3,3,5-Trimethylcyclohexyl acrylate
[CAS# 86178-38-3]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: 3,3,5-Trimethylcyclohexyl acrylate
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29
• CAS Registry Number: 86178-38-3
• EC Number: 289-200-9
• SMILES: CC1CC(CC(C1)(C)C)OC(=O)C=C

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Hazard Statements: H315-H319-H335-H411
• Precautionary Statements: P261-P264-P264+P265-P271-P273-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Skin sensitization	Skin Sens.	1B	H317
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Skin sensitization	Skin Sens.	1	H317

• Transport Information: UN 3082

Discovory and Applicatios

3,3,5-Trimethylcyclohexyl acrylate is a specialized monomer widely used in the production of polymer materials due to its unique structural properties and ability to enhance the performance of coatings, adhesives, and other polymer-based products. The compound consists of a cyclohexane ring substituted with three methyl groups at the 3, 3, and 5 positions, attached to an acrylate group. This specific configuration provides the compound with both rigidity and flexibility, making it a valuable component in various polymerization processes.

The discovery of 3,3,5-Trimethylcyclohexyl acrylate was driven by the need for monomers that could improve the mechanical properties and durability of polymers. Its bulky cyclohexyl group offers steric hindrance, which can enhance the toughness of polymers while reducing shrinkage during curing processes. This makes the compound ideal for applications where both strength and dimensional stability are crucial, such as in protective coatings and high-performance adhesives.

One of the primary applications of 3,3,5-Trimethylcyclohexyl acrylate is in the production of UV-curable coatings and inks. In these systems, the acrylate group participates in free-radical polymerization when exposed to ultraviolet light, forming strong, cross-linked polymer networks. These UV-curable materials are used extensively in industries such as electronics, automotive, and packaging, where fast curing times, high durability, and resistance to environmental factors are essential.

In addition to coatings, 3,3,5-Trimethylcyclohexyl acrylate is used in the formulation of pressure-sensitive adhesives (PSAs). These adhesives benefit from the compound’s ability to provide a balance of tack, peel strength, and cohesive strength, making them suitable for use in labels, tapes, and other bonding applications. The cyclohexyl structure contributes to the flexibility and resistance of the adhesive, ensuring that it performs well under various stress conditions.

This monomer is also employed in the production of specialty polymers used in the medical field. In medical devices and coatings, it provides enhanced biocompatibility, strength, and resistance to wear and degradation, making it valuable for use in long-lasting materials that come into contact with biological tissues.

The versatility of 3,3,5-Trimethylcyclohexyl acrylate lies in its ability to modify the mechanical and chemical properties of polymers, making it a key component in the development of advanced materials.