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Journal of Materials Chemistry C · 2019 ·Vol. 7 ·期 33 ·10379-10388 · IF 6.641

Effect of structural engineering of π-spacers on anti-aggregation of D–A–π–A dyes

Tao Hua,Keyi Zhang,Zu-Sheng Huang,Lingyun Wang,Hao Tang,Herbert Meier,Derong Cao

In this paper, the encapsulated insulated molecular wire (EIMW) and 2′,7′-bis(hexyloxy)spiro[cyclopenta[2,1-b:3,4-b′]dithiophene-4,9′-fluorene] (SPDF) were specifically designed as efficient anti-aggregation π-bridges for two novel D–A–π–A metal-free sensitizers (IBT1 and IBT2). Compared with the reference dye IBT3 with 3,3′-dihexyl-2,2′-bithiophene (DHBT) as an anti-aggregation π-bridge, both the dyes IBT1 with EIMW and IBT2 with SPDF as π-bridges can suppress intermolecular aggregation more efficiently. The π-bridge of SPDF shows the strongest anti-aggregation ability due to the rigid ‘T’ configuration among these dyes. Meanwhile, the π-bridge of EIMW shows better anti-aggregation ability than DHBT because of the larger steric hindrance of the former. Finally, when the dyes IBT1 and IBT2 are co-sensitized with IBT3, respectively, the new devices exhibit high efficiencies of 7.85% and 7.64%, respectively, which are comparable to that of N719 (7.85%). The results demonstrate that the dyes with EIMW and SPDF as anti-aggregation π-bridges are promising candidates for efficient DSSCs and dye aggregation can be effectively inhibited by structural engineering of the π-spacer.

研究领域: 材料科学 · 化学工程
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ACS Applied Materials & Interfaces · 2015 · IF 6.723

2,3-Dipentyldithieno[3,2-f:2′,3′-h]quinoxaline-Based Organic Dyes for Efficient Dye-Sensitized Solar Cells: Effect of π-Bridges and Electron Donors on Solar Cell Performance

Zu-Sheng Huang,Xu-Feng Zang,Tao Hua,Lingyun Wang,Herbert Meier,Derong Cao

Five novel metal-free organic dyes DQ1–5 containing a dipentyldithieno[3,2-f:2′,3′-h]quinoxaline (DPQ) unit were synthesized and applied in dye-sensitized solar cells (DSSCs), where DPQ was employed as a π-spacer for the first time. Their photophysical, electrochemical, and theoretical calculations and photovoltaic properties were systematically investigated. All the five dyes show broad photoresponse. Especially the absorption edges of DQ3–5 extend to 800 nm on the TiO2 films. The inserted electron-rich unit 3,4-ethylenedioxythiophene or electron-withdrawing group benzothiadiazole (BTD) in DPQ-based dyes can greatly influence the optoelectronic properties of the dyes. In addition, the different electron donors also significantly affect the performance of the DSSCs. Under standard global AM 1.5 solar light conditions, the DQ5 sensitized solar cell obtained a power conversion efficiency of 7.12%. The result indicates that the rigid DPQ-based organic dye is a promising candidate for efficient DSSCs.

研究领域: 材料科学 · 能源科学
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COMPOSITES SCIENCE AND TECHNOLOGY · 2020 · IF 7.094

A novel π bridging method to graft graphene oxide onto carbon fiber for interfacial enhancement of epoxy composites

Fei Yan,Liu Liu,Kaixuan Li,Lin Jin,Mengjie Zhang,Yu Liu,Linghan Xiao,Yuhui Ao

Based on the inherent crystallite structure of carbon fiber, a novel and facile method was presented to balance the tedious steps and effectiveness of graphene oxide/carbon fiber (GO/CF) hierarchical reinforcement, by establishing π bridging of GO and CF under the assistance of pyrene-containing compounds, which was performed without chemical treatment of CF and GO. The surface chemical elements, functional groups, wettability , morphologies and surface structures of obtained reinforcements were characterized through XPS , FT-IR, dynamic contact angle , SEM and Raman spectroscopy , respectively. This method could implement at room temperature without causing damage to CF as indicated by filament tensile strength test. The resulted composites with a bridging agent of 72 mmol/L have the highest interlaminar shear strength , transverse fiber bundle strength and interfacial shear strength which increased by 49.3%, 117.1% and 59.1%, respectively, compared to pristine CF composites.

