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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2025 · IF 4.6

Boosting responses of fluorescent imaging probes toward sulfur dioxide through engineering side chain length

Kexin Pan,Liyuan Chen,Guangjun Tian,Juyue Zhou,Suying Xu,Leyu Wang

Development of fluorescent probes with high sensitivity and specificity is always desirable, yet, challenging. Conventionally, improving the responses of probes relied on optimizing the reactivities of recognition sites, either by increasing the binding affinity or reaction rates. Herein, we found the sensitivity and response kinetics could be improved by changing the aggregation behaviors of probes. As a proof-of-concept, benzothiazole derivatives with different side chain lengths were prepared and the enhanced responses toward sulfur dioxide (SO 2 ) were observed for the probe with longer side chain. We demonstrated that the long side chain facilitates formation of tightly aggregates, which possessed higher positive charges and susceptible recognition sites as compared with probes possessing short side chains, resulting in better sensitivity and faster responses. In addition, we also demonstrated the generality of such design protocols with probes displaying aggregation induced emission (AIE) properties. Thus, the proposed side chain engineering strategy provides new paradigm for probe design.

研究领域: 化学 · 生物成像 · 材料科学
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Materials Chemistry Frontiers · 2019 ·Vol. 3 ·期 4 ·702-708 · IF 0

Side chain engineering on dithieno[3,2-b:2,3-d]pyrrol fused electron acceptors for efficient organic solar cells

Haohao Feng,Xin Song,Ming Zhang,Jiangsheng Yu,Zhuohan Zhang,Renyong Geng,Linqiang Yang,Feng Liu,Derya Baran,Weihua Tang

Two novel dithieno[3,2-b:2,3-d]pyrrol fused electron acceptors (FREAs) with branched alkyl side-chains have been developed. With 2-ethylhexyl and 2-butyloctyl introduced on the N-position of the pyrrol unit, the sidechain engineered acceptors (INPIC-EH and INPIC-BO) were evaluated for organic solar cells (OSCs) by comparison with our reference INPIC-4F bearing a linear octyl chain. The optoelectronic properties of the FREAs and their bulk-heterojunction (BHJ) with a PBDB-T donor for OSCs are systematically studied. All FREAs exhibit similar absorption spectra and energy levels. Notably, the charge dissociation process, charge mobility, and morphology of the BHJ films make a distinct difference. Consequently, the OSCs constructed with INPIC-EH and INPIC-BO delivered a power conversion efficiency (PCE) of 11.9% and 11.2%, lower than that of INPIC-4F devices (13.1%). The lower short-circuit current density (JSC) and fill factor (FF) of INPIC-EH and INPIC-OB based devices are attributed to unfavorable morphology of the active layers and more bimolecular recombination and unbalanced charge transport. Our investigation demonstrates that side-chain engineering on FREAs has a great impact on the morphology of blends and thus the photovoltaic properties of their OSCs.

研究领域: 材料科学 · 光电化学
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JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY · 2025 · IF 4.7

Side chain engineering for modulating hydrophilicity of benzobisthiazole-based linear conjugated polymer to improve the photocatalytic hydrogen evolution

Yongchao Hao,Jun Zhao,Hongfang Li,Min Li,Guiquan Guo,Jiangyu Zhang,Fengyan Fu

Photocatalytic hydrogen evolution through water splitting using conjugated polymer catalysts presents a promising prospect for sustainable energy production, however, challenges in charge carrier dynamics and interfacial reactivity limit practical implementation of conjugated polymers. This study systematically investigates the role of hydrophilic side-chain engineering in optimizing photocatalytic performance by designing structurally homologous benzobisthiazole-based linear conjugated polymers, B-PBT (butyl side chains) and O-PBT (oligoethylene glycol side chains), with matched light absorption spectra and morphologies. Structural characterization confirmed identical conjugated backbones and semi-crystalline features, while morphological analysis revealed analogous flake-like architectures for both polymers. Despite comparable light absorption ranges, O-PBT exhibited a 7-fold higher hydrogen evolution rate than B-PBT under visible light, attributed to hydrophilic modulation. Contact angle measurements (34.0° for O-PBT v.s. 59.5° for B-PBT) and photoelectrochemical analyses demonstrated enhanced interfacial water affinity, suppressed charge recombination and reduced charge-transfer resistance in O-PBT. This work decouples hydrophilicity effects from light-absorptive and morphological factors, establishing side-chain engineering as a critical strategy for optimizing interfacial reactivity and charge dynamics in organic photocatalysts.

