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 and characterization of novel biocompatible four-arm star-shaped copolymers by using a new tetramethacrylate core

The objective of this study was to synthesize and characterize two novel four-arm star-shaped copolymers of N-isopropylacrylamide (NIPAAm), methacrylic acid (MAA), N,N-(dimethylamino) ethyl methacrylate (DMAEMA) and 1-vinyl-2-pyrrolidone (VP) that was initiated from a new tetramethacrylate monomer (TMAM) as the core by the free radical polymerization approach. Novel multiacrylic monomer was synthesized via three key consecutive reactions. All the intermediates and the final product have been fully characterized. The polymerization reaction was conducted by the core first method and the star-shaped copolymers were analyzed by FT-IR, ¹H NMR and Thermo-Gravimetric Analysis (TGA). MTT assay was used to evaluate in vitro cytotoxicity of the star copolymers on lung cancer cell lines. These star copolymers showed no in vitro cytotoxicity to A549 cells. The results showed that these copolymers can be promising drug carriers because they showed no in vitro cytotoxicity and they have various functional groups for association and interaction with drugs.     

Synthesis and characterization of new copolymers from glycidyl methacrylate and tetrahydrofurfuryl acrylate: Determination of reactivity ratios

The new copolymers from different feed compositions of glycidyl methacrylate (GMA) and tetrahydrofurfuryl acrylate (THFA) were synthesized using free radical polymerization in toluene at 70±1 °C using benzoyl peroxide (BPO) as initiator. The polymers were characterized by ¹H NMR, ¹³C NMR and FTIR spectroscopic techniques. The polydispersities of the copolymers suggest a strong tendency for chain termination by disproportionation. The glass transition temperature of the copolymers increases with increase in GMA content. The thermal stability of the copolymers increases with increase in THFA content. The copolymer compositions were determined using ¹H NMR analysis. Reactivity ratios for GMA and THFA as determined by the Mao-Huglin method were r₁=0.379 and r₂=0.266. The results showed that all these copolymerizations are strictly linear systems describable by the Mayo-Lewis equation based on the terminal model and that accurate reactivity ratio data can be obtained.     

Synthesis and characterization of hazelnut oil-based biodiesel

The demand for diesel fuel far exceeds the current and future biodiesel production capabilities of the vegetable oil and animal fat industries. New oilseed crops that do not compete with traditional food crop are needed to meet existing energy demands. Hybrid hazelnut oil is just such an attractive raw material for production of biodiesel. Hazelnut oil was extracted from hybrid hazelnuts and the crude oil was refined. Hazelnut oil-based biodiesel was prepared via the transesterification of the refined hazelnut oil with excess methanol using an alkaline catalyst. The effects of reaction temperature, time and catalyst concentration on the yield of diesel were examined, and selected physical and chemical properties of the biodiesel were evaluated. The biodiesel yield increased with increasing temperature from 25 to 65 °C and with increasing catalyst concentration from 0.1 to 0.7 wt%. The increase in yield with reaction time was nonlinear and characterized by an initial faster rate, followed by a slow rate. Hazelnut oil-based biodiesel had an average viscosity of 8.82 cP at 25 °C, which was slightly higher than that of the commercial soy-based diesel (7.92 cP at 25 °C). An approximate 12 °C higher onset oxidative temperature and a 10 °C lower cloud point of hazelnut oil biodiesel than those of its commercial soy counterpart indicated a better oxidative stability and flowability at low temperature. The average heat of combustion of hazelnut oil biodiesel was 40.23 kJ/g, and accounted for approximately 88% of energy content of diesel fuel. The fatty acid composition of hazelnut oil-based biodiesel was the same as the nature oil.     

Synthesis and cyclization of aromatic polyhydroxyamides containing trifluoromethyl groups

Polyhydroxyamides derivatized with trifluoromethyl ether and trifluoromethyl ester groups were investigated as possible candidates for a new flame retardant polymer. Model compounds for these derivatized polyhydroxyamides were synthesized and their cyclization chemistry was investigated. The model compound study revealed that trifluoromethyl ester group containing model compounds can cyclize on heating, while trifluromethyl ether group containing model compounds cannot. The non-fluorinated ester and ether derivatives behaved similarly. The trifluoromethyl ester derivatized polyhydroxyamides were synthesized according to the procedures for the model compounds. TGA characterization revealed that the fluorinated polymers have nearly same thermal stability as the underivatized PHA after cyclization.     

