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Molecular Catalysis · 2022 · IF 5.089

Constructing optimally hierarchical HY zeolite for the synthesis of high-energy-density tricyclic hydrocarbon fuel

Huiying Wang,Xiangwen Zhang,Guozhu Li

In this work, a tricyclic fuel possessing high energy density and low freezing point has been synthesized via directional alkylation of naphthalene with cyclohexene. A hierarchical HY zeolite with well-defined micro/mesoporous framework was prepared by an alkali-treatment method to efficiently catalyze the reaction. Both porosity and acidity of HY zeolite were optimized by tuning NaOH concentration to maintain the active acid sites and increase their accessibility. The optimally hierarchical HY catalyst (0.5 HY) exhibited higher catalytic activity and good recycling stability. As a result, the tricyclic fuel was produced in high yield, which possesses an energy density of 42.38 MJ/L and a freezing point of < -75 °C. This work provides a straightforward reaction route and an efficient catalyst for the production of a high energy density tricyclic fuel using readily available raw materials.

CAS / MDL: 12125-02-9 1310-73-2
研究领域: 化学工程 · 能源科学
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SENSORS AND ACTUATORS B-CHEMICAL · 2022 · IF 9.221

Water-soluble β-cyclodextrin based turn-on amplifying fluorescent probes for sensitive and selective detection of Hg2+/Hg+ ions

Kaiqi Liu,Luminita Marin,Xinjian Cheng

In this work, fluorescent β- cyclodextrin (β-CD) based probes containing naphthalimide group were synthesized to realize the specific recognition of Hg 2+ /Hg + in aqueous system. Firstly, three small fluorescent molecules (N1, N2 and N3) with -NH 2 groups were synthesized from 4-bromo-1, 8-naphthalene anhydride . Secondly, CH CCH 2 - group was introduced into β-CD by Williamson ether formation reaction. Finally, the target probes (β-CD-PI, β-CD-PY and β-CD-TP) were obtained by Amino-Yne click reaction. These probes can efficiently recognize Hg 2+ /Hg + . β-CD-PI emits bright yellow fluorescence after binding with Hg 2+ /Hg + , which is a turn-on fluorescent probe . When the Hg 2+ /Hg + concentration exceeds 26 μM, the fluorescence intensity amplifies sharply (20 folds). The hydrophobic parts of the probes aggregated together to form a micelle-like structure due to complexation with Hg 2+ /Hg + , resulting in special micelle-sensitizing properties. Meanwhile, the HOMO-LUMO energy levels of the probes were calculated by cyclic voltammetry (CV). The probe is expected to be used for the detection of Hg 2+ /Hg + in aqueous solutions without any organic solvents.

研究领域: 分析化学 · 环境科学 · 材料科学
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Materials · 2021 ·Vol. 14 ·期 6 ·1402 · IF 3.623

Structure-Gas Barrier Property Relationship in a Novel Polyimide Containing Naphthalene and Amide Groups: Evaluation by Experiments and Simulations

Yi Zeng,Yiwu Liu,Jinghua Tan,Jie Huang,Junjie Liu,Ao Tang,Chengliang Chen,Hong Chen

In order to meet the increasingly stringent requirements for heat resistance and barrier properties in the packaging and electronic device encapsulation field. A high-barrier polyimide (NAPPI) contains naphthalene ring and amide group was prepared by polymerization of a novel diamine (NAPDA) and pyromellitic dianhydride. The structure and properties of diamine monomers and polymers were characterized. Results show that the NAPPI exhibits superior barrier properties with extremely low water vapor and oxygen transmission rate values of 0.14 g·m−2·day−1and 0.04 cm3·m−2·day−1, respectively. In addition, the NAPPI presents outstanding mechanical properties and thermal stability as well. This article attempts to explore the relationship between NAPPI structure and barrier properties by combining experiment and simulation. Studies on positron annihilation lifetime spectroscopy, Wide angle X-ray diffractograms and molecular dynamics simulations prove that the NAPPI has smaller interplanar spacing and higher chain regularity. In addition, the strong chain rigidity and interchain cohesion of NAPPI due to the presence of the rigid naphthalene ring and a large number of hydrogen bond interactions formed by amide groups result in compact chain packing and smaller free volume, which reduces the solubility and diffusibility of small molecules in the matrix. In general, the simulation results are consistent with the experimental results, which are important for understanding the barrier mechanism of NAPPI.Keywords:polyimide;naphthalene ring;amide group;barrier properties;molecular simulation

