Journal of the Korean Applied Science and Technology (한국응용과학기술학회지)

The Korean Society of Applied Science and Technology (한국응용과학기술학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis and Properties of N-Acyl Glycine Used Triglyceride

트리글리세라이드를 이용한 N-아실 글리신의 합성 및 물성

  • Shin, Hye-Rin (epartament of Engineering Chemistry, College of Engneering, Chungbuk National University) ;
  • Park, Ye-Won (epartament of Engineering Chemistry, College of Engneering, Chungbuk National University) ;
  • Jeong, Noh-Hee (epartament of Engineering Chemistry, College of Engneering, Chungbuk National University)
  • Received : 2017.11.03
  • Accepted : 2017.12.14
  • Published : 2017.12.30
Download PDF
⟨ Previous Next ⟩

Abstract

Amino acid based surfactants as protein-surfactants is eco-friendly compound. So, amino acid based surfactants is expected as next generation surfactants. Amino acid based surfactants has high biodegradability, low toxicity and surface active properties. In this experiment, amino acid based surfactants, cocoyl glycine, was synthesized by glycine and triglyceride such as coconut oil and palm oil. And it was tested the surface tension, emulsifying properties, foam stability and HLB value. The synthesized surfactants was confirmed by FT-IR. Surface tension of surfactants synthesized by coconut oil on diluted aqueous solutions of surfactants was 31.2 dyne/cm at $1.0{\times}10^{-4}mol/L$. Surface tension of surfactants synthesized by palm oil on the diluted aqueous solutions of surfactants was 42.1 dyne/cm at $3.2{\times}10^{-5}mol/L$. Foam stability measured the foam height as time passed. Initial foam height of surfactants synthesized by coconut oil is 14.5 cm, and 10.7 cm after five minutes. Initial foam height of surfactants synthesized by palm oil is 3.0 cm, and 2.8 cm after five minutes. Foam height of surfactants synthesized by coconut oil was higher than surfactants synthesized by palm oil. But foam stability of surfactants synthesized by palm oil was better than surfactants synthesized by coconut oil. The emulsifying properties of synthesized surfactants are observed in benzene and soybean oil and emulsifying properties in organic solvent is better than in soybean oil.

단백질 계면활성제로서의 아미노산 계면활성제는 친환경적인 화합물이다. 따라서 아미노산계 계면활성제는 차세대 계면활성제로 기대된다. 아미노산계 계면활성제는 높은 생분해성, 낮은 독성 및 표면 활성 특성을 갖는다. 이 실험에서 아미노산 기반의 계면활성제인 cocoyl glycine은 코코넛 오일과 팜 오일과 같은 트리글리세라이드와 글리신에 의해 합성되었다. 그리고 이것은 표면 장력, 유화 특성, 거품 안정성 및 HLB 값을 측정하였다. 합성된 계면활성제는 FT-IR에 의해 확인되었다. 희석된 계면활성제 수용액에서 코코넛 오일로 합성된 계면활성제의 표면 장력은 $1.0{\times}10^{-4}mol/L$에서 31.2 dyne/cm 이었다. 희석된 계면활성제의 수용액에서 팜 오일에 의해 합성된 계면활성제의 표면 장력은 $3.2{\times}10^{-5}mol/L$에서 42.1 dyne/cm 이었다. 기포 안정성은 시간 경과에 따라 기포 높이를 측정했다. 코코넛 오일로 합성된 계면활성제의 초기 기포 높이는 14.5cm이고 5분 후 10.7cm였다. 팜 오일에 의해 합성 된 계면활성제의 초기 기포 높이는 3.0 cm이고, 5 분 후에 2.8 cm이다. 코코넛 오일로 합성한 계면 활성제의 기포 높이는 팜 오일로 합성한 계면 활성제보다 높았다. 그러나 팜 오일로 합성한 계면활성제의 기포 안정성은 코코넛 오일로 합성한 계면활성제보다 우수하였다. 합성된 계면활성제의 유화 특성은 벤젠과 콩기름에서 관찰되며 유기 용매에서의 유화 성질이 콩기름에서보다 우수하다.

