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ACS Applied Materials & Interfaces · 2017 · IF 7.504

Self-Assembly of 1-Pyrenemethanol on ZnO Surface toward Combined Cathode Buffer Layers for Inverted Polymer Solar Cells

Xiang Cai,Tao Yuan,Xiangfu Liu,Guoli Tu

Solid alcohol 1-pyrenemethanol (PyM) was first introduced to modify the zinc oxide (ZnO) layer which is used in the inverted polymer solar cells (PSCs) as a cathode buffer layer (CBL). As a low-cost industrial product, the PyM can modify the surface defects and improve the electron mobility of ZnO CBL, which can be attributed to the self-assembly of PyM on the ZnO surface due to the hydrogen bonds and the conjugated structure in PyM. With a blend of PTB7:PC71BM as active layer, the device with ZnO/PyM CBL exhibited a notable power conversion efficiency (PCE) of 8.26%, which is better than that of control devices based on bare ZnO CBL (7.26%). With the addition of PyM, the device based on PTB7-Th:PC71BM showed a higher PCE of 9.10%, an obvious improvement from the 7.79% of control devices. There was no obvious change in device performance with the increase of PyM solution concentration, indicating that the device fabrications are thickness-insensitive. These results could be particularly useful in solution processing of buffer layer materials to high-efficiency organic solar cells.

研究领域: 材料科学 · 能源科学
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JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

Synthesis of polymer fluorescent probe by ring opening polymerization of ε ‒ caprolactone induced by 1 ‒ pyrene methanol and its recognition of Zn2+

Hong-Wei Di,Xing-Qiang Zhao,Xin-Ru Zhang,Jiangping Cao,Ya-Ting Wang,Hua He,Jun-Ling Dong,Chao Fan,Nan Zhang

With the development of industry, the treatment of industrial waste water containing metal ions has become a difficult problem in environmental governance. Polymer fluorescent probe is an effective method for identifying and enriching metal ions in waste water. The ring ‒ opening polymerization of ε ‒ caprolactone was initiated with 1 ‒ pyrene methanol as the initiator and the fluorescent group, and then it was chemically linked with the recognition group dimethylpyridine amine by 2‒chloroacetyl chloride to obtain the polymer fluorescent probe L. The chemical structure of polymer fluorescence probe L was confirmed by 1 H NMR. The recognition performance of polymer fluorescence probe L for metal ions was studied by fluorescence spectra. The results show that the polymer fluorescence probe L has specific recognition ability for metal ion Zn 2+ . By optimizing the optical properties, the selectivity and anti-interference ability of fluorescence probe L to Zn 2+ were improved. The linear recognition range of Zn 2+ is from 2 × 10 –6 mol ∙ L -1 to 9 × 10 –6 mol ∙ L -1 , and the detection limit is 6.38× 10 –7 mol ∙ L -1 . According to the plot curve of job, the complex ratio of Zn 2+ and probe L is 1 : 1. The fluorescence principle of coordination between dimethylpyridine amine (DPA) and zinc ion (Zn 2+ ) mainly involves the inhibition of photo induced electron transfer (PET) mechanism. In summary, probe L can be used to detect Zn 2+ in acetonitrile rapidly, so it has a certain application value in the identification and separation of metal ions in industrial waste water.

研究领域: 环境化学 · 高分子科学 · 分析化学 · 荧光传感器 · 重金属检测
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Chemosensors · 2025 ·Vol. 13 ·期 11 ·403 · IF 3.7

A Novel Pyrene-Based Fluorescent Probe for the Detection of Cu2+

Haixia Wang,Ning Xiao,Chen Zhou,Evgeny Kovtunets,Mingxin Luo,Chenyang Zou,Yining Wang,Jing Sun

