2-Naphthol

Novel Donor-Acceptor Based 2-Naphthol Luminophors as Hole-Transporting Materials for Optoelectronics.[Pubmed:33247394]

J Fluoresc. 2020 Nov 27. pii: 10.1007/s10895-020-02655-3.

Pyrene-perylene (Py-Pery) doped 2-Naphthol (2-NP) luminophors (Py-Pery/2-NP) were prepared by conventional solid state reaction method. Excitation energy transfer and electrical properties were studied by fluorimetry and cyclic voltametric (CV) analysis respectively.2-NP acts as an good light emitting matrix. The effect of the donor emission was perceived by changing the dopant and dopant concentrations; this showed that Py-Pery in 2-NP matrix exhibits green emission in the wavelength region 480-550 nm, peaking at 510 nm. Structural properties and thermal stability was studied by XRD, SEM and TGA-DSC. The HOMO and LUMO energy levels were in the range from 5.46-5.48 eV and 2.76-2.77 eV, respectively. An electrochemical band gap estimated was within the range of 2.68-2.72 eV. This study reveals that 2-NP luminophors can be used as a hole-transporting materials used in optoelectronics.

A nitrogen doped carbon dots-enhanced peroxynitrous acid chemiluminescence method for 2-naphthol detection.[Pubmed:33242317]

Anal Methods. 2020 Nov 26.

A weak CL emission was initiated by peroxynitrous acid (PA) produced by the interaction of nitrite with hydrogen peroxide in sulphuric acid solution. In the presence of nitrogen doped carbon dots (NCDs), the CL intensity was enhanced significantly. The CL mechanism of the NCDs-PA system was studied using the CL spectrum, FL spectrum and the effect of radical scavengers. The NCDs-PA CL system was developed for the determination of 2-Naphthol (2-NAP) based on its inhibition effect. The reduced CL intensity was proportional to the concentration of 2-NAP in the range from 0.3 to 20.0 muM and the detection limit was 48.0 nM. This method had been successfully applied to determine 2-NAP in environmental water samples with recoveries of 99.5-102.8%.

One-step optimization strategy in the simulated moving bed process with asynchronous movement of ports: A VariCol case study.[Pubmed:33220588]

J Chromatogr A. 2020 Dec 20;1634:461672.

The VariCol process is a variant of the conventional simulated moving bed (SMB) process, distinguished by the asynchronous shifting of the inlet and outlet ports of the chromatographic column train. This feature allows for a more flexible operation in column utilization and can also achieve higher separation performances. However, to take full benefit out of it, the operating parameters, such as the strategy for port switching, must be optimal. in this paper, a novel methodology for optimizing those parameters, based on a single NLP (non-linear programming), is proposed. The main advantage of this approach is that it significantly reduces the complexity of the original MINLP (mixed-integer non-linear programming) formulation currently discussed in the literature. The proposed optimization problem is built, considering that the average column configuration of three zones provides the necessary and sufficient information to describe the VariCol process. Several optimization scenarios for the enantioseparation of 1,1 -bi-2-Naphthol and aminoglutethimide were considered to evaluate the proposed methodology and to compare the performance of VariCol and SMB processes. The results have shown that with the single NLP approach, it is possible to explore the optimal solution in all the VariCol process domains with less computational effort than other optimization strategies reported in the literature. That is a great advantage, especially in the context of real-time applications.

A novel polymer coated magnetic porous carbon nanocomposite derived from a metal-organic framework for multi-target environmental pollutants preconcentration.[Pubmed:33181353]

J Chromatogr A. 2020 Dec 20;1634:461664.

