Bis(tert-butyldioxyisopropyl)benzene
[CAS# 25155-25-3]

Identification

• Classification: Inorganic chemical industry >> Inorganic salt >> Oxides and peroxides
• Name: Bis(tert-butyldioxyisopropyl)benzene
• Synonyms: Bis[1-(tert-butylperoxy)-1-methylethyl]benzene; 1,4-Di-(2-tert-butylperoxyisopropyl) benzene
• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.49
• CAS Registry Number: 25155-25-3
• EC Number: 246-678-3
• SMILES: CC(C)(C)OOC(C)(C)C1=CC=C(C=C1)C(C)(C)OOC(C)(C)C

Properties

• Water solubility: <0.1 g/100 mL at 21 °C
• Density: 1.0±0.1 g/cm³, Calc.^*
• Melting point: 44-48 °C
• Index of Refraction: 1.475, Calc.^*
• Boiling Point: 374.8±35.0 °C (760 mmHg), Calc.^*
• Flash Point: 137.3±25.8 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS02 Danger
• Risk Statements: H242-H413
• Safety Statements: P210-P234-P235-P240-P273-P280-P370+P378-P403-P410-P411-P420-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Organic peroxides	Org. Perox.	D	H242
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Eye irritation	Eye Irrit.	2	H319
Organic peroxides	Org. Perox.	F	H242

• Transport Information: UN 3106

Discovery and Applications

Bis(tert-butyldioxyisopropyl)benzene, commonly referred to as a highly effective stabilizer and antioxidant in various industrial applications, represents a significant advancement in the field of polymer chemistry. This compound is valued for its ability to enhance the stability and longevity of materials by preventing oxidative degradation.

The discovery of Bis(tert-butyldioxyisopropyl)benzene stems from the need for effective stabilizers in the polymer industry. During the 20th century, as the use of synthetic polymers expanded, researchers identified the necessity for additives that could protect these materials from oxidative damage. The development of this compound was driven by its superior ability to inhibit oxidation processes, thereby extending the useful life of polymers and other materials.

The chemical structure of Bis(tert-butyldioxyisopropyl)benzene consists of a benzene ring with two tert-butyl groups, each linked to a dioxyisopropyl group. This configuration contributes to its robust antioxidant properties. The compound functions by scavenging free radicals and decomposing peroxides, which are common sources of oxidative damage. By neutralizing these reactive species, it prevents the breakdown of polymer chains and other components, thereby preserving the integrity and performance of the material.

In practical applications, Bis(tert-butyldioxyisopropyl)benzene is widely used as an additive in the manufacturing of polymers, including plastics, rubbers, and elastomers. Its primary role is to act as a stabilizer that enhances the thermal and oxidative stability of these materials. In the plastics industry, for example, it helps to maintain the color, mechanical properties, and structural integrity of plastic products during processing and throughout their service life.

Another significant application of this compound is in the production of synthetic rubbers. By incorporating Bis(tert-butyldioxyisopropyl)benzene, manufacturers can improve the durability and resistance of rubber products to environmental factors such as heat, light, and oxygen. This results in rubbers that perform better and last longer in various applications, from automotive components to industrial seals.

In addition to its use in polymers and rubbers, Bis(tert-butyldioxyisopropyl)benzene is also employed in the formulation of adhesives and coatings. The compound's antioxidant properties help to prevent degradation of these products, ensuring that they maintain their bonding strength and protective qualities over time.

The ongoing development and optimization of Bis(tert-butyldioxyisopropyl)benzene continue to explore new applications and enhance its effectiveness. Researchers are investigating ways to improve its compatibility with different polymers and to develop formulations that offer even greater protection against oxidative damage.

In summary, Bis(tert-butyldioxyisopropyl)benzene is a vital compound in the field of polymer chemistry, known for its excellent antioxidant and stabilizing properties. Its discovery has significantly contributed to the enhancement of the durability and performance of various materials, making it an indispensable additive in the polymer, rubber, and coatings industries.

References

2021. XLPE-Based Products Available in the Market and Their Applications. *Crosslinkable Polyethylene Based Blends and Nanocomposites*.
DOI: 10.1007/978-981-16-0486-7_12