3-formyl-9-(n-heptyl)carbazole | 417704-03-1

• 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: 3-formyl-9-(n-heptyl)carbazole
• 英文别名: 9-heptyl-9H-carbazole-3-carbaldehyde；3-formyl-N-heptyl carbazole；9-heptylcarbazole-3-carbaldehyde
• CAS: 417704-03-1
• 化学式: C₂₀H₂₃NO
• 分子量: 293.409
• InChiKey: VMCDCQDZLZPZTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-formyl-9-(n-heptyl)carbazole 在 potassium iodate 、 溶剂黄146 、 potassium iodide 作用下， 反应 5.0h， 以89%的产率得到9-heptyl-6-iodo-9H-carbazole-3-carbaldehyde
  参考文献：
  名称：

  Aggregation emission properties and self-assembly of conjugated oligocarbazoles

  摘要：

  已经合成了具有 9,10-二乙烯基蒽核心的共轭低聚咔唑，并且随着共轭长度的延长，表现出从聚集诱导发射（AIE）到聚集诱导发射增强（AIEE）行为的转变； Cz4 分子的自组装提供了具有高荧光效率的纳米环。

  DOI：

  10.1039/c1cc11706h
• 作为产物：
  描述：

  9-heptyl-9H-carbazole 、 N,N-二甲基甲酰胺 生成 3-formyl-9-(n-heptyl)carbazole
  参考文献：
  名称：

  Z-907的更稳定，更有效的替代品：咔唑类两亲Ru（ii）敏化剂，用于染料敏化太阳能电池†

  摘要：

  在这里，我们报告两个新型的两亲性Ru（II）杂合双吡啶基复合物HD-14和HD-15，与之前报道的NCSU-10相比。我们结合了咔唑的强电子给体特性和不同的长烷基链C7，C18和C2（NCSU-10）的疏水性，将其与N-咔唑拴在一起，以研究它们对染料的光电流，光电压和长期稳定性的影响敏化的太阳能电池。发现咔唑基辅助配体的光子收集效率和给电子特性不受不同烷基链长的影响。但是，V oc略有下降与NCSU-10相比，观察到了HD-14和HD-15的差异。通过纳秒闪光光解瞬态吸收（TA）测量发现，染料再生越快，光电流密度响应越高，并且HD-14，HD-15的染料再生时间分别为2.6、3.6和3.7μs。和分别为N719染料。通过飞秒TA研究测得的氧化染料的瞬态吸收（TA）信号的幅度差异与产生的光电流高度一致，其顺序为HD-14> HD-15> N719。在1000小时的光线浸泡条件下，HD-15保

  DOI：

  10.1039/c4cp04120h

文献信息

• 一种3-甲酰基-N-烷基咔唑乙酰基二茂铁查尔酮的制备方法
  申请人：陕西科技大学

  公开号：CN105418690A

  公开（公告）日：2016-03-23

  一种3-甲酰基-N-烷基咔唑乙酰基二茂铁查尔酮的制备方法，步骤为：向干燥的反应容器中加入3-甲酰基-N-烷基咔唑、乙酰基二茂铁、固体NaOH和无水K2CO3，室温下研磨至原料完全反应，静置后得到粗产物，再将粗产物经水洗抽滤，即得3-甲酰基-N-烷基咔唑乙酰基二茂铁查尔酮。本发明为固相反应，反应时间短，反应条件温和，设备要求低，且操作简单，后处理简单，无须溶剂，绿色、经济、环保、高效，目标产物的产率高达80％以上。
• Photo- and electroluminescent properties of cyano-substituted styryl derivatives and synthesis of CN–PPV model compounds containing an alkoxy spacer for OLEDs
  作者：Hosuk Ryu、L.R. Subramanian、Michael Hanack

  DOI：10.1016/j.tet.2006.04.051

  日期：2006.6

  substituted acetonitrile derivatives 11,16,17. The influence of the different substituents on the optical properties of the resulting α-cyanostyryl compounds 18–20 was investigated. Another series of dimeric cyano-substituted styryl compounds 26–28 were prepared, in which a flexible, nonconjugated spacer is present between the two cyanostyryl moieties. The spacer isolates the π-conjugated portions of dimeric

  该系列的氰基取代的模型化合物18 - 20为有机发光二极管（OLED）是通过二醛之间的Knoevenagel缩合反应制备3，6，9和不同取代的乙腈衍生物11，16，17。对所得到的α氰基苯乙烯基的光学性质的不同取代基的影响，化合物18 - 20进行了研究。另一系列的二聚氰基取代苯乙烯基化合物26 – 28制备了其中两个氰基苯乙烯基部分之间存在挠性，非共轭的间隔基的化合物。间隔件隔离的二聚化合物的π共轭部分26 - 28，改善了它们在普通有机溶剂中的溶解度，并降低了它们的结晶倾向。这些特征有利于在OLED器件中生产有效的发光膜。
• Electrophotographic organophotoreceptors with novel charge transport compounds
  申请人：SAMSUNG Electronics Co. Ltd.

