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Polymers · 2018 ·Vol. 10 ·期 11 ·1287 · IF 2.935

Sulfonated Binaphthyl-Containing Poly(arylene ether ketone)s with Rigid Backbone and Excellent Film-Forming Capability for Proton Exchange Membranes

Wenmeng Zhang,Shaoyun Chen,Dongyang Chen,Zhuoliang Ye

Sterically hindered (S)-1,1′-binaphthyl-2,2′-diol had been successfully copolymerized with 4,4′-sulfonyldiphenol and 4,4′-difluorobenzophenone to yield fibrous poly(arylene ether ketone)s (PAEKs) containing various amounts of binaphthyl unit, which was then selectively and efficiently sulfonated using ClSO3H to yield sulfonated poly(arylene ether ketone)s (SPAEKs) with ion exchange capacities (IECs) ranging from 1.40 to 1.89 mmol·g−1. The chemical structures of the polymers were confirmed by 2D1H–1H COSY NMR and FT-IR. The thermal properties, water uptake, swelling ratio, proton conductivity, oxidative stability and mechanical properties of SPAEKs were investigated in detail. It was found that the conjugated but non-coplanar structure of binaphthyl unit endorsed excellent solubility and film-forming capability to SPAEKs. The SPAEK-50 with an IEC of 1.89 mmol·g−1exhibited a proton conductivity of 102 mS·cm−1at 30 °C, much higher than that of the state-of-the-art Nafion N212 membrane and those of many previously reported aromatic analogs, which may be attributed to the likely large intrinsic free volume of SPAEKs created by the highly twisted chain structures and the desirable microscopic morphology. Along with the remarkable water affinity, thermal stabilities and mechanical properties, the SPAEKs were demonstrated to be promising proton exchange membrane (PEM) candidates for potential membrane separations.Keywords:proton exchange membranes;condensation polymerization;post-sulfonation;binaphthyl;film-forming capability

研究领域: 材料科学 · 化学工程
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2019 · IF 2.931

Utilizing the interfacial reaction of naphthalenyl thiosemicarbazide-modified carbon dots for the ultrasensitive determination of Fe (III) ions

Zheng Fu,Jiantong He,Fengchun Jia,Mengjiao Wang,Fengling Cui

Since thiosemicarbazide contains numerous nitrogen and sulfur atoms in its structural formula that enhance its strong coordinating abilities with metal ions , it is always selected as the mother molecule for the design of metal-ion sensors. In this report, a thiosemicarbazide derivative (4-naphthalenyl-3-thiosemicarbazide (NTSC)) was synthesized via a single step process and covalently conjugated onto the surfaces of carbon dots (CDs). The modified CDs demonstrated excellent monodispersity, good photostability, and tunable luminescence properties. More importantly, the CDs retained a highly specific Fe 3+ recognition capacity in contrast to other competing metal ions . Fe 3+ can efficiently quench the fluorescence of CDs even at fairly low concentration (30   μM) with a detection limit as low as 1.68   nM. The fluorescence quenching kinetics are likely to involve static quenching, which is caused by specific interactions between NTSC-CDs and Fe 3+ toward the formation of a ground state complex. Due to their excellent optical performance, low toxicity, and good biocompatibility the NTSC-CDs may be applied to the imaging and monitoring of Fe 3+ in bacillus subtilis. In effect we successfully fabricated an effective fluorescent nanosensor for both the quantitative detection of Fe 3+ in aqueous solutions, and its real-time imaging in vivo.

研究领域: 分析化学 · 生物医学 · 材料科学
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RSC Advances · 2017 ·Vol. 7 ·期 65 ·40996-41003 · IF 3.108

High performance polyimides with good solubility and optical transparency formed by the introduction of alkyl and naphthalene groups into diamine monomers

Tianyun Li,Huahua Huang,Lei Wang,Yongming Chen

Three kinds of naphthalene-containing diamines with –H, –CH3 or –CH(CH3)2 substituents at the ortho-positions of the aniline ring including 4,4′-(naphthalen-1-ylmethylene)dianiline (BAN-1), 4,4′-(naphthalen-1-ylmethylene)bis(2,6-dimethylaniline) (BAN-2) and 4,4′-(naphthalen-1-ylmethylene)bis(2,6-diisopropylaniline) (BAN-3) were synthesized via a simple one-step electrophilic substitution reaction. These diamines were then reacted with three commercial dianhydrides, via chemical imidization under microwave irradiation, to obtain nine types of polyimide (PI). It was found that the introduction of alkyl side groups can improve the solubility and optical transparency of PIs. Moreover, compared with BAN-2 based PIs containing –CH3 groups, BAN-3 based PIs containing –CH(CH3)2 groups exhibited better solubility and optical transparency (transmittances at 450 nm of over 86%). Meanwhile, due to the presence of the rigid naphthalene side groups, all the PIs possessed high thermal stability with a glass transition temperature (Tg) of over 290 °C and a decomposition temperature at 5% weight loss of over 510 °C under nitrogen. Furthermore, the Tg of PI-2B composed of BAN-2 and 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA) was found to be as high as 387 °C, which is comparable to that of the commercial and conventional PI material (Kapton®, Tg = 390 °C).

