Solubility Of Dyes Research Articles

Photogalvanics of the platinum working electrode in the Allura Red d-Galactose-didecyl dimethyl ammonium chloride-NaOH electrolyte

Photo-galvanic cell is a photochemical cell device whose performance depends on the combination of several factors like dye and reductant concentrations, dye stability, pH, light intensity, electrodes used, Pt electrode area, diffusion length, etc. An entirely new and unexplored combination of platinum with Allura Red photosensitizer, d-Galactose reductant, and didecyl dimethyl ammonium chloride (DDAC) surfactant has been explored in present research to upgrade the electrical performance of these cells. Allura Red is a water-soluble azo dye which shows good absorbance in region 501–507 nm. The Allura Red and DDAC is an anionic and cationic species, respectively, and therefore, the opposite charges of dye and surfactant molecules are expected to form a stable dye-surfactant complex enhancing the dye solubility and stability. d-Galactose has been used for its good reducing properties. This unexplored combination of Pt-Allura Red-d-Galactose-DDAC with these characteristics has encouraged further enhancement of the electrical output of the photogalvanic cells. The electrical output, stability, and spectral property of the photogalvanic cells have been studied in the present work. The observed power, current, potential, efficiency, and storage capacity (as half time) are of the order of 443.8 µW, 2400 µA, 721 mV, 11.61%, and 28 min, respectively. These observed results are higher than some reported data. In the spectral study, nearly the same band intensity of the pre-illuminated and post-illuminated electrolyte solution shows quite good photo-stability of the Allura Red dye in electrolyte form. This new combination of platinum-electrolyte still has the scope to achieve the enhanced cell performance of photogalvanic cells for future development.

Milk Exosome-Glow Nanosystem for Cancer Cellular and Tissue Bioimaging.

Milk-derived exosomes are widely used for diagnosis, delivery, imaging, and theranostic applications. Near-Infrared (NIR) based fluorescence bioimaging is an attractive and safer technique that is used for clinical applications. However, almost all NIR imaging agents tend to have poor photostability, short half-life, nonspecific protein binding, and concentration-dependent aggregation(s). Therefore, there is an unmet clinical need to develop newer and safer modalities to package and deliver NIR imaging agents. Bovine milk exosomes are natural, biocompatible, safe, and efficient nanocarriers that facilitate the delivery of micro- and macromolecules. Herein, we developed an exosome-based NIR dye loaded nanoimaging formulation that offers improved solubility and photostability of NIR dye. Following the acetic acid based extracellular vesicle (EV) treatment method, we extracted the bovine milk exosomes from a variety of pasteurized grade milk. The EVs were screened for their physicochemical properties such as particle size and concentration and zeta potential. The stability of these exosomes was also determined under different conditions, including storage temperatures, pH, and salt concentrations. Next, indocyanine green, a model NIR dye was loaded into these exosomes (Exo-Glow) via a sonication method and further assessed for their improved fluorescence intensity and photostability using an IVIS imaging system. Initial screening suggested that size of the selected bovine milk exosomes was ∼100-135 nm with an average particle concentration of 5.8 × 102 particles/mL. Exo-Glow further demonstrated higher fluorescence intensity in cancer cells and tissues when compared to free dye. These results showed that Exo-Glow has the potential to serve as a safer NIR imaging tool for cancer cells/tissues.

Azaspiroketal as Novel Auxochrome for Enhancing the Fluorescence Brightness and Solubility of Naphthalimide and Nitrobenzoxadiazole Dyes

AbstractThe majority of fluorescence imaging techniques make considerable use of fluorescent dyes. Nevertheless, many structural modification techniques currently in use could not adjust the fluorophores′ properties (such as brightness, photostability, water solubility, and permeability). Herein, we report azaspiroketal‐based auxochrome on naphthalimide and nitrobenzoxadiazole dyes. Their photophysical parameters revealed higher brightness and solubility than their azetidine counterparts in aqueous solution. Computational experiments were performed to study the electronic effect of azetidine and azaspiroketal on both dyes. Cytotoxicity assay indicated that azaspiroketal‐based fluorophores are safe to use for their biological application. The photobleaching studies and successful application of new dyes in bioimaging were demonstrated in MDA‐MB‐231 cell lines.