Synthesis and characterization of copolyester sizing agents

The effect of main chain structure of anion-containing copolyesters on the properties of copolyester sizing agents was investigated. The copolyesters were prepared by conventional two step polymerization technique from DMT, DMI, DMS, EG, and DEG. The copolyesters synthesized were characterized by atomic absorption spectroscopy,¹H-NMR Spectroscopy, GC, FTIR Spectroscopy, and DSC. The solubility decreased as the DMT content increased. The copolyesters having DMT:DMI=1:1 showed the minimum viscosity. The effect of EG content on the solution stability was not clear and the samples having high DMI content showed better solution stability. The water resistance was best when only DMI and EG were used, while it was worst when DMT:DMI was 1:0.     

Synthesis and characterization of novel organo-soluble poly(ether-imide)s containing bulky moiety of triphenyl methane in the main chain

This paper describes the synthesis of novel thermally stable and organo-soluble poly(ether-imide)s (PEIs) by polycondensation reaction of a new synthesized diamine with different dianhydrides. Bis [4-(4-amino phenoxy)-2,5-dimethyl phenyl] paratolyl methane (6) as a new compound containing ether groups and bulky moiety of triphenyl methane was successfully prepared by a three step reaction. First, the diol compound (3) was prepared by a solvent free reaction of 2,5-dimethylphenol (1) with 4-methylbenzaldehyde (2). Then, the diol (3) was converted to dinitro (5) by reaction with 4-fluoronitrobenzene. Finally, dinitro (5) was reducted through the reaction with Pd/C 10 %. The structure of diamine (6) and resulting poly(ether-imide)s (8a-d) confirmed by ¹HNMR, FTIR spectroscopy and elemental analysis (CHN). Also the properties of poly(ether-imide)s (8a-d) were investigated by mean of thermal gravimetric analysis (TGA), differantial thermal gravimetric (DTG), differential scanning calorimetry (DSC), solubility tests and inherent viscosity. The resulted polymers show excellent thermal stability, good solubility in aprotic polar solvent and inherent viscosities between 0.37-0.50 dl/g.     

Synthesis and characterization of novel self-colored PET (polyethylene terephthalate) by step-growth polymerization containing dye based on 1,8-naphthalimide group

A novel self-colored polyethylene terephthalate (PET) was synthesized using a synthesized dye, 4-amino-N-propanoic acid-1,8-naphthalimide. For this purpose, the prepared naphthalimide dye was added upon the polycondensation step and then a self-colored PET was prepared by step-growth polymerization. The characterization of synthesized self-colored PET and naphthalimide dye were carried out using TLC, FTIR, ¹HNMR, DSC, UV-visible and Fluorometery. Results indicated that, the novel fluorescent yellow-green PET with appropriate properties was obtained. The glass transition temperature of self-colored PET was 70 °C and it was measured by differential scanning calorimeter, which revealed that addition of dye to the chains of polymer did not affect the context of glass transition of polymer. UV-visible spectrum indicated that, 99 percent of dye was incorporated in polymer chains chemically. Furthermore, the intrinsic viscosity of self-colored PET was 0.556 dl/g and molecular weight of polymer was around 35000 (g/mol) and measured using the viscometer technique.     

Preparation and characterization of melamine-formaldehyde microcapsules containing Citrus unshiu essential oil

Melamine-formaldehyde microcapsules containing essential oil form Citrus Unshiu fruit as a natural functional compound were prepared by different stirring speeds. Chemical component, surface morphology, particle size, thermal properties, and release behavior were investigated to characterize the microcapsules and cotton knit was treated with the microcapsules to test their durability to washing. As results, the microcapsules were verified as containing the oil as core material with 80 % of loading capacity and as having more even and smaller size by 7000 rpm. Release behavior of the microcapsules showed few leakage of the oil at normal condition. Finally, the microcapsules were successfully added to cotton fabric even though durability to washing was not sufficiently acceptable. These results suggested that utilization of microcapsules containing Citrus unshiu oil as a bio-functional medium to textiles needs to be explored by optimizing finish process in a future work.     