  公开号：US20030219662A1

  公开（公告）日：2003-11-27

  Charge transport compounds are described that have a multiple number of hydrazone-bridged heterocyclic groups (especially julolidine groups, carbazole groups, triarylamine groups and (N,N-disubstituted)arylamine groups such as dialkarylamine groups (e.g. dimethylphenylamine; methylethylphenylamine, dipropylphenylamine, ethylepropylphenylamine, ethylbutylnaphthylamine, etc.), alkyldiarylamine groups (e.g. methyldiphenylamino, ethyldiphenylamino, etc), and triarylamino groups (e.g., triphenyl amino, trinaphthylamino, etc)) connected by a central bridging group. An example of charge transport compounds are those having the following generic formula: (R-Q)n-Y  Formula I wherein R is selected from the group consisting of julolidine ring groups, carbazole ring groups, and and (N,N-disubstituted)arylamine groups; Q comprises an aromatic hydrazone linking group, such as 1 Y comprises a bridging group between R-Q- groups, such as a bond, carbon atom, nitrogen atom, oxygen atom, sulfur atom, a methylene group; Z is an aryl group, preferably a phenyl group or naphthyl group; X is a linking group, preferably a methylene group, and for example having the formula —(CH 2 ) m — (branched or linear), where m is an integer between 0 and 20, inclusive, and one or more of the methylene groups is optionally replaced by an oxygen atom, a carbonyl group, urethane, urea, an ester group, a —NR 6 group, a CHR 7 group, or a CR 8 R 9 group where R 6 , R 7 , R 8 , and R 9 are, independently, H, an alkyl group, or aryl group; and n is an integer between 2 and 6, inclusive. An organic photoreceptor includes that compound and (b) a charge generating compound; and (c) an electrically conductive substrate.

  描述了一种具有多个醛肼桥联杂环基团（尤其是茱萸啉基团、咔唑基团、三芳基胺基团和（N，N-二取代）芳胺基团，例如二芳基胺基团（例如二甲基苯胺；甲基乙基苯胺、二丙基苯胺、乙基丙基苯胺、乙基丁基萘胺等）、烷基二芳基胺基团（例如甲基二苯胺基、乙基二苯胺基等）和三芳基胺基团（例如三苯基氨基、三萘基氨基等））的电荷传输化合物，它们由中心桥接基团连接。电荷传输化合物的一个例子是具有以下通用式的化合物：（R-Q）n-Y Formula I，其中R选自茱萸啉环基团、咔唑环基团和（N，N-二取代）芳胺基团的群体；Q包括芳香醛肼连接基团，例如1；Y包括连接R-Q-基团的桥接基团，例如键、碳原子、氮原子、氧原子、硫原子、亚甲基基团；Z是芳基团，优选为苯基或萘基；X是连接基团，优选为亚甲基基团，例如具有公式—（CH2）m—（支链或直链），其中m是0到20之间的整数，包括，其中一个或多个亚甲基基团可选择地被氧原子、羰基、脲、尿素、酯基、—NR6基团、CHR7基团或CR8R9基团（其中R6、R7、R8和R9独立地为H、烷基或芳基）所替代；n是2到6之间的整数。有机光感受器包括该化合物和（b）电荷生成化合物；以及（c）电导基板。
• Charge transport compound, elctrophotographic organophotoreceptor comprising the same, and electrographic imaging apparatus and method
  申请人：SAMSUNG ELECTRONICS CO., LTD.

  公开号：EP1202120A2

  公开（公告）日：2002-05-02

  A charge transport compound having hydrazone-bridged heterocyclic groups connected by a central bridging group, and an organophotoreceptor including the same are provided. The charge transport compound has formula (1) below:         (R-Q)n-Y     (1) where R is selected from the group consisting of julolidine ring groups, carbazole ring groups, and triarylmethane ring groups; Q is an aromatic hydrazone linking group having the following formula: where Z is an aromatic group, preferably a C6 to C20 aryl group, and X is a linking group, Y, a bridging group between R-Q- groups, is a chemical bond, carbon atom, nitrogen atom, oxygen atom, sulfur atom, a branched or linear-(CH2)p- group where p is an integer from 0 to 10, a C6-C20 aryl group, a C5-C20 cycloalkyl group, a cyclosiloxyl group, a heterocyclic group, or a CR10 group where R10 is hydrogen atom, a C1-C20 alkyl group, or a C6-C20 aryl group, and n is an integer from 2 to 6. The organophotoreceptor includes the charge transport compound, a charge generating compound, and a conductive substrate.

