Novel method for preparing triaryl sulfonium salt

Abstract

The invention discloses a new method for preparing triarylsulfonium salts, specifically: in the presence of a fluorine-containing accelerator, diarylsulfoxide and aryne precursors are reacted in a solvent to synthesize triarylsulfonium salts. The raw materials used in the method are cheap and easy to obtain, and the shortcomings of too strong alkalinity, strict requirements on reaction conditions and limited reaction substrates in the traditional method are avoided. The method has mild reaction conditions, good selectivity, high yield, easy separation of products and simple operation.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, in particular to a new method for preparing triarylsulfonium salts. Background technique [0002] Triarylsulfonium salts are a unique tetravalent sulfur compound, which has a good ability to donate protons under ultraviolet conditions, making them useful as photoinitiators in polymerization reactions and photolithography processes. It is soluble in most cationic polymerizable monomers. Although its initiation speed is not as fast as other cationic photoinitiators, it has the highest thermal stability and good photoinitiation performance. [0003] Triarylsulfonium salts are widely used in inks, metal coatings, adhesives and other fields. At the same time, triarylsulfonium salts are an important class of organic compounds, which are often used as photoinitiators in the synthesis of polymers. It has many advantages: fast production rate, low cost, high efficiency, stable product performa...

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Problems solved by technology

[0005] (1) Nucleophilic addition of aryl Grignard reagents to diaryl sulfoxides, such as (Journal of Organic Chemistry.1998,53:5571; Synthesis.2004,10:1648.), this reaction has the difficulty of preparing Grignard reagents , the basicity is too strong, the reaction conditions are strict, and the reaction substrate is limited;

[0006] (2) Arylation of diaryl iodonium salts to diaryl sulfides, such as (Org.Lett.2014,16:6382; Chem.Commun.2009,827-829.), there are diaryl groups in this reaction Iodide ions are not easy to prepare; as (Adv.Synth.Catal.2007,349,2610; J.Org.Chem.2008,73,4602; Synlett.2008,592), the reaction must be an electron-rich thioether, and The shortcoming of higher reaction temperature; as (Ling Huazhao, Xie Chuan. Synthetic Chemistry, 2006,14(2):170-171.), this reaction is the synthesis triarylsulfonium salt with nitrobenzene as starting material, atom The utilization rate is very low, which does not meet the requirements of green chemistry;

[0007] (3) Strong electrophile activates the Friedel-Crafts arylation of aryl sulfoxide and electron-rich arene, such as (Eur.Pat.Appl.2000,19:972761), but this method must require the presence of a strong electrophile, and limited scope

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