Tartrazine: physical,thermal and biophysical properties of the most widely employed synthetic yellow food-colouring azo dye

Journal of Thermal Analysis and Calorimetry - The food-colouring dye tartrazine is a significant additive and in the same time a biologically active material. Thermal behaviour of trisodium...     

Polymer complexes. LXVII: electrical conductivity and thermal properties of polymer complexes of quinoline azo dye

A novel series of divalent transition metals (Cu²⁺, Co²⁺ and Ni²⁺) polymer complexes of azo ligand named 5-(2,3-dimethyl-1-phenylpyrazol-5-one azo)-8-hydroxyquinoline (Q) have been synthesized. The azo quinoline ligand (Q) and polymer complexes are characterized by various physicochemical techniques. The thermal properties of the ligand and its isolated polymer complexes are studied using thermogravimetric analysis. The physicochemical investigations elucidate that the azo ligand acts as a neutral bis(bidentate) ligand. The polymer complexes are found to be octahedral geometry. The change in the ac electrical conductivity, loss tangent and dielectric properties are studied upon heating in temperature region 298–550 K and frequency ranging from 0.1 to 100 kHz, moreover, the mechanism of conduction is determined. The electrical conductivity studies indicate that the ligand (Q) and polymer complexes have the semiconducting behavior. The correlated barrier hopping is the dominant conduction mechanism for all samples.     

Spectral, thermal and electrical properties of some new azo complexes

Cobalt(ll), nickel(II) and copper(II) acetates react with thymine compound (H2L) to form complexes having the general formula [MH2L(OAC)2(H2O)2]nH2O. However, the interaction of iron(III) chloride with thymine in acetic acid-water medium yields a new complex of the type [FeH2L(OAC)2H2O]OAC.H2O. All the thymine complexes have been characterized by elemental analyses, spectral and magnetic studies where thymine acts as a neutral ligand and the acetate ion behaves as a strong nucleophile during complexation. 6-aryl and thiazolylazo thymine compounds and their metal complexes were synthesized and characterized where the ligands act as a bidentate dibasic. The azo group is not involved in the structure. Thermal decomposition studies of the azo complexes were explained to give more information on the structure of the investigated materials. The effect of some transition metal cations such as Co11, Ni11 and CuII on the electrical behaviour of 6-(2-thiazolylazo)thymine compound is studied. The data obtained obeyed the relation sigma = sigma degrees exp ( - E/2kT) over the temperature range 30-150 degrees C. The observed conductivities of the different complexes follow the order Co < Ni < Cu. It is clear that this trend is depending on the decreasing of the ionic radii and the increasing stability of metal complexes. The calculated mobility of charge carriers is ranged from 10(-5) to 10(-9)cm2/V s suggesting that the conduction of the studied complexes takes place by hopping mechanism.     

Spectroscopic and Laser properties of the dye chromogen red B

The title compound, the xanthene merocyanine related to rhodamine B and fluorescein, shows a slightly larger Stokes shift than either dye and lases at intermediate wavelengths. A weak response under nitrogen laser pumping is ascribed to strong excited state absorption.     

Spectroscopic and laser properties of the dye chromogen red B

The title compound, the xanthene merocyanine related to rhodamine B and fluorescein, shows a slightly larger Stokes shift than either dye and lases at intermediate wavelengths. A weak response under nitrogen laser pumping is ascribed to strong excited state absorption.     

Synthesis and properties of azo dye aligning layers for liquid crystal cells

The synthesis and properties of azo dyes that can be used for photoaligning liquid crystals (LCs) have been investigated. The structures and the synthetic procedure for the azo dyes are presented. The photoaligning of azo dyes takes place purely due to the reorientation of the molecular absorption oscillators perpendicular to the UV light polarization. The qualitative model for the phenomenon in terms of the rotational diffusion of the azo dye molecules in the field of the polarized light is discussed. The order parameters S = -0.4 (80% of the maximum absolute value S_m = -0.5) were measured from the polarized absorption spectra at the wavelength 372 nm. A temperature stable pretilt angle of 5.3° was obtained by a two-step exposure of the azo dye film using normally incident polarized light followed by oblique non-polarized light. The azimuthal anchoring energy of the photoaligned substrate was A_ϕ ≈10^-4 J m^-2, which is the same as the anchoring of the rubbed polyimide (PI) layer. The voltage holding ratio value of a photoaligned LC cell was found to be even higher than for a rubbed PI layer, which enables the applications of azo dyes as aligning layers in active matrix liquid crystal displays. The thermal stability of the photoaligned azo dye layers is sufficiently high, but UV stability has to be improved, e.g. by polymerization. A new LCD aligning technology based on polymerized azo dye layers is envisaged.     

