Sulfur-containing glycidyl ether epoxy resin and preparation method thereof

A technology of glycidyl ether and epoxy resin, which is applied in the field of sulfur-containing glycidyl ether epoxy resin and its preparation, can solve the problems of long reaction time, low viscosity, and high product viscosity, and achieve high storage stability and excellent preparation process. Simple, low reaction temperature effect

Active Publication Date: 2017-06-09
WUHAN HYPERBRANCHED POLYMER RESINS SCI& TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The sulfur-containing epoxy resins prepared by these two methods, because they contain hydroxyl groups and have hydrogen bonds, make the molecular chains of sulfur-containing epoxy resins easy to entangle, resulting in high product viscosity, and usually need to be diluted with organic solvents during application; in addition, due to the hydroxyl group Existence, when used in an acid anhydride curing system, it is easy to cause the ring opening of the anhydride to make it unstable, and ultimately lead to a shorter shelf life of the product
Moreover, the traditional process for preparing sulfur-containing epoxy resin usually needs to add a large amount of organic solvents. After the reaction is completed, most processes require washing steps, which have certain pollution to the environment.
Using hydrosilylation reaction (ZL201010224451.5, ZL200

Method used

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  • Sulfur-containing glycidyl ether epoxy resin and preparation method thereof
  • Sulfur-containing glycidyl ether epoxy resin and preparation method thereof
  • Sulfur-containing glycidyl ether epoxy resin and preparation method thereof

Examples

Experimental program
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Effect test

Example Embodiment

[0035] Example 1

[0036] After mixing 0.1mol (11.0g) thiophenol, 0.101mol (11.3g) allyl glycidyl ether, 5.5g methanol and 0.06g benzophenone photoinitiator, use 500W ultraviolet light at room temperature React for 10 minutes, vacuum out the organic solvent and excess allyl glycidyl ether to obtain a sulfur-containing glycidyl ether epoxy resin. The molecular weight of the test is 222g / mol, the viscosity at 25°C is 620cp, and the epoxy value is 0.45mol / mol. 100g, the yield is 99.0%, and the viscosity of the product only increases by 0.9% under the storage condition of 60°C / 96h.

[0037] The sulfur-containing glycidyl ether epoxy resin structural formula prepared by the present embodiment is as follows:

Example Embodiment

[0038] Example 2

[0039] After mixing 0.1mol (9.0g) mercaptobutane, 0.14mol (15.7g) allyl glycidyl ether, 27.0g methanol and 0.27g benzophenone photoinitiator, use 1000W ultraviolet light at room temperature React for 5 minutes, vacuum out the organic solvent and excess allyl glycidyl ether to obtain a sulfur-containing glycidyl ether epoxy resin. The molecular weight is 202g / mol, the viscosity at 25°C is 450cp, and the epoxy value is 0.50mol / mol. 100g, the yield is 99.5%, and the viscosity of the product only increases by 1.0% under the storage condition of 60°C / 96h.

[0040] The sulfur-containing glycidyl ether epoxy resin structural formula prepared by the present embodiment is as follows:

Example Embodiment

[0041] Example 3

[0042] After mixing 0.1mol (17.4g) mercapto n-decane, 0.2mol (25.2g) 2-methallyl glycidyl ether, 73.8g tetrahydrofuran and 0.49g p-aminopropiophenone photoinitiator, under room temperature React with 1500W ultraviolet light for 3 minutes, vacuum out the organic solvent and excess 2-methallyl glycidyl ether, to obtain sulfur-containing glycidyl ether epoxy resin, the molecular weight of the test is 302g / mol, and the viscosity at 25°C is 600cp, the epoxy value is 0.27mol / 100g, the yield is 98.6%, and the viscosity of the product only increases by 1.1% under the storage condition of 60°C / 96h.

[0043] The sulfur-containing glycidyl ether epoxy resin structural formula prepared by the present embodiment is as follows:

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Abstract

The invention relates to the technical field of preparation of epoxy resin and particularly relates to sulfur-containing glycidyl ether epoxy resin and preparation method thereof. The preparation method comprises the steps of carrying out ultraviolet irradiation reaction on a sulfydryl compound and (2-methyl)allyl glycidyl ether in the presence of a photoinitiator and an organic solvent for 2-10 minutes, so as to obtain the sulfur-containing glycidyl ether epoxy resin. According to the preparation method, the epoxy resin can be synthesized from monofunctional, bifunctional and multifunctional sulfydryl compounds through one-step irradiation reaction, the reaction efficiency is high, the reaction time is short, and the yield reaches above 98%; the prepared sulfur-containing epoxy resin does not contain hydroxy, has relatively low viscosity and relatively high storage stability, is expected to be applied to the fields of environment-friendly low-volatility coatings, low-volatility resin, solvent-free epoxy resin insulating paints and the like and can be directly applied without being added with an organic solvent or an active diluent. Besides, the preparation method is simple, low in cost and easy for industrial production, and the pollution of waste water and water gas is avoided.

Description

technical field [0001] The invention relates to the technical field of epoxy resin preparation, in particular to a sulfur-containing glycidyl ether epoxy resin and a preparation method thereof. Background technique [0002] The synthesis of traditional sulfur-containing epoxy resin is mainly obtained by (1) ring-opening and ring-closing reaction between mercapto compound and epichlorohydrin or (2) reaction between epoxy resin and thiourea. The sulfur-containing epoxy resins prepared by these two methods, because they contain hydroxyl groups and have hydrogen bonds, make the molecular chains of sulfur-containing epoxy resins easy to entangle, resulting in high product viscosity, and usually need to be diluted with organic solvents during application; in addition, due to the hydroxyl group Existence, when applied to an acid anhydride curing system, it is easy to cause the ring opening of the anhydride to make it unstable, and ultimately lead to a shorter shelf life of the prod...

Claims

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Application Information

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IPC IPC(8): C08G59/66C08G59/20
Inventor 张道洪刘春海张俊珩陈苏芳徐志财李廷成程娟
Owner WUHAN HYPERBRANCHED POLYMER RESINS SCI& TECH CO LTD
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