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ACS Applied Polymer Materials · 2022 · IF 4.855

Structural Polyfluorene Derivative Nanocarriers with Promising Fluorescence Emission and Antifouling Properties

Liangliang Zhu,Zejian He,Yifan Zhang,Moontarij Jahan Orvy,Jintao Yang,Mi Zhou,Dong Zhang

Herein, a zwitterionic PF-based copolymer, polyfluorene-a-polybenzothiadiazole-g-polycaprolactone-b-poly[3-dimethyl(methacryloxyethyl)-propaneammoniumsulfonate] [PF-a-PBTH-g-(PCL-b-PDMAPS)], was synthesized by combining multiple polymerization techniques and further quaternization. The resultant copolymer with optimized structures (P5) was able to form stabilized unimolecular micelles in an aqueous solution with a diameter of approximately 110 nm. The unique donor–acceptor structure between fluorene and benzothiadiazole group along the conjugated main chains endows copolymers with yellow-green fluorescence, while the PDMAPS chains with a unique zwitterionic nature enabled not only to enhance water solubility, drug loading efficiency (DLE), and drug loading capacity (DLC) of the whole copolymers but also to present promising antifouling property by preventing nonspecific protein/bacteria adhesion. Further in vivo and in vitro experiments demonstrate that the resultant P5 micelles also present lower cytotoxicity and efficient cellular uptake with the incubation of HeLa and HUVEC cells, which tends to prolong the circulation time of drugs. Our work not only provides a rational combination of zwitterions and polyfluorenes to significantly enhance the water solubility of hydrophobic fluorophores but also exhibits the potential of promising bioimaging for dual stimuli-responsive micelles in vitro (simulated body fluids) and in vivo (open).

研究领域: 材料科学 · 生物医学工程 · 药剂学
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CHINESE JOURNAL OF POLYMER SCIENCE · 2015 ·Vol. 34 ·期 2 ·229-241 · IF 1.835

Electrosynthesis, characterization and optical sensing application of amino acid functionalized polyfluorene

Zhang Hui,Zhang Ge,Xu Jing-kun,Wen Yang-ping,Ding Wan-chuan,Zhang Jie,Ming Shou-li,Zhen Shi-jie

An amino acid side chain functionalized polyfluorene derivative poly[ N -(9-fluorenylmethoxycarbonyl)-glycine] (P9FG) was facilely electrosynthesized and characterized, and the structure, properties and optical sensing application of the obtained polymer were described and discussed. The electropolymerization occurred at C 2 and C 7 positions of fluorene units, and amino acid side chain groups were not cleaved from polyfluorene backbone in mixed electrolytes of boron trifluoride diethyl etherate and dichloromethane. Thermal analysis demonstrated good thermal stability of P9FG. Fluorescent spectra indicated that P9FG was a good blue light emitting material that could be employed as optical sensors. The soluble P9FG as a turn-off fluorescent sensor could realize the detection of Fe 3+ , Cu 2+ and Cr 2 O 7 2- , respectively. In addition, P9FG as a turn-off ultraviolet sensor could realize the detection of Cu 2+ while as turn-on ultraviolet sensors could also realize the determination of Fe 3+ and Cr 2 O 7 2- , respectively. All results indicate that P9FG is a promising candidate for optical sensing.

CAS / MDL: 28920-43-6
研究领域: 材料科学 · 分析化学
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ACS Applied Polymer Materials · 2025 · IF 4.7

Impact of the Donor–Acceptor Structure on Photocatalytic Hydrogen Generation by Polyfluorene Polymer Dots

Zhipeng Huang,Yuyang Wu,Chenhao Yu,Zhe Wang,Chengrong Jin,Zongjun Li,Shengyan Yin

Organic semiconductor polymers have garnered significant attention within the realm of photocatalytic hydrogen generation. Researchers have designed numerous schemes to enhance the efficiency of hydrogen generation by leveraging the tunable properties of their main chains. The donor–acceptor (D–A) strategy is a recognized approach for tuning the photoelectric properties of polymer semiconductors; however, its application within organic photocatalytic hydrogen generation demands thorough investigation. Here, we use the polyfluorene derivatives to study the effect of the D–A structure on hydrogen generation properties. After these polymers were prepared into polymer dots (Pdots) through the nanoprecipitation method, they exhibited excellent hydrogen generation properties. We found that PFO-Pdots obtained a hydrogen generation rate of 0.74 mmol g–1 h–1, and PFBT-Pdots with the D–A structure had about three times the hydrogen generation rate (2.23 mmol g–1 h–1) of PFO-Pdots, while PFVA-Pdots in the presence of the D–D structure obtained only one-half of the hydrogen generation rate (0.34 mmol g–1 h–1) of PFO-Pdots. These results indicated that the D–A structure plays a critical role in enhancing the photocatalytic hydrogen generation performance of organic semiconductor polymers. This will motivate organic polymers to take advantage of their structural tunability and enable further development in the field of photocatalytic hydrogen generation.

