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151157 Sigma-Aldrich

Cholesteryl oleyl carbonate

Synonym: 3β-Hydroxy-5-cholestene 3-oleyl carbonate, 5-Cholesten-3β-ol 3-oleyl carbonate, 5-Cholesten-3-yl 9-octadecenyl carbonate, Cholesterol 9-octadecenyl carbonate

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Properties

Related Categories Cholesteric, Liquid Crystals, Materials Science, Organic and Printed Electronics
optical activity   [α]27/D −22°, c = 2 in chloroform
SMILES string   CCCCCCCC\C=C/CCCCCCCCOC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(C)C
InChI   1S/C46H80O3/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34-48-44(47)49-39-30-32-45(5)38(35-39)26-27-40-42-29-28-41(37(4)25-23-24-36(2)3)46(42,6)33-31-43(40)45/h14-15,26,36-37,39-43H,7-13,16-25,27-35H2,1-6H3/b15-14-/t37-,39+,40+,41-,42+,43+,45+,46-/m1/s1
InChI key   XMPIMLRYNVGZIA-TZOMHRFMSA-N

Description

General description

Cholesteryl oleyl carbonate(COC) is a carbonate ester of cholesterol and oleyl alcohol with carbonic acid that is used as a liquid crystal(LC) molecule. It has is a crystalline material with a helical structure.

Application

COC can be incorporated in the polyethylene glycol(PEG)-polyurethane(PU) matrix that exhibits lower thrombogenicity and an improved haemocompatibility which can used as a biomaterial in biomedical applications. It may also be self-assembled with cadmium selenide(CdSe) quantum dots(QDs) for the fabrication of novel multifunctional switchable devices.

Packaging

25 g in poly bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
>235.4 °F
Flash Point(C) 
>113 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Asymmetric Polymerization in a Chiral Liquid Crystal Reaction Field

It is well known that polyacetylene is a one-dimensional conjugated macromolecule and a good representative for conducting polymers.1Pristine polyacetylene is a typical semiconductor, but its electri...
Kazuo Akagi, Department of Polymer Chemistry, Kyoto University
Material Matters 2010, 5.1, 25.
Keywords: Asymmetric synthesis, Bacterial conjugations, Calorimetry, Diffraction, Etherifications, High performance liquid chromatography, Isomerizations, Materials Science, Optical microscopy, Polymerization reactions, Purification, Scanning electron microscopy, Semiconductor, X-Ray diffraction

Peer-Reviewed Papers
15

References

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