4,4''-bis(dimethylamino)-1,1':4',1''-terphenyl-2'-carbaldehyde | 1369933-51-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4''-bis(dimethylamino)-1,1':4',1''-terphenyl-2'-carbaldehyde
• CAS: 1369933-51-6
• 化学式: C₂₃H₂₄N₂O
• 分子量: 344.456
• InChiKey: GUKUCGUMANCCKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  23.55
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4,4''-bis(dimethylamino)-1,1':4',1''-terphenyl-2'-carbaldehyde 、 苯乙腈 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 96.0h， 以66.6%的产率得到(2Z)-3-[4,4''-bis(dimethylamino)-1,1':4',1"-terphenyl-2'-yl]-2-phenylacrylonitrile
  参考文献：
  名称：

  The Effect of the Molecular Structure on the Optoelectronic Properties of a Fluorophore for Use in Organic Light-Emitting Diodes

  摘要：

  一种新型黄光发光材料(2Z)-3-[4,4″-双(二甲氨基)-1,1′:4′,1″-三联苯-2′-基]-2-苯基丙烯腈(BDAT- P)，具有由红色荧光化合物(2Z,2'Z)-3,3'-[4,4”-双(二甲氨基)-1,1':4',1”-三联苯-改性的分子结构为了研究分子结构对发光材料光电性能的影响，合成了2',5'-二基]双(2-苯基丙烯腈) (ABCV-P)。表I总结了在不同溶剂系统中测得的紫外-可见吸收和光致发光（PL）发射峰。在各自的溶剂系统中，ABCV-PL发射峰相对于紫外-可见吸收峰的红移要大得多。 P 具有两个电子供体-受体对，而 BDAT-P 具有一个电子供体-受体对。使用 BDAT-P 和 ABCV-P 作为主体发射器的器件的 EL 发射峰值分别测量为 573 和 613 nm。使用 BDAT-P 的设备的国际委员会 (CIExy) 在 7 V 电压下的坐标测量结果为 (0.4855, 0.5021)，这对应于黄色。

  DOI：

  10.1166/jnn.2012.5887
• 作为产物：
  描述：

  2,5-二溴苯甲醛 、 4-二甲基氨基苯硼酸 在 四(三苯基膦)钯 、 甲基三辛基氯化铵 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 3.0h， 以75%的产率得到4,4''-bis(dimethylamino)-1,1':4',1''-terphenyl-2'-carbaldehyde
  参考文献：
  名称：

  The Effect of the Molecular Structure on the Optoelectronic Properties of a Fluorophore for Use in Organic Light-Emitting Diodes

  摘要：

  一种新型黄光发光材料(2Z)-3-[4,4″-双(二甲氨基)-1,1′:4′,1″-三联苯-2′-基]-2-苯基丙烯腈(BDAT- P)，具有由红色荧光化合物(2Z,2'Z)-3,3'-[4,4”-双(二甲氨基)-1,1':4',1”-三联苯-改性的分子结构为了研究分子结构对发光材料光电性能的影响，合成了2',5'-二基]双(2-苯基丙烯腈) (ABCV-P)。表I总结了在不同溶剂系统中测得的紫外-可见吸收和光致发光（PL）发射峰。在各自的溶剂系统中，ABCV-PL发射峰相对于紫外-可见吸收峰的红移要大得多。 P 具有两个电子供体-受体对，而 BDAT-P 具有一个电子供体-受体对。使用 BDAT-P 和 ABCV-P 作为主体发射器的器件的 EL 发射峰值分别测量为 573 和 613 nm。使用 BDAT-P 的设备的国际委员会 (CIExy) 在 7 V 电压下的坐标测量结果为 (0.4855, 0.5021)，这对应于黄色。

  DOI：

  10.1166/jnn.2012.5887

文献信息

• Energy Transfer Efficiency Control from the Blue Emitting Aromatics to the Yellow Fluorescent Intramolecular Charge Transfer Type Dye for Electroluminescence
  作者：Sung Nam Lee、Seok Jae Lee、Young Kwan Kim、Dong Myung Shin

  DOI：10.1080/15421406.2013.808149

  日期：2013.1

  An intramolecular charge transfer type yellow fluorescent material, (Z)-4-(2-[4,4- bis(dimethylamino)-1,1:4,1-terphenyl-2-yl]-2-1-cyanovinyl)benzonitrile (BDAT-CP) was synthesized for the implimentation to organic light emitting diodes (OLEDs). The molecules of the this catagory often have electro-conductivity and show high luminescence at longer wavelength in visible region. The BDAT-CP exhibited a large Stokes shift from 329nm (UV absorption maximum) to 628nm of photoluminescence(PL) in chloroform solvent. Solid powder PL showed yellow emission peaked at 582 nm. The device structures were indium tin oxide (ITO) / N,N-bis-(1-naphyl)-N,N-diphenyl-1,1-biphenyl-4,4-diamine (NPB, 50nm) / 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN, 30nm): BDAT-CP (x %) / 4,7-diphenyl-1,10-phenanthroline (BPhen, 30nm) / Liq(2nm) / Al. The maximum luminance measured were 14700 cd/m(2) (x = 5%), 9825 cd/m(2) (x = 10%) and 7901 cd/m(2) (x = 15%) for each BDAT-CP concentration. The luminance efficiency and quantum efficiency observed were 7.14 (x = 5%), 4.72 (x = 10%) and 3.19 (x = 15%), and 2.77 (x = 5%), 2.09 (x = 10%) and 1.59 (x = 15%), respectively. The device emitted yellow light corresponding to Commission Internationale de I'Eclairage (CIExy) coordinates of (0.492, 0.494) (x = 5%) and (0.523, 0.470) (x = 10%) and (0.545, 0.451) (x = 15%) at 8V. This study showed that the energy transfer from MADN to BDAT-CP was dependent on the concentration of yellow dye, which affected the hole transporting properties of the OLED.
• A New Yellow Emissive Fluorescent Material for Highly Efficient Organic Light-Emitting Diodes
  作者：Na Rae Park、Gweon Young Ryu、Se Jin Moon、Ji Hoon Seo、Young Kwan Kim、Dong Myung Shin

  DOI：10.1080/15421406.2011.563651

  日期：2011.5.31

  A new yellow fluorescent material, (2Z)-3-[4,4 ''-bis(dimethylamino)-1,1':4',1 ''-terphenyl-2'-yl]-2-phenylacrylonitrile (BDAT-P), was synthesized for organic light-emitting diodes. This compound has an electron donor-acceptor group which leads to intramolecular charge transfer property.Optoelectronic properties of a device with the structure of ITO/NPB/MADN:BDAT-P (x %)/BPhen/Liq/Al were measured and the measurement demonstrated that the device using BDAT-P as a dopant revealed highly efficient device performance with greenish yellow electroluminescent emission. Maximum luminance of the device was measured to be 18300 (x = 8%), 10880 (x = 12%) and 11810 (x = 16%) cd/m(2), respectively. The maximum luminous and quantum efficiency values were observed to be 12.5 (x = 8%), 9.17 (x = 12%) and 12.79 (x = 16%) cd/A, and 3.83 (x = 8%), 2.8 (x = 12%) and 3.81 (x = 16%) %, respectively. The device emitted greenish yellow light corresponding to Commission Internationale de I'Eclairage (CIExy) coordinates of (0.319, 0.569) (x = 8%) and (0.321, 0.569) (x = 12%) and (0.356, 0.578) (x = 16%) at 10 V.