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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2024 · IF 4.9

Preparation of Langmuir-Blodgett composite films based on Bisphenol fluorene and Epoxy bisphenol fluorene with photovoltaic properties

Xiujuan Liu,Na Li,Tianyue Zhao,Qing Li,Zihe Lu,Ze Chen,Bo Feng,Tifeng Jiao

The Langmuir-Blodgett (LB) technique can be used to obtain highly ordered arrangement and assembly of high polymer molecular chains , and the obtained LB films exhibit the controllable structures and special physicochemical properties . Here, we successfully prepared the composite LB films based on bisphenol fluorene (BPF) and epoxy bisphenol fluorene (DGPF) by LB technique, as well as explored the microstructures of the composite LB films by atomic force microscopy (AFM) and transmission electron microscopy (TEM). The different aggregation states of various dye molecules in the composite LB films are investigated by UV–vis. Interestingly, the composite LB film electrodes exhibit promising photoelectrochemical properties. In particular, BPF/MB and DGPF/MB LB films show better photoelectric conversion efficiency. It is attributed to the ordered arrangement of BPF and DGPF and their effective aggregation with dye molecules, which improves the light absorption ability and charge transfer efficiency of the materials. Therefore, the prepared LB films based on the synthetic polymers BPF and DGPF are expected to play an important role in microelectronics.

CAS / MDL: 81-88-9 477-73-6
研究领域: 材料科学 · 物理化学 · 微电子学
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Chemosensors · 2023 ·Vol. 11 ·期 1 ·53 · IF 4.2

A Fast and Robust Third-Order Multivariate Calibration Approach Coupled with Excitation–Emission Matrix Phosphorescence for the Quantification and Oxidation Kinetic Study of Fluorene in Wastewater Samples

Xiang-Dong Qing,Xiao-Hua Zhang,Rong An,Jin Zhang,Ling Xu,Ludovic Duponchel

Human activity today produces a large number of pollutants that end up in the environment, such as soil, water, and airborne particles. The first objective of this work is to introduce a new third-order multivariate calibration approach called self-weighted alternating quadrilinear decomposition (SWAQLD) for the analysis of organic pollutant of fluorene (FLU) in different water systems. One simulated and two real four-way data sets are used to study the potential of the proposed approach in comparison with two classical algorithms, namely alternating quadrilinear decomposition (AQLD) and parallel factor analysis (PARAFAC). The results of simulated data show that SWAQLD inherits the advantages of PARAFAC in terms of not only tolerance to experimental noise but also a fast convergence and a certain robustness to overestimation of the rank of the models from AQLD. The second objective of this work is to propose a new way of generating third-order data using excitation–emission matrix phosphorescence (EEMP) at room temperature for the study of the kinetic process of oxidation of FLU in complex chemical systems. The obtained rate constant and half-life of the FLU oxidation, on average, are 0.015 min−1and 45.5 min for free-interference water and 0.017 min−1and 40.0 min for wastewater, respectively. Research results show that SWAQLD coupled with EEMP allows the quantification and kinetic monitoring of FLU in analytical conditions of different complexities with excellent robustness to the choice of the number of model components.Keywords:third-order multivariate calibration;SWAQLD;AQLD;PARAFAC;phosphorescence;fluorene;wastewater

CAS / MDL: 86-73-7 67-56-1
研究领域: 分析化学 · 环境科学
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JOURNAL OF MOLECULAR LIQUIDS · 2024 · IF 5.3

Optimization of solvent cooling crystallization process for separating phenanthrene from 9-fluorenone by COSMO-RS and solubility calculation approach