A novel fluorescent probe (PYB) for selective and sensitive detection of Cu2+ions was rationally designed and synthesized via a multi-step organic reaction using pyrene as the fluorophore and salicylaldehyde-diethylenetriamine Schiff base as the recognition moiety. The structural characterization of PYB was confirmed by1H NMR,13C NMR, and high-resolution mass spectrometry (HRMS). Photophysical properties investigation revealed that the probe exhibited strong fluorescence emission at 362 nm in DMF/HEPES-NaOH buffer solution (v:v= 1:1, pH 7.4), which underwent a significant fluorescence quenching response (quenching efficiency up to 77%) upon the addition of Cu2+, attributed to the formation of a 1:1 PYB-Cu2+complex (binding constant K = 799.65 M−1). The probe showed excellent selectivity for Cu2+over other common metal ions (Ba2+, Na+, Mg2+, Zn2+, Cd2+, Ca2+, Mn2+, Pb2+, Hg2+, Fe3+, Co2+), with a low detection limit of 8.35 × 10−7M, which is well below the maximum allowable concentration of Cu2+in drinking water specified by the World Health Organization (WHO). Furthermore, a portable fluorescent test strip based on PYB was successfully fabricated, enabling rapid and visual detection of Cu2+under UV light. Fluorescence imaging experiments in living HepG2 cells demonstrated that PYB could penetrate cell membranes efficiently and realize the intracellular detection of exogenous Cu2+. These results collectively indicate that PYB holds great potential as a practical tool for Cu2+detection in environmental monitoring, food safety, and biological systems.

研究领域: 分析化学 · 环境监测 · 生物成像 · 传感器与探针 · 无机化学
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CHINESE JOURNAL OF POLYMER SCIENCE · 2017 ·Vol. 35 ·期 3 ·400-406 · IF 1.692

Fluorescent quantum yield of pyrene probe in ultrathin polymer films

Wei Wan-chu,Feng Shuo,Zheng Cai-xia,Liang Guo-dong,Zhu Fang-ming

The fluorescently labelled polymers including pyrene-labelled polystyrene (PyPS) and pyrene-labelled poly(methyl methacrylate) (PyPMMA) with narrow molecular weight distributions were synthesized by the atom transfer radical copolymerization (ATRCP) of styrene or methyl methacrylate with 1-pyrenemethyl methacrylate (PyMMA). The ultrathin PyPS and PyPMMA films with the thickness ranging from 30 nm to 400 nm supported on the quartz slides were prepared by spin-coating. The fluorescent quantum yield (QY) of the pyrene probe in the ultrathin polymer films was investigated by the photoluminescence spectrometer using an integrating sphere detector. The QY decreased with the reduction of film thickness in the sub-200 nm range.

研究领域: 材料科学 · 光学
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ANALYTICA CHIMICA ACTA · 2018 · IF 5.123

Multifunctional solid-state electrochemiluminescent chemosensors and aptasensor with free-standing active sites based on task-specific pyrene-terminated polymers via RAFT polymerization

Yuanhong Xu,Tao Chen,Jing Sun,Jingquan Liu

Based on the flexible molecular engineering technique of reversible addition-fragmentation chain transfer (RAFT) polymerization, various polymers carrying positive or negative charges and different terminal groups such as pyrene or tertiary amine were synthesized for fabricating multifunctional solid-state electrochemiluminescent (ECL) sensors. Accordingly, the chemosensors immobilizing the ECL probe or co-immobilizing the ECL probe and the coreactant were realized for the quantification of small molecules (e.g., tripropylamine , tetracycline), and an aptasensor was developed for the specific and sensitive lysozyme assay (limit of detection: 0.1 ng/mL). All of the sensors were realized via a simple design exploiting the π−π stacking and electrostatic interactions . It was confirmed that the proposed strategy is simple but universal for the fabrication of versatile ECL sensors that showed simplicity, cost-effectiveness, high sensitivity, long-term stability, and excellent reproducibility.