Catalytic properties of Fe-Cu-Al-montmorillonites in the oxidation of acid chrome dark blue azo dye

Interlayer cations in the sodium form of the aluminosilicate montmorillonite (Mt) have been exchanged by mixed, bulky, polynuclear hydroxo cations (Al: (Fe + Cu) = 10, Cu: Fe = 0–1, OH: (Fe + Cu + Al) = 2), and the product has been heat-treated to obtain Fe-, Fe-Al-, and Fe-Cu-Al-containing materials (Fe-Cu-Al-Mt). The chemical composition and textural characteristics of the materials depend on the Cu: Fe molar ratio. The catalytic properties of the materials in the oxidation of acid chrome dark blue (ACDB) azo dye with hydrogen peroxide have been investigated. The activity and stability of the Fe-Cu-Al-Mt systems are determined by the quantity of copper and iron atoms introduced into the structure of the material. As the iron ion content is increased, the specific catalytic activity of the system increases and the system becomes less resistant to the leaching of iron ions into the solution. Raising the copper content of the system above 0.07 wt % reduces its activity and stability. The effects of the catalyst content, pH of the solution being oxidized, and reactant ratio (H₂O₂: ACDB) on the reaction rate have been studied. The ACDB oxidation conditions have been optimized.     

Development and validation of a single RP-HPLC assay method for analysis of bulk raw material batches of four parabens that are widely used as preservatives in pharmaceutical and cosmetic products

A stability-indicating, robust, fast, and user friendly reversed-phase high-performance liquid chromatographic (RP-HPLC) assay method has been developed and validated for the analysis of commercial raw material batches of methylparaben, ethylparaben, propylparaben, and butylparaben. These four parabens are widely used as preservatives in pharmaceutical and cosmetic products. Accurate assay value of each of the parabens in their respective commercial lots is critical to determine the correct weight of the paraben that is needed to obtain the target concentration of the paraben in a specific lot of pharmaceutical or cosmetic products. Currently, there are no single HPLC assay methods (validated as per ICH requirements) available in the literature that can be used to analyze the commercial lots of each of the four parabens. The analytical method reported herein analyzes all four parabens in less than 10 min. The method presented in this report was successfully validated as per ICH guidelines. Therefore, this method can be implemented in QC laboratories to analyze and assay the commercial bulk lots of the four parabens.     

Synthesis, structure, and physical properties of hybrid nanocomposites for solid-state dye lasers

We report on the synthesis, structural characterization, physical properties, and lasing action of two organic dyes, Rhodamine 6G (Rh6G) and Pyrromethene 597 (PM597), incorporated into new hybrid organic-inorganic materials, where the organic component was either poly(2-hydroxyethyl-methacrylate) (PHEMA) or copolymers of HEMA with methyl methacrylate (MMA), and the inorganic counterpart consisted of silica derived from hydrolysis-condensation of methyltriethoxysilane (TRIEOS) in weight proportion of up to 30%. Lasing efficiencies of up 23% and high photostabilities, with no sign of degradation in the initial laser output after 100 000 pump pulses at 10 Hz, were demonstrated when pumping the samples transversely at 534 nm with 5.5 mJ/pulse. A direct relationship could be established between the structure of the hybrid materials, analyzed by solid-state NMR, and their laser behavior. An inorganic network dominated by di-/tri- substituted silicates in a proportion approximately 35:65, corresponding to samples of HEMA with 15 and 20 wt % proportion of TRIEOS, optimizes the lasing photostability. The thermal properties of these materials, together with the high homogeneity revealed by atomic force microscopy (AFM) images, even in compounds with high silica content, indicate their microstructure to be a continuous phase, corresponding to the polymer matrix, which "traps" the silica components at molecular level via covalent bonding, with few or no silica islands.     

