Synthesis and Self-assembly of Benzoperylene Benzimidazoles: Tunable Morphology with Aggregation-Induced Enhanced Emission

被引：3
作者：
Srideep, Dasari [1 ]
Sriram, Kasilingam [2 ]
Kotha, Srinu [1 ]
Babu, Deepu J. [2 ]
Singh, Saurabh Kumar [1 ]
Rao, Kotagiri Venkata [1 ]
机构：
[1] Indian Inst Technol Hyderabad Kandi, Dept Chem, Sangareddy 50228, Telangana, India
[2] Indian Inst Technol Hyderabad Kandi, Dept Mat Sci & Met Engn, Sangareddy 502284, Telangana, India
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2022年 / 17卷 / 08期
关键词：
Benzoperylene benzimidazoles; Self-assembly; Supramolecular chemistry; AIEE; SUPRAMOLECULAR POLYMERIZATION; SEMICONDUCTOR; SUBSTITUENTS; ORGANOGELS; MOLECULES; NANOWIRES; MECHANISM; DESIGN; DYES; SOFT;
D O I：
10.1002/asia.202200099
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Benzoperylene benzimidazoles (BPBIs) based pi-systems were synthesized and their self-assembly in both non-polar and polar solvents investigated. Due to the presence of donor and acceptor functional groups, BPBIs absorb light up to 600 nm and display red fluorescence (575-800 nm). Depending on the solvent and side chain, BPBIs self-assemble into various nanostructures such as nanoribbons, nanorods, nanofibers and nanoparticles. Notably, these ordered nanostructures are formed by BPBIs in both polar and non-polar solvents without the aid of hydrogen bonding and amphiphilic interactions due to the presence of a large rigid pi-system. Interestingly, BPBIs follow a weakly cooperative mechanism during the self-assembly. Moreover, BPBIs show aggregation-induced enhanced emission (AIEE) in all the self-assembled nanostructures which is not common for rigid pi-systems.
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页数：6
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  • [51] Synthesis and Controllable Self-Assembly of a Novel Coronene Bisimide Amphiphile
    Rao, K. Venkata
    George, Subi J.
    [J]. ORGANIC LETTERS, 2010, 12 (11) : 2656 - 2659
  • [52] Distinct Pathways in "Thermally Bisignate Supramolecular Polymerization": Spectroscopic and Computational Studies
    Rao, Kotagiri Venkata
    Mabesoone, Mathijs F. J.
    Miyajima, Daigo
    Nihonyanagi, Atsuko
    Meijer, E. W.
    Aida, Takuzo
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (01) : 598 - 605
  • [53] Self-Sorted, Random, and Block Supramolecular Copolymers via Sequence Controlled, Multicomponent Self-Assembly
    Sarkar, Aritra
    Sasmal, Ranjan
    Empereur-mot, Charly
    Bochicchio, Davide
    Kompella, Srinath V. K.
    Sharma, Kamna
    Dhiman, Shikha
    Sundaram, Balasubramanian
    Agasti, Sarit S.
    Pavan, Giovanni M.
    George, Subi J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (16) : 7606 - 7617
  • [54] Highly Twisted N,N-Dialkylamines as a Design Strategy to Tune Simple Aromatic Hydrocarbons as Steric Environment-Sensitive Fluorophores
    Sasaki, Shunsuke
    Suzuki, Satoshi
    Sameera, W. M. C.
    Igawa, Kazunobu
    Morokuma, Keiji
    Konishi, Gen-ichi
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (26) : 8194 - 8206
  • [55] Supramolecular electronics;: nanowires from self-assembled π-conjugated systems
    Schenning, APHJ
    Meijer, EW
    [J]. CHEMICAL COMMUNICATIONS, 2005, (26) : 3245 - 3258
  • [56] Solid State Luminescence Enhancement in a π-Conjugated Materials: Unraveling the Mechanism beyond the Framework of AIE/AIEE
    Shi, Junqing
    Suarez, Luis E. Aguilar
    Yoon, Seong-Jun
    Varghese, Shinto
    Serpa, Carlos
    Park, Soo Young
    Luer, Larry
    Roca-Sanjuan, Daniel
    Milian-Medina, Begona
    Gierschner, Johannes
    [J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2017, 121 (41) : 23166 - 23183
  • [57] Highly Efficient Blue Fluorescence from 3,2′-Silylene-Bridged 2-Phenylindoles in the Solid State
    Shimizu, Masaki
    Mochida, Kenji
    Hiyama, Tamejiro
    [J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2011, 115 (22) : 11265 - 11274
  • [58] Srideep D., CHEM-ASIAN J, V2022
  • [59] Structure-property relationship in contrasting aggregation-induced enhancement/quenching of emission in rigid aromatic molecules
    Tani, Yosuke
    Ogawa, Takuji
    [J]. JOURNAL OF MATERIALS CHEMISTRY C, 2021, 9 (12) : 4281 - 4288
  • [60] Assessment of a long-range corrected hybrid functional
    Vydrov, Oleg A.
    Scuseria, Gustavo E.
    [J]. JOURNAL OF CHEMICAL PHYSICS, 2006, 125 (23)
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