6-(H-carbazol-9-yl)hexanoic acid | 225921-31-3

• 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: 6-(H-carbazol-9-yl)hexanoic acid
• 英文别名: 9H-carbazole-9-hexanoic acid；6-Carbazol-9-ylhexanoic acid
• CAS: 225921-31-3
• 化学式: C₁₈H₁₉NO₂
• 分子量: 281.354
• InChiKey: URNUSAWPUNUQFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  443.2±37.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(H-carbazol-9-yl)hexanoic acid 在 氯化亚砜 作用下， 以100%的产率得到
  参考文献：
  名称：

  摘要：

  The synthesis of 13 discotic mesogens is described in which the well-known hexakis( pentyloxy) triphenylene liquid crystalline material has been chemically modified to incorporate one, two, three and six carbazole moieties. These modifications have been achieved by the alkylation or esterification of mono-, di-, tri- and hexa-hydroxytriphenylene derivatives with alkyl bromides and carboxylic acids incorporating the carbazole moiety. The pure compounds are not liquid crystalline in nature but when doped with TNF, hexagonal columnar mesophases are induced, as shown by DSC, OPM and X-ray diffraction. These mesophases exist below room temperature. The mesophase clearing temperatures are dependent on several factors including the chain length separating the carbazole moiety from the triphenylene core, and the nature of the ether or ester linkage, and the degree of TNF doping. The data suggest that the most stable mesophases (highest clearing temperatures) are formed when a 2 : 1 complex is formed between the carbazole derivatives and the TNF, respectively. The correlation length obtained from X-ray diffraction reveals that the columnar order for one of the ether derivatives decreases, whereas the correlation length increases for one of the ester derivatives. This result suggests that the TNF is not only partaking in pi-pi noncovalent bonding interactions, but also in polar interactions with the C=O bond. Such mesogenic carbazole derivatives may have advantageous photorefractive properties over the amorphous polymeric materials.

  DOI：

  10.1039/b103052n
• 作为产物：
  描述：

  6-溴己酸甲酯 在 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.25h， 生成 6-(H-carbazol-9-yl)hexanoic acid
  参考文献：
  名称：

  摘要：

  The synthesis of 13 discotic mesogens is described in which the well-known hexakis( pentyloxy) triphenylene liquid crystalline material has been chemically modified to incorporate one, two, three and six carbazole moieties. These modifications have been achieved by the alkylation or esterification of mono-, di-, tri- and hexa-hydroxytriphenylene derivatives with alkyl bromides and carboxylic acids incorporating the carbazole moiety. The pure compounds are not liquid crystalline in nature but when doped with TNF, hexagonal columnar mesophases are induced, as shown by DSC, OPM and X-ray diffraction. These mesophases exist below room temperature. The mesophase clearing temperatures are dependent on several factors including the chain length separating the carbazole moiety from the triphenylene core, and the nature of the ether or ester linkage, and the degree of TNF doping. The data suggest that the most stable mesophases (highest clearing temperatures) are formed when a 2 : 1 complex is formed between the carbazole derivatives and the TNF, respectively. The correlation length obtained from X-ray diffraction reveals that the columnar order for one of the ether derivatives decreases, whereas the correlation length increases for one of the ester derivatives. This result suggests that the TNF is not only partaking in pi-pi noncovalent bonding interactions, but also in polar interactions with the C=O bond. Such mesogenic carbazole derivatives may have advantageous photorefractive properties over the amorphous polymeric materials.

  DOI：

  10.1039/b103052n

文献信息

• Star-shaped molecules containing both azo chromophores and carbazole units as a new type of photoresponsive amorphous material
  作者：Jianjun Yin、Gang Ye、Xiaogong Wang

