A new precursor of halamine compounds, 3-methylol-2,2,5,5-tetramethylimidazolidin-4-one (MTMIO), was synthesized by methylolation of 2,2,5,5-tetramethylimidazolidin-4-one (TMIO) and characterized by ¹H-NMR and FTIR. By chemically reacting MTMIO with cellulose, TMIO rings were successfully grafted onto cellulose-containing fabrics. After a subsequent chlorination, the treated fabrics were converted to halamine structures, which then demonstrated effective antibacterial efficacy. As expected, the halamine structure generated from TMIO is much more stable, and therefore, the biocidal functions of the finished materials are more durable. The results indicated that this halamine structure could survive repeated home laundering and would require less frequent chlorine recharging to maintain the biocidal properties. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 2418–2425, 2003

中文翻译：

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耐用和可再生的抗菌纺织品：3-羟甲基-2,2,5,5-四甲基咪唑啉丁-4-酮（MTMIO）的合成和应用

通过2,2,5,5-四甲基咪唑啉丁-4-酮（TMIO）的羟甲基化反应合成了卤代胺化合物的新前体3-羟甲基-2,2,5,5-四甲基咪唑啉丁-4-酮和以^1为特征1 H-NMR和FTIR。通过使MTMIO与纤维素发生化学反应，TMIO环成功接枝到了含纤维素的织物上。在随后的氯化之后，将处理过的织物转化为卤胺结构，然后证明其具有有效的抗菌功效。如所期望的，由TMIO产生的卤胺结构更加稳定，因此，最终材料的杀生物功能更持久。结果表明，这种卤胺结构可以在反复的家庭洗涤中幸存下来，并且不需要再频繁地进行氯的充电以维持其杀生物特性。©2003 Wiley Periodicals，Inc. J Appl Polym Sci 89：2418-2425，2003