N,N-diphenyl-4-[(2-phenylhydrazinylidene)methyl]aniline | 87755-85-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-diphenyl-4-[(2-phenylhydrazinylidene)methyl]aniline
• 英文别名: 4-(diphenylamino)benzaldehyde-N-phenylhydrazone；4-(diphenylamino) benzaldehyde phenylhydrazone；4-(diphenylamino)benzaldehyde phenylhydrazone；N,N-diphenyl-4-[(phenylhydrazinylidene)methyl]aniline
• CAS: 87755-85-9
• 化学式: C₂₅H₂₁N₃
• 分子量: 363.462
• InChiKey: JRERFXZAKKDIEW-UHFFFAOYSA-N

物化性质

• 熔点：
  168-169 °C(Solv: methanol (67-56-1))
• 沸点：
  531.4±42.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-diphenyl-4-[(2-phenylhydrazinylidene)methyl]aniline 在 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 、 甲苯 为溶剂， 反应 49.5h， 生成 4-[(2-{4-[(2-methyl-2-phenylhydrazinylidene)methyl] phenyl}-2-phenylhydrazinylidene)methyl]-N,N-diphenylaniline
  参考文献：
  名称：

  Investigation of a dendrimer-like arrangement of hydrazone fragments for the application as hole transporting materials

  摘要：

  A new type of dendrimer-like hydrazone hole transporting materials have been reported and their thermal, optical, electrochemical and photophysical properties are investigated and applicability in construction of hybrid solar cells is evaluated. It was found that hole mobility in these hydrazones reaches respectable 2.5 x 10(-3) cm(2) V-1 s at strong electric fields, which puts them on a par with majority of the best performing amorphous, solution-processed hole transporting materials used today. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.08.038
• 作为产物：
  描述：

  4-二苯胺基苯甲醛 、 苯肼 以 异丙醇 为溶剂， 反应 2.0h， 以The 4-(diphenylamino) benzaldehyde phenylhydrazone crystals that formed的产率得到N,N-diphenyl-4-[(2-phenylhydrazinylidene)methyl]aniline
  参考文献：
  名称：

  Organophotoreceptor with charge transport compound with hydrazone groups

  摘要：

  本发明涉及一种新型有机光感受器，该光感受器包括具有以下特征的光导层： (a) 一种新型电荷传输化合物，其化学式如下： 其中，R1为咔唑基、茱萸啉基或者p-(N,N-二取代)芳胺基，R2、R3、R4、R5和R6分别为烷基或芳基，R7和R8分别为氢、烷基或芳基，X为氧、硫或NR′基，其中R′为氢、烷基或芳基，Y为三价芳基； (b) 一种电荷生成化合物； 其中，至少一个光导层搭载在导电基底上。

  公开号：

  US06991882B2

文献信息

• Linked dihydrazone-based charge transport compounds
  申请人：——

  公开号：US20030232261A1

  公开（公告）日：2003-12-18

  This invention relates to a novel organophotoreceptor that includes: (a) a charge transport compound having the formula 1 where n is an integer from 0 to 1 inclusive; X is an (N,N-disubstituted)arylamine, such as a carbazole group, a julolidine group, or a p-(N,N-disubstituted)arylamine group (which can be a triarylamine, an alkyldiarylamine or a dialkylarylamine); Ar is an aryl group or a heterocyclic group; A is a linking group having the formula —S—(CH 2 ) m —S— where m is an integer from 1 to 15 inclusive and; B is a second linking group with the formula —(CH 2 ) p — which can be branched or linear, where p is an integer from 3 and 20 inclusive and where one or more methylene groups can be optionally replaced by O, S, a carbonyl group, urethane, urea, an ester group, a —NR 21 group, a CHR 22 group, or a CR 23 R 24 group where R 21 , R 22 , R 23 and R 24 are, independently, H, hydroxyl, thiol, an amine group, an alkyl group, an alkaryl group, an aryl group, or part of a ring; (b) a charge generating compound; and (c) an electrically conductive substrate over which the charge transport compound and the charge generating compound are located.

  这项发明涉及一种新型的有机光感受器，其中包括：(a) 具有以下化学式的电荷传输化合物：其中n为0至1之间的整数；X为(N,N-二取代)芳胺，如咔唑基、茱萸啉基或p-(N,N-二取代)芳胺基（可以是三芳基胺、烷基二芳基胺或二烷基芳胺）；Ar为芳基或杂环基；A为具有以下化学式的连接基：—S—(CH2)m—S—，其中m为1至15之间的整数；B为具有以下化学式的第二连接基：—(CH2)p—，可以是支链或线性，其中p为3至20之间的整数，其中一个或多个亚甲基基团可以选择性地被O、S、羰基、脲基、尿素基、酯基、—NR21基团、CHR22基团或CR23R24基团取代，其中R21、R22、R23和R24分别独立地为H、羟基、硫醇基、胺基、烷基、烷基芳基、芳基或环的一部分；(b) 电荷生成化合物；和(c) 电导基底，覆盖在电荷传输化合物和电荷生成化合物之上。
• Organophotoreceptor with a charge transport material having at least three linked hydrazone groups
  申请人：Samsung Electronics Co., Ltd.

