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

Result code in 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>
Result on the web
<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>

Result language
angličtina
Original language name
Bulky 2,6-diphenylphenylsulfanyl substituents efficiently inhibit aggregation in phthalocyanines and tetrapyrazinoporphyrazines and control their photophysical and electrochemical properties
Original language description
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.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry

Project
<a href="/en/project/GA13-27761S" target="_blank" >GA13-27761S: Development of new photosensitizers for photodynamic therapy and investigation of their mechanism of action on cellular level</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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