4,9,9a,10,10-Pentamethylfuro[3,4-b]carbazole-1,3-dione | 138019-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4,9,9a,10,10-Pentamethylfuro[3,4-b]carbazole-1,3-dione
• 英文别名: 4,9,9a,10,10-pentamethylfuro[3,4-b]carbazole-1,3-dione
• CAS: 138019-71-3
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: CKUKLEKZDIUIPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,9,9a,10,10-Pentamethylfuro[3,4-b]carbazole-1,3-dione 以 正己烷 为溶剂， 生成 methyl indolylfulgide
  参考文献：
  名称：

  熏蒸。一类新的与烟酸相关的热不可逆光致变色系统

  摘要：

  检测了吲哚基富根酸盐，即 2-亚烷基-3-[1-(1,2-二甲基-3-吲哚基) 亚烷基]琥珀酸酯的热不可逆光致变色性能。大的吲哚亚烷基降低了在紫外线照射的光稳定状态下有色物质的相对比例。金刚烷基的引入增加了漂白量子产率。无色和有色物质的最大吸收波长短于相应的吲哚氟酸。

  DOI：

  10.1246/cl.1994.749
• 作为产物：
  描述：

  methyl indolylfulgide 以 甲苯 为溶剂， 生成 4,9,9a,10,10-Pentamethylfuro[3,4-b]carbazole-1,3-dione
  参考文献：
  名称：

  Fulgenolides. Thermally Irreversible Photochromic Lactones with Large Quantum Yields of Photoreactions

  摘要：

  我们合成了三种与一种吲哚富甙密切相关的新型光致变色内酯。羰基与异亚丙基相邻的内酯具有较大的光反应量子产率，而羰基与吲哚亚乙基相邻的异构体的光致变色性能较差。有色内酯的吸收最大值比吲哚乙酰基的吸收最大值短。

  DOI：

  10.1246/cl.1995.17

文献信息

• Trifluoromethyl-substituted Photochromic Indolylfulgide. A Remarkably Durable Fulgide towards Photochemical and Thermal Treatments
  作者：Yasushi Yokoyama、Kazuyuki Takahashi

  DOI：10.1246/cl.1996.1037

  日期：1996.12

  An indolylfulgide having a 1-(1,2-dimethyl-3-indolyl)-2,2,2-trifluoroethylidene group on the succinic anhydride showed an excellent resistivity towards the repetition of photochromic transformation between the photostationary states of UV- and visible-light irradiation both in toluene and in a PMMA film under the atmospheric environment. The colored form also showed the remarkable thermal stability.

  一种在琥珀酸酐上具有 1-（1,2-二甲基-3-吲哚基）-2,2,2-三氟亚乙基的吲哚乙酰苷在甲苯中和大气环境下的 PMMA 薄膜中对紫外线和可见光照射下的光致变色态之间的重复光致变色转换表现出极佳的电阻率。这种有色形态还具有显著的热稳定性。
• Steric Effects of Substituents on the Photochromism of Indolylfulgides
  作者：Soichi Uchida、Shintaro Yamada、Yasushi Yokoyama、Yukio Kurita

  DOI：10.1246/bcsj.68.1677

  日期：1995.6

  with a bulky 1-alkyl-1-indolylmethylidene and/or a bulky alkylidene substituent were synthesized and their photochromic as well as absorption spectroscopic properties were compared with those of the known prototype indolylfulgide, 3-[1-(1,2-dimethyl-3-indolyl)ethylidene]-4-isopropylidenedihydro-2,5-furandione. An increase in steric bulkiness of the alkyl group (R1) on the indolylmethylidene group increased

  合成了具有庞大的 1-烷基-1-吲哚基亚甲基和/或庞大的亚烷基取代基的光致变色富酸酐，并将它们的光致变色和吸收光谱性质与已知原型吲哚基富酸酐、3-[1-(1,2-二甲基-3-吲哚基)亚乙基]-4-异亚丙基二氢-2,5-呋喃二酮。吲哚亚甲基上烷基 (R1) 的空间体积增加增加了着色量子产率 (ΦEC = 0.046 (R1 = 甲基) 至 0.31 (R1 = 异丙基))，而其他亚烷基的空间体积增加组 (R2) 增加了漂白量子产率 (ΦCE = 0.051 (R2 = 异丙叉) 到 0.42 (R2 = 2-金刚烷基))。然而，当 R1 和 R2 都很大时，着色量子产率并不大，尽管漂白量子产率仍然很大。
• Photochromism of an Indolylfulgide Trapped in a Hybrid Sol-Gel Matrix
  作者：John Biteau、Frédéric Chaput、Yasushi Yokoyama、Jean-Pierre Boilot

  DOI：10.1246/cl.1998.359

  日期：1998.4

  An indolyfulgide has been trapped in a hybrid organic-inorganic matrix prepared by the sol-gel process using methyltriethoxysilane. Photochromic properties of doped films have been studied.

  一种吲哚衍生物被困在一种有机-无机混合基质中，该基质是通过使用甲基三乙氧基硅烷的溶胶-凝胶工艺制备的。掺杂薄膜的光致变色特性已经过研究。
• Multiphoton-absorbing organic materials for microfabrication, emerging optical applications and non-destructive three-dimensional imaging
  作者：Kevin D. Belfield、Katherine J. Schafer、Yong Liu、Jun Liu、Xiaobin Ren、Eric?W. Van Stryland

  DOI：10.1002/1099-1395(200012)13:12<837::aid-poc315>3.0.co;2-5

  日期：2000.12

  Non-resonant two-photon absorption (TPA) can be defined as the simultaneous absorption of two photons, via a virtual state, in a medium. TPA exhibits a quadratic dependence of absorption on the incident light intensity, resulting in highly localized photoexcitation. Recent developments in the design and synthesis of efficient, stable TPA organic materials are discussed. Microfabrication via two-photon induced free radical polymerization of acrylate monomers and cationic polymerization of epoxide monomers was accomplished using commercially available photoinitiators, and also a custom-made compound possessing high two-photon absorptivity. Two-photon facilitated photoisomerization of a fulgide in solution and in a polymer thin film demonstrated two-photon induced photochromism and its application in interferometric image recording, respectively. Greatly enhanced signal-to-noise ratios and resolution were achieved in the non-destructive three-dimensional two-photon fluorescence imaging of a polymer-coated substrate versus conventional single-photon laser scanning confocal microscopic imaging. Multifunctional TPA organic materials and fabrication of functional microstructures are also discussed. Copyright (C) 2000 John Wiley & Sons, Ltd.
• Yokoyama, Yasushi; Tanaka, Tatsuo; Yamane, Takeshi, Chemistry Letters, 1991, # 7, p. 1125 - 1128
  作者：Yokoyama, Yasushi、Tanaka, Tatsuo、Yamane, Takeshi、Kurita, Yukio

  DOI：——

  日期：——