JOURNAL OF MOLECULAR STRUCTURE
·
2021
·
IF 3.196
Ting-Hong Huang,Cheng Luo,Dan Zheng,Jing-Yang Tan,Yong Liu,Jing Tang
Based on α- and β-naphthylamine, two new diphosphines, N,N-bis((diphenylphos phino)methyl)naphthalen-1-amine ( 1 ) and N,N-bis((diphenylphosphino)methyl)naphthalene -2-amine ( 2 ), have been prepared and characterized by IR, 1 H NMR, 31 P NMR, TG, UV-Vis, XRD and X-ray crystal structure analysis. Structural analysis shows that the two Ph 2 PCH 2 - groups in 1 and 2 are disposed in an anti configuration, and the change of the position of the (Ph 2 PCH 2 ) 2 N-group on the naphthalene moiety results in different spatial configurations of the two Ph 2 P- groups and different weak interactions, such as C-H … π and π–π interactions. DFT studies show that the composition of the HOMOs for 1 and 2 are almost the same (the naphthyl group with admixed N and P atoms), but the ingredients of the LUMOs for 1 are different from that for 2, coinciding with the change of Mülliken atomic charges . Moreover, the emission spectra show that the emissions of complexes 1 and 2 in acetonitrile solution are not similar to those of solid-state samples.
研究领域:
有机化学
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计算化学
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材料科学
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DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2024
·
IF 5.3
Bolun Mei,Yueru Wang,Jianhua Zhou,Xingchuan Yang,Yi Yu,Li Xu,Guoji Liu
To meet the demand of separating and purifying 1-naphthylamine from the reaction production and filling the solubility data gap, the solubility of 1-naphthylamine in twelve pure solvents (acetone, acetonitrile, ethyl acetate, n-butyl acetate, cyclohexane, n-heptane, methanol, ethanol, n-propanol, iso-propanol, n-butanol, and iso-butanol) was experimentally investigated in the range from 273.15 K to 308.15 K. It was found that the solubility of 1-naphthylamine increases markedly with increasing temperature in all solvent systems. The maximum solubility was 0.8978 (in the solvent of acetone, T = 308.15 K) and the minimum solubility was 0.005485 (in the solvent of n-heptane, T = 273.15 K). Then the experimental solubility data was correlated by the modified Apelblat model, Van't Hoff model, NRTL model, Wilson model, and Margules model. ARD% was calculated to assess the accuracy of the five equations and the results indicated that the modified Apelblat model fits optimally with an average ARD% value of 1.62 %. The effects of various physicochemical properties such as solvent polarity, hydrogen bond donor, hydrogen bond acceptor, and cohesive energy density on solute dissolution behavior were explored. In addition, the apparent thermodynamic properties of 1-naphthylamine in different solvents were analyzed based on modified Van’t Hoff model, which indicated the dissolution process of 1-naphthylamine in selected solvents is endothermic and entropy-driving. Finally, the effect of intermolecular interactions on the dissolution behavior was investigated at the molecular scale through molecular dynamics simulation studies, including molecular electrostatic potential surface, solvation free energy and radial distribution function analysis. This work will provide a fundamental guidance for the crystallization, separation, and purification of 1-naphthylamine.
研究领域:
化学工程
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物理化学
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产品关联
DOI
高影响因子
PHYCOLOGIA
·
2015
·
IF 1.915
Rui Liu,Xiaofei Ran,Fang Bai,Jinzhu Xu,Songqi Yang,Junqiong Shi,Zhongxing Wu
In order to investigate the toxicity targets of the secondary metabolite from aquatic plants, N-phenyl-2-naphthylamine, on Cylindrospermopsis raciborskii photosynthetic system II (PSII), we determined chlorophyll a (Chl a), specific growth rate (μ−d), photosynthetic rapid light curves and polyphasic Chl a fluorescence transients following exposure to N-phenyl-2-naphthylamine. The results showed significant decreases in Chl a following 48 h at high concentration (0.50 mg l−1) exposure to N-phenyl-2-naphthylamine. The PSII electron transfer rate and Chl a fluorescence transients appeared to be affected after the cells were exposed to concentrations of 0.50, 1.00 and 2.00 mg l−1. Exposure to higher concentration of N-phenyl-2-naphthylamine (> 0.50 mg l−1) mainly depressed the density of reaction centers (RC/CS0) and quantum energy flux ratios (ϕP0 and ϕE0) but increased the absorption flux per RC (ABS/RC), dissipated energy flux per RC (DI0/RC) and the average redox state of QA−/QA in the time span from 0 to tFmax (Sm/tFmax). However, exposure to low concentration (≤ 0.5 mg l−1) mainly inhibited the trapping energy fluxes per reaction center (TR0/RC), electron transport energy fluxes per reaction center (ET0/RC) and energy flux ratio (ψ0). This suggested that the donor and the acceptor sides of PSII were targets of N-phenyl-2-naphthylamine in C. raciborskii. Additionally, our results indicated that the toxicity target at low concentrations of N-phenyl-2-naphthylamine was at each step of electron transport between QA− and the Cyt b6/f complex; whereas, the reduction of QA was the potential target at high concentrations. We suggest that N-phenyl-2-naphthylamine may be a potential allelochemical to control harmful cyanobacterial blooms.