CAS / MDL: 100-01-6
研究领域: 材料科学 · 高分子化学
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Polymer Chemistry · 2023 ·Vol. 14 ·期 41 ·4736-4742 · IF 4.6

Naphthalene-based semiconducting microporous polyimides for high-efficiency photo-catalytic dye degradation

Yujie Lei,Bo Lin,Jieyao Wang,Wangzhi Chen,Xiaoxuan Dai,Xingyu Ma,Lei Li

Microporous polyimides (MPIs) with an extended π-conjugated structure have attracted interest thanks to the synergetic effects between large surface areas and semiconducting characteristics plus their anticipated photo-catalysis applications. In this study, three naphthalene-based semiconducting MPIs with a maximum surface area of 1909 m2 g−1 have been prepared within 30 min via a solvothermal method, as developed in our previous work. The fully conjugated skeleton retaining imide-functional linkages endows the resultant polymers with semiconducting characteristics. When they work as photo-catalysts under visible light irradiation, photo-degradation efficiencies reach 97% within 50 min and 90% within 60 min for methylene blue (MB) and rhodamine B (RhB), respectively. Under the irradiation of natural sunlight, the photo-catalytic degradation efficiencies of MB and RhB still reach 93% and 89%, respectively. Besides, naphthalene-based semiconducting MPIs exhibit excellent reusability, photo-catalytic sequentiality and selectivity. The photo-catalytic mechanism study indicates that the major reactive species involved in the photo-degradation are active oxygen species and electrons. This work reveals a green photo-catalytic approach for dye degradation, bridging the gap between a sustainable preparation strategy and bright prospect for high-performance MPIs.

CAS / MDL: 5981-09-9 118727-34-7
研究领域: 材料科学 · 环境科学 · 化学工程
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2023 · IF 4.4

A pyridine modified naphthol hydrazone Schiff base chemosensor for Al3+ via intramolecular charge transfer process

Brian Musikavanhu,Zeping Huang,Quanhong Ma,Yongdi Liang,Zhaoli Xue,Lei Feng,Long Zhao

A pyridine modified naphthol hydrazone Schiff base chemosensor, NaPy , was prepared in a two-step process to detect aluminum ion (Al 3+ ) in different samples. The probe shows a turn-off emission response towards Al 3+ at a 1:1 binding stoichiometry via intramolecular charge transfer (ICT) mechanism, as validated by density functional theory (DFT) calculations and a series of spectroscopic measurements. The response time is slightly over one minute with a limit of detection (LOD) value of 0.164 µM, demonstrating the great sensitivity of the probe. It is also found that NaPy exhibits high selectivity towards Al 3+ and resists interference from seventeen other cations. Application investigations in paper strips, water samples and HeLa cells suggest that NaPy can be used as an efficient probe for sensing Al 3+ in real environmental samples and biosystems.

研究领域: 分析化学 · 环境科学 · 生物医学
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ANALYST · 2018 ·Vol. 143 ·期 20 ·5054-5060 · IF 3.864

A naphthalene-based fluorescent probe with a large Stokes shift for mitochondrial pH imaging

Bo Lin,Li Fan,Jinyin Ge,Wenjia Zhang,Caihong Zhang,Chuan Dong,Shaomin Shuang

A mitochondrial-targeted pH fluorescent probe 4-(2-(6-hydroxynaphthalen-2-yl)vinyl)-1-methylpyridin-1-ium was facilely synthesized via the carbon–carbon double bond bridging of 6-hydroxy-2-naphthaldehyde and 1,4-dimethylpyridinium iodide salt. The probe exhibited remarkable pH-dependent behavior in the linear range of 7.60–10.00, with a pKa value of 8.85 ± 0.04 near mitochondrial pH. A significantly large Stokes shift of 196 nm was obtained, which reduces the interference of excitation light. Application of the probe in live HepG2 cells indicated that the probe had excellent mitochondrial targeting ability and was successfully used to visualize mitochondrial pH fluctuations in live cells.

