Patent ID: 7160466
Filing Date: 2007-01-09
Classification: B01D,B01J,C02F,C07D,Y02C

Abstract:
1. A method of removing organic dyes from waste water, heavy metal from water or radioactive isotopes from radioactive waste comprising contacting the waste water, water, or radioactive waste with a product comprising a mixture of cucurbituril derivatives and removing a complex formed between a cucurbituril derivative and the organic dye, heavy metal, or radioactive isotope, wherein the cucurbituril derivatives have the formula (1), where X is O, S or NH; R 1 and R 2 are independently selected from the group consisting of hydrogen, alkyl groups of 1 to 30 carbon atoms, alkenyl groups of 2 to 30 carbon atoms, alkynyl groups of 2 to 30 carbon atoms, alkylthio groups of 1 to 30 carbon atoms, alkylcarboxyl groups of 2 to 30 carbon atoms, hydroxyalkyl groups of 1 to 30 carbon atoms, alkylsilyl groups of 1 to 30 carbon atoms, alkoxy groups of 1 to 30 carbon atoms, haloalkyl groups of 1 to 30 carbon atoms, nitro group, alkylamine groups of 1 to 30 carbon atoms, amine group, aminoalkyl groups of 1 to 30 carbon atoms, unsubstituted cycloalkyl groups of 5 to 30 carbon atoms, cycloalkyl groups of 4 to 30 carbon atoms with hetero atoms, unsubstituted aryl groups of 6 to 30 carbon atoms, and aryl groups of 6 to 30 carbon atoms with hetero atoms; and n is an integer from 4 to 20, and wherein the cucurbituril derivatives are prepared by, (a1) adding 3 to 7 moles of an acid to 1 mole of compound (A) having the formula (A) to form a mixture, adding 2 to 20 moles of an aldehyde of formula (B) to the mixture, and stirring the mixture at 70 to 95° C.; and (b1) stirring the reaction mixture at 95 to 105° C. to complete the reaction to form the product comprising a mixture of cucurbituril derivatives wherein 5 to 30% of the cucurbituril derivatives have n=5, 30 to 70% of the cucurbituril derivatives have n=6, 5 to 30% of the cucurbituril derivatives have n=7, 2 to 15% of the cucurbituril derivatives have n=8, and 1 to 10% of the cucurbituril derivatives have n=9 to 20.