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Caprolactone
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- ε-Caprolactone or
simply caprolactone is a cyclic ester, a member of the lactone family,
with a seven-membered ring with the formula (CH₂)₅CO₂. This colorless
liquid is miscible with most organic solvents. It is produced on a very
large scale as a precursor to caprolactam.
- The great majority of
caprolactone is consumed, often in situ, as a precursor to caprolactam.
It is also a monomer used in the manufacture of highly specialised
polymers.
- Caprolactone is a
colourless liquid with a melting point of -1.3 °C and a boiling point of
237 °C. The substance
is miscible with water in all proportions and the calculated log Kow (octanol-water
partition coefficient) is 0.68.
The vapour pressure of -caprolactone is 0.81 Pa.
- Caprolactone is
prepared industrially by Baeyer-Villiger oxidation of cyclohexanone with
peracetic acid.The three main manufacturers are BASF in the USA, Daicel
in Japan and the largest Perstorp in the UK.
- Several other
caprolactones are known, although none approaches the technological
importance of ε-caprolactone. These isomers include alpha-, beta-,
gamma-, delta-caprolactones. All are chiral. Gamma-caprolactone is
component of flower aromas and an insect pheromone. delta-Caprolactone
is found in heated milk fat.
- Caprolactone
hydrolyses rapidly and the resulting hydroxycarboxylic acid displays
unexceptional toxicity, as is common for
the other hydroxy carboxylic acids.It is known to cause severe eye
irritation. Exposure may result in corneal injury.
- Caprolactone - About
50 % of the quantity produced is used on site for the production of
polymers(poly caprolactones). The remaining 50 % is sold to customers
(downstream users) as an intermediate for use in the manufacture of
resins and polymers.
- ε-Caprolactone
exhibits low acute toxicity by all potentially relevant routes of
exposure.
- Caprolactones, are
integral in applications such as the production of support material for
top-quality shoes, waterborne PUDs and modern
orthopedic brace supports.
- The market for
caprolactone - based technology is continuing
to grow rapidly.
- Capa
polycaprolactones are specialty polyester polyols that are typically
used as the soft segment component in a wide range of highperformance
polyurethane CASE applications, such as PUDs for wood and leather
coatings, cast elastomers, TPUs, and protective coatings, solvent,
water-based and 2K systems for chemical protection for steel and
flooring applications.
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Patent, Products, Functions, Applications, Company Profiles, Suppliers, Market, Report"
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