3-amino-9,10-diphenylanthracene-2-carboxylic acid | 1620206-78-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 3-amino-9,10-diphenylanthracene-2-carboxylic acid
• CAS: 1620206-78-1
• 化学式: C₂₇H₁₉NO₂
• 分子量: 389.453
• InChiKey: NLPXGBWZYNVZDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,6-二苯基-1,2,4,5-四嗪 、 3-amino-9,10-diphenylanthracene-2-carboxylic acid 以 1,2-二氯乙烷 为溶剂， 以40%的产率得到1,4,6,11-tetraphenyl-2,3-diazatetracene
  参考文献：
  名称：

  制备线性2,3-二氮杂少并苯衍生物的简便方法

  摘要：

  在这封信中，我们证明了线性3,3-二氮杂萘（1），2,3-二氮杂蒽（2）和2,3-二氮杂戊烷（3）可以通过3之间的[4 + 2]环加成反应轻松制备，从邻氨基芳基羧酸原位生成6-二苯基-1,2,4,5-四嗪作为二烯，芳烃作为亲二烯体。所制备的化合物的物理性质和晶体堆积1 - 3经全面调查。另外，理论研究进一步证实了实验数据（例如，带隙和带位置）。

  DOI：

  10.1016/j.tetlet.2014.06.033

文献信息

• Synthesis, physical properties and OLED performance of azatetracenes
  作者：Junbo Li、Fei Yan、Junkuo Gao、Peizhou Li、Wei-Wei Xiong、Yanli Zhao、Xiao Wei Sun、Qichun Zhang

  DOI：10.1016/j.dyepig.2014.06.027

  日期：2015.1

  Two novel azatetracenes: 5,7,8,9,10,12-hexaphenyl-2-azatetracene (2) and 1,4,6,11-tetraphenyl-2,3-diazatetracene (3), were synthesized and characterized. Comparing to Rubrene, 2 and 3 show blue-shifted absorptions. Interestingly, 2 displays stronger emission than rubrene in CH2Cl2, while the fluorescence of 3 is almost quenched. The electrochemical studies suggested that inserting sp(2) N atoms into the backbone of tetracene could decrease both HOMO and LUMO orbital energies and more sp(2) N atoms would result in lower HOMO orbital energy level. Since 2 has stronger fluorescence than rubrene, organic light emitting devices with 2 as emitters have been fabricated and the as-fabricated devices show a maximum current efficiency as high as 6.6 cd A(-1). Our results indicated that the number of sp(2) N atoms in the backbone of parent oligoacenes did have strong effect on the properties of as-resulted azaoligoacenes and this research could provide some guides to design and synthesize novel larger azaacenes. (C) 2014 Elsevier Ltd. All rights reserved.