4-diphenylaminobenzaldehyde phenylhydrazone

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

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：

  4-diphenylaminobenzaldehyde phenylhydrazone 、 环氧氯丙烷 在 氢氧化钾 、 sodium sulfate 作用下， 以89.9%的产率得到1-[4-(diphenylamino)phenylmethylene]-2-(2,3-epoxypropyl)-2-phenylhydrazine
  参考文献：
  名称：

  An Efficient Scalable Synthesis of 2,3-Epoxypropyl Phenylhydrazones

  摘要：

  以9-乙基-3-咔唑甲醛、9-乙基-3,6-咔唑二甲醛、4 -二甲基-氨基-、4-二乙基氨基-、4-苄基乙基氨基-、4-(二苯基氨基)-、4-(4,4-4'-二甲基-二苯基氨基)-、4-(4-甲酰基二苯基氨基)-和4- (4-甲酰基-4'-甲基二苯基氨基)苯甲醛与环氧氯丙烷在 KOH 和无水 Na2SO4 存在下反应。

  DOI：

  10.3390/11010064
• 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 0.17h， 生成 4-diphenylaminobenzaldehyde phenylhydrazone
  参考文献：
  名称：

  An Efficient Scalable Synthesis of 2,3-Epoxypropyl Phenylhydrazones

  摘要：

  以9-乙基-3-咔唑甲醛、9-乙基-3,6-咔唑二甲醛、4 -二甲基-氨基-、4-二乙基氨基-、4-苄基乙基氨基-、4-(二苯基氨基)-、4-(4,4-4'-二甲基-二苯基氨基)-、4-(4-甲酰基二苯基氨基)-和4- (4-甲酰基-4'-甲基二苯基氨基)苯甲醛与环氧氯丙烷在 KOH 和无水 Na2SO4 存在下反应。

  DOI：

  10.3390/11010064

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 charge transport compound having an epoxy group
  申请人：——

  公开号：US20040081903A1

  公开（公告）日：2004-04-29

  This invention relates to a novel organophotoreceptor that comprises an electrically conductive substrate and photoconductive element on the electrically conductive substrate, the photoconductive element having a) a novel charge transport compound having the formula 1 where X is a divalent hydrocarbon group of 1 to 30 carbon atoms, or a divalent hydrocarbon group of 1 to 30 carbon atoms where there is at least one substitution of a carbon atom by a heteroatom provided that no two heteroatoms may be adjacent within the backbone of an aliphatic divalent hydrocarbon radical, R 1 is an aryl group or a heterocyclic group, R 2 is a (N,N-disubstituted)arylamine group, and R 3 is an epoxy group; and (b) a charge generating compound. The epoxy group can be reacted with a functional group within the polymer to form a polymeric charge transport compound either directly or through a crosslinking agent.

  这项发明涉及一种新型的有机光感受器，包括具有电导基底和电导元件的电导基底上的光导元件，所述光导元件具有a) 具有以下结构式1的新型电荷传输化合物，其中X是1至30个碳原子的二价碳氢基团，或者是1至30个碳原子的二价碳氢基团，其中至少有一个碳原子被杂原子取代，前提是在脂肪族二价碳氢基团的骨架内不得有两个相邻的杂原子，R1是芳基或杂环基，R2是(N,N-二取代)芳胺基团，R3是环氧基；以及b) 一个电荷生成化合物。环氧基可以与聚合物内的功能基团反应，直接或通过交联剂形成聚合物电荷传输化合物。
• Organophotoreceptor with charge transport material having two linked hydrazone groups
  申请人：Samsung Electronics Co., Ltd.

  公开号：EP1443039A1

  公开（公告）日：2004-08-04

  The present invention provides an organophotoreceptor 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 R1, R2, R3, R4, and R5 are, independently, an alkyl group, an alkaryl group, an aryl group, or a heterocyclic group;    R6 and R7 are, independently, hydrogen, an alkyl group, an alkaryl group, an aryl group, or a heterocyclic group;    Y is a linking group having the formula -(CH2)m-, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced;    X comprises an aromatic group, such as an aryl group or an aromatic heterocyclic group; and    Z comprises an arylamine group, such as a carbazole group, a julolidine group, or an (N,N-disubstituted)arylamine group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.

  本发明提供了一种包括电导基底和位于电导基底上的光电元件的有机光感受器，其中光电元件包括： (a) 具有以下结构的电荷传输材料： 其中，R1、R2、R3、R4 和 R5 分别是烷基基团、烷芳基团、芳基团或杂环基团； R6 和 R7 分别是氢、烷基基团、烷芳基团、芳基团或杂环基团； Y 是具有以下结构的连接基团 -(CH2)m-，分支或直链，其中 m 是介于 1 和 20 之间的整数，包括 1 和 20，其中一个或多个亚甲基基团可选择性地被取代； X 包括芳香基团，例如芳基团或芳香杂环基团；以及 Z 包括芳胺基团，例如咔唑基团、茱萸啉基团或 (N,N-二取代)芳胺基团；以及 (b) 一种电荷生成化合物。 描述了相应的静电复印设备和成像方法。
• 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。
• 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。