Development of Oil Vehicle Screening Method for Bromo Acid Dye-Based Color-Changing Cosmetic Formulation

Bromo acid dye (Red 21) recently gained attention in the production of color-changing cosmetics. The critical aspect in the development of cosmetic products using this dye group is the compatibility of its oil vehicles. The compatibility of bromo acid dyes with oil vehicles is determined by several parameters such as the dye solubility in the oils, clarity of the mixture, and the ability to change color when the pH of the solution is adjusted to match the skin’s pH. Therefore, this study conducted the compatibility study by examining the ability of 27 oil samples to dissolve Red 21. The ability of a vehicle to dissolve a compound is influenced by the polarity of the vehicle. Hence, a correlation was established between the relative polarity of oils and their ability to dissolve Red 21. The results showed that the water-oil interfacial tension was negatively correlated (r = -0.64) with Red 21 solubility in the oil. From this research, the water-oil interfacial tension represented the relative polarity of the oil and was considered sufficient to predict the compatibility of the oil with Red 21. In addition, hydrocarbon and silicone oils are not compatible with Red 21.

Analytical Aspects of ANSA-BSA Association: A Thermodynamic and Conformational Approach.

Many studies have demonstrated the manner in which ANS interacts with bovine serum albumin (BSA), although they are limited by the extremely low solubility of dye. The present study demonstrates the binding of ANSA dye with BSA, and since this dye can easily replace ANS, it not only simplifies research but also improves sensor accuracy for serum albumin. A combination of calorimetry and spectroscopy has been employed to establish the thermodynamic signatures associated with the interaction of ANSA with the protein and the consequent conformational changes in the latter. The results of differential scanning calorimetry reveal that when the concentration of ANSA in solution is increased, the thermal stability of the protein increases substantially. The fluorescence data demonstrated a decrease in the binding affinity of ANSA with the protein when pH increased but was unable to identify a change in the mode of interaction of the ligand. ITC has demonstrated that the mode of interaction between ANSA and the protein varies from a single set of binding sites at pH 5 and 7.4 to a sequential binding site at pH 10, emphasizing the potential relevance of protein conformational changes. TCSPC experiments suggested a dynamic type in the presence of ANSA. Molecular docking studies suggest that ANSA molecules are able to find ionic centers in the hydrophobic pockets of BSA. The findings further imply that given its ease of use in experiments, ANSA may be a useful probe for tracking the presence of serum albumin and partially folded protein states.

Experimental measurement and thermodynamic/intelligent modeling of yellow 2 G solubility in supercritical carbon dioxide with/without co-solvent

In this study, the solubility of an azo dye, Yellow 2 G, was investigated in supercritical CO2, both with and without co-solvents (methanol and dimethyl sulfoxide (DMSO)), spanning temperatures from 308 to 338 K and pressures from 10 to 34 MPa. The supercritical solubility of Yellow 2 G ranged from 0.052×10−6 to 0.559×10−6 mole fractions, while in the presence of methanol and DMSO, it varied from 0.5×10−6 to 5.92×10−6 and 0.46×10−6 to 4.6×10−6, respectively. Co-solvents significantly increased supercritical solubility, with over a 9-fold increase with methanol and more than a 7-fold increase with DMSO. Semi-empirical models, Peng-Robinson (PR), Soave Redlich Kwong (SRK), Perturbed-Chain Statistical Associating Fluid (PCP-SAFT), and quadrupolar cubic plus association theory (qCPA) equations of state, and a multilayer perceptron (MLP) neural network were used to assess the solubility data. Among the semi-empirical models, the Khansary model for the binary system and the Jouyban and Soltani-Mazloumi models for the ternary system demonstrated the highest conformity. Among models based on equations of state, the PCP-SAFT model demonstrates the highest accuracy in correlating solubility data for both binary and ternary systems. Notably, the accuracy of the SRK model in correlating solubility data for the binary system matches that of PCP-SAFT. The proposed MLP neural network provided highly accurate estimations of Yellow 2 G solubility in both binary and ternary systems, achieving an accuracy of over 99 %.