Viscoelastic characterization of a new guar gum derivative containing anionic carboxymethyl and cationic 2-hydroxy-3-(trimethylammonio)propyl substituents

A new guar gum derivative (CMHTPG) containing anionic carboxymethyl and cationic 2-hydroxy-3-(trimethylammonio)propyl substituents was characterized with the help of a stress-controlled rheometer for its linear viscoelastic behavior in aqueous systems. The frequency-dependent elastic modulus (G′) and viscous modulus (G″) curves for 0.5, 1.0, 1.5 and 2.0 g/dl of aqueous CMHTPG solutions were found to cross at a given frequency. The crossover frequency value decreased with the increase of CMHTPG concentration. At 25 °C, the longest relaxation time was obtained to be 5.556 s for aqueous 2.0% CMHTPG solution while the shortest relaxation time to be 0.027 s for aqueous 0.5% CMHTPG solution, showing a strong concentration dependence on the viscoelastic properties. Moreover, the complex viscosity (η*) of aqueous CMHTPG solution was found to increase with the increase of CMHTPG concentration, and to decrease with the increase of frequency. By investigating the viscoelastic properties of aqueous CMHTPG salt solutions containing various concentrations of NaCl, it was observed that the addition of NaCl could lead to a slight increase in the G′, G″ or η* value. Temperature was confirmed to have an important influence on the viscoelastic properties of aqueous CMHTPG solution. For aqueous 1.0% CMHTPG solution, the activation energy reflecting the temperature sensitivity of the complex viscosity was determined at the frequency of 1.0 rad/s and found to be 16.94 kJ/mol.     

Synthesis of thermotropic polyurethanes containing imide units and their mesophase behavior

Thermotropic polyurethanes were synthesized from 1,6-hexane diisocyanate (HDI) as a diisocyanate, 1,6-hexane diol (HD), and rigid diols containing imide unit such as N,N′-bis(4-hydroxyphenyl)-3,4,3′,4′-biphenyl-dicarboxyimide (BPDI) or bis-N-(4-hydroxyphenyl)-4,4′-oxydiphthalimide (ODPI). The effects of structure difference between BPDI and ODPI and composition of HD/BPDI (ODPI) on the thermal and liquid crystalline behavior were studied. Thermotropic polyurethanes with an inherent viscosity of 0.59–0.70 were obtained. The melting temperature of BPDI-based polyurethanes were in the range of 150–290°C, however, those of ODPI-based polyurethanes were in the range of 150–190°C. All the polyurethanes based on ODPI (25–100 mole %) clearly exhibited a stable liquid crystalline phase, and BPDI-based polyurethane having 5–25% of BPDI showed a mesophase. The melting and isotropization temperatures (T _m , T _i ) andΔT(T _i −T _m ) increased with increasing BPDI and ODPI content. The polyurethanes based on BPDI has higher melting points and thermal stability compared to ODPI-based polyurethanes.     

Synthesis and characterization of Polyaniline composite with Shell membrane

Polyaniline (PANI) and shell membrane composites have been synthesized via chemical oxidative polymerization of aniline in the presence of shell membrane. Combination of surfactant, PANI, and shell membrane allows production of conductive textile with smooth surface. Fourier transform infrared spectroscopy (FTIR) measurements suggest that the oxidation degree of PANI was affected by the initial ratio of shell membrane vs. monomer amount. The PANI/shell membrane composites were characterized with UV-vis absorption spectroscopy, electron spin resonance (ESR) spectroscopy. Electrical conductivity of the composites was measured with four-probe method. The surface of the composites was observed with scanning electron microscopy (SEM). Thermal stability of the composites was discussed with the result of thermogravimetric analysis.     

