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

Access to Document

10.1016/j.tca.2018.08.022

Cite this

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.}",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

year = "2018",

month = nov,

day = "10",

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

language = "English",

volume = "669",

pages = "88--98",

journal = "Thermochimica Acta",

issn = "0040-6031",

publisher = "Elsevier",

}

TY - JOUR

T1 - Solid-phase transitions of polymorphs of 4-(4-N,N-dialkylaminophenyl)azobiphenyl-2,3’,4’-tricarbonitriles and their analogues

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

UR - http://www.scopus.com/inward/record.url?scp=85053811771&partnerID=8YFLogxK

U2 - 10.1016/j.tca.2018.08.022

DO - 10.1016/j.tca.2018.08.022

M3 - Article

AN - SCOPUS:85053811771

VL - 669

SP - 88

EP - 98

JO - Thermochimica Acta

JF - Thermochimica Acta

SN - 0040-6031

ER -

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

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this