Effect of TX-100 on solubilizing power of CTAB and CPC for H Acid: An experimental and computational analysis

The present research work investigates the solubility of an anionic dye 8-amino-1-naphthol-3,6-disulfonic acid (H Acid) within the micellar mediaof two cationic surfactants cetylpyridinium chloride (CPC) and cetyltrimethylammonium bromide (CTAB) as well as in the mixed micellar mediaof each cationic surfactant with Triton X-100 (TX-100). The data from differential absorption spectroscopy across a concentration range spanning from pre-micellar to post-micellar regions was used to determine the degree of solubilization by calculating the partition coefficient (Kx), binding constant (Kb) and Gibbs free energy associated with the relevant processes. Electrical conductivity of each cationic surfactant in the presence of H Acid was recorded in aqueous media and used to determine the CMC and subsequent thermodynamic parameters including entropy (ΔSm), enthalpy (ΔHm) and Gibbs free energy change (ΔGm) associated with the process of micellization. The computational analysis was carried out with GAUSSIAN 09 using a 6-311G + basis set with a DFT/ B3LYP hybrid approach and each set of energy minimization was executed to perform frequency calculations for Frontier molecular orbital analysis and to evaluate absorption spectra. Moreover, the molecular electrostatic potential surfaces (MESP) were also computed to find their suitable hydrophobic and hydrophilic interactions.

The roles of elevated temperature and carriers in the dyeing of polyester fibres using disperse dyes: Part 3 model of dye adsorption based on dye solubility

AbstractThis review concerns the application of disperse dyes to poly(ethylene terephthalate) fibres using aqueous immersion dyeing processes and the roles of both elevated dyeing temperatures and carriers in the disperse dye/polyester fibre and disperse dye/carrier/polyester fibre dyeing systems, respectively. In this part of the paper, a mechanistic model of the disperse dye adsorption process is presented that is based on the role of dye solubility in disperse dye‐PET fibre substantivity. It is shown that the dye solubility model of disperse dye adsorption, which can be articulated using a simple mathematical approach, is able to account for the reasons why elevated dyeing temperatures are utilised in HT dyeing processes, and also why dyeing accelerants enable dyeing to be achieved using lower temperatures of ~100°C.

Natural deep eutectic solvent: A novel and green mordant for the natural dye

Applying natural dye is a green and available approach for the dyeing and simultaneous functionalizing of textiles. However, the commonly used mordant of metal ions to improve the dyeing effect results in massive toxic wastewater production, which decreases the environmentally friendly characteristics. In this work, the mordant and water substitute ability of choline chloride-ethylene glycol natural deep eutectic solvent (NADES), defined as the mixture of two or more primary metabolites at a particular composition becoming liquids via H-bond forces, was investigated during the dyeing process because it has been used as a green extraction and stability agent for the natural dye. To this end, the NADES and metal ion were used in three mordant dyeing wool and cotton processes of Platycodon Grandiflorus root dye, and the color and functionalization effect were compared to verify the method advance. The result indicated that natural deep eutectic solvent had a better effect as a mordant than the metal ion by enhancing the dye solubility, the dye uptake rate of fiber, and the dye polymerization trend via rich H-bonds among fiber, dye, and NADES. The dyed textile had an excellent functional performance, including UV resistance, antibacterial, antioxidation, and burning difficulty, with the preferable fastness. This method also showed good universality for other natural dyes and NADESs. Compared to the existing mordant dyeing technologies, the proposed technology had lower chemical reagent usage, cost, and energy consumption, whose residual solvent had good reusability for at least 10 times and better degradability. Overall, this paper supplied a potential and green approach using NADESs as alternatives to metal ions for the mordant dyeing textile using natural dye.

The roles of elevated temperature and carriers in the dyeing of polyester fibres using disperse dyes: Part 1 fundamental aspects

AbstractThis review concerns the application of disperse dyes to poly(ethylene terephthalate) (PET) fibres using aqueous immersion dyeing processes and the roles of both elevated dyeing temperatures and carriers in such dyeing systems. This part of the paper presents a review of the fundamental properties and characteristics of PET fibres, disperse dyes and dyeing accelerants. In the next part of the paper, the various theories and concepts that have been proposed to explain the promotional effects imparted by elevated dyeing temperatures and carriers to disperse dye uptake on PET and other types of fibre, are reviewed and analysed, from the viewpoints of the essential physico‐chemical aspects of both the aqueous disperse dye/PET and disperse dye/carrier/PET systems. Later parts of the paper will present a mechanistic model of the disperse dye adsorption process based on dye solubility as well as a novel plasticisation model of dye diffusion.

