Separation of Isomeric Glycosides Produced by Transglycosylation of Starch with Ethylene Glycol

Otey, F. H.; Bennett, Florence L.; Zagoren, Bonnie L.; Mehltretter, C. L.

doi:10.1021/i360016a003

Cited by 18 publications

(3 citation statements)

References 7 publications

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“…1.2-Ethanediol Mono---D-glucopyranoside and Mono-0-/8-D-glucopyranoside (1 and 2). Compounds 1 and 2 were obtained from the work of Otey et al (1965); however, NMR data and taste testing are original. The NMR data are as follows: for 1 (a) (C5D5N), 5.35 (d, H-l, J = 4.0 Hz); for 2 (ß) (C5D5N), 4.54 (d, H-l, J = 7.0 Hz).…”

Section: Methodsmentioning

confidence: 99%

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Sweetness and bitterness of some aliphatic .alpha.,.omega.-glycol D-glucopyranosides

Goodwin¹,

Hodge²

1981

J. Agric. Food Chem.

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Section: Methodsmentioning

confidence: 99%

“…bitter; BB = intensely bitter; S = sweet; SB = sweet, bitter after taste; T = tasteless. b Reference isOtey et al (1965); tasting is original. c This compound is noncrystalline.…”

mentioning

confidence: 99%

Sweetness and bitterness of some aliphatic .alpha.,.omega.-glycol D-glucopyranosides

Goodwin¹,

Hodge²

1981

J. Agric. Food Chem.

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“…Glycol glycosides are obtained by reaction of ethylene glycol with starch (Otey et al, 1968b). They are a mixture containing 45% glycol a-n-glucoside, 21% glycol /3-dglucoside, and 34% mixed glycosides with two or more glucose units per glycol unit (Otey et al, 1965). The structure of glycol -D-glucoside is:…”

Section: Incorporationmentioning

confidence: 99%

Urethane Plastics Based on Starch and Starch-Derived Glycosides

Otey¹,

Westhoff²,

Kwolek³

et al. 1969

Product R&D

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Starch‐derived glycol and glycerol glucosides prepared by reactive extrusion processing

Carr¹

1991

J of Applied Polymer Sci

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SYNOPSISPreviously, starch-derived glycol and glycerol glucosides were prepared by batch-reaction processes and had excellent potential as chemical intermediates for a wide range of products. However, more efficient processes for preparation of these derivatives are needed. In this present work, a modern corotating, intermeshing, twin-screw extruder with a barrel length/ screw diameter ( L / D ) ratio of 43 : 1 was used to study the reaction of starch with ethylene glycol and glycerol in the presence of sulfuric acid catalyst at elevated temperatures. A fully continuous process was used. Variables that were investigated included temperature ( 14O-18O0C), glycol or glycerol/starch AGU mol ratio (1.5-4.0), starch feed rate (5-30 lb/h) , screw speed ( 100-475 rpm) , residence time, specific energy, and several types of commercial cornstarch and corn flour products. Rates and extents of reaction that occurred in the barrel were determined by analyzing samples that were quenched just prior to extrusion. The major glucosides were quantitated by high-performance liquid chromatography. Results of this study show that starch can be continuously, rapidly, and efficiently converted to glucosides in 90% yield at high production rates. Such processing is expected to be technically feasible for the reaction of a wide range of polyhydroxy alcohols with various starch substrates. However, additional process time, energy consumption, and handling methods are required in the latter procedure.Because twin-screw extruders are well recognized as efficient mixers for handling the most difficult mixing requirements, the reaction of starch with EG in a small twin-screw processor by a semi-continuous process was recently inve~tigated.~ In that study, glucosides were obtained in high yield, but only a t inefficient throughput rates, because of the short barrel and inadequate barrel lengthlscrew diameter ( L / D ) ratio ( 9 : 1) of the processor.For the present work, a corotating, intermeshing, twin-screw extruder with a n L / D ratio of 43 : 1 and 45

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Separation of Isomeric Glycosides Produced by Transglycosylation of Starch with Ethylene Glycol

Cited by 18 publications

References 7 publications

Sweetness and bitterness of some aliphatic .alpha.,.omega.-glycol D-glucopyranosides

Sweetness and bitterness of some aliphatic .alpha.,.omega.-glycol D-glucopyranosides

Urethane Plastics Based on Starch and Starch-Derived Glycosides

Starch‐derived glycol and glycerol glucosides prepared by reactive extrusion processing

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