研究领域: 材料科学 · 分析化学 · 生物传感器 · 聚合物化学
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JOURNAL OF POLYMER RESEARCH · 2015 ·Vol. 22 ·期 11 ·1-8 · IF 1.92

Glass transition and quantum yield for fluorescent labelled polystyrene core-forming block in self-assembled nanomicelles of amphiphilic diblock copolymers

Wei Wan-Chu,Feng Shuo,Zheng Cai-Xia,Liang Guo-Dong,Gao Hai-Yang,Wu Qing,Zhu Fang-Ming

Amphiphilic fluorescent diblock copolymers containing a pyrene-labelled polystyrene (PyPS) block, PyPS-block-poly(acrylic acid) (PyPS- b -PAA) and PyPS-block-poly(ethylene oxide) (PyPS- b -PEO) were synthesized by atom transfer radical polymerization (ATRP). All resultant diblock copolymers and intermediates were characterized by nuclear magnetic resonance (NMR) spectroscopy and gel permeation chromatography (GPC). PyPS- b -PAA in water and PyPS- b -PEO in water or ionic liquid 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)-imide ([EMIM][TFSI]) can self-assemble into spherical nanomicelles with diameters less than 100 nm. Glass transition and fluorescent quantum yield of the core-forming PyPS block confined in the self-assembled spherical nanomicelles were investigated by fluorescence spectroscopy. A dramatic reduction of glass transition temperature ( T g ) of the PyPS block within PyPS- b -PEO nanomicelles was observed relative to PS or PyPS bulk. However, in aqueous dispersions, the PyPS block within PyPS- b -PAA nanomicelles exhibited an analogous T g near to PS or PyPS bulk. Moreover, the fluorescent quantum yield of the PyPS block within the self-assembled nanomicelles in aqueous dispersions is much higher than that of PyPS- b -PEO in toluene solution as well as its bulk.

研究领域: 高分子化学 · 材料科学
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SENSORS AND ACTUATORS B-CHEMICAL · 2015 · IF 4.097

A fluorescent probe capable of discriminately and simultaneously detecting dl-dithiothreitol and single sulfhydryl-containing thiols

Sihua Guo,Fangyuan Zheng,Fang Zeng,Shuizhu Wu

dl -Dithiothreitol (DTT) is used mainly in clinical and laboratorial fields. It also participates in several cellular mechanisms and can be used in some diseases treatment like cystinosis or medical conditions resulting from ion or metal toxicity. Hence, DTT detection in biological milieu is of great significance. However, most of the current fluorescent detection systems cannot discriminate DTT from single sulfhydryl-containing biothiols. Herein, a fluorescent probe for DTT has been synthesized by linking maleimide to a pyrene fluorophore. It responds to DTT or single sulfhydryl-containing thiols at different emission bands, affording it the capability to discriminately detect DTT from those thiols with single SH. The probe responds to dithiothreitol quickly and shows high selectivity through excimer emission of pyrene moieties. As for the fluorescence intensity of the probe versus DTT concentration, two linear ranges (0–3 and 4.5–6.0   μM) can be observed, and the detection limit for DTT is 0.07   μM. Furthermore, the probe exhibits low cytotoxicity and can be successfully used in fluorescence imaging in both L929 and Hela cell lines.

研究领域: 分析化学 · 生物医学 · 分子生物学
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EUROPEAN POLYMER JOURNAL · 2015 · IF 3.005

Graphene/tri-block copolymer composites prepared via RAFT polymerizations for dual controlled drug delivery via pH stimulation and biodegradation

