Gorai Tumpa, Lovitt June I, Umadevi Deivasigamani, McManus Gavin, Gunnlaugsson Thorfinnur
School of Chemistry and Trinity Biomedical Sciences Institute (TBSI), Trinity College Dublin, The University of Dublin Dublin 2 Ireland
Synthesis and Solid State Pharmaceutical Centre (SSPC) Ireland.
Chem Sci. 2022 May 31;13(26):7805-7813. doi: 10.1039/d2sc02097a. eCollection 2022 Jul 6.
Charge transfer (CT) interaction induced formation of a hierarchical supramolecular assembly has attracted attention due to its wide diversity of structural and functional characteristics. In the present work, we report the generation of green luminescent microspheres from the charge transfer interaction induced co-assembly of a bis-naphthyl dipicolinic amide (DPA) derivative with tetracyanobenzene (TCNB) for the first time. The properties of these self-assemblies were studied both in solution and the solid-state using spectroscopic and a variety of microscopy techniques. The X-ray crystal structure analysis showed a mixed stack arrangement of DPA and TCNB. The molecular orbital and energy level calculations confirm the charge transfer complex formation between DPA and TCNB. Furthermore, energy transfer was observed from the green luminescent CT complex to a red-emitting dye, pyronin Y, in the microsphere matrix, leading to the formation of a light-harvesting tri-component self-assembly.
电荷转移(CT)相互作用诱导形成的分级超分子组装体因其结构和功能特性的广泛多样性而备受关注。在本工作中,我们首次报道了通过双萘基二吡啶甲酰胺(DPA)衍生物与四氰基苯(TCNB)的电荷转移相互作用诱导共组装生成绿色发光微球。利用光谱学和各种显微镜技术在溶液和固态中研究了这些自组装体的性质。X射线晶体结构分析表明DPA和TCNB呈混合堆积排列。分子轨道和能级计算证实了DPA和TCNB之间形成了电荷转移复合物。此外,在微球基质中观察到了从绿色发光CT复合物到红色发射染料吡啰红Y的能量转移,导致形成了光捕获三组分自组装体。