This study describes the synthesis of a novel polymer (polypyrrole-polythiophene) coated magnetic porous carbon (MPC) composite derived from magnetic metal-organic framework (MOF) and its utilization in multi-target environmental pollutants preconcentration. In this regards, Fe3O4 nanoparticles (NPs) was used as magnetic core and Co-MOF-71 was coated on the surface of the NPs. Afterwards, magnetic MOF (MMOF) was carbonized under nitrogen atmosphere and finally MNC was coated with a polymer layer of the type polypyrrole-polythiophene to obtain the nanocomposite (MPC@PPy-PTh). Magnetic property, structure and morphology of MPC@PPy-PTh were explored via various characterization techniques. Applicability of MPC@PPy-PTh nanoadsorbent was investigated in multi-target environmental pollutants preconcentration using 4-chlorophenol 2-naphtol, 1-amino-2-Naphthol, 2,4-dichloroaniline, 3,4-dichloroaniline, benzothiophene and naphthalene as the model analytes. Effect of experimental factors on the preconcentration of target pollutants was explored and optimized systematically. Under the optimized condition, LODs were obtained in the range of 0.06-0.18 microg L(-1). The proposed method exhibited linearity within the range of 0.25-500 microg L(-1). Repeatability of the new method based on the relative standard deviations (n = 5) was in the range of 3.4-9.0%. Finally, the analytical applicability of the optimized method was investigated in seawater and wastewater samples and satisfactory results were achieved.

Atropselective Hydrolysis of Chiral Binol-Phosphate Esters Catalyzed by the Phosphotriesterase from Sphingobium sp. TCM1.[Pubmed:33167613]

Biochemistry. 2020 Nov 24;59(46):4463-4469.

The phosphotriesterase from Sphingobium sp. TCM1 (Sb-PTE) is notable for its ability to hydrolyze a broad spectrum of organophosphate triesters, including organophosphorus flame retardants and plasticizers such as triphenyl phosphate and tris(2-chloroethyl) phosphate that are not substrates for other enzymes. This enzyme is also capable of hydrolyzing any one of the three ester groups attached to the central phosphorus core. The enantiomeric isomers of 1,1'-bi-2-Naphthol (BINOL) have become among the most widely used chiral auxiliaries for the chemical synthesis of chiral carbon centers. PTE was tested for its ability to hydrolyze a series of biaryl phosphate esters, including mono- and bis-phosphorylated BINOL derivatives and cyclic phosphate triesters. Sb-PTE was shown to be able to catalyze the hydrolysis of the chiral phosphate triesters with significant stereoselectivity. The catalytic efficiency, kcat/Km, of Sb-PTE toward the test phosphate triesters ranged from approximately 10 to 10(5) M(-1) s(-1). The product ratios and stereoselectivities were determined for four pairs of phosphorylated BINOL derivatives.

Franconibacter sp., 1MS: A New Strain in Decolorization and Degradation of Azo Dyes Ponceau S Red and Methyl Orange.[Pubmed:33163797]

ACS Omega. 2020 Oct 20;5(43):28146-28157.

The aim of the present study is focused on the decolorization and degradation of azo dyes Ponceau S Red and Methyl Orange by a bacterial strain isolated from the gold mining district of San Martin de Loba, South of Bolivar (Colombia) sediment samples and identified as Franconibacter sp. 1MS (GenBank: MT568543) based on phenotypic and genotypic methods. A higher percentage of decolorization at 100 mg/L concentration, 37 degrees C, and pH 7 was recorded at 120 h of incubation period for both dyes. The UV-vis, Fourier transform infrared spectroscopy, and gas chromatography-mass spectrometry analysis of the original dyes and their degraded metabolites confirmed that the decolorization was due to degradation. The proposed metabolic pathways for biodegradation of both dyes have been elucidated, which showed the formation of five intermediate metabolites, namely, N,N-dimethylbenzyl-1,4-diamine, sulfonamide, 1,4-diaminobenzene, 2,5-diaminobenzenesulfonic acid, and 1-amino-2-Naphthol, which are not only highly toxic but also be able to be converted through metabolic activation into mutagenic, carcinogenic, and/or teratogenic species. The phytotoxicity studies of the original dye and degraded metabolites were tested on Phaseolus vulgaris and divulged that the degraded metabolites have toxic effects. An effective phytostimulation was observed in Ponceau S Red, which could be attributed to its capacity for enrichment of the culture medium with essential nutrients, a favorable environment for the growth of the plant.

Nitrogen and phosphorus co-doped porous carbon framework with superior electrochemical activity for naphthol isomers sensing.[Pubmed:33161977]

Anal Chim Acta. 2020 Nov 22;1138:158-167.

