Process for producing hydroxyacetaldehyde

Distillation: processes – separatory – With disparate physical separation – Utilizing liquid-liquid extracting of distillation product

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

203 47, 203 71, 203 73, 203 91, 203 92, 203 39, 201 25, 201 30, 426650, 568492, 568496, B01D 334, C07C 4719

Patent

active

052521885

ABSTRACT:
This invention provides a process for producing crystalline hydroxyacetaldehyde precipitated from a complex mixture of products provided by the pyrolysis of a carbohydrate-containing feedstock. The method includes distilling a first condensate under reduced pressure to give a second condensate which is enriched in hydroxyacetaldehyde; combining the second condensate with a solvent to give a homogeneous solution; precipitating hydroxyacetaldehyde from the solution; and separating the precipitated hydroxyacetaldehyde from the solution.
Aqueous solutions of hydroxyacetaldehyde are useful for browning foodstuffs and for producing flavors by contacting the hydroxyacetaldehyde with ammonia or amines.
In addition, hydroxyacetaldehyde may be used to make an artificial tanning product containing a suitable topical vehicle and an amount of hydroxyacetaldehyde suitable to impart a brown color to skin.

REFERENCES:
patent: 3106473 (1963-10-01), Hollenbeck
patent: 3330669 (1967-07-01), Hollenbeck
patent: 3505407 (1970-04-01), Cavitt
patent: 3806609 (1974-04-01), Goblik et al.
patent: 4359481 (1982-11-01), Smits et al.
patent: 4431032 (1984-02-01), Nicholson
patent: 4431033 (1984-02-01), Nicholson
patent: 4496595 (1985-01-01), Nicholson
patent: 4504500 (1985-03-01), Schneck et al.
patent: 4504501 (1985-03-01), Nicholson
patent: 4504507 (1985-03-01), Nicholson
patent: 4505939 (1985-03-01), Chiu
patent: 4525397 (1985-06-01), Chiu
patent: 4657765 (1987-04-01), Nicholson et al.
patent: 4717576 (1988-06-01), Nicholson et al.
patent: 4876108 (1989-10-01), Underwood et al.
patent: 4883676 (1989-11-01), Sophianopoulos et al.
patent: 4938868 (1990-07-01), Nelson
patent: 4994297 (1991-02-01), Underwood et al.
Arseneu et al., "A Study of Reaction Mechanisms by DSC and TG," Thermal Analysis, vol. 3, Proceedings Third ICTA Davos, 1971, pp. 319-326.
Bailey, "Inhibition of Warmed-Over Flavor, With Emphasis on Maillard Reaction Products," Food Technology, Jun., 1988, pp. 123-126.
Beaumont et al., "Influence of Physical and Chemical Parameters on Wood Pyrolysis," Ind. Eng. Chem. Process Des. Dev., vol. 23, No. 4, 1984, pp. 637-641.
Berg et al., "Characterization of Solids Mixing in an Ultra-Rapid Fluidized Reactor," Paper presented in London, Ontario, Canada, May 12-15, 1986.
Berg et al., "Rapid Mixing Studies Between Transported Solids in an Ultra-Rapid Fluidized Reactor," Poweder & Bulk Solids Conference, Rosemont, IL, May, 1985.
Byrne et al., "The Pyrolysis of Cellulose and the Action of Flame Retardants," J. Appl. Chem., vol. 16, Mar., 1966, pp. 81-88.
Collins et al., "Nuclear Magnetic Resonance Spectra of Glycolaldehyde," J. Chem. Soc. (B), 1971, pp. 1352-1355.
Evans et al., "New Approaches to the Study of Cellulose Pyrolysis," American Chemical Society, vol. 36, No. 2, 1991, pp. 714-724.
Fenton et al., "Crystalline Clycollic Aldehyde," University Chemical Laboratory, Cambridge.
Glassner et al., "Gas Chromotographic Analysis of Products from Controlled Application of Heat to Paper and Levoglucosan," Analytical Chemistry, vol. 37, No. 4, Apr., 1965, pp. 525-527.
