Styrenated phenol
[CAS# 61788-44-1]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Phenols, ethers and epoxides >> Phenolic flavors
• Name: Styrenated phenol
• Synonyms: 2,4-diethenylphenol
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.19
• CAS Registry Number: 61788-44-1
• EC Number: 262-975-0
• SMILES: C=Cc1ccc(O)c(C=C)c1

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.634, Calc.^*
• Boiling Point: 256.4±19.0 °C (760 mmHg), Calc.^*
• Flash Point: 115.1±11.2 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

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

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411

Discovery and Applications

Styrenated phenol is an organic compound formed by the reaction of phenol with styrene, a common aromatic compound. This reaction leads to the formation of a polymer or copolymer that contains both the phenolic and styrenic units. Styrenated phenol is primarily used as a modifier in various industrial processes, especially in the production of resins and plastics. Its chemical structure, featuring both a phenolic group and a styrene group, imparts unique properties that make it valuable in a range of applications, including in the manufacturing of adhesives, coatings, and thermosetting resins.

The discovery of styrenated phenol can be traced back to the development of polymer chemistry in the mid-20th century. As scientists and engineers sought to create new materials with improved properties, the combination of phenol with styrene emerged as a useful approach to modify the characteristics of existing compounds. By introducing the styrene group, the resulting styrenated phenol exhibited enhanced stability and better compatibility with other materials, making it particularly useful in polymer-based formulations.

Styrenated phenol is primarily used in the production of phenolic resins. These resins, known for their excellent thermal stability, mechanical strength, and resistance to chemical degradation, are used in a variety of applications, including the automotive, aerospace, and electronics industries. The addition of styrene to phenolic resins improves their processing properties, allowing for easier molding and shaping of complex components. This modification also enhances the resin's resistance to high temperatures and its ability to maintain structural integrity under stress.

In addition to its role in the production of phenolic resins, styrenated phenol is used as an additive in the formulation of adhesives and coatings. In adhesives, it acts as a tackifier, improving the adhesion properties of the product. In coatings, it enhances the durability and weather resistance of the final product, making it suitable for outdoor applications where exposure to environmental elements is a concern. Styrenated phenol’s compatibility with a wide range of other materials, including rubbers and plastics, further expands its utility in the formulation of diverse products.

Styrenated phenol also finds applications in the production of lubricants and surfactants. Its ability to interact with other organic molecules allows it to function as a stabilizer or dispersant in various formulations. In lubricants, it can help improve the efficiency and longevity of the product, while in surfactants, it aids in the dispersion of oil and water phases, facilitating the creation of stable emulsions.

While styrenated phenol offers many benefits, it is important to consider its environmental impact and safety profile. As with many phenolic compounds, styrenated phenol can be toxic if inhaled or ingested, and appropriate safety measures must be taken during its handling and use. Additionally, the production of styrenated phenol and its derivatives involves the use of petrochemical feedstocks, raising concerns about the sustainability of its manufacture. However, ongoing research into more sustainable production methods and alternative feedstocks may help address these concerns in the future.

In conclusion, styrenated phenol is a versatile chemical substance with significant applications in the production of resins, adhesives, coatings, and other polymer-based materials. Its unique chemical structure and beneficial properties make it a valuable ingredient in a variety of industrial processes, and its continued use is likely to expand as new applications are discovered.

References

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