Chlorinated polyolefins remain highly valued commodity polymers owing to their excellent physicochemical properties. The chief synthetic route to this variety of polymer involves the chlorination of polyolefin materials using chlorine gas, an extremely toxic and heavily monitored chemical. We hereby report the application of an N-chloroamide compound in the chlorination of both polyethylene (PE) and polypropylene (PP). An N-bromoamide reagent was also synthesized and used in the bromination of PE samples in an analogous fashion. Polyolefin halogenation reactions, including chlorination and bromination, were performed in solution with various feed ratios and the products were characterized by multi-instrumental analysis including proton nuclear magnetic resonance, size exclusion chromatography, differential scanning calorimetry, Fourier transform-infrared spectroscopy and thermogravimetric analysis. A peak halogen content of 32.7 and 31.9 wt% was determined for chlorine and bromine, respectively. Moreover, a high-density PE film was additionally chlorinated and the result was verified by X-ray photoelectron spectroscopy analysis. The new synthetic methodology has been confirmed to be a tunable and convenient alternative to the use of chlorine gas for the production of chlorinated polyethylene.

中文翻译：

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使用N-卤代酰胺试剂对聚烯烃进行轻度卤化†

氯化聚烯烃由于其出色的理化特性而仍然是高价值的商品聚合物。制备这种聚合物的主要合成途径涉及使用氯气（一种剧毒且受到严格监控的化学物质）对聚烯烃材料进行氯化。我们据此报道了N-氯酰胺化合物在聚乙烯（PE）和聚丙烯（PP）的氯化中的应用。安N还合成了β-溴酰胺试剂，并以类似的方式将其用于PE样品的溴化中。在溶液中以不同的进料比进行聚烯烃卤化反应，包括氯化和溴化反应，并通过多仪器分析（包括质子核磁共振，尺寸排阻色谱，差示扫描量热法，傅里叶变换红外光谱和热重分析）对产物进行表征。氯和溴的峰值卤素含量分别为32.7和31.9 wt％。此外，还对高密度PE膜进行了氯化处理，并通过X射线光电子能谱分析验证了结果。