Graham et al., "Fast Pyrolysis of Biomass," Journal of Analytical and Applied Pyrolysis 6, (1984), pp. 95-135.
Jandera et al., "Ion-Exchange Chromatography of Aldehydes, Ketones, Ethers, Alcohols, Polyols and Saccharides," Journal of Chromotography, 98, (1974) pp. 55-104.
Kang et al., "Ketene Formation From the Pyrolysis of Carbohydrates," research paper, Philip Morris Research Center, Richmond, VA., pp. 261-273.
Maga et al., "Pyrazine Composition of Wood Smoke as Influenced by Wood Source and Smoke Generation Variables," Flavour and Fragrance Journal, vol. 1, 37-42, (1985).
Martinsson et al., "Partition Chromatography of Sugars on Ion-Exchange Resins," J. Chromotog., 50 (1970) pp. 429-433.
Menard et al., "Characterization of Pyrolytic Liquids from Different Wood Conversion Processes," Fifth Canadian Bioenergy R&D Seminar, undated, pp. 418-434.
Michelsen et al., "Spectroscopic Studies of Glycolaldehyde," J. Mol. Structure, 4 (1969) 293-302.
Namiki et al., "A New Mechanism of the Maillard Reaction Involving Sugar Fragmentation and Free Radical Formation," New Mechanism of Maillard Reaction, pp. 21-46.
Namiki et al., "Formation of Novel Free Radical Products in an Early Stage of Maillard Reaction," Prog. Fd. Nutr. Sci., vol. 5, pp. 81-91, 1981.
Pecina et al., "High-Performance Liquid Chromatographic Elution Behaviour of Alcohols, Aldehydes, Ketones, Organic Acids and Carbohydrates on a Strong Cation-Exchange Stationary Phase," Journal of Chromatography, 287 (194) 245-258.
Piskorz et al., "On the Mechanism of the Rapid Pyrolysis of Cellulose," Journal of Analytical and Applied Pyrolysis, 9 (1986) 121-137.
Richards et al., "Influence of sodium chloride on volatile products formed by pyrolysis of cellulose: Identification of hydroxybenzenes and 1-hydroxy-2-propanone as major products," Carbohydrate Research, 117 (1983) 322-327.
Roy et al., "The Pyrolysis under Vacuum of Aspen Poplar," paper published in Fundamentals of Thermochemical Biomass Conversion, Edited by R. P. Overend, (1985) pp. 237-256.
Samuelson et al., "Partition Chromatograph of Mixtures Containing Polyols and Carbonyl Compounds (Including Sugars) on Ion Exchange Resins," Acta Chem. Scand., 22 (1968) No. 4, pp. 1252-1258.
Scott et al., Chemicals and Fuels Mines and Resource Canada, Ottawa, Canada pp. 12-78 (1988).
Scott et al., "Sugars From Biomass Cellulose by a Thermal Conversion Process," paper published in Energy From Biomass and Wastes XIII Edited by Donald L. Klass, presented at conference in New Orleans Feb. 13-17, 1989, pp. 1349-1636.
Shafizadeh, "Industrial Pyrolysis of Cellulosic Materials," Applied Polymer Symposium, No. 28, 153-174 (1975).
Shafizadeh et al., "Pyrolysis of Cellulose," Carbohydrate Research, 29 (1973) 113-122.
Stassinopoulou et al., "A Study of the Dimeric Structures of Glycolaldehyde Solutions by NMR," Tetrahedron., vol. 28, pp. 1257-1263 (1972).
Wodley, "Pyrolysis Products of Untreated and Flame Retardant-Treated .alpha.-Cellulose and Levoglucosan," Naval radiological Defense Laboratory, pp. 835-851.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for producing hydroxyacetaldehyde does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for producing hydroxyacetaldehyde, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for producing hydroxyacetaldehyde will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1901786

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.