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Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit

Alkylation of 4-acetamidophenol with various alkyl halides gave alkylated derivatives 1a-d which were further reduced to form amines, 2a-d. A separate reaction of phosphonitrilic chloride trimer and methyl-4-hydroxybenzoate yielded 3, hexa-(oxy-4-methyl benzoate) cyclotriphosphazene which was then r...

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Main Authors: Zuhair Jamain, Melati Khairuddean, Nur Kamarina Kamaruddin, Yeoh Zhi Rui
Format: Article
Language:English
English
Published: Malaysian Institute of Chemistry 2021
Subjects:
QD1-999 Chemistry
Online Access:https://eprints.ums.edu.my/id/eprint/30657/1/Synthesis%2C%20structural%20elucidation%20and%20mesophase%20behaviour%20of%20hexasubstituted%20cyclotriphosphazene%20molecules%20with%20amide%20linking%20unit-Abstract.pdf
https://eprints.ums.edu.my/id/eprint/30657/2/Synthesis%2C%20Structural%20Elucidation%20and%20Mesophase%20Behaviour%20of%20Hexasubstituted%20Cyclotriphosphazene%20Molecules%20with%20Amide%20Linking%20Unit.pdf
https://eprints.ums.edu.my/id/eprint/30657/
https://ikm.org.my/ojs/index.php/MJChem/article/view/1015
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spelling my.ums.eprints.306572021-10-25T12:49:09Z https://eprints.ums.edu.my/id/eprint/30657/ Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit Zuhair Jamain Melati Khairuddean Nur Kamarina Kamaruddin Yeoh Zhi Rui QD1-999 Chemistry Alkylation of 4-acetamidophenol with various alkyl halides gave alkylated derivatives 1a-d which were further reduced to form amines, 2a-d. A separate reaction of phosphonitrilic chloride trimer and methyl-4-hydroxybenzoate yielded 3, hexa-(oxy-4-methyl benzoate) cyclotriphosphazene which was then reacted with ethanol and potassium hydroxide to give 4, hexa-(oxy-4-benzoic acid) cyclotriphosphazene. This hexasubstituted intermediate 4 was reacted with a series of intermediates 2a-d to yield the final compounds 5a-d, hexasubstituted cyclotriphosphazene with amide linking unit. All the structures of the intermediates and final compounds were characterized using Fourier Transform Infrared (FTIR) and Nuclear Magnetic Resonance (NMR) spectroscopy. The liquid crystal properties of all the synthesized compounds were determined using Polarized Optical Microscope (POM). POM observations showed that compounds 5a-d exhibited liquid crystal properties of smectic A and smectic C phases. Malaysian Institute of Chemistry 2021 Article PeerReviewed text en https://eprints.ums.edu.my/id/eprint/30657/1/Synthesis%2C%20structural%20elucidation%20and%20mesophase%20behaviour%20of%20hexasubstituted%20cyclotriphosphazene%20molecules%20with%20amide%20linking%20unit-Abstract.pdf text en https://eprints.ums.edu.my/id/eprint/30657/2/Synthesis%2C%20Structural%20Elucidation%20and%20Mesophase%20Behaviour%20of%20Hexasubstituted%20Cyclotriphosphazene%20Molecules%20with%20Amide%20Linking%20Unit.pdf Zuhair Jamain and Melati Khairuddean and Nur Kamarina Kamaruddin and Yeoh Zhi Rui (2021) Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit. Malaysian Journal of Chemistry, 23. pp. 213-225. ISSN 1511-2292 https://ikm.org.my/ojs/index.php/MJChem/article/view/1015
institution Universiti Malaysia Sabah
building UMS Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaysia Sabah
content_source UMS Institutional Repository
url_provider http://eprints.ums.edu.my/
language English
English
topic QD1-999 Chemistry
spellingShingle QD1-999 Chemistry
Zuhair Jamain
Melati Khairuddean
Nur Kamarina Kamaruddin
Yeoh Zhi Rui
Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit
description Alkylation of 4-acetamidophenol with various alkyl halides gave alkylated derivatives 1a-d which were further reduced to form amines, 2a-d. A separate reaction of phosphonitrilic chloride trimer and methyl-4-hydroxybenzoate yielded 3, hexa-(oxy-4-methyl benzoate) cyclotriphosphazene which was then reacted with ethanol and potassium hydroxide to give 4, hexa-(oxy-4-benzoic acid) cyclotriphosphazene. This hexasubstituted intermediate 4 was reacted with a series of intermediates 2a-d to yield the final compounds 5a-d, hexasubstituted cyclotriphosphazene with amide linking unit. All the structures of the intermediates and final compounds were characterized using Fourier Transform Infrared (FTIR) and Nuclear Magnetic Resonance (NMR) spectroscopy. The liquid crystal properties of all the synthesized compounds were determined using Polarized Optical Microscope (POM). POM observations showed that compounds 5a-d exhibited liquid crystal properties of smectic A and smectic C phases.
format Article
author Zuhair Jamain
Melati Khairuddean
Nur Kamarina Kamaruddin
Yeoh Zhi Rui
author_facet Zuhair Jamain
Melati Khairuddean
Nur Kamarina Kamaruddin
Yeoh Zhi Rui
author_sort Zuhair Jamain
title Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit
title_short Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit
title_full Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit
title_fullStr Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit
title_full_unstemmed Synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit
title_sort synthesis, structural elucidation and mesophase behaviour of hexasubstituted cyclotriphosphazene molecules with amide linking unit
publisher Malaysian Institute of Chemistry
publishDate 2021
url https://eprints.ums.edu.my/id/eprint/30657/1/Synthesis%2C%20structural%20elucidation%20and%20mesophase%20behaviour%20of%20hexasubstituted%20cyclotriphosphazene%20molecules%20with%20amide%20linking%20unit-Abstract.pdf
https://eprints.ums.edu.my/id/eprint/30657/2/Synthesis%2C%20Structural%20Elucidation%20and%20Mesophase%20Behaviour%20of%20Hexasubstituted%20Cyclotriphosphazene%20Molecules%20with%20Amide%20Linking%20Unit.pdf
https://eprints.ums.edu.my/id/eprint/30657/
https://ikm.org.my/ojs/index.php/MJChem/article/view/1015
_version_ 1760230792934457344
score 13.211869

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