Lei Tian,Mengni Pan,Cuiping Ye,Hongbo Hao,Wenying Li

Phenanthrene (Phe) and fluorene (Flu) are crucial chemical intermediates with applications in materials, medicine, and pesticides. However, conventional separation methods struggle to effectively isolate phenanthrene from fluorene due to their similar physical properties. To address this challenge, a reaction–separation coupling technique was employed to convert fluorene into 9-fluorenone (9-Fluo), followed by the separation of phenanthrene from 9-fluorenone using solvent-cooling crystallization. Initially, the relative solubilities of phenanthrene and 9-fluorenone in 2072 solvents were calculated using COSMO-RS for preliminary screening. Among various conventional short-chain aliphatic alcohols and low-carbon saturated hydrocarbons, methanol, and cyclohexane were identified as the most effective solvents based on their solubility selectivity (SS). The molecular interactions between phenanthrene or 9-fluorenone and these solvents were analyzed using theoretical methods such as σ-potential/profile, infinite dilution activity coefficients in COSMO-RS, and Hansen solubility parameters, with further confirmation from FTIR tests. The optimal liquid–solid ratios were determined using both phase diagram measurements and solubility calculations. The reaction conversion of fluorene to 9-fluorenone was complete regardless of the raw material used. Phenanthrene and 9-fluorenone were effectively separated using methanol and cyclohexane with optimum liquid–solid mass ratios of 1.6:1 and 2.8:1, respectively. In the model mixture, the contents of phenanthrene and 9-fluorenone exceeded 98 wt%, with yields above 91 wt%. For anthracene residue, the content of 9-fluorenone reached 93.98 wt% with a yield of 84.52 wt%, while its content was only 76.58 wt% due to the accumulation of other components in phenanthrene.

研究领域: 化学工程 · 材料科学
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HIGH PERFORMANCE POLYMERS · 2020 · IF 1.568

High-solubility aromatic polyesters with fluorene and phthalein groups: Synthesis and property

Xing-Hua Guan,He-Ran Nie,Hong-Hua Wang,Ji-Yong Zhao,Zhi-Peng Wang,Rui Wang,Bao-Feng Liu,Guang-Yuan Zhou,Qiang Gu

A series of aromatic polyesters bearing fluorene and phthalein groups were synthesized from commercially available 9,9-bis(4-hydroxyphenyl)fluorene (BPF), phenolphthalein, and terephthaloyl chloride through an interfacial polymerization method. The microstructure, molecular weight, morphology, thermal properties, and thermal decomposition mechanism of these aromatic polyesters were investigated. Their mechanical properties were also evaluated. The results suggested that the copolymer compositions were approximately equal to the feed compositions. Moreover, the increase in the BPF unit content increased the glass transition and weight loss temperatures of the aromatic polyesters, owing to the strong rigidity of the bulky fluorene group. All the polymers were amorphous and exhibited good solubility in common organic solvents. Hence, the synthesized polymers could be easily cast into flexible films. The copolymer film samples exhibited better mechanical properties than those of the homopolymers. The tensile strength, Young’s modulus, and elongation at break of the polymers first increased gradually, and then decreased with increasing BPF content. Notably, the copolymers exhibited the best mechanical properties at the BPF content range 30–50%. Owing to their characteristics, these synthesized polymers show great potential for application as high performance membrane materials.

研究领域: 材料科学 · 高分子化学
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POLYMER INTERNATIONAL · 2020 ·Vol. 70 ·期 3 ·282-287 · IF 2.574

Reinforcement of poly(ether ketone) by introducing fluorene groups and their effect on thermal and mechanical properties

Jiaxin Wei,Yingshuang Shang,Da Xu,Zhaoyang Wang,Zilong Jiang,Yanwei Gao,Haibo Zhang

A series of novel poly(ether ketone) copolymers with different contents of fluorene groups were synthesized. The effects of fluorene group content on the thermal and mechanical properties of poly(ether ketone) copolymers were investigated. The introduction of a low content of fluorene groups can lead to an increase in glass transition temperature, thermal stability and heat deflection temperature. Among them, the heat deflection temperature of 10% fluorene-containing poly(ether ketone) copolymers (PEK-FD10) increases from 178 °C (pure poly(ether ketone)) to 196 °C, which means that the material has a higher heat resistance rating. Compared with poly(ether ketone)s, these copolymers have excellent mechanical properties. When the content of fluorene groups is only 2% (PEK-FD2), the strength is significantly improved. And the flexural strength of PEK-FD2 is 149.3 MPa, which is 12% higher than that of poly(ether ketone). It is worth noting that the fracture toughness and impact toughness are also increased significantly. The strain at break of PEK-FD2 is up to 88% and the impact toughness of PEK-FD2 is 54.6 J m −1 . This suggests that the introduction of minute contents of fluorene groups can simultaneously increase the strength and toughness. © 2020 Society of Industrial Chemistry