研究领域: 化学 · 生物化学 · 细胞生物学 · 荧光成像
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POLYHEDRON · 2024 · IF 2.4

A novel fluorescent probe based on naphthimide for detecting Zn2+ and its application in plant imaging and cell imaging

Chenglu Zhang,Shiru Nie,Chang Liu,Yang Zhang,Jinghao Guo

The fluorescent probe NXZ was synthesized by introducing –OH at position 1, 8-naphthalimide 4-position and benzimidazole unit at 3-position. The Stokes shift (λ em − λ ex ) of NXZ can up to 148 nm, when Zn 2+ was added to the probe solution, NXZ can quickly form the complex NXZ -Zn 2+ with Zn 2+ in a ratio of 1: 1 within 55 s, and then quench the fluorescence intensity by 4.4 times. The complexation constant of NXZ and Zn 2+ was 1.2 × 10 4 M −1 , and the detection limit for Zn 2+ was 40.3 nM, which is much lower than the maximum Zn 2+ content (76 µM) stipulated in the World Health Organization (WHO). Exploring the practical application of the probe NXZ found that NXZ can be used for the quantitative detection of Zn 2+ in actual water samples and qualitatively detect Zn 2+ in bean sprouts samples and Hela cells. In addition, NXZ can also be made into Zn 2+ test paper.

研究领域: 分析化学 · 生物医学 · 环境科学
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MOLECULES · 2017 ·Vol. 22 ·期 5 ·783 · IF 2.861

Inclusion Complexes of a New Family of Non-Ionic Amphiphilic Dendrocalix[4]arene and Poorly Water-Soluble Drugs Naproxen and Ibuprofen

Khalid Khan,Syed Lal Badshah,Nasir Ahmad,Haroon Ur Rashid,Yahia Mabkhot

The inclusion complexes of a new family of nonionic amphiphilic calix[4]arenes with the anti-inflammatory hydrophobic drugs naproxen (NAP) and ibuprofen (IBP) were investigated. The effects of the alkyl chain’s length and the inner core of calix[4]arenes on the interaction of the two drugs with the calix[4]arenes were explored. The inclusion complexes of Amphiphiles1a–cwith NAP and IBP increased the solubility of these drugs in aqueous media. The interaction of1a–cwith the drugs in aqueous media was investigated through fluorescence, molecular modeling, and1H-NMR analysis. TEM studies further supported the formation of inclusion complexes. The length of lipophilic alkyl chains and the intrinsic cyclic nature of cailx[4]arene derivatives1a–cwere found to have a significant impact on the solubility of NAP and IBP in pure water.Keywords:amphiphilic calix[4]arene;naproxen;ibuprofen;solubility;inclusion complexes

研究领域: 药物化学 · 药剂学
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Chemical Engineering Journal Advances · 2022 · IF 0

1-Naphthol removal by Fenton-like heterogenous photocatalysis: Kinetic modelling, optimization, and prediction by response surface methodology

Hiu Lam So,Wei Chu

Degradation of 1-Naphthol by combined photocatalysis and adsorption in column reactor was studied, and the performance could be predicted by employing a proposed multiple regression model. The model includes four variables: concentration of 1-Naphthol, concentration of peroxymonosulfate (PMS), FeOOH dosage and pH, along with their second-order effects and interactions. Statistical analyses were performed to verify the statistical significance of the regressors, and extra experimental sets were conducted to validate the proposed model. The mathematical model proposed exhibited good reproducibility with no significant statistical difference between the experimental and predicted values. Response surface methodology was used to explore the relationship between the four variables and the response. The process optimal ranges can be further refined at pH 2–2.5; [PMS] = 1.2–1.4 mM; and FeOOH 2.75–3 g respectively, according to the proposed overlaid contour plots.

