[4-Methyl-1-(4-methylphenyl)imidazol-2-yl]-diphenylphosphane | 1421959-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [4-Methyl-1-(4-methylphenyl)imidazol-2-yl]-diphenylphosphane
• CAS: 1421959-77-4
• 化学式: C₂₃H₂₁N₂P
• 分子量: 356.407
• InChiKey: DFNJJFZPXZTCCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  copper(l) iodide 、 [4-Methyl-1-(4-methylphenyl)imidazol-2-yl]-diphenylphosphane 、 三苯基膦 以 二氯甲烷 为溶剂， 反应 12.0h， 以83%的产率得到[(2-(diphenylphosphino)-4-methyl-1-p-tolyl-1H-imidazole)-(triphenylphosphine)2Cu2I2]
  参考文献：
  名称：

  Heteroleptic, Dinuclear Copper(I) Complexes for Application in Organic Light-Emitting Diodes

  摘要：

  A series of highly luminescent, heteroleptic copper(I) complexes has been synthesized using a modular approach based on easily accessible P boolean AND N ligands, triphenylphosphine, and copper(I) halides, allowing for an independent tuning of the emission wavelength with low synthetic efforts. The molecular structure has been investigated via X-ray analysis, confirming a dinuclear copper(I) complex consisting of a butterfly shaped metal-halide cluster and two different sets of ligands. The bidentate P boolean AND N ligand bridges the two metal centers and can be used to tune the energy of the frontier orbitals and therefore the photophysical characteristics, as confirmed by emission spectroscopy and theoretical investigations, whereas the two monodentate triphenylphosphine ligands on the periphery of the cluster core mainly influence the solubility of the complex. By using electron-rich or electron-poor heterocycles as part of the bridging ligand, emission colors can be adjusted, respectively, between yellow (581 nm) and deep blue (451 nm). These complexes have been further investigated in particular with regard to their photophysical properties in thin films and polymer matrix as well as in solution. Furthermore, the suitability of this class of materials for being applied in organic lightemitting diodes (OLEDs) has been demonstrated in a solution-processed device with a maximum current efficiency of 9 cd/A and a low turn-on voltage of 4.1 V using a representative complex as an emitting compound.

  DOI：

  10.1021/cm4018375
• 作为产物：
  描述：

  二苯基氯化膦 、 4-methyl-1-N-(p-tolyl)imidazole 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 生成 [4-Methyl-1-(4-methylphenyl)imidazol-2-yl]-diphenylphosphane
  参考文献：
  名称：

  Heteroleptic, Dinuclear Copper(I) Complexes for Application in Organic Light-Emitting Diodes

  摘要：

  A series of highly luminescent, heteroleptic copper(I) complexes has been synthesized using a modular approach based on easily accessible P boolean AND N ligands, triphenylphosphine, and copper(I) halides, allowing for an independent tuning of the emission wavelength with low synthetic efforts. The molecular structure has been investigated via X-ray analysis, confirming a dinuclear copper(I) complex consisting of a butterfly shaped metal-halide cluster and two different sets of ligands. The bidentate P boolean AND N ligand bridges the two metal centers and can be used to tune the energy of the frontier orbitals and therefore the photophysical characteristics, as confirmed by emission spectroscopy and theoretical investigations, whereas the two monodentate triphenylphosphine ligands on the periphery of the cluster core mainly influence the solubility of the complex. By using electron-rich or electron-poor heterocycles as part of the bridging ligand, emission colors can be adjusted, respectively, between yellow (581 nm) and deep blue (451 nm). These complexes have been further investigated in particular with regard to their photophysical properties in thin films and polymer matrix as well as in solution. Furthermore, the suitability of this class of materials for being applied in organic lightemitting diodes (OLEDs) has been demonstrated in a solution-processed device with a maximum current efficiency of 9 cd/A and a low turn-on voltage of 4.1 V using a representative complex as an emitting compound.

  DOI：

  10.1021/cm4018375

文献信息

• Heteroleptische Kupfer-Komplexe für optoelektronische Anwendungen
  申请人：cynora GmbH

  公开号：EP2933258A1

  公开（公告）日：2015-10-21

  Die Erfindung betrifft Kupfer(I)komplexe der Formel mit X* = Cl, Br, I, CN, OCN, SCN, Alkinyl oder N3, N*∩E = unabhängig voneinander ein zweibindiger Ligand mit E = Phosphanyl/Arsenyl/Antimonyl-Rest der Form R2E (mit R = Alkyl, Aryl, Heteroaryl, Alkoxyl, Phenoxyl, oder Amid); N* = Imin-Funktion, die Bestandteil einer aromatische Gruppe ist, die ausgewählt ist aus Pyridyl, Pyridazinyl, Pyrimidyl, Pyrazinyl, Triazinyl, Tetrazinyl, Oxazolyl, Thiazolyl, Imidazolyl, Pyrazolyl, Isoxazolyl, Isothiazolyl, 1,2,3-Triazolyl, 1,2,4-Triazolyl, 1,2,4-Oxadiazolyl, 1,2,4-Thiadiazolyl, Tetrazolyl, 1,2,3,4-Oxatriazolyl, 1,2,3,4-Thiatriazolyl, Chinolyl, Isochinolyl, Chinoxalyl, Chinazolyl, "∩" = mindestens ein Kohlenstoffatom, das ebenfalls Bestandteil der aromatischen Gruppe ist, wobei sich das mindestens eine Kohlenstoffatom sowohl direkt benachbart zum Imin-Stickstoffatom als auch zum Phosphor-, Arsen- oder Antimonatom befindet, R2D-B-DR2 = ein zweizähniger Liganden mit D = unabhängig voneinander ausgewählt aus der Gruppe bestehend aus P, As und Sb, wobei D über eine Brücke B mit einem weiteren Rest D verbunden ist, der gleich oder verschieden zu D ist, wobei die Brücke B eine oder mehrere, gleiche oder verschiedene, substituierte oder unsubstituierte Alkylen-, Alkenylen-, Alkinylen- oder Arylen-Gruppe oder -O-, -NR- oder -SiR2- ist oder eine Kombination dieser, wobei die Reste R jeweils unabhängig voneinander ausgewählt sind aus Wasserstoff, Deuterium Halogen oder Substituenten, die direkt oder über Sauerstoff- (-OR), Stickstoff- (-NR2), Silizium- (-SiR3) oder Schwefelatome (-SR) gebunden sind sowie Alkyl-, Heteroalkyl-, Aryl-, Heteroaryl-, Alkenyl-, Alkinyl-Gruppen oder substituierte Alkyl-, Heteroalkyl-, Aryl-, Heteroaryl- und Alkenyl-Gruppen, und weitere allgemein bekannte Donor- und Akzeptor-Gruppen.

