Solvent and Substituents Effect on the UV/Vis Absorption Spectra of Novel Acidochromic 2-Aminothiazole Based Disperse Mono Azo Dyes

Rajeshirke, Manali; Kadam, Mayuri; Sekar, Nagaiyan

doi:10.1007/s12221-019-8317-1

Cited by 6 publications

(3 citation statements)

References 26 publications

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“…Compound 5e containing N,N-dimethyl amine group showed the most notable absorption peaks in DCM and acetonitrile at 381 and 379 nm, respectively. This could be because of the lone pair of electrons on N,N-dimethyl amino group and its increased electron donating ability weaken the strength of π-π* transition and leads to facile n-π* transition produces the redshifts in the two protic solvents [20].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization of New Benzopyran Pyrimidines and Study of their Solvatochromic Behaviour

Suhasini,

Kumar,

Christopher

et al. 2024

ajc

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Five new benzopyran pyrimidines (5a-e) were synthesized in three steps by using silica-sulphuric acid as catalyst. All the synthesized benzopyran pyrimidines with various substituents were characterized by spectroscopic techniques such as 1H NMR, 13C NMR, IR and mass spectroscopy. The structural features of these molecules containing pyrimidine ring with π-conjugated systems and various functional groups on the aromatic rings greatly influence their photophysical properties. Thus, they behave as better candidates for developing the photoelectric materials. Thus, it is proposed to synthesize, characterize and study their solvatochromic behaviour in various polar and non-polar organic solvents viz. dichloromethane, tetrahydrofuran, ethyl acetate, acetonitile and ethanol. Interestingly, all the target molecules exhibited greater Stoke’s shift (λf-λa) in dichloromethane except for compound 5e, which exhibited greater value in tetrahydrofuran, possibly due to the moderately polar nature of the solvent. The synthesized benzopyran pyrimidines displayed solvatochromic characteristics due to the presence of multiple substituted functional groups on the rings in different organic solvents. Due to their remarkable properties, they could serve as potential candidate molecules for future investigations into photoelectric materials.

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Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization of New Benzopyran Pyrimidines and Study of their Solvatochromic Behaviour

Suhasini,

Kumar,

Christopher

et al. 2024

ajc

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“…In keeping with our investigation into the production and several uses of conjugated 1,3,4-Thiadiazole derivatives (Kędzia et al , 2020; Wróblowska et al , 2017). Thiazole azo dyes are of great importance because they have the advantage of bathochromic absorption compared to the corresponding benzonide dyes and are environmentally friendly (Bhongade et al , 2016; Rajeshirke et al , 2019; Al-Mudhaffer et al , 2016). Synthesis and antibacterial activity of some new azo-disperse dyes containing selenium and their application in polyester printing have been reported (Shaban et al , 2017).…”

Section: Introductionmentioning

confidence: 99%

New thiadiazol azo disperse dyes derivatives and their application as a colored material for silk screen-printing ink for printing on polyester fabric

Abdel-Wahab

Al‐Zahrani

Ali

et al. 2022

PRT

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Purpose This paper aims to synthesize new screen-printing ink formula based on new derivatives of azo thiadiazol disperse dyes and evaluate their characteristics after being printed on polyester fabric substrates. Design/methodology/approach New dispersed dyes based on 1, 3, 4-Thiadiazole derivatives (dyes 1 and 2) were prepared and confirmed by different analyses, infrared (IR), mass and nuclear magnetic resonance (NMR) spectroscopy, and then formulated as colored materials in the screen-printing ink formulations. Printing pastes containing the prepared dyestuffs and other ingredients were used for printing polyester using screen-printing or traditional printing. The characteristics of printed polyester fabric substrates were measured by color measurements such as a*, b*, L*, C*, E, Ho, R% and color strength, as well as light, washing, crock and alkali perspiration fastness, and finally, the depth of penetration was evaluated. Findings The prepared 1, 3, 4-Thiadiazole derivatives (dyes 1 and 2) were obtained from the reaction of 5,5’-(1,4-phenylene)bis(1,3,4-Thiadiazole-2-amine) with resorcinol and m-toluidine as a coupling component. The suitability of the prepared dyestuffs for silk screen-printing on polyester fabrics has been investigated. The prints obtained from a formulation containing dye 1 possess high color strength as well as good overall fastness properties if compared to those obtained using dye 2. Practical implications The method of synthesis of the new dyestuffs and screen-printing ink provides a simple and practical solution to prepare some new heterocyclic disperse azo dyes, and they are formulated in the screen-printing inks for printing on a polyester fabric substrate. Originality/value The prepared disperse dyes based on 1,3,4-Thiadiazole derivatives (dyes 1 and 2) could be used in textile printing of polyester on an industrial scale.

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“…When diverse functional groups that interact with biological receptors are attached to this ring, compounds possessing outstanding properties are obtained. Thiazole azo dyes are of great importance because they have the advantage of bathochromic absorption compared to the corresponding benzonide dyes and are environmentally friendly (Bhongade et al , 2016; Rajeshirke et al , 2019; Al-Mudhaffer et al , 2016).…”

Section: Introductionmentioning

confidence: 99%

Preparation and evaluation of antimicrobial thiadiazol azo disperse dyes as colored materials in digital transfer printing ink for printing onto polyester fabric

Ali

Elsawy

Salem

et al. 2021

PRT

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Purpose Paper aims to preparation of new acid disperse dyes based on thiadiazol derivatives and evaluation of their use as antimicrobial colorants in digital transfer-printing ink formulations for printing onto polyester fabric substrates. Design/methodology/approach New disperse dyes based on 1,3,4 - thiadiazol derivative (dyes 1–3) were prepared and evaluated by different analysis then formulated as colored materials in the ink formulations. The viscosity, dynamic surface tension and particle size distribution of the prepared inks were measured. The printed polyester fabric substrates were tested using a variety of tests, including light fastness, washing, alkali perspiration and Crock fastness, as well as depth of penetration. Density-functional theory (DFT) calculations were carried out at the Becke3-Lee-Yang-parr (B3LYP) level using the 6–311** basis set, and the biological activity of the prepared disperse dyes was investigated. Findings The obtained results of the physical of the prepared ink revealed that thiadiazol disperse ink is a promising ink formulation for polyester printing and agrees with the quality of the printed polyester fabric. The optimization geometry for molecular structures agreed with the analysis of these compounds. The HOMO/LUMO and energy gap of the studied system were discussed. The molecular docking analysis showed strong interaction with DNA Gyrase and demonstrated to us the high ability of these inks to act as antimicrobial agents. Practical implications The prepared inks containing the prepared thiadiazol disperse dye were high-performance and suitable for this type of printing technique, according to the results. The prepared inks resist the growth of microorganisms and thus increase the ink's storage stability. Originality/value The prepared disperse dyes based on 1,3,4 - thiadiazol derivative (dyes 1–3) can be a promising colorant in different applications, like some types of paint formulations and as a colorant in printing of different fabric substrates.

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Solvent and Substituents Effect on the UV/Vis Absorption Spectra of Novel Acidochromic 2-Aminothiazole Based Disperse Mono Azo Dyes

Cited by 6 publications

References 26 publications

Synthesis, Characterization of New Benzopyran Pyrimidines and Study of their Solvatochromic Behaviour

Synthesis, Characterization of New Benzopyran Pyrimidines and Study of their Solvatochromic Behaviour

New thiadiazol azo disperse dyes derivatives and their application as a colored material for silk screen-printing ink for printing on polyester fabric

Preparation and evaluation of antimicrobial thiadiazol azo disperse dyes as colored materials in digital transfer printing ink for printing onto polyester fabric

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