[논문]코코넛 오일로부터 유래된 카르복실레이트계 음이온 계면활성제의 합성 및 계면 특성에 관한 연구

이예진; 박기호; 신희동; 임종주

doi:10.14478/ace.2021.1025

코코넛 오일로부터 유래된 카르복실레이트계 음이온 계면활성제의 합성 및 계면 특성에 관한 연구
Synthesis of Carboxylate-Based Anionic surfactant from Coconut Oil Source and Characterization of Interfacial Properties 원문보기

공업화학 = Applied chemistry for engineering, v.32 no.3, 2021년, pp.260 - 267

이예진 (동국대학교 공과대학 화공생물공학과) , 박기호 (동국대학교 공과대학 화공생물공학과) , 신희동 (동국대학교 공과대학 화공생물공학과) , 임종주 (동국대학교 공과대학 화공생물공학과)

초록
AI-Helper

본 연구에서는 코코넛 오일로부터 카르복실레이트계 음이온 계면활성제 SLEC-3을 합성하였으며, 합성된 계면활성제의 구조를 FT-IR, ¹H-NMR 및 ¹³C-NMR 분석을 통하여 확인하였다. 합성한 계면활성제 SLEC-3에 대하여 임계 마이셀 농도, 정적 및 동적 표면장력, 유화력, 거품 안정성 등의 계면 물성을 측정한 결과, 기존 세제 제품에서 널리 사용되는 음이온 계면활성제 SLES와 비교하여 계면 활성이 보다 우수하고 계면 에너지를 낮추는데 더 효과적이었다. 또한 SLCE-3에 대한 생분해성, 급성 경구 독성 및 급성 피부자극 시험을 실시한 결과, 저자극 및 저독성을 가지고 있기 때문에 세제 및 세정제 제품에 적용할 수 있을 것으로 판단되었다.

Abstract ▼ AI-Helper

In this study, a carboxylate-based anionic surfactant SLEC-3 was prepared from coconut oil and the structure was elucidated by using FT-IR, 1H-NMR and 13C-NMR analysis. Measurements of interfacial properties such as critical micelle concentration, static and dynamic surface tensions, emulsification index, and foam stability have shown that SLEC-3 is better in terms of interfacial activity and more effective in lowering interfacial free energy than those of SLES, which has been widely used as a conventional anionic surfactant in the detergent industry. Biodegradability, acute oral toxicity and dermal irritation tests also revealed that SLEC-3 surfactant possesses excellent mildness and low toxicity, indicating the potential applicability in detergents and cleaner products formulation.

주제어

표/그림 (7)

그림 Scheme 1. Synthetic routes of SLEC-3 where R corresponds to C₁₂~C₁₄.
그림 Figure 1. Spectral data of SLEC-3; (a) ¹H-NMR spectrum in CDCl₃, (b) ¹³C-NMR spectrum in CDCl₃, (c) FT-IR spectrum.
그림 Figure 2. Surface tension measurement of SLES and SLEC-3 surfactant solutions using a Du Nouy ring tensiometer at 25 ℃.
그림 Figure 3. Dynamic surface tension measurement at 25 ℃ using a maximum bubble pressure tensiometer; (a) SLES, (b) SLEC-3.
표 Table 1. Summary of Physical Properties of Surfactants
그림 Figure 4. Foam stability measurement at 25 ℃ by using Foamscan; (a) SLES, (b) SLEC-3.
표 Table 2. Summary of Performance of SLEC-3 Surfactant

참고문헌 (29)

P. R. Darapureddi and R. R. Nayak, Synthesis, surface properties and effect of an amino acid head group of 11-(2-methoxy-4-vinylphenoxy)undecanoicacid-based anionic surfactants, J. Surfactants Deterg., 19, 1133-1142 (2016).

상세보기
A. S. Mohamed and M. Z. Mohamed, Preparation of novel cationic surfactants from epichlorohydrin: Their surface properties and biological activities, J. Surfactants Deterg., 13, 159-163 (2010).

상세보기
V. C. Robinson, W. F. Bergfeld, D. V. Belsito, R. A. Hill, C. D. Klaassen, J. G. Marks Jr, R. C. Shank, T. J. Slaga, P. W. Snyder, and F. A. Andersen, Final report of the amended safety assessment of sodium laureth sulfate and related salts of sulfated ethoxylated alcohols, Int. J. Toxicol., 29, 151S-161S (2010).
C. Cowan-Ellsberry, S. Belanger, P. Dorn, S. Dyer, D. McAvoy, H. Sanderson, D. Versteeg, D. Ferrer, and K. Stanton, Environmental safety of the use of major surfactant classes in north america, Crit. Rev. Environ. Sci. Technol., 44, 1893-1993 (2014).

상세보기
S. R. M. Youssef, K. M. George, C. R. Elmasry and A. Elde Youssef, Clear sulfate-free surfactant based cleanser composition with thickener, US Patent 2019 262 248A1 (2019).
A. F. Moore, Final Report on the Safety assessment of sodium laureth Sulfate and ammonium laureth sulfate, Int. J. Toxicol., 2, 1-34 (1983).
M. Henkel, M. M. Muller, J. H. Kugler, R. B. Lovaglio, J. Contiero, C. Syldatk and R. Hausmann, Rhamnolipids as biosurfactants from renewable resources: Concepts for next-generation rhamnolipid production, Process Biochem., 47, 1207-1219 (2012).

