Skip to main content

Official Journal of the Japan Wood Research Society

  • Original Article
  • Published:

Synthesis of new betaine-type amphoteric surfactants from tall oil fatty acid

Abstract

Two new betaine-type amphoteric surfactants — betaineN,N'-dihydroxyethyl-N-ethyl fatty acid ester and ammoniumN-(fatty acid ester) ethyl-N,N-bis (2-hydroxyethyl)-3-(2-hydroxypropyl) sulfonate — were synthesized using tall oil fatty acids as the raw materials. Processing conditions suitable for synthesizing the intermediates and final products were probed. In addition, the chemical structures of the intermediates and the final products were identified by infrared spectroscopy, hydrogen nuclear magnetic resonance spectroscopy, and elemental analysis.

References

  1. Wang ZM, Xu YP (1990) Brief introduction of amphoteric surfactant (in Chinese). In: Amphoteric surfactant. China Light Industry Publishing, Beijing, pp 1–2

    Google Scholar 

  2. Liang ML, An BC (1986) Synthesis and application for the imidazoline-type amphoteric surfactant (in Chinese). J Fine Petroleum Chem Eng 5:14–27

    Google Scholar 

  3. Li YR, Li NX (1990) Study on the synthesis and its properties of new-type hydroxyl-phosphate ester-containing amphoteric surfactant. J Fine Chem Eng 7(4,5):79–83

    Google Scholar 

  4. Ohara S, Kawakubo H (1999) Detergents containing betaine amphoteric surfactants (in Japanese). Jpn Kokai Tokkyo Koho JP 11 50,091

    Google Scholar 

  5. Yuuhei S, Haduki O (1999) Oral composition (in Japanese). Jpn Kokai Tokkyo Koho JP 11 49,654

    Google Scholar 

  6. Zhang JM, Meng ZG (1998) Synthesis on the structures and the properties of some amphoteric surfactants (in Chinese). Shanghai Daxue Xuebao Ziran Kexueban 4:703–706

    CAS  Google Scholar 

  7. He YJ, Zhang ZY (1998) Synthesis and properties of new amphoteric surfactant alkylamidophosphobetaines (in Chinese). Huadong Ligong Daxue Xuebao 24:741–745

    CAS  Google Scholar 

  8. Zhang DY (1989) Development status of Chinese surfactant industry (in Chinese). J Chem Ind Daily Use 3:19

    Google Scholar 

  9. Yuan HQ (1995) Present situation of Chinese detergent (in Chinese). J Chem Ind Daily Use 2:20

    Google Scholar 

  10. Wang SF, Furuno T, Cheng Z, Katoh S (2000) Composition of acidic components in Chinese raw tall oil. J Wood Sci 46:258–262

    Article  CAS  Google Scholar 

  11. Wang BR (1985) Hydration of organic acid (in Chinese). In: Organic synthesis reaction. Science Publishing, Beijing, p 814

    Google Scholar 

  12. Chemistry Department of Nanjing University (1967) Preparation of sodium chloroacetate (in Chinese). In: Organic synthesis (I). Science Publishing, Beijing, pp 323

    Google Scholar 

  13. Li SA, Zhang ZY (1990) Synthesis of imidazoline sulfonate amphoteric surfactant (in Chinese). Fine Chem Eng 7(4,5):75–78

    Google Scholar 

  14. Bagolino CA, Pacific L, Quaresima ET (1989)O-Alkanol derivates of 3-amino-2-hydroxypropanesulfonic acid having anticonvulsant activity and pharmaceutical compositions containing same for the therapeutical treatment of epilepsy. European Patent Office, EP 309, 421

  15. Wang SF, Furuno T, Cheng Z (2001) Synthesis of new amino acid-type amphoteric surfactants from tall oil fatty acid. J Wood Sci 47:470–475

    Article  CAS  Google Scholar 

  16. National standard of measurement of free alkali (in Chinese), GB 6365–1986

  17. National standard of measurement of hydroxyl value (in Chinese), GB 7384–1996

  18. Research Society of Surfactants Analysis (1975) Structural analysis of surfactants (in Japanese). In: Analysis methods of surfactants. Saiwai Shobou, Tokyo, pp 153–286

    Google Scholar 

  19. Takeuchi Y (1979) Analysis of NMR spectra (in Japanese). In: Proton and carbon-13 NMR spectroscopy: an integrated approach. Kagaku Doujin, Kyoto, pp 73–97

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Takeshi Furuno.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wang, SF., Furuno, T. & Cheng, Z. Synthesis of new betaine-type amphoteric surfactants from tall oil fatty acid. J Wood Sci 48, 419–424 (2002). https://doi.org/10.1007/BF00770703

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00770703

Key words