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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2024 · IF 4.3

Star-shaped multifunctional organic emitters based on N-(2-cyanophenyl) carbazole frameworks: Effects of steric hindrance fluorene and heavy-atom bromine

Hongji Jiang,Zhong Wang,Bing Mao,Yan Bing,Ning Sun,Jie Yuan

To investigate the effects of steric hindrance fluorene and heavy-atom bromine on the general optoelectronic properties of star-shaped organic emitters based on 9-(2-cyanophenyl) carbazole ( OCzPhCN ) frameworks, heavy element of bromine and steric hindrance fluorene were introduced into OCzPhCN to produce four derivatives of 2-(3-bromo-9H-carbazol-9-yl)benzonitrile ( BrCzPhCN) , 2-(3-bromo-6-(9-(4-ethoxyphenyl)-9H-fluoren-9-yl)-9H-carbazol-9-yl)benzonitrile (BrFCzPhCN) , 2-(3-(9-(4-ethoxyphenyl)-9H-fluoren-9-yl)-9H-carbazol-9-yl)benzonitrile (FCzPhCN) and 2-(3,6-bis(9-(4-ethoxyphenyl)-9H-fluoren-9-yl)-9H-carbazol-9-yl)benzonitrile (2FCzPhCN) . The fluorene units obviously improve the thermal stability of the obtained compounds, and 2FCzPhCN has the highest thermal stability with 5 % mass heat loss temperature reaching 447 °C. In different polar solvents, the absorption peaks wavelength of OCzPhCN , FCzPhCN and 2FCzPhCN are basically unchanged, and the redshifted emission peaks are positively correlated with solvent polarity. The photoluminescence quantum yields (PLQYs) of OCzPhCN , BrCzPhCN , FCzPhCN , BrFCzPhCN and 2FCzPhCN powders were 20.17 %, 5.43 %, 30.75 %, 3.27 % and 23.56 %. The fluorescence and phosphorescent quantum efficiencies of OCzPhCN , BrCzPhCN, FCzPhCN , BrFCzPhCN and 2FCzPhCN powders are 9.76 % and 10.41 %, 1.2 % and 3.23 %, 28.45 % and 2.3 %, 3.27 % and 0 %, 23.56 % and 0 %. OCzPhCN , BrCzPhCN and FCzPhCN powders show obvious room temperature phosphorescent emission, and the phosphorescent emission lifetime of OCzPhCN , BrCzPhCN and FCzPhCN powders at 561 nm, 576 nm and 568 nm are 193.17 ms, 18.65 ms and 7.25 ms. Compared with OCzPhCN, the introduction of bromine decreases the PLQY and the phosphorescent lifetime of BrCzPhCN powder, while the fluorescence quantum efficiency of the compound FCzPhCN powder has been improved. The corresponding single-triplet energy splitting (ΔE ST ) of OCzPhCN , FCzPhCN and 2FCzPhCN in solutions are 0.49 eV, 0.63 eV and 0.63 eV, and the corresponding ΔE ST values of OCzPhCN, BrCzPhCN FCzPhCN powders are 1.19 eV, 0.74 eV and 0.55 eV. The steric hindrance fluorene units result in smaller and stabilized ΔE ST in the solid powder states, and the same situation is opposite in the unimolecular solutions. The maximum external quantum efficiency of organic light-emitting diode based on 10,10′-(4,4′-sulfonylbis (4,1-phenylene)) bis (9,9-dimethyl-9,10-dihydroacridine) hosted by OCzPhCN reaches 12.7 %, and the external quantum efficiency at 100 cd/m 2 rolls down to 11 %. OCzPhCN is the best emitters in terms of room temperature phosphorescent emission and host applications.

研究领域: 材料科学 · 光学
✓ 已验证 DOI PubMed 高影响因子
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RSC Advances · 2016 ·Vol. 6 ·期 51 ·45864-45872 · IF 3.289

Broadband spectra with fluorescence and phosphorescence dual emission from bichromophoric platinum metallomesogens containing a 6,12-dihydro-indeno[1,2-b]fluorene linkage

Yafei Wang,Jiang Fan,Tianyi Li,Qiong Wang,Junwei Shi,Zuoming Qu,Hua Tan,Yu Liu,Weiguo Zhu