  本发明涉及式如下的铜（I）络合物 式中 X* = Cl、Br、I、CN、OCN、SCN、炔基或 N3、 N*∩E = 独立的二价配体，其中 E = R2E 形式的膦酰基/胂酰基/锑酰基（其中 R = 烷基、芳基、杂芳基、烷氧基、苯氧基或酰胺）； N* = 亚胺官能团，它是选自吡啶基、哒嗪基、嘧啶基、吡嗪基、三嗪基、四嗪基、噁唑基、噻唑基、咪唑基、吡唑基异恶唑基、异噻唑基、1,2,3-三唑基、1,2,4-三唑基、1,2,4-噁二唑基、1,2,4-噻二唑基、四唑基、1,2,3,4-噁三唑基、1,2,3,4-噻三唑基、喹啉基、异喹啉基、喹喔啉基、喹唑基、 "R2D-B-DR2 = 至少一个碳原子，该碳原子也是芳香基团的一个组成部分，其中至少一个碳原子位于与亚胺氮原子和磷、砷或锑原子直接相邻的位置、 R2D-B-DR2 = 双叉配体，其中 D = 独立选自 P、As 和 Sb 组成的组，其中 D 通过桥 B 与另一个与 D 相同或不同的基 D 连接，其中桥 B 是一个或多个相同或不同的取代或未取代的亚烷基、亚烯基、亚炔基或芳基或 -O-、-NR- 或 -SiR2- 或它们的组合、其中自由基 R 各自独立地选自氢、氘卤素或直接或通过氧原子 (-OR)、氮原子 (-NR2)、硅原子 (-SiR3) 或硫原子 (-SR) 键合的取代基，以及烷基、杂烷基、芳基或芳烷基、杂烷基、芳基、杂芳基、烯基、炔基或取代的烷基、杂烷基、芳基、杂芳基和烯基，以及其他一般已知的供体和受体基团。
• Light-emitting device and image display apparatus including the same
  申请人：DIC Corporation

  公开号：US11049911B2

  公开（公告）日：2021-06-29

  It is an object of the present invention to provide an image display apparatus capable of inhibiting or preventing the deterioration of a light conversion layer while high luminous efficiency and high color reproducibility are achieved. The present invention provides a light-emitting device including a pair of electrodes, an electroluminescent layer disposed between a first electrode and a second electrode, a light conversion layer including multiple pixels and converting light that is emitted from the electroluminescent layer and that has a blue emission spectrum into light having a different wavelength. The light conversion layer includes pixels of three primary colors of red (R), green (G), and blue (B) and contains a light-emitting nanocrystal having an emission spectrum in any of red (R), green (G), and blue (B) when light from the electroluminescent layer is incident on at least one of the three primary colors.

  本发明的目的是提供一种能够抑制或防止光转换层劣化，同时实现高发光效率和高色彩再现性的图像显示设备。本发明提供了一种发光装置，包括一对电极、设置在第一电极和第二电极之间的电致发光层、包括多个像素的光转换层，并将从电致发光层发出的具有蓝色发射光谱的光转换成具有不同波长的光。光转换层包括红 (R)、绿 (G) 和蓝 (B) 三原色像素，并包含发光纳米晶体，当来自电致发光层的光入射到三原色中的至少一种上时，该纳米晶体具有红 (R)、绿 (G) 和蓝 (B) 中任何一种的发射光谱。
• SINGULETT-HARVESTING MIT ZWEIKERNIGEN KUPFER(I)-KOMPLEXEN FÜR OPTO-ELEKTRONISCHE VORRICHTUNGEN
  申请人：cynora GmbH

  公开号：EP2739702B1

  公开（公告）日：2016-03-30
• HETEROLEPTISCHE KUPFER-KOMPLEXE FÜR OPTOELEKTRONISCHE ANWENDUNGEN
  申请人：cynora GmbH

  公开号：EP2780345B1

  公开（公告）日：2017-04-12
• SINGLET HARVESTING WITH DUAL-CORE COPPER (I) COMPLEXES FOR OPTOELECTRONIC DEVICES
  申请人：CYNORA GMBH

  公开号：US20140167027A1

  公开（公告）日：2014-06-19

  The invention relates to dimeric copper(I) complexes according to formula A, in particular as emitters in optoelectronic devices such as organic light emitting diodes (OLEDs) and other devices wherein: Cu: Cu(I), X: Cl, Br, I, SCN, CN, and/or alkynyl and P∩N: a phosphine ligand substituted with a N-heterocycle.