Photocontrolled Aggregation Induced Emission of Hexathiobenzene Hexapyridine in Organic Phase

Lu-lu ZHOU; Bin WU; An-ze LI; Meng-kai LUO; Liang-liang ZHU

doi:10.37188/CJL.20200342

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Photocontrolled Aggregation Induced Emission of Hexathiobenzene Hexapyridine in Organic Phase

Invited Paper | 更新时间：2021-03-19

- Photocontrolled Aggregation Induced Emission of Hexathiobenzene Hexapyridine in Organic Phase
- Chinese Journal of Luminescence Vol. 42, Issue 3, Pages: 296-302(2021)
- 作者机构：
  
  复旦大学高分子科学系，聚合物分子工程国家重点实验室，上海　 200438
- 作者简介：
- 基金信息：
  
  National Natural Science Foundation of China(21975046)
- DOI：10.37188/CJL.20200342
  CLC： O482.31
- Received：10 November 2020，
  
  Revised：2020-12-06，
  
  Published：01 March 2021
- 稿件说明：
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Lu-lu ZHOU, Bin WU, An-ze LI, et al. Photocontrolled Aggregation Induced Emission of Hexathiobenzene Hexapyridine in Organic Phase[J]. Chinese Journal of Luminescence, 2021, 42(3): 296-302.
DOI：

Lu-lu ZHOU, Bin WU, An-ze LI, et al. Photocontrolled Aggregation Induced Emission of Hexathiobenzene Hexapyridine in Organic Phase[J]. Chinese Journal of Luminescence, 2021, 42(3): 296-302. DOI： 10.37188/CJL.20200342.

摘要

以六硫苯作为母核，采用多步合成法制得了一种在有机溶剂中具有光控聚集诱导发光(AIE)行为的衍生物六硫苯六吡啶(6SB6Py)。该化合物在无外加能量参与的前提下，可均匀分散于有机溶剂DMF和DMSO中，在此状态下几乎不发光。施加365 nm光照后，两个有机相体系的发光强度均增强5～10倍。其中，6SB6Py的DMF溶液在500 nm处为单峰发射，而6SB6Py的DMSO溶液在420 nm和500 nm处均有发射峰。体系光照前后的核磁对比图几乎无变化，说明365 nm光照并没有使得体系发生传统的光化学反应。动态光散射数据表明，随着光照时间的增加，6SB6Py在溶液中的聚集状态也在不断改变。这说明外加光导致6SB6Py有机溶液发光增强的原因是一种新颖的机制——光激发分子重组，而非光化学反应。

Abstract

A derivative of hexathiobenzene

named hexathiobenzene hexapyridine(6SB6Py) that can exhibit a photocontrolled aggregation-induced emission(AIE) behavior in organic phase

was prepared by a multi-step synthesis method. This compound can be dispersed in organic solvents DMF and DMSO with barely glows. However

the emission intensity is enhanced by 5 to 10 times after 365 nm irradiation. Among them

the DMF solution of 6SB6Py shows a single peak emission at 500 nm

whereas the DMSO solution of 6SB6Py has double emission peaks at both 420 nm and 500 nm. The almost unchanged

H NMR signal before and after irradiation indicates that 365 nm light has not caused a traditional photochemical reaction of this system. Dynamic light scattering data also show the aggregation size of 6SB6Py in the solution is changed with the increase of irradiation time. It suggested that the effect of photoinduced molecular realignment caused the enhanced emission of 6SB6Py by external light in organic solutions

instead of a photochemical reaction.

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CORSTJENS P L A M , DE DOOD C J , VAN DER PLOEG-VAN SCHIP J J , et al . Lateral flow assay for simultaneous detection of cellular-and humoral immune responses [J]. Clin. Biochem. , 2011 , 44 ( 14-15 ): 1241 - 1246 .

TANAKA S I , MIYAZAKI J , TIWARI D K , et al . Fluorescent platinum nanoclusters:synthesis,purification,characterization,and application to bioimaging [J]. Angew. Chem. , 2011 , 123 ( 2 ): 451 - 455 .

KIM J S , QUANG D T . Calixarene-derived fluorescent probes [J]. Chem. Rev. , 2007 , 107 ( 9 ): 3780 - 3799 .

LI Q Q , LI Z . Molecular packing:another key point for the performance of organic and polymeric optoelectronic materials [J]. Acc. Chem. Res. , 2020 , 53 ( 4 ): 962 - 973 .

HEILEMANN M , VAN DE LINDE S , SCHÜTTPELZ M , et al . Subdiffraction-resolution fluorescence imaging with conventional fluorescent probes [J]. Angew. Chem. Int. Ed. , 2008 , 47 ( 33 ): 6172 - 6176 .

JEON S K , LEE H L , YOOK K S , et al . Recent progress of the lifetime of organic light-emitting diodes based on thermally activated delayed fluorescent material [J]. Adv. Mater. , 2019 , 31 ( 34 ): 1803524 .