研究领域:
水生生物学
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环境科学
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植物生理学
✓ 已验证
产品关联
DOI
高影响因子
REPRODUCTIVE TOXICOLOGY
·
2025
·
IF 2.8
Zhiheng Shangguan,Kaiqiang Yang,Qi Pan,Hongli Hu,Pan Wang
Endocrine disruptors are environmental chemicals that can interfere with the endocrine system. However, research on endocrine disruptors that interfere with androgen action is still limited. In this study, two new environmental androgens were identified. N-Phenyl-2-naphthylamine (PNA) and o-tolidine are dye intermediates widely used in industry to produce organic pigments. We found that both PNA and o-tolidine activated androgen receptor (AR) transcriptional activity in the luciferase reporter assay and bound to AR-ligand binding domain directly in the surface plasmon resonance analysis. In vivo studies showed that PNA and o-tolidine induced the proliferation of seminal vesicle cells and increased seminal vesicle weight in immature male rats, indicating that these two compounds had androgenic activity in vivo . In addition, in mature male rats, PNA and o-tolidine reduced sperm concentration and motility and increased sperm deformities, and caused atrophy of the seminiferous tubules of the testis and decreased testosterone levels. These results suggest that PNA and o-tolidine are novel environmental androgens, which bind and activate AR and have toxicological effects on male reproductive function.
研究领域:
环境科学
·
毒理学
·
内分泌学
✓ 已验证
DOI
PubMed
高影响因子
POLYMER BULLETIN
·
2017
·Vol. 74
·期 9
·3689-3705
·
IF 1.43
Wang Jun,Wang Yuru,Song Lei,Wang Hua,Wang Jiaming,Li Cuiqin
A C 12 -naphthylamine antioxidant (3,3′-(dodecylazanediyl)bis( N -(4-(naphthalen-2-ylamino)phenyl) propanamide)) was successfully synthesized via Michael addition and amidation reactions. The chemical structure was analyzed by Fourier transform infrared spectra (FTIR), 1 H-nuclear magnetic resonance spectroscopy ( 1 H NMR), and liquid chromatography–mass spectrometry (LC–MS). Thermal stability of C 12 -naphthylamine antioxidant was also examined by differential scanning calorimetry (DSC). The scavenging capacity of antioxidants was investigated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. The efficiency of the antioxidants in thermo-oxidative stabilization of polyethylene (PE) was determined by DSC, FTIR, and tensile testing machine. The results showed that the inhibition percentage of the C 12 -naphthylamine antioxidant was 57.09, the oxidation induction time (OIT) was 157.83 min, and the carbonyl index (CI) was 0.25. In addition, the C 12 -naphthylamine antioxidant had a better antioxidant efficiency in both scavenging test and thermo-oxidative test compared with N -phenyl-2-naphthylamine and N , N ′-di-2-naphthyl-p-phenylenediamine. The result for migration of antioxidants from PE indicated that migration content of C 12 -naphthylamine antioxidant was small.
研究领域:
材料科学
·
化学工程
·
高分子化学
✓ 已验证
产品关联
DOI
高影响因子
Molecular Catalysis
·
2020
·
IF 3.687
Huan Fu,Luna Ruan,Jianhua Liao,An Pei,Jun Liu,Li Zeng,Kai Yang,Lihua Zhu,Bing Hui Chen
In this report, the Ni/C sample was successfully prepared at room temperature (RT) by depositing nickel related species on carbon black by a chemical liquid reduction method with hydrazine hydrate as reducing agent, Pt/C was synthesized via a wetness impregnation method. And Pt was supported on Ni/C by galvanic replacement reaction to form PtNi/C bimetallic nanocatalyst. By comparing the catalytic performance of different catalysts for 1-nitronaphthalene hydrogenation, it could be found that the PtNi/C bimetallic nanocatalyst showed higher catalytic activity than monometallic nanocatalysts (Pt/C and Ni/C), exhibiting 100 % conversion of 1-nitronaphthalene, 100 % selectivity to 1-naphthylamine and turnover frequency of 194.9 h −1 under mild reaction conditions (40 min, 30 °C, 3.0 MPa H 2 ). The as-prepared catalysts were characterized by XRD, XPS, HAADF-STEM, STEM-EDX mapping and line-scanning, TG, HRTEM and H 2 -TPD, which proved that PtNi/C showed most outstanding catalytic behaviors in 1-nitronaphthalene selective hydrogenation due to high dispersion of platinum, the nanostructure of Pt-on-Ni-on-Ni(OH) 2 and thus synergism effect among Pt, Ni and Ni(OH) 2 .
