Synthesis of 4-arylazo-2-(N-pyrazolylcarboxamido)thiophene disperse dyes for dyeing of polyester and their antibacterial evaluation

2020 ◽  
Vol 90 (23-24) ◽  
pp. 2795-2805
Author(s):  
Amal Al-Azmi ◽  
Elizabeth John
Keyword(s):  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Disperse Dyes ◽  
Bacterial Strains ◽  
Light Fastness ◽  
Polyester Fabrics ◽  
Nuclear Magnetic Resonance Spectra ◽  
Current Article ◽  
Dyed Fabrics ◽  
Dyed Fabric

The current article aims to synthesize some new arylazo-thiophenes for dyeing polyester fabrics and screen their antimicrobial activities. The new 4-arylazo-2-( N-pyrazolylcarboxamido)-thiophene dyes 4a–e were prepared by the reaction of 2-acetyl-2-arylazo-thioacetanilide derivative 1 with 2-chloro- N-(3-methyl-1 H-pyrazol-5-yl)acetamide derivative 2. The structures of these prepared analogues were established via Fourier-transform infrared and 1H/13C nuclear magnetic resonance spectra. The synthesized dyestuffs were applied to polyester fabrics after establishing the optimal dyeing conditions at 130 ºC, high pressure, 3% shade, and liquor ratio 20:1 at pH 5. Furthermore, the dyed fabrics obtained under these optimal conditions resulted in proper colorfastness toward washing, rubbing, sublimation and perspiration, and were adequate for light fastness. They showed respectable antibacterial effectiveness against two bacterial strains, Staphylococcus aureus (Gram-positive) and Salmonella typhimurium (Gram-negative) bacteria. The dyed fabric with dye 4d displayed the best antibacterial activities with percentage reduction of 88% and 76% against S. aureus and S. typhimurium bacteria, respectively.

scholarly journals Microwave assisted synthesis of some azo disperse dyes part 2: Eco-friendly dyeing of polyester fabrics by using microwave irradiation

2021 ◽  
Vol 12 (1) ◽  
pp. 64-68
Author(s):  
Mohamed Osman Saleh ◽  
Morsy Ahmed El-Apasery ◽  
Abdelhaleem Mostafa Hussein ◽  
Abu-Bakr Abdelhady El-Adasy ◽  
Magda Mohamed Kamel
Keyword(s):  
Microwave Irradiation ◽  
Disperse Dyes ◽  
Microwave Assisted Synthesis ◽  
Color Intensity ◽  
Light Fastness ◽  
Polyester Fabrics ◽  
Dye Absorption ◽  
Azo Disperse Dyes ◽  
Dyed Fabric ◽  
Green Technique

This study aimed to use microwave irradiation as a green technique, not only to enhance the dyeing efficiency of disperse-colored polyester fabrics, but also to conserve resources and minimize the environmental effects. Arylazopyrazolopyrimidinones dyes 1-9 were applied to polyester fabrics at 2% shade using conventional method and microwave at 100 °C. Both the color intensity expressed as dye absorption and the fastness characteristics of the dyed fabric were investigated. The K/S values are increased by increasing the time of irradiation from 10-60 minutes. The dyed substrate displayed good light fastness, and very good fastness levels to rubbing, perspiration washing, and sublimation, respectively.

Synthesis of novel disperse dyes based on curcumin for the creation of antibacterial polyester fabrics

2019 ◽  
Vol 48 (6) ◽  
pp. 502-507
Author(s):  
Amerah Al-Soliemy ◽  
Fatimah Al-Zahrani
Keyword(s):  
Antibacterial Activities ◽  
Disperse Dyes ◽  
Antibacterial Efficacy ◽  
Optimal Conditions ◽  
Gram Positive ◽  
Gram Negative ◽  
Polyester Fabrics ◽  
Content Type ◽  
Medical Textile ◽  
Dyed Fabrics

