Effects of Substitution with Donor-Acceptor Groups on the Properties of Tetraphenylethene Trimer: Aggregation-Induced Emission, Solvatochromism, and Mechanochromism
Effects of Substitution with Donor-Acceptor Groups on the Properties of Tetraphenylethene Trimer: Aggregation-Induced Emission, Solvatochromism, and Mechanochromism
复制标题
供体-受体基团取代对四苯乙烯三聚体性能的影响：聚集诱导发射、溶剂化变色和机械变色
DOI：
10.1021/jp311360p
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发表时间：
2013-04-11
影响因子：
3.7
通讯作者：
Tang, Ben Zhong
中科院分区：
文献类型：
--
作者：
Shen, Xiao Yuan;Wang, Yi Jia;Tang, Ben Zhong
具有聚合诱导的发射（ME）特性的发光材料吸引了其在发光和展示设备以及化学传感器的荧光探针中的有希望的应用。四苯基乙烯（TPE）衍生物是其著名的AIE性能，便捷合成和柔性结构修饰的最具吸引力的物种。为了研究捐赠者和受体取代的效果并扩展了基于TPE的材料的应用，即三种TPE Kindred，TTPE，BTPEFN和BATPEFN。 TTPE膜显示出有效的绿色荧光（Lambda（EM），= 494 nm，Phi（F）= 100％），明显的AIE特征（Alpha（aie）154）和可逆的机械化合物，磨碎的机械变形剂刺激： ），= 472 nm）至绿色发射（lambda（em）= 505 nm）。中央TPE部分上的两个氰基（a）基团取代了两个苯基，该基团衍生出BTPEFN，其膜显示出有效的橙色荧光（lambda（em）= 575 nm，phi（f）= 100％）和明显的ate（alpha（aie）= alpha（aie）= 13）。 BTPEFN（从黄色到橙色发射，lambda（EM）从541到563 nm）的机械色素行为是可逆的，可以重复磨碎和磨碎的过程。 Cyano组以明显的分子内电荷转移（ICT）特性赋予BTPEFN，通过将溶剂从己烷更改为THF，可以从绿色变为红橙色，而TTPE的发射对溶剂极性的响应较小。在适当的条件下，蓝色还具有更好的自组装能力，并且获得的常规微孔发射明亮的绿色荧光。用n，n-二乙胺（D）组进一步装饰BTPEFN会导致BATPEFN。由于D和A组的合作效应，BATPEFN显示出剧烈的红移荧光（Lambda（EM）= 713 nm），明显的ICT过程以及增强的溶剂化浓度（从红色到红外）。
Luminescent materials with aggregation-induced emission (ME) property have attracted considerable interests for their promising applications in light-emitting and display devices and fluorescent probes for chemo- and biosensors. Tetraphenylethene (TPE) derivatives are the most attractive species for their notable AIE performance, facile synthesis, and flexible structure modification. To study the effects of donor and acceptor substitutions and extend the applications of TPE-based materials, three TPE kindred, TTPE, BTPEFN, and BATPEFN, are employed. TTPE film displays efficient green fluorescence (lambda(em), = 494 nm, Phi(F) = 100%), evident AIE characteristic (alpha(AIE) 154), and reversible mechanochromism by grinding-fuming: from blue (lambda(em), = 472 nm) to green emission (lambda(em) = 505 nm). Replacing two phenyls by two cyano (A) groups on the central TPE moiety derives BTPEFN, whose film shows efficient orange fluorescence (lambda(em) = 575 nm, Phi(F) = 100%) and evident ATE (alpha(AIE) = 13). The mechanochromic behavior of BTPEFN (from yellow to orange emission, lambda(em) from 541 to 563 nm) is reversible by repeating both the grinding-fuming and grinding-annealing processes. The cyano groups bestow BTPEFN with evident intramolecular charge transfer (ICT) property, the emission color can be tuned from green to red-orange by changing solvent from hexane to THF, while the emission of TTPE shows much less response to solvent polarity. Cyanos also endow BTPEFN with better self-assemble ability in proper conditions, and the obtained regular microribbons emit bright green fluorescence. Further decoration of BTPEFN with N,N-diethyamino (D) groups results in BATPEFN. Due to the cooperative effects of D and A groups, BATPEFN shows dramatic red-shifted fluorescence (lambda(em) = 713 nm), evident ICT process, and enhanced solvatochromism (from red to infrared).