N-(4-(N',N''-diphenyl)amino)phenyl-N-(4-(N'"-phenyl)amino)phenyl-N-phenyl-amine | 29344-73-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(4-(N',N''-diphenyl)amino)phenyl-N-(4-(N'"-phenyl)amino)phenyl-N-phenyl-amine
• 英文别名: N¹,N¹,N⁴-triphenyl-N⁴-(4-(phenylamino)phenyl)benzene-1,4-diamine；N’,N’,N4-triphenyl-N4-(4-(phenylamino)phenyl)benzene-1,4-diamine；N,N,N'-Triphenyl-N'-(4-anilinophenyl)-p-phenylendiamin；N1,N1,N4-triphenyl-N4-(4-(phenylamino)phenyl)benzene-1,4-diamine；1-N,4-N-diphenyl-4-N-[4-(N-phenylanilino)phenyl]benzene-1,4-diamine
• CAS: 29344-73-8
• 化学式: C₃₆H₂₉N₃
• 分子量: 503.646
• InChiKey: MOTVZXZQDTWGCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  18.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-溴-1,8-萘二甲酸酐 、 N-(4-(N',N''-diphenyl)amino)phenyl-N-(4-(N'"-phenyl)amino)phenyl-N-phenyl-amine 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以30%的产率得到4-(N-(4-(N',N''-diphenyl)amino)phenyl-N-(4-(N'"-phenyl)amino)phenyl-N-phenyl)amine-1,8-naphthalic anhydride
  参考文献：
  名称：

  “Push–pull” 1,8-naphthalic anhydride with multiple triphenylamine groups as electron donor

  摘要：

  In this paper, the "push-pull" molecules consisting of different number of triphenylamino groups and 1,8-naphthalic anhydride ring were designed and synthesized. The UV-vis absorption and emission spectra of these compounds were recorded. Along with the increase on the number of the electron donating triphenylamino groups, both the absorption and emission bands show significant red shift. More importantly, the fluorescence quantum yields drop sharply along with the increase on the number of triphenylamino groups. The molecular structure, the frontier molecular orbital energies and the energy gaps between the highest occupied molecular orbital (HOMO) and the lowest un-occupied molecular orbital (LUMO) were calculated with OFT method. The calculated results indicate that the connection of more electron donating triphenylamino groups in molecule caused a change for the first excited state from an intramolecular charge transfer (ICT) state to an intramolecular electron transfer state (ET). This change on the first excited state has led to the fluorescence quenching. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.10.004
• 作为产物：
  描述：

  1,4-二碘苯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 copper(l) iodide 、 1,7-菲啰啉 、 potassium hydroxide 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 17.0h， 生成 N-(4-(N',N''-diphenyl)amino)phenyl-N-(4-(N'"-phenyl)amino)phenyl-N-phenyl-amine
  参考文献：
  名称：

  “Push–pull” 1,8-naphthalic anhydride with multiple triphenylamine groups as electron donor

  摘要：

  In this paper, the "push-pull" molecules consisting of different number of triphenylamino groups and 1,8-naphthalic anhydride ring were designed and synthesized. The UV-vis absorption and emission spectra of these compounds were recorded. Along with the increase on the number of the electron donating triphenylamino groups, both the absorption and emission bands show significant red shift. More importantly, the fluorescence quantum yields drop sharply along with the increase on the number of triphenylamino groups. The molecular structure, the frontier molecular orbital energies and the energy gaps between the highest occupied molecular orbital (HOMO) and the lowest un-occupied molecular orbital (LUMO) were calculated with OFT method. The calculated results indicate that the connection of more electron donating triphenylamino groups in molecule caused a change for the first excited state from an intramolecular charge transfer (ICT) state to an intramolecular electron transfer state (ET). This change on the first excited state has led to the fluorescence quenching. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.10.004

文献信息

• Organic electroluminescent materials and devices
  申请人：Universal Display Corporation

  公开号：US09537106B2

  公开（公告）日：2017-01-03

  Donor-acceptor compounds with nitrogen containing polyaromatics as the acceptor with emission originated from the charge transfer (CT) state is disclosed. The donor-acceptor compound is provided that has the structure of Formula 1 shown below: wherein X1 to X12 is independently selected from the group consisting of C—R and N, wherein at least one of X1 to X12 is N, wherein each R is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and at least one of the R comprises a donor group with at least two electron-donating nitrogens.

  揭示了含氮多芳环作为受体，发射源自电荷转移（CT）状态的供体-受体化合物。提供了具有下面所示的Formula 1结构的供体-受体化合物：其中X1到X12独立地选自由C-R和N组成的群，其中至少一个X1到X12是N，其中每个R独立地选自由氢、氘、卤素、烷基、环烷基、杂原子烷基、芳基烷基、烷氧基、芳氧基、氨基、硅基、烯基、环烯基、杂原子烯基、炔基、芳基、杂原子芳基、酰基、羰基、羧酸、酯、腈、异腈、硫基、亚硫基、砜基、磷基及其组合；并且至少一个R包括至少两个电子给予氮的供体基团。
• 전자 수용체로서 질소 함유 헤테로폴리방향족을 지닌 공여체-수용체 화합물
  申请人：UNIVERSAL DISPLAY CORPORATION 유니버셜 디스플레이 코포레이션(520040150470)

  公开号：KR20150009461A

  公开（公告）日：2015-01-26

  본 발명은, 유기 발광 다이오드에서 이미터로 사용하기 위한 고 삼중항 에너지 헤테로폴리방향족 시스템, 즉, 전자 수용체로서 고리에 하나 또는 복수의 질소를 지니는 디벤조퓨란, 디벤조티오펜 및 디벤조셀레노펜을 지니는 공여체-수용체 화합물을 포함하는 발광 물질이 개시된다.

  本发明涉及一种用作有机发光二极管的发射体的高三重态能量杂环芳烃系统，即作为电子受体的具有环上一个或多个氮原子的二苯并呋喃、二苯并噻吩和二苯并硒吩的供体-受体化合物的发光材料。
• Organic Electroluminescent Device With Delayed Fluorescence
  申请人：UNIVERSAL DISPLAY CORPORATION

  公开号：US20140138627A1

  公开（公告）日：2014-05-22

  Novel devices containing organic compounds containing electron donor and acceptor characteristics and that act as emissive dopants are provided. The energy ratio obtained by dividing the T1 energy of the emissive dopant by ΔE HOMO-LUMO for the same emissive dopant is at least 0.7 and the first emissive dopant has an energy difference calculated by subtracting the T1 energy of the first emissive dopant from ΔE HOMO-LUMO for the first emissive dopant and the energy difference is at smaller than or equal to 1.00 eV for the novel compounds. The compounds exhibit delayed fluorescence properties when incorporated into OLED devices.

  提供了含有电子给体和受体特性且作为发光掺杂剂的有机化合物的新型装置。通过将发光掺杂剂的T1能量除以相同发光掺杂剂的ΔEHOMO-LUMO得到的能量比至少为0.7，并且第一个发光掺杂剂的能量差是通过从第一个发光掺杂剂的T1能量中减去ΔEHOMO-LUMO得到的，且对于新化合物，能量差小于或等于1.00 eV。当这些化合物被纳入到OLED装置中时，它们表现出延迟荧光特性。
• US9324949B2
  申请人：——

  公开号：US9324949B2

  公开（公告）日：2016-04-26
• US9537106B2
  申请人：——

  公开号：US9537106B2

  公开（公告）日：2017-01-03