Two binuclear platinum metallomesogens possessing a 6,12-dihydro-indeno[1,2-b]fluorene bridge, FJ-1 and FJ-2, have been synthesised and characterised by 1H and 13C NMR, TOF-MS and elemental analysis. Their thermal properties were studied by polarised optical microscopy and differential scanning calorimetry. Upon photoexcitation in solution, both complexes exhibited dual fluorescence (1π–π*)/phosphorescence (3π–π*) emission covering most of the visible spectrum (from about 460 nm to 750 nm). This uncommon behaviour has been further investigated by time-resolved optical spectroscopy, including nanosecond time-resolved transient absorption spectroscopy, and further insights were obtained by means of density functional theory (DFT) and time-dependent DFT (TD-DFT). An organic light-emitting diode (OLED) using FJ-1 was prepared. Importantly the two emission bands are retained in electroluminescence. This result suggests that controlling spin–orbit coupling to obtain dual emission can provide an effective way of achieving broadband emission based on a single molecule.

研究领域: 化学 · 材料科学 · 光物理学
✓ 已验证 DOI 高影响因子
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Journal of Environmental Sciences · 2023 · IF 6.9

The deleterious effects and potential therapeutic strategy of fluorene-9-bisphenol on circadian activity and liver diseases in zebrafish and mice

Shuhui Zhang,Xiang Zuo,Jialu Luan,Huijuan Bai,Zhenhua Fu,Mingzhu Sun,Xin Zhao,Xizeng Feng

Increasing evidence indicates that disturbance of the clock genes, which leads to systemic endocrine perturbation, plays a crucial role in the pathogenesis of metabolic and liver diseases. Fluorene-9-bisphenol (BHPF) is utilized in the manufacturing of plastic materials but its biological effects on liver homeostasis remain unknown. The impacts and involved mechanisms of BHPF on the liver diseases, metabolism, and circadian clock were comprehensively studied by zebrafish and mouse models. The therapeutic effect of melatonin (MT) was also verified. Zebrafish and mouse models with either acute exposure (0.5 and 1 µmol/L, 1-4 days post-fertilization) or chronic oral exposure (0.5 and 50 mg/(kg·2 days), 30 days) were established with various BHPF concentrations. Herein, we identified a crucial role for estrogenic regulation in liver development and circadian locomotor rhythms damaged by BHPF in a zebrafish model. BHPF mice showed chaos in circadian activity through the imbalance of circadian clock component Brain and Muscle Aryl hydrocarbon receptor nuclear translocator-like 1 in the liver and brain. The liver sexual dimorphic alteration along with reduced growth hormone and estrogens played a critical role in damaged glucose metabolism, hepatic inflammation, and fibrosis induced by BHPF. Besides, sleep improvement by exogenous MT alleviated BHPF‐related glucose metabolism and liver injury in mice. We proposed the pathogenesis of metabolic and liver disease resulting from BHPF and promising targeted therapy for liver metabolism disorders associated with endocrine perturbation chemicals. These results might play a warning role in the administration of endocrine-disrupting chemicals in everyday life and various industry applications.

✓ 已验证 DOI 高影响因子
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ACS Applied Polymer Materials · 2024 · IF 4.4

Introduction of Bifunctionalized UIO-66-NH2 for Highly Conductive and Long-Term Stable Fluorene-Based Sulfonated Poly(aryl ether ketone sulfone) PEMs

Kuirong Feng,Lingxin Meng,Jingmei Xu,Pengyun Zhao,Na Li,Jinxuan Lei

In this paper, UiO-66-NH2 was successfully modified with a phosphate group by a Schiff base reaction. The phosphate and amine bifunctionalized UiO-66-NH2 (PUIN) was successfully prepared. A series of composite membranes were prepared by adding PUIN fillers to sulfonated poly(aryl ether ketone sulfone) (FSPUIN-X) containing fluorene groups. The introduction of PUIN containing both phosphate and amino bifunctional groups increased the number of proton transport sites within the membrane and facilitated the construction of continuous proton transport channels. The addition of PUIN resulted in a significant increase in the proton conductivity of FSPUIN-X due to the introduction of more proton transport sites. The conductivity of FSPUIN-5 (174.22 mS cm–1) was 1.46 times higher than that of pure membranes (119.32 mS cm–1) at the same condition. And the open-circuit voltage and power density of FSPUIN-5 also reached 0.957 V and 0.54 W cm–2, respectively. The structure and morphology of PUIN and membranes were characterized by Fourier infrared (FT-IR), X-ray polycrystalline diffraction (XRD), nuclear magnetic resonance hydrogen spectrum (1H NMR), and scanning electron microscopy (SEM). Meanwhile, the PUIN also strengthened the mechanical properties of FSPUIN-X series membranes. All of the results indicated that the introduction of phosphate and amine bifunctionalized UiO-66-NH2 promoted the comprehensive performance of the composite membranes.