A method to improve dye-uptakes of less soluble disperse dyes for polyester fibers in supercritical CO2 fluid: A theoretical and experimental study

Two organic small molecules were used as assist-dissolving agents to increase the solubility of some dyes in ScCO2. Theoretical calculations showed that nicotinamide was better than benzoic acid. AIM and IGMH methods confirmed the hydrogen bonding and π-π stacking interactions between the agents and dyes. The mixtures of agents and dyes were made by the physical grinding and mixing method, and their solubilities and melting points were tested. The results indicated that the agents reduced the intermolecular forces in the dye crystals, thus enhancing the dye solubility in ScCO2. The dyeing experiment also proved the improvement of dyeing performance by the agents. The dye uptake increased from 20%∼30% to 60%∼70%, and the color intensity of the fibers improved. The best operating parameters were a temperature of 130 ℃ and a pressure of 28 MPa. The hue and color fastness of the dyed products were similar to those dyed with pure dyes.

Enhanced High Activity for Removal and Adsorption Process of Cationic Dye by Using Active Nanocomposite Surface: Reactivation and Isotherm Models

In this research, a new low-cost material was synthesised multi carbon nanotube/Zinc oxide nanocomposite (MWCNT/ZnO), nanocomposite used as a sorbent for dye removal from industrial Water treatment, as like cationic model Maxillon blue (GRL) dye in order to find the adsorption mechanism of adsorption methods were studied via FESEM, TEM, and BET. Two models of Freundlich and Langmuir isotherm were studied, and according to the data, it was established that it conforms to the isotherm Freundlich estimation on the value of R2 > 0.9798. The reactivation and re-use of (MWCNT/ZnO) nanocomposite were performed by using water in the GRL dye up to Cycle 5 under the best conditions. After the 3 cycles of using (MWCNT/ZnO) nanocomposite, the efficiency is still significant (>80%) and it appears that the (MWCNT/ZnO) nanocomposite is a probable re-newable absorber, moreover, the effect of ionic strength increases the solubility of the GRL dye in aqueous medium. Thus, when salt is added, the aqueous solution decreases the removal percentage. Also, a comparison among several surfaces (ZnONPs, MWCNT, MWCNT/ZnO), found MWCNT/ZnO nanocomposite the best surfaces to remove GRL dye.

A machine learning technique based on group contributions to calculate the solubility of dye molecules in supercritical CO2

A new modeling approach is proposed for the estimation of dye solubility in supercritical carbon dioxide. This approach is based on the synergy obtained from a group contribution approach and an artificial neural network. 33 functional groups have been proposed to create the dye molecules, and a database containing 1917 experimental solubility points of 66 molecules was utilized to establish the best architecture of the artificial neural network. The results showed that this new approach could calculate the dye solubility in this supercritical fluid with modeling errors lower than 10 % under different pressure and temperature conditions. Specifically, it showed a competitive performance with R2 > 0.99, AARDlny = 0.91 ± 1.2 % and AARDy = 10.4 ± 17.9 %. The minimum and maximum values of ARDlny and ARDy were 4.0E-04 – 16.8 % and 5.0E-03 – 386 %. This contribution group – artificial neural network approach outperformed classical empirical and semi-empirical equations, and other surrogate models based on artificial intelligence, even those using more detailed information of tested compounds (e.g., molecular descriptors that should be obtained from computational chemistry calculations). It is an interesting option to be incorporated into process simulators to improve the process design of dyeing technologies using supercritical carbon dioxide.

Design of smart polymeric sensor based on poly(N-isopropylacrylamide) and anthrapyrazolone derived fluorescent crosslinker for the detection of nitroaromatics in aqueous medium

Explosive detection in aqueous medium using fluorometric titrations is of paramount importance for security and safety, as it offers a susceptible and rapid method to identify potential threats in water sources or aqueous environments, ensuring the protection of critical infrastructure and public safety. Previously, we have investigated fluorescence-based explosive detection via π-electron-rich anthrapyrazolone-derived fluorophore moiety (dye) as an effective sensor in an organic medium. However, the dye's solubility in water makes it difficult to identify nitroaromatics (NACs) in aqueous media. In the current study, thermoresponsive crosslinked polymer (TCP) with dye [DHBBI(MA)2] added as a crosslinker between the polymer chains is synthesised by straightforward and easy free radical polymerization. The emission intensity of TCP is significantly reduced with interaction with NACs like TNP, ATNP, DNP, and PNP, primarily through static quenching attributed to a photoinduced electron transfer (PET) process. TNP exhibited the most efficient quenching, with a Ksv value of 10.7 × 102 M−1 for TCP and 6.189 × 102 M−1 for DHBBI(MA)2. The limit of detection (LOD) was 0.12 nM for TCP and 0.135 nM for DHBBI(MA)2. TCP proved to be approximately 1.72 and 1.12 times more efficient in TNP detection than DHBBI(MA)2 in terms of Ksv value and LOD. At higher temperatures beyond the LCST of the polymer, TCP exhibits additional fluorescence quenching, making it effective for NAC detection. This switch in fluorescence quenching near the cloud point temperature (TCP) of PNIPAM in aqueous media indicates TCP's potential for real-world applications, including rapid detection and identification of nitroaromatics and environmental monitoring in soil and water.

