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首页> 外文期刊>RSC Advances >Supramolecular assembly of dipeptide functionalized benzo[ghi]perylene monoimide directs white light emission via donor-acceptor interactions
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Supramolecular assembly of dipeptide functionalized benzo[ghi]perylene monoimide directs white light emission via donor-acceptor interactions

机译：二肽官能化苯并[GHI] Per one MonoImide的超分子组装通过供体 - 受体相互作用引导白光发射

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摘要

An aromatic dipeptide Phe-Phe (FF) functionalized benzo[ghi]perylene monoimide (BPI) is synthesized and its optical behaviour and self-assembly nature in different organic solvents are studied. Diels-Alder reaction of perylene and N,N0-maleoyl-Phe-Phe-OMe produces a new fluorophores (BPI-FF-OMe) which is highly soluble in a wide range of organic solvents without any swallow alkyl chain. The dipeptide appended benzo [ghi]perylene monoimide (BPI-FF-OMe) self-assembles into nanospheres both in methanol and toluene solvents. The nanospherical structures are driven by hydrogen bonding and p-p stacking interactions among aromatic dipeptide appended benzo[ghi]perylene monoimide. The self-assembled nanoarchitecture of BPI-FF-OMe is studied by a number of microscopic techniques. Tunable solvent dependent photophysical behavior of BPI-FF-OMe is also studied. The synthesized BPI-FF-OMe exhibits positive solvatochromic emission (lem (toluene) = 508 nm; lem (methanol) = 566 nm) as a function of solvent polarity with higher lifetimes (stoluene = 8.4 ns; smethanol = 5.7 ns) and quantum yields (ff = 0.55 (toluene); Φf = 0.39 (methanol)). The BPI-FF-OMe shows white light emission upon energy transfer between donor pyrenebutyric acid (PyBA) to acceptor BPI-FF-OMe molecule. In order to study the role of peptide sequence Phe-Phe attached with perylene moiety of BPI-FF-OMe molecule, an amino acid leucine (L) functionalized BPI-L-OMe molecule is also synthesized. BPI-L-OMe also shows white light emission upon energy transfer from donor pyrenebutyric acid (PyBA) molecules to acceptor BPI-L-OMe molecules. Benzo[ghi]perylene moiety plays an important role for energy transfer from donor pyrene moiety to acceptor benzo[ghi]perylene moiety that exhibits white light emission.
机译：芳族二肽苯丙氨酸 - 苯丙氨酸（FF）的官能化苯并[GHI]苝单酰亚胺（BPI）合成并在不同的有机溶剂的光学行为和自组装性质进行了研究。苝和N的Diels-Alder反应，N0-马来酰-PHE-PHE-OME产生一个新的荧光团（BPI-FF-OME），其是在宽范围的有机溶剂中高度可溶的，没有任何吞烷基链。二肽所附苯并[GHI]苝单酰亚胺（BPI-FF-OME）自组装成无论是在甲醇和甲苯的溶剂纳米球。所述纳米球形结构通过氢键和π-π堆叠的芳族二肽所附苯并间的相互作用[GHI]苝单酰亚胺驱动。 BPI-FF-OME的自组装纳米结构上是由多个的显微技术研究。 BPI-FF-OME的可调谐溶剂依赖性的光物理特性进行了研究。将合成的BPI-FF-OME呈现阳性溶剂化发射（LEM（甲苯）= 508纳米; LEM（甲醇）= 566纳米）作为溶剂极性具有更高寿命的函数（stoluene = 8.4纳秒; smethanol = 5.7纳秒）和量子产率（FF = 0.55（甲苯）;φF= 0.39（甲醇））。的BPI-FF-OME示出在供体芘丁酸（PyBA）之间的能量转移的白光发射至受体BPI-FF-OME分子。为了研究肽序列的Phe-PHE的附接有BPI-FF-OME分子的苝结构部分的作用，氨基酸亮氨酸（L）官能BPI-L-OME分子也合成。 BPI-L-OME还示出在能量转移供体从芘丁酸（PyBA）分子受体BPI-L-OME分子白色发光。苯并[GHI]苝部分起着用于从供体芘部分能量转移到受体苯并[GHI]苝呈现白色发光部分的重要作用。

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  • 来源
    《RSC Advances》 |2015年第109期|共10页
  • 作者

    Manoj K. Manna; Dnyaneshwar B. Rasale; Apurba K. Das;

  • 作者单位

    Department of Chemistry Indian Institute of Technology Indore Indore 452017 India.;

    Department of Chemistry Indian Institute of Technology Indore Indore 452017 India.;

    Department of Chemistry Indian Institute of Technology Indore Indore 452017 India.;

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  • 正文语种 eng
  • 中图分类 化学;
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