Bicyclo[4.2.0]octa-1,3,5-triene, 3-(chloromethyl)- NEW

CAS No. 65886-91-1 corresponds to 4-Chloromethylbenzocyclobutene, an important derivative of the benzocyclobutene (BCB) family. It serves as a key intermediate for synthesizing high-performance polymer materials, and is widely applied in the fields of microelectronics and photonics.

I、Core Physicochemical Properties

1. Stability: Stable at room temperature; upon heating, the cyclobutene ring undergoes electrocyclic rearrangement to generate an o-xylylene intermediate.

2. Reactivity: The chloromethyl group has good nucleophilic substitution reactivity, enabling the introduction of various functional groups. At high temperatures (>200℃), the cyclobutene ring can undergo ring-opening polymerization or Diels-Alder reaction with dienophiles.

3. Solubility: Easily soluble in common organic solvents (e.g., dichloromethane, toluene, THF), insoluble in water.

4. Purity: Industrial-grade products typically have a purity of ≥98% (HPLC), while electronic-grade products can reach over 99.5%.

II、

1. Microelectronics Field (Core Application)

• Precursor of low dielectric constant materials: Used to synthesize bisbenzocyclobutene resins with a dielectric constant (Dk) as low as 2.6, low dielectric loss (Df) and excellent thermal stability (Tg>350℃). It is one of the preferred interlayer dielectric materials for advanced integrated circuits.

• Raw material for photoresists: Synthesizing BCB-based photoresists for fine pattern transfer in chip manufacturing, featuring high resolution and good etching resistance.

• Packaging materials: Preparing high-performance packaging resins to improve chip reliability and reduce signal delay.

2. Polymer Material Synthesis

• Functional polymer monomer: Introducing crosslinking points through chloromethyl functional groups to prepare special plastics and elastomers with high temperature resistance and chemical corrosion resistance.

• Adhesives and coatings: Synthesizing BCB-based adhesives for packaging microelectronic devices and bonding optical components, with high bonding strength and low moisture absorption (<0.2%).

3. Organic Synthesis Intermediate

• Used in synthesizing fine chemicals such as fluorescent agents, dyes and pharmaceutical intermediates.

• Preparing functionalized benzocyclobutene derivatives to expand the application scope of the BCB material family.