Partition coefficient-Lewis basicity correlation in four dioxycyclobutenedion-bridged novel ball-type phthalocyanines

Ayşegül Yazici; Nida Dalbul; Ahmet Altindal; Bekir Salih; Özer Bekaroʇlu

doi:10.1016/j.synthmet.2015.11.029

Partition coefficient-Lewis basicity correlation in four dioxycyclobutenedion-bridged novel ball-type phthalocyanines

Ayşegül Yazici, Nida Dalbul, Ahmet Altindal^*, Bekir Salih, Özer Bekaroʇlu

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

The novel ball-type bis-metallo [Zn(II), Co(II) and Cu(II)] phthalocyanines were synthesized from 4,4′-(3,4-dioxocyclobut-1-ene-1,2-diyl)-bis(oxy)] diphthalonitrile, which can be obtained by the reaction of 4-nitrophthalonitrile with 3,4-dihydroxy-3cyclobuten-1,2-dione. The novel ball-type phthalocyanines with cyclobutene unit were characterized by elemental analysis, UV-vis, FT-IR, ¹H NMR, and MALDI-TOF mass spectroscopy. The response and recovery behaviours of the films to different analytes, which span a broad range of Lewis base, were investigated by utilizing an AT-cut quartz crystal resonator. Frequency changes during transient exposures to these vapours were rapid and reversible. The sensing behaviour of the films for a broad range of Lewis bases and the correlation between the partition coefficients and Lewis base enthalpies were investigated. Partition coefficients obtained from the linear response regimes of the calibration curves were in the 800-22,000 range. Results show that partition coefficients may be correlated exponentially with binding enthalpy.

Original language	English
Pages (from-to)	25-30
Number of pages	6
Journal	Synthetic Metals
Volume	212
DOIs	https://doi.org/10.1016/j.synthmet.2015.11.029
Publication status	Published - 1 Feb 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2015 Elsevier B.V. All rights reserved.

Funding

We are grateful to Fırat University Scientific Research Project Coordination Unit, FÜBAP , for their financial support (Project No. 1880) and Turkish Academy of Sciences, TUBA , for the partial financial support. We are also thankful to Yildiz Technical University Scientific Research Projects Coordination Unit for their financial support ( 2014-01-01-YL01 and 2014-01-01-KAP01 ).

Funders	Funder number
Fırat University
TUBA
Türkiye Bilimler Akademisi
Yildiz Teknik Üniversitesi	2014-01-01-KAP01, 2014-01-01-YL01
Firat University Scientific Research Projects Management Unit	1880

Keywords

Ball-type
Dioxycyclobutenedion bridged
Gas sensing
Lewis basicity
Partition coefficient
Phthalocyanine

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10.1016/j.synthmet.2015.11.029

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title = "Partition coefficient-Lewis basicity correlation in four dioxycyclobutenedion-bridged novel ball-type phthalocyanines",

abstract = "The novel ball-type bis-metallo [Zn(II), Co(II) and Cu(II)] phthalocyanines were synthesized from 4,4′-(3,4-dioxocyclobut-1-ene-1,2-diyl)-bis(oxy)] diphthalonitrile, which can be obtained by the reaction of 4-nitrophthalonitrile with 3,4-dihydroxy-3cyclobuten-1,2-dione. The novel ball-type phthalocyanines with cyclobutene unit were characterized by elemental analysis, UV-vis, FT-IR, 1H NMR, and MALDI-TOF mass spectroscopy. The response and recovery behaviours of the films to different analytes, which span a broad range of Lewis base, were investigated by utilizing an AT-cut quartz crystal resonator. Frequency changes during transient exposures to these vapours were rapid and reversible. The sensing behaviour of the films for a broad range of Lewis bases and the correlation between the partition coefficients and Lewis base enthalpies were investigated. Partition coefficients obtained from the linear response regimes of the calibration curves were in the 800-22,000 range. Results show that partition coefficients may be correlated exponentially with binding enthalpy.",

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doi = "10.1016/j.synthmet.2015.11.029",

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AU - Dalbul, Nida

AU - Altindal, Ahmet

AU - Salih, Bekir

AU - Bekaroʇlu, Özer

PY - 2016/2/1

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N2 - The novel ball-type bis-metallo [Zn(II), Co(II) and Cu(II)] phthalocyanines were synthesized from 4,4′-(3,4-dioxocyclobut-1-ene-1,2-diyl)-bis(oxy)] diphthalonitrile, which can be obtained by the reaction of 4-nitrophthalonitrile with 3,4-dihydroxy-3cyclobuten-1,2-dione. The novel ball-type phthalocyanines with cyclobutene unit were characterized by elemental analysis, UV-vis, FT-IR, 1H NMR, and MALDI-TOF mass spectroscopy. The response and recovery behaviours of the films to different analytes, which span a broad range of Lewis base, were investigated by utilizing an AT-cut quartz crystal resonator. Frequency changes during transient exposures to these vapours were rapid and reversible. The sensing behaviour of the films for a broad range of Lewis bases and the correlation between the partition coefficients and Lewis base enthalpies were investigated. Partition coefficients obtained from the linear response regimes of the calibration curves were in the 800-22,000 range. Results show that partition coefficients may be correlated exponentially with binding enthalpy.

AB - The novel ball-type bis-metallo [Zn(II), Co(II) and Cu(II)] phthalocyanines were synthesized from 4,4′-(3,4-dioxocyclobut-1-ene-1,2-diyl)-bis(oxy)] diphthalonitrile, which can be obtained by the reaction of 4-nitrophthalonitrile with 3,4-dihydroxy-3cyclobuten-1,2-dione. The novel ball-type phthalocyanines with cyclobutene unit were characterized by elemental analysis, UV-vis, FT-IR, 1H NMR, and MALDI-TOF mass spectroscopy. The response and recovery behaviours of the films to different analytes, which span a broad range of Lewis base, were investigated by utilizing an AT-cut quartz crystal resonator. Frequency changes during transient exposures to these vapours were rapid and reversible. The sensing behaviour of the films for a broad range of Lewis bases and the correlation between the partition coefficients and Lewis base enthalpies were investigated. Partition coefficients obtained from the linear response regimes of the calibration curves were in the 800-22,000 range. Results show that partition coefficients may be correlated exponentially with binding enthalpy.

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KW - Phthalocyanine

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ER -

Partition coefficient-Lewis basicity correlation in four dioxycyclobutenedion-bridged novel ball-type phthalocyanines

Abstract

Bibliographical note

Funding

Keywords

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