Structure of acrylate antifouling resin grafted with benzisothiazolinone formate monomers and preparation method of acrylate antifouling resin
An acrylate, isothiazoline technology, applied in antifouling/underwater coatings, anticorrosion coatings, biocide-containing paints, etc., to achieve the effects of simple structure, convenient preparation, and good inhibition ability
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Embodiment 1
[0027] Preparation of benzo[d]isothiazolin-3-one-2-carboxylate allyl alcohol ester monomer: in a 100 ml three-necked flask equipped with a stirring device, a condenser tube and a thermometer, add 1.51g (0.01 mol ) benzo [d] Isothiazolin-3-one, 1.21 g (0.01 mol ) allyl alcohol chloroformate and a catalytic amount of triethylamine were added to a 100 mL three-necked flask, and 25 ml of toluene was added. After the dissolution was complete, the reaction was stirred at room temperature for 2.0 Hours, TLC tracking reaction to complete. The reactant was cooled to room temperature, filtered with suction, and the filtrate was collected, washed with water, neutralized, dried, concentrated and evaporated to dryness, and the residue was separated and purified to obtain a light yellow solid with a yield of 84.5%.
Embodiment 2
[0029] The preparation of benzo [d] isothiazolin-3-one-2-formic acid-2-methallyl alcohol ester monomer: in the 100 ml there-necked flask equipped with stirring device, condenser and thermometer, add 1.51g ( 0.01 mol) benzo[d]isothiazolin-3-one, 1.35 g (0.01 mol) 2-methylallyl chloroformate and a catalytic amount of triethylamine were added to a 100 mL three-necked flask, and 25 ml of toluene was added , after the dissolution was complete, the reaction was stirred at 50° C. for 2.0 hours, followed by TLC until the reaction was complete. The reactant was cooled to room temperature, filtered with suction, and the filtrate was collected, washed with water, neutralized, dried, concentrated and evaporated to dryness, and the residue was separated and purified to obtain a white solid with a yield of 83%.
Embodiment 3
[0031] Preparation of benzo[d]isothiazolin-3-one-2-formic acid-2-ethyl allyl alcohol ester monomer: in a 100 ml three-necked flask equipped with stirring device, condenser and thermometer, add 1.51g ( 0.01 mol) benzo[d]isothiazolin-3-one, 1.48 g (0.01 mol) 2-ethyl allyl chloroformate and catalytic amount of triethylamine were added to a 100 mL three-necked flask, and 25 ml of toluene was added , after the dissolution was complete, the reaction was stirred at 50° C. for 2.0 hours, followed by TLC until the reaction was complete. The reactant was cooled to room temperature, filtered with suction, and the filtrate was collected, washed with water, neutralized, dried, concentrated and evaporated to dryness, and the residue was separated and purified to obtain a white solid with a yield of 79.5%.
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