XING C , LIU J X , CHEN F , et al . Diphenyl-1-pyrenylphosphine:photo-triggered AIE/ACQ transition with remarkable third-order nonlinear optical signal change [J]. Chem. Commun. , 2020 , 56 ( 30 ): 4220 - 4223 .

YU X , GAO Y C , LI H W , et al . Fluorescent properties of Morin in aqueous solution:a conversion from Aggregation Causing Quenching(ACQ) to Aggregation Induced Emission Enhancement(AIEE) by polyethyleneimine assembly [J]. Macromol. Rapid Commun. , 2020 , 41 ( 14 ): 2000198 .

LI P , ZHANG D , ZHANG Y C , et al . Aggregation-caused quenching-type naphthalimide fluorophores grafted and ionized in a 3D polymeric hydrogel network for highly fluorescent and locally tunable emission [J]. ACS Macro Lett. , 2019 , 8 ( 8 ): 937 - 942 .

LEUNG N L C , XIE N , YUAN W Z , et al . Restriction of intramolecular motions:the general mechanism behind aggregation-induced emission [J]. Chem. Eur. J. , 2014 , 20 ( 47 ): 15349 - 15353 .

张双 , 秦安军 , 孙景志 , 等 . 聚集诱导发光机理研究 [J]. 化学进展 , 2011 , 23 ( 4 ): 623 - 636 .

ZHANG S , QIN A J , SUN J Z , et al . Mechanism study of aggregation-induced emission [J]. Prog. Chem. , 2011 , 23 ( 4 ): 623 - 636 . (in Chinese)

YANG J , CHI Z G , ZHU W H , et al . Aggregation-induced emission:a coming-of-age ceremony at the age of eighteen [J]. Sci. China Chem. , 2019 , 62 ( 9 ): 1090 - 1098 .

MEI J , LEUNG N L C , KWOK R T K , et al . Aggregation-induced emission:together we shine,united we soar! [J]. Chem. Rev. , 2015 , 115 ( 21 ): 11718 - 11940 .

DU X C , HAO H X , QIN A J , et al . Highly sensitive chemosensor for detection of methamphetamine by the combination of AIE luminogen and cucurbit[7]uril [J]. Dyes Pigm. , 2020 , 180 : 108413 .

GU X G , ZHANG X Y , MA H L , et al . Corannulene-incorporated AIE nanodots with highly suppressed nonradiative decay for boosted cancer phototheranostics in vivo [J]. Adv. Mater. , 2018 , 30 ( 26 ): 1801065-1-9 .

DUAN Q Y , ZHENG G S , LI Z J , et al . An ultra-sensitive ratiometric fluorescent probe for hypochlorous acid detection by the synergistic effect of AIE and TBET and its application of detecting exogenous/endogenous HOCl in living cells [J]. J. Mater. Chem. B , 2019 , 7 ( 33 ): 5125 - 5131 .

HONG Y N , LAM J W Y , TANG B Z . AIE:phenomenon,mechanism and applications [J]. Chem. Commun. , 2009 , 45 ( 29 ): 4332 - 4353 .

WU H W , HANG C , LI X , et al . Molecular stacking dependent phosphorescence-fluorescence dual emission in a single luminophore for self-recoverable mechanoconversion of multicolor luminescence [J]. Chem. Commun. , 2017 , 53 ( 18 ): 2661 - 2664 .

JIA X Y , SHAO C C , et al . Photoexcitation-controlled Self-recoverable molecular aggregation for flicker phosphorescence [J]. Proc. Natl. Acad. Sci. USA , 2019 , 116 ( 11 ): 4816 - 4821 .

YONEKAWA I , MUTOH K , ABE J . Visible light intensity dependent negative photochromism of a binaphthyl-bridged phenoxyl-imidazolyl radical complex [J]. Chem. Commun. , 2019 , 55 ( 9 ): 1221 - 1224 .

EL NAGGAR A M A , NASSAR I M , GOBARA H M . Enhanced hydrogen production from water via a photo-catalyzed reaction using chalcogenide d-element nanoparticles induced by UV light [J]. Nanoscale , 2013 , 5 ( 20 ): 9994 - 9999 .

YU X , CHEN H , SHI X , et al . Liquid crystal gelators with photo-responsive and AIE properties [J]. Mater. Chem. Front. , 2018 , 2 ( 12 ): 2245 - 2253 .

ZHANG D P , FAN Y J , CHEN H , et al . CO2 -activated reversible transition between polymersomes and micelles with AIE fluorescence [J]. Angew. Chem. Int. Ed. , 2019 , 58 ( 30 ): 10260 - 10265 .

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Lu-lu ZHOU

Bin WU

An-ze LI

Meng-kai LUO

Liang-liang ZHU

Related Institution

State Key Laboratory of Molecular Engineering of Polymers， Department of Macromolecular Science， Fudan University

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