研究领域: 材料科学 · 能源化学 · 有机光电材料
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Polymer Chemistry · 2017 ·Vol. 8 ·期 44 ·6720-6732 · IF 5.375

Pyridine-incorporated alcohol-soluble neutral polyfluorene derivatives as efficient cathode-modifying layers for polymer solar cells

Guiting Chen,Sha Liu,Zhicai He,Hong-Bin Wu,Wei Yang,Bin Zhang,Yong Cao

A class of novel alcohol-soluble conjugated polymers with pyridine incorporated at the side chains of fluorene scaffolds is developed and used as cathode interfacial layers (CILs) for both conventional and inverted polymer solar cells (PSCs). The pyridine group can endow these polymers with solubility in methanol (MeOH) in the presence of trace acetic acid (AcOH), which is beneficial for the realization of PSC fabrication by low-cost solution processing without interfacial mixing. In addition, the pyridine group can not only build interfacial dipoles at the CIL/cathode interfaces, leading to reduced cathode work functions and improved open-circuit voltages, but also n-dope the fullerene acceptors, which decreases the interfacial energy loss at the cathode side. As a result, for conventional PSCs based on poly[N-9′′-heptadecanyl-2,7-carbazole-alt-5,5-(4′,7′-di-2-thienyl-2′,1′,3′-benzothiadiazole)] (PCDTBT):[6,6]-phenyl C71-butyric acid methyl ester (PC71BM), these resulting polymers can increase the power conversion efficiency (PCE) from 5.38% (without any CIL) and 5.50% (with MeOH/AcOH treatment) to 6.54%–6.97%. For the inverted PSCs based on poly[4,8-bis(2-ethylhexyloxyl)benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl-alt-ethylhexyl-3-fluorothieno[3,4-b]thiophene-2-carboxylate-4,6-diyl] (PTB7):PC71BM, these resulting polymers can improve the PCE from 3.64% (without any CIL) and 4.25% (with MeOH/AcOH treatment) to 7.21%–7.96%. Therefore, these pyridine-functionalized polymers are promising candidates as CILs for high-performance PSCs.

研究领域: 材料科学 · 能源科学
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JOURNAL OF ELECTROANALYTICAL CHEMISTRY · 2023 · IF 4.5

Rational design of semiconducting polymer poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(6-{4-ethyl-piperazin-1-yl}-2-phenyl-benzo{de}isoquinoline-1,3-dione)] for highly selective photoelectrochemical assay of p-phenylenediamine

Kangdi Guan,Ziwei Zhang,Qiang Zhang,Pinghua Ling,Feng Gao

Herein, this paper reports a simple and label-free photoelectrochemical (PEC) sensor based on the organic semiconducting conjugated polymer-polyfluorene derivative, poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(6-{4-ethyl-piperazin-1-yl}-2-phenyl-benzo{de}isoquinoline-1,3-dione)] (PFNA). The PFNA was designed and obtained the lowest unoccupied molecular orbital (LUMO)/highest occupied molecular orbital (HOMO) values via spectral characterizations. The PFNA modified electrode produced a stable and enhanced photocurrent signal under white light irradiation at a bias of −0.1 V in phosphate buffer solution. A sensitive increment of the photocurrent was observed with the addition of p -phenylenediamine ( p -PD). A possible mechanism for this photoelectrochemical process including the photoexcitation of the polymer, electron injection from polymer toward the electrode, and the hole-scavenging process by the reductants were studied. The π bond in the polymer might facilitate the photoelectrochemical process owing to the enhanced electronic coupling between the polymer and the reductants. A PEC analysis on p -PD has been carried out to evaluate the photoelectrochemical performances of the modified electrode, which presents the wide linear ranges of 0.2–400 μM, with a lower detection limit of 0.13 μM. This work reports the PEC performance of organic semiconducting conjugated polymer-polyfluorene derivative, which would promote more efficient photoelectrochemical design of sensors and devices.

研究领域: 分析化学 · 材料科学 · 生物医学工程
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