研究领域: 环境科学 · 化学工程
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ACS Nano · 2020 · IF 14.588

Dual-Regulation Strategy to Improve Anchoring and Conversion of Polysulfides in Lithium–Sulfur Batteries

Suya Zhou,Shuo Yang,Xinwei Ding,Yuchong Lai,Huagui Nie,Yonggui Zhang,Dan Chan,Huan Duan,Shaoming Huang,Zhi Yang

The sluggish reaction kinetics at the cathode/electrolyte interface of lithium–sulfur (Li–S) batteries limits their commercialization. Herein, we show that a dual-regulation system of iron phthalocyanine (FePc) and octafluoronaphthalene (OFN) decorated on graphene (Gh), denoted as Gh/FePc+OFN, accelerates the interfacial reaction kinetics of lithium polysulfides (LiPSs). Multiple in situ spectroscopy techniques and ex situ X-ray photoelectron spectroscopy combined with density functional theory calculations demonstrate that FePc acts as an efficient anchor and scissor for the LiPSs through Fe···S coordination, mainly facilitating their liquid–liquid transformation, whereas OFN enables Li-bond interaction with the LiPSs, accelerating the kinetics of the liquid–solid nucleation and growth of Li2S. This dual-regulation system promotes the smooth conversion reaction of sulfur, thereby improving the battery performance. A Gh/FePc+OFN-based Li–S cathode delivered an ultrahigh initial capacity of 1604 mAh g–1 at 0.2 C, with an ultralow capacity decay rate of 0.055% per cycle at 1 C over 1000 cycles.

研究领域: 材料科学 · 电化学 · 能源存储
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WATER RESEARCH · 2024 · IF 11.4

Formation of nitrated naphthalene in the sulfate radical oxidation process in the presence of nitrite

Jiayue Dong,Peizeng Yang,Deyang Kong,Yiqiang Song,Junhe Lu

Polycyclic aromatic hydrocarbons (PAHs) have become a global environmental concern due to their potential hazardous implication for human health. In this study, we found that sulfate radical (SO 4 •− ) could effectively degrade naphthalene (NAP), a representative PAH in groundwaters, generating 1-naphthol. This intermediate underwent further degradation, yielding ring-opening products including phthalic acid and salicylic acid. However, the presence of nitrite (NO 2 − ), a prevalent ion in subsurface environments, was observed to compete with NAP for SO 4 •− , thus slowing down the NAP degradation. The reaction between NO 2 − and SO 4 •− generated a nitrogen dioxide radical (NO 2 • ). Concurrently, in-situ formed 1-naphthol underwent further oxidization to the 1-naphthoxyl radical by SO 4 •− . The coupling of 1-naphthoxyl radicals with NO 2 • gave rise to a series of nitrated NAP, namely 2-nitro-1-naphthol, 4-nitro-1-naphthol, and 2,4-dinitro-1-naphthol. In addition, the in-situ formed phthalic acid and salicylic acid also underwent nitration , generating nitrophenolic products, although this pathway appeared less prominent than the nitration of 1-naphthol. When 10 μΜ NAP was subjected to heat activated peroxydisulfate oxidation in the presence of 10 μΜ NO 2 − , the total yield of nitrated products reached 0.730 μΜ in 120 min. Overall, the presence of NO 2 − dramatically altered the behavior of NAP degradation by SO 4 •− oxidation and contributed to the formation of toxic nitrated products. These findings raise awareness of the potential environmental risks associated with the application of SO 4 •− -based oxidation processes for the remediation of PAHs-polluted sites in presence of NO 2 − .

研究领域: 环境科学 · 化学
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CHEMICAL ENGINEERING SCIENCE · 2024 · IF 4.1

Insight into the catalytic behavior of ionic liquids and deactivation suppression technique in naphthalene alkylation

Qiong Tang,Zhiping Zhao,Jun Han,Yuqi Shen,Leizhen Ge,Ting Li,Jinxiang Dong,Lei Liu

Lewis acidic ionic liquids as catalysts for alkylation reactions exhibited the potential for industrial application. Herein, the catalytic behavior of AlCl 3 -based ionic liquids with four organic ammonium salts was studied in the alkylation of naphthalene with n-octene for production of lubricating base oil, with special focus on the deactivation and recovery of ionic liquid. The Et 3 NHCl-AlCl 3 ionic liquid exhibited better catalytic performance than others due to its stronger interaction with naphthalene, as evidenced by the adsorption test of naphthalene over ionic liquids. To understand the deactivation mechanism, the deactivated catalysts were extensively characterized by FT-IR and UV–vis. The protonation effect of ionic liquids on polyalkylation products in the presence of HCl was found to aggravate the deactivation of ionic liquid. The negative effect is easily reversed by the decompression treatment on the reaction system before catalyst recovery, this method markedly enhanced the cycling durability of ionic liquids for industrial application.

研究领域: 化学工程 · 催化科学
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