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Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant

[Image: see text] The search for alternative, biodegradable, and sustainable raw materials to replace finite petrochemicals is an area of great interest. Triglycerides obtained from oilseed crops are such potential raw materials. In this study, sesame oil was trans-esterified to sesame fatty methyl...

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Autores principales: R. C, Soy, Kipkemboi, Pius K., Rop, Kiplangat
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7658934/
https://www.ncbi.nlm.nih.gov/pubmed/33195917
http://dx.doi.org/10.1021/acsomega.0c03698
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author R. C, Soy
Kipkemboi, Pius K.
Rop, Kiplangat
author_facet R. C, Soy
Kipkemboi, Pius K.
Rop, Kiplangat
author_sort R. C, Soy
collection PubMed
description [Image: see text] The search for alternative, biodegradable, and sustainable raw materials to replace finite petrochemicals is an area of great interest. Triglycerides obtained from oilseed crops are such potential raw materials. In this study, sesame oil was trans-esterified to sesame fatty methyl esters (SEFAMEs) that were used as precursors in the synthesis of sesame fatty methyl esters sulfonate (SEFAMESO) surfactant. SEFAME and SEFAMESO surfactants were characterized by high-performance liquid chromatography–mass spectrometry (HPLC-MS), (1)H NMR, and Fourier transform infrared (FTIR) spectra. HPLC-MS, (1)H NMR, and FTIR spectra indicated successful trans-esterification and conversion of SEFAMEs to SEFAMESO. Solution properties of the SEFAMESO surfactant including hydrophilic–lipophilic balance (HLB) value, Krafft point, foam-ability, critical micelle concentration (CMC), counterion degree of binding and thermodynamic parameters such as ΔG°(mic), ΔH°(mic), ΔS°(mic), ΔH°(mic),* and T(C) were evaluated. The CMC values of SEFAMESO at 298.15 K were relatively lower than that of the sodium dodecyl sulfate (SDS) standard, and these values decreased to a minimum at 303.15 K and then increased with an increase in temperature. ΔG°(mic) values were negative indicating a spontaneous micellization process. ΔH°(mic) and ΔS°(mic) values revealed that micellization was entropy-driven at low temperatures and both entropy- and enthalpy-driven at high temperatures. ΔH°(mic),* values were negative suggesting formation of stable micelles. The evaluated properties revealed the potential application of the synthesized surfactant as a cleansing agent.
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spelling pubmed-76589342020-11-13 Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant R. C, Soy Kipkemboi, Pius K. Rop, Kiplangat ACS Omega [Image: see text] The search for alternative, biodegradable, and sustainable raw materials to replace finite petrochemicals is an area of great interest. Triglycerides obtained from oilseed crops are such potential raw materials. In this study, sesame oil was trans-esterified to sesame fatty methyl esters (SEFAMEs) that were used as precursors in the synthesis of sesame fatty methyl esters sulfonate (SEFAMESO) surfactant. SEFAME and SEFAMESO surfactants were characterized by high-performance liquid chromatography–mass spectrometry (HPLC-MS), (1)H NMR, and Fourier transform infrared (FTIR) spectra. HPLC-MS, (1)H NMR, and FTIR spectra indicated successful trans-esterification and conversion of SEFAMEs to SEFAMESO. Solution properties of the SEFAMESO surfactant including hydrophilic–lipophilic balance (HLB) value, Krafft point, foam-ability, critical micelle concentration (CMC), counterion degree of binding and thermodynamic parameters such as ΔG°(mic), ΔH°(mic), ΔS°(mic), ΔH°(mic),* and T(C) were evaluated. The CMC values of SEFAMESO at 298.15 K were relatively lower than that of the sodium dodecyl sulfate (SDS) standard, and these values decreased to a minimum at 303.15 K and then increased with an increase in temperature. ΔG°(mic) values were negative indicating a spontaneous micellization process. ΔH°(mic) and ΔS°(mic) values revealed that micellization was entropy-driven at low temperatures and both entropy- and enthalpy-driven at high temperatures. ΔH°(mic),* values were negative suggesting formation of stable micelles. The evaluated properties revealed the potential application of the synthesized surfactant as a cleansing agent. American Chemical Society 2020-10-30 /pmc/articles/PMC7658934/ /pubmed/33195917 http://dx.doi.org/10.1021/acsomega.0c03698 Text en © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle R. C, Soy
Kipkemboi, Pius K.
Rop, Kiplangat
Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant
title Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant
title_full Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant
title_fullStr Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant
title_full_unstemmed Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant
title_short Synthesis, Characterization, and Evaluation of Solution Properties of Sesame Fatty Methyl Ester Sulfonate Surfactant
title_sort synthesis, characterization, and evaluation of solution properties of sesame fatty methyl ester sulfonate surfactant
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7658934/
https://www.ncbi.nlm.nih.gov/pubmed/33195917
http://dx.doi.org/10.1021/acsomega.0c03698
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