydrogen-bond-directed self-assembly of TCA and dpyb, which possesses the large honeycomb net with 5.1 × 5.1 nm cavities and a novel interpenetrated n-Borromean linked topology.

  通过氢键引导 TCA 和 dpyb 的自组装，设计并构建了一种有机晶体，该晶体具有 5.1 × 5.1 nm 的大蜂巢网状空腔和新颖的互穿正硼罗米连接拓扑结构。
• Dielectric films and materials thereof
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP1462471A1

  公开（公告）日：2004-09-29

  A material for dielectric films is a polymerizable composition containing an organic solvent, and an adamantanepolycarboxylic acid derivative represented by following Formula (1): wherein X is hydrogen atom, a hydrocarbon group or R4; R1, R2, R3 and R4 and are each independently a protected or unprotected carboxyl group, etc.; and Y1, Y2, Y3 and Y4 are each independently a single bond or a bivalent aromatic cyclic group; and an aromatic polyamine derivative represented by following Formula (2): wherein Ring Z is a monocyclic or polycyclic aromatic ring; and R5, R6, R7 and R8 are each a substituent bound to Ring Z and are each independently a protected or unprotected amino group, etc., dissolved in the organic solvent.

  一种用于电介质薄膜的材料是一种可聚合的组合物，其中含有一种有机溶剂和一种金刚烷聚羧酸衍生物，由下式（1）表示： 其中 X 为氢原子、烃基或 R4；R1、R2、R3 和 R4 各自独立地为受保护或未受保护的羧基等；Y1、Y2、Y3 和 Y4 各自独立地为单键或二价芳香环基；以及由下式（2）表示的芳香族多胺衍生物： 其中环 Z 是单环或多环芳香环；R5、R6、R7 和 R8 各自是与环 Z 结合的取代基，且各自独立地是受保护或未受保护的氨基等，溶解在有机溶剂中。
• AROMATIC POLYAMINE DERIVATIVE
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP1681284A1

  公开（公告）日：2006-07-19

  Aromatic polyamine derivatives of this invention are represented by following Formula (1): wherein Ring Z represents a monocyclic or polycyclic aromatic ring; Ra, Rb, Rc, and Rd are each a substituent bonded to Ring Z, where Ra and Rb are the same as or different from each other and each represent a protected or unprotected amino group, and Rc and Rd are the same as or different from each other and each represent a protected or unprotected amino group, a protected or unprotected hydroxy group, or a protected or unprotected mercapto group, and wherein at least one of Ra, Rb, Rc, and Rd represents an amino group protected by an alkylidene group.

  本发明的芳香族多胺衍生物由下式（1）表示： 其中环 Z 代表单环或多环芳香环；Ra、Rb、Rc 和 Rd 各自是与环 Z 键合的取代基，其中 Ra 和 Rb 彼此相同或不同，各自代表受保护或未受保护的氨基，Rc 和 Rd 彼此相同或不同，各自代表受保护或未受保护的氨基、受保护或未受保护的羟基或受保护或未受保护的巯基，且其中 Ra、Rb、Rc 和 Rd 中至少有一个代表受亚烷基保护的氨基。
• PREPOLYMER, PREPOLYMER COMPOSITION, HIGH MOLECULAR WEIGHT POLYMER HAVING STRUCTURE CONTAINING HOLE AND ELECTRICALLY INSULATING FILM
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP1683822A1

  公开（公告）日：2006-07-26

  A prepolymer is a reaction product of a compound A and a compound B, in which the compounds A and B each have two or more functional groups or sets of functional groups in one molecule and are capable of undergoing polymerization as a result of binding of the functional groups or sets of functional groups of one compound with the functional groups or sets of functional groups of the other compound to thereby form a high-molecular-weight polymer with a porous structure. The prepolymer has a weight-average molecular weight of about 200 to about 100000. The functional groups or sets of functional groups of the compound A are preferably each a carboxyl group or an amino group, and the functional groups or sets of functional groups of the compound B are preferably two amino groups, an amino group and a hydroxyl group, an amino group and a mercapto group, or two carboxyl groups.

  预聚物是一种化合物 A 和一种化合物 B 的反应产物，其中化合物 A 和 B 在一个分子中各自具有两个或两个以上的官能团或官能团组，并且能够通过一种化合物的官能团或官能团组与另一种化合物的官能团或官能团组的结合而发生聚合，从而形成具有多孔结构的高分子量聚合物。预聚物的重量平均分子量约为 200 至 100000。化合物 A 的官能团或官能团组最好各为一个羧基或一个氨基，化合物 B 的官能团或官能团组最好为两个氨基、一个氨基和一个羟基、一个氨基和一个巯基或两个羧基。