53066-53-8Relevant articles and documents
Antimicrobial Hydantoin-Containing Polyesters
Tan, Licheng,Maji, Samarendra,Mattheis, Claudia,Zheng, Mengyao,Chen, Yiwang,Caballero-Diaz,Gil, Pilar Rivera,Parak, Wolfgang J.,Greiner, Andreas,Agarwal, Seema
, p. 1068 - 1076 (2012)
A new N-hydantoin-containing biocompatible and enzymatically degradable polyester with antibacterial properties is presented. Different polyesters of dimethyl succinate, 1,4-butanediol, and 3-[N,N-di(β-hydroxyethyl)aminoethyl]-5,5-dimethylhydantoin in varying molar ratios are prepared via two-step melt polycondensation. The antibacterially active N-halamine form is obtained by subsequent chlorination of the polyesters with sodium hypochlorite. Chemical structures, thermal properties, and spherulitic morphologies of the copolymers are studied adopting FT-IR, NMR, TGA, DSC, WAXD, and POM. The polyesters exhibit antibacterial activity against Escherichia coli. The adopted synthetic approach can be transferred to other polyesters in a straightforward manner. An efficient method for the preparation of antibacterial polyesters with pendent N-halamine moieties is presented. The polyesters exhibit better thermal stabilities than PBS, are less toxic than PEI and show very high cell viabilities. The N-halamine form displays antimicrobial activity against E. coli. The copolyesters thus possess a considerable potential as antibacterial additives.
Some Features of Nucleophilic Substitution Reactions of N-2-Haloethyl Derivatives of 5,5-Substituted Hydantoins
Danilov, V. A.,Kolyamshin, O. A.,Mitrasov, Yu. N.,Vasil’ev, A. N.
, p. 1459 - 1465 (2021/09/11)
Abstract: Reaction of 5,5-dimethyl-3-(2-chloroethyl)- and 5,5-diphenyl-3-(2-bromoethyl)- hydantoins with potassium 4-aminobenzoate in dimethylformamide in the presence of triethylbenzylammonium chloride leads to the formation of 2-[5,5-dimethyl(diphenyl)-2,4-dioxo-1,3-diazolidin-2-yl]ethyl-4-aminobenzoates. The latter were used for synthesis of new types of maleimides, namely 2-[5,5-dimethyl(diphenyl)-2,4-dioxo-1,3-diazolidin-2-yl]ethyl-4-(2,5-dioxo-1-azolin-1-yl) benzoates. Reactions of 5,5-dimethyl-1,3-di(2-chloroethyl) hydantoin with potassium 4-aminobenzoate or sodium 4-N-acetylaminophenolate at a molar ratio of 1:2 also lead to 3-monosubstituted products.
Bifunctional bactericide containing double bond, quaternary ammonium salt and halamine, and preparation method and application thereof
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, (2017/02/28)
The invention relates to a bifunctional bactericide containing a double bond, a quaternary ammonium salt and halamine, and a preparation method and application thereof. The bactericide carries a C-C double bond and sterilizing bifunctional groups consisting of halamine and quaternary ammonium salt. The preparation method comprises the following steps: preparing 3-hydroxyalkyl-5,5-dimethylhydantoin at first, then carrying out a halogenation reaction to produce 3-haloalkyl-5,5-dimethylhydantoin, subjecting 3-haloalkyl-5,5-dimethylhydantoin and (dihydroxyamino)hydroxyacrylate to a quaternization reaction, and carrying out treatment by using a halogenation reagent. The bactericide provided by the invention is used through formation of a bactericidal coating on the surface of a material, wherein the bactericidal coating has a thickness of 5 nanometers to 5 micrometers. The bactericide provided by the invention forms the solid bactericidal coating through reaction on the surface of a material, is small in toxicity, wide in a bactericidal scope, long-lasting in bactericidal performance, high in bactericidal efficiency and safe to human beings, and can form the bactericidal coating on the surface of the material in a plurality of manners.
