Thermal reactions of fatty acids with diethylene triamine

JAOCS, Journal of the American Oil Chemists' Society

Volumn 74, Issue 1, 1997, Pages 61-64

  Wu, Yinqiu ^a   Herrington, Philip R ^a  

^a Central Laboratories   (New Zealand)

Author keywords

1,2 and 1,3 diamide; 1h nmr; Decanoic acid; Diethylene triamine; IR; Ms and hplc analysis; Palmitic acid; Thermal reaction

Indexed keywords

AMINES; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION KINETICS; SOLUTIONS; THERMAL EFFECTS;

DECANOIC ACIDS; DIAMIDES; DIETHYLENE TRIAMINES; IMIDAZOLINES; PALMITIC ACIDS;

FATTY ACIDS;

EID: 0030645209     PISSN: 0003021X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11746-997-0120-2     Document Type: Article

References (16)

1. Ferm, R.J., and J.L. Riebsomer, The Chemistry of the 2-Imidazolines and Imidazolidines, Chem. Rev. 54:593-613 (1954).
2. Richardson, F.B., Industrial Applications of 2-Alkyl Imidazolines and Their Derivatives, in Industrial Applications of Surfactants III, edited by D.R. Karsa, The Royal Society of Chemistry, Cambridge, England, 1992, pp. 161-183.
3. Bistline, R.G., Jr., J.W. Hampson, and W.M. Linfield, Synthesis and Properties of Fatty Imidazolines and Their N-(2-aminoethyl) Derivatives, J. Am. Oil Chem. Soc. 60:823-828 (1983).
4. Linfield, W.M., Fatty Oxazolines and Imidazolines, Ibid. 67:437-441 (1984).
5. Huber, C.F., and P.F. Thompson, Bond-Improving Heterocyclic Additives for Asphalt Paving Compositions, U.S. Patent 2,950,211 (1960).
6. Krivohavek, D., and C. Okla, Microsurfacting System, U.S. Patent 5,242,492 (1993).
7. Smith, H.A., and D.A. Tomalia, Self-building Detergents, U.S. Patent 5,331,100 (1994).
8. Butler, R.N., and C.B. O'Regan, Sequential Nature of the Thermal Reaction of Stearic Acid with Some 1,2-Diamines, J. Chem. Soc. Perkin Trans. 1:386-389 (1976).
9. Butler, R.N., J.D. Thornton, and P. Moynihan, Reaction of Fatty Acids with Amines. Part 3. Thermal Reactions of Oleic and Elaidic Acids (cis-and trans-Octadec-9-enoic Acids) with Some 1,2-Diamines: Ready Reversibility of Imidazoline Formation, J. Chem. Res. (S):84-85 (1981).
10. Milun, A.J., Colorimetric Determination of Primary Amine in Fatty Amine Acetates and Fatty Amides, Anal. Chem. 29:1502-1504 (1957).
11. Joshua, A.V., and J.R. Scott, A Simple Method for the Direct Bis-Acylation of the Primary Amino Groups in Spermidine and Other Linear Triamines, Tetrahedron Lett. 25:5725-5728 (1984).
12. Watts, M.M., Imidazoline Hydrolysis in Alkaline and Acidic Media - A Review, J. Am. Oil Chem. Soc. 67:993-995 (1990).
13. Husson, A., R. Besseliever, and H. Husson, A Short and Efficient Synthesis of Phenolcarboxamides, Tetrahedron Lett. 24:1031-1034 (1983).
14. Riebsomer, J.L., The Synthesis of Imidazolines from 1,2-Diamines and Carboxylic Acids, J. Am. Chem. Soc. 70:1629-1632 (1948).
15. Hampson, J.W., R.G. Bistline, and W.M. Linfield, High-Performance Liquid Chromatographic Separation of Fatty Imidazolines from Their Diamide Hydrolysis Derivatives, J. Am. Oil Chem. Soc. 60:1676-1677 (1983).
16. Jasperse, J.L., The Determination of Fatty Amides by High-Performance Liquid Chromatography. Ibid. 65:1804-1807 (1988).