| 宋秀美,冯宗财.化学通报,2014,77(8):784-789. |
| 3',5'-二溴-2,4-二羟基偶氮苯的合成、晶体结构和光致异构性能 |
| Synthesis, Crystal Structure and Photoisomerization Property of 3',5'-Dibromo-2,4-dihydroxylazobenzene |
| 投稿时间：2014-01-11 修订日期：2014-01-22 |
| DOI： |
| 中文关键词: 3',5'-二溴-2,4-二羟基偶氮苯,光致异构,Z-E异构,晶体结构 |
| 英文关键词:3',5'-Dibromo-2,4-dihydroxylazobenzene, Photoisomerization, Z-E isomerization, Crystal structure |
| 基金项目:广东省自然科学基金(批准号S2011010001544)、广东省高等学校高层次人才基金(批准号粤财教[2011]431号)、高分子材料工程国家重点实验室(四川大学)开放课题基金(批准号KF201208)资助项目。 |
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| 中文摘要: |
| 以对硝基苯胺为原料,通过溴代、去氨基、硝基还原和重氮耦合反应合成了3',5'-二溴-2,4-二羟基偶氮苯,利用FT-IR, 1H NMR, 13C NMR, MS, 元素分析和X-单晶衍射等方法对目标化合物的结构进行了表征。X-单晶衍射结果表明,该晶体属于单斜晶系,P1 21/c1空间群,晶胞参数为：a=2.0107(3) nm,b=0.42111(7) nm,c=0.16175(3) nm,β=94.408(2)?,V=1.3655(4) nm3,Z=4,Dc=1.897 g/cm3,μ=5.941 mm-1,F(000)=760,R1=0.0762,wR2=0.2127 [I > 2σ(I)],目标偶氮苯分子以E型异构体存在。其光致异构性能研究表明,在紫外光的照射下,目标分子可实现E-Z异构转化,其稀溶液E-Z光致异构转化遵循一级动力学方程ln[(A0-Aeq)/(At-Aeq)]=Kt?t。 |
| 英文摘要: |
| Starting from p-nitroaniline, the title compound, 3',5'-dibromo-2,4-dihydroxylazobenzene 6 was obtained via sequential reactions of dibromination, deamination, nitro-reduction and diazo coupling. The chemical structure and absolute configuration of the title compound were confirmed by FT-IR, 1H NMR, 13C NMR, MS, elemental analysis, especially by the X-ray single crystal diffraction. The crystal crystallizes in monoclinic space group P1 21/c1, with a=2.0107(3) nm, b=0.42111(7) nm, c=0.16175(3) nm, β=94.408(2)?, V=1.3655(4) nm3, Z=4, Dc=1.897 g/cm3, μ=5.941 mm-1, F(000)=760, R1=0.0762 and wR2=0.2127, S=1.033. X-ray analysis indicates that the title compound exists as E-isomer azobenzene. The photoisomerization behavior investigated by UV-vis spectrum reveals that the title compound was capable of undergoing efficient E-Z photoisomerization. And there was a kinetic advantage of azobenzene E-Z photoisomerization in its diluted solution according to the first-order reaction equation ln[(A0-Aeq)/(At-Aeq)]=Kt?t. |
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