두 개의 헤드를 갖는 계면활성제의 미셀평형에 있어 NMR 분석

김명수; 정환경; 이향우; 남기대; Meong Soo Kim; Hwan Kyeong Jeong; Hyang Woo Lee; Ki Dae Nam

Journal of the Korean Industrial and Engineering Chemistry, Vol.12, No.4, 455-460, June, 2001

Export Citation

두 개의 헤드를 갖는 계면활성제의 미셀평형에 있어 NMR 분석

NMR Investigation of Equilibrium Micelle of Two Head Surfactants

김명수 , 정환경¹, 이향우², 남기대^†

충북대학교 화학공학 공업화학 전공, 청주 361-763
¹삼성전자 천안반도체 AMLCD, 천안 330-300
²경남도립 거창전문대학 피부미용과, 경남 670-804

Meong Soo Kim , Hwan Kyeong Jeong¹, Hyang Woo Lee², and Ki Dae Nam^†

School of Chemical Engineering, Chungbuk National University, Cheongju 361-763, Korea
¹AMLCD Division, Semiconductor Samsung Electronics, Chunan 330-300, Korea
²Department of Cometology, Keochang Provincial College, Keochang Gun, Kyueongnam 670-804, Korea

E-mail:

초록

두 개의 헤드그룹을 갖는 계면활성제의 일종인 disodium 4-n-alkyl- 3-sulfonatosuccinate(R(n)S)류는 maleic anhydride와 n-alkanol(C8 ~ C12)의 모노에스테르화로 생성된 화합물에 NaHSO3의 부가반응으로 합성된다. 이들 각각에 대한 희박한 수용액에서 미셀형성의 특성과 미셀형성에 있어 내부를 구성하는 소수성의 탄화수소간의 배열은 1-D NMR 실험장치와 단일이나 두 핵의 2-D NMR 분석기술을 병행하여 검토되었다. NMR로 측정된 양친매성 화합물의 CMC와 응집회합수를 단일헤드그룹과 탄화수소의 사슬을 갖는 음이온성 계면활성제와 상대적으로 비교해 볼 때 CMC가 보다 높고 응집회합수가 낮게 나타남을 알 수 있었으며 이러한 사실은 친수성부와 소수성부가 각각 하나인 계면활성제에 비하여 두 번째 탄소에 헤드그룹이 치환되어 일어나기 때문이다.

The two-headed surfactant, disodium 4-n-alkyl-3-sulfonato succinate, hs been synthesized by the monoesterification of maleic anhydride and n-alkanol(C8 ~ C12) and addition of sodium bisulfite to the corresponding monoester. The equilibrium micellar properties formed by these aqueous compounds, and the conformations of the alkyl fong chain length that comprised of the interior of micellar, have been investigated using a combination of 1-D NMR and homonuclear/heteronuclear 2-D NMR techniques. The cmc' and the aggregation numbers datermined from the NMR experiments were in an agreement with previous results found in the literatures for other types of two-geaded surfactant systems. The amphiphiles had high cmc' and low aggregation numbers compared to single-headed surfactants of a comparable chain length. All these results were attributed to the addition a second headgroup to a single-headed, single-tailed surfactant.

Keywords:two-headed surfactant;micelle formation;aggregation number

[References]

