Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study

A sustainable and renewable biobased polyester polyol for polyurethane production was synthesized through the esterification of azelaic acid and sorbitol catalyzed by tin(II) oxide in a batch system. The studies on chemical equilibrium, reaction kinetics and important operating parameters were carri...

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Main Authors: M. R., Kamaruzaman, Chin, S. Y., Pui, E. C. L., Prasetiawan, H., Azizan, N.
Format: Article
Published: American Chemical Society (ACS Publications) 2019
Subjects:
Online Access:http://umpir.ump.edu.my/id/eprint/29623/
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author M. R., Kamaruzaman
Chin, S. Y.
Pui, E. C. L.
Prasetiawan, H.
Azizan, N.
author_facet M. R., Kamaruzaman
Chin, S. Y.
Pui, E. C. L.
Prasetiawan, H.
Azizan, N.
author_sort M. R., Kamaruzaman
building UMP Institutional Repository
collection Online Access
description A sustainable and renewable biobased polyester polyol for polyurethane production was synthesized through the esterification of azelaic acid and sorbitol catalyzed by tin(II) oxide in a batch system. The studies on chemical equilibrium, reaction kinetics and important operating parameters were carried out. The temperature, molar ratio of sorbitol to azelaic acid and catalyst loading were varied in order to determine the best reaction conditions. The polyester polyol synthesized was tested for its fatty acid content through titration. The best operating condition found was at reaction temperature of 433 K, sorbitol to azelaic acid molar ratio of 4:1 and catalyst loading of 2 wt %, yielding 72% azelaic acid conversion after 6 h of reaction. The presence of minute amount of sorbitan and isosorbide inferred the potential of sorbitol-based branched polyester formation with its backbone incorporated with these sorbitol anhydrides. The equilibrium study validated the endothermicity of the reaction. Meanwhile, the kinetic data well fitted to the Langmuir–Hinshelwood Hougen Watson (LHHW) model with the activation energy of 14.43 kJ/mol.
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institution Universiti Malaysia Pahang
institution_category Local University
last_indexed 2025-11-15T02:55:18Z
publishDate 2019
publisher American Chemical Society (ACS Publications)
recordtype eprints
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spelling ump-296232021-03-23T09:18:39Z http://umpir.ump.edu.my/id/eprint/29623/ Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study M. R., Kamaruzaman Chin, S. Y. Pui, E. C. L. Prasetiawan, H. Azizan, N. TP Chemical technology A sustainable and renewable biobased polyester polyol for polyurethane production was synthesized through the esterification of azelaic acid and sorbitol catalyzed by tin(II) oxide in a batch system. The studies on chemical equilibrium, reaction kinetics and important operating parameters were carried out. The temperature, molar ratio of sorbitol to azelaic acid and catalyst loading were varied in order to determine the best reaction conditions. The polyester polyol synthesized was tested for its fatty acid content through titration. The best operating condition found was at reaction temperature of 433 K, sorbitol to azelaic acid molar ratio of 4:1 and catalyst loading of 2 wt %, yielding 72% azelaic acid conversion after 6 h of reaction. The presence of minute amount of sorbitan and isosorbide inferred the potential of sorbitol-based branched polyester formation with its backbone incorporated with these sorbitol anhydrides. The equilibrium study validated the endothermicity of the reaction. Meanwhile, the kinetic data well fitted to the Langmuir–Hinshelwood Hougen Watson (LHHW) model with the activation energy of 14.43 kJ/mol. American Chemical Society (ACS Publications) 2019 Article PeerReviewed M. R., Kamaruzaman and Chin, S. Y. and Pui, E. C. L. and Prasetiawan, H. and Azizan, N. (2019) Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study. Industrial and Engineering Chemistry Research, 58 (2). pp. 510-516. ISSN 0888-5885. (Published) https://doi.org/10.1021/acs.iecr.8b02506 https://doi.org/10.1021/acs.iecr.8b02506
spellingShingle TP Chemical technology
M. R., Kamaruzaman
Chin, S. Y.
Pui, E. C. L.
Prasetiawan, H.
Azizan, N.
Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study
title Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study
title_full Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study
title_fullStr Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study
title_full_unstemmed Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study
title_short Synthesis of Biobased Polyester Polyol through Esterification of Sorbitol with Azelaic Acid Catalyzed by Tin(II) Oxide: A Kinetic Modeling Study
title_sort synthesis of biobased polyester polyol through esterification of sorbitol with azelaic acid catalyzed by tin(ii) oxide: a kinetic modeling study
topic TP Chemical technology
url http://umpir.ump.edu.my/id/eprint/29623/
http://umpir.ump.edu.my/id/eprint/29623/
http://umpir.ump.edu.my/id/eprint/29623/