SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH
PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA NOVOG BENZILIDENHIDANTOINA KAO MOLEKULSKOG FOTOHROMNOG PREKIDAČA
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Molecular photochromic switches represent an intriguing class of organic molecules that can
be reversibly interconverted between two stable states by light. The resulting change may be the
consequence of trans→cis photoisomerization, photocyclization or a combination of both. With the
aim of development of novel light-sensitive materials, the present study reports two different ways of
synthesis of (Z)-5-(4-dodecyloxy)benzylidene)imidazolidine-2,4-dione and its structural characterization by various spectroscopic techniques. Besides, the solvatochromic behavior of new benzylidenehydantoin derivative has been evaluated by recording the absorption spectra in the selected solvent set and evaluating effects of the specific and nonspecific solvent–solute interactions on the absorption maxima shifts using linear solvatation energy relationship, i.e. equations proposed by Kamlet-Taft and Katalan. The preliminary results of this investigation represent promising starting point
for design ...of novel photoactive materials with a broad spectrum of applications.
Molekulski fotohromni prekidači predstavljaju male organske molekule ili supramolekulske
vrste koji se mogu reverzibilno interkonvertovati između dva stabilna stanja pod dejstvom svetlosti.
Nastala promena je najčešće posledica trans→cis fotoizomerizacije, fotociklizaicje ili kombinacije
ova dva procesa. U cilju kreiranja novih fotoaktivnih materijala, u ovom radu su prikazana dva
različita načina sinteze (Z)-5-(4-dodeciloksi)benziliden)imidazolidin-2,4-diona, kao i kompletna
strukturna karakterizacija ostvarena primenom različitih spektroskopskih metoda. U nastavku
istraživanja, izvršena je solvatohromna analiza ovog jedinjenja snimanjem apsorpcionih spektara u
odabranom setu rastvarača, a potom je razmatran uticaj specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance na položaj apsorpcionih maksimuma metodom linearne korelacije energije solvatacije, tj. Kamlet-Taftovom i Katalanovom jednačineom Preliminarni
rezultati ovog istraživanja dobra... su polazna tačka za dizajniranje novih fotoaktivnih materijala sa
širokim spektrom primene.
Keywords:
molecular switches / benzylidenehydantoin / solvatochromism / photoactive materials / molekulski prekidači / benzilidenhidantoini / solvatohromizam / fotoaktivni materijaliSource:
Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020, 2020, 31-38Publisher:
- Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200287 (Innovation Center of the Faculty of Technology and Metallurgy) (RS-MESTD-inst-2020-200287)
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Inovacioni centarTY - CONF AU - Gak, Kristina AU - Lazić, Anita AU - Trišović, Nemanja AU - Valentić, Nataša PY - 2020 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7462 AB - Molecular photochromic switches represent an intriguing class of organic molecules that can be reversibly interconverted between two stable states by light. The resulting change may be the consequence of trans→cis photoisomerization, photocyclization or a combination of both. With the aim of development of novel light-sensitive materials, the present study reports two different ways of synthesis of (Z)-5-(4-dodecyloxy)benzylidene)imidazolidine-2,4-dione and its structural characterization by various spectroscopic techniques. Besides, the solvatochromic behavior of new benzylidenehydantoin derivative has been evaluated by recording the absorption spectra in the selected solvent set and evaluating effects of the specific and nonspecific solvent–solute interactions on the absorption maxima shifts using linear solvatation energy relationship, i.e. equations proposed by Kamlet-Taft and Katalan. The preliminary results of this investigation represent promising starting point for design of novel photoactive materials with a broad spectrum of applications. AB - Molekulski fotohromni prekidači predstavljaju male organske molekule ili supramolekulske vrste koji se mogu reverzibilno interkonvertovati između dva stabilna stanja pod dejstvom svetlosti. Nastala promena je najčešće posledica trans→cis fotoizomerizacije, fotociklizaicje ili kombinacije ova dva procesa. U cilju kreiranja novih fotoaktivnih materijala, u ovom radu su prikazana dva