Synthesis, characterization and application of quinazolinone based reactive dyes for various fibers

Seven hot brand heterocyclic mono azo reactive dyes (7a–g) have been synthesized by coupling diazotized 2-phenyl-3{4′-[(4″-aminophenyl)sulphonyl]phenyl}-quinazoline-4(3H)-one-6-sulphonic acid (4) with various 2-chloro-4-nitro anilino cyanurated coupling components (6a–g) and their dyeing performance on silk, wool, and cotton has been assessed. The purity of dyes was checked by thin layer chromatography. These dyes were identified by recording IR and ¹H-NMR spectra. The λ _max, R _f value, %exhaustion, %fixation, light fastness, wash fastness, rubbing fastness, reflectance (%R) value, and K/S value have also been studied.     

Synthesis and characterization of novel reactive dyes with simultaneous insect-repellent and anti-bacterial properties

N,N-Diethyl-m-toluamide (DEET) is widely used as an insect-repellent. Sulfonamides are an important class of anti-bacterial drugs. In order to combine the strength of anti-bacterial activities of sulfonamides and insect-repellent property of DEET, three azo reactive dyes were designed and synthesized. To do this, the diazoniom salts of sulfonamides viz. 4-amino-N-(4-methyl-2-pyrimidinyl) benzene sulfonamide, 4-amino-N-(4-dimethyl-2-pyrimidinyl) benzene sulfonamide and 4-amino-N-(4,6-dimethyl-2-pyrimidinyl) benzene sulfonamide were prepared using HCl and NaNO₂. The resulting diazoniom salts were then coupled to the coupling component containing N,N-diethyl-m-toluamide to produce the novel dyes. The synthesized dyes were filtered off and then purified. To investigate and analyze the dyes, analytical methods such as ¹H-NMR, FTIR, UV-visible spectroscopy, and elemental analysis were used. Consequently, the anti-bacterial activities of dyes were measured with E. coli and P. aeruginosa as a Gram-negative strain and S. aureus and S. mutans as a Gram-positive strain according to MIC method. The insect-repellent efficacy of the dyes was studied using standard methods for Anophle mosquito repellent. The results confirmed anti-bacterial and insect-repellent activity of the dyes.     

Novel cationic softener containing MCT reactive dyes for cotton: Synthesis and characterization

Two novel cationic softener containing mono-s-chloro triazinyl reactive dyes together with their analogues were designed. The dyes were synthesized via reacting an N,N-dimethyldodecylamine with p-nitrobenzyl bromide. The resultant was reduced using stannous chloride and hydrochloric acid to produce the primary amine. The quaternary ammonium salt containing primary amine was then diazotized to produce diazonium salt part of azo dye. The diazonium salt was then coupled to H-acid/J-acid reacted with cyanuric chloride and sulfanilic acid. The analogue dyes were prepared via the same route without quaternary ammonium salt making stage. The chemical structures of the novel dyes were characterized by FTIR, ¹H-NMR, and elemental analysis. The spectroscopic properties of the dyes were determined in terms of λ _max and ? _max in aqueous solution.     

Synthesis,characterization, and properties of ethoxylated azo dyes

The nonionic surfactant properties of ethoxylated azo dyes, such as cloud point and surface tension have been investigated. The synthesized ethoxylated azo dyes could dye polyester fabric without any special pre-treatment. When the average number of ethylene oxide (EO) in the ethoxylated azo dye reached 6, its fixation could exceed 90% from the thermosol dyeing process. The average degree of condensation of ethylene glycol in the chain was interrelated with the dyeing results and did not affect on the maximum absorption wavelength (λmax) of the polyoxyethylene dye. When the average length of polyoxyethylene chain decreased, the molecular weight of dyes became smaller and the fixation of dyes was improved.     

Synthesis of temporarily solubilized reactive disperse dyes and their application to the polyester/cotton blend fabric

Five temporarily solubilized reactive disperse dyes were synthesized and characterized. They were applied to polyester/cotton blend fabric using one-bath dyeing method without dispersing agent. The dye that has azonaphthalene chromophore seemed to not only be exhausted on polyester but also react with cotton. But other dyes were selectively dyed on polyester and showed limited uptake on cotton. Good levelling as well as moderate to good colour fastness was obtained with the dyes on P/C blend fabric.     

