Research output: Contribution to journal › Article › peer-review
New V-shaped 2,4-di(hetero)arylpyrimidine push-pull systems : Synthesis, solvatochromism and sensitivity towards nitroaromatic compounds. / Verbitskiy, Egor V.; Dinastiya, Ekaterina M.; Baranova, Anna A.; Khokhlov, Konstantin O.; Chuvashov, Roman D.; Yakovleva, Yuliya A.; Makarova, Nadezhda I.; Vetrova, Elena V.; Metelitsa, Anatoly V.; Slepukhin, Pavel A.; Rusinov, Gennady L.; Chupakhin, Oleg N.; Charushin, Valery N.
In: Dyes and Pigments, Vol. 159, 01.12.2018, p. 35-44.Research output: Contribution to journal › Article › peer-review
}
TY - JOUR
T1 - New V-shaped 2,4-di(hetero)arylpyrimidine push-pull systems
T2 - Synthesis, solvatochromism and sensitivity towards nitroaromatic compounds
AU - Verbitskiy, Egor V.
AU - Dinastiya, Ekaterina M.
AU - Baranova, Anna A.
AU - Khokhlov, Konstantin O.
AU - Chuvashov, Roman D.
AU - Yakovleva, Yuliya A.
AU - Makarova, Nadezhda I.
AU - Vetrova, Elena V.
AU - Metelitsa, Anatoly V.
AU - Slepukhin, Pavel A.
AU - Rusinov, Gennady L.
AU - Chupakhin, Oleg N.
AU - Charushin, Valery N.
PY - 2018/12/1
Y1 - 2018/12/1
N2 - Novel D–π–A–π–D type pyrimidine-based dyes, possessing (hetero)aryl electron-donating groups in 2,4-positions were synthesized, and their photophysical properties were investigated by using absorption and emission spectral analyses. All dyes proved to exhibit a strong emission solvatochromism with quantum yields up to 0.96, depending on their molecular structure and solvent polarity. The compounds have been established to undergo a reversible protonation, directed at nitrogen atoms of the pyrimidine ring, and these phenomena are associated with dramatic color changes. In addition, fluorophores 5a-d show a high sensitive response for nitroaromatic traces in solutions or real-time detection of their vapors in air. These findings indicate that the compounds obtained can be regarded as excellent fluorophores for fluorescent material applications.
AB - Novel D–π–A–π–D type pyrimidine-based dyes, possessing (hetero)aryl electron-donating groups in 2,4-positions were synthesized, and their photophysical properties were investigated by using absorption and emission spectral analyses. All dyes proved to exhibit a strong emission solvatochromism with quantum yields up to 0.96, depending on their molecular structure and solvent polarity. The compounds have been established to undergo a reversible protonation, directed at nitrogen atoms of the pyrimidine ring, and these phenomena are associated with dramatic color changes. In addition, fluorophores 5a-d show a high sensitive response for nitroaromatic traces in solutions or real-time detection of their vapors in air. These findings indicate that the compounds obtained can be regarded as excellent fluorophores for fluorescent material applications.
KW - Carbazole
KW - Fluorescence quenching
KW - Pyrene
KW - Pyrimidine
KW - Solvatochromism
KW - Triphenylamine
UR - http://www.scopus.com/inward/record.url?scp=85048586786&partnerID=8YFLogxK
U2 - 10.1016/j.dyepig.2018.05.075
DO - 10.1016/j.dyepig.2018.05.075
M3 - Article
AN - SCOPUS:85048586786
VL - 159
SP - 35
EP - 44
JO - Dyes and Pigments
JF - Dyes and Pigments
SN - 0143-7208
ER -
ID: 39451167