研究领域: 材料科学 · 能源科学
✓ 已验证 产品关联 DOI 高影响因子
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JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY · 2015 ·Vol. 53 ·期 12 ·1457-1463 · IF 3.113

Investigation of Suzuki–Miyaura catalyst-transfer polycondensation of AB-type fluorene monomer using coordination-saturated aryl Pd(II) halide complexes as initiators

Zilong Zhang,Pan Hu,Xiao Li,Hongmei Zhan,Yanxiang Cheng

Novel triarylamine-based coordination-saturated aryl Pd(II) halide complexes ligated by PEt 3 , PCy 3 , and P( o -tol) 3 were successfully synthesized by direct oxidative addition of aryl halide to the corresponding Pd(0) precursors. Suzuki–Miyaura coupling polymerization of 2-(7-halide-9,9-dioctylfluoren-2-yl)−1,3,2-dioxaborinane with these Pd(II) complexes as initiators was investigated for the synthesis of poly(fluorene)s with triarylamine end group. Pd(II) complexes with PCy 3 or P( o -tol) 3 exhibited catalytic activity and realized the catalyst-transfer polycondensation at 75 °C and room temperature, respectively, while the polymerization using Pd(II) catalyst ligated by PEt 3 did not proceed, which indicated that the bulky phosphine ligands could facilitate the reductive elimination and further promote the polymerization. In addition, the dimeric Pd(II) complex with P( o -tol) 3 can convert into monomeric Pd(II) intermediate with an open coordination site, which had a higher activity. The end groups of the afforded polyfluorene were analyzed by matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrometry, in which the Ar/H end groups are indicative of the catalyst-transfer polymerization. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015 , 53 , 1457–1463

研究领域: 高分子化学 · 有机合成 · 金属有机化学 · 功能材料 · 聚合反应机理
✓ 已验证 DOI 高影响因子
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Journal of Macromolecular Science Part A-Pure and Applied Chemistry · 2023 · IF 2.5

A hydrophilic polymer based on alkoxyl chain modified fluorene: the novel fluorescence colorimetric sensor for Fe3+, Fe2+, and Cu2+ in aqueous media

Chenchen Ma,Zihan Ma,Ziyuan He,Xianjian Wang,Longhao Zhao,Xuegang Chen

Novel hydrophilic polymers consisting of fluorene modified by alkoxyl chain were designed and synthesized via radical polymerization from acrylic acid (PAAF) or acrylamide (PAMF) in the presence of azobisisobutyronitrile. All of these polymers were good water-soluble. The photophysical behaviors of the polymers and the selectivity and sensitivity to detection metal ions were studied by UV-visible and fluorescence spectroscopy technique, and some color changes were visible to the naked eye appeared. The PAMF fluorescent probe showed good selectivity and sensitivity to detection Fe3+ (2.4 × 10−7 mol/L) and PAAF exhibited good selectivity and sensitivity to detection Fe2+ (1.5 × 10−6 mol/L) and Cu2+ (5 × 10−7 mol/L) in water.

研究领域: 高分子化学 · 分析化学 · 材料科学 · 传感技术 · 荧光光谱学
✓ 已验证 DOI 高影响因子
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International Journal of Electrochemical Science · 2023 · IF 1.5

Synthesis and Characterization of Four Random copolymers Containing Fluorene as Electron Donors and Benzotriazole, Benzothiadiazole, Pyrido[3,4-b]pyrazine as Electron Acceptors

Shuang Chen,Lingqian Kong,Chaolei Ban,Jinsheng Zhao,Hongmei Du

Four copolymers, poly(fluorene-pyrido[3,4-b]pyrazine) (PFPP), poly(benzotriazole-fluorene-pyrido[3,4-b]pyrazine) (PBTFPP), poly(benzotriazole-fluorene-benzothiadiazole) (PBTFBD), poly(benzothiadiazole-fluorene-benzothiadiazole) (PBDFBD)were synthesized successfully. Afterwards, a series of characterization, including cyclic voltammetry (CV), spectroelectrochemistry, kinetics, colorimetry and thermal gravimetric analysis were carried out to fully investigate the properties of the copolymers we got. Their band gaps are 1.87 eV, 1.91 eV, 1.97 eV and 1.98 eV, respectively. From neutral state to oxidized state, PFPP changes from thistle to transparent gray, PBTFPP changes from tan to transparent gray, PBTFBD changes from sienna to lightslategray, and PBDFBD changes from rosybrown to lightgrey. The coloration efficiencies are 269.91cm 2 ·C -1 for PFPP, 177.45cm 2 ·C -1 for PBTFPP, 241.92cm 2 ·C -1 for PBTFBD, and 174.67cm 2 ·C -1 for PBDFBD in near infrared region. Except for PFPP, all the other three copolymers are stable and could be good candidates in electrochromic application.

