2-bromo-4-(tert-butyl)-N,N-bis(4-(tert-butyl)phenyl)aniline | 911830-76-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-bromo-4-(tert-butyl)-N,N-bis(4-(tert-butyl)phenyl)aniline
• 英文别名: 4-tert-butyl-N,N-bis(4-tert-butylphenyl)-2-bromobenzenamine；2-bromo-4-t-butyl-N,N-bis(4-t-butylphenyl)aniline；2-bromo-4-tert-butyl-N,N-bis(4-tert-butylphenyl)aniline
• CAS: 911830-76-7
• 化学式: C₃₀H₃₈BrN
• 分子量: 492.542
• InChiKey: ZFIFQJAICIYUMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-4-(tert-butyl)-N,N-bis(4-(tert-butyl)phenyl)aniline 在 盐酸 、 正丁基锂 、 乙酸酐 、 sodium hydride 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 为溶剂， 反应 43.5h， 生成 2,7-ditert-butyl-10-(4-tert-butylphenyl)-9,9-bis[6-[5-(trifluoromethyl)-1H-pyrazol-3-yl]pyridin-2-yl]acridine
  参考文献：
  名称：

  Pt(II) Metal Complexes Tailored with a Newly Designed Spiro-Arranged Tetradentate Ligand; Harnessing of Charge-Transfer Phosphorescence and Fabrication of Sky Blue and White OLEDs

  摘要：

  Tetradentate bis(pyridyl azolate) chelates are assembled by connecting two bidentate 3-trifluoromethyl-5-(2-pyridyl)azoles at the six position of pyridyl fragment with the tailored spiro-arranged fluorene and/or acridine functionalities. These new chelates were then utilized in synthesizing a series of Pt(II) metal complexes [Pt(Ln)], n = 1-5, from respective chelates L1-L5 and [PtCl2(DMSO)(2)] in 1,2-dimethoxyethane. The single-crystal X-ray structural analyses were executed on 1, 3, and 5 to reveal the generalized structures and packing arrangement in crystal lattices. Their photophysical properties were measured in both solution and solid state and are discussed in the context of computational analysis. These L1-L5 coordinated Pt(II) species exhibit intense emission, among which complex 5 shows remarkable solvatochromic phosphorescence due to the dominant intraligand charge transfer transition induced by the new bis(pyridyl azolate) chelates. Moreover, because of the higher-lying highest occupied molecular orbital of acridine, complex 5 can be considered as a novel bipolar phosphor. Successful fabrication of blue and white organic light-emitting diodes (OLEDs) using Pt(II) complexes 3 and 5 as the phosphorescent dopants are reported. In particular, blue OLEDs with 5 demonstrated peak efficiencies of 15.3% (36.3 cd/A, 38.0 lm/W), and CIE values of (0.190, 0.342) in a double-emitting layer structure. Furthermore, a red-emitting Os(II) complex and 5 were used to fabricate warm-white OLEDs to achieve peak external quantum efficiency, luminance efficiency, and power efficiency values as high as 12.7%, 22.5 cd/A, and 22.1 lm/W, respectively.

  DOI：

  10.1021/acs.inorgchem.5b00281
• 作为产物：
  描述：

  三苯胺 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 三氟乙酸 为溶剂， 反应 125.0h， 生成 2-bromo-4-(tert-butyl)-N,N-bis(4-(tert-butyl)phenyl)aniline
  参考文献：
  名称：

  Synthesis and Characterization of Spiro-Triphenylamine Configured Polyfluorene Derivatives with Improved Hole Injection

  摘要：

  We report on the synthesis of a spiro-fluorene derivative with bulky tert-butyl-substituted triphenylamine structure. The compound was synthesized in an attempt to enhance both hole injection and physical properties. A series of copolymers of the compound and a spiro-anthracenefluorene structure were synthesized, and their physical, optical, and electrochemical characteristics were investigated. The polymers showed good thermal stability with decomposition temperatures in excess of 389 degrees C and high glass transition temperatures in the range of 112-207 degrees C. The emission characteristics of the polymers were similar to that of dialkyl polyfluorenes. Cyclic voltametry studies revealed that the energy level of polymers can be tuned by adjusting the spiro-triphenylamine content with a tuning range of about 0.5 eV. Organic light-emitting diodes were fabricated using the polymers. All of the devices showed an emission in the deep blue region, and the copolymers showed improved hole injecting/transporting characteristics.

  DOI：

  10.1021/ma060683o

文献信息

• Novel spiro-based hole transporting materials for efficient perovskite solar cells
  作者：Ming-Hsien Li、Che-Wei Hsu、Po-Shen Shen、Hsin-Min Cheng、Yun Chi、Peter Chen、Tzung-Fang Guo

  DOI：10.1039/c5cc04405g

  日期：——

  Three spiro-acridine-fluorene based hole transporting materials (HTMs), namely CW3, CW4 and CW5, are employed in the fabrication of organic–inorganic hybrid perovskite solar cells.

  三种基于螺环-芴的空穴传输材料（HTMs），即CW3、CW4和CW5，被用于有机-无机混合钙钛矿太阳能电池的制备。
• METAL COMPLEXES
  申请人：Stoessel Philipp

  公开号：US20140183422A1

  公开（公告）日：2014-07-03

  The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes, in particular as emitters.

  本发明涉及金属配合物和电子器件，特别是有机电致发光器件，其中包括这些金属配合物，特别是作为发射体。
• METALLKOMPLEXE
  申请人：Merck Patent GmbH

  公开号：EP2742054B1

  公开（公告）日：2016-10-12
• US9847499B2
  申请人：——

  公开号：US9847499B2

  公开（公告）日：2017-12-19
• [DE] METALLKOMPLEXE<br/>[EN] METAL COMPLEXES<br/>[FR] COMPLEXES MÉTALLIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2013020631A1

  公开（公告）日：2013-02-14

  Die vorliegende Erfindung betrifft Metallkomplexe sowie elektronische Vorrichtungen, insbesondere organische Elektrolumineszenzvorrichtungen, enthaltend diese Metallkomplexe, insbesondere als Emitter.