CAS / MDL: 3236-71-3
研究领域: 材料科学 · 高分子化学
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Acta Biomaterialia · 2022 · IF 10.633

Synthesis of enzyme-responsive theranostic amphiphilic conjugated bottlebrush copolymers for enhanced anticancer drug delivery

Fangjun Liu,Dun Wang,Miao Zhang,Liwei Ma,Cui-Yun Yu,Hua Wei

Synthesis of polyfluorene (PF) based theranostic amphiphilic copolymers with simultaneously high drug loading efficiency and tumor microenvironment-specific responsiveness for promoted intracellular drug release and enhanced cancer therapy has been rarely reported likely due to the lack of efficient synthetic approaches to integrate these desirable properties. In this work, we recorded the successful preparation of well-defined theranostic amphiliphilic bottlebrush copolymers composing of fluorescent backbone of PF and tunable enzyme-degradable side chains of polytyrosine (PTyr) and POEGMA by integrating Suzuki coupling , NCA ROP and ATRP techniques. Notably, the resulting copolymer, PF 25 - g -(PTyr 26 - b -(POEGMA 28 ) 2 (P 4 ) with two branched POEGMA brushes tethered to one PTyr termini for each unit could form steady unimolecular micelles with higher fluorescence quantum yield of 18.3% in aqueous and greater entrapment efficiency (EE) of 91.0% for DOX ascribed to the efficient π–π stacking interactions between PTyr blocks and drug molecules and the unique structure of branched hydrophilic brushes with a moderate chain length. DOX@P 4 micelles revealed visualization of intracellular trafficking and accelerated drug release due to the enzyme-triggered degradation of PTyr blocks with proteinase K and subsequent deshielding of POEGMA corona for micelle destruction. In vitro and In vivo animal study further verified the intensive therapeutic efficiency with attenuated systematic toxicity. Taken together, we provided a universal strategy toward multifunctional polymeric delivery vehicles based on conjugated PF and biocompatible and degradable polypeptide by integratied Suzuki coupling and NCA ROP, and identified the branched structure of hydrophilic brushes for better performance of bottlebrush copolymers-based micelles for drug delivery applications. Statement of significance Synthesis of polyfluorene (PF)-based theranostic amphiphilic copolymers with simultaneously high drug loading efficiency and tumor microenvironment-specific responsiveness for promoted intracellular drug release and enhanced cancer therapy has been rarely reported likely due to the lack of efficient synthetic approaches to integrate these desirable properties. We reported herein successful preparation of enzyme-responsive theranostic amphiliphilic bottlebrush copolymers with simultaneously high drug loading efficiency and tumor microenvironment-specific responsiveness for enhanced chemotherapy in vivo . This study therefore not only developed a universal strategy for the construction of multifunction polymeric vehicles based on the conjugated polymer of PF and degradable polypeptide by integrated Suzuki coupling and NCA ROP, but also emphasized the better stability of micelles endowed by the branched hydrophilic brushes than linear ones.

研究领域: 高分子化学 · 生物医学工程 · 癌症治疗
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Nanoscale · 2019 ·Vol. 11 ·期 14 ·6610-6619 · IF 6.97

From fluorene molecules to ultrathin carbon nanonets with an enhanced charge transfer capability for supercapacitors

Xiaojun He,Xiaoyu Xie,Jingxian Wang,Xiufang Ma,Yuanyang Xie,Jing Gu,Nan Xiao,Jieshan Qiu

It is a big challenge to synthesize ultrathin carbon nanonets with an enhanced charge transfer capability for high-performance energy storage devices. Herein, ultrathin carbon nanonets (UCNs) were successfully synthesized for the first time from fluorene, a typical aromatic molecule, by a template strategy for supercapacitors. The formation mechanism of UCNs was determined using Density Functional Theory and Materials Studio, in which the fluorene-derived radicals were assembled into UCNs in the template-confinement space with the assistance of KOH. The as-made UCNs feature interconnected high-conductivity net-like architectures with enhanced charge transfer capability, evidenced by their high capacitance, excellent rate performance and cycling stability for symmetrical supercapacitors in a KOH electrolyte. This finding may provide a significant step forward in understanding the formation mechanism of graphene-like materials from more complicated aromatic hydrocarbon molecules, and our work may draw wide attention in the fields of aromatic chemistry and carbon-based energy storage materials.