  DOI：10.1039/c3tc30536h

  日期：——

  We synthesized a series of star-shaped molecules containing both azo chromophores and carbazole units (nCz-AZ-X), where n is the number of carbazole units (n = 3 and 6) and X represents cyano (CN) and nitro (NT) as the electron-withdrawing groups on the azobenzenes. The azo compounds existed as amorphous solids at room temperature with glass transition temperatures (Tg) of 89, 86, 74 and 73 °C for 3Cz-AZ-CN, 3CZ-AZ-NT, 6Cz-AZ-CN and 6Cz-AZ-NT, respectively. Thin solid films of the azo molecular glasses were obtained by spin-coating. The formation of the photoinduced self-structured surface patterns was investigated by irradiating the solid thin films of the azo molecular glasses with a uniform laser beam (532 nm, 200 mW cm−2) at normal incidence. The formation of surface-relief-gratings (SRGs) was studied by exposing the thin films to an interference pattern of the laser beams (532 nm, 80 mW cm−2). The formation of both the self-structured surface patterns and SRGs showed a close correlation with the electron-withdrawing groups of the azo chromophores and the content of the carbazole units in the molecules. The development of these new star-shaped molecules can add a new member to the category of azo molecular glasses and lead to a deeper understanding of the photoinduced effects and their correlation with molecular structures.

  我们合成了一系列含有偶氮色素和咔唑单元的星形分子（nCz-AZ-X），其中 n 是咔唑单元的数量（n = 3 和 6），X 表示作为电子吸引基团的氰基（CN）和硝基（NT）在偶氮苯上。这些偶氮化合物在室温下以无定形固体存在，玻璃转变温度（Tg）分别为 89、86、74 和 73 °C，针对 3Cz-AZ-CN、3Cz-AZ-NT、6Cz-AZ-CN 和 6Cz-AZ-NT。通过旋涂法获得了偶氮分子玻璃的薄固体膜。通过用均匀激光束（532 nm，200 mW cm−2）在法向入射下照射偶氮分子玻璃的固体薄膜，研究了光诱导自结构表面图案的形成。通过将薄膜暴露于激光束的干涉图案（532 nm，80 mW cm−2），研究了表面光栅（SRGs）的形成。这些自结构表面图案和 SRGs 的形成与偶氮色素的电子吸引基团以及分子中咔唑单元的含量密切相关。这些新型星形分子的开发可以为偶氮分子玻璃类别增添新成员，并有助于更深入地理解光诱导效应及其与分子结构之间的关系。
• IMPROVEMENTS IN OR RELATING TO ELECTROCHEMICAL ASSAYS
  申请人：UNILEVER PLC

  公开号：EP1032825A1

  公开（公告）日：2000-09-06
• Electrochemical assays
  申请人：——

  公开号：US20040020791A1

  公开（公告）日：2004-02-05

  Disclosed is a component for a device for detecting the presence of an analyte of interest in a sample, the component comprising an electrically conducting solid support having immobilised thereon a chemical moiety, said chemical moiety comprising an electroactive portion with an electrochemical property capable of being directly modulated in a detectable manner by the binding thereto of a binding partner having a specific binding activity for the electroactive portion, together with apparatus comprising the component, and a method of detecting the presence of an analyte of interest.
• US6551495B1
  申请人：——

  公开号：US6551495B1

  公开（公告）日：2003-04-22
• [EN] IMPROVEMENTS IN OR RELATING TO ELECTROCHEMICAL ASSAYS<br/>[FR] AMELIORATIONS RELATIVES AUX DOSAGES ELECTROCHIMIQUES
  申请人：UNILEVER PLC

  公开号：WO1999027356A1

  公开（公告）日：1999-06-03

  (EN) Disclosed is a component for a device for detecting the presence of an analyte of interest in a sample, the component comprising an electrically conducting solid support having immobilised thereon a chemical moiety, said chemical moiety comprising an electroactive portion with an electrochemical property capable of being directly modulated in a detectable manner by the binding thereto of a binding partner having a specific binding activity for the electroactive portion, together with apparatus comprising the component, and a method of detecting the presence of an analyte of interest.(FR) L'invention concerne un composant de dispositif permettant de détecter la présence d'un analyte considéré dans un échantillon, ledit composant comprenant un support solide électriquement conducteu, doté d'une fraction chimique immobilisée sur celui-ci. Cette fraction chimique comprend une partie électroactive à propriété électrochimique, capable d'être directement modulée, de manière détectable, par liaison avec un partenaire de liaison possédant une activité de liaison spécifique à la partie électrochimique. L'invention concerne également l'appareil comprenant le composant et un procédé de détection de la présence de l'analyte considéré.