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Durable fuorescent cotton textile by immobilization of unique tetrahydrothienoisoquinoline derivatives

Research Authors
Islam S. Marae , Walid Sharmoukh, Etify A. Bakhite, Osama Sh. Moustafa, Mohamed S. Abbady, Hossam E. Emam
Research Abstract

Due to the sensitivity for interchanging color by exposure to UV light, designing of fuorescent textiles is highly demanded to be employed in camping, military and sensing purposes. Aromatic compounds containing tetrahydroisoquinoline are known with their biological and medicinal activity, but they are not applied as fuorescent materials. Therefore, the present study focuses on synthesis of tetrahydrothienoisoquinoline derivatives and their application in textile technology to obtain fuorescent cotton fabrics. Four tetrahydrothienoisoquinoline derivatives were synthesized in three steps, starting from 2,4-diacetyl-5-hydroxy-5-methyl-3-(4-methoxyphenyl)cyclohexanone. The chemical structures ofthe synthesized tetrahydrothienoisoquinoline derivatives (Ar1-Ph, Ar2-Ph-Cl, Ar3-Ph-CH3 and Ar4-PhOCH3) were confrmed by infrared spectra, 1 HNMR and 13CNMR. The yields and melting points were both measured for all the synthesized compounds. The tetrahydrothienoisoquinoline derivatives were applied onto the cotton fabrics to obtain Ar1-Ph@ cotton, Ar2-Ph-Cl@cotton, Ar3-Ph-CH3@cotton and Ar4-Ph-OCH3@cotton fabrics. All modifed cotton fabrics were exhibited by green emission under UV lamp (325  nm). The excited modifed cotton fabrics showed an intense fuorescence emission peak at 444–467  nm, related to the implemented compounds. The intensity of the fuorescence peak followed the order of Ar1-Ph@cotton>Ar3-Ph-CH3@ cotton≥ Ar4-Ph-OCH3@cotton>> Ar2-Ph-Cl@cotton. The estimated quantum yield (QY) were 68.79%, 23.15%, 13.83% and 13.38%, for Ar1-Ph, Ar2-Ph-Cl, Ar3-Ph-CH3 and Ar4-Ph-OCH3, respectively. Due to the water insoluble character of tetrahydrothienoisoquinoline derivatives, the modifed fabrics showed quite good durability, as the the quantum yields were marginally diminished by only 10.1 – 12.3%, after 5 washings. The prepared tetrahydrothienoisoquinoline derivatives succeeded for obtaining durable fuorescent textiles, and could be further applied in advanced purposes including technical textiles, sensors/biosensors, smart labeling and anti-counterfeiting purposes.

Research Date
Research Department
Research Journal
Islam S. Marae , Etify A. Bakhite, Osama Sh. Moustafa, Mohamed S. Abbady
Research Member
Research Publisher
SpringerLink
Research Rank
Q1
Research Vol
28
Research Website
https://link.springer.com/article/10.1007/s10570-021-03871-1
Research Year
2021
Research Pages
5937–5956