Synthesis of Some Novel Biologically Active Disperse Dyes Derived from 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydro-pyridine-3-carbonitrile as Coupling Component and Their Colour Assessment on Polyester Fabrics
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis and Characteristics
2.2. Dyeing and Fastness Properties
Dye No. | DL* | Da* | Db* | DC* | Dh* | CMC dE |
---|---|---|---|---|---|---|
12a | −25.66 | 40.68 | 84.09 | 92.89 | −9.82 | 126.14 |
12b | −14.95 | 7.24 | 97.52 | 97.63 | −5.52 | 131.81 |
13a | −22.16 | 18.14 | 83.08 | 84.77 | −6.75 | 114.79 |
13b | −13.22 | −8.06 | 42.03 | 36.13 | −0.37 | 48.89 |
Dye No. | Color shade on polyester | Wash fastness * | Light fastness | ||
---|---|---|---|---|---|
Washes | Change in colour | SC | |||
12a | Dark orange | 1 | 4–5 | 5 | 7–8 |
2 | 3–4 | 4 | |||
3 | 3–4 | 4 | |||
4 | 3–4 | 4 | |||
5 | 3–4 | 4 | |||
12b | Yellow | 1 | 4–5 | 5 | 7 |
2 | 4–5 | 4–5 | |||
3 | 4 | 4-5 | |||
4 | 4 | 4–5 | |||
5 | 4 | 4–5 | |||
13a | Orange | 1 | 4–5 | 5 | 5–6 |
2 | 4–5 | 4–5 | |||
3 | 4 | 4–5 | |||
4 | 4 | 4–5 | |||
5 | 4 | 4-5 | |||
13b | Light green | 1 | 4–5 | 5 | 6–7 |
2 | 4 | 4 | |||
3 | 4 | 4 | |||
4 | 4 | 4 | |||
5 | 4 | 4 |
2.3. Antimicrobial Activities
Dye No. | Conc. % of Dye | Inhibition zone diameter (Nearest mm) | ||||
---|---|---|---|---|---|---|
Gram positive bacteria | Gram negative bacteria | |||||
S. aureus | B. subtilus | E. coli | K. pneumoniae | P. aeruginosa | ||
12a | 0.25 mg/mL | - | - | - | - | - |
12b | - | - | - | - | - | |
13a | - | - | - | - | - | |
13b | - | - | - | - | - | |
13c | - | - | - | - | - | |
12a | 0.50 mg/mL | - | - | - | - | - |
12b | - | - | - | - | - | |
13a | 16 | 16 | - | - | - | |
13b | - | - | - | - | - | |
13c | - | - | - | - | - | |
12a | 1.00 mg/mL | 18 | 13 | - | - | - |
12b | - | - | - | - | - | |
13a | 20 | 19 | - | - | - | |
13b | - | 14 | - | - | - | |
13c | 10 | 10 | - | - | - | |
12a | 2.00 mg/mL | 21 | 18 | - | - | - |
12b | - | - | - | - | - | |
13a | 24 | 20 | - | - | - | |
13b | - | 15 | - | - | - | |
13c | 12 | 12 | - | - | - | |
12a | 3.00 mg/mL | 25 | 22 | - | - | - |
12b | - | - | - | - | - | |
13a | 30 | 22 | - | - | - | |
13b | - | 17 | - | - | - | |
13c | 16 | 16 | - | - | - |
3. Experimental
3.1. General
3.2. Synthesis of 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydropyridine-3-carbonitrile (8)
3.3. General Procedure for the Synthesis of Azo Disperse Dyes
3.4. High Temperature Dyeing Method (HT)
3.4.1. Materials
3.4.2. Dyeing
3.4.3. Color Assessment
3.5. Fastness Testing
3.6. Antimicrobial Activities Test
4. Conclusions
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Ashkar, S.M.; El-Apasery, M.A.; Touma, M.M.; Elnagdi, M.H. Synthesis of Some Novel Biologically Active Disperse Dyes Derived from 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydro-pyridine-3-carbonitrile as Coupling Component and Their Colour Assessment on Polyester Fabrics. Molecules 2012, 17, 8822-8831. https://doi.org/10.3390/molecules17088822
Ashkar SM, El-Apasery MA, Touma MM, Elnagdi MH. Synthesis of Some Novel Biologically Active Disperse Dyes Derived from 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydro-pyridine-3-carbonitrile as Coupling Component and Their Colour Assessment on Polyester Fabrics. Molecules. 2012; 17(8):8822-8831. https://doi.org/10.3390/molecules17088822
Chicago/Turabian StyleAshkar, Samar M., Morsy A. El-Apasery, Marwan M. Touma, and Mohamed H. Elnagdi. 2012. "Synthesis of Some Novel Biologically Active Disperse Dyes Derived from 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydro-pyridine-3-carbonitrile as Coupling Component and Their Colour Assessment on Polyester Fabrics" Molecules 17, no. 8: 8822-8831. https://doi.org/10.3390/molecules17088822