The use of water-soluble phthalocyanines as textile dyes in nylon/elastane fabric: fastness and antibacterial effectiveness

Günsel, Armağan; Usluoglu, Ayse; Bilgiçli, Ahmet T.; Büşra, Tosun; Arabacı, Gülnur; Yaraşir, M. Nilüfer

doi:10.3906/kim-1912-11

Cited by 3 publications

(2 citation statements)

References 21 publications

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“…Metal or metalloid phthalocyanines (MPcs) are a family of conjugated macrocyclic organic dyes that chelate a central metal or metalloid atom. [1] Initially discovered in 1907, MPcs have become one of the most ubiquitous blue and green pigments for a variety of applications including textiles and plastics, [2,3] automotive paints, [4] and printing inks. [5] In recent years, their semiconducting properties have enabled their application in electronic devices, including solar cells and photodetectors, [6][7][8] electrochemical sensors, [9][10][11][12] organic thin-film transistors (OTFTs), [12][13][14] and organic light-emitting devices, [15][16][17] among others.…”

Section: Introductionmentioning

confidence: 99%

Electron Donating Functional Polymer Dielectrics to Reduce the Threshold Voltage of n‐Type Organic Thin‐Film Transistors

Ronnasi,

King,

Brixi

et al. 2024

Adv Elect Materials

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Low‐cost and high‐performance electronics based on synthetically simple materials are required to fuel the deployment of smart packaging and wearable electronics. Metal phthalocyanines (MPcs) are promising semiconductors for use in n‐type organic thin film transistors (OTFTs) but often require high operating voltages. The first silicon phthalocyanine‐based OTFT with a polymer dielectric is reported as an alternative to traditional metal oxide dielectrics. Incorporating poly(methyl methacrylate) (PMMA) as the dielectric successfully reduces the threshold voltage (VT) of bispentafluorophenoxy SiPc (F10‐SiPc) from 14.9V to 7.3V while retaining high mobility. Further reduction in VT is obtained by using copolymers and blends of PMMA and dimethylamino ethyl methacrylate (DMAEMA)‐containing polymers, where a higher molar fraction of DMAEMA leads to a consistent drop in VT to ‐0.7 V. The electron‐donating groups of the tertiary amines in the DMAEMA show clear interfacial doping of the semiconductor, reducing the voltage required to populate the dielectric/semiconductor interface with charge carriers and turn on the device. Blending trace amounts of DMAEMA‐containing copolymers with PMMA proves to be an effective strategy for reducing the VT while keeping the charge mobility high, unlike when using pure copolymers with elevated DMAEMA content. Time of flight secondary ion mass spectroscopy (ToF‐SIMS) and X‐ray photoelectron spectroscopy (XPS) demonstrate that the DMAEMA‐containing copolymer is floating to the surface of the PMMA blend at the dielectric–semiconductor interface, which explains the reduced VT. Synchrotron scanning transmission X‐ray microscopy (STXM) demonstrates that PMMA promotes a more edge‐on orientation of F10‐SiPc films, compared to the more face‐on orientation when deposited on the DMAEMA containing copolymer. This study demonstrates a straightforward process for designing dielectric polymers and their blends for the reduction in VT for n‐type OTFTs.

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Section: Introductionmentioning

confidence: 99%

Electron Donating Functional Polymer Dielectrics to Reduce the Threshold Voltage of n‐Type Organic Thin‐Film Transistors

Ronnasi,

King,

Brixi

et al. 2024

Adv Elect Materials

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“…The color intensity increases as a result of trans–cis photoisomerization [ 17 ]. Most of the heterocyclic dyes are derived from the diazo and coupling components consisting of five-membered rings containing one or more nitrogen or any heteroatoms, with the rings being fused into another aromatic ring or in some cases six membered ring containing one or more nitrogen or any heteroatom [ 7 , 18 ]. Heterocyclic coupling components are aromatic compounds that contain heteroatom in their molecules (S, N, O) [ 19 ].…”

Section: Introductionmentioning

confidence: 99%

Comparative study and dyeing performance of as-synthesized azo heterocyclic monomeric, polymeric, and commercial disperse dyes

Abdullahi¹,

MUSA²,

HABIBU³

et al. 2022

Turkish Journal of Chemistry

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In this study poly (4-nitrophenylazo-3-aminopyridine - formaldehyde) (PNAAP-F) and poly (4-nitroarylazo-3-chloro-6-hydroxypyridine - formaldehyde) (NAACHP-F) were synthesized via diazotization, coupling and polycondensation reactions. The structural properties of the as-synthesized dyes were acquired using Fourier-transform infrared spectroscopy (FTIR) and UV-visible absorption maxima and their color, yield, melting point, solubility, and viscosity were determined via standard methods. UV-visible and FTIR results show successful formation of the polymeric dyes due to shift of wavelength of maximum absorption ( λ max ) (440–490 nm, 480–540 nm) and new absorption peak at around (2780–2995 cm −1 ) for methylene bridge respectively. The dyes were found to be of good yield (monomeric: 73.3%–87.2 %, polymeric: 53.8%–76.6 %), low melting point (monomeric: 112.6–121.2, and 136.0–137.0 °C, while polymeric: 134.0–144.5, and 149.4–154.7 °C), soluble in some solvents. The dyeing activity was carried out and assessed on nylon and polyester fabrics using the standard methods. The dyeing process was carried out via high temperature and carrier dyeing methods. The dyeing properties of the synthesized dyes were compared with those of commercial disperse dyes (terasil brilliant violet and terasil scarlet, brown). The dyeings of nylon and polyester had a very attractive hue and the color ranges from yellow and deep yellow shades with very good to excellent fastness to light, washing, hot pressing, and rubbing.

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Photophysical properties of novel tetra-3-substituted phthalocyanines of Zn(II), Cu(II) and Pd(II)

Rahali

Escosura

Torres

et al. 2022

J. Porphyrins Phthalocyanines

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Newly metallo-phthalocyanines substituted MPc1 of zinc, copper, and palladium, bearing 3-((2,6-di(pyridin-3-yl)-phenoxy) substituent at [Formula: see text]-position (non-peripheral) were synthesized and characterized by common spectroscopic methods such as 1H-NMR, IR-FTR, MS, UV-Visible and florescence emission. Flowing several synthetic routes, the yield was increased in the series of metals: from CuPc1, PdPc1, to ZnPc1 and from ZnPc1, to ZnPc2, to ZnPc3, compared with their analogies in the literature. Afterwards, the effect of changing metals and substituents’ positions increased the Q-band value and florescence emission from PdPc1 to CuPc1 to ZnPc1 and from ZnPc2 ([Formula: see text]-position) to ZnPc3 (octa-position), to ZnPc1([Formula: see text]-position) and from cationic phthalocyanines ZnPc 2Me to ZnPc 3Me to ZnPc 1Me. The study of aggregation tendance in DMSO was examined in different concentrations to confirm that there was no aggregation appearance.

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The use of water-soluble phthalocyanines as textile dyes in nylon/elastane fabric: fastness and antibacterial effectiveness

Cited by 3 publications

References 21 publications

Electron Donating Functional Polymer Dielectrics to Reduce the Threshold Voltage of n‐Type Organic Thin‐Film Transistors

Electron Donating Functional Polymer Dielectrics to Reduce the Threshold Voltage of n‐Type Organic Thin‐Film Transistors

Comparative study and dyeing performance of as-synthesized azo heterocyclic monomeric, polymeric, and commercial disperse dyes

Photophysical properties of novel tetra-3-substituted phthalocyanines of Zn(II), Cu(II) and Pd(II)

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