Synthesis of monoazo disperse dyes derived from N-(1-phthalimidyl)-naphthalimides and their dyeing properties on polyester fabrics

Purpose This paper aims to synthesize a novel series of monoazo disperse dyes based on N-(1-phthalimidyl)-naphthalimides by coupling with substitute anilines, naphthylamines and naphthol derivatives. Design/methodology/approach The purification of the intermediates and the dyes was carried out by recrystallization. The structures of the synthesized intermediates and the dyes were elucidated by spectroscopic techniques. The absorption maxima, molar extinction coefficient and halochromic properties of the dyes were determined spectrophotometrically using solvents of different polarity. Findings The dyes were applied on polyester using a high-temperature high-pressure dyeing machine, and the dyeing performance parameters such as colour build-up on fabrics, wash fastness, perspiration fastness and light fastness were evaluated. The colour build-up was found to be very good and the wash fastness (4–5) and perspiration fastness (4–5) were excellent, whereas the light fastness was found to vary from moderate to very good (3–6). Research limitations/implications It is not possible to investigate the structure of the synthesized dyes by nuclear magnetic resonance spectroscopic analysis due to the low solubility of dyes in deuterated solvents. Originality/value A novel method for the synthesis of a new category of monoazo disperse dyes based on N-(1-phthalimidyl)-naphthalimides was developed. These dyestuffs could be used in textile printing of polyester fabrics.

Formulation and evaluation of topical piroxicam microemulgel for arthritis

Background: Piroxicam is an anti-inflammatory, analgesic, and antipyretic drug. Piroxicam is widely used in the management of chronic pain. The objective of this work was to develop and analyze topical Piroxicam microemulgel to improve drug solubility, enhance permeation, reduce GIT side effects reduce the frequency of the drug. Method: The Piroxicam microemulgel was prepared by drawing the pseudo ternary phase picture and water titration procedure. Formulation was prepared by using isopropyl myristate as an oil, Tween 80 as an surfactant, n-butanol as Co-surfactant and water. It was converted to gel by using 1% Carbopol 940 and few drops of ethanolamine. The prepared formulation was characterized for thermodynamic stability, pH, droplet size, viscosity, FTIR,DSC, electrical conductivity, dye solubility drug content, and in-vitro release using a Franz diffusion cell. Result: Microemulgel formulation was thermodynamically stable on visual inspection after being treated with a freeze-thaw cycle and centrifugation. pH of formulation was 6.5. The mean droplet size for ME gel was 100±0.472nm. The viscosity of the microemulgel was 90.4±0.01 cps which showed Newtonian flow. FTIR and DSC studies showed that microemulgel was compatible with its excipients. Electrical conductivity and dye solubility testing confirmed that the microemulgel was O/W. Piroxicam microemulsion gel showed 89.89% drug content and the release rate of piroxicam was 98±8.63% after 48h. It followed the Korsmeyer Pappas model which means it was a hydrogel-based system. Conclusion: Microemulsion gel formulation obtained remarkably inflated skin retention for piroxicam over the piroxicam gel. It might act as a promising vehicle for the topical delivery of poor water-soluble drugs.

