Apostolov, Suzana

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36d98cc2-b309-4d36-a49a-b68f9c397304
  • Apostolov, Suzana (2)
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Author's Bibliography

SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES

Matijević, Borko; Mrđan, Gorana; Lađarević, Jelena; Valentić, Nataša; Mijin, Dušan; Mašulović, Aleksandra; Apostolov, Suzana; Vaštag, Đenđi

(Zvornik : Faculty of Technology, 2023)

TY  - CONF
AU  - Matijević, Borko
AU  - Mrđan, Gorana
AU  - Lađarević, Jelena
AU  - Valentić, Nataša
AU  - Mijin, Dušan
AU  - Mašulović, Aleksandra
AU  - Apostolov, Suzana
AU  - Vaštag, Đenđi
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7308
AB  - Aryl azo pyridone dyes belong to a very important class of organic compounds. World annual
production of synthetic dyes is over 60 % based on the azo derivatives. They are mostly used as
coloring agents for textiles, paper, leather, rubber, polymer, and many other materials. With the
development of high technology, these structures also found their application as components of
lasers and nonlinear optical systems, LCD (liquid crystal display) screens, and thermal printers.
Lately, increasing attention has been directed to the biological activity of azo compounds. It has
been proven that they have anti-tumor, anti-inflammatory, anti-oxidant, anti-microbial, and antituberculosis activity, while certain derivatives are used for therapeutic purposes. Aryl azo dyes
are widely used due to their excellent physicochemical properties (primarily high value of the
molar extinction coefficient and great resistance to light and wet processing) and the fact that
can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes
of 6-hydroxy-5-(hydroxy substituted phenylazo)-4-methyl-2-oxo-1,2-dihydropyridine-3-
carbonitriles were synthesized by a diazo coupling reaction starting from aminophenols (2-, 3-
and 4-substituted) and 6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile as coupling
components. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis
spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the
surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been
studied, as the influence of the position of the substituent present (orto-, meta- and para
position). In addition, the effect of the solvent used was determined by applying a solvatochromic
model using the LSER method (linear solvation energy relationship). Obtaining information
about the inter- and intramolecular relationships that newly synthesized compounds can achieve
may be of great importance for all further investigations and their potential application as
biologically active compounds.
PB  - Zvornik : Faculty of Technology
C3  - Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023
T1  - SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES
SP  - 59
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7308
ER  - 
@conference{
author = "Matijević, Borko and Mrđan, Gorana and Lađarević, Jelena and Valentić, Nataša and Mijin, Dušan and Mašulović, Aleksandra and Apostolov, Suzana and Vaštag, Đenđi",
year = "2023",
abstract = "Aryl azo pyridone dyes belong to a very important class of organic compounds. World annual
production of synthetic dyes is over 60 % based on the azo derivatives. They are mostly used as
coloring agents for textiles, paper, leather, rubber, polymer, and many other materials. With the
development of high technology, these structures also found their application as components of
lasers and nonlinear optical systems, LCD (liquid crystal display) screens, and thermal printers.
Lately, increasing attention has been directed to the biological activity of azo compounds. It has
been proven that they have anti-tumor, anti-inflammatory, anti-oxidant, anti-microbial, and antituberculosis activity, while certain derivatives are used for therapeutic purposes. Aryl azo dyes
are widely used due to their excellent physicochemical properties (primarily high value of the
molar extinction coefficient and great resistance to light and wet processing) and the fact that
can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes
of 6-hydroxy-5-(hydroxy substituted phenylazo)-4-methyl-2-oxo-1,2-dihydropyridine-3-
carbonitriles were synthesized by a diazo coupling reaction starting from aminophenols (2-, 3-
and 4-substituted) and 6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile as coupling
components. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis
spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the
surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been
studied, as the influence of the position of the substituent present (orto-, meta- and para
position). In addition, the effect of the solvent used was determined by applying a solvatochromic
model using the LSER method (linear solvation energy relationship). Obtaining information
about the inter- and intramolecular relationships that newly synthesized compounds can achieve
may be of great importance for all further investigations and their potential application as
biologically active compounds.",
publisher = "Zvornik : Faculty of Technology",
journal = "Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023",
title = "SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES",
pages = "59",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7308"
}
Matijević, B., Mrđan, G., Lađarević, J., Valentić, N., Mijin, D., Mašulović, A., Apostolov, S.,& Vaštag, Đ.. (2023). SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES. in Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023
Zvornik : Faculty of Technology., 59.
https://hdl.handle.net/21.15107/rcub_technorep_7308
Matijević B, Mrđan G, Lađarević J, Valentić N, Mijin D, Mašulović A, Apostolov S, Vaštag Đ. SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES. in Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023. 2023;:59.
https://hdl.handle.net/21.15107/rcub_technorep_7308 .
Matijević, Borko, Mrđan, Gorana, Lađarević, Jelena, Valentić, Nataša, Mijin, Dušan, Mašulović, Aleksandra, Apostolov, Suzana, Vaštag, Đenđi, "SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES" in Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023 (2023):59,
https://hdl.handle.net/21.15107/rcub_technorep_7308 .

Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes

Matijević, Borko; Mrđan, Gorana; Lađarević, Jelena; Valentić, Nataša; Mijin, Dušan; Apostolov, Suzana; Vaštag, Đenđi

(Inženjersko društvo za koroziju, 2023)

TY  - JOUR
AU  - Matijević, Borko
AU  - Mrđan, Gorana
AU  - Lađarević, Jelena
AU  - Valentić, Nataša
AU  - Mijin, Dušan
AU  - Apostolov, Suzana
AU  - Vaštag, Đenđi
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6950
AB  - Aryl azo dyes are widely used due to their excellent physicochemical properties (primarily high value of the molar extinction coefficient and great resistance to light and wet processing) and the fact that can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes of 5-(hydroxy substituted phenylazo)-3-cyano-6-hydroxy-4-methyl-2-pyridone were synthesized by a diazo coupling reaction. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been studied, as the influence of the position of the substituent present (orto-, meta- and para position). In addition, the effect of the solvent used was determined by applying a solvatochromic model using the LSER method (linear solvation energy relationship). Obtaining information about the inter- and intramolecular relationships that newly synthesized compounds can achieve may be of great importance for all further investigations and their potential application as biologically active compounds.
AB  - Aril azo boje imaju široku primenu zbog svojih odličnih fizičko-hemijskih svojstava (prvenstveno visoke vrednosti molarnog ekstinkcionog koeficijenta i velike otpornosti na svetlost i vlagu) i činjenice da se mogu dobiti jednostavnom metodom diazotizacije i kuplovanja. U ovom radu susintetisane tri boje 5-(hidroksi supstituisane fenilazo)-3-cijano-6-hidroksi-4-metil-2-piridona reakcijom diazo kuplovanja. Dobijene boje su okarakterisane tačkom topljenja, IR, NMR i UV-Vis spektroskopijom. S obzirom na to da struktura molekula i ostvarene interakcije sa okolnim medijumom mogu uticati na aktivnost ispitivanih jedinjenja, proučavan je solvatohromizam i moguććnost azo-hidrazon tautomerije, kao i uticaj položaja prisutnog supstituenta (orto-, meta- i para pozicija ) u strukturi ispitivanih jedinjenja. Pored toga, kvantitatifikovan je efekat korišććenih rastvarača primenom dva solvatohromna modela koristeći LSER metodu (linear solvation energy relationship). Dobijanje informacija o inter- i intra-molekulskim interakcijama koje sintetizovana jedinjenja mogu da ostvare su od velike važnosti za sva dalja istraživanja i njihovu potencijalnu primenu kao biološki aktivnih jedinjenja.
PB  - Inženjersko društvo za koroziju
T2  - Zaštita materijala
T1  - Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes
T1  - Sinteza i solvatohromizam nekih hidroksi supstituisanih fenilazo piridonskih boja
EP  - 451
IS  - 4
SP  - 444
VL  - 64
DO  - 10.5937/zasmat2304444M
ER  - 
@article{
author = "Matijević, Borko and Mrđan, Gorana and Lađarević, Jelena and Valentić, Nataša and Mijin, Dušan and Apostolov, Suzana and Vaštag, Đenđi",
year = "2023",
abstract = "Aryl azo dyes are widely used due to their excellent physicochemical properties (primarily high value of the molar extinction coefficient and great resistance to light and wet processing) and the fact that can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes of 5-(hydroxy substituted phenylazo)-3-cyano-6-hydroxy-4-methyl-2-pyridone were synthesized by a diazo coupling reaction. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been studied, as the influence of the position of the substituent present (orto-, meta- and para position). In addition, the effect of the solvent used was determined by applying a solvatochromic model using the LSER method (linear solvation energy relationship). Obtaining information about the inter- and intramolecular relationships that newly synthesized compounds can achieve may be of great importance for all further investigations and their potential application as biologically active compounds., Aril azo boje imaju široku primenu zbog svojih odličnih fizičko-hemijskih svojstava (prvenstveno visoke vrednosti molarnog ekstinkcionog koeficijenta i velike otpornosti na svetlost i vlagu) i činjenice da se mogu dobiti jednostavnom metodom diazotizacije i kuplovanja. U ovom radu susintetisane tri boje 5-(hidroksi supstituisane fenilazo)-3-cijano-6-hidroksi-4-metil-2-piridona reakcijom diazo kuplovanja. Dobijene boje su okarakterisane tačkom topljenja, IR, NMR i UV-Vis spektroskopijom. S obzirom na to da struktura molekula i ostvarene interakcije sa okolnim medijumom mogu uticati na aktivnost ispitivanih jedinjenja, proučavan je solvatohromizam i moguććnost azo-hidrazon tautomerije, kao i uticaj položaja prisutnog supstituenta (orto-, meta- i para pozicija ) u strukturi ispitivanih jedinjenja. Pored toga, kvantitatifikovan je efekat korišććenih rastvarača primenom dva solvatohromna modela koristeći LSER metodu (linear solvation energy relationship). Dobijanje informacija o inter- i intra-molekulskim interakcijama koje sintetizovana jedinjenja mogu da ostvare su od velike važnosti za sva dalja istraživanja i njihovu potencijalnu primenu kao biološki aktivnih jedinjenja.",
publisher = "Inženjersko društvo za koroziju",
journal = "Zaštita materijala",
title = "Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes, Sinteza i solvatohromizam nekih hidroksi supstituisanih fenilazo piridonskih boja",
pages = "451-444",
number = "4",
volume = "64",
doi = "10.5937/zasmat2304444M"
}
Matijević, B., Mrđan, G., Lađarević, J., Valentić, N., Mijin, D., Apostolov, S.,& Vaštag, Đ.. (2023). Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes. in Zaštita materijala
Inženjersko društvo za koroziju., 64(4), 444-451.
https://doi.org/10.5937/zasmat2304444M
Matijević B, Mrđan G, Lađarević J, Valentić N, Mijin D, Apostolov S, Vaštag Đ. Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes. in Zaštita materijala. 2023;64(4):444-451.
doi:10.5937/zasmat2304444M .
Matijević, Borko, Mrđan, Gorana, Lađarević, Jelena, Valentić, Nataša, Mijin, Dušan, Apostolov, Suzana, Vaštag, Đenđi, "Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes" in Zaštita materijala, 64, no. 4 (2023):444-451,
https://doi.org/10.5937/zasmat2304444M . .