ChemicalBook > CAS DataBase List > 2-Methacryloyloxy-2-methyladamantane

2-Methacryloyloxy-2-methyladamantane

Product Name
2-Methacryloyloxy-2-methyladamantane
CAS No.
177080-67-0
Chemical Name
2-Methacryloyloxy-2-methyladamantane
Synonyms
2-METHYL-2-ADAMANTYL METHACRYL;-Methyl-2-adamantylmethacrylate;2-Ethy1-2-adamantylmethacrylate;2-Methyl-2-adaMantyl Methacrylte;2-Methyl-2-adamantyl methacrylate;2-MethyladaMantan-2-yl Methacrylate;2-methacryloyloxy-2-methyladamantane;2-Methyl-2-adamantyl methacrylate (MADMA);Methacrylic Acid 2-Methyl-2-adamantyl Ester;2-Methyl-2-adamantylmethacrylate 177080-67-0
CBNumber
CB31483683
Molecular Formula
C15H22O2
Formula Weight
234.33
MOL File
177080-67-0.mol
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2-Methacryloyloxy-2-methyladamantane Property

Boiling point:
301.3±11.0 °C(Predicted)
Density 
1.06±0.1 g/cm3(Predicted)
refractive index 
1.5050 to 1.5090
Flash point:
120°C(lit.)
storage temp. 
2-8°C
form 
clear liquid
color 
Colorless to Almost colorless
Specific Gravity
1.06
Sensitive 
Heat Sensitive
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
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Safety

HS Code 
2902190000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
M2260
Product name
2-Methacryloyloxy-2-methyladamantane (stabilized with MEHQ)
Purity
>97.0%(GC)
Packaging
1g
Price
$54
Updated
2024/03/01
TCI Chemical
Product number
M2260
Product name
2-Methacryloyloxy-2-methyladamantane (stabilized with MEHQ)
Purity
>97.0%(GC)
Packaging
5g
Price
$216
Updated
2024/03/01
TRC
Product number
M219910
Product name
2-Methyl-2-adamantylMethacrylate
Packaging
50mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
9297AA
Product name
2-Methyladamantan-2-ylmethacrylate
Packaging
1g
Price
$158
Updated
2021/12/16
AK Scientific
Product number
9297AA
Product name
2-Methyladamantan-2-ylmethacrylate
Packaging
5g
Price
$425
Updated
2021/12/16
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2-Methacryloyloxy-2-methyladamantane Chemical Properties,Usage,Production

Description

2-Methyl-2-adamantylmethacrylate (2-Methacryloyloxy-2-methyladamantane) 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.

Application

2-Methacryloyloxy-2-methyladamantane as a guest molecule can be introduced onto the silicon substrate by interacting with β-cyclodextrin (β-CD) to construct supramolecular composite surfaces. After the assembly of hydrophilic guest molecules on the main surface, the wettability, water lubrication and resistance to algal cell adhesion of the supramolecular composite surface were improved. This host-guest interface supramolecule provides a new way to prepare water-based lubrication and antifouling materials[2].

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 (2-Methacryloyloxy-2-methyladamantane) 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.
[2] RONGNIAN XU. Promoting Lubricity and Antifouling Properties by Supramolecular-Recognition-Based Surface Grafting[J]. Langmuir, 2018. DOI:10.1021/acs.langmuir.8b02375.

2-Methacryloyloxy-2-methyladamantane Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Methacryloyloxy-2-methyladamantane Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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View Lastest Price from 2-Methacryloyloxy-2-methyladamantane manufacturers

Shanghai Qyubiotech Co., Ltd.
Product
2-Methyl-2-adamantyl methacrylate 177080-67-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%+
Supply Ability
1000kg per Month
Release date
2022-12-26
Shanghai Joiny Pharmaceutical Co.,LTD
Product
2-Methyl-2-adamantyl methacrylate 177080-67-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99.5%
Supply Ability
1000kg
Release date
2024-06-04
Changzhou waston chemical technology Co.,Ltd
Product
2-Methyl-2-adamantylmethacrylate 177080-67-0
Price
US $0.00/L
Min. Order
1L
Purity
GC/LC≥98%
Supply Ability
According to customer requirements
Release date
2022-10-11

177080-67-0, 2-Methacryloyloxy-2-methyladamantaneRelated Search:


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