✓ 已验证 产品关联 DOI 高影响因子
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SEPARATION AND PURIFICATION TECHNOLOGY · 2025 · IF 9

Improved porosity and CO2 capturing capacity in carboxyl enriched hyper-cross-linked polymers via side chain engineering of fluorene derivatives based building units

Shuangshuang Hou,Hui Gao,Peixuan Xie,Shiwei Jin,Fengtian Wu,Bien Tan

Microporous hyper-cross-linked polymers appending variant electron-withdrawing functional groups have enormous potential for selective CO 2 adsorption and separation, whereas these functionalities by lowering the charge density of monomers will decrease their reaction activity, which in turn is unfriendly for the direct and highly efficient preparation of polymers with high CO 2 uptake capacity. Herein a new amide “insertion” strategy for knitting polymers with ideal electron-withdrawing functionalities was advanced, and in this manner, a series of carboxyl enriched novel polymers were synthesized via the one-pot Friedel-Crafts alkylation reaction by using fluorene derivatives as emerging building blocks. The created polymer 3 possessing BET surface area 1947 m 2 g −1 have a CO 2 uptake of up to 20.03 wt% at 273.15 K/1.00 bar. Besides, the carboxyl and amide groups in structure could bestow the polymers an enhanced CO 2 /N 2 selectivity of 33.17 at 273.15 K. In addition, the hierarchical porosity and CO 2 adsorption capability of manufactured polymers can be intriguingly tailored, and prolonging the carboxylated side chains of building blocks by inserting different quantities of amide group will be propitious for bettering the porosity and CO 2 capturing capacity of manufactured polymers. Supported by charge density distribution simulation and electrostatic potential calculation, the peculiar changes in polymer structures and CO 2 adsorption features were also explained.

✓ 已验证 产品关联 DOI 高影响因子
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ACTA PHYSICO-CHIMICA SINICA · 2014 ·Vol. 30 ·期 7 ·1341-1346 · IF 0.886

Synthesis and Photoelectrical Properties of Two Potential Solution-Processed Blue Fluorescent Emitters Based on Fluorene-Arylamine Derivatives End-Capped with Anthracene/Pyrene Molecules

OUYANG Mi,WU Qi-Chao,YU Zhen-Wei,LI Hong-Fei,ZHANG Cheng

Two novel potential solution-processed blue fluorescent emitters composed of a core fluorenediphenylamine unit capped with either anthracene (FAn) or pyrene (FPy) were synthesized and characterized. They were both soluble in common organic solvents and solutions gave smooth films after spin coating. Their optical properties in solution and in the film were investigated by UV-visible and photoluminescence (PL) spectroscopy. The PL emission maximum of FAn and FPy in the film state were found to be 449 and 465 nm, respectively. The electrochemical properties of the as-prepared samples were studied by cyclic voltammetry. The estimated highest occupied molecular orbital (HOMO) energy levels were -5.37 and -5.36 eV for FAn and FPy, respectively. These results indicate that the introduction of diphenylamine effectively prevents plane stacking of the molecules in the solid state, which suppresses the formation of long-wavelength aggregates, and the high HOMO levels enhance the hole-injection ability of the compounds. The results of differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) indicate that the two materials have excellent thermal stability with the glass transition temperature of FAn reaching 207 and the thermal decomposition temperature as high as 439 . The good performance of the fluorescent emitters makes them promising candidates as solution-processed blue organic light-emitting diodes.