Formulation and evaluation of topical piroxicam microemulgel for arthritis

Background: Piroxicam is an anti-inflammatory, analgesic, and antipyretic drug. Piroxicam is widely used in the management of chronic pain. The objective of this work was to develop and analyze topical Piroxicam microemulgel to improve drug solubility, enhance permeation, reduce GIT side effects reduce the frequency of the drug. Method: The Piroxicam microemulgel was prepared by drawing the pseudo ternary phase picture and water titration procedure. Formulation was prepared by using isopropyl myristate as an oil, Tween 80 as an surfactant, n-butanol as Co-surfactant and water. It was converted to gel by using 1% Carbopol 940 and few drops of ethanolamine. The prepared formulation was characterized for thermodynamic stability, pH, droplet size, viscosity, FTIR,DSC, electrical conductivity, dye solubility drug content, and in-vitro release using a Franz diffusion cell. Result: Microemulgel formulation was thermodynamically stable on visual inspection after being treated with a freeze-thaw cycle and centrifugation. pH of formulation was 6.5. The mean droplet size for ME gel was 100±0.472nm. The viscosity of the microemulgel was 90.4±0.01 cps which showed Newtonian flow. FTIR and DSC studies showed that microemulgel was compatible with its excipients. Electrical conductivity and dye solubility testing confirmed that the microemulgel was O/W. Piroxicam microemulsion gel showed 89.89% drug content and the release rate of piroxicam was 98±8.63% after 48h. It followed the Korsmeyer Pappas model which means it was a hydrogel-based system. Conclusion: Microemulsion gel formulation obtained remarkably inflated skin retention for piroxicam over the piroxicam gel. It might act as a promising vehicle for the topical delivery of poor water-soluble drugs.

Solubility prediction of CI Disperse Red 4 and CI Disperse Red 15 in supercritical carbon dioxide based on the back propagation neural network

AbstractThe solubility of 1‐amino‐2‐hydroxy‐4‐methoxy‐anthraquinone (CI Disperse Red 4) and 1‐amino‐2‐hydroxy‐anthraquinone (CI Disperse Red 15) in supercritical carbon dioxide was measured using a dynamic method over a temperature range from 343.15 to 373.15 K and a pressure range from 14 to 22 MPa. The experimental data are analysed by using the back propagation neural network constructed by MATLAB. In the back propagation neural network, the input layer consisted of two inputs, which are temperature and pressure, the output layer consisted of the solubility of dyes, and the hidden layer function was composed of a non‐linear function. The results of the analysis showed that a good fitting level of 0.99 was obtained, which means that the back propagation neural network can accurately estimate the solubility data in supercritical carbon dioxide.

Enhanced solubilization and encapsulation of direct dyes through self-assembled single and mixed micellar nanocarriers

This manuscript provides insights into the solubilization of two direct dyes, direct green 6 (DG-6) and direct yellow 44 (DY-44), in different surfactant systems. It reports the interaction and applicability of surfactants to elevate the solubility of direct dyes in aqueous medium. Different combinations of cationic (cetyltrimethylammonium bromide) and nonionic surfactants (Triton X-100, Tween-20) have been employed for said purpose. Inclusion of nonionic surfactants to micellar media of ionic ones enhances space within micelle to accommodate more solubilizate within it. Conductometric and spectroscopic measurements were applied for investigating the interaction of dyes in these surfactant solutions. The properties of surfactants, their behavior in aqueous systems, and thermodynamics have been evaluated in terms of critical micelle concentration (CMC), and change in Gibbs energy (ΔGm), enthalpy (ΔHm), and entropy (ΔSm) of micellization. While the solubilization capability of different surfactant systems was explored with the help of binding (ΔKb) and partition (ΔKx) parameters. Moreover, the stability of the process has been revealed by calculating the Gibbs energies of binding (ΔGb) and partition (ΔGp). The results revealed that mixed surfactants are more suitable agents for the solubilization of dyes. It was also observed that the partition of dye molecules is greatly dependent on their interaction with the surfactant molecules. This study will provide the basis for choosing the suitable surfactant system to be used in various surfactant-based dye removal techniques.

Synthesis of Some Fluorescent Dyes Based on Stilbene Derivatives with Various Substituents and Their Effects on the Absorption Maxima

The six stilbene-based dyes containing benzoxazole substituents to improve solubility of dyes as well as the efficiency of fluorescence at blue emission were synthesized. In this work, absorption and fluorescent properties of the synthesized dyes were investigated. For the derivatization of benzoxazolyl stilbene dye, -NO2 and -NH2 groups were introduced in sequence onto benzoxazolyl rings. The emission maxima of the six dyes prepared were observed in the range of 435 nm~471 nm. In addition, the solubility of the dyes in dichloromethane was examined for application to the nonpolar polymer films such as PE, PP, PVC and so on. N-alkyl groups were determined to have a greater solubility of alkylated stilbene-based dyes than analogue containing and unsubstituted group. Furthermore, investigation of the optical effects of tortional strain according to conformation of side group was also performed. For identifying these properties, the geometry, dihedral angle, and other parameters of synthesized dyes were calculated by the density functional theory and time-dependent function using a gaussian 09 program.