Synthesis of alkyloxy (di)alkylamino propanols, hydroxy alkyloxy (di)alkylamino propanols, and the dimer compounds for use as fuel additives

JAOCS, Journal of the American Oil Chemists' Society

Volumn 74, Issue 3, 1997, Pages 235-240

  Satgé De Caro, Pascale ^a   Mouloungui, Zéphirin ^a   Gaset, Antoine ^a  

^a UNIVERSITÉ DE TOULOUSE   (France)

Author keywords

Alkyloxy alkylamino propanols and dimers; Antioxidative properties; Cold flow properties; Corrosion inhibition; Ethanol diesel fuel additive blends; Fuel additive; Glycidyl ethers; Polyfunctional compounds; Surface active agents; Viscosity

Indexed keywords

AMINES; ANTIOXIDANTS; CONDENSATION; CORROSION INHIBITORS; ETHERS; FUEL ADDITIVES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; SURFACE ACTIVE AGENTS; SYNTHESIS (CHEMICAL); THERMODYNAMIC STABILITY; VISCOSITY OF LIQUIDS;

ALKYLOXY ALKYLAMINO PROPANOLS; COLD FLOW PROPERTIES; GLYCIDYL ETHERS; HYDROXY ALKYLOXY ALKYLAMINO PROPANOLS;

ALCOHOLS;

EID: 0031102746     PISSN: 0003021X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11746-997-0129-6     Document Type: Article

References (21)

1. Guivisdalsky, P.N., and R. Bittman, Glycidyl Derivatives, J. Org. Chem. 54:4637-4642 (1989).
2. Laurenzo, K.S., European Patent Applied EP 368 287 (1988).
3. Macchia, B., A. Balsamo, A. Lapucci, F. Macchia, A. Martinelli, H.L. Ammon, S.M. Prasad, M.C. Breschi, M. Ducci, and E. Martinotti, Role of the (Acyloxy)methyl Moiety in Eliciting the Adrenergic β-blocking Activity of 3-(Acyloxy)propanolamines, J. Med. Chem. 30(4):616-622 (1987).
4. Kucharsky, S., Surface Properties and Micelle Formation of N,N-di-(2-hydroxy-3-alkoxypropyl)ethanolamine and N-(2-Hydroxy-3-alkoxypropyl) diethanolamine Surfactants, J. Colloid. Interface Sci. 64(2):300-310 (1978).
5. Kucharsky, S., Surface and Micellar Properties of N,N-di-(2-hydroxy-3-alkyloxypropyl)ethanolamine Surfactants, Tenside Deterg. 15(2):77-82 (1978).
6. Satgé de Caro, P., Synthesis of Polyfunctional Oxygenated Additives for Ethanol-Diesel Fuel Blends, Thèse INP Toulouse n°1001, March 1995.
7. Recueil des Normes Françaises AFNOR, Produits pétroliers (Oil products) - Combustibles liquides (Liquid fuels), Association Française pour la Normalisation, Paris, Tome 1, 1988, pp. 121-126; 427-443; 464-467.
8. Recueil des Normes Françaises AFNOR, Produits pétroliers (Oil products) - Combustibles liquides (Liquid fuels), Association Française pour la Normalisation, Paris, Tome 1, 1988, pp. 121-126; 427-443; 464-467.
9. Recueil des Normes Françaises AFNOR, Produits pétroliers (Oil products) - Combustibles liquides (Liquid fuels), Association Française pour la Normalisation, Paris, Tome 1, 1988, pp. 121-126; 427-443; 464-467.
10. Pozniak, R., and J. Chlebicki, Synthesis of Higher N-(2-hydroxy-3-alkyloxypropyl)ethanolamines and N-(2-hydroxy-3-alkyloxypropyl)diethanolamines, Polish J. Chem. 52(61): 1283-1288 (1978).
11. Zielinska, E., and D. Gasztych, Synthesis of 1-Chloro-2-hydroxypropyl alkyl and 1,2-Epoxypropyl alkyl ethers, Rocz. Chem. 49(7-8): 1405-1409 (1975).
12. Tucker, H., Stereospecific Synthesis of Threo-and Erythro-1-(Aryloxy)-3-(alkylamino) Butan-2-ols, J. Org. Chem. 44(16): 2943-2945 (1979).
13. Honda, K., and Y. Nishijima, JP 54 115 307 (1979).
14. Mouzin, G., H. Gousse, J.P. Rieu, and A. Duffos, A Convenient One-Step Synthesis of Glycidyl Ethers, Synthesis: 17-119 (1983).
15. Pozniak, R., and J. Chlebicki, Synthesis of Higher N-(2-hydroxy-3-alkyloxypropyl)methylamines and N-(2-hydroxy-3-alkyloxypropyl) ethylamines, Polish J. Chem. 54 (3):581-590 (1980).
16. Kucharsky, S., Synthesis of N,N-di(2-hydroxy-3-Alkoxypropyl) Ethanolamines from Glycidyl Ethers and Ethanolamine, Rocz. Chem. 81(7-8):1337-1344 (1977).
17. Mauléon, D., M. Dolors-Pujol, and G. Rosell, β-Andrenergic Antagonists: N-alkyl and N-amidoethyl(arylalkoxy) propanolamines Related to Propanolol, Eur. J. Med. Chem. 23:421-426 (1988).
18. Fendler, J.H., and E.J. Fendler, Catalysis in Micellar and Macromolecular Systems, Academic Press, New York, 1975.
19. Green, P.A., Interactions of a Nonionic Detergent: III Hydrophobic Interactions, J. Colloid Interface Sci. 41(1):124-129 (1972).
20. 1H Nuclear Magnetic Resonance and Molecular Modeling, Bull. Soc. Chim. Belg., in press (1997).
21. Z. Mouloungui, and Satgé de Caro, P., French Patent (Renault) FR 95-02187 (1995).