2-methyl-6-(1-pentylbicyclo[2,2,2]oct-4-yl)-4-(dicyanomethylene)-4H-pyran | 871242-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-methyl-6-(1-pentylbicyclo[2,2,2]oct-4-yl)-4-(dicyanomethylene)-4H-pyran
• CAS: 871242-07-8
• 化学式: C₂₂H₂₈N₂O
• 分子量: 336.477
• InChiKey: FEAYGTIXRWZCCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  56.81
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,1-dimethyl-7,7-adamantyljulolidine-9-carboaldehyde 、 2-methyl-6-(1-pentylbicyclo[2,2,2]oct-4-yl)-4-(dicyanomethylene)-4H-pyran 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以32%的产率得到(4-(dicyanomethylene)-2-(1-pentylbicyclo[2,2,2]oct-4-yl)-6-(1,1-dimethyl-7,7-adamantyljulolidyl-9-enyl)-4H-pyran)
  参考文献：
  名称：

  Red Fluorescent DCM Derivatives with the Bulky-substituents on Pyran and Julolidine Moieties for Organic Light-Emitting Diodes (OLEDs)

  摘要：

  DOI：

  10.5012/bkcs.2012.33.10.3433

文献信息

• Modified DCM-Type Materials for Red Fluorescent Organic Light-Emitting Diodes
  作者：Kum Hee Lee、Min Hye Park、Jeong Yeon Kim、Sung Min Kim、Bo Min Seo、Ji Hoon Seo、Young Kwan Kim、Seung Soo Yoon

  DOI：10.1166/jnn.2011.3363

  日期：2011.2.1

  A series of red emitters 1–3 based on modified DCM were synthesized and their electroluminescent properties were investigated. A device employing red emitter 2 as a dopant exhibited efficient red emission with maximum luminous efficiency of 1.87 cd/A, maximum power efficiency of 0.78 lm/W, maximum external quantum efficiency of 1.52%, and CIE coordinates of (0.65, 0.35) at 7.0 V.

  基于改良型DCM的一系列红色发光体1-3被合成出来，并对其电致发光特性进行了研究。在7.0 V电压下，使用红色发光体2作为掺杂剂的器件表现出高效的红色发光，最大光效为1.87 cd/A，最大功率效率为0.78 lm/W，最大外部量子效率为1.52%，CIE坐标为（0.65，0.35）。
• Red Fluorescent 4-(Dicyanomethylene)-2- (1-pentylbicyclo[2,2,2]oct-4-yl)-6-(1,1,2,2,7,7-hexamethyljulolidyl-9-enyl)-4H-pyran (DCHMJPB) for Organic Light-Emitting Diodes (OLEDs)
  作者：Sung Min Kwon、Kum Hee Lee、Young Kwan Kim、Seung Soo Yoon

  DOI：10.1080/15421406.2012.703810

  日期：2012.11.15

  An efficient red fluorescent compound, 4-(Dicyanomethylene)-2-(1-pentylbicyclo[2,2,2]oct-4-yl)-6-(1,1,2,2,7,7-hexamethyljulolidyl-9-enyl)-4H-pyran (DCHMJPB) containing two additional methyl groups on julolidine moiety and 1-pentylbicyclo[2,2,2]octyl group on pyran moiety, was synthesized and characterized. In this red emitter, the bulky groups such as two additional methyl groups and 1-pentylbicyclo[2,2,2]octyl group were introduced to increase the steric hindrance between the red emitters and prevent concentration quenching. In particular, in an efficient red device containing emitter DCHMJPB as a dopant, a luminous and power efficiency of 3.76 cd/A and 1.97 lm/W was achieved, respectively, at 20 mA/cm(2) with the CIE coordinates of (x = 0.56, y = 0.42) at 7.0V.
• An Efficient Red Organic Light-Emitting Diode Using DCJTB Type Emitters Based on Silicone-Containing Julolidine Derivatives
  作者：Kum Hee Lee、Su Hyun Oh、Min Hye Park、Young Kwan Kim、Seung Soo Yoon

  DOI：10.1080/15421406.2011.599776

  日期：2011.11.4