Biluminescence via Fluorescence and Persistent Phosphorescence in Amorphous Organic Donor(D4)-Acceptor(A) Conjugates and Application in Data Security Protection
Biluminescence via Fluorescence and Persistent Phosphorescence in Amorphous Organic Donor(D4)-Acceptor(A) Conjugates and Application in Data Security Protection
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DOI：
10.1021/acs.jpclett.8b01551
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发表时间：
2018-07-19
影响因子：
5.7
通讯作者：
Ray, Debdas
中科院分区：
文献类型：
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作者：
Bhatia, Harsh;Bhattacharjee, Indranil;Ray, Debdas
纯有机发光材料由于涉及单线态和长寿命三重态发射而引起了极大的兴趣，这在生物成像和有机发光二极管中很少报道。我们发现了两个分子3,4,5,6-四苯基氧基-邻苯二腈（POP）和3,4,5,6-四苯基-对聚氧基-邻苯二腈（TOP），其中POP在无定形粉末和晶体状态下表现出荧光和持久的室温绿磷光（pRTGP）。在四氢呋喃-水混合物中，POP和TOP均表现出聚集诱导发射。我们在单晶x射线分析中发现，分子内和分子间的1p(O)中心点中心点中心点中心点pi相互作用以及pi（C = C）中心点中心点中心点pi(C相当于N)，氢键（H-B）和C- h中心点中心点中心点中心点pi相互作用诱导了POP中头到尾的滑动堆栈排列。此外，仅由π (C=C)中心点中心点中心点π （C等于N）和H-B相互作用引起的滑移堆积排列的TOP的x射线结构仅在晶体中显示微弱的余辉。这些表明，在POP中发现的更多非共价相互作用可能会加强相对有效的系统间交叉，从而导致pRTGP。POP非晶粉末具有独特的绿色余辉特性，可实现文件安全防护应用。
Purely organic biluminescent materials are of great interest due to the involvement of both singlet and long-lived triplet emissions, which have been rarely reported in bioimaging and organic light-emitting diodes. We show two molecules 3,4,5,6-tetraphenyloxy-phthalonitrile (POP) and 3,4,5,6-tetrakis-p-tolyloxy-phthalonitrile (TOP), in which POP was found to exhibit fluorescence and persistent room temperature green phosphorescence (pRTGP) in the amorphous powder and crystal states. Both POP and TOP show aggregation-induced emission in a tetrahydrofuran-water mixture. We found in single-crystal X-ray analysis that intra- and intermolecular 1p(O)center dot center dot center dot pi interactions along with pi(C = C)center dot center dot center dot pi(C equivalent to N), hydrogen bond (H-B), and C-H center dot center dot center dot pi interactions induce a head-to-tail slipped-stack arrangement in POP. In addition, the X-ray structure of TOP with a slipped-stack arrangement induced by only pi(C=C)center dot center dot center dot pi(C equivalent to N) and H-B interactions shows dim afterglow only in crystals. These indicate that more noncovalent interactions found in POP may reinforce relatively efficient intersystem crossing that leads to pRTGP. Given the unique green afterglow feature in amorphous powder of POP, document security protection application is achievable.