CAS / MDL: 86-73-7
研究领域: 材料科学 · 能源存储技术 · 芳香化学
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MICROCHEMICAL JOURNAL · 2025 · IF 5.1

Multi-wavelength and multicolor immunoassay for sensitive detection of fluorene based on silver deposition on the surface of gold nanorods

Xingping Zhang,Bin Qiao,Yansong Li,Yu Zhou,Hualin Yang

Fluorene, a kind of polycyclic aromatic hydrocarbons (PAHs), was harmful to human health. In this work, a multi-wavelength and multicolor immunoassay was established for detecting fluorene based on the gold nanorods (AuNRs) growth. In the target recognition, fluorene was recognized by monoclonal antibody (McAb) through a competitive immune response. Then, the alkaline phosphatase-labeled Goat anti-Mouse IgG (ALP-IgG) as secondary antibody was used to combine with McAb. In signal output, ALP-IgG was used to catalyze 4-aminophenylphosphate to 4-aminophenol which can reduce Ag(I) to Ag(0). Then, the Ag(0) can deposit on the surface of AuNRs to cause the AuNRs growth. Along with the AuNRs growth, the absorption wavelength of the AuNRs was blue shifted and the color changed accordingly. The linear range of this immunoassay for fluorene was 0.063–4.000 ng/mL with the limit of detection (LOD) of 0.035 ng/mL. This immunoassay had excellent selectivity for fluorene according to the fact that it can distinguish fluorene among 16 PAHs. Meanwhile, this proposed immunoassay had a potential to detect fluorene in different water samples with satisfactory recovery rates (83 %–96 %).

研究领域: 分析化学 · 环境科学 · 生物技术
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ACS Applied Materials & Interfaces · 2017 · IF 7.504

Self-Assembled Conjugated Polymer/Chitosan-graft-Oleic Acid Micelles for Fast Visible Detection of Aliphatic Biogenic Amines by “Turn-On” FRET

Haoquan Zhong,Chunchen Liu,Wenjiao Ge,Runcang Sun,Fei Huang,Xiaohui Wang

A fluorescent “turn-on” sensor for fast measurement of aliphatic biogenic amines (BAs) was developed based on fluorescent carboxylated polyfluorene (PFTBTCOOH)/chitosan-graft-oleic acid (CS-graft-OA) micelles. In this system, biobased CS-graft-OA micelles, prepared by graft modification of CS with OA, serve as the vector of the hydrophobic fluorescent probe. Bright turn-on fluorescence was achieved by the intermolecular fluorescence resonance energy transfer of the encapsulated PFTBTCOOH, driven by the formation of an electrostatic complex with aliphatic BAs, which facilitate visual identification. The peak intensity ratio of the PFTBTCOOH/CS-graft-OA micelles toward an increasing amount of aliphatic BAs was calibrated, giving a linear relationship. The fluorescence response of PFTBTCOOH/CS-graft-OA micelles to aliphatic BAs in milk and yogurt matrixes reaches a detection concentration as low as 10 μM, showing that the PFTBTCOOH/CS-graft-OA micelle solution is a potential chemosensor for fast and selective detection of trace aliphatic BAs, which is of great significance to public health and food safety.

