Bulky 2,6-diphenylphenylsulfanyl substituents efficiently inhibit aggregation in phthalocyanines and tetrapyrazinoporphyrazines and control their photophysical and electrochemical properties

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F17%3A10361044" target="_blank" >RIV/00216208:11160/17:10361044 - isvavai.cz</a>

Výsledek na webu

<a href="http://www.sciencedirect.com/science/article/pii/S0143720816305903" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0143720816305903</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.dyepig.2016.09.039" target="_blank" >10.1016/j.dyepig.2016.09.039</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Bulky 2,6-diphenylphenylsulfanyl substituents efficiently inhibit aggregation in phthalocyanines and tetrapyrazinoporphyrazines and control their photophysical and electrochemical properties

Popis výsledku v původním jazyce

Octasubstituted zinc, metal-free and magnesium complexes of phthalocyanine and tetrapyrazinoporphyrazine bearing very bulky 2,6-diphenylphenylsulfanyl substituents were synthesized. The substituents efficiently inhibited aggregation of the dyes and only monomers were detected even at a concentration of 200 mu M solution in toluene. Photophysical data indicated influence of the heavy-atom effect - magnesium complexes were more fluorescent (Phi(F) 0.40-0.51) and zinc complexes produced stronger the singlet oxygen (Phi(Delta) 0.56-0.72) in both series of compounds. The presence of additional nitrogens in tetrapyrazinoporphyrazine core made it substantially more electron deficient when compared with corresponding phthalocyanine analogues. 2,6-Diphenylphenylsulfanyl substituents also increased electron deficient character of the core and influenced the photophysical properties.

Název v anglickém jazyce

Bulky 2,6-diphenylphenylsulfanyl substituents efficiently inhibit aggregation in phthalocyanines and tetrapyrazinoporphyrazines and control their photophysical and electrochemical properties

Popis výsledku anglicky

Octasubstituted zinc, metal-free and magnesium complexes of phthalocyanine and tetrapyrazinoporphyrazine bearing very bulky 2,6-diphenylphenylsulfanyl substituents were synthesized. The substituents efficiently inhibited aggregation of the dyes and only monomers were detected even at a concentration of 200 mu M solution in toluene. Photophysical data indicated influence of the heavy-atom effect - magnesium complexes were more fluorescent (Phi(F) 0.40-0.51) and zinc complexes produced stronger the singlet oxygen (Phi(Delta) 0.56-0.72) in both series of compounds. The presence of additional nitrogens in tetrapyrazinoporphyrazine core made it substantially more electron deficient when compared with corresponding phthalocyanine analogues. 2,6-Diphenylphenylsulfanyl substituents also increased electron deficient character of the core and influenced the photophysical properties.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA13-27761S" target="_blank" >GA13-27761S: Vývoj nových fotosensitizérů pro fotodynamickou terapii a výzkum jejich mechanismu působení na buněčné úrovni</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2017

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Dyes and Pigments

ISSN

0143-7208

e-ISSN

—

Svazek periodika

136

Číslo periodika v rámci svazku

January

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

9

Strana od-do

715-723

Kód UT WoS článku

000387837200086

EID výsledku v databázi Scopus

2-s2.0-84988473974