研究领域: 材料科学 · 化学工程
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POLYMER BULLETIN · 2011 ·Vol. 67 ·期 9 ·1761-1771 · IF 1.215

Poly(ether ketone azomethane)s and poly(ether ketone imide)s containing naphthylene moieties

Zhu Ming,Liu Xiao,Liu Baijun,Jiang Zhenhuan,Matsumoto Toshihiko

A new diamine monomer, 1,5-bis[4-(4-aminophenoxy)]benzoyl-2,6-dimethoxynaphthalene, was synthesized via a Friedel–Crafts acylation reaction followed by an aromatic nucleophilic substitution reaction. Six ether–ketone linked polymers, named as poly(ether ketone azomethane)s and poly(ether ketone imide)s, were successfully prepared through the polycondensations of the diamine monomer with dialdehydes and dianhydrides, respectively. These naphthylated polymers exhibited high T g values (142–288 °C), due to their bulky and rigid chemical structure. Meanwhile, they showed good thermal stability and improved solubility. Typically, some of them were casted into thin flexible film and showed high moduli.

研究领域: 材料科学 · 高分子化学
✓ 已验证 DOI 高影响因子
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TALANTA · 2016 · IF 4.035

A simple naphthalene-based fluorescent probe for high selective detection of formaldehyde in toffees and HeLa cells via aza-Cope reaction

Junchao Xu,Yue Zhang,Lintao Zeng,Jinbiao Liu,Joseph M. Kinsella,Ruilong Sheng

A simple naphthalene-based fluorescent probe ( AENO ) for formaldehyde (FA) was successfully synthesized, which exhibited a significant fluorescence turn-on response towards FA in aqueous solution. The probe could quantitatively determine the concentration of FA (0–1.0   mM) with excellent selectivity, high sensitivity and low limit of detection (0.57   µM). The sensing mechanism was proposed as 2-aza-Cope rearrangement for AENO after reaction with FA, which was confirmed by 1 H NMR, HR-MS, FT-IR, UV–vis and fluorescence spectra . The probe has been employed to determine the FA contents in several commercially available toffee samples with satisfactory performance. Thus, AENO might be used as a promising tool for quantitative detection of FA in food. Furthermore, fluorescence imaging of HeLa cells indicated that the probe was cell membrane permeable and could be used for visualizing/imaging the FA trace/transportation in cancer cells.

研究领域: 分析化学 · 生物医学 · 食品科学
✓ 已验证 DOI PubMed 高影响因子
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2025 · IF 5.4

Direct Z-scheme palladium tetranapthalene porphyrin/C3N5 heterojunction for efficient photocatalytic degradation of high concentration dyes and antibacterial performances

Yanrong Li,Yusong Wen,Mengya Cao,Yijia Cao,Qing Shen,Bao Li,Wen Gu

This study presents the synthesis and characterization of palladium tetranapthalene porphyrin/C 3 N 5 -x [(Np) 4 PdP/CN-x, x is the mass ratio] heterojunctions fabricated by a wet grinding technology. The key focus is to effectively separate the electron-hole (e − -h + ) produced by C 3 N 5 after illumination to improve its photocatalytic activity. By incorporating palladium tetranapthalene porphyrin [(Np) 4 PdP] as photosensitizer, a Z-scheme charge carriers migration mechanism is introduced to facilitate the separation of photogenerated carriers. Through optimization, the photocatalytic performance of (Np) 4 PdP/CN-x nanocomposites were evaluated, revealing that (Np) 4 PdP/CN-1 exhibits the most superior activity, achieving an impressive 98.73 % and 99.87 % degradation efficiency of 20 ppm methylene blue (MB) and rhodamine B (RhB) under a 300 W xenon lamp within 13 min. We also studied the photocatalytic antibacterial properties of (Np) 4 PdP/CN-1, and the inhibition rates of Escherichia coli ( E. coli ) and Staphylococcus aureus ( S. aureus ) reached 96.41 % and 98.14 % within 10 min. Free radical capture tests and electron paramagnetic resonance measurements indicated that ·O 2 – and ·OH were the primary active substances during photodegradation. On the basis of that, a feasible photodegradation mechanism of direct Z-scheme heterojunction was proposed. This study provides a possibility for designing C 3 N 5 based materials modified with metal porphyrins for photocatalytic dye degradation and antibacterial.

