Sulfhydryl compound containing beta-ester groups and acetyl-transferred synthesis method thereof

Abstract

The invention discloses a sulfhydryl compound containing beta-ester groups and an acetyl-transferred synthesis method thereof. The method comprises the following steps of: under the protection of nitrogen gas, adding a compound or epoxy resin containing 1mol of epoxy groups, 5-100mol of solvent, 0.5-2mol of organic amine and 1.01-1.5mol of monothiocarboxylic acid into a reactor in sequence and reacting for 1-24h at -10 DEG C to 30 DEG C; washing by dilute hydrochloric acid; evaporating to remove the solvent; and, removing the excessive monothiocarboxylic acid by the vacuum evaporation or the column chromatography to obtain the sulfhydryl compound containing the beta-ester groups. The method provided by the invention has the advantages of rapidness, high efficiency and simple and convenient process. A lot of epoxy resins can be converted into the sulfydryl resin. The application prospects of the sulfhydryl compound in the functional macromolecular materials, the thermosetting high-performance materials and the additives and the like are wide.

Description

technical field [0001] The invention relates to a mercapto compound, in particular to a β-ester group-containing mercapto compound and an acetyl transfer synthesis method thereof. Background technique [0002] Mercapto compounds are a class of compounds with one or more SH groups. They occupy an important position in the life sciences and the artificial synthesis of natural products, are important industrial raw materials, and are widely used in the synthesis of pesticides, medicines, plastics and seasonings. Especially, with the development of thiol-click chemistry in recent years, thiol compounds have shown important application value in more and more fields. [0003] At present, there are many common methods for synthesizing mercapto compounds, but each method has its own disadvantages: [0004] 1. Reaction of halogenated hydrocarbons with NaHS: This is an important method for generating mercapto groups in industry. But since NaHS often contains Na 2 S or Na 2 S 2 S...

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Problems solved by technology

But since NaHS often contains Na 2 S or Na 2 S 2 Impurities such as impurities will make the product impure, and under alkaline conditions, it is easy to destroy the alkali-sensitive groups in the molecule

[0005] 2. Halogenated hydrocarbon and thiourea method: This method is often used in the laboratory, but there are many steps, and it is easy to form disulfide bonds during alkaline hydrolysis, thereby reducing the yield

[0006] 3. Halogenated hydrocarbon and thiosulfate method: This method uses an alkaline environment, which is easy to form disulfide bonds, and thiosulfate is difficult to dissolve in most organic solvents, resulting in a narrow scope of application

[0008] 5. The method of acetyl group transfer to generate sulfhydryl group has been reported in the literature (Russian Chemical Reviews, 1968, 37, 587-602), but due to the use of alkaline buffer solution, the scope of application is narrow, and the ester group is easy to decompose, resulting in the product being a mixture. The rate is low and the reaction rate is low, so it has not yet become a commonly used method for synthesizing mercapto compounds.

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