Oxybis(methyl-2,1-ethanediyl) diacrylate
[CAS# 57472-68-1]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: Oxybis(methyl-2,1-ethanediyl) diacrylate
• Synonyms: Dipropylene glycol diacrylate; 2-Propenoic acid oxybis(methyl-2,1-ethanediyl) ester
• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.30
• CAS Registry Number: 57472-68-1
• EC Number: 260-754-3
• SMILES: CC(COCC(C)OC(=O)C=C)OC(=O)C=C

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.452, Calc.^*
• Boiling Point: 312.3±17.0 ºC (760 mmHg), Calc.^*
• Flash Point: 133.2±21.0 ºC, Calc.^*

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

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Hazard Statements: H315-H317-H318
• Precautionary Statements: P261-P264-P272-P280-P302+P352+P333+P313+P363-P305+P351+P338+P310-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Skin sensitization	Skin Sens.	1	H317
Serious eye damage	Eye Dam.	1	H318
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Specific target organ toxicity - single exposure	STOT SE	3	H335

• Transport Information: UN 1760

Discovory and Applicatios

Oxybis(methyl-2,1-ethanediyl) diacrylate, commonly referred to as Oxybis(methylacrylate) or OBMA, is a notable chemical compound recognized for its role as a monomer in polymer chemistry. This compound is part of a larger class of acrylate esters used extensively in various industrial applications due to their versatile properties.

The discovery and development of Oxybis(methyl-2,1-ethanediyl) diacrylate can be traced back to advancements in polymer chemistry during the late 20th century. Researchers sought to develop monomers that could enhance the mechanical and chemical properties of polymers. OBMA emerged as a significant compound due to its unique chemical structure, which includes two acrylate groups attached to an oxybis(methyl) backbone. This structure imparts specific characteristics to the resulting polymers, such as increased cross-linking density and improved thermal stability.

One of the primary applications of Oxybis(methyl-2,1-ethanediyl) diacrylate is in the production of high-performance polymers and resins. Its role as a cross-linking agent makes it valuable in the formulation of durable coatings, adhesives, and composite materials. In these applications, OBMA contributes to the formation of a robust network structure within the polymer matrix, enhancing the material's strength, flexibility, and resistance to environmental factors.

In the coatings industry, OBMA is used to improve the properties of UV-curable coatings. These coatings are often employed in applications requiring rapid curing and high durability, such as in automotive finishes and industrial protective coatings. The presence of OBMA in the formulation helps achieve a more uniform and resilient coating layer, providing better protection and aesthetic qualities.

In the field of adhesives, OBMA's role as a cross-linker contributes to the formulation of high-strength adhesives with excellent bonding capabilities. These adhesives are used in a variety of applications, including in the aerospace and automotive industries, where strong and reliable adhesion is crucial.

The use of Oxybis(methyl-2,1-ethanediyl) diacrylate is also prominent in the production of composite materials. These materials often require a combination of strength, flexibility, and resistance to degradation. OBMA's inclusion in the resin formulations enhances these properties, making it suitable for use in advanced composites employed in various industrial sectors.

Despite its benefits, the handling and use of Oxybis(methyl-2,1-ethanediyl) diacrylate must be managed with care, as acrylate compounds can be reactive and may pose health risks if not handled properly. Manufacturers and researchers must adhere to safety guidelines to ensure safe use and minimize any potential hazards associated with this compound.

In summary, Oxybis(methyl-2,1-ethanediyl) diacrylate is a significant chemical compound used as a monomer in polymer chemistry. Its applications span across coatings, adhesives, and composite materials, where it enhances the performance and durability of the final products. The compound's unique chemical properties make it a valuable addition to various industrial formulations, contributing to advancements in material science and engineering.

References

1998 Occupational allergic contact dermatitis from UV-cured lacquer containing dipropylene glycol diacrylate. Contact Dermatitis, 39(1).
DOI: 10.1111/j.1600-0536.1998.tb05814.x

2021 Allergic contact dermatitis caused by dipropylene glycol diacrylate in the Omnipod� insulin pump*. The British journal of dermatology, 185(5).
DOI: 10.1111/bjd.20751