| Identification | Back Directory | [Name]
2-Methyl-2-adamantylmethacrylate | [CAS]
177080-67-0 | [Synonyms]
2-METHYL-2-ADAMANTYL METHACRYL
2-Methyl-2-adaMantyl Methacrylte
2-Methyl-2-adamantyl methacrylate
2-MethyladaMantan-2-yl Methacrylate
2-methacryloyloxy-2-methyladamantane
Methacrylic Acid 2-Methyl-2-adamantyl Ester
(2-methyl-2-adamantyl) 2-methylprop-2-enoate
2-Methyl-2-adamantylmethacrylate 177080-67-0
2-Methacryloyloxy-2-methyladamantane 177080-67-0
2-Methyl-2-Adamantyl Methacrylate MAMA ArF monomers
2-Methacryloyloxy-2-methyladamantane(stabilizedwithMEHQ)>
2-Methacryloyloxy-2-MethyladaMantane (stabilized with MEHQ)
2-Propenoic acid, 2-methyl-, 2-methyltricyclo[3.3.1.13,7]dec-2-yl ester
2-Methyl-2-adamantyl Methacrylate
Methacrylic Acid 2-Methyl-2-adamantyl Ester | [Molecular Formula]
C15H22O2 | [MDL Number]
MFCD04114354 | [MOL File]
177080-67-0.mol | [Molecular Weight]
234.33 |
| Chemical Properties | Back Directory | [Boiling point ]
301.3±11.0 °C(Predicted) | [density ]
1.06±0.1 g/cm3(Predicted) | [refractive index ]
1.5050 to 1.5090 | [Fp ]
120°C(lit.) | [storage temp. ]
Sealed in dry,2-8°C | [form ]
clear liquid | [color ]
Colorless to Almost colorless | [InChI]
InChI=1S/C15H22O2/c1-9(2)14(16)17-15(3)12-5-10-4-11(7-12)8-13(15)6-10/h10-13H,1,4-8H2,2-3H3 | [InChIKey]
FDYDISGSYGFRJM-UHFFFAOYSA-N | [SMILES]
C(OC1(C)C2CC3CC1CC(C3)C2)(=O)C(C)=C |
| Hazard Information | Back Directory | [Description]
2-Methyl-2-adamantylmethacrylate is an aliphatic hydrocarbon with a
trifluoromethyl group. It is a monomer that can be used to make
polymers. 2-Methyl-2-adamantylmethacrylate has been shown to
polymerize rapidly and form high molecular weight polymers. It reacts
with hydroxyl groups to form ester linkages. This molecule also has the
ability to self assemble, making it a supramolecular material.
Impurities may affect the polymerization kinetics of this molecule and
must be removed before use. As this compound is hydrophobic, it can only
be patterned using a sublimable process. | [Chemical Properties]
Off-white powder. | [Uses]
2-Methyl-2-adamantylmethacrylate can be used to prepare Analog Semiconductors, Light-Emitting Diodes LED, Solar Photovoltaics PV. | [General Description]
Three different methacrylic monomers (g-butyrolactone methacrylate (GBLMA), 3-hydroxyl-1-adamantyl methacrylate (HAMA), and 2-methyl-2- adamantyl methacrylate (MAMA)) are the most often terpolymerized for 193 nm photoresists. The lactone group of GBLMA plays a vital role in the etching rate, facilitating binding to the substrate. The hydroxyl group of HAMA aids in the solubility and stability of the polymer. MAMA is particularly sensitive to 193 nm light and improves the etching resolution (chemical amplification)[1].
| [Synthesis]
The synthesis of 2-Methyl-2-adamantylmethacrylate is as follows:Add 3546ml of n-heptane in the 5L four-necked flask equipped with stirring paddle, condenser tube and thermometer, turn on stirring, add 126.3g of 2-methyladamantanol to the system, and slowly add 0.022g polymerization inhibitor tetrachlorobenzoquinone to the reaction, add 110.8g basic ion exchange resin, adjust pH=7-8, cool down to -13°C, slowly add 110.8g vinyl methacrylate dropwise to the reaction system, keep the reaction for 7h, monitor the reaction progress, and take samples for detection After the reaction was completed, 1000 ml of water was added to the reaction system, and the mixture was stirred and extracted for phase separation. The organic phase was dried, concentrated under reduced pressure and evaporated to dryness to obtain 167 g of 2-methyl-2-adamantyl methacrylate product with a yield of 93.78%.
| [References]
[1] M. Maríc. “Nitroxide‐mediated polymerization of adamantyl‐functional methacrylates for 193 nm photoresists.” Canadian Journal of Chemical Engineering 95 1 (2017): 708–716. |
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