Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Patent
1995-06-07
1998-07-07
Wilson, James O.
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
564469, 544 66, 544 68, 544 69, 544 70, 544187, 544188, C07C20900
Patent
active
057771650
ABSTRACT:
N-alkyl polyhydroxy alkyl amines such as N-methyl glucamine having a Gardner Color of less than 1 are reacted with sources of fatty acyl groups such as methyl esters, anhydrides, and/or fatty acids that have greater than 98% transmittance at 460 nm in organic hydroxy solvents such as methanol to prepare N-alkyl polyhydroxy amine amides with good color. The N-alkyl polyhydroxyamines can be purified by crystallization, and/or subjected to reductive bleaching, to provide superior color. The reaction is preferably carried out at low temperature for short periods of time and with low catalyst levels to minimize formation of cyclic products. The resulting amide product can be further purified by treatment with anionic and cationic exchange resins to remove soap and amine impurities. The anionic ion exchange resin can be readily regenerated by acidifying it followed by washing with an organic solvent.
REFERENCES:
patent: 1985424 (1934-12-01), Piggott
patent: 2016962 (1935-10-01), Flint et al.
patent: 2653932 (1953-09-01), Schwartz
patent: 2662073 (1953-12-01), Mehltretter et al.
patent: 2703798 (1955-03-01), Schwartz
patent: 2844609 (1958-07-01), Tesoro
patent: 2891052 (1959-06-01), Boettner et al.
patent: 2954347 (1960-09-01), St. John et al.
patent: 2991296 (1961-07-01), Scherr
patent: 2993887 (1961-07-01), Zech
patent: 3257436 (1966-06-01), Lindner
patent: 3285856 (1966-11-01), Lew
patent: 3576749 (1971-04-01), Megson et al.
patent: 3637495 (1972-01-01), Eckert et al.
patent: 3704228 (1972-11-01), Eckert
patent: 3920586 (1975-11-01), Bonaparte et al.
patent: 3929678 (1975-12-01), Lauglin et al.
patent: 3985669 (1976-10-01), Krummel et al.
patent: 3988255 (1976-10-01), Seiden
patent: 4094808 (1978-06-01), Stewart et al.
patent: 4129511 (1978-12-01), Ogoshi et al.
patent: 4223163 (1980-09-01), Guilloty
patent: 4292212 (1981-09-01), Melby
patent: 4483781 (1984-11-01), Hartman
patent: 4540821 (1985-09-01), Larkin et al.
patent: 4565647 (1986-01-01), Llenado
patent: 4664839 (1987-05-01), Rieck
patent: 4704224 (1987-11-01), Saud
patent: 4843154 (1989-06-01), Klein et al.
patent: 5009814 (1991-04-01), Kelkenberg et al.
patent: 5334764 (1994-08-01), Scheibel et al.
patent: 5338487 (1994-08-01), Connor et al.
patent: 5571934 (1996-11-01), Papenfuhs et al.
The Reaction of Glucose with Some Amines, Mitts and Hixon, JACS, vol. 66, (1944), pp. 483-486. Chem., vol. 2, (1963), pp. 79-83.
Synthesis of .sup.14 C-Labeled N-Methylglucamine, Heeg et al., Can. J. of Pharmaceutical Sciences, vol. 10, No. 3, (1975), pp. 75-76.
Relative Stabilities of d-Glucose-Amine Derivatives, Mohammad and Olcott, JACS, Apr. 1947, p. 969.
Detergents Based on Sugars, Kelkenberg, Tenside Surfactants Detergents, vol. 25, #1 (1988).
Synthesis of Long Chain N-Alkyllactylamines from Unprotected Lactose--A New Series of Nonlonic Surfactants, Latge et al., J. Dispersion Science and Technology, 12(3&4), pp. 227-237 (1991).
"N-D-Gluco-N-methylalkanamide Compounds, a New Class of Non-Ionic Detergents for Membrane Biochemistry", Biochem, J. (1982), vol. 207, pp. 363-366, Hildreth carbohydrate amphiphiles, Liquid Crystals, 1988, vol. 3, No. 11, pp. 1569-1581, J. W. Goodby et al.
Appleby Donald Benjamin
Formyduval Terry Franklin
Gibson Michael Steven
Hawkins Larry Nelson
Kao Junan
Aylor Robert B.
The Procter & Gamble & Company
Wilson James O.
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