Bis(4-tert-butylphenyl)iodonium chloride
[CAS# 5421-53-4]

Identification

• Classification: Organic raw materials >> Aryl compounds
• Name: Bis(4-tert-butylphenyl)iodonium chloride
• Synonyms: NSC 8994
• Molecular Formula: C₂₀H₂₆I^.Cl
• Molecular Weight: 428.78
• CAS Registry Number: 5421-53-4
• EC Number: 881-301-1
• SMILES: CC(C)(C)C1=CC=C(C=C1)[I+]C2=CC=C(C=C2)C(C)(C)C.[Cl-]

Safety Data

• Hazard Symbols: GHS05;GHS06;GHS07 Danger
• Hazard Statements: H301-H314-H335-H360
• Precautionary Statements: P261-P264-P270-P271-P280-P301+P310+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

Bis(4-tert-butylphenyl)iodonium chloride is an organoiodine compound that has gained attention for its utility in photoinitiated polymerization and other industrial processes. The discovery of this compound stems from research into iodonium salts, which are known for their ability to generate reactive species when exposed to light or heat. Initially developed for photoinitiators, bis(4-tert-butylphenyl)iodonium chloride belongs to a class of diaryliodonium salts that play a critical role in the polymerization of resins, coatings, and adhesives.

The compound consists of two tert-butyl-substituted phenyl groups attached to an iodine atom, forming a stable iodonium cation paired with a chloride anion. Its chemical structure confers high reactivity in the presence of UV light, making it particularly suitable for processes that require controlled polymerization. The discovery of bis(4-tert-butylphenyl)iodonium chloride emerged from the growing demand for efficient and environmentally friendly photoinitiators, especially for applications in the production of high-performance materials.

One of the primary applications of bis(4-tert-butylphenyl)iodonium chloride is in UV-curable coatings, inks, and adhesives. As a photoinitiator, the compound is activated by ultraviolet (UV) light, generating reactive species that initiate the polymerization of monomers. This leads to the formation of solid materials from liquid resins in a fast and controlled manner. The use of this compound in UV-curing processes is advantageous because it enables rapid curing at ambient temperatures, reducing energy consumption and processing times. It is widely used in industries such as electronics, automotive, and printing, where UV-cured materials are valued for their durability, chemical resistance, and aesthetic properties.

In the field of electronics, bis(4-tert-butylphenyl)iodonium chloride is used in the production of photoresists, which are essential for creating circuit patterns on semiconductor wafers. The compound's high reactivity ensures precise patterning during photolithographic processes, enabling the fabrication of microelectronic devices. Its use in photoresists is critical to achieving the fine resolutions required in modern electronics manufacturing.

Additionally, bis(4-tert-butylphenyl)iodonium chloride finds application in dental materials, where it is used in light-curable dental composites. These materials are used in restorative dentistry, where the rapid and reliable curing of fillings and adhesives is crucial. The photoinitiating properties of the compound ensure strong bonding and long-lasting restorations, improving both the performance and safety of dental procedures.

Researchers have also explored the potential of bis(4-tert-butylphenyl)iodonium chloride in organic synthesis. Its ability to generate aryl radicals under mild conditions makes it a useful reagent for various organic transformations, including C–C and C–N bond formation. This has opened new pathways in the synthesis of complex organic molecules, expanding its utility beyond industrial applications into the realm of chemical research.