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Dilauroyl peroxide
[CAS# 105-74-8]

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Identification
Classification Chemical reagent >> Organic reagent >> Amide
Name Dilauroyl peroxide
Synonyms Dodecanoyl peroxide; Lauroyl peroxide
Molecular Structure CAS # 105-74-8, Dilauroyl peroxide, Dodecanoyl peroxide, Lauroyl peroxide
Molecular Formula C24H46O4
Molecular Weight 398.62
CAS Registry Number 105-74-8
EC Number 203-326-3
SMILES CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC
Properties
Density 0.91 g/mL
Melting point 53-57 ºC
Safety Data
Hazard Symbols symbol   GHS02 Danger    Details
Hazard Statements H242    Details
Precautionary Statements P210-P234-P235-P240-P280-P370+P378-P403-P410-P411-P420-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Organic peroxidesOrg. Perox.DH242
Organic peroxidesOrg. Perox.CH242
Self-reactive substances or mixturesSelf-react.DH242
Chronic hazardous to the aquatic environmentAquatic Chronic4H413
Skin irritationSkin Irrit.2H315
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2AH319
Transport Information UN 2124;UN 3106
SDS Available
up Discovory and Applicatios
Dilauroyl peroxide, a white crystalline solid with the chemical formula C₂₄H₄₆O₄, is an organic peroxide widely used as an initiator in polymerization processes, particularly in the production of plastics and rubber. This compound, derived from lauric acid, plays a crucial role in initiating the polymerization of various monomers, making it a vital component in the manufacturing of synthetic materials.

The discovery of dilauroyl peroxide can be traced back to early studies on organic peroxides, where researchers explored the potential of these compounds as initiators in free-radical polymerization. Dilauroyl peroxide was identified as particularly effective due to its stability and ability to decompose at relatively low temperatures, generating free radicals that initiate the polymerization process. The synthesis of dilauroyl peroxide typically involves the reaction of lauric acid with hydrogen peroxide in the presence of a catalyst, yielding the peroxide compound with desirable properties for industrial applications.

One of the primary applications of dilauroyl peroxide is in the polymerization of styrene, a key monomer used in the production of polystyrene and other styrene-based polymers. The peroxide acts as an initiator, decomposing upon heating to generate free radicals that trigger the polymerization of styrene monomers into long-chain polymers. This process is fundamental to the production of a wide range of plastic products, including packaging materials, insulation, and consumer goods.

In addition to its use in styrene polymerization, dilauroyl peroxide is also employed in the vulcanization of rubber. Vulcanization is a chemical process that involves the cross-linking of rubber molecules to enhance their elasticity, strength, and durability. Dilauroyl peroxide serves as a cross-linking agent in this process, facilitating the formation of covalent bonds between rubber chains. This results in a more resilient material that is widely used in tires, seals, and various industrial products.

Beyond polymerization and vulcanization, dilauroyl peroxide is also used in the formulation of coatings, adhesives, and sealants. Its ability to initiate polymerization under controlled conditions makes it valuable in producing high-performance materials with specific mechanical and chemical properties. Additionally, dilauroyl peroxide has been utilized in the synthesis of copolymers, where it helps achieve the desired balance of flexibility, hardness, and thermal stability.

Despite its widespread use, the handling of dilauroyl peroxide requires careful consideration due to its reactive nature. As an organic peroxide, it is sensitive to heat, friction, and impact, which can lead to decomposition and potential hazards. Therefore, it is typically handled and stored under controlled conditions to ensure safety during its use in industrial processes.

Dilauroyl peroxide remains an essential chemical in the production of plastics, rubber, and other synthetic materials. Its discovery and application have had a profound impact on the development of modern materials, contributing to advancements in manufacturing technologies and product performance across various industries.
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