SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES
PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA PIRIDINSKIH AZO BOJA KAO GRADIVNIH JEDINICA ZA MOLEKULSKE PREKIDAČE
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Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Molecular switches, that are capable of transmitting information in a quick fashion, have an
important role in information technologies and have become key components of advanced materials.
Namely, molecular switches present small molecules or supramolecular species that can be reversibly shifted between two (or more) stable states possessing different physical features. In this way,
they enable complex systems to respond to changes in their environment including changes in light
intensity, temperature or voltage. In the present work, five pyridine-containing azo dyes were synthesized with a view to the development of novel molecular switches. The structural features of the investigated dyes were characterized by elemental analysis, FT-IR, 1H and 13C NMR spectroscopy,
while their UV/Vis absorption spectra were recorded in twenty solvents of different polarities. To
estimate the ability of the investigated dyes to interact with their environment, the effects of solvent
dipolarity.../polarizability and solvent–solute hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts
proposed by Kamlet–Taft and Catalán. Based on the analysis of the structural effects on the sensitivity
of the investigated dyes to changes in the polarity of their environment, the possible applications of
these photoactive materials were further discussed.
Molekulski prekidači sposobni da brzo prenose informacije imaju važnu ulogu u informacionim
tehnologijama, a postali su i ključne komponente naprednih materijala. Naime, molekulski prekidači
predstavljaju male molekule ili supramolekulske vrste koji se mogu reverzibilno pomerati između dva
(ili više) stabilnih stanja različitih fizičkih svojstava. Na ovaj način oni omogućavaju da kompleksni
sistemi reaguju na promene u svom okruženju koje, između ostalog, obuhvataju promene u intenzitetu
svetlosti, temperature ili napona. U cilju razvoja novih molekulskih prekidača, pet azo boja koje
sadrže piridinsko jezgro je sintetisano u ovom radu i potpuno strukturno okarakterisano primenom
elementarne analize, FT-IR, 1H i 13C NMR spektroskopskih metoda. Njihovi UV/Vis apsorpcioni
spektri su određeni u dvadeset rastvarača različite polarnosti. Da bi se procenila sposobnost
proučavanih boja da uspostavljaju interakcije sa svojim okruženjem, uticaj
dipolarnosti/polarizabilnosti rastvarača ...i vodoničnog vezivanja između molekula rastvarača i
rastvorene supstance proučavani su metodama linearne korelacije energije solvatacije prema
Kamlet–Taftu i Katalanu. Na osnovu analize uticaja molekulske strukture na osetljivost proučavanih
boja na promene u polarnosti okruženja dalje su diskutovane moguće primene ovih fotoaktivnih
materijala.
Ključne reči:
molecular switches / azo dyes / intermolecular interactions / isomerism / molekulski prekidači / azo boje / međumolekulske interakcije / izomerizacijaIzvor:
Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019, 2019, 53-57Izdavač:
- Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
Finansiranje / projekti:
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-MESTD-Basic Research (BR or ON)-172013)
Kolekcije
Institucija/grupa
Tehnološko-metalurški fakultetTY - CONF AU - Valentić, Nataša AU - Lazić, Anita AU - Gak, Kristina AU - Trišović, Nemanja PY - 2019 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7463 AB - Molecular switches, that are capable of transmitting information in a quick fashion, have an important role in information technologies and have become key components of advanced materials. Namely, molecular switches present small molecules or supramolecular species that can be reversibly shifted between two (or more) stable states possessing different physical features. In this way, they enable complex systems to respond to changes in their environment including changes in light intensity, temperature or voltage. In the present work, five pyridine-containing azo dyes were synthesized with a view to the development of novel molecular switches. The structural features of the investigated dyes were characterized by elemental analysis, FT-IR, 1H and 13C NMR spectroscopy, while their UV/Vis absorption spectra were recorded in twenty solvents of different polarities. To estimate the ability of the investigated dyes to interact with their environment, the effects of solvent dipolarity/polarizability and solvent–solute hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts proposed by Kamlet–Taft and Catalán. Based on the analysis of the structural effects on the sensitivity of the investigated dyes to changes in the polarity of their environment, the possible applications of these photoactive materials were further discussed. AB - Molekulski prekidači sposobni da brzo prenose informacije imaju važnu ulogu u informacionim tehnologijama, a postali su i ključne komponente naprednih materijala. Naime, molekulski prekidači predstavljaju male molekule ili supramolekulske vrste koji se mogu reverzibilno pomerati između dva (ili više) stabilnih stanja različitih fizičkih svojstava. Na ovaj način oni