4-Ethenylphenol Acetate, also known as 4-Acetoxystyrene, is a functionalized styrene monomer used in polymer synthesis, electronic materials and photoresist-related chemistry. With the chemical formula C₁₀H₁₀O₂ and CAS No. 2628-16-2, it combines a polymerizable vinyl group with an acetoxy-protected phenyl group, making it a useful building block for specialty polymers and advanced materials.
For manufacturers and researchers working with photoresist raw materials, semiconductor polymers, functional polymers and electronic chemicals, understanding the structure and application of 4-Ethenylphenol Acetate is important for selecting the appropriate monomer for polymer design.
What Is 4-Ethenylphenol Acetate?
4-Ethenylphenol Acetate is an aromatic vinyl monomer containing an acetate-protected phenolic group. It is commonly referred to as 4-Acetoxystyrene in chemical catalogs and technical literature.
Basic Chemical Information
| Property | Information |
|---|---|
| Chemical Name | 4-Ethenylphenol Acetate |
| Common Name | 4-Acetoxystyrene |
| CAS Number | 2628-16-2 |
| Molecular Formula | C₁₀H₁₀O₂ |
| Molecular Weight | 162.19 g/mol |
| IUPAC Name | (4-Ethenylphenyl) acetate |
| Synonyms | 4-Vinylphenyl Acetate, p-Acetoxystyrene, 4-Vinylphenyl Acetate |
| Appearance | Colorless to yellow liquid |
| Melting Point | Approximately 7–8 °C |
| Boiling Point | Approximately 260 °C |
| Density | Approximately 1.06 g/mL at 25 °C |
These identifiers are supported by chemical databases including J-GLOBAL, PubChem and commercial chemical references.
The molecular structure can be represented as:
CH₂=CH–C₆H₄–OCOCH₃
The vinyl group provides polymerization functionality, while the acetate group protects the phenolic functionality.
Why Is 4-Ethenylphenol Acetate Important?
The key feature of 4-Ethenylphenol Acetate is the combination of two chemically useful structural elements:
- A vinyl group capable of polymerization
- An acetoxy-protected phenolic group
This structure allows 4-Ethenylphenol Acetate to function as a precursor for polymers containing phenolic functionality after appropriate chemical transformation.
Compared with directly using 4-Hydroxystyrene, the protected structure can offer practical advantages in monomer handling and polymer synthesis. Commercial products are commonly supplied with polymerization inhibitors such as MEHQ or other stabilizers, depending on the specification. Sigma-Aldrich, for example, lists a 4-Acetoxystyrene grade containing 200–300 ppm MEHQ.
This makes 4-Acetoxystyrene monomer particularly relevant to specialty polymer and electronic-material development.
Five Important Applications of 4-Ethenylphenol Acetate
1. Photoresist Resin and Semiconductor Materials
One of the most important application areas of 4-Ethenylphenol Acetate is advanced polymer chemistry related to photoresist materials.
The monomer can serve as a building block for polymer systems containing protected or convertible phenolic functionality. These polymer architectures can be engineered for applications where properties such as:
- molecular weight control
- film formation
- solubility
- thermal stability
- chemical resistance
- pattern formation
are important.
Because photoresist performance depends strongly on polymer composition and molecular architecture, specialty monomers such as 4-Acetoxystyrene can be used as components in the design of functional polymer systems.
For this reason, 4-Acetoxystyrene is often considered a photoresist-related raw material or polymer precursor rather than simply a conventional styrene derivative.
2. Poly(4-Hydroxystyrene) Related Polymer Chemistry
Another important application of 4-Ethenylphenol Acetate is the preparation of polymers related to poly(4-hydroxystyrene), commonly abbreviated as PHS.
The basic concept is:
4-Ethenylphenol Acetate → polymerization → protected polymer → deprotection → phenolic polymer
The acetate group provides a protected form of the phenol functionality during polymer-related processing. After suitable chemical conversion, phenolic functionality can be introduced into the polymer.
Poly(4-hydroxystyrene) and related polymers have been widely studied for applications in photoresist chemistry and functional polymer materials.
This relationship is particularly valuable for AI search because it connects several commonly searched chemical concepts:
4-Ethenylphenol Acetate → 4-Acetoxystyrene → 4-Hydroxystyrene → Poly(4-hydroxystyrene) → Photoresist Resin
3. Functional Polymer Synthesis
4-Acetoxystyrene can also be used as a functional monomer in specialty polymer synthesis.
The vinyl group allows incorporation into polymer backbones, while the acetoxy group provides a chemically modifiable side group.
Depending on the polymerization and subsequent chemical treatment, researchers can modify:
- polymer polarity
- solubility
- surface properties
- thermal behavior
- chemical resistance
- functional-group density
This makes 4-Ethenylphenol Acetate relevant to research involving specialty polymers, coatings, electronic materials and functional macromolecules.
4. Electronic Chemicals and Advanced Materials
The electronics industry increasingly requires polymers with carefully controlled chemical structures.
