Cover Image

Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid

4,4'-Trimethylenedipiperidin-N,N'-diium diacetate was obtained as a cream-like liquid with a pale yellow color. Its ionic structure was demonstrated by different spectroscopic techniques, and its thermal behavior was also studied by TGA/DTA and DSC techniques to record its phase transition...

Full description

Saved in:
Bibliographic Details
Main Authors: Zaharani, Lia, Johari, Suzaimi, Johan, Mohd Rafie, Khaligh, Nader Ghaffari
Format: Article
Published: Springer 2024
Subjects:
Q Science (General)
QD Chemistry
Online Access:http://eprints.um.edu.my/46970/
https://doi.org/10.1007/s10562-024-04665-3
Tags: Add Tag
No Tags, Be the first to tag this record!
id my.um.eprints.46970
record_format eprints
spelling my.um.eprints.469702025-01-09T04:10:24Z http://eprints.um.edu.my/46970/ Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid Zaharani, Lia Johari, Suzaimi Johan, Mohd Rafie Khaligh, Nader Ghaffari Q Science (General) QD Chemistry 4,4'-Trimethylenedipiperidin-N,N'-diium diacetate was obtained as a cream-like liquid with a pale yellow color. Its ionic structure was demonstrated by different spectroscopic techniques, and its thermal behavior was also studied by TGA/DTA and DSC techniques to record its phase transitions and thermal stability and compare those with another analog, i.e., 1H,4H-piperazine-N,N'-diium diacetate. Due to the existence of monoprotic Bronsted base and conjugate acid of TMDP in the new ionic liquid, it can act as a promising hydrogen bond catalyst. Thus, the Knoevenagel condensation of various substituted benzaldehydes with malononitrile was investigated using the new ionic liquid in ethanol. Ethanol acts as a reaction medium and crystallization solvent, and pure products were obtained directly from ethanol with no costly separation and purification. The residue solution was employed in the next run without concentration or activation. Furthermore, the model reaction was carried out on a large scale using the current catalytic process, affording a conversion of 100% and a high yield of the crystalline product even after ten consecutive runs. Energy efficiency, cost- and time-saving, and waste prevention demonstrate the newly developed metal- and halogen-free catalytic system as a more sustainable catalytic process for preparing the substituted arylidene malononitriles on the laboratory and industrial scale. Springer 2024-08 Article PeerReviewed Zaharani, Lia and Johari, Suzaimi and Johan, Mohd Rafie and Khaligh, Nader Ghaffari (2024) Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid. Catalysis Letters, 154 (8). pp. 4523-4534. ISSN 1011-372X, DOI https://doi.org/10.1007/s10562-024-04665-3 <https://doi.org/10.1007/s10562-024-04665-3>. https://doi.org/10.1007/s10562-024-04665-3 10.1007/s10562-024-04665-3
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic Q Science (General)
QD Chemistry
spellingShingle Q Science (General)
QD Chemistry
Zaharani, Lia
Johari, Suzaimi
Johan, Mohd Rafie
Khaligh, Nader Ghaffari
Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid
description 4,4'-Trimethylenedipiperidin-N,N'-diium diacetate was obtained as a cream-like liquid with a pale yellow color. Its ionic structure was demonstrated by different spectroscopic techniques, and its thermal behavior was also studied by TGA/DTA and DSC techniques to record its phase transitions and thermal stability and compare those with another analog, i.e., 1H,4H-piperazine-N,N'-diium diacetate. Due to the existence of monoprotic Bronsted base and conjugate acid of TMDP in the new ionic liquid, it can act as a promising hydrogen bond catalyst. Thus, the Knoevenagel condensation of various substituted benzaldehydes with malononitrile was investigated using the new ionic liquid in ethanol. Ethanol acts as a reaction medium and crystallization solvent, and pure products were obtained directly from ethanol with no costly separation and purification. The residue solution was employed in the next run without concentration or activation. Furthermore, the model reaction was carried out on a large scale using the current catalytic process, affording a conversion of 100% and a high yield of the crystalline product even after ten consecutive runs. Energy efficiency, cost- and time-saving, and waste prevention demonstrate the newly developed metal- and halogen-free catalytic system as a more sustainable catalytic process for preparing the substituted arylidene malononitriles on the laboratory and industrial scale.
format Article
author Zaharani, Lia
Johari, Suzaimi
Johan, Mohd Rafie
Khaligh, Nader Ghaffari
author_facet Zaharani, Lia
Johari, Suzaimi
Johan, Mohd Rafie
Khaligh, Nader Ghaffari
author_sort Zaharani, Lia
title Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid
title_short Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid
title_full Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid
title_fullStr Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid
title_full_unstemmed Synthesis, Characterization, and the Study of Thermal Behavior and Catalytic Activity of a Halogen-free Dicationic Ionic Liquid
title_sort synthesis, characterization, and the study of thermal behavior and catalytic activity of a halogen-free dicationic ionic liquid
publisher Springer
publishDate 2024
url http://eprints.um.edu.my/46970/
https://doi.org/10.1007/s10562-024-04665-3
_version_ 1821105746834620416
score 13.226497

Similar Items