Korea DR, Industrial Application of Surfactants, The Royal Society of Chemistry, Whitestable Litho, Ltd. Kent U.K. (1987)
Lindman B, Wennerstrom H, Top. Curs. Chem., 87, 1 (1980)
Hartley GS, "Aqueous Solution of Paraffin Chain Salts", Harmann and Cie, Paris (1936)
Tanford C, The Hydrophobic Effect, "Formation of Micelles and Biological Membranes", 2nd. ed. John Wiley, New York (1980)
Chevalies Y, Chachaty C, Colloid Polym. Sci., 262, 489 (1984)
Brycki B, Szafran M, Magn. Res. Chem., 30, 535 (1992)
Gustavsson H, Lindman B, J. Am. Chem. Soc., 97, 3923 (1975)
Gustavssan H, Lindman B, J. Am. Chem. Soc., 100, 4647 (1978)
Stilbs P, J. Colloid Interface Sci., 89, 547 (1982)
Balinov B, Linse P, Soderman O, J. Colloid Interface Sci., 182(2), 539 (1996)
Lindman B, Shinoda K, Jonstromer M, Shinohara A, J. Phys. Chem., 92, 4702 (1988)
Kwak JCT, Marangoni DG, Langmuir, 7, 2083 (1991)
Marangoni DG, Rodenhiser AP, Thomas JM, Kwak JCT, ACS Symp. Series, 501, 194 (1992)
Soderman O, Carlstom G, Monduzzi M, Olsson U, Langmuir, 4, 1039 (1988)
Ceglie A, Monduzzi M, Soderman O, J. Colloid Interface Sci., 142, 129 (1991)
Chachaty C, Prog. NMR Spectrosc., 19, 183 (1987)
Soderman O, Stilbs P, Prog. NMR Spectrosc., 26, 445 (1994)
Soderman O, Olsson U, Curr. Opin. Colloid Interface Sci., 2, 131 (1997)
Kooreman PA, Engberts BFN, Recl. Trav. Chim. Pays-Bas, 113, 163 (1994)
Comeau EK, Beck EJ, Caplan JF, Howley CV, Marangoni DG, Can. J. Chem., 73, 1741 (1995)
Soderman O, Gewning P, Colloid Polym. Sci., 265, 76 (1987)
Wiseman P, Kennedy CA, Palepu R, Marangoni DG, J. Solution Chem., 27, 217 (1998)
Zana R, Langmuir, 12(5), 1208 (1996)
Gao Z, Wasylishen RE, Kwak JCT, J. Colloid Interface Sci., 137, 137 (1990)
Faucompre B, Lindman B, J. Phys. Chem., 91, 383 (1987)
Grant DM, Cheney BV, J. Am. Chem. Soc., 89, 5319 (1967)
Boucher GD, MacDonald AC, Howrylak BE, Marangoni DG, Can. J. Chem., 76, 1266 (1998)

[Related Articles]

[1] Korea DR, Industrial Application of Surfactants, The Royal Society of Chemistry, Whitestable Litho, Ltd. Kent U.K. (1987)

[2] Lindman B, Wennerstrom H, Top. Curs. Chem., 87, 1 (1980)

[3] Hartley GS, "Aqueous Solution of Paraffin Chain Salts", Harmann and Cie, Paris (1936)

[4] Tanford C, The Hydrophobic Effect, "Formation of Micelles and Biological Membranes", 2nd. ed. John Wiley, New York (1980)

[5] Chevalies Y, Chachaty C, Colloid Polym. Sci., 262, 489 (1984)

[6] Brycki B, Szafran M, Magn. Res. Chem., 30, 535 (1992)

[7] Gustavsson H, Lindman B, J. Am. Chem. Soc., 97, 3923 (1975)

[8] Gustavssan H, Lindman B, J. Am. Chem. Soc., 100, 4647 (1978)

[9] Stilbs P, J. Colloid Interface Sci., 89, 547 (1982)

[10] Balinov B, Linse P, Soderman O, J. Colloid Interface Sci., 182(2), 539 (1996)

[11] Lindman B, Shinoda K, Jonstromer M, Shinohara A, J. Phys. Chem., 92, 4702 (1988)

[12] Kwak JCT, Marangoni DG, Langmuir, 7, 2083 (1991)

[13] Marangoni DG, Rodenhiser AP, Thomas JM, Kwak JCT, ACS Symp. Series, 501, 194 (1992)

[14] Soderman O, Carlstom G, Monduzzi M, Olsson U, Langmuir, 4, 1039 (1988)

[15] Ceglie A, Monduzzi M, Soderman O, J. Colloid Interface Sci., 142, 129 (1991)

[16] Chachaty C, Prog. NMR Spectrosc., 19, 183 (1987)

[17] Soderman O, Stilbs P, Prog. NMR Spectrosc., 26, 445 (1994)

[18] Soderman O, Olsson U, Curr. Opin. Colloid Interface Sci., 2, 131 (1997)

[19] Kooreman PA, Engberts BFN, Recl. Trav. Chim. Pays-Bas, 113, 163 (1994)

[20] Comeau EK, Beck EJ, Caplan JF, Howley CV, Marangoni DG, Can. J. Chem., 73, 1741 (1995)

[21] Soderman O, Gewning P, Colloid Polym. Sci., 265, 76 (1987)

[22] Wiseman P, Kennedy CA, Palepu R, Marangoni DG, J. Solution Chem., 27, 217 (1998)

[23] Zana R, Langmuir, 12(5), 1208 (1996)

[24] Gao Z, Wasylishen RE, Kwak JCT, J. Colloid Interface Sci., 137, 137 (1990)

[25] Faucompre B, Lindman B, J. Phys. Chem., 91, 383 (1987)

[26] Grant DM, Cheney BV, J. Am. Chem. Soc., 89, 5319 (1967)

[27] Boucher GD, MacDonald AC, Howrylak BE, Marangoni DG, Can. J. Chem., 76, 1266 (1998)