研究领域: 材料科学 · 复合材料工程
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JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY · 2025 · IF 4.7

Dramatically enhanced broadband reverse saturable absorption of anthracene derivatives: Regulatory effect of π-bridge in two-branched molecules

Jidong Jia,Tianwei Zhang,YinLin Lu,Xingzhi Wu,Yinglin Song

Polycyclic aromatic hydrocarbons (PAHs) are widely employed in laser protection applications owing to their excellent nonlinear optical absorption (NLA) properties. Nevertheless, the underlying enhancement mechanisms governing their NLA performance, particularly concerning structure-property relationships, remain ambiguous. To study the influence of π-bridges on nonlinear optical absorption (NLA) performance and excited-state dynamics, we designed and synthesized three two-branched anthracene derivatives (ZN1, ZN2, and ZN3) in this work. By introducing different π-bridges, we modulate the dihedral angle θ between the anthracene core and side chains in these two-branched molecules from 90° to 0°, thereby governing their electron transition characteristics. Through an integrated computational-experimental framework, we elucidate the distinct excitation pathways in these systems—including intramolecular charge transfer (ICT) and local excitation (LE)—by employing hole-electron analysis and transient absorption spectroscopy. Reducing the dihedral angle θ facilitates orbital overlap between the conjugated core and side chains, which extends the π-conjugated system and significantly augments the molecule's reverse saturable absorption (RSA) performance. Based on the above molecular optimization strategy, we have successfully improved the ultrafast broadband optical limiting (OL) performance of these compounds (515–650 nm), with an OL threshold as low as 9.11 mJ/cm 2 .

研究领域: 非线性光学 · 材料科学 · 物理化学 · 分子设计 · 光学限幅
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Small · 2024 · IF 13

Three-in-One: Molecular Engineering of D–A–π–A Featured Type I and Type II Near-Infrared AIE Photosensitizers for Efficient Photodynamic Cancer Therapy and Bacteria Killing

Yun-Yun Quan,Tingting Pan,Zhongda Zhang,Shihua Wang,Guiyun Wang,Lichao Yu,Ye Wang,Xu-Feng Zang,Fangjun Zhang,Xiaoxia Ye,Xuebo Pan,Zu-Sheng Huang

Bacterial infections are closely correlated with the genesis and progression of cancer, and the elimination of cancer-related bacteria may improve the efficacy of cancer treatment. However, the combinatorial therapy that utilizes two or more chemodrugs will increase potential adverse effects. Image-guided photodynamic therapy is a highly precise and potential therapy to treat tumor and microbial infections. Herein, four donor–acceptor–π-bridge–acceptor (D–A–π–A) featured near-infrared (NIR) aggregation-induced emission luminogens (AIEgens) ( TQTPy , TPQTPy , TQTC , and TPQTC ) with type I and type II reaction oxygen species (ROS) generation capabilities are synthesized. Notably, TQTPy shows mitochondria targeted capacity, the best ROS production efficiency, long-term tumor retention capacity, and more importantly, the three-in-one fluorescence imaging guided therapy against both tumor and microbial infections. Both in vitro and in vivo results validate that TQTPy performs well in practical biomedical application in terms of NIR-fluorescence imaging-guided photodynamic cancer diagnosis and treatment. Moreover, the amphiphilic and positively charged TQTPy is able to specific and ultrafast discrimination and elimination of Gram-positive (G+) Staphylococcus aureus from Gram-negative (G−) Escherichia coli and normal cells. This investigation provides an instructive way for the construction of three-in-one treatment for image-guided photodynamic cancer therapy and bacteria elimination.

CAS / MDL: 307554-62-7 7789-39-1
研究领域: 癌症研究 · 光动力疗法 · 材料科学 · 生物医学工程 · 微生物学
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