9-(6-(3-formyl-9H-carbazol-9-yl)-hexyl)-9H-carbazole-3-carbaldehyde | 169834-45-1

• 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: 9-(6-(3-formyl-9H-carbazol-9-yl)-hexyl)-9H-carbazole-3-carbaldehyde
• 英文别名: 9,9'-(hexane-1,6-diyl)bis(9H-carbazole-3-carbaldehyde)；1, 10-bis(4-formyl-9-carbazolyl)decane；1,6-di-(3-formylcabazol-9-yl)hexane；1,6-Di-(3-formylcarbazol-9-yl)hexane；9-[6-(3-formylcarbazol-9-yl)hexyl]carbazole-3-carbaldehyde
• CAS: 169834-45-1
• 化学式: C₃₂H₂₈N₂O₂
• 分子量: 472.587
• InChiKey: UZTRRWOVPXDJPS-UHFFFAOYSA-N

物化性质

• 沸点：
  632.8±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-(6-(3-formyl-9H-carbazol-9-yl)-hexyl)-9H-carbazole-3-carbaldehyde 在 sodium tetrahydroborate 、 氯化亚砜 、 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 9,9'-hexane-1,6-diylbis(3-{[4-(9H-carbazol-9-ylmethyl)-1H-1,2,3-triazol-1yl]methyl}-9H-carbazole)
  参考文献：
  名称：

  用于光电应用的新型咔唑基材料的合成与表征

  摘要：

  通过铜催化的叠氮化物-炔烃环加成（CuAAC）反应合成了新的三唑并咔唑衍生物。这些化合物的化学结构通过NMR和FT-IR光谱分析确认。通过紫外可见吸收和光致发光光谱研究了三唑并咔唑的光学性质。观察到紫外线区域的发射。这些有机材料的能级通过循环伏安法测定，并显示出较高的电子亲和力，表明它们可能是有机发光二极管中电子注入空穴阻挡层的良好候选者。

  DOI：

  10.1016/j.tetlet.2013.05.091
• 作为产物：
  描述：

  1,6-二溴己烷 在 sodium hydride 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 9-(6-(3-formyl-9H-carbazol-9-yl)-hexyl)-9H-carbazole-3-carbaldehyde
  参考文献：
  名称：

  Influence of the anchoring number in a carbazole-based photosensitizer on the photovoltaic performance of p-type NiO dye sensitized solar cells

  摘要：

  Carbazole二聚体增强了电荷注入并减少电荷复合，表现出DSSC的卓越p型性能。

  DOI：

  10.1039/c4ra08271k

文献信息

• DNA Binding and Photocleavage Properties, Cellular Uptake and Localization, and in-Vitro Cytotoxicity of Dinuclear Ruthenium(II) Complexes with Varying Lengths in Bridging Alkyl Linkers
  作者：Ping Liu、Bao-Yan Wu、Jin Liu、Yong-Cheng Dai、You-Jun Wang、Ke-Zhi Wang

  DOI：10.1021/acs.inorgchem.5b01934

  日期：2016.2.15

  characterized. Their calf thymus DNA-binding and plasmid DNA photocleavage behaviors are comparatively studied with a previously reported, six-methylene-containing analog by absorption and luminescence spectroscopy, steady-state emission quenching by [Fe(CN)6]4–, DNA competitive binding with ethidium bromide, DNA viscosity measurements, DNA thermal denaturation, and agarose gel electrophoresis analyses

  合成并表征了两个新的双核Ru（II）聚吡啶基络合物，它们在其桥连接头中包含三个和十个亚甲基链。通过吸收和发光光谱，通过[Fe（CN）6 ] 4稳态发射猝灭，用以前报道的含六亚甲基的类似物对它们的小牛胸腺DNA结合和质粒DNA的光解行为进行了比较研究。，DNA与溴化乙锭的竞争性结合，DNA粘度测量，DNA热变性和琼脂糖凝胶电泳分析。还对三种复合物进行了应用密度泛函理论（DFT）方法的理论计算，以了解实验观察到的DNA结合特性。结果表明，两种复合物部分地插入DNA的碱基对之间。细胞摄取和共定位研究表明，复合物可以有效进入HeLa细胞并定位在溶酶体内。通过MTT细胞毒性分析研究了复合物对HeLa和MCF-7肿瘤细胞的体外抗肿瘤活性。高含量分析（HCA）是一种新方法，也用于评估这三种复合物的细胞毒性，凋亡和细胞周期停滞。
• New carbazole-indan-1,3-dione- based host materials for phosphorescent organic light emitting diodes
  作者：D. Tavgeniene、G. Krucaite、L. Peciulyte、G. Buika、E. Zaleckas、F. Dumur、S. Grigalevicius

