2-Ethyl-2-adamantyl methacrylate Property

Melting point:

40 °C

Boiling point:

318.3±11.0 °C(Predicted)

Density 

1.04±0.1 g/cm3(Predicted)

storage temp. 

<0°C

solubility 

soluble in Methanol

form 

powder to lump

color 

White to Almost white

InChI

InChI=1S/C16H24O2/c1-4-16(18-15(17)10(2)3)13-6-11-5-12(8-13)9-14(16)7-11/h11-14H,2,4-9H2,1,3H3

InChIKey

DCTVCFJTKSQXED-UHFFFAOYSA-N

SMILES

C(OC1(CC)C2CC3CC1CC(C3)C2)(=O)C(C)=C

EPA Substance Registry System

2-Propenoic acid, 2-methyl-, 2-ethyltricyclo[3.3.1.13,7]dec-2-yl ester (209982-56-9)

Safety

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

2-Ethyl-2-adamantyl methacrylate Chemical Properties,Usage,Production

Uses

2-Ethyl-2-adamantyl methacrylate is a monomer used in the synthesis of organic compounds.

Application

2-Ethyl-2-adamantyl methacrylate (EADMA) is mainly used as photoresist ArF monomer for the preparation of photoresist materials. PAG-bound polymer resists (HS-EA-PAG and GB-EA-PAG) prepared from EADMA and hydroxystyrene (HOST) or γ-butyrolactone methacrylate (GBLMA) are effective resists for 193 nm or EUV lithography.

Preparation

The preparation of 2-Ethyl-2-adamantyl methacrylate is as follows:Add 2175ml of n-hexane to the 3L four-necked flask equipped with stirring paddle, condenser tube and thermometer, turn on stirring, add 97g of 2-ethyladamantanol to the system, and slowly add 0.0072g of polymerization inhibitor tetrachlorobenzoquinone to the reaction system , add 72.5g of basic ion exchange resin, adjust pH=7-8, cool down to -10°C, slowly add 72.5g of vinyl methacrylate dropwise to the reaction system, keep the reaction for 6h, monitor the reaction progress, take a sample to detect the reaction is complete After adding 800 ml of water to the reaction system, stirring and extracting the phases, the organic phase was dried, concentrated under reduced pressure and evaporated to dryness to obtain 125 g of 2-ethyl-2-adamantyl methacrylate product with a yield of 93.45%.

General Description

Because adamantane has optical properties, heat resistance, and other properties, its derivatives are often used in optical disc substrates, optical fibers, or lens lamps. It can be used as a semiconductor photoresist, sealant for optical semiconductors, optical-electronic components, and their adhesives. Among them, electronic components made from alkyl adamantyl acrylates as raw materials have high resistance to dry etching in the semiconductor manufacturing process and have broad development prospects as semiconductor materials.