2-Methacryloyloxyethyl phosphorylcholine
ALDRICH/730114 - contains ≤100 ppm MEHQ as inhibitor, 97%
Synonym: MPC
CAS Number: 67881-98-5
Empirical Formula (Hill Notation): C11H22NO6P
Molecular Weight: 295.27
MDL Number: MFCD11112180
Linear Formula: C11H22NO6P
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 730114-5G
| assay | 97% |
| contains | ≤100 ppm MEHQ as inhibitor |
| form | powder or crystals |
| InChI | 1S/C11H22NO6P/c1-10(2)11( |
| InChI key | ZSZRUEAFVQITHH-UHFFFAOYSA |
| mp | 143-148 °C |
| SMILES string | CC(=C)C(=O)OCCOP([O-])(=O |
| storage temp. | 2-8°C |
| Application: | 2-Methacryloyloxyethyl phosphorylcholine (MPC) can be used in the following applications: • Use as a monomer to produce fully zwitterionic polymer networks in a solvate ionic liquid for use as a gel electrolyte in lithium-based batteries. • Synthesis of polymer coatings for medical devices to prevent blood clotting and bacterial adhesion. • Preparation of hydrogels for use as contact lens materials and wound dressing. • Production of polymeric micelles and nanoparticles for drug delivery. • Use as a monomer to prepare polymer-modified antifouling silicone hydrogel contact lenses. The addition of MPC forms a cell membrane-like structure on the contact lens and helps to prevent cell and bacterial adhesion on the surface. |
| Features and Benefits: | • It has bioinert properties due to the presence of a zwitter ionic phosphorylcholine (PC) group in the side chain. • It can build various molecular architectures with tunable properties. • It has excellent resistance to cell adhesion, blood coagulation, and non-specific protein adsorption. |
| General description: | 2-Methacryloyloxyethyl phosphorylcholine (MPC) is a zwitterionic phosphorylcholine group-containing methacrylate monomer and is the most suitable monomer to mimic the phospholipid polar groups contained with cell membranes. It is also used in the preparations of a wide range of polymeric biomaterials because of its excellent resistance to nonspecific protein adsorption, biocompatibility, and low toxicity. It is also used to develop diverse molecular structures with adjustable properties using a range of polymerization methods, including living radical polymerization. Due to the reactivity of methacrylate, MPC-based materials have a wide range of applications in biomedical fields. Furthermore, MPC is also used as a monomer in the production of various polymeric materials for several applications such as medical devices, lithium-based batteries, contact lenses, drug delivery, wound dressings, and tissue engineering scaffolds. |
| Packaging: | 5 g in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H317 |
| Precautionary statements | P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Purity | 97% |
| mp | 143-148 °C |
| Storage Temp. | 2-8°C |
| UNSPSC | 12162002 |