Purpose This study aims to synthesize some new curcumin containing Aroyl derivatives dyestuffs and study their application in dyeing polyester fabrics, rendering to their antibacterial evaluation. Design/methodology/approach Modification of curcumin dye was carried out by introducing benzoyl rings through coupling with curcumin. All newly synthesized dyes were characterized by elemental analyses and spectral data (IR, 1 H-NMR and MS). Moreover, the optimal dyeing condition was assigned. Antibacterial activities of the dyed samples at different concentrations of both dyes were studied against gram positive (Staph aureus) and gram-negative (Salmonellatyphimurium) bacteria. Findings Synthesized curcumin containing benzoyl dyes were applied on polyester fabrics. Meanwhile, these synthesized dyes showed reasonable results towards fastness properties at optimal conditions matching the curcumin dye. In addition to their good fastness assets, synthesized dyes displayed antibacterial efficacy towards both gram positive and gram-negative bacteria. The dyed polyester fabrics showed higher antibacterial efficacy after multiple events of washing. Research limitations/implications The synthesized benzoyl containing curcumin moiety was not described before. Practical implications Disperse dyes derived from curcumin were prepared via coupling of various diazonium salts of p-aminobenzaldhyde, p-aminoacetopheneone, p-aminobenzoic acid and p-aminobenzoyl chloride with curcumin. The resulting disperse dyes were applied on polyester fabrics at optimal conditions, and antibacterial efficacy of dyed fabrics were evaluated. Originality/value Curcumin being was used in food colouration and was effective for dyeing and antimicrobial finishing on textile fabrics. Novel antibacterial dyestuff containing curcumin moieties with benzoyl amine coupling components showed interesting colourant for polyester fabrics. This work introduced innovative disperse dyes for medical textile applications.

New class of magenta dyestuffs based on azomethine pyrazolone disperse dyes: Synthesis, characterization, and dyeing performance on polyester fabrics with ultraviolet protection and pH-dependent properties

2021 ◽  
pp. 004051752110246
Author(s):  
Seham A Ibrahim ◽  
Hala F Rizk
Keyword(s):  
Disperse Dyes ◽  
Light Fastness ◽  
Protection Factor ◽  
Polyester Fabrics ◽  
Color Representation ◽  
Ultraviolet Protection Factor ◽  
Dyeing Performance ◽  
Colorimetric Data ◽  
Ultraviolet Protection ◽  
Dyed Fabrics

Eight azomethine pyrazolone magenta dyes with iminodiethanol groups have been synthesized from 1,3-disubstituted- 1H-pyrazol-5( 4H)-ones in good yield. The newly synthesized dyes were characterized using spectroscopic data and elemental analyses techniques. All dyes have been successfully applied to polyester fabrics as disperse dyes where their dyeing performances have been discussed and evaluated in detail. The shades of these dyes ranged from red violet, purple and dark purple colors with good depth, brightness and good leveling properties. Multifunctional properties such as color representation, colorimetric data (L*, a*, b*, C*, h*, K/S), fastness properties of the dyed samples with respect to washing, perspiration, rubbing and light fastness have been discussed and evaluated in detail. The degree of exhaustion and fixation was also achieved after establishing the optimal dyeing conditions at 130°C, high pressure, 2% shade, and pH ≈5. As well, the influence of the dye bath pH on the K/S percentage and color intensity was estimated and discussed. Furthermore, the dyed fabrics were tested for ultraviolet protection factor and the results showed that these dyes gave excellent ultraviolet protection.

scholarly journals Synthesis of Disperse Dyes from Pyridone and Resorcinol Coupled to Diazotized 2-Amino-4-chloro-5-formylthiazole and Application to Polyester

2014 ◽  
Vol 2014 ◽  
pp. 1-7 ◽  
Author(s):  
Yusuf Y. Lams ◽  
P. O. Nkeonye ◽  
K. A. Bello ◽  
M. K. Yakubu ◽  
A. O. Lawal
Keyword(s):  
Absorption Spectroscopy ◽  
Spectral Studies ◽  
Disperse Dyes ◽  
Fastness Properties ◽  
Visible Absorption ◽  
Polyester Fabrics ◽  
Wash Fastness ◽  
Dyed Fabrics ◽  
Visible Absorption Spectroscopy ◽  
C Nmr

