Bisphenol A ethoxylate dimethacrylate
[CAS# 41637-38-1]

Identification

• Classification: Catalysts and additives >> Polymer
• Name: Bisphenol A ethoxylate dimethacrylate
• Synonyms: ethane-1,2-diol;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol;prop-2-enoic acid
• CAS Registry Number: 41637-38-1
• EC Number: 609-946-4
• SMILES: CC(C)(C1=CC=C(C=C1)O)C2=CC=C(C=C2)O.C=CC(=O)O.C(CO)O

Properties

• Density: 1.12
• Refractive index: 1.493
• Flash point: 113 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H317-H319-H335-H413
• 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-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Skin sensitization	Skin Sens.	1	H317
Specific target organ toxicity - single exposure	STOT SE	3	H335
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Eye irritation	Eye Irrit.	2A	H320
Reproductive toxicity	Repr.	1A	H360
Acute toxicity	Acute Tox.	4	H332

Discovery and Applications

Bisphenol A ethoxylate dimethacrylate is a chemical compound belonging to the class of dimethacrylate esters, which are widely used in various industrial applications due to their versatility and effectiveness. This compound is characterized by its structure, which includes a bisphenol A backbone with ethoxylate groups and two methacrylate functionalities.

The development of Bisphenol A ethoxylate dimethacrylate was driven by the need for more efficient crosslinking agents in polymer chemistry. It emerged from the broader research on methacrylate esters, which have been utilized for their ability to form durable and stable polymers through radical polymerization. The ethoxylation of bisphenol A, a compound well-known for its use in producing polycarbonate plastics and epoxy resins, provides additional benefits such as enhanced solubility and reactivity.

In terms of applications, Bisphenol A ethoxylate dimethacrylate is primarily used in the field of advanced polymer materials. One of its main uses is in the production of high-performance resins and coatings. The compound's ability to crosslink effectively makes it ideal for creating coatings with enhanced durability, resistance to chemicals, and mechanical strength. This is particularly useful in applications where the coatings are exposed to harsh environments or require high resistance to wear and tear.

Additionally, Bisphenol A ethoxylate dimethacrylate is employed in the manufacturing of dental materials. In this context, the compound is used as a key ingredient in dental adhesives and composite resins. The dimethacrylate groups facilitate the formation of a strong network within the dental materials, which contributes to their mechanical properties and longevity. This makes them suitable for restorative procedures where high strength and resistance to degradation are critical.

The compound also finds use in the development of specialty polymers, including those used in electronics and optical applications. Its ability to form highly crosslinked structures is advantageous in producing materials with specific electrical and optical properties, such as insulators and light-sensitive coatings.

Research and development have demonstrated the effectiveness of Bisphenol A ethoxylate dimethacrylate in various formulations. Studies have shown that it provides improved performance characteristics in both resins and coatings, enhancing the overall quality and functionality of the final products. Its role in dental materials has been validated through numerous clinical and laboratory evaluations, confirming its effectiveness in providing durable and reliable dental restorations.

In summary, Bisphenol A ethoxylate dimethacrylate is a versatile chemical compound used extensively in the production of high-performance resins, coatings, and dental materials. Its ability to form strong crosslinked polymers makes it an important component in various industrial and medical applications, contributing to the advancement of material science and technology.

References

2021. Effect of an elastomeric urethane monomer on BisGMA-free resin composites containing different co-initiators. Clinical Oral Investigations, 25(7).
DOI: 10.1007/s00784-021-04078-1

2022. Monomer release from dental restorative materials containing dimethacrylate resin after bleaching. Clinical Oral Investigations, 26(6).
DOI: 10.1007/s00784-022-04446-5

2023. Comprehensive assessment of the estrogenic activity of resin composites. Chemosphere, 340.
DOI: 10.1016/j.chemosphere.2023.140104