2-(N-phenothiazinyl)thiophene | 349533-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2-(N-phenothiazinyl)thiophene
• 英文别名: 2-(N-phenothiazino)thiophene；10-(2-thienyl)-10H-phenothiazine；10-(thiophen-2-yl)-10H-phenothiazine；10-(2-thiophenyl)phenothiazine；10-Thiophen-2-ylphenothiazine
• CAS: 349533-45-5
• 化学式: C₁₆H₁₁NS₂
• 分子量: 281.402
• InChiKey: NGWKFIFOQLLROZ-UHFFFAOYSA-N

物化性质

• 熔点：
  104 °C
• 沸点：
  418.6±24.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(N-phenothiazinyl)thiophene 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以70%的产率得到5,5'-bis-(N-phenothiazolyl)-2,2'-bithiophene
  参考文献：
  名称：

  A Versatile Route toN,N′-(Peraryl)substituted 5,5′-Diamino-2,2′-bithiophenes

  摘要：

  5,5′-二溴-2,2′-双噻吩与二芳胺在醋酸钯/三-(t-丁基)膦作为催化剂的存在下反应，或通过四氯化钛介导的2-(N,N-二芳基氨基)噻吩的氧化反应，得到了系列新的N,N′-亚芳基化的5,5-二氨基-2,2′-双噻吩。这些化合物为富电子化合物，具有低氧化电位，并且具有形成非晶态玻璃的高倾向性。

  DOI：

  10.1055/s-2002-35620
• 作为产物：
  描述：

  甲基吩噻嗪-10-基甲酮 在 氢氧化钾 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 水 为溶剂， 生成 2-(N-phenothiazinyl)thiophene
  参考文献：
  名称：

  A Simple Route to N-Arylated 2-Aminothiophenes as a New Class of Amorphous Glass Forming Molecules

  摘要：

  [GRAPHICS]By thermal decarboxylation of N-arylated 2-aminothiophene-5-cacrboxylates, a versatile, heavy-metal free method for preparing the title compounds as new class of highly reactive and easily oxidable, amorphous glass forming molecules has been elaborated.

  DOI：

  10.1021/ol015875c

文献信息

• Stille Coupling of 2-Diarylaminothiophenes with Mono- and Di­bromo(het)arylenes
  作者：Horst Hartmann、Ahcene Tabet

  DOI：10.1055/s-2005-861804

  日期：——

  N,N-Diaryl-substituted 2-aminothiophenes 3 have been transformed by reaction with several bromobenzenes 5 and 2-bromothiophenes 6 in a palladium catalysed cross-coupling reaction, via 2-(N,N-diarylamino)-5-stannyl-thiophenes 4, into N,N-diaryl-substituted 2-amino-5-phenylthiophenes 7 and 5-amino-2,2′-bi­thiophenes 9 as well as into N,N′-peraryl-substituted 5,5′-diamino-2,2′-bithiophenes 8 and their phenylene and thienylene homologues 10-13.

  N,N-二芳基取代的2-氨基噻吩3通过与几种溴苯5和2-溴噻吩6在钯催化下的交叉偶联反应，经由2-(N,N-二芳基氨基)-5-锡基噻吩4，被转化为N,N-二芳基取代的2-氨基-5-苯基噻吩7和5-氨基-2,2'-联噻吩9，以及转化为N,N'-全芳基取代的5,5'-二氨基-2,2'-联噻吩8及其苯ylene和噻吩ylene类似物10-13。
• COMPOUND AND PHOTOELECTRIC DEVICE, IMAGE SENSOR, AND ELECTRONIC DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20190123285A1

  公开（公告）日：2019-04-25

  A compound of Chemical Formula 1, and a photoelectric device, an image sensor, and an electronic device including the same are disclosed: In Chemical Formula 1, each substituent is the same as defined in the detailed description.

  化学式1的化合物，以及包括光电装置、图像传感器和相同组分的电子设备被披露：在化学式1中，每个取代基与详细描述中定义的相同。
• COMPOUND AND ORGANIC PHOTOELECTRIC DEVICE, IMAGE SENSOR AND ELECTRONIC DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20170331050A1

  公开（公告）日：2017-11-16

  A compound of Chemical Formula 1, and an organic photoelectric device, an image sensor, and an electronic device including the same are disclosed: In Chemical Formula 1, each substituent is the same as defined in the detailed description.

  化学式1的化合物，以及包括有机光电器件、图像传感器和包含该化合物的电子设备被披露：在化学式1中，每个取代基与详细描述中定义的相同。
• COMPOUND AND PHOTOELECTRIC DEVICE, IMAGE SENSOR AND ELECTRONIC DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20200308167A1

  公开（公告）日：2020-10-01

  A compound of Chemical Formula 1, and an organic photoelectric device, an image sensor, and an electronic device including the same are disclosed: In Chemical Formula 1, each substituent is the same as defined in the detailed description.

  化学式1的化合物以及包括该化合物的有机光电器件、图像传感器和电子设备已被披露：在化学式1中，每个取代基的定义与详细描述中相同。
• Phenothiazines, S-Oxides, And S,S-Dioxides As Well As Phenoxazines As Emitters For Oleds
  申请人：Gessner Thomas

  公开号：US20100308714A1

  公开（公告）日：2010-12-09

  The use of phenoxazine, phenothiazine, phenothiazine S-oxide or phenothiazine S,S-dioxide derivatives as emitter substances in organic light-emitting diodes, an organic light-emitting diode comprising a light-emitting layer, the light-emitting layer comprising at least one phenoxazine, phenothiazine, phenothiazine S-oxide or phenothiazine S,S-dioxide derivative as an emitter substance, and a light-emitting layer comprising or consisting of the aforementioned phenoxazine, phenothiazine-phenothiazine, phenothiazine S-oxide or phenothiazine S,S-dioxide derivative as an emitter substance, a hole- and exciton-blocking layer comprising or consisting of the aforementioned phenoxazine derivative, phenothiazine derivative, phenothiazine S-oxide derivative or phenothiazine S,S-dioxide derivative, and a device which comprises an inventive organic light-emitting diode. The present invention further relates to specific phenothiazine S,S-dioxide derivatives, phenothiazine S-oxide derivatives and phenothiazine derivatives and production processes thereof, and to their use in organic light-emitting diodes.

  使用苯氧嗪、苯噻嗪、苯噻嗪S-氧化物或苯噻嗪S,S-二氧化物衍生物作为有机发光二极管中的发射物质，一种有机发光二极管包括一个发光层，该发光层至少包括一种苯氧嗪、苯噻嗪、苯噻嗪S-氧化物或苯噻嗪S,S-二氧化物衍生物作为发射物质，以及一个包含或由上述苯氧嗪、苯噻嗪、苯噻嗪S-氧化物或苯噻嗪S,S-二氧化物衍生物作为发射物质的发光层，一个包含或由上述苯氧嗪衍生物、苯噻嗪衍生物、苯噻嗪S-氧化物衍生物或苯噻嗪S,S-二氧化物衍生物的空穴和激子阻挡层，以及包含创新有机发光二极管的器件。本发明还涉及特定的苯噻嗪S,S-二氧化物衍生物、苯噻嗪S-氧化物衍生物和苯噻嗪衍生物及其生产工艺，以及它们在有机发光二极管中的使用。