Cutting edge for technical textiles (fluorescent, antibacterial and UV-protective) by incroporation of thienoisoquinoline-quinazoline derivatives

Abstract

Nowadays design of multi-functionalized textiles as technical textiles is highly demanded to be applied in different environments and under hard weather condition. Herein, tri-functionalized (fluorescent, antimicrobial and UV-protection) cotton textiles were designed by immobilization of heterocyclic compounds based on quinazoline derivatives (QDs). Firstly, four quinazoline derivatives (QD-1 = H, QD-2 = O-CH₃, QD-3 = Cl, QD-4 = H [without COOH]) were synthesized for the first time starting from 2-(chloromethyl) quinazoline-4(3H)-one. The chemical structure of all obtained QDs were investigated by NMR (¹H & ¹³C) and infrared spectroscopy, in addition to the measurement of melting points, yields and emission spectra. Secondly, the synthesized QDs were immobilized within cotton textile, while cotton was per-activated by interaction with cationic reagent. The modified textiles (QDs@Q-cotton) gained dark yellow color. The QDs@Q-cotton emitted greenish radiation and showed intense emission fluorescence at 485-521 nm. Good-very good (UPF = 23.6-32.8) and good (21.3-25.8) UV protection was respectively shown for QDs@Q-cotton before and after 10 washings. The protection from UV radiation for QDs@Q-cotton is attributed to the reflection of UV radiation by effect of QDs micro particles which deposited within the cotton matrix. The modified textiles exhibited antimicrobial action against S. aureus and E. coli bacteria, while the mortality was 79.9-89.1% and 69.7-76.2% before and after 10 washings, respectively. The antibacterial activity of the QDs@Q-cotton fabrics is attributed to the QDs skeleton. The highest antibacterial action for QD-3@Q-cotton is related to the chlorine derivative. The multi-functionalized textile with good durability could be successfully employed in the military/soldiers clothes.

Keywords: Cotton; Durability; Fluorescence; Quinazoline derivatives; UV-protective.

Fig. 1

The preparation scheme of quinazolines derivatives (QDs)

Fig. 2

FTIR spectra of the synthesized QDs; (a) QD-1, (b) QD-2, (c) QD-3 and (d) QD-4

Fig. 3

Optical properties for the synthesized QDs; (a) UV–vis spectra and (b) Emission spectra (at 360 nm)

Fig. 4

Modification of cationic cotton with the synthesized QDs

Fig. 5

Scanning electron micrographs for QDs@Q-cotton fabrics; (a) QD-1@Q-cotton, (b) QD-2@Q-cotton, (c) QD-3@Q-cotton and (d) QD-4@Q-cotton

Fig. 6

(a) FTIR spectra for QDs@Q-cotton fabrics and (b) XRD for QDs@Q-cotton fabrics

Fig. 7

Optical properties; (a) absorbance spectra and (b) color strength

Fig. 8

Photographic images for QDs@Q-cotton fabrics; (a) QD-1@Q-cotton, (b) QD-2@Q-cotton, (c) QD-3@Q-cotton and (d) QD-4@Q-cotton

Fig. 9

Emission spectra (at 360 nm) for QDs@Q-cotton fabrics; (a) before washing and (b) after 10 washes

Fig. 10

Transmission of UV-radiation over QDs@Q-cotton fabrics; (a) before washing and (b) after 10 washes