Facile synthesis and properties of alkali-clearable azo disperse dye containing a carboxylic ester moiety

A yellow, alkali-clearable azo disperse dye containing a carboxylic ester moiety was readily synthesized from the reactant p-aminobenzoic acid by successive diazotization, coupling reaction, chlorination and esterification with ethanol. Then its molecular structure was characterized by FTIR,1H NMR,13 C NMR,mass spectrometry and elemental analysis. The synthesized dye and a similar control dye containing the acylamide moiety（I） were applied to dyeing poly（ethylene terephthalate） fabric and their washing and rubbing fastness properties with different post-treatment methods（reduction clearing and alkali clearing） were examined and compared. It is found that the ester-containing disperse dye shows good alkali-clear ability on poly（ethylene terephthalate） fabric and contaminates little to environment due to the absence of reductants, as well as low toxicity and easy recycling of the hydrolysates.     

Thienylpyrrole azo dyes: synthesis, solvatochromic and electrochemical properties

The synthesis and the evaluation of solvatochromic and electrochemical properties of new donor-acceptor-substituted thienylpyrrole azo dyes 3 are described. These derivatives exhibit dramatic changes in both their electronic and redox properties in comparison with thienylpyrroles 1. In agreement with the solvatochromic and electrochemical studies of push-pull derivatives 3 the new compounds prepared, may find application in the manufacture of new materials with notable non-linear optical properties.     

Synthesis,structural characterization and DNA binding affinity of new bioactive nano‐sized transition metal complexes with sulfathiazole azo dye for therapeutic applications

The azo dye ligand 4‐(5‐chloro‐2‐hydroxyphenylazo)‐N‐thiazol‐2‐ylbenzenesulfonamide (H₂L) formed by the coupling reaction of sulfathiazole and p‐chlorophenol was synthesized and characterized using elemental analysis and Fourier transform infrared (FT‐IR) as well as UV–visible spectra. Nano‐sized divalent Cu, Co, Ni, Mn and Zn complexes of the synthesized azo dye ligand were prepared and investigated using various spectroscopic and analytical techniques. Elemental and thermal analyses indicated the formation of the Cu(II), Ni(II) and Mn(II) complexes in a molar ratio of 1:2 (L:M) while Co(II) and Zn(II) complexes exhibited a 1:1 (M:L) ratio. FT‐IR spectral studies confirmed the coordination of the ligand to the metal ions through the phenolic hydroxyl oxygen, azo nitrogen, sulfonamide oxygen and/or thiazole nitrogen. The geometric arrangements around the central metal ions were investigated applying UV–visible and electron spin resonance spectra, thermogravimetric analysis and molar conductance measurements. X‐ray diffraction patterns revealed crystalline nature of H₂L and amorphous nature of all synthesized complexes. Transmission electron microscopy images confirmed nano‐sized particles and their homogeneous distribution over the complex surface. Antibacterial, antifungal and antitumour activities of the investigated complexes were screened compared with familiar standard drugs to confirm their potential therapeutic applications. The Cu(II) complex showed IC₅₀ of 3.47 μg ml^?1 (5.53 μM) against hepatocellular carcinoma cells, which means that it is a more potent anticancer drug compared with the standard cisplatin (IC₅₀ = 3.67 μg ml^?1 (12.23 μM)). Furthermore, the Co(II), Ni(II), Cu(II) and Zn(II) complexes displayed IC₅₀ greater than that of an applied standard anticancer agent (5‐flurouracil) towards breast carcinoma cells. Hence, these complexes can be considered as promising anticancer drugs. The mode of binding of the complexes with salmon serum DNA was determined through electronic absorption titration and viscosity studies.     

Polyelectrolyte complexes. V. Solid‐state properties of some polycation/azo dye complexes controlled by the dye structure

The solid‐state properties of some polycation/azo dye complexes according to the dye structure were studied in this work. One polycation contained about 95 mol % N,N‐dimethyl‐2‐hydroxypropyleneammonium chloride units in the backbone (PCA₅), and eight azo dyes, different in either the number of sulfonic groups or their distribution, were used as opposite components. The selected azo dyes were as Crystal Scarlet, Congo Red, Crocein Scarlet MOO, Ponceau SS, Amaranth, Ponceau S, Direct Blue 1, and Direct Red 80. Information on the compensation degree of the oppositely charges was obtained by the elemental analysis of the solid‐state polycation/dye complexes (the experimental contents of chlorine, nitrogen, and sulfur were compared with the calculated values). Differential scanning calorimetry was employed to probe the strength of the intermolecular interactions in the PCA₅/dye complexes. Wide‐angle X‐ray diffraction was used to assess the supramolecular order of the solid‐state complexes. The physical properties of the PCA₅/azo dye complexes (the complex stoichiometry, glass‐transition temperature, decomposition temperature, and degree of supramolecular order) were influenced mainly by the dye structure but also by the polycation concentration and the presence of NaCl. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 41: 264–272, 2003     

