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Food Lipids: Chemistry, Nutrition, and Biotechnology

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portion of the consumption of vegetable waxes. The mineral waxes are further classified<br />

into the petroleum waxes, ozokerite, <strong>and</strong> montan. Based on their chemical<br />

structure, waxes represent a very broad spectrum of chemical types from polyethylene,<br />

polymers of ethylene oxide, derivatives of montan wax, alkyl esters of monocarboxylic<br />

acids, alkyl esters of hydroxy acids, polyhydric alcohol esters of hydroxy<br />

acids, Fisher–Tropsch waxes, <strong>and</strong> hydrogenated waxes, to long chain amide waxes.<br />

We begin with an overview of the diverse class of lipids known as waxes. The<br />

discussion presented that follows, which touches on source, structure, function, <strong>and</strong><br />

biosynthesis, is intended to serve as an entry to the literature, enabling the reader to<br />

pursue this topic in greater detail.<br />

B. Properties <strong>and</strong> Characteristics of Waxes<br />

The ancient Egyptians used beeswax to make writing tablets <strong>and</strong> models, <strong>and</strong> waxes<br />

are now described as man’s first plastic. Indeed, the plastic property of waxes <strong>and</strong><br />

cold-flow yield values allow manual working at room temperature, corresponding to<br />

the practices of the Egyptians. The melting points of waxes usually vary within the<br />

range 40–120�C.<br />

Waxes dissolve in fat solvents, <strong>and</strong> their solubility is dependent on temperature.<br />

They can also wet <strong>and</strong> disperse pigments, <strong>and</strong> they can be emulsified with water,<br />

which makes them useful in the furniture, pharmaceutical, <strong>and</strong> food industries. Their<br />

combustibility, associated with a low ash content, is important in c<strong>and</strong>le manufacture<br />

<strong>and</strong> solid fuel preparation. Waxes also find application in industry as lubricants <strong>and</strong><br />

insulators, where their properties as natural plastics, their high flash points, <strong>and</strong> their<br />

high dielectric constants are advantageous.<br />

The physical <strong>and</strong> technical properties of waxes depend more on molecular<br />

structure than on molecular size <strong>and</strong> chemical constitution. The chemical components<br />

of waxes range from hydrocarbons, esters, ketones, aldehydes, <strong>and</strong> alcohols to acids,<br />

mostly as aliphatic long chain molecules. The hydrocarbons in petroleum waxes are<br />

mainly alkanes, though some unsaturated <strong>and</strong> branched chain compounds are found.<br />

The common esters are those of saturated acids with 12–28 carbon atoms combining<br />

with saturated alcohols of similar chain length. Primary alcohols, acids, <strong>and</strong> esters<br />

have been characterized <strong>and</strong> have been found to contain an even straight chain of<br />

carbon atoms. By contrast, most ketones, secondary alcohols, <strong>and</strong> hydrocarbons have<br />

odd numbers of carbon atoms. The chemical constitution of waxes varies in great<br />

degree depending on the origin of the material. A high proportion of cholesterol <strong>and</strong><br />

lanosterol is found in wool wax. Commercial waxes are characterized by a number<br />

of properties. These properties are used in wax grading [4].<br />

1. Physical Properties of Waxes<br />

Color <strong>and</strong> odor are determined by comparison with st<strong>and</strong>ard samples in a molten<br />

state. In the National Petroleum Association scale, the palest color is rated 0, while<br />

amber colors are rated 8. Refined waxes are usually free from taste, this property<br />

being especially important in products such as c<strong>and</strong>elilla when it is used in chewing<br />

gum. Melting <strong>and</strong> softening points are important physical properties. The melting<br />

points can be determined by the capillary tube method or the drop point method.<br />

The softening point of a wax is the temperature at which the solid wax begins to<br />

soften. The penetration property measures the depth to which a needle with a definite<br />

top load penetrates the wax sample.<br />

Copyright 2002 by Marcel Dekker, Inc. All Rights Reserved.

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