상세보기
E. Haba, M. J. Espuny, M. Busquets, and A. Manresa, Screening and production of rhamnolipids by Pseudomonas aeruginosa 47T2 NCIB 40044 from waste frying oils, J. Appl. Microbiol., 88, 379-387 (2000).

상세보기
S. Vijayakumar and V. Saravanan, Biosurfactants-types, sources and applications. research, Res. J. Microbiol., 10, 181-192 (2015).
H. Maag, Fatty acid derivatives: Important surfactants for household, cosmetic and industrial purposes, J. Am. Oil. Chem. Soc., 61, 259-267 (1984).
M. J. Rang, Trend on development and application of high performance surfactants for detergents, Appl. Chem. Eng., 20, 126-133 (2009).
S. M Lee, J. Y. Lee, H. P, and Yu, J. C. Lim, Synthesis of environment friendly biosurfactants and characterization of interfacial properties for cosmetic and household products formulations, Colloids Surf. A, 536, 224-233 (2018)
I. Johanssona and M. Svensson, Surfactants based on fatty acids and other natural hydrophobes, Curr. Opin. Colloid Interface Sci., 6, 178-188 (2001)

상세보기
Z. Y. Liu, L. Zhang, X. L. Cao, X. W. Song, Z. Q. Jin, L. Zhang, and S. Zhao, Effect of electrolytes on interfacial tensions of alkyl ether carboxylate solutions, Energy Fuels, 27, 3122-3129 (2013).
X. Yue, X. Fan, Q. Li, X. Chen and C. Wang, Aggregation behaviors of alkyl ether carboxylate surfactants in water, J. Mol. Liq., 227, 161-167 (2017).

상세보기
W. Tang, T. Geng, Y. Jiang, H. Ju, and Y. Wang, Properties of didecyldimethylammonium formate and sodium fatty alcohol ether carboxylate mixed systems, J. Surfactants Deterg., 19, 399-404 (2016).

상세보기
J. C. Zhang, L. Zhang, X. C. Wang, L. Zhang, S. Zhao, and J. Y. Yu, A surface rheological study of polyoxyethylene alkyl ether carboxylic salts and the stability of corresponding foam, J. Dispers. Sci. Technol., 32, 372-379 (2011).

상세보기
ISO 7827-1984(E), Water quality-evaluation in an aqueous medium of the ultimate aerobic biodegradability of organic compounds-methods by analysis of dissolved organic carbon (DOC), Geneva (1984).
OECD 423 Guideline for testing of chemicals: Acute oral toxicity (2002).
OECD/OCDE, 404 Guideline for testing of chemicals: Acute dermal irritation/corrosion (2015).
X. Guo, Z. Rong, and X. Ying, Calculation of hydriphile-lipophile balance for polyethoxylated surfactants by group contribution method, J. Colloid Interface Sci., 298, 441-450 (2006).
J. T. Davis, A quantitative kinetic theory of emylsion type, I. Physical chmistry of the emulsifying agent, Proceedings of the 2th International Congress of Surface Activity, Gas/Liquid and Liquid/Liquid Interface, 426-438, London (1957).
H. Ju, Y. Jiang, T. Geng, Y. Wang, and C. Zhang, Equilibrium and dynamic surface tension of quaternary ammoniumsalts with different hydrocarbon chain length of counterions, J. Mol. Liq., 225, 606-612 (2017).

상세보기
S. M Lee, J. Y. Lee, H. P. Yu, and J. C. Lim, Synthesis of environment friendly nonionic surfactants from sugar base and characterization of interfacial properties for detergent application, J. Ind. Eng. Chem., 38, 157-166 (2016).

상세보기
S. Pandey, R. P. Bagwe, and D. O. Shah, Effect of counterions on surface and foaming properties of dodecyl sulfate, J. Colloid Interface Sci., 267, 160-166 (2003).

상세보기
T. Tamura, Y. Takeuchi, and Y. Kaneko, Influence of surfactant structure on the drainage of nonionic surfactant foam films, J. Colloid Interface Sci., 206, 112-121 (1998).

상세보기
Y. Gao, J. Chai, J. Xu, G. Li, and G Zhang, Dynamic surface tension and adsorption mechanism of surfactant benzyltrimethylammonium bromide at the air/water Interface, J. Dispers. Sci. Technol., 27, 1059-1063 (2006).

상세보기
J. N. Israelachvilli, Intermolecular and Surface Force, Academic Press, Ch.4, New York (1992).
D. N. Yea, S. M. Lee, S. H. Jo, H. P. Yu, and J. C. Lim, Preparation of environmentally friendly amino acid-based anionic surfactants and characterization of their interfacial properties for detergent products formulation, J. Surfactants Deterg., 21, 541-552 (2018).

상세보기

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