Synthesis and characterization of new bolaform surfactant from palm oil derivative

S. C. Goh, S. Y. Chin, L. M S Lee, Mohd. Ambar Yarmo, N. Nik Yusof

Research output: Chapter in Book/Report/Conference proceedingConference contribution

2 Citations (Scopus)

Abstract

In this research, new chemistry is explored through a simple, efficient and cheap method to synthesize new surfactants from palm oil fatty acids. Oleic acid, which is one of the major fatty acids in palm oil, has been used as a starting material for the synthesis of surfactants. This study focuses on the synthesis and characterization of bolaform surfactants from oleic acid. For this purpose, two steps reaction will be carried out: Firstly, consisted of hydrobromination of oleic acid followed by reaction of 10-bromo-octadecanoic acid with ethane-1,2-dithiol and butane- 1,2-dithiol. During the first stage of the reaction, hydrobromination of oleic acid was carried out by adding hydrobromic acid into the oleic acid. The reaction was carried out in benzene as solvent at 30°C and atmospheric pressure. This reaction gives 73% yield of 10-bromo-octadecanoic acid and it yield a black brownish liquid which have the m/z 363.2056 by ESI-MS(ToF) and -CH2-CHBr- CH2- shift (4.02 ppm) was well defined in 1H-NMR. The separation of 10-bromo-octadecanoic acid was done through thin layer chromatography (TLC) with chloroform and methanol as the eluent and silica plate grade 60 F254 as the stationary phase. The second stage of reaction was reacting the 10- bromo-octadecanoic acid with ethane-1,2-dithiol and butane-1,2-dithiol in THF as the solvent and 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) as the catalyst respectively. These reactions were carried out at 30°C and atmospheric pressure. Product obtained was a two layers black brownish liquid with white colour precipitate gives m/z: 659.4813 for ethane-1,2-dithiol and m/z:686.5278 for butane-1,4-dithiol respectively using ESI-MS (ToF) mass spectroscopy. Separation was done on both bolaform surfactants through thin layer chromatography (TLC) with hexane and ethyl acetate as eluent and silica plate grade 60 F 254 as stationary phase, and finally followed by column chromatography. These two new surfactants will be tested for their physical-chemical properties as well as apply on nanomaterial stabilizer.

Original languageEnglish
Title of host publicationAdvanced Materials Research
Pages95-99
Number of pages5
Volume364
DOIs
Publication statusPublished - 2012
Event2011 International Conference on Nanomaterials, Synthesis and Characterization, ICNSC2011 - Selangor
Duration: 4 Jul 20115 Jul 2011

Publication series

NameAdvanced Materials Research
Volume364
ISSN (Print)10226680

Other

Other2011 International Conference on Nanomaterials, Synthesis and Characterization, ICNSC2011
CitySelangor
Period4/7/115/7/11

Fingerprint

Palm oil
Oleic acid
Surface active agents
Derivatives
Butane
Ethane
Acids
Thin layer chromatography
Fatty acids
Atmospheric pressure
Silica
Column chromatography
Liquids
Chlorine compounds
Hexane
Nanostructured materials
Chemical properties
Precipitates
Benzene
Methanol

Keywords

  • Bolaform surfactant
  • Hydrobromination
  • Oleic acid
  • Thin layer chromatography

ASJC Scopus subject areas

  • Engineering(all)

Cite this

Goh, S. C., Chin, S. Y., Lee, L. M. S., Yarmo, M. A., & Nik Yusof, N. (2012). Synthesis and characterization of new bolaform surfactant from palm oil derivative. In Advanced Materials Research (Vol. 364, pp. 95-99). (Advanced Materials Research; Vol. 364). https://doi.org/10.4028/www.scientific.net/AMR.364.95

Synthesis and characterization of new bolaform surfactant from palm oil derivative. / Goh, S. C.; Chin, S. Y.; Lee, L. M S; Yarmo, Mohd. Ambar; Nik Yusof, N.

Advanced Materials Research. Vol. 364 2012. p. 95-99 (Advanced Materials Research; Vol. 364).

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Goh, SC, Chin, SY, Lee, LMS, Yarmo, MA & Nik Yusof, N 2012, Synthesis and characterization of new bolaform surfactant from palm oil derivative. in Advanced Materials Research. vol. 364, Advanced Materials Research, vol. 364, pp. 95-99, 2011 International Conference on Nanomaterials, Synthesis and Characterization, ICNSC2011, Selangor, 4/7/11. https://doi.org/10.4028/www.scientific.net/AMR.364.95
Goh SC, Chin SY, Lee LMS, Yarmo MA, Nik Yusof N. Synthesis and characterization of new bolaform surfactant from palm oil derivative. In Advanced Materials Research. Vol. 364. 2012. p. 95-99. (Advanced Materials Research). https://doi.org/10.4028/www.scientific.net/AMR.364.95
Goh, S. C. ; Chin, S. Y. ; Lee, L. M S ; Yarmo, Mohd. Ambar ; Nik Yusof, N. / Synthesis and characterization of new bolaform surfactant from palm oil derivative. Advanced Materials Research. Vol. 364 2012. pp. 95-99 (Advanced Materials Research).
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