研究领域: 材料科学 · 有机电子学 · 光物理 · 高分子化学
✓ 已验证 DOI 高影响因子
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REACTIVE & FUNCTIONAL POLYMERS · 2012 ·Vol. 72 ·期 3 ·206-211 · IF 2.479

Synthesis of a novel fluorene-based conjugated polymer with pendent bulky caged adamantane moieties and its application in the detection of trace DNT explosives

HongFei Leng,WenHui Wu

A novel fluorene-based conjugated polymer with phenylene spacers and steric bulky adamantane moieties in side chains has been synthesized by palladium-catalyzed Suzuki coupling reactions. This design strategy offers several advantages for the detection of trace 2,4-dinitrotoluene (DNT) vapor. The incorporation of the two groups into polymer side chains could retain an effective conjugation length and prevent the π -stacking of polymer chains. The detection of DNT vapor indicated that the polymer displayed higher fluorescence quenching sensitivity toward the explosives in films compared to reference polymers. The fluorescence quenching efficiency of the fluorescent polymer achieved 33.3% in 10   s and 71.1% in 60   s. The pathways or cavities generated by the two spacers are beneficial for the rapid diffusion of explosive vapor into the film interiors and increase the fluorescence quenching efficiency of the film.

✓ 已验证 DOI 高影响因子
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Journal of Macromolecular Science Part B-Physics · 2022 · IF 1.366

Synthesis and Application of a Star-Shaped, Conjugated Oligomer Containing a Spiro(Fluorene-9,9'-Xanthene) Core for Copper(I) Thiocyanate Based Perovskite Solar Cells

Zengze Chu,Chen Liu,Xinxi Zhang

Copper(I) thiocyanate (CuSCN) is a cost-effective and excellent inorganic p-type semiconductor; it has attracted considerable attention as hole-transporting material for highly efficient perovskite solar cells (PSCs) in recent years. However, various interface issues are currently regarded as the main obstacles for the CuSCN-based PSCs. Herein, we designed and synthesized a star-shaped oligomer (SFX-10) based on a spiro(fluorene-9,9’-xanthene) core terminated with fluorene groups by a simple Sonogashira coupling reaction, and its molecular structure was characterized with 1H, 13C NMR spectra and a high-resolution mass spectrum. The thermal, optical, and electrochemical properties of SFX-10 were fully investigated. SFX-10 shows good thermal stability with a high glass transition temperature of 138 °C. The photovoltaic performance measurements demonstrated that the CuSCN-based PSC using SFX-10 as an interlayer shows an evident improvement in power conversion efficiency of 6.61% compared with 5.52% for the bare device due to the passivation effect of the perovskite surface and the enhancement of the interfacial contact between the perovskite and CuSCN layers.

研究领域: 材料科学 · 光伏技术 · 有机电子学 · 半导体材料
✓ 已验证 DOI 高影响因子
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JOURNAL OF APPLIED POLYMER SCIENCE · 2023 ·Vol. 140 ·期 28 ·e54044 · IF 3

Study on the synthesis of soluble copolymer polyarylate from asymmetric bisphenol A derivative (2,2-bis(4-hydroxyphenyl)butane/9,9-bis(4-hydroxyphenyl)fluorene) monomer

Zhoufeng Wang,Yingying Liu,Bolin Wang,Xiubo Long,Junwei Hu

A series of polyarylates composed of different bisphenol monomers were synthesized by interfacial polymerization using 9,9-bis(4-hydroxyphenyl)fluorene (BHPF), 2,2-bis(4-hydroxyphenyl)butane (BPB), terephthaloyl chloride (TPC), and isophthaloyl chloride (IPC) as raw materials. The DFT calculations showed that the energy required for the reaction of BHPF with TPC/IPC was between 15.82 and 16.04 Kcal/mol, which was higher than the energy required for the reaction of BPB with TPC/IPC of 8.05–8.40 Kcal/mol. The solubility test showed that the solubility of BHPF-BPB-type polyarylate was better than that of BPB-type polyarylate in various organic solvents with T g ranging from 199.3 to 215.0°C, indicating that the solubility was improved while increasing the T g of the products. The weight loss ( T 5% ) and maximum weight loss ( T max ) of BHPF-BPB-type polyarylates under N 2 atmosphere ranged from 464.6–489.4°C and 521.7–534.6°C, indicating good thermal stability. The tensile strength of the BHPF-BPB-type polyarylates ranged from 53.21 to 61.23 MPa, Young's modulus ranged from 1479.66 to 1867.23 MPa and elongation at break ranged from 19.5% to 30.1%. The mechanical property test showed that the BHPF-BPB-type polyarylates have high tensile strength. These characteristics indicate that BHPF-BPB-type polyarylates have a very broad potential for application in engineering plastics.

✓ 已验证 产品关联 DOI 高影响因子
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