Heteroatom-doped carbon has emerged as one of the most important electrode materials for electrochemical analysis. Thus, designing and synthesizing novel heteroatom-doped carbon material with superior electrochemical activity is highly desired. Herein, we report a simple and effective pyrolysis-activation strategy to synthesize nitrogen and phosphorus co-doped porous carbon (N, P-C) framework by using zeolitic imidazolate framework-67 (ZIF-67) as the precursor and phytic acid as the phosphorus source. It is found that the surface defect level, electrochemical active area and electrode reaction kinetics of N, P-C framework is greatly boosted compared with ZIF-67 derived N-doped porous carbon (N-C) framework. These features endow N, P-C framework with outstanding electrochemical activity for the oxidation of highly toxic environmental pollutants 1-naphthol and 2-Naphthol. The oxidation peak currents of 1-naphthol and 2-Naphthol increase linearly in the range from 25 nM to 2 muM. Besides, the limits of detection are estimated to be about 8.0 nM and 7.2 nM (three signal-to-noise ratio) for 1-naphthol and 2-Naphthol with sensitivity of 87.3 muA muM(-1) cm(-2) and 84.6 muA muM(-1) cm(-2), respectively.

Association of Urinary Polycyclic Aromatic Hydrocarbons and Diabetes in Korean Adults: Data from the Korean National Environmental Health Survey Cycle 2 (2012-2014).[Pubmed:33149638]

Diabetes Metab Syndr Obes. 2020 Oct 27;13:3993-4003.

Purpose: To investigate the associations between the urinary levels of polycyclic aromatic hydrocarbons (PAHs) and diabetes mellitus in Korean adults. Materials and Methods: We examined the data of 6478 participants aged >/=19 years from the Korean National Environmental Health Survey (KoNEHS) cycle 2 (2012-2014). The urinary levels of 1-hydroxypyrene (1-OHP), 2-Naphthol (2-NAP), 1-hydroxyphenathrene (1-OHPhe), and 2-hydroxyfluorene (2-OHFlu) were measured by gas chromatography-mass spectrometry. Diabetes mellitus was defined as a self-report of physician-diagnosed diabetes mellitus or the use of oral hypoglycemics or insulin. Analyses were adjusted for sex, age, body mass index, household income, alcohol consumption, physical activity, urinary creatinine and cotinine, menopausal status, and quartiles of all other PAHs. Results: The prevalence of diabetes was 6.5% in the study population. In men, the geometric means of the 2-NAP and 2-OHFlu levels were higher in participants with diabetes mellitus than in those without diabetes mellitus [4.11 vs 3.26 mug/L (P <0.05) and 0.45 vs 0.40 mug/L (P <0.05), respectively]. In women, the geometric mean of 2-NAP levels was also higher in participants with diabetes mellitus than in those without diabetes mellitus (1.81 vs 0.56 mug/L, P <0.05), but there were no significant differences in geometric means for other PAHs. A higher odds ratio (OR) of diabetes was found in participants with the highest quartiles of urinary 2-NAP [OR 1.83, 95% confidence interval (CI) 1.29-2.60] and 2-OHFlu (OR 1.81, 95% CI 1.10-2.98) than in those with the lowest quartiles. Conclusion: The urinary 2-NAP and 2-OHFlu levels were associated with diabetes mellitus in Korean adults. Further studies are needed to determine a potential causal relationship between PAH exposure and diabetes mellitus and its underlying mechanism.

High circularly polarized luminescence brightness from analogues of Shibasaki's lanthanide complexes.[Pubmed:33140754]

Chem Commun (Camb). 2020 Dec 7;56(94):14813-14816.

To reach the promising potential of circularly polarized luminescence (CPL) emitters, high CPL brightness must be achieved. We describe the synthesis of analogues of the C3-symmetrical Shibasaki's lanthanide complexes (Sm, Tb, Dy) supported by enantiopure 5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-Naphthol (H8-Binol). The complexes exhibit visible luminescence in solution with exceptionally high quantum yields for Sm (4%) and Dy (17%), and strong circularly polarized luminescence for Sm, Tb, and Dy (|glum| up to 0.44, 0.32, 0.33, respectively). Altogether, these complexes possess amongst the strongest CPL brightness reported to date in lanthanide molecular complexes (up to 782 M(-1) cm(-1) for Tb).

Understanding laser desorption with circularly polarized light.[Pubmed:33091214]

Chirality. 2020 Oct 8.