Synthesis,spectral characterization of azo dyes derived from calix[4]resorcinarene and their application in dyeing of fibers

Seven new upper rim functionalized azocalix[4]resorcinarene dyes have been synthesized by coupling calix[4]resorcinarene with different diazo compounds of p-chloroaniline, p-nitroaniline, p-toludine, p-anisidine, p-aminobenzoic acid, o-aminophenol, and aniline. The characterization of these dyes has been carried out by elemental analysis, FT-IR, ¹H- and ¹³C-NMR. Effect of solvents of varying dielectric constants on the absorption spectra of substituted and unsubstituted azocalix[4]resorcinarene dyes have been examined by UV-vis spectrophotometer. These azocalix[4]resorcinarene dyes have also been used for dyeing textile fibers like cotton, silk, and wool. Their dyeing and fastness properties have also been discussed.     

Synthesis and spectral characterization of novel azomethine disperse dyes derived from pyrazolone moiety and their dyeing performance on polyester fabrics

A series of new azomethine dyes based on pyrazolone system have been synthesized via different routes. The solvatochromism for the dyes was evaluated with respect to spectroscopic properties in various solvents. The dyes were applied as disperse dyes on polyester fabrics and gave shade poor to excellent light fastness, washing, perspiration, sublimation, and rubbing fastness properties. Also the position of color in CIELAB coordinates (L*, a*, b*) and K/S value were investigated.     

Synthesis and characterization of cellulose carbamate by liquid-solid phase method

An efficient and environmentally friendly method for the synthesis of cellulose carbamate from a mixture of cellulose pulp or the activated cellulose pulp and urea was presented in this paper. Cellulose carbamate with a nitrogen content of 1.21 % and 3.29 % were successfully synthesized via esterification reaction in the high-boiling aprotic and polar N-methyl-2-pyrrolidone solvents (hereinafter NMP). The structures of cellulose carbamate were characterized by Fourier transform infrared spectroscopy (FTIR), Kjeldahl analysis, thermo-gravimetric analysis, scanning electron microscopy (SEM), X-ray diffractometry (XRD), and ¹³C-solid-state NMR. The results showed that some functional groups of the alkali cellulose were substituted by amino in the high-boiling aprotic and polar solvents, then the cellulose carbamate was prepared with the reduced crystallinity and thermal decomposition temperature. In addition, the product was prepared with uniform substitution and distribution of carbamate group in the cellulose chain, which guaranteed its good solubility in aqueous alkali as well as its spinnability to produce fiber.     

Spinning of polyacrylamidoximes by solution blowing technique: Synthesis and characterization

A novel route for the production of polyacryloamidoxime nano-fibers is described. The innovative solution blowing spinning technique is used for the production of polyacryloamidoxime nano-fibers. The polyacryloamidoxime was prepared by the amidoximation of the acrylonitrile groups in a non-aqueous medium (DMF) using the least possible amount of hydroxylamine. A comparison study was performed to evaluate the effectiveness of the amidoximation reaction in aqueous or non-aqueous media. As the presented method is acquiring only 0.5 g/g hydroxylamine, at 50 °C for 7 h to achieve 63.1 % conversions, also solution blowing is an alternative technique for manufacturing of micro- and nano-fibers. The morphological structure, the chemical nature as well as the dyeability of the obtained fibers are illustrated. The obtained nano polyacryloamidoxime fibers show superior adsorption ability toward copper ions. Results showed that the present work presents a promising synthesis root for spinnable polyacryloamidoxime.     

Optimizing the morphology,mechanical and crystal properties of in-situ polypropylene/polystyrene blends by reactive extrusion

In this study, in-situ polypropylene/polystyrene (PP/PS) blends were prepared via a reactive extrusion technique. Fourier transform infrared spectroscopy (FTIR) analysis confirmed the generation of polypropylene-grafted-polystyrene (PP-g-PS) copolymer in the reactive process. The morphology of the in-situ PP/PS blend tended to form a homogeneous structure, as observed by scanning electron microscopy (SEM). Owing to the introduction of PP-g-PS in the reactive extrusion, a remarkable enhancement of mechanical properties was achieved for the in-situ PP/PS blend. The elongation at break of the in-situ PP/PS blend with 15 wt% PS can reach 500 %, over 10 times higher than that of the normal PP/PS blend. Differential scanning calorimetry (DSC) showed an increased crystallization temperature of PP, which can be attributed to the heterogeneous nucleation effect of the PS and grafted PS. The analysis of wide angle X-ray diffraction (WAXD) indicated the development of beta crystals in the in-situ PP/PS blend.     

