Recent Advances in Gemini Surfactants: Oleic Acid-Based Gemini Surfactants and Polymerizable Gemini surfactants

Journal of Oleo Science

Volumn 60, Issue 4, 2011, Pages 159-163

  Sakai, Kenichi ^a   Sakai, Hideki ^a   Abe, Masahiko ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

Gemini surfactant; Oleic acid; Physicochemical properties; Polymerizable surfactant

Indexed keywords

OLEIC ACID; POLYMERS; SOLUTIONS;

CHEMICAL PRODUCTS; FUNCTIONAL ORGANIC MATERIALS; GEMINI SURFACTANT; LOW CONCENTRATIONS; PHYSICOCHEMICAL PROPERTY; POLYMERIZABLE SURFACTANT; RESEARCH GROUPS; SOLUTION PROPERTY;

SURFACE ACTIVE AGENTS;

EID: 79953106401     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.60.159     Document Type: Review

References (20)

1. Holmberg, K. Handbook of Applied Surface and Colloid Chemistry (Holmberg, K. ed.). John Wiley & Sons. New York. Part 2 Chapter 6 (2001).
2. Zana, R.; Xia, J. Gemini Surfactants, Synthesis, In-terfacial and Solution-Phase Behavior, and Applications (Zana, R.; Xia, J. ed.). Marcel Dekker. New York. Chapter 1 (2003).
3. nd edn. Marcel Dekker. New York. Chapter 7 (2003).
4. nd edn. Marcel Dekker. New York. Chapter 12 (2003).
5. Yoshimura, T. Surface properties and aggregation behavior of heterogemini surfactants. J. Jpn. Soc. Colour Mater 82, 568-575(2009).
6. As far as we are aware (on July 2010), three kinds of gemini-like amphiphiles are commercially available in Japan from the following chemical companies: (i) Gemsurf (dicarboxylic acid-type anionic surfactants with two hydrocarbon chains) from Chukyo Yushi, (ii) Pellicer (reaction mixture of N -lauroyl-L-glutamate and L-lysine, followed by neutralization with NaOH) from Asahi Kasei Chemicals, and (iii) Hygenia (dipyri-dinium quaternary ammonium-type cationic surfactants with two hydrocarbon chains) from Tama Kagaku Kogyo.
7. Takamatsu, Y; Iwata, N.; Tsubone, K.; Torigoe, K.; Endo, T.; Sakai, K.; Sakai, H.; Abe, M. Synthesis and aqueous solution properties of novel anionic heterogemini surfactants containing a phosphate headgroup. J. Colloid Interface Sci. 338, 229-235(2009).
8. Sakai, K.; Sangawa, Y; Takamatsu, Y; Kawai, T.; Mat-sumoto, M.; Sakai, H.; Abe, M. Sulfonic-hydroxyl-type heterogemini surfactants synthesized from unsaturated fatty acids. J. Oleo Sci. 59, 541-548 (2010).
9. Imokawa, G.; Tsutsumi, H.; Kurosaki, T. Surface activity and cutaneous effects of monoalkyl phosphate surfactants. J. Am. Oil Chem. Soc. 55, 839-843(1978).
10. -3(= 128 x cac).
11. The hydrocarbon chain length of petroselinic acid is the same as oleic acid, but the cis double bond lies in the 6-7 position, which is different from oleic acid (9-10 position). This difference in their chemical structures yields two kinds of gemini surfactants whose molecular symmetry is different with each other under a fixed total number of methylene units.
12. Hamid, S. M.; Sherrington, D. C. Novel quaternary ammonium amphiphilic (meth) acrylates: 1. Synthesis, melting and interfacial behavior. Polymer 28, 325-331(1987).
13. Summers, M.; Eastoe, J.; Davis, S.; Du, Z.; Richardson, R. M.; Heenan, R. K.; Steytler, D.; Grillo, I. Polymerization of cationic surfactant phases. Langmuir 17, 5388-5397(2001).
14. Summers, M.; Eastoe, J. Applications of polymerizable surfactants. Adv. Colloid Interface Sci. 100-102, 137-152(2003).
15. Abe, M.; Tsubone, K.; Koike, T; Tsuchiya, K.; Ohkubo, T; Sakai, H. Polymerizable cationic gemini surfactant. Langmuir 22, 8293-8297 (2006).
16. Abe, M.; Koike, T; Nishiyama, H.; Sharma, S. C; Tsubone, K.; Tsuchiya, K; Sakai, K.; Sakai, H.; Shchipunov Y. A.; Schmidt, J.; Talmon, Y. Polymerized assemblies of cationic gemini surfactants in aqueous solution. J. Colloid Interface Sci. 330, 250-253 (2009).
17. Sakai, K; Wada, M.; Matsuda, W.; Tsuchiya, K; Taka-matsu, Y; Tsubone, K; Endo, T; Torigoe, K; Sakai, H.; Abe, M. Polymerizable anionic gemini surfactants: physicochemical properties in aqueous solution and polymerization behavior. J. Oleo Sci. 58, 403-413 (2009).
18. Esumi, K; Goino, M.; Koide, Y Adsorption and adsolu-bilization by monomeric, dimeric, or trimeric quaternary ammonium surfactant at silica/water interface. J. Colloid Interface Sci. 183, 539-545 (1996).
19. Manne, S.; Schäffer, T. E.; Huo, Q.; Hansma, P. K.; Morse, D. E.; Stucky, G. D.; Aksay, I. A. Gemini surfactants at solid-liquid interfaces: control of interfacial aggregate geometry. Langmuir 13, 6382-6387 (1997).
20. Tsuchiya, K. Application of nanobubbles to ultrasound imaging. J. Jpn. Soc. Colour Mater. 83, 82-88(2010).