1-Methylcyclopentyl methacrylate Chemical Properties

Boiling point:

205.2±9.0 °C(Predicted)

Density 

0.96±0.1 g/cm3(Predicted)

Flash point:

74 °C

storage temp. 

Room temperature ( recommended cool, dark place below 15°C)

form 

clear liquid

Specific Gravity

0.95

color 

Colorless to Light yellow

InChI

InChI=1S/C10H16O2/c1-8(2)9(11)12-10(3)6-4-5-7-10/h1,4-7H2,2-3H3

InChIKey

VSYDNHCEDWYFBX-UHFFFAOYSA-N

SMILES

C(OC1(C)CCCC1)(=O)C(C)=C

Safety Information

HS Code 

2916.14.2050

1-Methylcyclopentyl methacrylate Usage And Synthesis

Description

1-Methylcyclopentyl methacrylate, also known as Methacrylic Acid 1-Methylcyclopentyl Ester, is a organic compound. It is commonly used as the Photoresist monomer. Photoresist (photo reactive materials) is a light-sensitive material used in several processes, such as photolithography and photoengraving, to form a patterned coating on a surface. Lithographic techniques such as deep X-ray lithography (DXRL), X-ray lithography (XRL), deep ultraviolet lithography (DUVL) and ultraviolet lithography (UVL) rely on this material[1].

Chemical Properties

Colorless to Light yellow clear liquid

Uses

1-Methylcyclopentyl methacrylate is used as Photoresist monomer.

Preparation

The preparation of 1-Methylcyclopentyl methacrylate is as follows:Add 1-methylcyclopentanol (730g, 7.29mol), dichloromethane (5100g), triethylamine (1819g, 17.98mol), 4-dimethylaminopyridine (8.9g, 0.0728mol) to the 10L four-necked flask Stirring and cooling with phenothiazine (7.3g) were started, and methacryloyl chloride (1143g, 10.93mol) was added dropwise at a temperature of 0 to 5℃., and the temperature was kept for 2h after the dropwise addition. (raw material≦2.0%).Water (2000g) was added to quench, and the temperature was controlled not to exceed 20℃. The organic phase was washed twice with 5% hydrochloric acid (2000g*2), twice with 5% aqueous sodium hydroxide solution (2000g*2), and twice with water (2000g*2), the organic phase was dried by adding anhydrous sodium sulfate, and spun. The solvent was evaporated and concentrated to obtain 1268g of crude product. The crude product was distilled under reduced pressure (negative pressure: 1mmHg column, external temperature: 60-70℃., main fraction: 35-40℃.) to obtain 921g of product.

Application

1-Methylcyclopentyl methacrylate can be applied in analog semiconductor, light-emitting diode LED, solar photovoltaic and other fields.

Solubility in organics

Very soluble in N,N-Dimethylformamide. Soluble in methanol. Sparingly soluble inglacial acetic acid. Very slightly soluble inchloroform. Practically insoluble in water.

References

[1] Vlnieska V, et al. Epoxy Resins for Negative Tone Photoresists. Polymers, 2019; 11: 1457.