6-(4-Hydroxyphenoxy)hexyl acrylate
[CAS# 161841-12-9]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: 6-(4-Hydroxyphenoxy)hexyl acrylate
• Synonyms: 4-[(6-Acryloxy)hexyloxy]phenol; 4-[6-(Acryloyloxy)hexyloxy]pheno
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32
• CAS Registry Number: 161841-12-9
• SMILES: C=CC(=O)OCCCCCCOC1=CC=C(C=C1)O

Properties

• Solubility: Very slightly soluble (0.16 g/L) (25 °C), Calc.^*
• Density: 1.090±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Melting point: 55 °C (water )^**

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2013 ACD/Labs)

^** van der Zande, Bianca M. I.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Discovery and Applications

6-(4-Hydroxyphenoxy)hexyl acrylate is a notable chemical compound with the formula C15H18O4. This substance is recognized for its unique structure, which combines a hydroxyphenoxy group with a hexyl acrylate moiety. The compound's design allows for various applications in polymer chemistry and materials science.

The discovery of 6-(4-Hydroxyphenoxy)hexyl acrylate stems from the desire to create versatile monomers with specific functional groups. The synthesis of this compound typically involves the reaction of 4-hydroxyphenol with hexyl acrylate. The hydroxyl group of the phenol reacts with the acrylate ester to form the desired compound, incorporating a hexyl chain to enhance solubility and reactivity.

In polymer chemistry, 6-(4-Hydroxyphenoxy)hexyl acrylate is used as a monomer in the production of functional polymers. The compound's acrylate group participates in polymerization reactions, leading to the formation of polymers with enhanced properties. The presence of the hydroxyphenoxy group introduces additional functionality, allowing for the development of materials with specific characteristics, such as improved adhesion or increased thermal stability.

One significant application of 6-(4-Hydroxyphenoxy)hexyl acrylate is in the development of coatings and adhesives. The compound's ability to form strong, durable films makes it suitable for use in various coating formulations. The hydroxyphenoxy group contributes to the adhesion properties of the coating, enhancing its performance on different substrates. Similarly, in adhesive formulations, the compound helps to improve bond strength and durability.

Additionally, 6-(4-Hydroxyphenoxy)hexyl acrylate is used in the production of specialty polymers for advanced materials. The compound's structure allows for the incorporation of additional functional groups into the polymer backbone, enabling the creation of materials with tailored properties. These materials find applications in areas such as electronics, where specific mechanical and chemical properties are required.

The compound also plays a role in research and development, particularly in the exploration of new polymerization techniques and material formulations. Its reactivity and functional groups make it a valuable tool for studying polymer behavior and developing innovative materials with unique properties.

Overall, 6-(4-Hydroxyphenoxy)hexyl acrylate is a versatile compound with significant applications in polymer chemistry, coatings, adhesives, and advanced materials. Its unique combination of functional groups enables the creation of materials with enhanced performance and specific properties, making it an important substance in both industrial and research contexts.

References

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