研究领域:
催化化学
·
材料科学
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产品关联
DOI
高影响因子
JOURNAL OF POLYMER RESEARCH
·
2017
·Vol. 24
·期 2
·1-9
·
IF 1.615
Ji Pinjun,Guo Lihua,Hu Xiaohui,Li Weimin
A series of salicylaldimine ligands 2-tert-butyl-6-((2,4-bis(diphenylmethyl)-8-arylnaphthalen)imine)-phenol ( L1 : Aryl =4- t Bu-phenyl; L2 : Aryl = p-tolyl; L3 : Aryl = phenyl; L4 : 4-CF 3 -phenyl) and the corresponding neutral salicylaldimine nickel complexes ( Ni1 - Ni4 ) were prepared and characterized. In ethylene polymerization at 20 °C, these nickel complexes are highly active, with activities of up to 6.88 × 10 5 g·mol −1 ·h −1 . Moreover, the molecular weight of the polyethylene could reach up to 8.1 × 10 5 . Comparing with the classic salicylaldimine nickel complexes Ni5 at 20 °C, complexes Ni1 with the 4- t Bu-phenyl substituent demonstrated 8 times higher activity and 35 times higher polyethylene molecular weight.
Graphical abstract
研究领域:
有机化学
·
高分子化学
✓ 已验证
产品关联
DOI
高影响因子
Materials Research Express
·
2018
·Vol. 6
·期 1
·015053
·
IF 1.151
L Z Pei,Y Ma,F L Qiu,F F Lin,C G Fan,X Z Ling
Polynaphthylamine/graphene composites have been synthesized by an in situ polymerization of the naphthylamine monomers and graphene. The polynaphthylamine/graphene composites were characterized by x-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), high-resolution TEM (HRTEM), Raman spectrum and Fourier transform infrared spectrum (FTIR). The analytical results show that the polynaphthylamine/graphene composites possess hexagonal graphite-2H phase and are composed of irregular polynaphthylamine particles and graphene nanosheets with the wrinkles and folds. The bare glassy carbon electrode was modified with the polynaphthylamine/graphene composites for the detection of benzoic acid. The polynaphthylamine/graphene composites modified glassy carbon electrode exhibits an irreversible oxidation cyclic voltammogram (CV) peak located at +0.29 V. The significant enhancement in the current response is observed as the increase of the scan rate, benzoic acid concentration and decrease of the pH value of the electrolyte. The current response of the CV peak of the benzoic acid exhibits a linear relationship with the benzoic acid concentration ranging from 0.001–2 mM. The detection limit is 0.34 μM. The polynaphthylamine/graphene composites modified glassy carbon electrode reveals great promising for the determination of benzoic acid.
研究领域:
材料科学
·
分析化学
✓ 已验证
产品关联
DOI
高影响因子
eLife
·
2024
·
IF 6.4
Shu-Ting Zhang,Shi-Kai Deng,Tao Li,Megan E Maloney,De-Feng Li,Jim C Spain,Ning-Yi Zhou
1-Naphthylamine (1NA), which is harmful to human and aquatic animals, has been used widely in the manufacturing of dyes, pesticides, and rubber antioxidants. Nevertheless, little is known about its environmental behavior and no bacteria have been reported to use it as the growth substrate. Herein, we describe a pathway for 1NA degradation in the isolate Pseudomonas sp. strain JS3066, determine the structure and mechanism of the enzyme NpaA1 that catalyzes the initial reaction, and reveal how the pathway evolved. From genetic and enzymatic analysis, a five gene-cluster encoding a dioxygenase system was determined to be responsible for the initial steps in 1NA degradation through glutamylation of 1NA. The γ-glutamylated 1NA was subsequently oxidized to 1,2-dihydroxynaphthalene which was further degraded by the well-established pathway of naphthalene degradation via catechol. A glutamine synthetase-like (GS-like) enzyme (NpaA1) initiates 1NA glutamylation, and this enzyme exhibits a broad substrate selectivity toward a variety of anilines and naphthylamine derivatives. Structural analysis revealed that the aromatic residues in the 1NA entry tunnel and the V201 site in the large substrate-binding pocket significantly influence NpaA1’s substrate preferences. The findings enhance understanding of degrading polycyclic aromatic amines, and will also enable the application of bioremediation at naphthylamine contaminated sites.