We present aspects of emerging optical activity in thin racemic 1,1'-Bi-2-Naphthol films upon irradiation with circularly polarized light and subsequent resonant two-photon absorption in the sample. Thorough analysis of the sample morphology is conducted by means of (polarization-resolved) optical microscopy and scanning electron microscopy (SEM). The influence of crystallization on the nonlinear probing technique (second harmonic generation circular dichroism [SHG-CD]) is investigated. Optical activity and crystallization are brought together by a systematic investigation in different crystallization regimes. We find crystallization to be responsible for two counter-acting effects, which arise for different states of crystallization. Measuring crystallized samples offers the best signal-to-noise ratio, but it limits generation of optical activity due to self-assembly effects. For suppression of crystallization on the other hand, there is a clear indication that enantiomeric selective desorption is responsible for the generation of optical activity in the sample. We reach the current resolution limit of probing with SHG-CD, as we suppress the crystallization in the racemic sample during desorption. In addition, intensity-dependent measurements on the induced optical activity reveal an onset threshold ( approximately 0.7 TW cm(-2)), above which higher order nonlinear processes impair the generation of optical activity by desorption with CPL.

Nanoparticle-templated conversion of glucose to a high surface area biocarbon for the removal of organic pollutants in water.[Pubmed:33079716]

Water Sci Technol. 2020 Oct;82(7):1370-1379.

While extensive work has been done on the generation of adsorbents by carbonization of large polymeric structures, few works are currently available for the use of monomeric carbon molecules as precursors during carbonization. In this work we report the formation of a carbon adsorbent material from the carbonization of glucose in the presence of zinc oxide (ZnO) nanoparticle templates. Carbonization at 1,000 degrees C under inert atmosphere yields a product with Brunauer-Emmett-Teller (BET) surface area of 1,228.19 m(2)/g and 14.77 nm average pore diameter. Adsorption capacities against methylene blue, 2-Naphthol and bisphenol-A at pH 7 were found to be 539 mg/g, 737 mg/g and 563 mg/g, respectively. Our material demonstrates a strong fit with the Langmuir isotherm, and adsorption kinetics show regression values near unity for the pseudo-second order kinetic model. A flow adsorption column was implemented for the remediation of tap water containing 20 mg/L methylene blue and found to quantitatively purify 11.5 L of contaminated water.

Nitrosonaphthol reaction-assisted SERS assay for selective determination of 5-hydroxyindole-3-acetic acid in human urine.[Pubmed:33059864]

Anal Chim Acta. 2020 Oct 16;1134:34-40.

Urinary 5-hydroxyindole-3-acetic acid (5-HIAA) is a marker for diagnosis of patients with carcinoid tumors. In clinical practice, a simple colorimetric assay has widely been utilized for urinary 5-HIAA via its reaction with 1-nitroso-2-Naphthol (NNa) in nitrous acid medium. However, this colorimetric assay has been criticized for lack of specificity. Herein, we proposed a novel SERS-based method for selective detection of urinary 5-HIAA by the use of a modified nitrosonaphthol reaction, in which hydrochloric acid is substituted for nitric acid to control the reaction conditions. This slight modification is crucial to be able to detect the cationic products in the acidic reaction mixture, because the chloride-aggregated Ag colloids not only create enormous hot spots for SERS enhancement, but also improve the chemical stability of nanostructured Ag substrates in acidic environment. Under optimized conditions, the present method can detect 5-HIAA within 12 min at concentrations as low as 1.2 ng/mL, which is 1000 times lower than that of conventional colorimetric method. And more importantly, the present method exhibits specific response toward 5-HIAA against other metabolites with similar structures in the urine. The relative standard deviation (RSD) of the present method is less than 5%, suggesting the acceptable reproducibility. The recoveries ranging from 89.6% to 106.3% were obtained for spiked human urine samples with RSD of 3.7-4.9%. Furthermore, several healthy person's urine samples were also analyzed using the present method, and experimental results are in compliance with the levels recorded in a healthy population. On the basis of these results we can conclude that the present SERS-based method can provide a valuable alternative to conventional colorimetric assay for clinical diagnosis, evaluating prognosis, and monitoring of treatment in carcinoid tumors.

Association between urinary polycyclic aromatic hydrocarbons and hypertension in the Korean population: data from the Second Korean National Environmental Health Survey (2012-2014).[Pubmed:33051516]

Sci Rep. 2020 Oct 13;10(1):17142.

