12-Methacryloyldodeylphosphate CAS#: 85590-00-7; ChemWhat Code: 1211298
Identifiers
| Product Name | 12-Methacryloyldodeylphosphate |
| IUPAC Name | 10-phosphonooxydecyl 2-methylprop-2-enoate |
| Molecular Structure |  |
| CAS Registry Number | 85590-00-7 |
| Synonyms | 10-MDP;10-(meth)acryloyloxydecyl dihydrogen phosphate, 10-methacryloyloxydecyl dihydrogen phosphate, 10-methacryloyloxydecyl dihydrogenphosphate, (10-(methacryloyloxy)decyl) phosphate, MDP, 10-methacrylyloyloxydecyl dihydrogen phosphate, 10-(meth)acryloyloxydecyl dihydrogenphosphate |
| Molecular Formula | C14H27O6P |
| Molecular Weight | 322.33 |
| InChi | InChI=1S/C14H27O6P/c1-13(2)14(15)19-11-9-7-5-3-4-6-8-10-12-20-21(16,17)18/h1,3-12H2,2H3,(H2,16,17,18) |
| InChI Key | CFKBCVIYTWDYRP-UHFFFAOYSA-N |
| Canonical SMILES | CC(=C)C(=O)OCCCCCCCCCCOP(=O)(O)O |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| US4539382 | Adhesive composition | 1985 |
| US2019/192386 | LIGHT CURABLE COMPOSITION | 2019 |
| WO2006/20760 | SELF-ADHESIVE COMPOSITIONS INCLUDING A PLURALITY OF ACIDIC COMPOUNDS | 2006 |
| US5733949 | Antimicrobial adhesive composition for dental uses | 1998 |
| US6353041 | Dental compositions | 2002 |
| Literature | |
| Title | Publication Name |
| Effect of a novel prime-and-rinse approach on short- and long-term dentin bond strength of self-etch adhesives | Oral Sciences |
| Interaction of ACP and MDP and its effect on dentin bonding performance | Journal of the Mechanical Behavior of Biomedical Materials |
| Prime-and-rinse approach for improving the enamel micro-tensile bond strengths of self-etch adhesives | Journal of Adhesion Science and Technology |
Physical Data
| Appearance | Light yellow sticky liquid |
| Boiling Point | 450.2°C at 760 mmHg |
| Flash Point | 226.073°C |
| Density | 1.137 g/ml |
| Refractive Index | 1.47@20℃ |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) |
| Chemical shifts, Spectrum | 1H |
| Chemical shifts, Spectrum | 13C |
| Chemical shifts, Spectrum | 31P |
| 12-Methacryloyldodeylphosphate CAS 85590-00-7 HNMR |  |
| 12-Methacryloyldodeylphosphate CAS 85590-00-7 PNMR |  |
| 12-Methacryloyldodeylphosphate CAS 85590-00-7 HPLC |  |
Route of Synthesis
| Conditions | Yield |
| With trimethylsilyl bromide at 20℃; for 26h; Time; Inert atmosphere; Experimental Procedure The molar ratio of the two is 1: 70, N2The trimethyldimethylsilane (TMSBr) was added dropwise to the three-necked flask at a molar ratio of methacryloyl decyl dimethoxy phosphate to trimethyl bromosilane (TMSBr) at room temperature, The dropping rate was 0.1 mL / min, and the molar ratio of methacryloyl decamethoxophosphate to allyltrimethylbromosilane was 1: 0.6 and allyl trimethylbromosilane was added dropwise To the three-necked flask, the dropping rate was 0.1 mL / min. After the dropwise addition, the reaction was carried out at room temperature for 24 hAfter completion of the reaction, the solvent was removed by a rotary evaporator, and the molar ratio of methacryloyl decamethoxophosphate to distilled water was 1: 8.4, stirred in distilled water at room temperature for 10 min,4HCO3After neutralization, then CHCl3After extraction, the aqueous phase was combined and lyophilized by a freeze dryer to obtain a white powder methacryloyl decyl dihydrogen phosphate in a yield of 83.2%. | 87% |
Safety and Hazards
| GHS Hazard Statements | Not Classified |
| SDS Download | English Version German Version Danish Version |
Other Data
| Transportation | Under the room temperature and away from light |
| HS Code | 291614 |
| Storage | 2-8°C away from light |
| Shelf life | 6 months |
| Market price | USD 3000/kg |
| Use Pattern |
| Acidic group-containing polymeric monomer |
| Dental adhesive composition |
| Composition Speculation | |||
| 4-META | 10-13% | 10-MDP | 10-13% |
| Distilet Water | 20% | Acetone | 25-35% |
| TEGDMA | 5% | Glycerol Dimethacrylate | 15-25% |
| Silanated Silica | 5-10% | ||
| Stabilizer CAS#: 128-37-0 | 0.5-1% | Photo Initiator CAS#: 75980-60-8 | 2.5-5% |
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Approved Manufacturers | |
| Warshel Chemical Ltd | http://www.warshel.com/ |
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