Synthesis,physical, and thermal properties of linear poly(dialkoxyphosphinyl-s-triazine)s

A novel class of linear poly(dialkoxyphosphinyl-s-triazine)s were prepared by interfacial or solution polycondensation reactions of various diamines such as ethylenediamine, hexamethy-lenediamine or bis(4-aminocyclohexyl)methane with 2-dialkoxyphosphinyl-4,6-dichloro-s-triazines. The latter were synthesized by reacting cyanuric chloride with an equimolar amount of trialkyl phosphite. The phosphorous-containing polymers were characterized by inherent viscosity measurements as well as by infrared (IR) and proton nuclear magnetic resonance (¹H-NMR) spectroscopy. The thermal properties of polymers were investigated by differential thermal analysis (DTA) and thermogravimetric analysis (TGA). Pyrolysis of all polymers was exothermic. Polymers were stable up to 150–200°C both in nitrogen and air atmosphere. They afforded 16–42% char yield at 700°C under anaerobic conditions.     

Metal complexes of azo coumarin derivative: synthesis,spectroscopic, thermal,and antimicrobial studies

Cu(II), Co(II), Ni(II), Cd(II), and Zn(II) complexes of 6-(2-phenyldiazenyl)-7-hydroxy-4-methyl coumarin (PAHC) are characterized based on elemental analyses, infrared, ¹H NMR, magnetic moment, molar conductance, mass spectra, UV-Vis analysis, thermogravimetric analysis (TGA), and X-ray powder diffraction. From the elemental analyses, it is found that the complexes have formulae [M(L)₂(H₂O) _n ] ? xH₂O (where M = Cu(II), Co(II), Ni(II), Cd(II), and Zn(II), n = 0–2, x = 1–4). The molar conductance data reveal that all the metal chelates are non-electrolytes. From the magnetic and solid reflectance spectra, it is found that the structures of these complexes are octahedral or tetrahedral. The synthesized ligand and metal complexes were screened for antibacterial activity against some Gram-positive and Gram-negative bacteria.     

Electronic spectral parameters of the azo indicators: methyl red, methyl orange, PAN, and fast black K-salt

The electronic absorption spectra of some azo indicators (methyl red, methyl orange, PAN, and fast black K-salt) were taken in different solvents with different physical properties in order to study the solvent-solute interaction. The parameters used depend on the solvent dielectric constant and refractive index. The data are analyzed based on multiple regression technique.     

Effect of sunset yellow dye on morphological,optical, dielectric,thermal and mechanical properties of KDP crystal

Herein, we describe the growth and morphology of well-defined dyed crystals of KH₂PO₄ (potassium dihydrogen orthophosphate; KDP) containing organic azo (sunset yellow; SSY) dye in the {1 0 1} & {0 0 1} pyramidal growth sectors. An understanding on selective dye inclusion in various growth sector of host crystal is proposed, which will help in designing novel tailor-made dyed photonic crystals. The structural analysis and the identification of various functional groups present in as grown KDP crystals were carried out using powder XRD, FTIR and Raman studies. Solid state transmittance spectra for dyed KDP crystals displayed three absorption peaks at 230 nm, 311 nm and 477 nm, which were blue shifted for SSY dye in KDP crystal relative to neutral aqueous solution of SSY dye. These blue shifts in the absorption maxima confirm the successful incorporation of sunset yellow dye into the pyramidal growth sectors of dyed KDP crystals. The band around 409 nm in the photoluminescence emission spectrum indicates a violet emission. SSY dye doped KDP crystals showed enhanced dielectric properties and thermal stability as compared to pure KDP crystal. The mechanical strength of the KDP crystals estimated using Vickers microhardness test was found to decrease with the increase in SSY dye doping.