  本研究提供了一种电荷传输化合物，该化合物具有通过中心桥接基团连接的肼桥接杂环基团，并提供了包括该化合物的有机光感受器。电荷传输化合物具有下式（1）： (R-Q)n-Y (1) 其中，R 选自由唑环基团、咔唑环基团和三芳基甲烷环基团组成的组；Q 是具有下式的芳香族腙连接基团： 其中 Z 是芳香基团，最好是 C6 至 C20 芳基，X 是连接基团，Y 是 R-Q- 基团间的桥接基团，是化学键、碳原子、氮原子、氧原子、硫原子、支链或线性-(CH2)p-基团，其中 p 是 0 至 10 的整数、C6-C20 芳基、C5-C20 环烷基、环硅氧基、杂环基或 CR10 基团，其中 R10 为氢原子、C1-C20 烷基或 C6-C20 芳基，且 n 为 2 至 6 的整数。有机光感受器包括电荷传输化合物、电荷产生化合物和导电基底。
• Electrophotographic organophotoreceptors with charge transport compounds
  申请人：Samsung Electronics Co., Ltd.

  公开号：EP1482378A1

  公开（公告）日：2004-12-01

  The present invention provides charge transport compounds that have a multiple number of hydrazone-bridged heterocyclic groups (especially julolidine groups, carbazole groups, triarylamine groups and (N,N-disubstituted)arylamine groups such as dialkarylamine groups (e.g. dimethylphenylamine; methylethylphenylamine, dipropylphenylamine, ethylepropylphenylamine, ethylbutylnaphthylamine, etc.), alkyldiarylamine groups (e.g. methyldiphenylamino, ethyldiphenylamino, etc), and triarylamino groups (e.g., triphenyl amino, trinaphthylamino, etc)) connected by a central bridging group. An example of charge transport compounds are those having the following generic formula:         (R-Q)n-Y     (I) wherein R is selected from the group consisting of julolidine ring groups, carbazole ring groups, and and (N,N-disubstituted)arylamine groups; Q comprises an aromatic hydrazone linking group, such as Y comprises a bridging group between R-Q- groups, such as a bond, carbon atom, nitrogen atom, oxygen atom, sulfur atom, a methylene group; Z is an aryl group, preferably a phenyl group or naphthyl group; X is a linking group, preferably a methylene group, and for example having the formula         -(CH2)m- (branched or linear), where m is an integer between 0 and 20, inclusive, and one or more of the methylene groups is optionally replaced by an oxygen atom, a carbonyl group, urethane, urea, an ester group, a -NR6 group, a CHR7 group, or a CR8R9 group where R6 , R7, R8, and R9 are, independently, H, an alkyl group, or aryl group; and n is an integer between 2 and 6, inclusive. An organic photoreceptor includes that (a) a charge transport compound and (b) a charge generating compound; and (c) an electrically conductive substrate. Corresponding electrophotographic apparatuses and imaging methods are also described.

  本发明提供了具有多个肼桥杂环基团（特别是久洛尼定基团、咔唑基团、三芳胺基团和(N,N-二取代)芳基胺基团，如二芳基胺基团（e.如二甲基苯胺、甲基乙基苯胺、二丙基苯胺、乙基丙基苯胺、乙基丁基萘胺等）、烷基二苯胺基团（如甲基二苯基氨基、乙基二苯基氨基等）和三芳基氨基基团（如三苯基氨基、三萘基氨基等）、三苯基氨基、三萘氨基等））通过中心桥基连接。电荷传输化合物的一个例子是具有以下通式的化合物： (R-Q)n-Y (I) 其中 R 选自由唑环基团、咔唑环基团和（N,N-二取代）芳胺基团组成的组； Q 包括芳香族腙连接基团，如 Y 包括 R-Q- 基团间的桥接基团，如键、碳原子、氮原子、氧原子、硫原子、亚甲基； Z 是芳基，最好是苯基或萘基； X 是连接基团，最好是亚甲基，例如具有以下式子 -(CH2)m- (支链或线性)，其中 m 是 0 至 20 之间的整数，一个或多个亚甲基可选地被氧原子、羰基、氨基甲酸酯、脲、酯基、-NR6 基团、CHR7 基团或 CR8R9 基团取代，其中 R6、R7、R8 和 R9 独立地为 H、烷基或芳基；以及 n 是 2 至 6 之间的整数。有机光感受器包括 (a) 电荷传输化合物和 (b) 电荷产生化合物；以及 (c) 导电基底。还描述了相应的电致发光装置和成像方法。