Synthesis and Binding Affinity of Hydrophobic Tail Containing Naphthalene Derivatives with Different Type of Organized Media

Abstract

In this article, we are introducing the synthesis of two naphthalene derivatives (NPBU (butyl 2‐(naphthalene‐2‐yl)acetate) and NPME (methyl 2‐(naphthalene‐2‐yl)acetate)) having different length of aliphatic tail. These two newly synthesized naphthalene derivative are used as a fluorophore to understand the binding interaction with surfactants (SDS (sodium dodecyl sulfate), CTAB (cetrimonium bromide) and Triton X‐100) and also with β‐CD (β‐cyclodextrin). Because of long hydrophobic tail, NPBU is more hydrophobic in nature and showed self‐aggregation properties in aqueous medium. Whereas, the short aliphatic tail containing NPME not showed any self‐aggregation property in an aqueous medium. Because of hydrophobicity NPBU could binds with the hydrophobic inner core of micelles of SDS, CTSB and Triton X‐100. NPBU also formed inclusion complex with inner hydrophobic cavity of β‐CD. However, because of low hydrophobicity NPME, could not able to binds with hydrophobic inner core of micelles and also it was not able to bind with hydrophobic cavity of β‐CD. The calculated CMC (critical micelle concentration) values of SDS, CTAB and Triton X‐100 by using NPBU fluorophore are ∼12 mM, ∼0.8 mM and ∼0.12 mM respectively. The NPME binds with β‐CD and formed inclusion complexes NPBU@β‐CD and calculated binding constant was 0.22 × 102 M−1. Thus this presented comparative study is showing the importance of a hydrophobic tail, attached to naphthalene molecule. The attachment of a long hydrophobic tail makes the fluorophore sensitive towards microenvironment of surfactants and make naphthalene molecules suitable for investigation of structure and dynamics of micellization of different types of surfactants.

Highly Efficient Antimicrobial and Antifouling Surface Coatings with Triclosan-Loaded Nanogels

“…Due to the aliphatic tails attached to the Q-nGel network, the surface-bound Q-nGels can be loaded with Triclosan to further increase the antimicrobial effectiveness of the coating. The loading of Triclosan into the hydrophobic cavities is possible due to the intraparticle micelle formation of the introduced dodecane chains in the aqueous environment. , These intraparticle micelles facilitate the encapsulation of hydrophobic components such as Triclosan, as shown in suspension in previous research . To achieve the Triclosan incorporation on the coated surface, a previously prepared Q-nGel bound glass substrate is immersed in a Triclosan solution.…”