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| Catalog Number | CI-SC-1207 |
| Product Name | Cholesteryl Oleyl Carbonate |
| CAS | 17110-51-9 |
| Structure |  |
| Synonyms | Cholest-5-en-3-ol (3beta)-, (9Z)-9-octadecenyl carbonate;Cholest-5-en-3beta-yl (Z)-octadec-9-en-1-yl carbonate |
| IUPAC Name | [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] [(Z)-octadec-9-enyl] carbonate |
| Molecular Weight | 681.1 g/mol |
| Molecular Formula | C46H80O3 |
| InChI | 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 |
| Boiling Point | 633.5 °C |
| Melting Point | 20 °C |
| Purity | 95% |
| Density | 0.94 g/mL |
| Appearance | Solid |
| Highest Usage In Residency Products | 0.06 |
| Isomeric SMILES | CCCCCCCC/C=C\CCCCCCCCOC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C |
Singh, Jatinder Pal, et al. IOSR Journal of Applied Physics, 2013, 3, 88-91.
Cholesterol oleyl carbonate (COC) is an organic compound, a carbonate formed by cholesterol and oleyl alcohol with carbonic acid. It is a liquid crystal material that forms cholesteric liquid crystals with a helical structure. It is also used in some hair dyes, cosmetics, and some other cosmetic preparations. This work studies the behavior of COC at different concentrations and temperatures, and experimentally measures the ultrasonic velocity, viscosity, and density.
Key Findings
· The table displays cholesterol oleyl carbonate's ultrasonic velocity and surface tension measurements at different temperature (303K, 308K, 313K, 318K, 323K).
· Figure 1 demonstrates that surface tension and viscosity maintain a direct proportional relationship. The graph in Figure 2 demonstrates how surface tension and viscosity change across various temperatures. The surface tension and viscosity values both decrease as temperature rises but experience distinct changes at 307K and 313K which might indicate BP II and BP I phase transitions.
· Highly chiral liquid crystals show one or multiple blue phases during their transition from the helical phase to the isotropic phase when heated. Blue phases demonstrate significantly greater viscosity when compared to both helical and isotropic phases. Both situations reveal that the crystalline structuring within blue phases endows these liquids with solid-associated properties. Thermotropic liquid crystal phase transitions depend on temperature changes.
What is Cholesteryl Oleyl Carbonate and its primary use?
Cholesteryl Oleyl Carbonate (COC) is a carbonate ester derived from cholesterol and oleyl alcohol combined with carbonic acid. It serves primarily as a liquid crystal (LC) molecule due to its crystalline material properties and helical structure. COC is used in various applications, including biomedical fields and the fabrication of multifunctional switchable devices.
How does Cholesteryl Oleyl Carbonate function as a liquid crystal?
As a liquid crystal, COC exhibits a low degree of molecular order, resulting in anisotropy-or directional differences-in its electrical, magnetic, and optical properties. These properties allow COC to respond to radiant energy by undergoing phase transitions, reflecting specific wavelengths of light based on the crystal array's "pitch length," which varies with temperature.
In what applications can Cholesteryl Oleyl Carbonate be utilized?
COC can be incorporated into polyethylene glycol (PEG)-polyurethane (PU) matrices to enhance haemocompatibility and reduce thrombogenicity, making it useful as a biomaterial in biomedical applications. Additionally, it can self-assemble with cadmium selenide (CdSe) quantum dots for creating novel multifunctional switchable devices.
What are the transition temperatures for Cholesteryl Oleyl Carbonate?
COC transitions from a crystal to an isotropic state at approximately 20°C. It reaches cholesteric-isotropic transition at about 40°C. While it naturally remains in a smectic phase, it may slowly crystallize into a solid over time.
What are some typical applications of liquid crystals like COC?
Liquid crystals, including COC, are commonly used in thermally activated displays, sensors, detection devices, and cosmetics due to their ability to change properties with temperature variance and light reflection capabilities. They are particularly valuable in creating responsive and adaptive material systems.
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