CAS / MDL: 75464-52-7 564456-59-3
研究领域: 材料科学 · 能源科学
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ADVANCED MATERIALS · 2023 ·Vol. 35 ·期 16 ·2211004 · IF 29.4

Spacer-Engineered Ionic Channels in Covalent Organic Framework Membranes toward Ultrafast Proton Transport

Benbing Shi,Xiao Pang,Bohui Lyu,Hong Wu,Jianliang Shen,Jingyuan Guan,Xiaoyao Wang,Chunyang Fan,Li Cao,Tianhao Zhu,Yan Kong,Yawei Liu,Zhongyi Jiang

Side-chain engineering of covalent organic frameworks as advanced ion conductors is a critical issue to be explored. Herein, ionic covalent organic framework membranes (iCOFMs) with spacer-engineered ionic channel are de novo designed and prepared. The ionic channels are decorated with side chains comprising spacers having different carbon chain lengths and the –SO 3 H groups at the end. Attributed to the synergistic contribution from the spacers and the –SO 3 H groups, the iCOFM with moderate-length spacer exhibit the highest through-plane proton conductivity of 889 mS cm -1 at 90 °C.

研究领域: 材料科学 · 化学工程
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CHEMISTRY OF MATERIALS · 2017 · IF 9.466

Ladder-Type Dithienonaphthalene-Based Small-Molecule Acceptors for Efficient Nonfullerene Organic Solar Cells

Yunlong Ma,Meiqi Zhang,Yu Yan,Jingming Xin,Tao Wang,Wei Ma,Changquan Tang,Qingdong Zheng

Two novel small molecule acceptors (DTNIC6 and DTNIC8) based on a ladder-type dithienonaphthalene (DTN) building block with linear (hexyl) or branched (2-ethylhexyl) alkyl substituents are designed and synthesized. Both acceptors exhibit strong and broad absorption in the range from 500 to 720 nm as well as appropriate highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) levels. Replacing the linear hexyl chains with the branched 2-ethylhexyl chains has a large impact on the film morphology of photoactive layers. In the blend film based on DTNIC8 bearing the branched alkyl chains, morphology with well-defined phase separation was observed. This optimal phase morphology yields efficient exciton dissociation, reduced bimolecular recombination, and enhanced and balanced charge carrier mobilities. Benefited from these factors, organic solar cells (OSCs) based on PBDB-T:DTNIC8 deliver a highest power conversion efficiency (PCE) of 9.03% with a high fill factor (FF) of 72.84%. This unprecedented high FF of 72.84% is one of the highest FF values reported for nonfullerene OSCs. Our work not only affords a promising electron acceptor for nonfullerene solar cells but also provides a side-chain engineering strategy toward high performance OSCs.

研究领域: 材料科学 · 能源科学
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RSC Advances · 2016 ·Vol. 6 ·期 100 ·97783-97790 · IF 3.289

Functionalization of side chain terminals with fused aromatic rings in carbazole–diketopyrrolopyrrole based conjugated polymers for improved charge transport properties

Ying Sun,Qizan Huang,Xueqin Zhang,Xiaojing Ding,Pei Han,Baoping Lin,Hong Yang,Lingxiang Guo

In recent years, side chain engineering has been proven to play a critical role in the development of high performance conjugated polymers for organic electronics. Here, we report a new strategy to improve charge transport property through side chain functionalization. A series of carbazole–diketopyrrolopyrrole based conjugated polymers P1, P2 and P3 with different side chains have been designed and synthesized. For P2 and P3, a pyrene and carbazole unit were incorporated into the terminal of the alkyl side chain, respectively. Thermal properties, crystallinities, UV-vis absorptions, electrochemical properties as well as charge transport properties of the polymers were investigated in detail. Interestingly, results showed that incorporation of the fused aromatic ring into the side chain terminal not only changed the absorption and electrochemical properties, but also affected the charge transport properties. The pyrene and carbazole group in the side chain terminal significantly promoted aggregation of the polymer chains, which would provide short-range order for improved charge carrier mobility. Compared to the hole mobility (0.019 cm2 V−1 s−1) for polymer P1 with the whole alkyl chains, increased hole mobilities of 0.081 cm2 V−1 s−1 and 0.052 cm2 V−1 s−1 were achieved for polymer P2 and polymer P3, respectively. It is worthy to note that our strategy gives rise to no increment of the crystallinity of the polymer, being beneficial for the practical application of soft electronics since high crystallinity of the material usually leads to poor thin film uniformity and weak mechanical resilience. In this respect, we offer a promising tool to aid rational polymer design for enhanced charge transport property.