The aim of this study was to synthesize disperse dyes in the derivative of 2-amino-4-chloro-5-formylthiazole by conventional diazotization and couplings with pyridone and resorcinol. The dyes were characterized by visible absorption spectroscopy, IR spectral studies, and 1H and 13C NMR. The pyridone and resorcinol substituted dyes exhausted well with good depth on 100% polyester fabrics with a shade of brown and purple colours, respectively. The heteroatom and the intrinsic conjugation in the thiazole structure results in high bathochromic shifts and lead to brightness of shades. The dyed fabrics showed very good to excellent wash fastness and moderate to good light and perspiration fastness properties.

Study of the Relationships between the Chemical Structures of Azo Disperse Dyes and their Dyeing Properties on Polyester

2010 ◽  
Vol 93-94 ◽  
pp. 332-335 ◽  
Author(s):  
T. Mungmeechai ◽  
Suesat Jantip ◽  
P. Suwanruji
Keyword(s):  
Bathochromic Shift ◽  
Spectroscopic Properties ◽  
Poly Lactic Acid ◽  
Disperse Dyes ◽  
Light Fastness ◽  
Dyeing Properties ◽  
Chemical Structures ◽  
Azo Disperse Dyes ◽  
Poly Ethylene ◽  
Dyed Fabrics

A series of azo disperse dyes was synthesized using 4-nitro aniline and 2-chloro-4-nitro aniline as diazo components. The coupling components were N,N-diethyl aniline, N,N-bis-β-hydroxyethyl aniline, N,N-bis-β-acetoxyethyl aniline, N,N-diethyl-m-toluidine, N,N-bis-β-hydroxyethyl-m-toluidine and N,N-bis-β-acetoxyethyl-m-toluidine. The structures of the synthesized dyes were confirmed by TLC, 1H NMR and elemental analysis. The spectroscopic properties of the dyes when dissolved in the organic solvents viz. ethyl acetate and methyl benzoate, were investigated. The absorption spectra of the dyes showed a bathochromic shift when the polarity of the solvents increased. In addition, the substituent groups on the dye structures influenced the spectroscopic properties of the dyes. The dyeing properties of the dyes on poly(ethylene terephthalate) and poly(lactic acid) fabrics were also studied. The dyes exhibited a slight difference in shade on the two polyester fabrics. Heat and light fastness properties of the dyed fabrics were also examined.

Copper(II) mixed-ligand complexes containing 1, 10-phenanthroline, adenine and thymine: Synthesis, characterization and antibacterial activities

2019 ◽  
Author(s):  
Chem Int
Keyword(s):  
Copper Complexes ◽  
Antimicrobial Agents ◽  
Conductivity Measurement ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Bacterial Strains ◽  
E Coli ◽  
In Vivo Cytotoxicity

New copper complexes, [Cu(phen)2(Thy)]2Cl and [Cu(phen)2(Ad)]2Cl (phen = 1,10-phenantroline, Ad (Adenine, a purine nucleobase) and Thy (Thymine, a pyrimidine nucleobase)), were synthesized and characterized by atomic absorption spectroscopy (AAS), conductivity measurement, UV-visible and infrared (IR) techniques. The complexes were tested for their antimicrobial activity against two gram positive and two gram negative bacterial strains. The results of in vitro antimicrobial activities were compared with the commercially available antimicrobial agents (ciprofloxacin and chloramphenicol). This comparative study has demonstrated that [Cu(phen)2(Thy)]2Cl inhibited the growth of methicillin resistant Staphylococcus aureous (MRSA), Escherichia coli (E. coli) and Klebsiella pneumoniae (K. pneumonia) better than chloramphenicol by 11.25%, 19.41% and 25.35%, respectively. It also showed better activities than ciprofloxacine on MRSA and K. pneumoniae by 2.50% and 12.13%, respectively. Similarly, [Cu(phen)2(Ad)]2Cl demonstrated better inhibitions than chloramphenicol against MRSA, E. coli and K. pneumoniae by 11.24%, 2.48% and 9.06%, respectively. Therefore, after in vivo cytotoxicity investigations, these complexes could be considered as potential antimicrobial agents.