研究领域:
环境微生物学
·
生物化学
·
生物修复
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产品关联
DOI
PubMed
高影响因子
APPLIED SURFACE SCIENCE
·
2020
·
IF 6.182
Huizhen Deng,Juanjuan Yin,Jinming Ma,Jingxin Zhou,Lexin Zhang,Lili Gao,Tifeng Jiao
A novel catalyst composed of Ag 3 PO 4 bridged by Ni/Ti LDH-graphene heterojunction structure was successfully prepared by a simple in-situ deposition method, which has excellent catalytic performance for 4-NP and 2-NA. Various characterizations to the samples such as XRD, SEM, TEM, STEM-EDS, XPS, TG–DSC, and UV–vis DRS were adopted. Because the ternary structure is mixed with each other to form more heterojunctions and higher specific surface area, the ternary composite Ag 3 PO 4 /Ni-Ti LDH/GO has excellent catalytic and cycle performance. Compared to the precursors Ag 3 PO 4 /GO and Ni-Ti LDH/GO, the finally as-obtained nanocomposite Ag 3 PO 4 /Ni-Ti LDH/GO degraded 4-NP and 2-NA solutions represented more dominant degradation efficiency. In addition, the pseudo-first-order rate constants of the composite catalyst for 4-NP and 2-NA are 0.178 min −1 and 0.089 min −1 , respectively. The complex and irregular surfaces of Ni-Ti LDH/GO provided an ideal carrier with abundant active sites for in-situ depositing and stabilizing of Ag 3 PO 4 NPs, formed the Ag 3 PO 4 /Ni-Ti LDH/GO hybrid possessed an acceptable catalytic performance on the degradation of azo dyes, which could be applied in the efficient treatment of wastewater from industries.
研究领域:
环境科学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
MOLECULES
·
2019
·Vol. 24
·期 20
·3718
·
IF 3.06
Mao-Long Chen,Shu-Yang Zhou,Zhou Xu,Li Ding,Yun-Hui Cheng
MIL-100(Fe, Cr) and MIL-101(Cr) were synthesized by the hydrothermal method and applied to the adsorptions of five aromatic amines from aqueous solutions. These three metal-organic frameworks (MOFs) were well characterized by powder X-ray diffraction (PXRD), scanning electron microscope (SEM), transmission electron microscope (TEM), thermogravimetric analysis (TGA) and surface area analysis. The adsorption mechanism of three MOFs and the effects of the structures of MOFs on the adsorption of aromatic amines were discussed. The results show that the cavity system and suitable hydrogen bond acceptor were important factors for the adsorption for five aromatic amines of aniline, 1-naphthalamine, o-toluidine, 2-amino-4-nitrotoluene and 2-nitroaniline: (a) the saturated adsorption capacity of aniline, 1-naphthylamine and o-toluidine on MIL-100(Fe) were 52.0, 53.4 and 49.6 mg/g, respectively, which can be attributed to the intermolecular hydrogen bond interaction and cavity system diffusion. (b) The adsorption capacity of 2-nitroaniline and 2-amino-4-nitrotoluene on MIL-101(Cr) were 54.3 and 25.0 mg/g, respectively, which can be attributed to the more suitable pore size of MIL-101(Cr) than that of MIL-100(Fe, Cr). The MOFs of MIL-100(Fe) and MIL-101(Cr) can be potential materials for removing aromatic amines from aqueous solutions.Keywords:metal-organic framework;adsorption;aromatic amines;aniline;1-naphthalamine;o-toluidine;2-amino-4-nitrotoluene;2-nitroaniline
研究领域:
材料科学
·
环境科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Nature Communications
·
2025
·Vol. 16
·期 1
·1-13
·
IF 15.7
Yang Yujie,Wang Jiaqiang,Yang Jie,Tong Lihuan,Cui Xiaodan,Fang Manman,Li Zhen
Organic radical materials have attracted significant attention for their unique photophysical properties and potential applications. Herein, we propose an auto triplet excitons supply system to generate radicals through the photoinduced electron transfer process for practical applications. By manipulating the n-π* transition and p-π conjugation, we achieve enhanced photoactivated phosphorescence coupled with rapid radical generation rates in the methoxy-substituted naphthylamine derivative ( OCH 3 -DNaAPh ) and fluorine-substituted naphthylamine derivative ( F-DNaAPh ), confirming the crucial role of the long-lived excitons supply in generating stable radicals upon UV irradiation. OCH 3 -DNaAPh is thus selected for implementing quantitative monitoring and an automated alarm system for UV radiation, featuring a two-stage risk warning model for excessive UV exposure. Furthermore, it acts as the photoinitiator for the polymerization of methyl methacrylate under UV irradiation, further enhancing phosphorescence emission above 473 K. The study describes a method to generate organic photogenerated radicals in the solid state, broadening their scope of practical applications.
研究领域:
有机光电子学
·
材料化学
·
光物理化学
·
功能材料
·
分子工程
·
光响应材料
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）