  DOI：10.1080/15421406.2016.1257320

  日期：2016.11.21

  differential scanning calorimetry. The materials were found to show very high thermal stability having initial thermal degradation temperatures in the range of 398- 401°C. Glass transition temperatures of the amorphous molecular materials were in the rage of 80–114°C. The derivatives were tested as host materials in blue phosphorescent organic light emitting diodes with iridium(III)[bis(4,6-difluorophenyl)-pyridinato-N

  摘要合成了新的咔唑-和茚满-1,3-二酮基低分子量衍生物，并通过质谱和1H NMR 光谱对其进行了表征。通过热重分析和差示扫描量热法证明了衍生物的热行为。发现这些材料显示出非常高的热稳定性，其初始热降解温度范围为 398-401°C。无定形分子材料的玻璃化转变温度在 80-114°C 范围内。以铱(III)[双(4,6-二氟苯基)-吡啶-N,C2']吡啶甲酸铱(iridium(III)[bis(4,6-difluorophenyl)-pyridinato-N,C2']]picolinate为客体，该衍生物作为蓝色磷光有机发光二极管的主体材料进行了测试。其中一款蓝色 OLED 器件显示出相当低的 5.0 V 开启电压，最大亮度效率为 2。
• A New Carbazole-based Conjugated Multibranched Molecule and Its Tetramer as Hole Transporting Materials
  作者：Tae Wan Lee、Hong Suk Kim、Min Ju Cho、Kyung Hwan Kim、Dong Hoon Choi

  DOI：10.1246/cl.2008.952

  日期：2008.9.5

  A conjugated multibranched molecule, 1,3,5-tris(E)-2-[9-hexyl-9H-carbazol-3-yl]vinyl}benzene (THCEB) and its tetramer, 1,3,5-tris((E)-2-9-[6-(3-(E)-3,5-bis[(E)-2-(9-hexyl-9H-carbazol-3-yl)vinyl]styryl}-9H-carbazol-9-yl)hexyl]-9H-carbazol-3-yl}vinyl)benzene (4(THCEB)), have been synthesized through Heck coupling and Horner–Emmons reactions in moderately good yields. These compounds exhibited good self-film-forming properties by spin coating. These two large molecules showed an absorption maxima at around 346–348 nm in their solution states. The maximum PL intensities of THCEB and 4(THCEB) films were commonly observed at around 450 nm, except for a strong emission band at 535 nm in THCEB. In the tetramer, the emission at 535 nm was highly suppressed. This observation was explained in terms of the time-resolved photophysical properties of these molecules with the help of a possible mechanism.

  共轭多支链分子 1,3,5-三(E)-2-[9-己基-9H-咔唑-3-基]乙烯基}苯 (THCEB) 及其四聚体 1,3,5-三((E)-2-9-[6-(3-(E)-3、5-双[(E)-2-(9-己基-9H-咔唑-3-基)乙烯基]苯乙烯基}-9H-咔唑-9-基)己基]-9H-咔唑-3-基}乙烯基)苯（4(THCEB)）。通过旋涂，这些化合物表现出良好的自成膜特性。这两种大分子在溶液状态下的最大吸收波长约为 346-348 纳米。THCEB 和 4(THCEB) 薄膜的最大聚光强度通常在 450 纳米左右，但 THCEB 在 535 纳米处有一个强发射带。在四聚体中，535 纳米处的发射被高度抑制。这一观察结果可以用这些分子的时间分辨光物理特性和一种可能的机制来解释。
• Synthesis and Properties of Glass-Forming Hydrazones II [1]. Hydrazones Containing Bicarbazolyl Units
  作者：Jolita Ostrauskaite、Viktoras Voska、Juozas V. Grazulevicius

  DOI：10.1007/s007060200032

  日期：2002.5.1

  A series of new glass-forming hydrazones containing bicarbazolyl units were synthesized starting from 9-(2-(9H-carbazol-9-yl)-cyclobutyl)-9H-carbazole and 9-(6-(9H-carbazol-9-yl)-hexyl)-9H-carbazole, and their thermal properties were studied. The correlation between their inclination to form glasses and their chemical structures are discussed. The results of a preliminary investigation of the photoelectric properties of amorphous films of the title compounds are briefly reported. The highest hole drift mobility was observed for 9-(2-(9H-carbazol-9-yl)-cyclobutyl)-9H-carbazole-3-carbaldehyde N,N-diphenylhydrazone; at high electric fields, it approaches 1 . 10(-3) cm(2)/VS.
• Molecular Design of Novel Main-Chain Biscarbazolyl Polymers for Nonlinear Optics
  作者：Yadong Zhang、Liming Wang、Tatsuo Wada、Hiroyuki Sasabe

  DOI：10.1080/10587259508033974

  日期：1995.10

  A series of alpha,omega-bis[(3-formyl)carbazolyl]alkane monomers have been prepared and copolymerized with bis(cyanoacetate) to provide novel accordion-type carbazole main-chain polymers. These main-chain polymers are soluble in common organic solvents, and have glass transition temperatures in the range of 94-117 degrees C and molecular weight 25000-72000.