MilliporeSigma
All Photos(2)

151157

Sigma-Aldrich

Cholesteryl oleyl carbonate

Synonym(s):
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
Empirical Formula (Hill Notation):
C46H80O3
CAS Number:
Molecular Weight:
681.13
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

form

liquid crystal

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

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

A body-centered cubic structure for the cholesteric blue phase
Hornreich, R. M., and S. Shtrikman
Journal de Physique, 41(4), 335-340 (1980)
Anomalous selective reflection in cholesteryl oleyl carbonate-nematic 5CB mixtures and effects of their doping by single-walled carbon nanotubes
Lebovka, N. I., et al.
Liq. Cryst., 40(7), 968-975 (2013)
Viscosity variation of Cholesteryl oleyl carbonate at various temperature with Acoustic parametres.
Singh, Jatinder Pal, and Rajesh Sharma
IOSR Journal of Applied Physics, 3, 88-91 (2013)
Quantum dot self-assembly in liquid crystal media.
Emerging Liquid Crystal Technologies V, 7618(10), 76180F-76180F (2010)
Synthesis and evaluation of poly (hexamethylene-urethane) and PEG-poly (hexamethylene-urethane) and their cholesteryl oleyl carbonate composites for human blood biocompatibility.
Shih MF, et al.
Molecules (Basel), 16(10), 8181-8197 (2011)

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. Pristine polyacetylene is a typical semiconductor, but its electrical conductivity can be amplified by over 14 orders of magnitude through doping.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service