2-(2,6-bis((E)-4-(diphenylamino)styryl)-4H-pyran-4-ylidene)malononitrile | 503550-59-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(2,6-bis((E)-4-(diphenylamino)styryl)-4H-pyran-4-ylidene)malononitrile
• 英文别名: 2-(2,6-bis((E)-4-diphenylamino-stryryl)-4H-pyranylidene)malononitrile；propanedinitrile, 2-[2,6-bis[-2-[4-(diphenylamino)phenyl]ethenyl]-4H-pyran-4-ylidene]-；2-[2,6-bis[(E)-2-[4-(N-phenylanilino)phenyl]ethenyl]pyran-4-ylidene]propanedinitrile
• CAS: 503550-59-2
• 化学式: C₄₈H₃₄N₄O
• 分子量: 682.824
• InChiKey: OOUYJQRMTHNWEF-YESHOFFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  53
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-二甲基-4-吡喃酮 在 哌啶 、 乙酸酐 作用下， 以 乙腈 为溶剂， 生成 2-(2,6-bis((E)-4-(diphenylamino)styryl)-4H-pyran-4-ylidene)malononitrile
  参考文献：
  名称：

  具有聚集诱导的发射特性的生物相容性纳米粒子，作为远红外/近红外荧光生物探针，适用于体外和体内成像应用

  摘要：

  聚集体形成减弱了2-（2,6-双（（E）-4-（二苯氨基）苯乙烯基）-4 H-吡喃-4-亚烷基）丙二腈（TPA-DCM）的发光。将四苯基乙烯（TPE）单元作为末端连接到TPA-DCM会极大地改变其发射行为：产生的氟2-（2,6-双（（E）-4-（苯基（4'-（1,2,2-三苯基乙烯基）-[1,1'-联苯基] -4-基）氨基）苯乙烯基）-4 H吡喃-4-亚甲基丙二腈（TPE-TPA-DCM）在聚集状态下发射率更高，显示出聚集诱导发射（AIE）的新现象。使用牛血清白蛋白（BSA）作为聚合物基质配制TPE-TPA-DCM可产生大小均匀，具有高亮度和低细胞毒性的蛋白质纳米颗粒（NPs）。使用MCF-7乳腺癌细胞和鼠肝癌22（H 22）肿瘤成功地证明了含氟BSA NP在体外和体内远红外/近红外（FR / NIR）生物成像中的应用分别带有轴承的鼠标模型。由于增强的通透性和保留作用，具有AIE活性的负载氟的BSA

  DOI：

  10.1002/adfm.201102191

文献信息

• ORGANIC MOLECULES FOR OPTOELECTRONIC DEVICES
  申请人：CYNORA GMBH

  公开号：US20200223831A1

  公开（公告）日：2020-07-16

  An organic molecule for use in optoelectronic devices having a structure of formula I wherein X 1 and X 2 are at each occurrence independently selected from the group consisting of CR 21 and N; X 3 and X 4 are at each occurrence independently selected from the group consisting of CR 22 and N; X 5 and X 6 are at each occurrence independently selected from the group consisting of CR 23 and N; R 21 , R 22 , R 23 is at each occurrence independently selected from the group consisting of hydrogen, deuterium, C 1 -C 8 -alkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 8 -C 18 -aryl, and C 3 -C 17 -heteroaryl; and at least one variable of X 1 and X 2 is N, at least one variable of X 3 and X 4 is N and at east one variable of X 5 and X 6 is N.

  一种用于光电子器件的有机分子，其结构如公式I所示，其中X1和X2在每次出现时独立地从CR21和N组成的组中选择；X3和X4在每次出现时独立地从CR22和N组成的组中选择；X5和X6在每次出现时独立地从CR23和N组成的组中选择；R21、R22、R23在每次出现时独立地从氢、氘、C1-C8-烷基、C2-C8-烯基、C2-C8-炔基、C8-C18-芳基和C3-C17-杂环芳基组成的组中选择；并且X1和X2中至少一个变量为N，X3和X4中至少一个变量为N，X5和X6中至少一个变量为N。
• Biocompatible Nanoparticles with Aggregation-Induced Emission Characteristics as Far-Red/Near-Infrared Fluorescent Bioprobes for In Vitro and In Vivo Imaging Applications
  作者：Wei Qin、Dan Ding、Jianzhao Liu、Wang Zhang Yuan、Yong Hu、Bin Liu、Ben Zhong Tang

