Synthesis of Lubricant Esters From <scp> <i>Annona squamosa</i> </scp> Seeds: A Novel Use of Tropical Biomass for Industrial Applications

ABSTRACT This research developed lubricant esters from Annona squamosa L. seed oil (ASSO), primarily composed of oleic (43%) and linoleic (24%) acids. The oil was hydrolyzed to obtain free fatty acids, which were then esterified by homogeneous acid catalysis using trimethylolpropane (TMP) and pentaerythritol (PE). This led to the synthesis of Annona trimethylolpropane esters (ATMPE) and Annona pentaerythritol esters (APEE). The products were characterized by 1 H NMR, FTIR, physicochemical analyses, thermal analyses (TGA and DSC), and rheological measurements. Structural analyses confirmed the chemical modification of ASSO. Both polyol esters showed high conversion rates (&gt; 90%) and low acidity values (~0.5 mg of KOH g −1 ), confirming efficient esterification. They also exhibited high viscosity indexes (&gt; 180). ATMPE and APEE may be classified as ISO VG 46 and 68, and SAE 30 and 40, respectively, indicating their suitability for hydraulic and automotive lubricant applications. The polyol esters demonstrated improved thermal stability compared with the raw oil, particularly APEE, which showed a T onset of 276.8°C and 50% mass loss at 440°C. DSC analysis revealed crystallization and melting events at positive temperatures, favoring their application in tropical climates. Rheological evaluation showed Newtonian behavior up to 40°C and pseudoplastic behavior above 60°C. The results indicate that the polyol esters obtained from Annona squamosa seed oil possess favorable physicochemical, thermal, and rheological properties, presenting themselves as promising alternatives for industrial and automotive lubricant applications.

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Publication Details

Journal
Journal of the American Oil Chemists Society
Published
2025-08-18
DOI
https://doi.org/10.1002/aocs.70014
Citations
2
Primary Topic
Lubricants and Their Additives
Type
article
Field-Weighted Citation Impact
1.43

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article

Synthesis of Lubricant Esters From Annona squamosa Seeds: A Novel Use of Tropical Biomass for Industrial Applications

Francisco Eduardo Arruda Rodrigues, Tathilene Bezerra Mota Gomes Arruda, Denise Ramos Moreira, Elano Nery Ferreira et al.
2 citations
Journal of the American Oil Chemists Society
Lubricants and Their Additives
1.43
article

Synthesis of Lubricant Esters From Annona squamosa Seeds: A Novel Use of Tropical Biomass for Industrial Applications

Francisco Eduardo Arruda Rodrigues, Tathilene Bezerra Mota Gomes Arruda, Denise Ramos Moreira, Elano Nery Ferreira, Sarah Brenda Ferreira dos Santos, Nágila Maria Pontes Silva Ricardo, Pedro Oríbio Bastos Chaves, Facundo Álvarez Lemos, Stéfano Arrais Pereira
article en
2 citations

Abstract

ABSTRACT This research developed lubricant esters from Annona squamosa L. seed oil (ASSO), primarily composed of oleic (43%) and linoleic (24%) acids. The oil was hydrolyzed to obtain free fatty acids, which were then esterified by homogeneous acid catalysis using trimethylolpropane (TMP) and pentaerythritol (PE). This led to the synthesis of Annona trimethylolpropane esters (ATMPE) and Annona pentaerythritol esters (APEE). The products were characterized by 1 H NMR, FTIR, physicochemical analyses, thermal analyses (TGA and DSC), and rheological measurements. Structural analyses confirmed the chemical modification of ASSO. Both polyol esters showed high conversion rates (&gt; 90%) and low acidity values (~0.5 mg of KOH g −1 ), confirming efficient esterification. They also exhibited high viscosity indexes (&gt; 180). ATMPE and APEE may be classified as ISO VG 46 and 68, and SAE 30 and 40, respectively, indicating their suitability for hydraulic and automotive lubricant applications. The polyol esters demonstrated improved thermal stability compared with the raw oil, particularly APEE, which showed a T onset of 276.8°C and 50% mass loss at 440°C. DSC analysis revealed crystallization and melting events at positive temperatures, favoring their application in tropical climates. Rheological evaluation showed Newtonian behavior up to 40°C and pseudoplastic behavior above 60°C. The results indicate that the polyol esters obtained from Annona squamosa seed oil possess favorable physicochemical, thermal, and rheological properties, presenting themselves as promising alternatives for industrial and automotive lubricant applications.

Journal of the American Oil Chemists SocietyVol. 102(11)
Universidade Federal do Ceará (BR), Instituto Federal de Educação, Ciência e Tecnologia do Ceará (BR)
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação Cearense de Apoio ao Desenvolvimento Científico e Tecnológico
Openalex Percentile: Top 18%
Lubricants and Their Additives
1.43
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