2-(oxiran-2-ylmethylsulfanylmethyl)oxirane

2-(Oxiran-2-ylmethylsulfanylmethyl)oxirane (CAS: 14974-71-1)

Synonyms: Bis(glycidyl sulfide), Diglycidyl sulfide

Chemical Nature

This compound contains two epoxy groups and one thioether linkage (–S–).

It is a sulfur-containing diepoxide, typically appearing as a colorless to light-yellow liquid.

It readily reacts with amines, anhydrides, phenols, and carboxylic acids through epoxy ring-opening reactions.

Main Applications and Functions

1️⃣ Epoxy Resin Crosslinker / Reactive Diluent

• Acts as a bifunctional crosslinking monomer in epoxy resin systems.

• Improves flexibility, adhesion, and impact resistance of cured epoxy materials.

• Commonly used in electronic encapsulants, adhesives, coatings, and composite materials.

2️⃣ Intermediate for Sulfur-Containing Polymers

• The thioether structure enhances heat resistance, chemical resistance, and dielectric properties.

• Used in the synthesis of high-performance rubbers, coatings, and composite materials that require sulfur-bridged structures.

3️⃣ Chemical Intermediate

• Serves as a versatile building block to introduce both epoxy and thioether functionalities in organic synthesis.

• Used in the preparation of special monomers, curing agents, and surface modification reagents.

Application Examples

• Electronics: Modifier for epoxy encapsulation resins to enhance flexibility.

• Adhesives & Coatings: Improves adhesion and aging resistance.

• Composites: Enhances interfacial bonding strength.

• Fine Chemicals: Intermediate for introducing sulfur and epoxy functionalities.

Handling Notes

• Reactive epoxy compound with skin and eye irritation risk.

• Store in a dry, cool place; avoid contact with acids and bases.

• Control reaction temperature to prevent self-polymerization.

✅ Summary

2-(Oxiran-2-ylmethylsulfanylmethyl)oxirane (CAS 14974-71-1) is a sulfur-containing diepoxide used mainly as an epoxy resin crosslinking modifier, reactive diluent, and functional chemical intermediate.

It enhances the flexibility, adhesion, and chemical resistance of polymer systems.