  DOI：10.1002/adfm.201102191

  日期：2012.2.22

  (TPE‐TPA‐DCM), is more emissive in the aggregate state, showing the novel phenomenon of aggregation‐induced emission (AIE). Formulation of TPE‐TPA‐DCM using bovine serum albumin (BSA) as the polymer matrix yields uniformly sized protein nanoparticles (NPs) with high brightness and low cytotoxicity. Applications of the fluorogen‐loaded BSA NPs for in vitro and in vivo far‐red/near‐infrared (FR/NIR) bioimaging

  聚集体形成减弱了2-（2,6-双（（E）-4-（二苯氨基）苯乙烯基）-4 H-吡喃-4-亚烷基）丙二腈（TPA-DCM）的发光。将四苯基乙烯（TPE）单元作为末端连接到TPA-DCM会极大地改变其发射行为：产生的氟2-（2,6-双（（E）-4-（苯基（4'-（1,2,2-三苯基乙烯基）-[1,1'-联苯基] -4-基）氨基）苯乙烯基）-4 H吡喃-4-亚甲基丙二腈（TPE-TPA-DCM）在聚集状态下发射率更高，显示出聚集诱导发射（AIE）的新现象。使用牛血清白蛋白（BSA）作为聚合物基质配制TPE-TPA-DCM可产生大小均匀，具有高亮度和低细胞毒性的蛋白质纳米颗粒（NPs）。使用MCF-7乳腺癌细胞和鼠肝癌22（H 22）肿瘤成功地证明了含氟BSA NP在体外和体内远红外/近红外（FR / NIR）生物成像中的应用分别带有轴承的鼠标模型。由于增强的通透性和保留作用，具有AIE活性的负载氟的BSA
• ORGANIC MOLECULES FOR USE IN OPTOELECTRONIC DEVICES
  申请人：CYNORA GMBH

  公开号：US20190177303A1

  公开（公告）日：2019-06-13

  The invention relates to an organic molecule for the use in optoelectronic devices. According to the invention, the organic molecule has a first chemical moiety with a structure of formula I, and two second chemical moieties with a structure of formula II, wherein # represents the binding site of a single bond linking the first chemical moiety to the second chemical moiety; V is selected from the group consisting of CN and CF 3 ; and W is the bond linking the first chemical moiety to one of the two second chemical moieties.

  本发明涉及一种用于光电子器件的有机分子。根据本发明，该有机分子具有一个具有公式I结构的第一化学基团和两个具有公式II结构的第二化学基团，其中#表示将第一化学基团与第二化学基团连接的单键结合位点；V选自CN和CF3组成的群体；W是将第一化学基团与两个第二化学基团之一连接的键。
• Organic molecules for optoelectronic devices
  申请人：CYNORA GMBH

  公开号：US11384070B2

  公开（公告）日：2022-07-12

  An organic molecule for use in optoelectronic devices having a structure of formula I wherein X1 and X2 are at each occurrence independently selected from the group consisting of CR21 and N; X3 and X4 are at each occurrence independently selected from the group consisting of CR22 and N; X5 and X6 are at each occurrence independently selected from the group consisting of CR23 and N; R21, R22, R23 is at each occurrence independently selected from the group consisting of hydrogen, deuterium, C1-C5-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C6-C18-aryl, and C3-C17-heteroaryl; and at least one variable of X1 and X2 is N, at least one variable of X3 and X4 is N and at east one variable of X5 and X6 is N.

  一种用于光电器件的有机分子，具有式 I 结构 其中 X1 和 X2 在每次出现时均独立地选自 CR21 和 N 所组成的组； X3 和 X4 在每次出现时均独立地选自 CR22 和 N 所组成的组； X5 和 X6 在每次出现时均独立地选自 CR23 和 N 所组成的组； R21、R22、R23 在每次出现时均独立选自由氢、氘、C1-C5-烷基、C2-C8-烯基、C2-C8-炔基、C6-C18-芳基和 C3-C17-heteroaryl 组成的组；以及 X1 和 X2 中至少一个变量为 N，X3 和 X4 中至少一个变量为 N，X5 和 X6 中至少一个变量为 N。
• ORGANIC PHOTOELECTRIC CONVERSION MATERIAL AND PHOTOELECTRIC CONVERSION ELEMENT USING THE SAME
  申请人：KITAMURA Tetsu

  公开号：US20090229670A1

  公开（公告）日：2009-09-17

  An organic photoelectric conversion material for a photoelectric conversion element is provided, the organic photoelectric conversion material represented by formula 1 and having a molecular weight of 250 or greater but not greater than 800: wherein, A represents an electron withdrawing atomic group; R 1 , R 2 and R 3 each independently represents a hydrogen atom or a substituent; L represents a divalent TC conjugated substituent; D represents an electron donating aromatic substituent; and X represents O, S, or N—R a in which R a represents a hydrogen atom or a substituent.