Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo Dye

Textiles are important components for the development of lightweight and flexible displays useful in smart materials. In particular, halochromic textiles are fibrous materials with a color-changing ability triggered by pH variations mainly based on pH-sensitive dye molecules. Recently, a novel class...

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Main Authors: Ana Isabel Ribeiro, Bárbara Vieira, Cátia Alves, Bárbara Silva, Eugénia Pinto, Fátima Cerqueira, Renata Silva, Fernando Remião, Vasyl Shvalya, Uros Cvelbar, Jorge Padrão, Alice Maria Dias, Andrea Zille
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/15/7/1730
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author Ana Isabel Ribeiro
Bárbara Vieira
Cátia Alves
Bárbara Silva
Eugénia Pinto
Fátima Cerqueira
Renata Silva
Fernando Remião
Vasyl Shvalya
Uros Cvelbar
Jorge Padrão
Alice Maria Dias
Andrea Zille
author_facet Ana Isabel Ribeiro
Bárbara Vieira
Cátia Alves
Bárbara Silva
Eugénia Pinto
Fátima Cerqueira
Renata Silva
Fernando Remião
Vasyl Shvalya
Uros Cvelbar
Jorge Padrão
Alice Maria Dias
Andrea Zille
author_sort Ana Isabel Ribeiro
collection DOAJ
description Textiles are important components for the development of lightweight and flexible displays useful in smart materials. In particular, halochromic textiles are fibrous materials with a color-changing ability triggered by pH variations mainly based on pH-sensitive dye molecules. Recently, a novel class of 2-aminoimidazole azo dyes was developed with distinct substituent patterns. In this work, silk fabric was functionalized through exhaustion for the first time with one of these dyes (AzoIz.Pip). The halochromic properties of the dye were assessed in an aqueous solution and after silk functionalization. The solutions and the fabrics were thoroughly analyzed by ultraviolet-visible (UV-vis) spectra, color strength (K/S), color difference (∆E), CIE L*a*b* coordinates, and the ultraviolet protection factor (UPF). The dyeing process was optimized, and the halochromic performance (and reversibility) was assessed in universal Britton–Robinson buffers (ranging from pH 3 to 12) and artificial body fluids (acid and alkaline perspiration, and wound exudate). AzoIz.Pip showed vibrant colors and attractive halochromic properties with a hypsochromic shift from blue (557 nm) to magenta (536 nm) in aqueous buffered solutions. Similarly, the functionalized silk showed a shift in wavelength of the maximum K/S value from 590 nm to 560 nm when pH increases. The silk fabric showed a high affinity to AzoIz.Pip, and promoted additional color stabilization of the dye, avoiding color loss as observed when the dye is in solution at alkaline pH after 24 h. The color reversibility was effective up to the fourth cycle and the fastness tests denoted suitable results, except washing fastness. The cytotoxicity of the silk fabric extracts was assessed, depicting reduced viability of HaCaT cells to <70% only when the dye concentration in the fabric is higher or equal to 64 μg·mL<sup>−1</sup>. Nevertheless, lower concentrations were also very effective for the halochromic performance in silk. These materials can thus be a helpful tool for developing sensors in several sectors such as biomedicine, packaging, filtration, agriculture, protective apparel, sports, camouflage, architecture, and design.