Synthesis, characterization, and protonation of poly(2-N,N-dimethylamino-4,6-bis(2-furan)-pyrimidine)

A new monomer (2-N,N-dimethylamino-4,6-bis(2-furan)-pyrimidine) was synthesized and its homopolymer was successfully prepared by using ferric trichloride as an oxidant. The structure of monomer and polymer were fully characterized by ¹H-NMR, FT-IR, UV, fluorescent spectroscopy, and X-ray diffraction. The N,N-dimethylformamide solution of the polymer showed a UV-Vis peak at 387 nm and the PL spectrum gave a peak at 517 nm. We have observed that the polymer was sensitive to inorganic acids and the protonation behavior was investigated applying inorganic acids such as HCI and H₂SO₄. The corresponding UV-Vis peaks were observed at 464 and 357 nm, respectively. X-ray diffraction data shows that polymer had a certain crystalline region. The polymer exhibited an [η] value of 0.21 dl/g at 25 °C in H₂SO₄ (w=98 %).     

Synthesis and characterization of polyacrylate sizes modified by nano-microspheres prepared via miniemulsion polymerization

This paper firstly stated the fabrication of silica particles via Sol-Gel method and their modification by Silane coupling agent ??-MPS (3-Methacryloxypropyltrimethoxysilane). Pure PSt (Polystyrene) and silica/PSt microspheres were prepared via miniemulsion polymerization. We added these two microspheres to SX-5 size respectively to form the nanomodified sizes. These nano-particles were characterized by means of FTIR (Fourier Transmission Infrared Spectroscopy), DLS (Dynamic Light Scattering) and TEM (Transmission Electron Microscope). Then the properties of sizes (SX-5, nanomodified SX-5, PVA (Polyvinyl Alcohol) 1799), size films, sized yarns, and removability of sizes were characterized. Experimental results show that silica/PSt modified SX-5 had the best properties of sizes, and the best properties presented in size films and sized yarns. This result can be suggested that small size effect, high fluidity, high surface energy and tough surface morphology of silica/PSt microspheres, playing a role as cross-linker and reinforcement, will enhance the mechanical properties of SX-5 and increase the interfacial adhesion force between sizes and yarns.     

Synthesis and characterization of electrically conductive composite films of polypyrrole/poly(acrylonitrile-co-styrene)

Homogeneus Polypyrrole (PPy)/poly(acrylonitrile-co-styrene) (SAN) composite thin films were prepared by chemical polymerization of pyrrole on poly(acrylonitrile-co-styrene) matrix. Ce (IV) is used as an oxidant for in-situ polymerizion of pyrrole on SAN matrix, having an advantageous over the impregnation method. The formation and incorporation of PPy in the copolymer matrix were confirmed by FTIR-ATR and UV-Visible spectrophotometric measurements. Thermal analyses showed that after polymerization of Py in copolymer matrix, thermal behavior of SAN was changed and derivative of weight loss at this temperature was increased by increasing of PPy content. XPS and FTIR-ATR analysis of composite films indicated cerium salt with nitrate ion acted as a dopant. The increase in the AC electrical conductivity of the PPy/SAN composites over pure SAN was observed. At lower frequency up to 10⁵ Hz, conductivity was shown an independent behavior from frequency; but at high frequencies (10⁵–10⁷ Hz), dependence on frequency was explained by polaron and bipolaron formations of PPy. The dispersion of PPy particles in copolymer matrix was proven by SEM, AFM and digital camera. By the increase of PPy content in the composite films, increase in AC conductivities, and decrease in dielectric constants and loss were observed.     

Synthesis of some new thermally stable reactive dyes having 4(3<Emphasis Type="Italic">H</Emphasis>)-quinazolinone molecule for the dyeing of silk,wool, and cotton fibers

Diazotized 3-{4-[2-chloro-4-amino-5-carboxybenzyl]-5-chloro-2-carboxyphenyl}-6-iodo-2-phenylquinazolin-4(3H)-one (4) was coupled with various p-nitro anilino cyanurated coupling components (6a-j) to give the corresponding quinazolinone based reactive dyes (7a-j) in reasonable yields. All the reactive dyes (7a-j) were characterized by spectroscopic technique and elemental analysis. These dyes were applied to silk, wool, and cotton fibers as reactive dyes and their spectroscopic data, colorimetric data, antimicrobial activity, thermal stability, and fastness properties were evaluated.     

