The Procter Gamble Company

The Proctor 'Gamble Company

Robert A Volpenhein

Ronald James Jandacek

Fred Hugh Mattson

A nutritonal fat suitable for enteral and parenteral products is disclosed. This fat consists essentially of from about 50 to 100% by weight triglycerides having the formula: ##STR1## wherein each R.sup.1 group is selected from n-heptanoyl, n-octanoyl, n-nonanoyl, n-decanoyl and n-undecanoyl groups; and the R.sup.2 groups comprise from 0 to about 90% saturated acyl groups selected from n-heptanoyl, n-octanoyl, n-nonanoyl, n-decanoyl, n-undecanoyl, lauroyl, myristoyl, palmitoyl, stearoyl and mixtures thereof; from 0 to about 90% oleoyl groups; from about 10 to 100% linoleoyl groups; and from 0 to about 10% linolenoyl groups.

Nutritional fat suitable for enteral and parenteral products

alpha-Acylated glycerides having the formula: ##STR1## wherein each R.sup.1 is a C.sub.10 -C.sub.14 alkyl group and wherein each R.sup.2 is a C.sub.14 -C.sub.16 aliphatic group are disclosed. These alpha-acylated glycerides are useful as non-digestible fats in low calorie fat-containing food compositions.

Acylated glycerides useful in low calorie fat-containing food

An improved solvent-free transesterification process for producing higher polyol fatty acid polyesters is disclosed. In this process a mixture of a polyol, a fatty acid methyl, 2-methoxy ethyl or benzyl ester, an alkali metal fatty acid soap, and a basic catalyst, having a molar ratio of soap:polyol of from about 0.6:1 to about 1:1, preferably from about 0.75:1 to about 1:1, is heated to form a homogeneous melt. To this melt is subsequently added excess fatty acid methyl, 2-methoxy ethyl or benzyl ester, yielding the desired polyol fatty acid polyesters.

Synthesis of higher polyol fatty acid polyesters using high soap:polyol

An improved solvent-free transesterification process for producing polyol fatty acid polyesters is disclosed. In this process, a mixture of a polyol, a fatty acid methyl, 2-methoxy ethyl or benzyl ester, an alkali metal fatty acid soap, and potassium carbonate, sodium carbonate or barium carbonate as a catalyst is heated to form a homogeneous melt. To this melt is subsequently added excess fatty acid methyl, 2-methoxy ethyl or benzyl ester, yielding the desired polyol fatty acid polyesters.

Synthesis of higher polyol fatty acid polyesters using carbonate

Saturated triglycerides are reacted with glycerol in the presence of either a glycerolysis catalyst or a pre-formed glycerate to provide a product which is a mixture of monoglycerides, triglycerides, 1,2-diglycerides and 1,3-diglycerides. The mixture is stored in the presence of a low temperature rearrangement catalyst at a storage temperature below the melting point of the glyceride ester components of the mixture and substantially all of the mixture is converted into 1,3-diglycerides. In this way there are prepared, for example, 1-palmitoyl,3-stearoyl diglyceride, 1,3-distearoyl diglyceride and 1,3-dipalmitoyl diglyceride, which are appropriate precursors for the synthesis of confectioner's hard butters, and the like.

Diglyceride manufacture

Non-absorbable polyol polyesters dissolve toxic lipophilic compounds in the stomach and intestine of humans and lower animals and thus decrease their absorption. The polyol polyesters also dissolve the toxic, lipophilic materials and their metabolites if they are excreted in bile, and prevent their resorption. The invention thus provides a means for detoxifying humans and lower animals which have ingested toxic lipophilic materials (e.g., DDT, Kepone, PCB, PBB) by accelerating the excretion of such materials that have accumulated in the body. The process involves oral administration to a human or lower animal in need of such treatment of a sufficient amount of a non-absorbable polyol fatty acid polyester to effect detoxification.

Detoxifying lipophilic toxins

Pharmaceutical compositions for inhibiting the absorption of cholesterol comprising effective unit dosage amounts of a polyol fatty acid ester having at least four fatty acid ester groups; and a method for treating and/or preventing hypercholesterolemia in an animal comprising systematically administering to such animal successive therapeutically effective doses of said polyol fatty acid ester.

Growing community of inventors

Cincinnati, OH, United States of America

Robert A Volpenhein