Background and overview[1]
2-Sulfobenzoic anhydride is an acid anhydride derivative and can be used in the pharmaceutical and chemical fields.
Preparation[1]
The preparation of 2-sulfobenzoic anhydride is as follows: under N2 protection, add 9.0g saccharin solid and 13mL concentrated sulfuric acid (concentration 98%) into a 50mL three-necked flask, stir and react at 140°C for 2 hours, and then cool to room temperature. , a large amount of solid precipitated from the reaction mixture, filtered, and the solid obtained by filtration was washed with ice water and dried to obtain 7.3g of 2-sulfobenzoic anhydride white solid, with a yield of 81%. The obtained 2-sulfobenzoic anhydride was subjected to nuclear magnetic spectrum analysis, and the results were as follows: 1HNMR (500MHz, CDCl3) δ8.77 (d, J=7.3Hz, 1H), 8.05 (d, J=7.3Hz, 1H) , 7.76 (t, J=2.2Hz, 1H), 7.53 (t, J=8.5Hz, 1H).
Apply[2-3]
Application examples of 2-sulfobenzoic anhydride are as follows:
1) Preparation of flame-retardant, light-resistant water-based polyurethane coating: In a 500ml four-necked flask equipped with a stirring paddle, a thermometer, and a condenser tube, combine 0.6g of the catalyst in step (1), 80g of polytetrahydrofuran ether glycol and isophora Mix 40g of ketone diisocyanate and react at 70℃ for 1 hour. Add 0.2g of 2-sulfobenzoic anhydride and 0.05g of carboxylated graphene sheet from step (3). The reaction time is 2h and the reaction temperature is 80℃ to obtain polyurethane prepolymer. Prepolymer A; add 1.2g of aminobenzenesulfonic acid and 20g of acetone to prepolymer A, react at 75°C for 2 hours, add 1g of 2,4,6-trihydroxybenzoic acid and 1.2g of the light-stabilizing agent in step (2) , the reaction temperature is 85°C, the reaction time is 0.5h, add 12g of triethylamine for neutralization reaction for 30 minutes, add 110g of water for stirring and emulsification, and obtain a flame-retardant and light-resistant water-based polyurethane coating. The prepared polyurethane is environmentally friendly, low-priced, and widely used in On the surface of walls, furniture, and metal appliances, it can be used as an adhesive for plastics, glass, paper, and textiles.
2) Prepare a carbon nanotube graphene modified water-based polyurethane coating and adhesive by mixing polytetrahydrofuran ether glycol and isophorone diisocyanate in the presence of a dibutyltin dilaurate catalyst. , react at 60~80℃, add 2-sulfobenzoic anhydride, carboxylated carbon nanotubes and graphene sheets, the reaction time is 2h, the reaction temperature is 90℃, and polyurethane prepolymer A is obtained; to prepolymer A Add chain extender and acetone, react at 65~75℃, add D-panthenol and 2,4,6-trihydroxybenzoic acid, reaction temperature 75~85℃, reaction time 0.5~2h, add triethylamine and Neutralize benzamide for 30 to 50 minutes, add water for emulsification, and obtain carbon nanotube graphene-modified water-based polyurethane coating and adhesive. The prepared polyurethane is environmentally friendly, low-priced, and widely used in walls, furniture, and metal appliances. Surface, as an adhesive for plastics, glass, paper, and textiles.
Main reference materials
[1] CN201811467727.5 Synthesis process of rhodamine sulfonate compound
[2] CN201810881113.5 Preparation method of flame-retardant, light-resistant water-based polyurethane coating for preparing furniture or metal utensils
[3] CN201510699527.2 Method for preparing carbon nanotube graphene modified water-based polyurethane coating and adhesive
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