A novel biodegradable polyurethane based on hydroxylated polylactic acid and tung oil mixtures. I. Synthesis,physicochemical and biodegradability characterization

A novel biodegradable polylactic acid-based polyurethane (PU) was synthesized via a chain extension reaction between hydroxylated polylactic acid (PLA-OH) and hydroxylated tung oil (HTO) using 1,6-hexamethylene diisocyanate (HDI) to link the two polyols and dibutyltin dilaurate (DBTDL) as a catalyst. Both PLA-OH and HTO, as polyols, were separately synthesized in our laboratory. Three different molecular weights of PLA-OH prepolymers were used, and the molar ratio of PLA-OH to HTO was also changed to investigate the effect of these two parameters on the structure and properties of the final PUs. Chemical structures of PLA-OH, HTO, and final PUs were investigated by Fourier transform infrared (FTIR) and Hydrogen-1 nuclear magnetic resonance (¹HNMR) spectroscopies. Thermal transitions and thermal stability of the final PUs were, respectively, studied by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The FTIR and ¹HNMR results showed that the chain-extension reaction of the two polyols with HDI was sufficiently achieved. The TGA results showed that the polyurethanes based on the lower molecular weight PLA segments were more thermally stable; it was not degraded up to 270 °C. DSC results showed that incorporating HTO in the PU chains led to formation of more flexible PU chains, while the glass transition temperatures of the PUs of higher PLA-OH molecular weights were higher than those of lower ones.     

Acrylamide/potassium 3-sulfopropyl methacrylate/sodium alginate/bentonite hybrid hydrogels: Synthesis,characterization and its application in lauths violet removal from aqueous solutions

In this report, it was to investigate that the swelling and dye sorption properties of a series of novel hybrid composite hydrogel sorbent systems containing polysaccharide/clay polyelectrolyte based on acrylamide/potassium 3-sulfopropyl methacrylate and sodium alginate, and clay such as bentonite were synthesized with free radical solution polymerization by using ammonium persulfate/N,N,N’,N’-tetramethylethylenediamine as redox initiating pair in presence of poly(ethylene glycol) diacrylate as a crosslinker. Swelling experiments were performed in water at 25 °C, gravimetrically. The hydrogels, the semi-interpenetrating polymer networks, and the hybrid composite hydrogel systems that synthesized in this study have showed high water absorbency. Some swelling and diffusion properties were calculated, and they were discussed for the hybrid hydrogel systems prepared under various formulations. The equilibrium percentage swelling degree of highly swollen hybrid composite hydrogel systems ranges are 718-2055 %. FT-IR analysis and SEM technique were applied for characterization. For sorption of water-soluble cationic dye such as lauths violet into the hydrogel systems was studied by batch sorption technique at 25 °C. For equilibrium sorption studies, dye sorption percentage, dye uptake performance, and partition coefficient of the hydrogel systems have been investigated. The values of dye sorption percentage of the hydrogels were changed among 87.11-96.39 %. Consequently, the hydrogel systems developed in this study could serve as a potential device for water and dye sorbent.     

人工改造基因Cry1Abm的合成、原核表达及其抗虫鉴定

根据植物密码子的偏好性及使用频率,对苏云金芽孢杆菌Cry1Ab野生型基因的编码区序列进行优化和改造,改造后的Cry1Abm基因序列与原始序列同源性为66.2%,G+C含量由37.3%提高到62.7%。人工合成Cry1Abm基因,并将人工合成的改造后的Cry1Abm基因构建到原核表达载体pET28b中,构建原核表达载体pETAbm。将原核表达载体转入大肠杆菌BL21（DE3）中进行诱导表达,用诱导表达的蛋白进行饲虫（玉米螟）实验。结果表明,该蛋白对幼虫具有很强毒性,幼虫的死亡率高达86.63%,同时,存活幼虫的生长发育也受到明显抑制。该基因可以作为杀虫工程及培育转基因抗虫作物的候选基因。     

Dyeing properties of nylon,PET, and N/P mixture fabric with reactive-disperse dyes having a sulfatoethylsulfone group

The dyeing and color fastness properties of two reactive-disperse dyes containing a sulfatoethylsulfone group on nylon, PET and N/P mixture fabrics were examined. The rate of dyeing on nylon fabric was greatly dependent upon dye bath pH. The final dye uptakes at all pH, however, were as high as 97 %. Color strength of the dyed nylon fabric linearly increased up to 0.5 %owf and then slowed down over 1 %owf dyeing. Washing and rubbing fastness of the dyed nylon fabric were excellent, but grade of light fastness was moderate. Dyeability of the reactive-disperse dyes on PET fabric was not much affected by pH, and K/S values of PET fabric dyed at pH 5–8 were lower than those of nylon fabric at all pH examined. Buildup and color fastnesses properties on PET fabric showed the same tendency with nylon fabric. The rate of dyeing of the reactive-disperse dyes on nylon fabric was faster than on PET fabric when both fabrics were dyed simultaneously in the same dye pot, resulting in higher color strength of nylon than PET. The reactive-disperse dyes were found to be adequate to the one-bath, one-step dyeing of N/P mixture fabric when applied at pH 5 and 120 °C.