研究领域: 高分子化学 · 有机电子学 · 材料科学 · 半导体材料 · 光电功能材料
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MACROMOLECULAR CHEMISTRY AND PHYSICS · 2023 ·Vol. 224 ·期 24 ·2300105 · IF 2.5

Side Chain Engineering of Amphiphilic Conjugated Polymer Nanoparticles for Biofilm Ablation

Ren Jinghan,Cao Zhanshuo,Wang Minghui,Gao Dong,Xing Chengfen

Biofilm recalcitrance, which enables bacteria to survive deep within the body under antimicrobial treatment, leading to persistent infections by reducing the penetration of antimicrobials, remains a major challenge in the antibacterial field. Conjugated polymer-based nanoparticles with near-infrared (NIR) photo responsiveness have emerged as a promising class of photothermal agents for biofilm ablation. However, the development of CPNs has been limited due to dissociation of the nanoparticles synthesized through nanoprecipitation. In this study, surface-functionalized amphiphilic conjugated polymer-based nanoparticles with photothermal conversion capacity for pH-responsive targeting of bacteria are developed. The pH-sensitive properties of the nanoparticles promote their adhesion to negatively charged bacterial surfaces, resulting in accumulation in biofilms. This accumulation enhances the ablation efficiency of biofilms under the synergistic photothermal effect. The method of constructing functional amphiphilic conjugated polymer-based nanoparticles is simple to operate and can be used universally, providing a potential design option for biocompatible light-responsive nanoparticles for in vivo applications.

研究领域: 生物医学工程 · 材料科学 · 纳米技术 · 细菌学
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Molecular Catalysis · 2025 · IF 4.9

Side-chain engineering of quinone-amine polymers for high-efficiency H2O2 photosynthesis

Bo Sheng,Huaiming Zhang,Jiarui Li,Yunlong Wang,Jinzhao Wang,Feng Zhou,Jing Zhang

Beyond efficient charge separation, the overall efficiency of H 2 O 2 photosynthesis from water and O 2 is also limited by the kinetic mismatch between the water oxidation reaction (WOR) and the oxygen reduction reaction (ORR), which leads to an insufficient proton supply and low electron transfer density. To overcome this limitation, we incorporated proton-reservoir motifs into quinone-amine polymer (QAP)-based photocatalysts, thereby alleviating the kinetic imbalance between the two half-reactions. This approach suppressed the formation of superoxide (O 2 •− ) intermediates and facilitated the direct two-electron pathway for H 2 O 2 synthesis. Our results demonstrate that hydroquinone units and specific side-chain groups, such as hydroxyl, methoxy, and methyl, play a critical role in determining the photocatalytic H 2 O 2 production performance. Notably, the hydroxyl‑functionalized QAP exhibited a 5.3-fold higher H 2 O 2 production rate compared to its methyl-substituted analogue. Moreover, under an air atmosphere rather than pure O 2 , the hydroxyl‑modified QAP maintained high H 2 O 2 productivity with no significant decline, indicating efficient utilization of low-concentration O 2 . This robustness under ambient conditions enables continuous H 2 O 2 production without the need for external gas input. Our work underscores the significance of dual proton–electron regulation in enhancing the efficiency of photocatalytic H 2 O 2 synthesis.

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PROGRESS IN ORGANIC COATINGS · 2023 · IF 6.6

Manipulation of surface properties and long-term antibacterial performance of composite films via alkyl side chain engineering

Xinlei Wu,Jun Yao,Yingjie Guo,Sijia Zheng,Zhihai Cao

Construction of long-term antibacterial surfaces is highly challengeable but of great academic and social significance. Herein, a strategy integrating the foulant-release property with synergistically bactericidal action is designed to endow the surfaces with long-term antibacterial ability. To fulfill this design principle, quaternized fluoropolymer/Ag composite films (FP-Q x /Ag CFs) were conveniently fabricated via sequential miniemulsion polymerization and squeegeeing techniques. The crucial effect of the alkyl chain length of quaternary ammonium (QA) units on the particle properties and antibacterial ability of quaternized fluoropolymer/Ag nanocomposite particles (FP-Q x /Ag NCPs), as well as the surface properties, surface energy, underwater surface reconstruction, and antibacterial ability of FP-Q x /Ag CFs was disclosed. The long-term antibacterial performance of the FP-Q x /Ag CFs against both regular and multi-drug resistant bacteria depended on the alkyl chain length of QA units. The respective role of surface energy and surface rearrangement, as well as the synergistic bactericidal ability of FP-Q x /Ag CFs that could be manipulated by the alkyl chain length of QA units in the long-term antibacterial performance was decoupled to propose a comprehensive long-term antibacterial mechanism. Our work may guide the design of long-term antibacterial surfaces and provide an effective method to manipulate the property and performance of antibacterial surfaces via alkyl side chain engineering.

研究领域: 材料科学 · 化学工程 · 生物医学工程 · 纳米技术
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