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spelling doaj.art-88cfac05b3694df6b3cabb806729a13d2023-11-17T17:26:43ZengMDPI AGPolymers2073-43602023-03-01157173010.3390/polym15071730Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo DyeAna Isabel Ribeiro0Bárbara Vieira1Cátia Alves2Bárbara Silva3Eugénia Pinto4Fátima Cerqueira5Renata Silva6Fernando Remião7Vasyl Shvalya8Uros Cvelbar9Jorge Padrão10Alice Maria Dias11Andrea Zille12Centre for Textile Science and Technology (2C2T), Department of Textile Engineering, University of Minho, Campus of Azurém, 4800-058 Guimarães, PortugalCentre for Textile Science and Technology (2C2T), Department of Textile Engineering, University of Minho, Campus of Azurém, 4800-058 Guimarães, PortugalCentre for Textile Science and Technology (2C2T), Department of Textile Engineering, University of Minho, Campus of Azurém, 4800-058 Guimarães, PortugalLaboratory of Microbiology, Biological Sciences Department, Faculty of Pharmacy, University of Porto, 4050-313 Porto, PortugalLaboratory of Microbiology, Biological Sciences Department, Faculty of Pharmacy, University of Porto, 4050-313 Porto, PortugalMolecular Oncology and Viral Pathology Group, Research Center of IPO Porto (CI-IPOP)/RISE@CI-IPOP (Health Research Network), Portuguese Oncology Institute of Porto (IPO Porto)/Porto Comprehensive Cancer Center (Porto. CCC), 4200-072 Porto, PortugalLaboratory of Toxicology, UCIBIO—Applied Molecular Biosciences Unit, REQUIMTE, Department of Biological Sciences, Faculty of Pharmacy, University of Porto, Rua de Jorge Viterbo Ferreira nº 228, 4050-313 Porto, PortugalLaboratory of Toxicology, UCIBIO—Applied Molecular Biosciences Unit, REQUIMTE, Department of Biological Sciences, Faculty of Pharmacy, University of Porto, Rua de Jorge Viterbo Ferreira nº 228, 4050-313 Porto, PortugalDepartment of Gaseous Electronics (F6), Jožef Stefan Institute, SI-1000 Ljubljana, SloveniaDepartment of Gaseous Electronics (F6), Jožef Stefan Institute, SI-1000 Ljubljana, SloveniaCentre for Textile Science and Technology (2C2T), Department of Textile Engineering, University of Minho, Campus of Azurém, 4800-058 Guimarães, PortugalChemistry Centre of University of Minho (CQUM), Department of Chemistry, University of Minho, Campus of Gualtar, 4710-057 Braga, PortugalCentre for Textile Science and Technology (2C2T), Department of Textile Engineering, University of Minho, Campus of Azurém, 4800-058 Guimarães, PortugalTextiles are important components for the development of lightweight and flexible displays useful in smart materials. In particular, halochromic textiles are fibrous materials with a color-changing ability triggered by pH variations mainly based on pH-sensitive dye molecules. Recently, a novel class of 2-aminoimidazole azo dyes was developed with distinct substituent patterns. In this work, silk fabric was functionalized through exhaustion for the first time with one of these dyes (AzoIz.Pip). The halochromic properties of the dye were assessed in an aqueous solution and after silk functionalization. The solutions and the fabrics were thoroughly analyzed by ultraviolet-visible (UV-vis) spectra, color strength (K/S), color difference (∆E), CIE L*a*b* coordinates, and the ultraviolet protection factor (UPF). The dyeing process was optimized, and the halochromic performance (and reversibility) was assessed in universal Britton–Robinson buffers (ranging from pH 3 to 12) and artificial body fluids (acid and alkaline perspiration, and wound exudate). AzoIz.Pip showed vibrant colors and attractive halochromic properties with a hypsochromic shift from blue (557 nm) to magenta (536 nm) in aqueous buffered solutions. Similarly, the functionalized silk showed a shift in wavelength of the maximum K/S value from 590 nm to 560 nm when pH increases. The silk fabric showed a high affinity to AzoIz.Pip, and promoted additional color stabilization of the dye, avoiding color loss as observed when the dye is in solution at alkaline pH after 24 h. The color reversibility was effective up to the fourth cycle and the fastness tests denoted suitable results, except washing fastness. The cytotoxicity of the silk fabric extracts was assessed, depicting reduced viability of HaCaT cells to <70% only when the dye concentration in the fabric is higher or equal to 64 μg·mL<sup>−1</sup>. Nevertheless, lower concentrations were also very effective for the halochromic performance in silk. These materials can thus be a helpful tool for developing sensors in several sectors such as biomedicine, packaging, filtration, agriculture, protective apparel, sports, camouflage, architecture, and design.https://www.mdpi.com/2073-4360/15/7/1730azo dyesimidazolesilkhalochromismsmart materialspH-responsive
spellingShingle Ana Isabel Ribeiro
Bárbara Vieira
Cátia Alves
Bárbara Silva
Eugénia Pinto
Fátima Cerqueira
Renata Silva
Fernando Remião
Vasyl Shvalya
Uros Cvelbar
Jorge Padrão
Alice Maria Dias
Andrea Zille
Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo Dye
Polymers
azo dyes
imidazole
silk
halochromism
smart materials
pH-responsive
title Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo Dye
title_full Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo Dye
title_fullStr Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo Dye
title_full_unstemmed Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo Dye
title_short Halochromic Silk Fabric as a Reversible pH-Sensor Based on a Novel 2-Aminoimidazole Azo Dye
title_sort halochromic silk fabric as a reversible ph sensor based on a novel 2 aminoimidazole azo dye
topic azo dyes
imidazole
silk
halochromism
smart materials
pH-responsive
url https://www.mdpi.com/2073-4360/15/7/1730
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