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Chemical and Functional Properties of Food Saccharides

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© 2004 by CRC Press LLC<br />

even at low DS values (0.023 to 0.099). Some <strong>of</strong> these inhibit growth <strong>of</strong> Escherichia<br />

coli, Bacillus subtilis, <strong>and</strong> Aspergillus niger. Long-chain <strong>and</strong> aromatic-ring sulfones<br />

are available by reacting starch with sultones. Sulfoethylaminated starches have also<br />

been described. Thiosulfates <strong>of</strong> starch reported in the literature include benzoylthiosulfate<br />

<strong>and</strong> benzoyloxy thiosulfate, produced by treating starch with the corresponding<br />

thiosulfate in an aqueous suspension at room temperature.<br />

Silylated starches are designed as glues, binders, coatings, water-repellent sizes,<br />

<strong>and</strong> glass-fiber sizes. Polysiloxanes react with starch in the presence <strong>of</strong> alkali aluminate,<br />

alkali hydroxide, or urea, <strong>and</strong> also with thiourea. Several modifications <strong>of</strong><br />

silylated starches are achieved by the use <strong>of</strong> silanes having the general structure<br />

R(CH 2) n Si(Me) m(OR 1 ) 3 – m, where R = NH 2, H, Me, Cl, CH=CH 2, SH, O, glycidoxy,<br />

CH 2=CHMeCOO; R 1 = C 1 –C 6 alkyl; n = 10–20; <strong>and</strong> m = 0– 2. Such derivatives are<br />

biodegradable.<br />

Acylation <strong>of</strong> starch improves several <strong>of</strong> its functional properties, particularly<br />

with respect to food cooking applications. Starch acylation is used to reduce setback<br />

viscosity, <strong>and</strong> control gelatinization time, stability at low pH, freeze–thaw stability,<br />

storage characteristics, <strong>and</strong> other characteristics.<br />

Starch esters are used as emulsifying agents, thickeners, <strong>and</strong> sizes; binders for<br />

coal briquets; <strong>and</strong> additives for hydraulic binders, paper coatings, <strong>and</strong> adhesives.<br />

Starch acetate having a degree <strong>of</strong> esterification above 0.03 is blended with diluted<br />

alkali <strong>and</strong> urea to produce an adhesive. Starch acetate has been used in wastewater<br />

treatment, especially in applications involving food processing. Starch dodecanoate<br />

having a degree <strong>of</strong> substitution above 2 has been patented as a base for<br />

chewing gum, <strong>and</strong> starch hexadecanoate is a component <strong>of</strong> shampoos. Esters <strong>of</strong><br />

higher fatty acids are used to produce special optical effects in photographic films.<br />

Acylation <strong>of</strong> hydrolyzed starch with acid anhydrides in pyridine gives products <strong>of</strong><br />

interest for medical <strong>and</strong> cosmetic use, <strong>and</strong> also has applications similar to those<br />

<strong>of</strong> acylated starches.<br />

Esters from unsaturated fatty acid chlorides are usually viscous or limpid oils<br />

soluble in hydrocarbons <strong>and</strong> turpentine, whose primary applications are as varnishes,<br />

films, artificial threads, aqueous emulsions, <strong>and</strong> rubber-like plastics. Heating them<br />

in an inert gas produces insoluble products caused by polymerization involving<br />

double bonds in the acyl moieites. As mentioned in the section on nitrates, acetates<br />

<strong>of</strong> amylose are less compact than amylopectin acetate. Esters <strong>of</strong> unsaturated acids<br />

have also been proposed as remoistenable adhesives.<br />

Mixed esters are proposed for use as petrochemical dispersants <strong>and</strong> cardboard<br />

adhesives. They are also compounded with starch <strong>and</strong> borax for use in processing<br />

corrugated board.<br />

19.3.7 HALOSTARCHES<br />

6-Iodoethylated starch resulting from the reaction <strong>of</strong> (hydroxypropyl)starch with Niodosuccinimide<br />

in the presence <strong>of</strong> triphenylphosphine is cited as a potential contrast<br />

material for medical imaging by computed tomography.<br />

Preparation <strong>of</strong> a chlorostarch for improved pigment retention in paper has been<br />

reported. Acetalation <strong>of</strong> chlorinated starches leads to a high-strength paper size.

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