Bis(4-tert-butylphenyl)iodonium hexafluorophosphate
[CAS# 61358-25-6]

Identification

• Classification: Organic raw materials >> Organic phosphine compound
• Name: Bis(4-tert-butylphenyl)iodonium hexafluorophosphate
• Molecular Formula: C₂₀H₂₆F₆IP
• Molecular Weight: 538.29
• CAS Registry Number: 61358-25-6
• EC Number: 620-341-4
• SMILES: CC(C)(C)C1=CC=C(C=C1)[I+]C2=CC=C(C=C2)C(C)(C)C.F[P-](F)(F)(F)(F)F

Properties

• Melting point: 174 °C

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS09 Danger
• Risk Statements: H314-H317-H318-H335-H400-H410
• Safety Statements: P260-P261-P264-P264+P265-P271-P272-P273-P280-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P319-P321-P333+P317-P362+P364-P363-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Serious eye damage	Eye Dam.	1	H318
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Skin sensitization	Skin Sens.	1A	H317
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332
Skin sensitization	Skin Sens.	1	H317

Discovery and Applications

Bis(4-tert-butylphenyl)iodonium hexafluorophosphate is a notable compound in the realm of organic chemistry, primarily used as a photoinitiator in various polymerization processes. This chemical is characterized by its iodonium center and hexafluorophosphate counterion, which together contribute to its unique properties and applications.

The discovery of bis(4-tert-butylphenyl)iodonium hexafluorophosphate dates back to the late 20th century, when researchers were exploring new classes of photoinitiators for UV-curable systems. Its synthesis involves the reaction of 4-tert-butylphenyl iodide with hexafluorophosphate salts. This reaction yields a compound that is highly effective at absorbing UV light and initiating polymerization reactions.

In application, bis(4-tert-butylphenyl)iodonium hexafluorophosphate is primarily employed as a photoinitiator in UV-curable coatings and adhesives. Its ability to generate free radicals upon exposure to UV light makes it an essential component in the production of high-performance materials. These materials are used in various industries, including automotive, electronics, and printing, where rapid curing and strong adhesion are critical.

The compound’s high reactivity and stability under UV light contribute to its effectiveness as a photoinitiator. It enables the rapid polymerization of acrylates and methacrylates, leading to the formation of durable coatings and adhesives. This property is particularly advantageous in applications where quick curing times are necessary, such as in the manufacturing of electronic components and in high-speed printing processes.

Additionally, bis(4-tert-butylphenyl)iodonium hexafluorophosphate is utilized in the development of advanced materials for organic electronics. It serves as a precursor in the synthesis of various organic semiconductors and light-emitting materials. The compound’s ability to participate in electronic and optoelectronic processes enhances the performance of devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs).

In summary, bis(4-tert-butylphenyl)iodonium hexafluorophosphate is a significant compound in organic chemistry with diverse applications. Its role as a photoinitiator in UV-curable systems, along with its use in organic electronics, underscores its importance in various technological and industrial sectors.

References

2024. Analysis of perfluoroalkyl carboxylates and perfluoroalkyl sulfonates in environmental water by in-port arylation gas chromatography-electron impact ionization-mass spectrometry. *Environmental science and pollution research international*, 31(53). DOI: 10.1007/s11356-024-35615-6

2023. Chemistry in light-induced 3D printing. *ChemTexts*, 9(1). DOI: 10.1007/s40828-022-00176-z

2018. Carbazole-based compounds as photoinitiators for free radical and cationic polymerization upon near visible light illumination. *Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology*, 17(5). DOI: 10.1039/c7pp00400a