Synthesis and evaluation of some surface active agents from long chain fatty amine
DOI:
https://doi.org/10.3989/gya.2007.v58.i4.450Keywords:
Antimicrobial activity, Surface activity, SynthesisAbstract
This study continues our series of synthesis of surface active agents containing heterocyclic moiety. NHeptadecanoyl- 3-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)- acrylamide (4) was used as a new starting material to synthesize propenoxylated nonionic surface active agents having heterocycles such as (thiazole, triazole, benzoxazine, quinazoline, triazine, and oxazine). The structures of the prepared compounds were elucidated by using spectroscopic tools (IR, 1H NMR and Mass spectroscopy). Physical properties such as surface and interfacial tension, cloud point, foaming height, wetting time, emulsification power and critical micelle concentration (CMC) were determined. Antimicrobial and biodegradability properties were also screened. It was found that the produced novel groups of nonionic surface active agents have pronounced surface properties and good antimicrobial activities.
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References
Amin MS, Eissa AM. F, Shaaban AF, El-Sawy AA and El-Sayed R. 1998. Utilization of 2-(2-carboxyethyl)- 4(3H)-quinazolinethione in the synthesis of condensed and noncondensed heterocycles. Indian. J. Heterocycl. Chem. 7, 289.
Amin MS, Eissa AMF, Shaaban AF, El-Sawy AA and El- Sayed R. 2003. New heterocycles having double characters as antimicrobial and surface active agents. Part 2: Anionic compounds from fatty acid isothiocyanate. Chemistry: An Indian Journal 51, 155.
Amin MS, Eissa AMF, Shaaban AF, El-Sawy AA and El- Sayed R. 2004. New heterocycles having a double characters;as antimicrobial and surface active agents.Part 1: Nonionic compounds from fatty acid isothiocyanate. Grasas y Aceites 55, 370-377.
Amin MS, Eissa AMF, Shaaban AF, El-Sawy AA and El-Sayed R. 2004. New heterocycles having double characters as antimicrobial and surface active agents.Part 3: Nonionic compounds from fatty acid hydrazide. Olaj, Szappan, Kozmetika 53, 124.
Draves CZ and Clarkso R. 1931. J. Am. Dye Stuff Reporter 20, 201.
Eissa AMF and El-Sayed R. 2006. Synthesis and Evaluation of Condensed and Noncondensed Heterocyclic Compounds of Industrial Application. J. Heterocyclic. Chemistry 43, 1.
Eissa AF. 2006. Grasas y Aceites 57, 319-327.
El-Sawy AA, Essawy SA, El-Sukkary MM and Eissa AMF. 1991. Surfactants from 2-hydroxy fatty acids: II. Esters from 2-hydroxy fatty acids and hydroxy alkane sulphonate. J. Serb. Chem. Soc. 56, 145-149.
Eissa AMF, Ahmed MHM. 2003. Nonionic surface active agents containing heterocyclic moieties. J. Olaj, Szappan, Kozmetika 52, 11-17.
Eissa AMF. 1995. Amphoteric surface active agents. Grasas y Aceites 46, 240-244.
El-Sukkary MA, El-Sawy AA. and El-Dib F. 1987. Synthetic detergents from crude rice bran oil. Hungarian Journal of Industrial Chemistry 15, 317-322.
Eter ET, Richard RE and Darid A. 1974. Biodegradable surfactants derived from corn starch. J. Am. Oil Chem. Soc. 51, 486-491. doi:10.1007/BF02635857
Findly A. 1963. Practical physical chemistry. 6th Ed. Longmans, London.1040.
Lagerman R, Clancy S, Tanner D, Johnston N, Callian B and Friedli F. 1994. J. Am. Oil Chem. Soc. 71, 97-100 doi:10.1007/BF02541479
Morgos J, Sallay P, Farkas L and Rus Znar I. 1983. J. Am. Oil Chem. Soc. 60, 11. doi:10.1007/BF02901549
Pegiadou S. Perez L and Infante MR. 2001. J. Surfactants and Detergents 3, 517-525. doi:10.1007/s11743-000-0151-y
Pegiadou K, Papazoglou V and Kehayoglou A. 2000. J. Surfactants and Detergents 3, 73-76. doi:10.1007/s11743-000-0116-1
Rosen MJ. 1989. 2th Ed., John Wiley & Sons, New York. 286.
Sallary P, Bekassy S, Ahmed MH, Farkas I and Rusznak I. 1997. Tetrahedron Letters 38, 661-664. doi:10.1016/S0040-4039(96)02386-6
Somaya AR, Eissa AMF, Nadia A and Ahmad MN. 1998. Synthesis and characterization of some peptides having surface activity using polyethylene glycol. J. Pharm. Sci. 7, 27.
Takeshi H. 1970. Studies of ester containing surfactant: Preparation and properties of sodium sulphalkanoates. Bull. Chem. Soc. 43, 2236. doi:10.1246/bcsj.43.2236
Wasfy AAF, Yassin FA and Eissa AMF. 1995. Synthesis and reactions of (2-methylquinazol-4-oxy) acetic acid hydrazide. Indian. J. Chem. 34B, 537.
Wasfy AAF, Amin MS and Eissa AMF. 1996. Synthesis and reactions of 6(4)-(p.benzylphenyl)-4(6) phenylpyrimidine 2(1H) thione. Heterocyclic Communications. 2,4, 375-381.
Wiel JK, Smith FD, Stirton AJ and Bistine RG. 1963. Long chain alkanesulphonates and 1-hydroxy-2- alkanesulphonates: Structure and property relations. J. Am. Oil. Chem. Soc. 40, 538. doi:10.1007/BF02822460
Yassin FA, Eissa AMF and Wasfy AAF. 1994. Synthesis and reactions of 3-amino-2-methyl-4-(3H)-quinazolinone derivatives. Indian. J. Chem. 33B, 1195.
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