različita načina sinteze (Z)-5-(4-dodeciloksi)benziliden)imidazolidin-2,4-diona, kao i kompletna strukturna karakterizacija ostvarena primenom različitih spektroskopskih metoda. U nastavku istraživanja, izvršena je solvatohromna analiza ovog jedinjenja snimanjem apsorpcionih spektara u odabranom setu rastvarača, a potom je razmatran uticaj specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance na položaj apsorpcionih maksimuma metodom linearne korelacije energije solvatacije, tj. Kamlet-Taftovom i Katalanovom jednačineom Preliminarni rezultati ovog istraživanja dobra su polazna tačka za dizajniranje novih fotoaktivnih materijala sa širokim spektrom primene. PB - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku C3 - Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020 T1 - SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH T1 - PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA NOVOG BENZILIDENHIDANTOINA KAO MOLEKULSKOG FOTOHROMNOG PREKIDAČA EP - 38 SP - 31 UR - https://hdl.handle.net/21.15107/rcub_technorep_7462 ER -
@conference{ author = "Gak, Kristina and Lazić, Anita and Trišović, Nemanja and Valentić, Nataša", year = "2020", abstract = "Molecular photochromic switches represent an intriguing class of organic molecules that can be reversibly interconverted between two stable states by light. The resulting change may be the consequence of trans→cis photoisomerization, photocyclization or a combination of both. With the aim of development of novel light-sensitive materials, the present study reports two different ways of synthesis of (Z)-5-(4-dodecyloxy)benzylidene)imidazolidine-2,4-dione and its structural characterization by various spectroscopic techniques. Besides, the solvatochromic behavior of new benzylidenehydantoin derivative has been evaluated by recording the absorption spectra in the selected solvent set and evaluating effects of the specific and nonspecific solvent–solute interactions on the absorption maxima shifts using linear solvatation energy relationship, i.e. equations proposed by Kamlet-Taft and Katalan. The preliminary results of this investigation represent promising starting point for design of novel photoactive materials with a broad spectrum of applications., Molekulski fotohromni prekidači predstavljaju male organske molekule ili supramolekulske vrste koji se mogu reverzibilno interkonvertovati između dva stabilna stanja pod dejstvom svetlosti. Nastala promena je najčešće posledica trans→cis fotoizomerizacije, fotociklizaicje ili kombinacije ova dva procesa. U cilju kreiranja novih fotoaktivnih materijala, u ovom radu su prikazana dva različita načina sinteze (Z)-5-(4-dodeciloksi)benziliden)imidazolidin-2,4-diona, kao i kompletna strukturna karakterizacija ostvarena primenom različitih spektroskopskih metoda. U nastavku istraživanja, izvršena je solvatohromna analiza ovog jedinjenja snimanjem apsorpcionih spektara u odabranom setu rastvarača, a potom je razmatran uticaj specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance na položaj apsorpcionih maksimuma metodom linearne korelacije energije solvatacije, tj. Kamlet-Taftovom i Katalanovom jednačineom Preliminarni rezultati ovog istraživanja dobra su polazna tačka za dizajniranje novih fotoaktivnih materijala sa širokim spektrom primene.", publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku", journal = "Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020", title = "SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH, PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA NOVOG BENZILIDENHIDANTOINA KAO MOLEKULSKOG FOTOHROMNOG PREKIDAČA", pages = "38-31", url = "https://hdl.handle.net/21.15107/rcub_technorep_7462" }
Gak, K., Lazić, A., Trišović, N.,& Valentić, N.. (2020). SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH. in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020 Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 31-38. https://hdl.handle.net/21.15107/rcub_technorep_7462
Gak K, Lazić A, Trišović N, Valentić N. SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH. in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020. 2020;:31-38. https://hdl.handle.net/21.15107/rcub_technorep_7462 .
Gak, Kristina, Lazić, Anita, Trišović, Nemanja, Valentić, Nataša, "SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH" in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020 (2020):31-38, https://hdl.handle.net/21.15107/rcub_technorep_7462 .