Enabling DPP derivatives to show multistate emission and developing the multifunctional materials by rational branching effect
Enabling DPP derivatives to show multistate emission and developing the multifunctional materials by rational branching effect
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利用合理支化效应使DPP衍生物呈现多态发射并开发多功能材料
DOI：
10.1016/j.dyepig.2018.06.043
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发表时间：
2018-12
影响因子：
4.5
通讯作者：
Yang Wenjun
中科院分区：
文献类型：
--
作者：
Zhang Kai;Zhang Zhenzhen;Fan Xiaojing;Tang Liangliang;Ding Qi;Yang Kun;Zhai Min;Zhang Haichang;Xue Shanfeng;Yang Wenjun
传统的多环有机分子具有聚集致猝灭（ACQ）效应，而一些具有螺旋桨骨架的有机分子则具有聚集诱导/增强发光（AIE/AEE）效应。然而，使衍生自具有高光稳定性和热稳定性的稠合（杂）环的共辄分子能够显示多态发射，而不仅仅是溶液和结晶状态下的双发射，这是有趣但具有挑战性的。本工作提出了一种合理的策略，通过咪唑作为受体桥，构建以DPP为中心的四个外围给体（三苯胺）的支化分子，实现了1，4-二酮基吡咯并[3，4-c]吡咯（DPP）衍生物的多态发射.得到的D A D化合物（TIDPP）在溶液中发射黄色，荧光效率约为100%。70%，并且其结晶和非晶状态以及水性悬浮液也显示出40- 50%的令人印象深刻的荧光效率，填补了DPP衍生物的ACQ和AIE之间的差距。此外，在水溶液中，聚集体的存在使荧光发射光谱显著红移，双光子吸收截面和激发荧光显著增强。TIDPP固体还表现出独特的机械致变色蓝移发光和值得称赞的OFET性能，表明存在聚集诱导的分子平坦化。这一工作表明，合理的支化效应可以控制聚合物的发光行为，开发多功能材料。
Conventional polycyclic organic molecules exhibit aggregation-caused quenching (ACQ) effect, and some organic molecules with twisted and propeller backbones could be made into aggregation-induced/enhanced emission (AIE/AEE). However, it was interesting but challenging to enable conjugated molecules derived from fused (hetero)cycles with high photo- and thermal-stability to show multistate emission, rather than only dual emission in solution and crystalline states. In the current work, we presented a rational strategy for realizing multistate emission of 1,4-diketo-pyrrolo [3,4-c]pyrrole (DPP) derivatives by employing imidazole as the additional acceptor bridge and constructing the branched DPP-centered molecule with four peripheral donors (triphenylamine). The resulting D‒A‒D compound (TIDPP) emitted yellow in solution with the fluorescence efficiency of ca. 70%, and its crystalline and amorphous states as well as aqueous suspensions also exhibited impressive fluorescence efficiencies of 40–50%, filling the gap between ACQ and AIE of DPP derivatives. Moreover, aggregation could greatly red-shift emission spectra and significantly enhance the two-photon absorption cross section and excitation fluorescence in the aqueous suspension. TIDPP solid was also found to exhibit the unique mechanochromic blue-shift luminescence and the commendable OFET performance, signifying the existence of aggregation-induced molecular planarization. This work demonstrated that the rational branching effect could manipulate the aggregation emission behaviors and develop the multifunctional materials.
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影响因子：
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