Synthesis and spectroscopic investigation of boronic esters of metal-free fluorinated and non-fluorinated phthalocyanines

İbrahim Özçeşmeci; Mukaddes Özçeşmeci; Ahmet Gül; Esin Hamuryudan

doi:10.1016/j.synthmet.2016.11.022

Synthesis and spectroscopic investigation of boronic esters of metal-free fluorinated and non-fluorinated phthalocyanines

İbrahim Özçeşmeci
, Mukaddes Özçeşmeci^*
, Ahmet Gül
, Esin Hamuryudan

^*Bu çalışma için yazışmadan sorumlu yazar

Kimya Bölümü

Istanbul Technical University

Araştırma sonucu: Dergiye katkı › Makale › bilirkişi

22 Atıf (Scopus)

Özet

Phthalonitriles and metal-free phthalocyanines substituted with 2,3-dihydroxypropoxy and [2,3,5,6-tetrafluoro-4-(2,3-dihydroxypropoxy)]benzyloxy groups were synthesized. Their complexes with phenylboronic acid were prepared in THF at reflux in the presence of molecular sieves. The new compounds were characterized by using elemental analyses, FT-IR, UV–vis, ¹H NMR, ¹⁹F NMR, ¹¹B NMR, and MALDI-TOF MS spectral data. Aggregation tendency of phthalocyanine complexes in relation to their concentrations were investigated by changes in their absorption spectra. Furthermore, photophysical and photochemical properties of metal-free phthalocyanines were investigated in ethanol and dichloromethane. The fluorescence quenching properties of synthesized phthalocyanines were investigated using 1,4-benzoquinone in dichloromethane.

Orijinal dil	İngilizce
Sayfa (başlangıç-bitiş)	344-350
Sayfa sayısı	7
Dergi	Synthetic Metals
Hacim	222
DOI'lar	https://doi.org/10.1016/j.synthmet.2016.11.022
Yayın durumu	Yayınlandı - 1 Ara 2016

Bibliyografik not

Publisher Copyright:
© 2016 Elsevier B.V.

Finansman

This work was supported by the Research Fund of the Istanbul Technical University . AG thanks Turkish Academy of Sciences (TUBA) for partial support.

Finansörler
Istanbul Teknik Üniversitesi

Belgeye Erişim

10.1016/j.synthmet.2016.11.022

Diğer Dosyalar ve Linkler

Link to publication in Scopus

Alıntı Yap

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title = "Synthesis and spectroscopic investigation of boronic esters of metal-free fluorinated and non-fluorinated phthalocyanines",

abstract = "Phthalonitriles and metal-free phthalocyanines substituted with 2,3-dihydroxypropoxy and [2,3,5,6-tetrafluoro-4-(2,3-dihydroxypropoxy)]benzyloxy groups were synthesized. Their complexes with phenylboronic acid were prepared in THF at reflux in the presence of molecular sieves. The new compounds were characterized by using elemental analyses, FT-IR, UV–vis, 1H NMR, 19F NMR, 11B NMR, and MALDI-TOF MS spectral data. Aggregation tendency of phthalocyanine complexes in relation to their concentrations were investigated by changes in their absorption spectra. Furthermore, photophysical and photochemical properties of metal-free phthalocyanines were investigated in ethanol and dichloromethane. The fluorescence quenching properties of synthesized phthalocyanines were investigated using 1,4-benzoquinone in dichloromethane.",

keywords = "Aggregation, Boronic ester, Fluorescence, Fluorine, Phthalocyanines, Synthesis",

author = "İbrahim {\"O}z{\c c}e{\c s}meci and Mukaddes {\"O}z{\c c}e{\c s}meci and Ahmet G{\"u}l and Esin Hamuryudan",

note = "Publisher Copyright: {\textcopyright} 2016 Elsevier B.V.",

year = "2016",

month = dec,

day = "1",

doi = "10.1016/j.synthmet.2016.11.022",

language = "English",

volume = "222",

pages = "344--350",

journal = "Synthetic Metals",

issn = "0379-6779",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Synthesis and spectroscopic investigation of boronic esters of metal-free fluorinated and non-fluorinated phthalocyanines

AU - Özçeşmeci, İbrahim

AU - Özçeşmeci, Mukaddes

AU - Gül, Ahmet

AU - Hamuryudan, Esin

PY - 2016/12/1

Y1 - 2016/12/1

N2 - Phthalonitriles and metal-free phthalocyanines substituted with 2,3-dihydroxypropoxy and [2,3,5,6-tetrafluoro-4-(2,3-dihydroxypropoxy)]benzyloxy groups were synthesized. Their complexes with phenylboronic acid were prepared in THF at reflux in the presence of molecular sieves. The new compounds were characterized by using elemental analyses, FT-IR, UV–vis, 1H NMR, 19F NMR, 11B NMR, and MALDI-TOF MS spectral data. Aggregation tendency of phthalocyanine complexes in relation to their concentrations were investigated by changes in their absorption spectra. Furthermore, photophysical and photochemical properties of metal-free phthalocyanines were investigated in ethanol and dichloromethane. The fluorescence quenching properties of synthesized phthalocyanines were investigated using 1,4-benzoquinone in dichloromethane.

AB - Phthalonitriles and metal-free phthalocyanines substituted with 2,3-dihydroxypropoxy and [2,3,5,6-tetrafluoro-4-(2,3-dihydroxypropoxy)]benzyloxy groups were synthesized. Their complexes with phenylboronic acid were prepared in THF at reflux in the presence of molecular sieves. The new compounds were characterized by using elemental analyses, FT-IR, UV–vis, 1H NMR, 19F NMR, 11B NMR, and MALDI-TOF MS spectral data. Aggregation tendency of phthalocyanine complexes in relation to their concentrations were investigated by changes in their absorption spectra. Furthermore, photophysical and photochemical properties of metal-free phthalocyanines were investigated in ethanol and dichloromethane. The fluorescence quenching properties of synthesized phthalocyanines were investigated using 1,4-benzoquinone in dichloromethane.

KW - Aggregation

KW - Boronic ester

KW - Fluorescence

KW - Fluorine

KW - Phthalocyanines

KW - Synthesis

UR - https://www.scopus.com/pages/publications/85002293032

U2 - 10.1016/j.synthmet.2016.11.022

DO - 10.1016/j.synthmet.2016.11.022

M3 - Article

AN - SCOPUS:85002293032

SN - 0379-6779

VL - 222

SP - 344

EP - 350

JO - Synthetic Metals

JF - Synthetic Metals

ER -

Synthesis and spectroscopic investigation of boronic esters of metal-free fluorinated and non-fluorinated phthalocyanines

Özet

Bibliyografik not

Finansman

Belgeye Erişim

Diğer Dosyalar ve Linkler

Parmak izi

Alıntı Yap