Preferential Solvation and Solvatochromic Parameters in Mixtures of Poly(ethylene glycol)-400 with Some Molecular Organic Solvents

Harifi‐Mood, Ali Reza; Abbasi, Mostafa

doi:10.1007/s10953-018-0806-0

Cited by 5 publications

(4 citation statements)

References 25 publications

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“…The reason might again originate from the strong interaction of the polar DCM molecules with the OEG side chains. It is well known that polyethylene glycol (PEG)the corresponding polymer of OEGis highly polar in nature and also tends to show high interactions with DCM due to its dipole moment. , The Flory–Huggins interaction parameter between PEG and DCM is 1.67 at room temperature, indicating even better solubility at higher temperatures . Furthermore, molecular dynamics simulations reveal ample flexibility of the OEG side chains since the OC–CO group is preferred in the gauche arrangement .…”

Section: Discussionmentioning

confidence: 99%

Memory Effect by Melt Crystallization Observed in Polymorphs of a Benzothieno-Benzothiophene Derivative

James,

Greco,

Devaux

et al. 2023

Crystal Growth & Design

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This work provides a comprehensive illustration of a crystalline melt memory effect recorded for three solvates of the 2,7-bis(2-(2-methoxyethoxy)ethoxy)benzo[b]benzo [4,5] thieno [2,3-d]thiophene (OEG-BTBT) molecule with dichloromethane (DCM) molecules. Combined optical microscopy and X-ray diffraction measurements at different temperatures are used to get an overview of the structural and morphological properties like melting points, isotropic transition temperatures, induction times, and crystallization kinetics of the three forms. An outstanding observation is made upon annealing the three polymorphs at temperatures well above their respective melting points as well as above the optical clearance temperature. After cooling back to room temperature, recrystallization results in the formation of the initial phase present before the annealing process. This melt memory effect is observed for all three solvates. These observations can be correlated to the strong interaction between the DCM molecules and the oligoethylene glycol side chains, even in the molten state. This conclusion rationalizes the experimental observation made upon solvent vapor annealing of the crystalline sample with DCM, which unambiguously transformed the system into a disordered state.

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Section: Discussionmentioning

confidence: 99%

Memory Effect by Melt Crystallization Observed in Polymorphs of a Benzothieno-Benzothiophene Derivative

James,

Greco,

Devaux

et al. 2023

Crystal Growth & Design

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“…Polyethylene glycols have grown in popularity as alternative reaction media due to interesting qualities such as non-toxicity, biodegradability and complete miscibility with water and organic solvents. 21 The extraordinarily high solubility of pharmaceuticals, particularly CLX (Figure 1), in PEG 400 (Figure 2) is most likely due to extensive hydrophobic interactions between the drug and PEG400, as PEG 400 has a long non-polar region compared to other solvents and full miscibility with water and organic solvents. 22…”

Section: Solubility Study Of Celecoxibmentioning

confidence: 99%

Formulation, Optimization and Characterization of Celecoxib-loaded Emulsion System using Optimal Mixture Design

Mabrouki¹,

Benomar²,

Fahry³

et al. 2022

IJDDT

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This study was carried out to create an emulsion formulation based on Celecoxib in order to improve its solubility. The solubility of Celecoxib in different surfactants and co-surfactants was studied. Secondly, pseudo-ternary phase diagrams were used to fix the concentration ranges of the components of the emulsion. Once the most stable formulation was fixed by mixture design, the concentration of solubilized Celecoxib in this formulation was determined using UV-visible spectrophotometry. The concentration of Celecoxib in the selected formulation was 83.52%. The average globule size was 116.6 nm. The physical appearance, rheological properties, and concentration of Celecoxib in the selected emulsion remained unchanged after storage for 3 months.

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“…It shows how the PS model works in ideal mixtures and synergisms get the preferred solvent. Several attempts have been used to understand the PS and solute–solvent interactions in simple binary mixtures (molecular solvents) by UV–vis measurement of probe dyes. − However, few works have been made in complex binary systems including ILs or DESs. ,,− The most common method to overcome the PS is based on shifting UV–vis spectra of probes. By changing the solvent–solvent interactions, solute–solvent interactions (maximum wavelengths of probe spectra calculated using a UV–vis spectrophotometer) are affected; hence, PS outputs change.…”

Section: Introductionmentioning

confidence: 99%

Molecular Dynamics Simulations, Solvatochromic Parameters, and Preferential Solvation in Aqueous Solutions of Ethaline, Ethylene Glycol, and Choline Chloride

et al. 2020

Self Cite

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Deep eutectic solvents (DESs) are recent solvents that have the basic characteristics close to ionic liquids, and they have been applied in several reactions. Adding molecular solvents especially water to DESs is beneficial in some cases such as biophysics and biochemistry. Therefore, understanding the effect of different solvents and preferred solvent is critical in binary mixtures. This work describes the principles to investigate the preferential solvation of probe dyes (4-nitroaniline, 4-nitroanisole, and Reichardt’s dye 30) in complex mixed solvents in detail. Experimental and theoretical studies were used to seek the preferential solvation of probes in aqueous solution of ethylene glycol–choline chloride (ethaline) and its components (aqueous solutions of ethylene glycol and choline chloride). Results confirmed that probes prefer to be solvated by ethaline and ethylene glycol. In detail, the microsphere solvation of probe dyes was analyzed, which confirmed fundamental roles of choline and ethylene glycol for synergism effects from ideal mixtures. In most of the mole fractions, probes prefer to be solvated in the order of components, namely, ethylene glycol and choline > water > chloride. Moreover, aggregation of solvents components around probes was calculated profoundly. Molecular dynamics simulations made it possible to understand which combinations of components in mixed solvents display preferential solvation. Also, as a minor goal, solvatochromic parameters in mentioned mixtures were discussed in the related section. Finally, density functional theory (DFT) calculations showed either bathochromic or hypsochromic shifts coming from changes in microsphere solvation and hydrogen bonding of probes with solvents.

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Preferential Solvation and Solvatochromic Parameters in Mixtures of Poly(ethylene glycol)-400 with Some Molecular Organic Solvents

Cited by 5 publications

References 25 publications

Memory Effect by Melt Crystallization Observed in Polymorphs of a Benzothieno-Benzothiophene Derivative

Memory Effect by Melt Crystallization Observed in Polymorphs of a Benzothieno-Benzothiophene Derivative

Formulation, Optimization and Characterization of Celecoxib-loaded Emulsion System using Optimal Mixture Design

Molecular Dynamics Simulations, Solvatochromic Parameters, and Preferential Solvation in Aqueous Solutions of Ethaline, Ethylene Glycol, and Choline Chloride

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