Please use this identifier to cite or link to this item: https://doi.org/10.1039/c5sc01733e
Title: Tuning the singlet-triplet energy gap: a unique approach to efficient photosensitizers with aggregation-induced emission (AIE) characteristics
Authors: XU SHIDANG 
YUAN YOUYONG 
CAI XIAOLEI 
Zhang Chongjing 
Hu, Fang
LIANG JING 
Zhang, Guanxin
Zhang, Deqing
LIU BIN 
Keywords: Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Chemistry
ACTIVATED DELAYED FLUORESCENCE
LIGHT-EMITTING-DIODES
PHOTODYNAMIC THERAPY
CANCER-CELLS
OXYGEN GENERATION
HIGHLY EFFICIENT
ORGANIC DOTS
UP BIOPROBE
DERIVATIVES
FLUOROGEN
Issue Date: 1-Jan-2015
Publisher: Royal Society of Chemistry (RSC)
Citation: XU SHIDANG, YUAN YOUYONG, CAI XIAOLEI, Zhang Chongjing, Hu, Fang, LIANG JING, Zhang, Guanxin, Zhang, Deqing, LIU BIN (2015-01-01). Tuning the singlet-triplet energy gap: a unique approach to efficient photosensitizers with aggregation-induced emission (AIE) characteristics. Chemical Science 6 (10) : 5824-5830. ScholarBank@NUS Repository. https://doi.org/10.1039/c5sc01733e
Abstract: The efficiency of the intersystem crossing process can be improved by reducing the energy gap between the singlet and triplet excited states (ΔEST), which offers the opportunity to improve the yield of the triplet excited state. Herein, we demonstrate that modulation of the excited states is also an effective strategy to regulate the singlet oxygen generation of photosensitizers. Based on our previous studies that photosensitizers with aggregation-induced emission characteristics (AIE) showed enhanced fluorescence and efficient singlet oxygen production in the aggregated state, a series of AIE fluorogens such as TPDC, TPPDC and PPDC were synthesized, which showed ΔEST values of 0.48, 0.35 and 0.27 eV, respectively. A detailed study revealed that PPDC exhibited the highest singlet oxygen efficiency (0.89) as nanoaggregates, while TPDC exhibited the lowest efficiency (0.28), inversely correlated with their ΔEST values. Due to their similar optical properties, TPDC and PPDC were further encapsulated into nanoparticles (NPs). Subsequent surface modification with cell penetrating peptide (TAT) yielded TAT-TPDC NPs and TAT-PPDC NPs. As a result of the stronger singlet oxygen generation, TAT-PPDC NPs showed enhanced cancer cell ablation as compared to TAT-TPDC NPs. Fine-tuning of the singlet-triplet energy gap is thus proven to be an effective new strategy to generate efficient photosensitizers for photodynamic therapy.
Source Title: Chemical Science
URI: https://scholarbank.nus.edu.sg/handle/10635/169641
ISSN: 2041-6520
2041-6539
DOI: 10.1039/c5sc01733e
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