9,10-dihydro-10-phenyl-9-(tricyclo[3.3.1.1^3,7]decylidene)acridine | 192184-77-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9,10-dihydro-10-phenyl-9-(tricyclo[3.3.1.1^3,7]decylidene)acridine
• 英文别名: 9-(2-Adamantylidene)-10-phenylacridine
• CAS: 192184-77-3
• 化学式: C₂₉H₂₇N
• 分子量: 389.54
• InChiKey: VNNNYTMDKWGUCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9,10-dihydro-10-phenyl-9-(tricyclo[3.3.1.1^3,7]decylidene)acridine 在 polymer supported Rose-Bengal 、 氧气 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 10-phenyldispiro(acridine-9(10H),3'-[1,2]dioxetane-4',2''-tricyclo[3.3.1.1^3,7]decane)
  参考文献：
  名称：

  Thermal and Chemiluminescent Property of Dioxetanes Having an N-Arylacridane Structure

  摘要：

  Novel dioxetanes having an N-arylacridane structure were syn thesized. Studies on thermal stability and chemiluminescent property of these compounds showed that the aryl group cannot stabilize the dioxetane structure so much but can trigger the chemiluminescence by formation of the phenoxy anion.

  DOI：

  10.3987/com-97-s(n)85
• 作为产物：
  描述：

  9,10-dihydro-10-methyl-9-(tricyclo[3.3.1.1^3,7]decylidene)acridine 在 lithium aluminium tetrahydride 、 titanium(III) chloride 、 三乙胺 作用下， 以 四氢呋喃 、 邻二甲苯 为溶剂， 反应 17.0h， 生成 9,10-dihydro-10-phenyl-9-(tricyclo[3.3.1.1^3,7]decylidene)acridine
  参考文献：
  名称：

  Thermal and Chemiluminescent Property of Dioxetanes Having an N-Arylacridane Structure

  摘要：

  Novel dioxetanes having an N-arylacridane structure were syn thesized. Studies on thermal stability and chemiluminescent property of these compounds showed that the aryl group cannot stabilize the dioxetane structure so much but can trigger the chemiluminescence by formation of the phenoxy anion.

  DOI：

  10.3987/com-97-s(n)85

文献信息

• [EN] LONG-LASTING PHOSPHOR MATERIAL<br/>[FR] MATÉRIAU LUMINOPHORE DURABLE<br/>[ZH] 长余辉发光材料
  申请人：UNIV FUDAN

  公开号：WO2020199191A1

  公开（公告）日：2020-10-08

  一种长余辉发光材料，其包含A)至少一种吸光剂，B)至少一种发光剂，和C)至少一种光化学缓存剂；其中，该吸光剂与发光剂是结构不同的化合物，并且该缓存剂选自式(I)、(II)和/或(III)的一种或多种化合物。该材料的发光强度可以达到商业化无机长余辉粉体SrAl2O4：Eu2+,Dy3+的水平，并且在激发光关闭之后还能持续发光，发光时间可以达到100ms-3600s。
• [EN] CONTROLLABLE LONG PERSISTENT LUMINESCENT MATERIAL<br/>[FR] SUBSTANCE LUMINESCENTE À EFFET RÉMANENT PROLONGÉ POUVANT ÊTRE COMMANDÉE<br/>[ZH] 可控的长余辉发光材料
  申请人：UNIV FUDAN

  公开号：WO2020252760A1

  公开（公告）日：2020-12-24

  一种长余辉发光材料，其包含 A)用于光的吸收和释放的组分， B)至少一种光化学存储剂，和 C)至少一种光化学缓存剂；其中，所述光化学存储剂与光化学缓存剂的摩尔比例在1:90至500:1的范围，并且所述光化学存储剂选自式(S1)和(S2)化合物的一种或多种。 (S1), (S2) 该长余辉发光材料在激发光关闭之后还能持续发光，且长余辉发光时间可以达到1s以上，更优选地在10000s以上，甚至可以达到48小时或24小时。另外，长余辉发光过程具有可操控性，例如可对长余辉发光进行开启和关闭等操作。
• Oxiranes having an acridane structure as a novel chemiluminescent precursor: synthesis and chemiluminescent studies
  作者：Kazuyuki Miyashita、Masatoshi Minagawa、Yohko Ueda、Yukie Tada、Nobuhiro Hoshino、Takeshi Imanishi

  DOI：10.1016/s0040-4020(01)00216-2

  日期：2001.4

  Oxirane derivatives having acridane and adamantane structures were designed as a novel chemiluminescent precursor and were found to have a characteristic chemiluminescent ability which is introduced by a two-step trigger reaction involving treatment with alkaline H2O2 and subsequent acidic treatment. Structural study of the oxirane derivatives showed that the CIEEL mechanism is involved in this chemiluminescent reaction and it was also found that the chemiluminescent profile is affected by the kind of acid employed in the trigger reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.
• 9-Adamantylidene-10-alkyl-9,10-dihydroacridine oxide as a novel and potential chemiluminescent precursor: Proximity effect of the nitrogen atom
  作者：Takeshi Imanishi、Yohko Ueda、Masatoshi Minagawa、Nobuhiro Hoshino、Kazuyuki Miyashita

  DOI：10.1016/s0040-4039(97)00791-0

  日期：1997.6

  An oxirane derivative having acridane and adamantane moieties was prepared and proved to show potential chemiluminescent property on treatment with alkaline hydroperoxide and subsequently with hydrochloric acid, in which the electron-donating property of the nitrogen was experimentally shown to play an important role for the chemiluminescence. (C) 1997 Elsevier Science Ltd.
• LONG-AFTERGLOW LUMINESCENT MATERIAL
  申请人：FUDAN UNIVERSITY

  公开号：US20220204838A1

  公开（公告）日：2022-06-30

  Disclosed is a long-afterglow luminescent material, comprising A) at least one light-absorbing agent, B) at least one luminescent agent, and C) at least one photochemical cache agent. The light-absorbing agent and the luminescent agent are compounds having different structures, and the cache agent is selected from one or more compounds of formula (I), (II) and/or (III). The material has luminescent intensity reaching the level of commercialized inorganic long-afterglow powder SrAl 2 O 4 :Eu 2+ , Dy 3+ , and can emit light when the exciting light is turned off with a light emitting time up to 100 ms to 3600 s.