Synthesis, Characterization and Antibacterial Evaluation of 2, 3Dihydroquinazolin-4 (1H)-Ones and Some New Bis 2, 3-Dihydroquinazolin-4 (1H)-Ones Using Pre-made Pyrazole Carbaldehyde Derivatives

2020 ◽  
Vol 17 ◽  
Author(s):  
Kiana Faraji Sina ◽  
Asieh Yahyazadeh ◽  
Nosrat Ollah Mahmoodi
Keyword(s):  
Micrococcus Luteus ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Bacterial Strains ◽  
One Pot ◽  
Montmorillonite K10 ◽  
Recoverable Catalyst ◽  
Ft Ir ◽  
High Yields ◽  
Short Times

: 2, 3-Dihydroquinazolinones are of popular compounds with the diversification of biological and pharmacological activities. Among many discovered methods, there are efficient and convenient methods used for the synthesis of 2, 3- dihydroquinazoline-4 (1H)-one and some new bis 2, 3-dihydroquinazoline-4 (1H)-one derivatives which are reported in this study. The mentioned methods include the two-component condensation of one molecule of anthranilamide and one molecule of DOI: pyrazole carbaldehyde using montmorillonite-K10 as a catalyst for the preparation of 2, 3 dihydroquinazoline4 (1H)-ones. Also, one-pot pseudo-five-component reaction (5MCRs) of two molecules of isatoic anhydride, two molecules of pyrazole carbaldehydes and one molecule of ethan-1, 2-diamine in the presence of the recoverable catalyst (montmorillonite-K10) for the synthesis of bis 2, 3-dihydroquinazoline-4 (1H)-ones. Despite the short times of reactions, high yields of products were obtained, which were validated using FT-IR, 1HNMR, 13CNMR, and elemental analysis. Moreover, the compounds were screened for their antimicrobial activities against two-gram-positive bacterial strains: Staphylococcus aureus and Micrococcus Luteus; and against two-gram-negative bacterial strains, as well: Escherichia coli and Pseudomonas aeruginosa, which all were utilized for antibacterial investigations. The results showed moderate or significant antibacterial activities.

scholarly journals A PRELIMINARY OBSERVATION ON AN EXPLICIT ANTIMICROBIAL ACTION OF MANGROVE PLANTS ON PSEUDOMONAS AERUGINOSA

2019 ◽  
pp. 226-230
Author(s):  
TAMANNA SULTANA ◽  
ARUP KUMAR MITRA ◽  
SATADAL DAS
Keyword(s):  
Pseudomonas Aeruginosa ◽  
Antimicrobial Activity ◽  
Antimicrobial Agents ◽  
Antibacterial Activities ◽  
Microtiter Plate ◽  
Antimicrobial Activities ◽  
Bacterial Strains ◽  
Mangrove Plant ◽  
E Coli ◽  
Mangrove Plants

Objectives: Due to emerging drug-resistant microorganisms throughout the world, newer antimicrobial agents should be looked for. Plants are enriched with different bioactive chemicals. In this study, we searched antibacterial activities of some mangrove plant extracts against Pseudomonas aeruginosa, Staphylococcus aureus, and Escherichia coli. Methods: In the present study, the antimicrobial activity of the leaves of Bruguiera gymnorhiza, Excoecaria agallocha, Avicennia alba, and Aegialitis rotundifolia was evaluated against a few reference pathogenic bacterial strains, namely, P. aeruginosa ATCC 27853, E. coli ATCC 25922, S. aureus ATCC 29213, and multidrug-resistant bacterial strains E. coli extended-spectrum beta-lactamases strain. Aqueous, ethanolic, methanolic, and dimethyl sulfoxide (DMSO) extracts were studied. The antimicrobial activities of the organic solvent extracts on the various test microorganisms were investigated using agar well diffusion technique followed by determination of minimum inhibitory concentration values by serial dilution in a microtiter plate. Results: Ethanol and DMSO extracts of B. gymnorhiza exhibited promising antimicrobial activity followed by extracts of A. alba and E. agallocha. Among all microorganisms studied, P. aeruginosa ATCC 27853 showed significant growth inhibition with ethanol and DMSO extracts. Conclusion: Extracts of some mangrove plants, particularly, B. gymnorhiza showed very good antimicrobial activities against common microbial agents causing human infections and in general mangrove plants appear to act better on P. aeruginosa.

