Solid-phase transitions of polymorphs of 4-(4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles and their analogues

G. A. Selivanova; A. D. Skolyapova; R. I. Dralyuk; E. V. Karpova; I. K. Shundrina; I. Yu Bagryanskaya; E. V. Amosov; T. V. Basova; E. V. Tretyakov

doi:10.1016/j.tca.2018.08.022

Solid-phase transitions of polymorphs of 4-(4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles and their analogues

G. A. Selivanova, A. D. Skolyapova, R. I. Dralyuk, E. V. Karpova, I. K. Shundrina, I. Yu Bagryanskaya, E. V. Amosov, T. V. Basova, E. V. Tretyakov

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

Abstract

A new series of push–pull azo-dyes containing tricyanodiphenyl electron-withdrowing block, namely (4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles, was proposed and synthesized. The azo-dyes possess high temperature stability and are prone to form polymorph modifications. DSC measurements indicated solid-phase transitions of these polymorphs. X-ray diffraction (XRD) analysis revealed that in all solved structures, there is a network of short intermolecular contacts between H_Arom atoms and N atoms of cyano groups. The supramolecular structure of these contacts depends on the alkyl chain length in the aniline moiety, and changes after temperature induced phase transitions.

Original language	English
Pages (from-to)	88-98
Number of pages	11
Journal	Thermochimica Acta
Volume	669
DOIs	https://doi.org/10.1016/j.tca.2018.08.022
Publication status	Published - 10 Nov 2018

Keywords

Azo dye
Polymorphism
Solid phase polymorphic modifications
X-ray and DSC measurements
AZOBENZENE DERIVATIVES
DYES
NONLINEAR-OPTICAL PROPERTIES
AZO
CHROMOPHORES
COMPLEXES

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10.1016/j.tca.2018.08.022

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Selivanova, G. A., Skolyapova, A. D., Dralyuk, R. I., Karpova, E. V., Shundrina, I. K., Bagryanskaya, I. Y., Amosov, E. V., Basova, T. V., & Tretyakov, E. V. (2018). Solid-phase transitions of polymorphs of 4-(4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles and their analogues. Thermochimica Acta, 669, 88-98. https://doi.org/10.1016/j.tca.2018.08.022

@article{b62837a0e9a4431a81108fcfce070525,

title = "Solid-phase transitions of polymorphs of 4-(4-N,N-dialkylaminophenyl)azobiphenyl-2,3{\textquoteright},4{\textquoteright}-tricarbonitriles and their analogues",

abstract = "A new series of push–pull azo-dyes containing tricyanodiphenyl electron-withdrowing block, namely (4-N,N-dialkylaminophenyl)azobiphenyl-2,3{\textquoteright},4{\textquoteright}-tricarbonitriles, was proposed and synthesized. The azo-dyes possess high temperature stability and are prone to form polymorph modifications. DSC measurements indicated solid-phase transitions of these polymorphs. X-ray diffraction (XRD) analysis revealed that in all solved structures, there is a network of short intermolecular contacts between HArom atoms and N atoms of cyano groups. The supramolecular structure of these contacts depends on the alkyl chain length in the aniline moiety, and changes after temperature induced phase transitions.",

keywords = "Azo dye, Polymorphism, Solid phase polymorphic modifications, X-ray and DSC measurements, AZOBENZENE DERIVATIVES, DYES, NONLINEAR-OPTICAL PROPERTIES, AZO, CHROMOPHORES, COMPLEXES",

author = "Selivanova, {G. A.} and Skolyapova, {A. D.} and Dralyuk, {R. I.} and Karpova, {E. V.} and Shundrina, {I. K.} and Bagryanskaya, {I. Yu} and Amosov, {E. V.} and Basova, {T. V.} and Tretyakov, {E. V.}",

year = "2018",

month = nov,

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doi = "10.1016/j.tca.2018.08.022",

language = "English",

volume = "669",

pages = "88--98",

journal = "Thermochimica Acta",

issn = "0040-6031",

publisher = "Elsevier",

}

Solid-phase transitions of polymorphs of 4-(4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles and their analogues. / Selivanova, G. A.; Skolyapova, A. D.; Dralyuk, R. I.; Karpova, E. V.; Shundrina, I. K.; Bagryanskaya, I. Yu; Amosov, E. V.; Basova, T. V.; Tretyakov, E. V.

In: Thermochimica Acta, Vol. 669, 10.11.2018, p. 88-98.

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

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AU - Selivanova, G. A.

AU - Skolyapova, A. D.

AU - Dralyuk, R. I.

AU - Karpova, E. V.

AU - Shundrina, I. K.

AU - Bagryanskaya, I. Yu

AU - Amosov, E. V.

AU - Basova, T. V.

AU - Tretyakov, E. V.

PY - 2018/11/10

Y1 - 2018/11/10

N2 - A new series of push–pull azo-dyes containing tricyanodiphenyl electron-withdrowing block, namely (4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles, was proposed and synthesized. The azo-dyes possess high temperature stability and are prone to form polymorph modifications. DSC measurements indicated solid-phase transitions of these polymorphs. X-ray diffraction (XRD) analysis revealed that in all solved structures, there is a network of short intermolecular contacts between HArom atoms and N atoms of cyano groups. The supramolecular structure of these contacts depends on the alkyl chain length in the aniline moiety, and changes after temperature induced phase transitions.

AB - A new series of push–pull azo-dyes containing tricyanodiphenyl electron-withdrowing block, namely (4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles, was proposed and synthesized. The azo-dyes possess high temperature stability and are prone to form polymorph modifications. DSC measurements indicated solid-phase transitions of these polymorphs. X-ray diffraction (XRD) analysis revealed that in all solved structures, there is a network of short intermolecular contacts between HArom atoms and N atoms of cyano groups. The supramolecular structure of these contacts depends on the alkyl chain length in the aniline moiety, and changes after temperature induced phase transitions.

KW - Azo dye

KW - Polymorphism

KW - Solid phase polymorphic modifications

KW - X-ray and DSC measurements

KW - AZOBENZENE DERIVATIVES

KW - DYES

KW - NONLINEAR-OPTICAL PROPERTIES

KW - AZO

KW - CHROMOPHORES

KW - COMPLEXES

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U2 - 10.1016/j.tca.2018.08.022

DO - 10.1016/j.tca.2018.08.022

M3 - Article

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JO - Thermochimica Acta

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SN - 0040-6031

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