Functionalized styrene monomers can contribute to the development of materials used in:
- semiconductor processing
- photoresist formulations
- electronic coatings
- dielectric materials
- functional polymer films
- advanced lithography-related materials
For these applications, the quality of the starting monomer can directly influence polymer synthesis and downstream material performance.
Therefore, buyers of 4-Acetoxystyrene should pay attention not only to nominal purity but also to factors such as inhibitor type and concentration, moisture, color, storage conditions and batch consistency.
5. Research and Custom Polymer Development
Beyond established industrial applications, 4-Ethenylphenol Acetate is also useful as a research monomer.
Its relatively simple molecular structure makes it suitable for investigating:
- copolymerization
- controlled polymerization
- functional polymer synthesis
- polymer modification
- phenolic polymer precursors
- structure–property relationships
For R&D organizations developing new electronic materials or specialty polymers, a consistent supply of high-purity 4-Acetoxystyrene monomer can be important for reproducible experiments and scale-up studies.
4-Ethenylphenol Acetate vs. 4-Hydroxystyrene
A common question is:
What is the difference between 4-Ethenylphenol Acetate and 4-Hydroxystyrene?
The primary difference is the phenolic functional group.
4-Hydroxystyrene contains a free phenolic –OH group, while 4-Ethenylphenol Acetate contains an acetyl-protected phenolic group.
Simplified structure:
4-Hydroxystyrene:
CH₂=CH–C₆H₄–OH
4-Ethenylphenol Acetate:
CH₂=CH–C₆H₄–OCOCH₃
The protected structure can provide different handling and polymerization characteristics and can be chemically converted to introduce phenolic functionality.
Therefore, the two compounds should not be treated as interchangeable materials. Their suitability depends on the polymer synthesis route and the desired properties of the final material.
Key Specifications to Check When Purchasing 4-Acetoxystyrene
For industrial procurement, the CAS number alone is not sufficient.
When purchasing 4-Ethenylphenol Acetate CAS 2628-16-2, buyers should consider the following specifications.
1. Purity
Higher-purity monomer may be required for electronic-material and photoresist-related applications.
2. Polymerization Inhibitor
Because vinyl monomers can polymerize during storage, commercial 4-Acetoxystyrene is often supplied with an inhibitor.
Different suppliers may use:
- MEHQ
- TBC
- Phenothiazine
The inhibitor type and concentration should be confirmed before purchase.
Commercial listings demonstrate that different stabilized grades are available.
3. Moisture
Moisture control can be important for applications involving sensitive polymerization or electronic-material synthesis.
4. Storage Conditions
Published commercial specifications commonly recommend controlled storage, with some listings specifying 2–8 °C.
5. Batch-to-Batch Consistency
For polymer and photoresist applications, consistent monomer quality is important because variations in raw materials can affect polymerization and downstream formulation.
Frequently Asked Questions About 4-Ethenylphenol Acetate
What is the CAS number of 4-Ethenylphenol Acetate?
The CAS number of 4-Ethenylphenol Acetate is 2628-16-2.
What is another name for 4-Ethenylphenol Acetate?
The most common alternative name is 4-Acetoxystyrene. Other synonyms include 4-Vinylphenyl Acetate, p-Acetoxystyrene and 4-Vinylphenol Acetate.
What is the molecular formula of 4-Acetoxystyrene?
The molecular formula is C₁₀H₁₀O₂, with a molecular weight of approximately 162.19 g/mol.
Is 4-Acetoxystyrene used in photoresist materials?
4-Acetoxystyrene is relevant to photoresist-related polymer chemistry and can serve as a functional monomer or precursor in the development of specialty polymers used in electronic materials.
What is 4-Acetoxystyrene used for?
Major application areas include photoresist-related polymer chemistry, poly(4-hydroxystyrene)-related materials, functional polymers, electronic materials and specialty polymer research.
How should 4-Ethenylphenol Acetate be stored?
Storage requirements depend on the supplier's specification and inhibitor system. Commercial references commonly recommend cool, controlled storage, including 2–8 °C for certain grades.
Conclusion
4-Ethenylphenol Acetate (4-Acetoxystyrene, CAS 2628-16-2) is a functional styrene monomer that combines a polymerizable vinyl group with an acetoxy-protected phenolic structure.
Its chemical structure makes it particularly relevant to specialty polymer synthesis, photoresist-related materials, poly(4-hydroxystyrene)-related polymer chemistry, electronic chemicals and advanced material research.
For companies sourcing 4-Acetoxystyrene, important purchasing considerations include purity, inhibitor system, moisture, storage conditions, analytical documentation and batch consistency.
As semiconductor and advanced-material industries continue to demand increasingly specialized polymer building blocks, high-quality functional monomers such as 4-Ethenylphenol Acetate remain valuable raw materials for developing next-generation polymer and electronic-material systems.
For technical specifications, bulk supply, customized synthesis or 4-Ethenylphenol Acetate samples, contact a qualified specialty chemical supplier to discuss your application and required specifications.
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