9,9-dichloro-1,3-diphenyl-9-silafluorene | 1430802-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 9,9-dichloro-1,3-diphenyl-9-silafluorene
• 英文别名: 5,5-Dichloro-2,4-diphenylbenzo[b][1]benzosilole；5,5-dichloro-2,4-diphenylbenzo[b][1]benzosilole
• CAS: 1430802-57-5
• 化学式: C₂₄H₁₆Cl₂Si
• 分子量: 403.383
• InChiKey: RVASQUPFFDIYPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  27
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9,9-dichloro-1,3-diphenyl-9-silafluorene 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 14.0h， 生成 9,9-bis(diquinaldinatoalumino)-1 , 3 - d i p h e n y l - 9 - s i l a fl u o r e n e
  参考文献：
  名称：

  两个的合成与光物理性质强荧光双（diquinaldinatoalumino）-9- silafluorenes

  摘要：

  合成两种新的高度荧光的蓝色发光的化合物：9,9-双（diquinaldinatoalumino）-1,3-二苯基-9- silafluorene（4）和9,9-双（diquinaldinatoalumino）-9- silafluorene（7）。硅芴和喹啉铝成分的结合导致分子在溶液中（31-34％）和固态（79-92％）均具有高量子产率。4显示强烈的电致发光，4090烛光/米2，在15V，和的mechanochromism 7被显露出来。

  DOI：

  10.1021/om4005803
• 作为产物：
  描述：

  2,2′-dilithio-3,5-diphenylbiphenyl 在 四氯化硅 作用下， 以 乙醚 为溶剂， 以89%的产率得到9,9-dichloro-1,3-diphenyl-9-silafluorene
  参考文献：
  名称：

  Synthesis and Photophysical Properties of Asymmetric Substituted Silafluorenes

  摘要：

  Several 1,3-diphenyl-substituted silafluorene compounds were synthesized and characterized as potential fluorescent materials for OLED fabrication and bioimaging. Introducing phenyl groups into the silafluorene ring at the land 3-positions led to a red shift in the emission, resulting in blue light emitting compounds (lambda(max) 368-375 nm in solution; lambda(max) 362-371 and 482 nm in the solid state), and improved the quantum yield efficiency both in solution and as solids. Aggregation enhanced emission of the silafluorenes (AEE) was also investigated. Theoretical MO calculations were carried out to aid in understanding the optical properties of these molecules. Since these compounds might be useful in bioimaging, their toxicity was also investigated in skin fibroblast cells. All compounds were found to be nontoxic to the investigated cell cultures.

  DOI：

  10.1021/om300891n

文献信息

• Synthesis and High Solid-State Fluorescence of Cyclic Silole Derivatives
  作者：Yuanjing Cai、Kerim Samedov、Brian S Dolinar、Zhegang Song、Ben Zhong Tang、Chaocan Zhang、Robert West

  DOI：10.1021/om500884b

  日期：2015.1.12

  Cyclotetrasiloxanes 13 containing different silole-based fluorogenic units (silafluorene, 1,3-diphenyl-9-silafluorene, tetraphenylsilole) were synthesized by cohydrolysis and condensation reactions. Their optical properties in solution and as crystals were studied. These compounds have low quantum yields in solution (Phi(fl) = 0.01-0.18) with fluorescence maxima at 359-375 nm for silafluorene-containing compounds 1 and 3 and at 491 nm for AEE-active tetraphenylsilole compound 2. However, 13 have high solid-state quantum yields (Phi(fl) = 0.65-0.78) with fluorescence maxima at 377-390 nm for compounds 1 and 3 and at 517 nm for tetraphenylsilole- and silafluorene-containing compound 2. Packing analysis of 13 in the crystal structure and MO and excited-state calculations were performed to explore possible fluorescence mechanisms in these compounds.
• Synthesis and Photophysical Properties of Two Strongly Fluorescent Bis(diquinaldinatoalumino)-9-silafluorenes
  作者：Erika Pusztai、Haley Albright、Yuanjing Cai、Rongrong Hu、Robert West、Ben Zhong Tang、Ilia A. Guzei

  DOI：10.1021/om4005803

  日期：2013.12.9

  Two novel highly fluorescent blue light emitting compounds were synthesized: 9,9-bis(diquinaldinatoalumino)-1,3-diphenyl-9-silafluorene (4) and 9,9-bis(diquinaldinatoalumino)-9-silafluorene (7). Combining silafluorene and quinaldinate aluminum moieties resulted in molecules with high quantum yield efficiency both in solution (31–34%) and in the solid state (79–92%). 4 showed intense electroluminescence

  合成两种新的高度荧光的蓝色发光的化合物：9,9-双（diquinaldinatoalumino）-1,3-二苯基-9- silafluorene（4）和9,9-双（diquinaldinatoalumino）-9- silafluorene（7）。硅芴和喹啉铝成分的结合导致分子在溶液中（31-34％）和固态（79-92％）均具有高量子产率。4显示强烈的电致发光，4090烛光/米2，在15V，和的mechanochromism 7被显露出来。
• Synthesis and Photophysical Properties of Asymmetric Substituted Silafluorenes
  作者：Erika Pusztai、Irina S. Toulokhonova、Nicole Temple、Haley Albright、Uzma I. Zakai、Song Guo、Ilia A. Guzei、Rongrong Hu、Robert West

  DOI：10.1021/om300891n

  日期：2013.5.13

  Several 1,3-diphenyl-substituted silafluorene compounds were synthesized and characterized as potential fluorescent materials for OLED fabrication and bioimaging. Introducing phenyl groups into the silafluorene ring at the land 3-positions led to a red shift in the emission, resulting in blue light emitting compounds (lambda(max) 368-375 nm in solution; lambda(max) 362-371 and 482 nm in the solid state), and improved the quantum yield efficiency both in solution and as solids. Aggregation enhanced emission of the silafluorenes (AEE) was also investigated. Theoretical MO calculations were carried out to aid in understanding the optical properties of these molecules. Since these compounds might be useful in bioimaging, their toxicity was also investigated in skin fibroblast cells. All compounds were found to be nontoxic to the investigated cell cultures.