CAS / MDL: 62-56-6
研究领域: 材料科学 · 环境科学 · 生物学
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ORGANIC ELECTRONICS · 2019 · IF 3.495

Functional gate-dielectrics containing naphthyl for organic thin film transistors

Jiawei Zou,Ting Xu,Jiufu Zhu,Zuosen Shi,Wei Wang,Zhanchen Cui

Here, we copolymerize a monomer containing naphthyl group with 2-hydroxyethyl methacrylate (HEMA) and glycidyl methacrylate (GlyMA) in various molar ratio to obtain copolymers as functional gate dielectric layers of thin-film transistors (TFTs). Using naphthyl-containing molecule to have similar chemical structure with pentance to adjust the grain size of semiconductor. The results indicated that the semiconductor grains size decreased as molar percentage of naphthyl-containing compound in the polymer structure increased, which could also affect the charge carrier mobility of the pentacene thin-film transistors (TFTs). Therefore, this can be a promising manner to fabricate pentacene TFTs with a high charge carrier mobility by using functionalized dielectric layers to obtain uniform grain size of the pentacene semiconductor.

CAS / MDL: 106-91-2 868-77-9
研究领域: 材料科学 · 有机电子学
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ACS Applied Polymer Materials · 2024 · IF 4.4

Naphthyl Copolyester with High Glass Transition Temperatures: Tunable Structure and Performance

Yang Hu,Hongdong Zhang,Xinming Pu,Liping Yang

A series of poly(ethylene bis[4-(2-hydroxyethoxy)phenyl]sulfone 1,4-cyclohexanedimethylene 2,6-naphthalate) (PESCNs) copolyesters from amorphous to crystalline were prepared by melt polymerization. The chemical structure and compositions were explored by hydrogen and carbon nuclear magnetic spectroscopy (1H NMR and 13C NMR). The glass transition temperature (Tg) of copolyesters (128.1–134.5 °C) was higher than that of PEN (about 120 °C) and showed tunable characteristics with the composition of polymerization. With the incorporation of CHDM, the thermal stability of the copolyesters decreased slightly while the fluidity improved, owing to the easier conformational transition ability of CHDM. An interesting transition from brittleness to toughness was also achieved via regulating CHDM content. In addition, all the prepared copolyesters exhibited good transmittance (∼85%) under both UV and C light sources. In view of these unusual performances, PESCNs exbibit potential for use in the fields of electronic devices, fibers, and cosmetic packaging.

研究领域: 材料科学 · 高分子化学
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POLYMER · 2024 · IF 4.1

High-performance naphthalene-based photocurable epoxy resin for advanced printed circuit boards coatings by optimizing fluorodiamine-mediator extension chemistry

Pan Tian,Shengdu Yang,Yushun He,Wanjing Liu,Junhua Zhang

Despite the great progress in alkali developing photocurable resins for electronic packaging, the continuous development of high-frequency communication technology still poses a great challenge to the high heat resistance, toughness, robustness, and dielectric properties of photocurable resins. In this paper, a simple and feasible method is proposed to prepare a series of naphthalene-based photocurable resins with excellent thermal/mechanical properties and performance by introducing four selected fluorodiamine molecules into 1,6-naphthalene diglycidyl ether (NDE), respectively, and employing maleic anhydride (MA) as the alkali developing functional component. Among them, the effects of MA on the photocuring kinetics and thermo-mechanical properties of the resins were systematically investigated. Most importantly, the high functionality molecules obtained by diamine chain extension effectively improved the properties of the photocured films. As a result, two of the cured films exhibited excellent toughness (3.00 ± 1.39 MJ cm −3 and 4.55 ± 1.16 MJ cm −3 ), excellent heat resistance (212 and 195 °C), low dielectric constants (2.84 and 3.25), and low dielectric losses (0.0024 and 0.0068). Finally, the fast alkali development capability possessed by these two resins was verified, demonstrating their potential for technical application in real packaging boards and providing an effective strategy for the design and manufacture of high-performance naphthalene-based inks.