Keywords

References

  1. H.C. Choi, N.H. Jeong, "Addition Effects of Ethanol on Foamability of Cocamidopropyl Betaine", Jornal of Industrial Science and Technology Institute, Vol.26, No.2 pp. 41-45, (2012).
  2. Savanit. B, Sumaeth. C, Pomthong. M, John F. S, "Anionic and cationic surfactant recovery from water using a multistage foam fractionator", Chemical Engineering Journal, Vol.93, pp. 241-252, (2003). https://doi.org/10.1016/S1385-8947(03)00043-3
  3. K.S. Kwack, Y.K. Yoon, N.H. Jeong, D.G. Kim, K.D. Nam, "N-Acyl Amino Surfactant(15) Synthesis and Properties of Sodium N-(-2-Dodecyl Succinoyl) 1-Glutamate", J. of Korean Oil Chemists' Soc., Vol.18, No.1 pp. 55-59, (2001).
  4. M.S. Kim, H.S. Kim, H.K. Jeong, K.D. Nam, "N-Acyl Amino Surfactant(14) Kinetics for Micelle Formation of sodium N-Acyl sarcosinate Solution", J. of Korean Oil Chemists' Soc., Vol.17, No.2 pp. 105-112, (2000).
  5. Nimisha. C, V.K. Tyagi, "Synthesis, Properties, and Applications of Amino Acids Based Surfactants: A Review", Journal of Dispersion Science and Technology, Vol.34, No.6 pp. 800-808, (2013). https://doi.org/10.1080/01932691.2012.695967
  6. Griffin, William .C, "Calculation of HLB Values of Non-Ionic Surfactants", Journal of the Society of Cosmetic Chemists, Vol.5, No.4 pp. 249-256, (1954).
  7. B.J. Ha, "Study on the Foam of Soap", Journal of the Korean Society of Cosmetology, Vol.8, No.2 pp. 93-98, (2002).
  8. T.Y. Kim, S.C. Kim,, S.J. Lee, J.H. Lee, K.D. Nam, "Studies on the Surfactants of the N-Acyl Amino Acid(part8)(cmc and Emulsion Stability of N-Acyl Amino Acid Type Anionic Surfactant.)", J. of Korean Ind. & Eng. Chemistry, Vol.6, No.5 pp. 785-794, (1995).
  9. G. Zhang, B. Xu, F. Han, Y. Zhou, H.Liu, Y. Li, L. Cui, T.Tan, N, Wang, "Green Synthesis, Composition Analysis and Surface Active Properties of Sodium Cocoyl glycinate", American Journal of Analytical Chemistry, Vol.4, pp. 445-450, (2013). https://doi.org/10.4236/ajac.2013.49056
  10. Perinelli, D. R., Casettari, L., Cespi, M., Fini, F., Man, D. K., Giorgioni, G., Canala, S., Lam, J. K., Bonacucina, G., Palmieri, G. F., "Chemical-physical properties and cytotoxicity of N-decanoyl amino acid-based surfactants: Effect of polar heads", Colloids and Surfaces A: Physicochem. Eng. Aspect, Vol.492, pp. 38-46, (2016). https://doi.org/10.1016/j.colsurfa.2015.12.009
  11. J. D. Xia, Y. M. Xia, I. A. Nnanna, "Structure-Function Relationship of Acyl Amino Acid Surfactants: Surface Activity and Antimicrobial Properties", Journal of agricultural and food chemistry, Vol.43, No.4 pp. 867, (1995). https://doi.org/10.1021/jf00052a004
  12. E. Jungermann, J. F. Gerecht, I. J. Krems, "The Preparation of Long Chain N-Acylamino Acids", J. Am. Chem. Soc., Vol.78, No.1 pp 172-174, (1956). https://doi.org/10.1021/ja01582a049
  13. Aurelie Lavergnea, Ying Zhua, Aldo Pizzinob, Valerie Moliniera, Jean-Marie Aubry,"Synthesis and foaming properties of new anionic surfactants basedon a renewable building block: Sodium dodecyl isosorbide sulfates", Journal of Colloid and Interface Science, Vol.360, No.2 pp.645-653, (2011). https://doi.org/10.1016/j.jcis.2011.04.110
  14. Pu, W., Yuan, C., Hu, W., Tan, T., Hui, J., Zhao, S., Wang, S., Tang, Y, "Effects of interfacial tension and emulsification on displacement efficiency in dilute surfactant flooding", RSC Advances, Vol.6, No.56 pp.50640-50649, (2016). https://doi.org/10.1039/C6RA06027G
  15. Morgan Durand, Ying Zhu, Valerie Molinier, Thierry FeronAEJean-Marie Aubry, "Solubilizing and Hydrotropic Properties of Isosorbide Monoalkyl- and Dimethyl-Ethers", Journal of Surfactants and Detergents, Vol.12, No.4 pp. 371-378, (2009). https://doi.org/10.1007/s11743-009-1128-4