  公开号：EP1550653A1

  公开（公告）日：2005-07-06

  The present invention provides organophotoreceptors comprising an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula    where n is an integer between 3 and 6;    R1 and R2 are, each independently, H, an alkyl group, an alkenyl group, an aromatic group, or a heterocyclic group;    R3, R4, and R5 are, each independently, H, thiol, hydroxyl, carboxyl, an amino group, a halogen, nitro, cyano, an alkyl group, an alkenyl group, an aromatic group, a heterocyclic group, or a part of a ring group;    X1 and X2 are, each independently, a linking group;    Y comprises an arylamine group; and    Z is a bridging group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods (processes) are described, as are corresponding charge transport materials.

  本发明提供了有机光感受器，包括一个电导基板和一个位于电导基板上的光电元件，所述光电元件包括：（a）具有以下公式的电荷传输材料 其中n为3到6之间的整数；R1和R2各自独立地为H、烷基、烯基、芳基或杂环基；R3、R4和R5各自独立地为H、硫醇、羟基、羧基、氨基、卤素、硝基、氰基、烷基、烯基、芳基、杂环基或环基的一部分；X1和X2各自独立地为连接基；Y包括芳胺基；Z为桥接基；和（b）一个电荷生成化合物。同时还描述了相应的电子照相设备和成像方法（过程），以及相应的电荷传输材料。
• Organic dyes comprising a hydrazone moiety and their use in dye-sensitized solar cells
  申请人：BASF SE

  公开号：US09831042B2

  公开（公告）日：2017-11-28

  The present invention relates to compounds of general formula I wherein R100 and R200 are each independently hydrogen, C1-C10-alkyl which in case of C2-alkyl may be interrupted by one and in case of C3-C10-alkyl by one or two nonadjacent oxygen atoms, C5-C7-cycloalkyl, aryl, aryl-C1-C10-alkyl or aryloxy-C1-C10-alkyl, D is an m-valent (m=1, 2 or 3) donor moiety which comprises at least one carbon-carbon or carbon-heteroatom double bond and/or at least one unfused or fused carbo- or heterocyclic ring, A is an acceptor moiety which comprises at least one carbon-carbon or carbon-heteroatom double bond and/or at least one unfused or fused carbo- or heterocyclic ring, and the donor moiety D and the acceptor moiety A are π-conjugated to one another. Furthermore, the present invention relates to the use of compounds of formula I for producing dye-sensitized solar cells and to dye-sensitized solar cells comprising compounds of formula I.

  本发明涉及一般式I的化合物，其中R100和R200各自独立地为氢、C1-C10烷基，其中在C2烷基的情况下可能被一个，而在C3-C10烷基的情况下可能被一个或两个不相邻的氧原子所打断，C5-C7环烷基，芳基，芳基-C1-C10烷基或芳氧基-C1-C10烷基，D是一个m价（m=1、2或3）供体基团，其中包括至少一个碳-碳或碳-杂原子双键和/或至少一个未融合或融合的碳或杂环状环，A是一个受体基团，其中包括至少一个碳-碳或碳-杂原子双键和/或至少一个未融合或融合的碳或杂环状环，供体基团D和受体基团A彼此π共轭。此外，本发明涉及使用式I的化合物制备染料敏化太阳能电池，并包括式I的化合物的染料敏化太阳能电池。
• ヒドラゾン部分を含有する有機色素及びそれらの色素増感太陽電池における使用
  申请人：ビーエーエスエフ ソシエタス・ヨーロピアＢＡＳＦ ＳＥ

  公开号：JP2015528836A

  公开（公告）日：2015-10-01

  一般式（Ｉ）の化合物、色素増感太陽電池を製造するためのその使用、及び式（Ｉ）の化合物を含む色素増感太陽電池に関する。

  这句话的中文翻译是： 涉及一般式（I）的化合物、用于制造染料敏化太阳能电池的颜料增感剂、以及包含一般式（I）的化合物的染料敏化太阳能电池。
• Hydrazone-based charge transport materials
  申请人：Tokarski Zbigniew

  公开号：US20050244733A1

  公开（公告）日：2005-11-03

  Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R 1 and R 2 are, each independently, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; R 3 and R 4 are, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; X 1 and X 2 are, each independently, a linking group; Y 1 and Y 2 , each independently, comprise an arylamino group; and Z is a bridging group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.

  改进的有机光电感受器包括一个导电基板和在导电基板上的光电导元件，该光电导元件包括：(a) 具有以下式子的电荷传输材料： 其中R1和R2分别独立地是烷基、烯基、炔基、芳香基或杂环基；R3和R4分别独立地是H、烷基、烯基、炔基、芳香基或杂环基；X1和X2分别独立地是连接基；Y1和Y2分别独立地包括芳基氨基；Z是桥连基；以及(b) 电荷发生化合物。还描述了相应的静电印刷设备和成像方法。