CAS / MDL: 3524-68-3 1328-53-6
研究领域: 材料科学 · 电子工程
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ANGEWANDTE CHEMIE-INTERNATIONAL EDITION · 2023 ·Vol. 62 ·期 50 ·e202315911 · IF 16.6

Naphthyl Substituted Impurities Induce Efficient Room Temperature Phosphorescence

Weiguo Qiao,Ming Yao,Jingwen Xu,Haiyan Peng,Jianlong Xia,Xiaolin Xie,Zhong'an Li

Graphical The origin of yellow-green room temperature phosphorescence (RTP) of triphenylamine from commercial sources has been clarified for the first time, which inspires a general and convenient approach to construct bicomponent host/guest organic RTP materials, that is, doping naphthyl substituted analogues into the host molecule. Accidentally, it was found that triphenylamine (TPA) from commercial sources shows ultralong yellow-green room temperature phosphorescence (RTP) like commercial carbazole, which however disappears for lab-synthesized TPA with high purity. Herein, we for the first time identify the impurity types that cause RTP of commercial TPA, which are two N , N -diphenyl-naphthylamine isomers. Due to similar molecular polarity and very trace amount (≈0.8 ‰, molar ratio), these naphthyl substituted impurities can be easily overlooked. We further show that even at an extremely low amount (1000000 : 1, mass ratio) of impurities, RTP emission is still generated, attributed to the triplet-to-triplet energy transfer mechanism. Notably, this doping strategy is also applicable to the triphenylphosphine and benzophenone host systems, of which strong RTP emission can be activated by simply doping the corresponding naphthyl substituted analogues into them. This work therefore provides a general and efficient host/guest strategy toward high performance and diverse organic RTP materials.

研究领域: 材料科学 · 光学
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FUEL PROCESSING TECHNOLOGY · 2015 · IF 3.352

A highly active solid acid for specifically catalyzing di(1-naphthyl)methane hydrocracking in cyclohexane

Mei-Xia Zhao,Xian-Yong Wei,Meng Qu,Zhan-Ku Li,Jing Liu,Jiao Kong,Dong-Dong Zhang,Hong-Lei Yan,Zhi-Min Zong

A highly active solid acid was prepared by impregnating trifluoromethanesulfonic acid (TFMSA) onto mesostructured zirconium oxide (MSZO). Di(1-naphthyl)methane (DNM) was used as a coal-related model compound to evaluate the catalytic activity of TFMSA/MSZO for cleaving strong C–C bridged bonds in coals. As a result, TFMSA/MSZO was found to be effective for hydrocracking DNM to naphthalene and 1-methylnaphthalene in cyclohexane without adding gaseous hydrogen and MSZO is a much better support than activated carbon, γ-Al 2 O 3 , and ZSM-5 zeolite . Based on the kinetic investigation, the apparent activation energy of DNM hydrocracking over TFMSA/MSZO is only 32.0   kJ·mol −1 , which is much lower than the dissociation energy (355.6   kJ·mol −1 ) of the bridged bond in DNM. The proton transfer directly from TFMSA/MSZO and/or via cyclohexane dehydrogenation over TFMSA/MSZO to the ipso -position of DNM could be the crucial step for DNM hydrocracking.

研究领域: 化学工程 · 催化科学
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INORGANICA CHIMICA ACTA · 2020 · IF 2.304

Synthesis, crystal structures and photo-thermal properties of five naphthyl-functionalized Copper(II) coordination compounds

Hao-Hai Wang,Jing-Zhe Li,Jing Nie,Zi-Xuan Yao,Hong-Jing Li,Kuan-Guan Liu,Xiao-Wei Yan

For achieving solar absorber and conversion molecular materials with excellent photothermal conversion ability, five mononuclear Copper(II) coordination compounds have been designed and isolated. They are fully characterized by IR, Powder XRD, Solid-state UV, and TGA. Single-crystal X-ray structural analysis reveals that they are typical photothermal conversion molecules with double chromophores: one antenna chromophore (NT group here) and the second chromophores (Cu(dmap) 4 2+ , Cu(dmap) 2 2+ , Cu(bpy) 2 2+ and Cu(phen) 2 2+ ). Both chromophores have great influence on their solid-state optical absorption. Their photothermal conversion experiments show that compounds 3 , 4 and 5 have the better results (the highest temperature increment 21.7 ℃ and equilibrium temperature ~ 60.7 ℃) than compounds 1 and 2 . Those results give some clues for illustrating the molecular mechanisms of solar absorber and photothermal conversion molecular materials.

研究领域: 无机化学 · 材料科学
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