Synthesis and characterization of polyurethane-based side-chain cholesteric liquid crystal polymers

Polyurethane-based side-chain cholesteric liquid crystalline polymers (ChLCPs) with variable clearing temperatures were synthesized in a two-step reaction. The chemical structures of ChLCPs were confirmed by FT-IR and ¹H-NMR spectroscopy. The mesogenic properties and phase transition behavior were investigated by means of differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X-ray diffraction measurements. The DSC studies show that the melting temperature and isotropic transition temperature of the ChLCPs increased with the weight percentage of cholesterol in the polymer. POM shows that the ChLCPs had a distinct spherulite structure that melted at about 140 °C, and these results are consistent with those of the DSC studies. The thermogravimetric studies show that the ChLCPs were stable up to 200 °C, though there was a reduction in the thermal stability as the weight proportion of cholesterol and glycerol in the polymer increased.     

Synthesis and characterization of acrylic fibers with antibacterial silver nanoparticles

The present investigation reports the novel synthesis of acrylic fibers containing Ag nanoparticles under ultrasound irradiation. The effect of temperature and power of ultrasound irradiation in growth of the Ag nanoparticles were studied. The physicochemical properties of the nanoparticles were determined by X-ray diffraction (XRD) and scanning electron microscopy (SEM). Results show a decrease in the particles size as the power of ultrasound irradiation decreased. Particle sizes and morphology of nanoparticles depend on temperature. As a result, an increase in temperature led to increase of particle size. The textile containing nanoparticles were tested for their antibacterial efficacy against E. coli and S. aureus and were found to possess significant antibacterial activity.     

Synthesis and characterization of boron doped alumina stabilized zirconia fibers

Boron doped PVA/Zr-Al acetate nanofibers were prepared by electrospinning using PVA as a precursor. The effect of calcination temperature on morphology and crystal structure was investigated at 250, 500, and 800 °C. The study also establishes the effect of boron doping on the morphology of PVA/Zr-Al acetate nanofibers at various calcination temperatures. The measurements showed that the conductivity, pH, viscosity and the surface tension of the hybrid polymer solutions have increased with boron doping. In addition, the fibers were characterized by FTIR, DSC, XPS, XRD and SEM techniques. The addition of boron did not only increase the thermal stability of the fibers, but also increased the average fiber diameters, which gave stronger fibers. The DSC results indicated that the melting temperature (Tm) of the fibers was increased from 256 to 270 °C with the addition of boron. XRD peak patterns showed that after further heat treatment at 800 °C, zirconia exists in two phases of tetragonal and monoclinic modifications. Moreover, alumina does not transform into the γ-Al₂O₃ and θ-Al₂O₃ phase at 800 °C. The SEM appearance of the fibers showed that the addition of boron resulted in the formation of crosslinked bright surfaced fibers.     

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 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.     

Design and synthesis of novel symmetrical heptamethine cyanine chromophores

In this study, near-infrared absorbing dyes, namely new rigidified heptamethine cyanines dyes, were synthesized by the reaction of bis-aldehyde-(1-formyl-3-hydroxymethylene)cyclohexene with 1,1,2-trimethylbenzindole derivatives. Two new rigidified heptamethine cyanine dyes were readily prepared by a novel semi-catalyzed method, considering their potential applications for photodynamic therapy. Absorption properties in near-infrared regions may provide these dyes to be applicable in optical recording media, biological fluorescent stains and probes. Synthesis details and full spectroscopic characterizations of the cyanines were described.     

Synthesis and properties of alkali-clearable azo disperse dyes containing a carboxylic ethyl ester group

Three alkali-clearable azo disperse dyes containing a carboxylic ethyl ester group (D1-D3) were readily synthesized using three different synthetic strategies. D1 was prepared from a carboxylic acid-containing dye by esterification with ethanol. D2 was prepared from a carboxylic ester-containing dye by transesterification with ethanol. D3 was prepared from a cyano group-containing dye by alcoholysis with ethanol and water. The molecular structures of the dyes were characterized by FTIR, mass spectrometry, ¹H NMR, ¹³C NMR, and elemental analysis. The synthesized dyes and the control dyes were used to dye poly(ethylene terephthalate) fabric, and their washing and rubbing fastness properties following different after-treatment methods (reduction clearing and alkali clearing) were examined and compared. The carboxylic ethyl ester-containing disperse dyes show good alkali clearing ability on poly(ethylene terephthalate) fabric and cause fewer environmental issues due to the absence of reductants, no production of aromatic amines with high toxicity and carcinogenicity, as well as the low toxicity of the dye hydrolysate ethanol.