Polycyclic aromatic hydrocarbons (PAHs) are environmental and occupational pollutants derived from incomplete combustion of organic materials, including wood and fossil fuels. Epidemiological studies have evaluated the association between PAH exposure and hypertension or cardiovascular disease in the general population, but the evidence is limited. In this study, we evaluated the association between urinary PAH metabolites and hypertension in the Korean adult population. A total of 6478 adults who participated in the Second Korean National Environmental Health Survey (2012-2014) were included. The differences in urinary concentrations of four PAH metabolites, including 1-hydroxypyrene, 2-hydroxyfluorene, 1-hydroxyphenanthrene, and 2-Naphthol, were compared according to hypertension status using a general linear model. Adjusted odds ratios (aORs) for hypertension were calculated according to the quartile groups of urinary PAH metabolites after adjusting for age, sex, body mass index (BMI), smoking, and alcohol consumption in multiple logistic regression analyses. The estimated mean concentrations of urinary 1-hydroxyphenanthrene were significantly higher in the hypertension group than in the non-hypertension group. In 1-hydroxyphenanthrene, the OR for hypertension was significantly higher in the third and fourth quartile groups than in the first quartile group (third: OR 1.707, 95% CI 1.203-2.423, fourth: OR 1.604, 95% CI 1.158-2.223). No significant associations were detected for the other metabolites. Our results suggest an association between exposure to PAHs and hypertension in a Korean adult population. Further studies are required to evaluate the effects of low-dose long-term exposure to PAHs on hypertension and cardiovascular disease.

A new strategy for the combination of supramolecular liquid phase microextraction and UV-Vis spectrophotometric determination for traces of maneb in food and water samples.[Pubmed:32950010]

Food Chem. 2021 Feb 15;338:128068.

A novel and green method was developed for enrichment of maneb (manganese ethylene-bisdithiocarbamate) with a supramolecular solvent liquid phase microextraction method. The microextraction method has been used for the first time in the literature for separation-preconcentration of maneb. 1-decanol and tetrahydrofuran were used in the supramolecular solvent formation. The Mn(2+) content of maneb was extracted in the supramolecular solvent phase as 1-(2-pyridylazo)-2-Naphthol complex at pH 12.0. Manganese concentration was determined by UV-Vis spectrophotometer at 555 nm. Then, the maneb concentration equivalent to manganese concentration was calculated. The analytical parameters which effective in the method, including pH, volume of reagents, and sample volume were optimized. The limit of detection and the limit of quantification values for maneb were calculated as 2.22 mug L(-1) and 7.32 mug L(-1), respectively. The method was successfully applied in the analysis of the maneb content of water and food samples.

N-doped mesoporous carbon as a new sorbent for ultrasonic-assisted dispersive micro-solid-phase extraction of 1-naphthol and 2-naphthol, the biomarkers of exposure to naphthalene, from urine samples.[Pubmed:32947191]

J Chromatogr B Analyt Technol Biomed Life Sci. 2020 Dec 1;1160:122353.

This study aimed to optimize a new sample preparation method using N-doped mesoporous carbon sorbent for simultaneous measurement of 1-naphthol and 2-Naphthol, the biomarkers of exposure to naphthalene. The samples were analyzed using high-performance liquid chromatography supplied with ultraviolet detector (HPLC-UV). N-doped mesoporous carbon sorbent was obtained via the hard template procedure. The synthesized nanosorbent was then characterized by transmission electron microscopy (TEM), Brunauer-Emmett-Teller (BET), and elemental analysis (CHN). The effective factors in the extraction of the studied biomarkers were examined by the Box-Behnken (BBD) methodology. Regarding the optimum conditions, the sketched calibration curve for naphthols was linear in the concentration levels of 1-600microg L(-1) for human urine samples. The accuracy and reproducibility of the introduced method were determined using the relative recovery (RR %) and relative standard deviation (RSD %) tests on the fortified urine samples. RR% and RSD% were found to be 97.0-101.2% and 3.1-9.0%, respectively. The calculated method detection limit of the optimized procedure was 0.3microg L(-1) and 0.5microg L(-1) for 1-naphthol and 2-Naphthol, respectively.