具有大的双光子吸收截面的A-A-A型双苯乙烯基苯类化合物的合成  

Synthesis of Bis(styryl) benzene Derivatives of Typical A-A-A Conjugation Structure with Large Two-photon Absorption Cross Sections

作　　者：黄池宝[1,2] 任安祥[2] 李海渤[2] 阳年发[1] 

机构地区：[1]湘潭大学化学学院,环境友好化学与应用教育部重点实验室,湘潭411105 [2]韶关大学英东生物工程学院农业工程系,韶关512005

出　　处：《高等学校化学学报》2010年第11期2222-2227,共6页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20772102);中国博士后科学基金(批准号:20100471224)资助

摘　　要：合成了A-A-A型双苯乙烯基苯类化合物FR[2,5-二氰基-1,4-二(4'-氟苯乙烯基)苯],并采用核磁共振、红外光谱和元素分析等手段对其进行了表征.用飞秒脉冲诱导荧光光谱法分别研究了2个A-A-A型双苯乙烯基苯类化合物FR与CY[2,5-二氰基-1,4-二(4'-氰基苯乙烯基)苯]以及2个D-A-D型双苯乙烯基苯类化合物MO[2,5-二氰基-1,4-二(4'-甲氧基苯乙烯基)苯]和MA[2,5-二氰基-1,4-二(4'-二甲胺基苯乙烯基)苯]的单、双光子吸收与发射特性.实验结果表明,最大单光子吸收与发射波长随末端取代基供电子能力的增强而增大,末端强吸电子基化合物FR和CY具有相当高的荧光量子产率(分别为0.92与0.89)、较长的荧光寿命(分别为5.8与6.1 ns)及较大的双光子吸收系数(分别为19.1与20.5).末端带强吸电子基的化合物FR与CY的双光子吸收截面(δ,分别为6350 GM和6870 GM)比末端带供电子基的化合物MO和MA的δ(分别为270 GM与1790 GM)要大得多,表明A-A-A型双苯乙烯基苯类化合物具有异常大的δ.The synthesis of FR[2,5-dicyano-1,4-bis-（4＇-fluorostyryl） benzene]with typical A-A-A conjuga-tion structure was reported,and its structure was characterized by 1H NMR,IR and elemental analysis.One-and two-photon absorption and emission properties of bis（styryl） benzene derivatives including FR and CY[2,5-dicyano-1,4-bis-（4＇-cyanostyryl） benzene]with A-A-A conjugation structure,and MO[2,5-dicyano-1,4-bis-（4＇-methoxystyryl） benzene] and MA[2,5-dicyano-1,4-bis-（4＇-dimethylaminostyryl） benzene] with D-A-D conjugation structure were studied by the one-and two-photon-induced fluorescence emission in femto-second pulses,respectively.The maximum wavelengths of the one-photon absorption and emission increased with increasing electron-donating capacity of terminal substituent groups,and compounds FR and CY of elec-tronaccepting terminal groups displayed very high fluorescence quantum yields（0.92 and 0.89,respective-ly）,long fluorescence lifetime（5.8 and 6.1 ns,respectively） and large two-photon absorption coefficient（19.1 and 20.5,respectively）.The two-photon absorption cross sections（δ） of FR and CY（6350 GM and 6870 GM,respectively） with strongly electron-accepting terminal groups were much larger than those of MO and MA（270 GM and 1790 GM,respectively） with electron-donating terminal groups.The result indicates that bis（styryl） benzene derivatives with A-A-A conjugation structure exhibit a considerably large δ.

关 键 词：双光子吸收 双苯乙烯基苯衍生物 A-A-A型共轭结构 双光子吸收截面 

分 类 号：O625.67[理学—有机化学] TQ246.7[理学—化学]