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通过对并五苯醌进行格氏试剂亲核加成,并以SnCl2/HCl为还原剂制备了6,13-二苯基并五苯.通过1H核磁谱、红外光谱、X射线衍射、紫外-可见吸收光谱、荧光光谱等对样品进行了表征.结果表明,在并五苯的C-6和C-13位上成功地引入了苯基,制得了6,13-二苯基并五苯,该化合物的溶解性优于并五苯,并且其光氧化稳定性有所增强.6,13-二苯基并五苯的晶型与并五苯和并五苯醌都不同.紫外-可见吸收光谱显示,在氯仿溶液中的最大吸收波长是600nm.荧光光谱显示在紫外光激发下该物质发紫色430nm和红色612nm的复合光,但在可见光激发下只发射红光.发现该化合物仍易发生光氧化反应,并讨论了6,13-二苯基并五苯光氧化反应后的产物.
By the nucleophilic addition of Grignard reagent to pentacenequinone and the reduction of 6,13-diphenylpentacene with SnCl2 / HCl as the reductant, the structure of 6,13-diphenylpentacene was determined by 1HNMR, IR, XRD, UV- Visible absorption spectroscopy, fluorescence spectroscopy, etc. The results showed that phenyl was successfully introduced into C-6 and C-13 of pentacene and 6,13-diphenylpentacene was obtained, The solubility of this compound is superior to that of pentacene and its photooxidation stability is enhanced.6 The crystal form of 13-diphenylpentacene is different from those of pentacene and pentacene quinone.UV-Vis absorption The spectrum shows that the maximum absorption wavelength in chloroform solution is 600 nm. The fluorescence spectrum shows that the compound emits a composite of purple 430 nm and red 612 nm under the excitation of ultraviolet light, but emits only red light under the excitation of visible light. Photooxidation, and the product of 6,13-diphenylpentacene photooxidation was discussed.