scholarly journals Antimicrobial Activities of Alkaloids and Lignans from Zanthoxylum budrunga

2008 ◽  
Vol 3 (1) ◽  
pp. 1934578X0800300
Author(s):  
M. Mukhlesur Rahman ◽  
Alexander I. Gray ◽  
Proma Khondkar ◽  
M. Anwarul Islam
Keyword(s):  
Candida Albicans ◽  
Antifungal Activity ◽  
Aspergillus Niger ◽  
Stem Bark ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Klebsiella Aerogenes ◽  
Bacterial Strains ◽  
Gram Negative ◽  
Test Organisms

Eight alkaloids (2–9) and two lignans (1 and 10) isolated from the stem bark of Zanthoxylum budrunga were tested against a panel of bacteria (both Gram positive and Gram negative) and fungi. Significant antibacterial activities were exhibited by all compounds against the test bacterial strains, except Klebsiella aerogenes. All compounds except the mixture of 2 and 3 showed reasonable antifungal activity against Aspergillus niger and Candida albicans. The MICs of the compounds against the test organisms were recorded in the range of 0.06–1.568 μmol.

scholarly journals Chemovariation and antibacterial activity of extracts and isolated compounds from species of Ixora and Greenea (Ixoroideae, Rubiaceae)

PeerJ ◽  
2019 ◽  
Vol 7 ◽  
pp. e6893 ◽  
Author(s):  
Raveevatoo Buathong ◽  
Voradol Chamchumroon ◽  
Johann Schinnerl ◽  
Markus Bacher ◽  
Wichai Santimaleeworagun ◽  
...  
Keyword(s):  
Stem Bark ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Root Bark ◽  
Bacterial Strains ◽  
Gram Positive ◽  
Methicillin Resistant ◽  
Plant Parts ◽  
Pure Compounds ◽  
Chemical Profiles

Background A large number of secondary metabolites can be obtained from plants used for traditional medicine in two related genera (Ixora and Greenea) in the subfamily Ixoroideae (Rubiaceae), but there are only a few detailed studies on their bioactivities. Therefore, the main goals of this study were to determine the antibacterial activities of lipophilic extracts from plants of some Ixora and Greenea species native to Thailand, and to isolate some pure compounds from those extracts. Moreover, we compared the occurrence of compounds in different plant parts of samples from different habitats to better understand their variation. Methods A total of 56 lipophilic extracts were obtained from the leaves, stem bark, and root bark of eight Ixora and two Greenea species collected at various locations in Thailand. Isolated compounds were identified using nuclear magnetic resonance. Antimicrobial activities were evaluated against four Gram-positive and nine Gram-negative human pathogenic bacterial strains. Results Extracts from I. javanica, I. nigricans, I. brunonis, and G. montana, along with isolated scopoletin, exhibited antibacterial activities against Gram-positive methicillin-resistant Staphylococcus aureus ATCC 43300, with minimum inhibitory concentration values ranging from 64 to 256 µg/mL. The occurrence of scopoletin, isofraxidin, and geniposidic acid in lipophilic extracts showed some variation among different plant parts and species. Conclusions Lipophilic extracts of Ixora and Greenea species have the potential to be developed as anti-Gram-positive agents, in particular to counter infections of methicillin-resistant S. aureus strains. The chemical profiles showed differences between floristic regions but similarity within the same plant parts.

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