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Cholesteryl benzoate, also called 5-cholesten-3-yl benzoate, is an
organic chemical In chemistry, organic compounds are generally any chemical compounds that contain carbon- hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
, an
ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...
of
cholesterol Cholesterol is any of a class of certain organic molecules called lipids. It is a sterol (or modified steroid), a type of lipid. Cholesterol is biosynthesized by all animal cells and is an essential structural component of animal cell memb ...
and
benzoic acid Benzoic acid is a white (or colorless) solid organic compound with the formula , whose structure consists of a benzene ring () with a carboxyl () substituent. It is the simplest aromatic carboxylic acid. The name is derived from gum benzoin ...
. It is a
liquid crystal Liquid crystal (LC) is a state of matter whose properties are between those of conventional liquids and those of solid crystals. For example, a liquid crystal may flow like a liquid, but its molecules may be oriented in a crystal-like way. Th ...
material forming
cholesteric liquid crystal A cholesteric liquid-crystal display (ChLCD) is a display containing a liquid crystal with a helical structure and which is therefore chiral. Cholesteric liquid crystals are also known as '' chiral nematic liquid crystals''. They organize in laye ...
s with helical structure. It can be used with
cholesteryl nonanoate Cholesteryl nonanoate, also called cholesteryl pelargonate, 3β-cholest-5-en-3-ol nonaoate or cholest-5-ene-3-β-yl nonanoate, is an ester of cholesterol and nonanoic acid. It is a liquid crystal material forming cholesteric liquid crystals wit ...
and
cholesteryl oleyl carbonate Cholesteryl oleyl carbonate (COC) is an organic chemical, a carbonate ester of cholesterol and oleyl alcohol with carbonic acid. It is a liquid crystal material forming cholesteric liquid crystals with helical structure. It is a transparent liq ...
in some
thermochromic Thermochromism is the property of substances to change color due to a change in temperature. A mood ring is an excellent example of this phenomenon, but thermochromism also has more practical uses, such as baby bottles which change to a differen ...
liquid crystals. It is used in some hair colors, make-ups, and some other cosmetic preparations. It can be also used as a component of the liquid crystals used for
liquid crystal display A liquid-crystal display (LCD) is a flat-panel display or other electronically modulated optical device that uses the light-modulating properties of liquid crystals combined with polarizers. Liquid crystals do not emit light directly but ...
s. Cholesteryl benzoate was the first material in which liquid crystal properties were discovered. In the late 1880s
Friedrich Reinitzer Friedrich Richard Reinitzer (25 February 1857 in Prague – 16 February 1927 in Graz) was an Austrian botanist and chemist. In late 1880s, experimenting with cholesteryl benzoate, he discovered properties of liquid crystals (named later by Ot ...
, an
Austria Austria, , bar, Östareich officially the Republic of Austria, is a country in the southern part of Central Europe, lying in the Eastern Alps. It is a federation of nine states, one of which is the capital, Vienna, the most populous ...
n
botanist Botany, also called , plant biology or phytology, is the science of plant life and a branch of biology. A botanist, plant scientist or phytologist is a scientist who specialises in this field. The term "botany" comes from the Ancient Greek wo ...
, while studying the chemicals in plants, heated cholesteryl benzoate. At 145 °C the material melted, yielding a cloudy fluid, which changed to the originally expected clear liquid at 178.5 °C. In 1888, the German physicist Otto Lehmann concluded the cloudy fluid presents a new phase of matter, and coined the term ''liquid crystal''.{{cite web, title=History and Properties of Liquid Crystals, url=https://www.nobelprize.org/educational/physics/liquid_crystals/history/, website=Official Web Site of the Nobel Prize, accessdate=5 February 2016


References

Cholestanes Liquid crystals Benzoate esters