研究领域: 分析化学 · 食品安全 · 材料科学
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Polymers · 2021 ·Vol. 13 ·期 18 ·3053 · IF 4.329

Microstructure and Electrical Properties of Fluorene Polyester Based Nanocomposite Dielectrics

Wenchao Zhang,Kuo Zhao,Feng Guan,Jinghua Yin,Yu Feng,Jialong Li,Yanpeng Li

As a new type of dielectric material, the low dielectric constant and corona resistance life of fluorene polyester (FPE) restricts the range of its applications. In order to simultaneously achieve a high dielectric constant and the long corona aging lifetime of FPE, SiO2nanoparticles were chosen as additive to prepare FPE-based composite films. The microstructure of the composite film was characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), infrared spectroscopy (IR) and small-angle X-ray scattering (SAXS). The dielectric performances of the composites, including the dielectric constant, breakdown strength and corona resistance lifetime, were investigated. The results show that the introduced SiO2does not destroy the structure of the FPE molecular chain and that it increases the thickness of the filler-matrix interface. The dielectric constant of SiO2/FPE composites increased from 3.54 to 7.30 at 1 Hz. Importantly, the corona resistance lifetime increased by about 12 times compared with the pure FPE matrix. In brief, this work shows what possibilities there might be when considering the potential applications of high-strength insulating materials.Keywords:dielectric;fluorene polyester;composite film;corona aging lifetime

研究领域: 材料科学 · 电气工程
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INTERNATIONAL JOURNAL OF HYDROGEN ENERGY · 2022 · IF 7.139

Remarkable hydrogen properties of MgH2 via combination of an in-situ formed amorphous carbon

Han Yu,Ying Cheng,Yaokun Fu,Lu Zhang,Sanyang Guo,Yuan Li,Wei Zhang,Shumin Han

Carbon-based materials have been proposed as an ideal medium to reduce the reaction energy barriers and improve the (de)hydrogenation kinetics of magnesium-based hydrogen storage material (MgH 2 ) in term of their excellent dispersion. However, tedious preparation process and uneven distribution of carbon restrict the application. Therefore, in this paper, we cover MgH 2 by in-situ formed amorphous carbon via a facile approach of co-sintering Mg with fluorene followed by hydriding combustion and ball milling processes, named as MgH 2 -carbonization product of fluorene (MgH 2 -CPF). As a result, the MgH 2 -CPF composite prepared at 823 K initially dehydrogenates at 557 K, 94 K lower than the as-milled MgH 2 (651 K). Meanwhile, the composite can release 5.67 wt% H 2 within 1000 s at 623 K. Even at a lower temperature of 423 K, the MgH 2 -CPF composite still reabsorbs 5.62 wt% H 2 within 3600 s, while the as-milled Mg can hardly absorb hydrogen under a same condition. Furthermore, by addition of CPF, the apparent activation energy of the system is decreased from 161.2 kJ/mol to 87.2 kJ/mol. Our finding suggests that the carbon layer can keep the MgH 2 from aggregation, promote hydrogen transport and improve the efficiency of hydrogen absorption and desorption.

CAS / MDL: 7439-95-4
研究领域: 材料科学 · 氢储存 · 能源材料
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JOURNAL OF POLYMER SCIENCE · 2021 ·Vol. 59 ·期 4 ·329-339 · IF 0

Novel low-dielectric constant and soluble polyimides from diamines containing fluorene and pyridine unit

Mengjie Hu,Haiquan Chen,Mengxia Wang,Gang Liu,Chunhai Chen,Guangtao Qian,Youhai Yu

Polyimides (PI's) with low-dielectric constant and excellent organic solubility have broad application prospects in the electronic field. Herein, this study designed a series of novel, low dielectric, organic soluble PI films by creatively introducing fluorene and pyridine ring into diamine monomers. Because of the noncoplanar structure of fluorenyl and the polarization of pyridine ring, PI films achieved a low-dielectric constant (2.22–3.09 at 10 MHz) and excellent organic solubility. Even in some organic solvents with low-boiling points, these PI films still exhibited outstanding solubility. In addition, all the films possessed high-tensile strength (≈120 MPa) and excellent optical transparency (>70%, 450 nm). It was worth noting that the glass transition temperature of films was all above 280°C and 5% weight loss temperature ( T 5% ) was at 486–553°C. In general, the novel high-performance low-dielectric PI films are expected to be used in the field of microelectronics. Graphical A series of novel, low dielectric, organic soluble PI films are synthesized by creatively introducing fluorene and pyridine ring into diamine monomers. Compared with traditional Kapton film, these new polyimides containing fluorenyl and pyridine heterocycles in the main chain have low-dielectric constants.

研究领域: 材料科学 · 电子工程
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