4-tert-Butylcyclohexyl acrylate
[CAS# 84100-23-2]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: 4-tert-Butylcyclohexyl acrylate
• Synonyms: Blemmer TBCHA; CD 217; Genomer 1119; Laromer TBCH; SR 217; Sartomer CD 217
• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.31
• CAS Registry Number: 84100-23-2
• EC Number: 282-104-8
• SMILES: CC(C)(C)C1CCC(CC1)OC(=O)C=C

Properties

• Solubility: Practically insoluble (0.093 g/L) (25 °C), Calc.^*
• Density: 0.93±0.1 g/cm³ (20 °C 760 Torr), Calc.^*
• Boiling point: 259.2±9.0 °C (760 Torr), Calc.^*
• Flash point: 102.1±16.1 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2019 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Risk Statements: H315-H317-H319-H335-H400-H410-H411
• Safety Statements: P261-P264-P264+P265-P271-P272-P273-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P333+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Skin sensitization	Skin Sens.	1A	H317
Skin sensitization	Skin Sens.	1B	H317
Reproductive toxicity	Repr.	2	H361
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Skin sensitization	Skin Sens.	1	H317

• Transport Information: UN 3077

Discovery and Applications

4-tert-Butylcyclohexyl acrylate is a chemical compound notable for its use in polymer chemistry and materials science. Discovered in the mid-20th century as researchers sought new monomers for various applications, this compound has since become significant due to its unique properties and versatility in different industrial processes.

The compound's discovery was driven by the need for monomers that could impart specific characteristics to polymers, such as enhanced stability and improved performance in demanding environments. 4-tert-Butylcyclohexyl acrylate, with its bulky tert-butyl group attached to a cyclohexyl ring, was identified as a promising candidate for these applications due to its ability to modify the physical and chemical properties of polymers.

In terms of applications, 4-tert-Butylcyclohexyl acrylate is primarily used in the formulation of specialty polymers and copolymers. Its incorporation into polymer systems is known to enhance certain properties such as thermal stability, chemical resistance, and mechanical strength. These properties are crucial for applications requiring robust materials that can withstand harsh conditions. For instance, polymers containing 4-tert-Butylcyclohexyl acrylate are often utilized in coatings, adhesives, and sealants where high performance and durability are essential.

Moreover, the compound is valuable in the development of functional materials. The bulky tert-butyl group in 4-tert-Butylcyclohexyl acrylate introduces steric hindrance, which can affect the polymer's physical properties such as flexibility and hardness. This feature is exploited to create polymers with tailored properties for specific applications, including advanced materials used in automotive and aerospace industries.

The use of 4-tert-Butylcyclohexyl acrylate is also noted in the development of high-performance resins. These resins benefit from the compound's ability to provide better resistance to environmental factors such as UV radiation and oxidation. This makes them suitable for applications where long-term stability and performance are critical.

In summary, 4-tert-Butylcyclohexyl acrylate is an important chemical compound with significant applications in polymer chemistry. Its role in enhancing the properties of polymers makes it valuable for various industrial applications, from coatings to advanced materials.

References

1992. Laws and statutes. Zeitschrift für Lebensmittel-Untersuchung und Forschung, 194(6).
DOI: 10.1007/bf01185489