Triphenylsulfonium 10-Camphorsulfonate
[CAS# 227199-92-0]

Identification

• Classification: Chemical reagent >> Organic reagent >> Sulfonate / sulfinate
• Name: Triphenylsulfonium 10-Camphorsulfonate
• Synonyms: (7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl)methanesulfonate;triphenylsulfanium
• Molecular Formula: C₂₈H₃₀O₄S₂
• Molecular Weight: 494.67
• CAS Registry Number: 227199-92-0
• EC Number: 682-848-7
• SMILES: CC1(C2CCC1(C(=O)C2)CS(=O)(=O)[O-])C.C1=CC=C(C=C1)[S+](C2=CC=CC=C2)C3=CC=CC=C3

Safety Data

• Hazard Symbols: GHS05;GHS06 Danger
• Hazard Statements: H301-H314-H318
• Precautionary Statements: P260-P264-P264+P265-P270-P280-P301+P316-P301+P330+P331-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Serious eye damage	Eye Dam.	1	H318
Skin corrosion	Skin Corr.	1B	H314
Acute toxicity	Acute Tox.	3	H301
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

Triphenylsulfonium 10-camphorsulfonate is a sulfonium salt commonly used as a photoinitiator in polymerization processes. The compound is characterized by a triphenylsulfonium cation and a 10-camphorsulfonate anion, both of which contribute to its performance in photochemical reactions. As a photoinitiator, it is sensitive to ultraviolet (UV) light and initiates cationic polymerization when exposed to radiation. This makes it a critical component in various UV-curable systems, especially for industrial applications requiring fast, efficient curing.

The discovery of triphenylsulfonium salts, including triphenylsulfonium 10-camphorsulfonate, arose from research into improving the efficiency of cationic photoinitiators. Cationic photopolymerization, as opposed to radical polymerization, is advantageous in several industrial settings due to its ability to proceed in the absence of oxygen, enabling more efficient curing. Triphenylsulfonium-based compounds were identified as being particularly effective in generating strong acids upon UV irradiation, which then catalyze the polymerization of monomers such as epoxides, vinyl ethers, and cyclic ethers.

The 10-camphorsulfonate anion in this compound plays a significant role in ensuring compatibility with various organic systems. Camphorsulfonates are known for their good solubility in organic solvents, which enhances the performance of the photoinitiator in complex formulations. The structural features of the camphorsulfonate anion, including its bulky, rigid camphor structure, also help stabilize the ionic complex, improving the reliability of the polymerization process.

Triphenylsulfonium 10-camphorsulfonate finds widespread application in UV-curable coatings, adhesives, and inks. In the coatings industry, the compound is used to cure protective layers on electronics, automotive parts, and other materials that require durable, high-performance finishes. Its ability to initiate polymerization rapidly under UV light results in shorter curing times and increased production efficiency. The compound also facilitates the formation of hard, chemically resistant coatings, making it ideal for use in environments where protection from abrasion, heat, or corrosive substances is essential.

In the adhesives sector, triphenylsulfonium 10-camphorsulfonate is a key component in UV-curable adhesive formulations. It enables the rapid bonding of materials such as plastics, metals, and ceramics, which is critical in high-precision applications like electronics manufacturing. The fast-curing properties of the photoinitiator reduce processing times, making it possible to assemble components more quickly while ensuring strong, durable bonds.

In the printing industry, this compound is used in UV-curable inks, where it helps achieve high-resolution printing with rapid drying times. The fast curing of inks on exposure to UV light allows for increased printing speeds, which is especially beneficial in high-volume printing operations. Furthermore, the use of triphenylsulfonium 10-camphorsulfonate in inks results in smudge-resistant and durable prints, making it ideal for applications in packaging, labeling, and other printed materials that require longevity.

Triphenylsulfonium 10-camphorsulfonate’s discovery and development were part of broader research efforts aimed at creating efficient photoinitiators with high reactivity and broad applicability. The combination of the triphenylsulfonium cation, known for its ability to generate reactive intermediates, and the camphorsulfonate anion, which ensures solubility and stability, has led to the widespread adoption of this compound in various photopolymerization processes.