omogućavaju da kompleksni sistemi reaguju na promene u svom okruženju koje, između ostalog, obuhvataju promene u intenzitetu svetlosti, temperature ili napona. U cilju razvoja novih molekulskih prekidača, pet azo boja koje sadrže piridinsko jezgro je sintetisano u ovom radu i potpuno strukturno okarakterisano primenom elementarne analize, FT-IR, 1H i 13C NMR spektroskopskih metoda. Njihovi UV/Vis apsorpcioni spektri su određeni u dvadeset rastvarača različite polarnosti. Da bi se procenila sposobnost proučavanih boja da uspostavljaju interakcije sa svojim okruženjem, uticaj dipolarnosti/polarizabilnosti rastvarača i vodoničnog vezivanja između molekula rastvarača i rastvorene supstance proučavani su metodama linearne korelacije energije solvatacije prema Kamlet–Taftu i Katalanu. Na osnovu analize uticaja molekulske strukture na osetljivost proučavanih boja na promene u polarnosti okruženja dalje su diskutovane moguće primene ovih fotoaktivnih materijala. PB - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku C3 - Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019 T1 - SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES T1 - PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA PIRIDINSKIH AZO BOJA KAO GRADIVNIH JEDINICA ZA MOLEKULSKE PREKIDAČE EP - 57 SP - 53 UR - https://hdl.handle.net/21.15107/rcub_technorep_7463 ER -
@conference{ author = "Valentić, Nataša and Lazić, Anita and Gak, Kristina and Trišović, Nemanja", year = "2019", abstract = "Molecular switches, that are capable of transmitting information in a quick fashion, have an important role in information technologies and have become key components of advanced materials. Namely, molecular switches present small molecules or supramolecular species that can be reversibly shifted between two (or more) stable states possessing different physical features. In this way, they enable complex systems to respond to changes in their environment including changes in light intensity, temperature or voltage. In the present work, five pyridine-containing azo dyes were synthesized with a view to the development of novel molecular switches. The structural features of the investigated dyes were characterized by elemental analysis, FT-IR, 1H and 13C NMR spectroscopy, while their UV/Vis absorption spectra were recorded in twenty solvents of different polarities. To estimate the ability of the investigated dyes to interact with their environment, the effects of solvent dipolarity/polarizability and solvent–solute hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts proposed by Kamlet–Taft and Catalán. Based on the analysis of the structural effects on the sensitivity of the investigated dyes to changes in the polarity of their environment, the possible applications of these photoactive materials were further discussed., Molekulski prekidači sposobni da brzo prenose informacije imaju važnu ulogu u informacionim tehnologijama, a postali su i ključne komponente naprednih materijala. Naime, molekulski prekidači predstavljaju male molekule ili supramolekulske vrste koji se mogu reverzibilno pomerati između dva (ili više) stabilnih stanja različitih fizičkih svojstava. Na ovaj način oni omogućavaju da kompleksni sistemi reaguju na promene u svom okruženju koje, između ostalog, obuhvataju promene u intenzitetu svetlosti, temperature ili napona. U cilju razvoja novih molekulskih prekidača, pet azo boja koje sadrže piridinsko jezgro je sintetisano u ovom radu i potpuno strukturno okarakterisano primenom elementarne analize, FT-IR, 1H i 13C NMR spektroskopskih metoda. Njihovi UV/Vis apsorpcioni spektri su određeni u dvadeset rastvarača različite polarnosti. Da bi se procenila sposobnost proučavanih boja da uspostavljaju interakcije sa svojim okruženjem, uticaj dipolarnosti/polarizabilnosti rastvarača i vodoničnog vezivanja između molekula rastvarača i rastvorene supstance proučavani su metodama linearne korelacije energije solvatacije prema Kamlet–Taftu i Katalanu. Na osnovu analize uticaja molekulske strukture na osetljivost proučavanih boja na promene u polarnosti okruženja dalje su diskutovane moguće primene ovih fotoaktivnih materijala.", publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku", journal = "Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019", title = "SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES, PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA PIRIDINSKIH AZO BOJA KAO GRADIVNIH JEDINICA ZA MOLEKULSKE PREKIDAČE", pages = "57-53", url = "https://hdl.handle.net/21.15107/rcub_technorep_7463" }
Valentić, N., Lazić, A., Gak, K.,& Trišović, N.. (2019). SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES. in Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019 Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 53-57. https://hdl.handle.net/21.15107/rcub_technorep_7463
Valentić N, Lazić A, Gak K, Trišović N. SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES. in Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019. 2019;:53-57. https://hdl.handle.net/21.15107/rcub_technorep_7463 .
Valentić, Nataša, Lazić, Anita, Gak, Kristina, Trišović, Nemanja, "SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES" in Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019 (2019):53-57, https://hdl.handle.net/21.15107/rcub_technorep_7463 .