application of 2-sulfobenzoic anhydride_kain industrial additive

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