Zhongqian Song,Yuanhong Xu,Wenrong Yang,Liang Cui,Jizhen Zhang,Jingquan Liu

A novel tri-block copolymer poly(oxopentanoate ethyl methacrylate)-block-poly(pyridyl disulfide ethyl acrylate)-block-poly(ethylene glycol acrylate) [poly(OEMA-b-PDEA-b-PEGA)], retaining active keto groups and pyridyl disulfide (PDS) side functionalities, was synthesized as a drug delivery vehicle using reversible addition–fragmentation chain transfer (RAFT) polymerization method. One mimic drug pyridine-2-thione (PT) was introduced into the monomer, PDEA for copolymerization. The other mimic drug O-benzylhydroxylamine (BHA) was conjugated with tri-block copolymer via efficient oxime coupling chemistry, followed by the attachment onto graphene via π–π stacking interaction to obtain a graphene/tri-block copolymer composite. 1 H NMR, UV–vis absorption spectroscopy, fluorescence spectroscopy, gel permeation chromatography (GPC), atomic force microscope (AFM) and transmission electron microscope (TEM) were used to verify the successful step-wise preparation of the tri-block copolymer and drug loaded composite. In vitro release behaviors of BHA and PT from graphene/tri-block copolymer composite via dual drug release mechanisms were investigated. BHA can be released under acid environment, while PT will be released in the presence of reducing agents, such as dithiothreitol (DTT) or glutathione (GSH). It can be envisioned that this novel composite could be exploited as a novel intracellular drug delivery system via dual release mechanisms.

研究领域: 材料科学 · 聚合物化学 · 药物传递系统 · 纳米技术
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Journal of Physical Chemistry C · 2021 · IF 4.126

Pyrene-Containing Polymer-Supported Cu/TEMPO Catalytic Systems: Aromatic Stacking-Enhanced Cooperative Catalysis

Tianyou Chen,Wei Xiao,Zihao Wang,Pengfei Gan,Changfeng Yi,Zushun Xu

Noncovalent immobilization of discrete molecular species on polymer supports is a unique approach to engineer multifunctional cooperative catalysts. Here we devise a modular strategy for the construction of polymer-supported Cu/2,2,6,6-tetramethyl-1-piperidine-N-oxyl (TEMPO) catalytic systems by using hydrophobic interactions and aromatic stacking interactions. Polymer-supported Cu/TEMPO catalysts prepared by nanoprecipitation exhibit excellent catalytic activities for aerobic oxidation of benzyl alcohol, which can be tailored by the type of aromatic moieties, effective constituent ratios, and polymer compositions. We found that strong aromatic stacking interactions and the use of pyrene-containing polymers are crucial to enhance cooperativity. This modular strategy is promising for the immobilization of multifunctional cooperative catalysts with excellent catalytic activities and has potential for the engineering of other heterogeneous multifunctional catalysts.

研究领域: 化学工程 · 材料科学
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Analytical Methods · 2023 ·Vol. 16 ·期 2 ·179-188 · IF 3.1

Ion imprinted polymers integrated into a multi-functional microfluidic paper-based analytical device for trace cadmium detection in water

Jingfang Hu,Linzhe Wang,Yu Song,Yansheng Li,Yu Shen,Guowei Gao,Lei Qin,Jianfeng Wu,Ashok Mulchandani

A novel multi-functional microfluidic paper-based analytical device (μPAD) integrated with ion imprinted polymers (IIPs) was proposed for specific, portable and low-cost detection of cadmium (Cd(II)) in water. The IIP was grafted on paper and integrated into the μPAD for separation of Cd(II) through multi-layer design. The paper-based screen printed carbon electrode (pSPCE) modified with reduced graphene oxide was fabricated and combined with the μPAD for electrochemical sensing of the separated Cd(II). Reduced graphene oxide (rGO) was prepared via electroreduction on the working electrode surface of the pSPCE (rGO/pSPCE), which provided a sensitization effect with an improved signal for Cd(II) detection. The μPAD developed with the integrated IIP and combined with rGO/pSPCE is able to detect Cd(II) with a linear range from 1 ng ml−1 to 100 ng ml−1 and a detection limit of 0.05 ng ml−1. The accuracy of this μPAD was evaluated with spiked real water samples and compared with that of the inductively coupled plasma mass spectrometry (ICP-MS) method, from which the recovery values ranged from 96.5% to 114.2% with RSDs <10% between the two methods. This μPAD demonstrated its advantages of low-cost, portability, and suitability for highly sensitive detection of Cd(II), making it a valuable tool for on-site analysis.

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