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The study of poly(divinylbenzene-co-ethylvinylbenzene) and modifications to the pendant vinylbenzene groups.

机译：聚（二乙烯基苯-co-乙基乙烯基苯）的研究及其对乙烯基苯侧基的修饰。

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摘要

Cross-linked resins of poly(divinylbenzene-co-ethylvinylbenzene) were characterized and modified by a variety of reactions with the pendant vinylbenzene groups. Laboratory-prepared resins of a known composition were compared and contrasted to a commercial version with regard to surface area, porosity, and vinylbenzene content. The commercial resin, Amberlite XAD-4 (Rohm and Haas Company), had a higher surface area (831 m2 /g), porosity (1.18 mL/g), and accessible vinylbenzene groups (2.5 mmol/g, degree of functionalization 33%). Modifications of both resins by radical addition of a variety of thiols led to higher conversions (of vinylbenzene groups to modified groups) with use of the commercial resin (as high as 76%). Further modifications were done strictly with XAD-4. Some thiol additions to XAD-4 were done with water as the solvent, with conversions as high as 43%. Disulfides were added across the vinylbenzene groups of XAD-4 with iodine catalysis, with conversions as high as 55%. This simple one-step reaction has never been done with a polymer system before. XAD-4 was completely epoxidized using a solution of dimethyldioxirane in acetone, and completely brominated to form a resin with (1,2-dibromoethyl)benzene groups (3.76 mmol Br/g). Resins with (1-hydroxy-2-bromoethyl)benzene groups (1.5 mmol/g) were prepared by reaction of XAD-4 with N-bromosuccinimide and water, with 73% conversion. Resins with thiol groups (2.5 mmol S/g) were prepared by a one-pot reaction of brominated XAD-4 with N,N-dimethylthioformamide followed by methanolysis. From one commercially-available resin, several polymers with a variety of functional groups have thus been prepared by simple one- to three-step modifications.
机译：聚（二乙烯基苯-乙基乙基乙烯基苯）的交联树脂通过与乙烯基苯侧基的各种反应进行表征和改性。在表面积，孔隙率和乙烯基苯含量方面，将实验室制备的已知成分的树脂与商用版本进行了比较和对比。商业树脂Amberlite XAD-4（罗门哈斯公司（Rohm and Haas Company））具有较高的表面积（831 m2 / g），孔隙率（1.18 mL / g）和可及的乙烯基苯基（2.5 mmol / g，官能度为33％ ）。通过自由基添加多种硫醇对两种树脂进行的改性导致使用市售树脂的转化率更高（从乙烯基苯基到改性基团）（高达76％）。 XAD-4严格进行了进一步的修改。 XAD-4的一些巯基加成反应是用水作为溶剂完成的，转化率高达43％。在碘催化下，跨XAD-4的乙烯基苯基添加了二硫化物，转化率高达55％。以前从未使用聚合物系统完成过这种简单的一步反应。使用二甲基二环氧乙烷在丙酮中的溶液将XAD-4完全环氧化，并完全溴化以形成具有（1,2-二溴乙基）苯基（3.76 mmol Br / g）的树脂。通过使XAD-4与N-溴代琥珀酰亚胺和水反应，以73％的转化率制备具有（1-羟基-2-溴乙基）苯基（1.5 mmol / g）的树脂。通过溴化XAD-4与N，N-二甲基硫代甲酰胺的一锅反应，然后进行甲醇分解，可以制备具有硫醇基（2.5 mmol S / g）的树脂。因此，通过一种简单的一到三步改性，就可以从一种市售树脂中制备出几种具有各种官能团的聚合物。

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  • 作者

    Hubbard, Kirsten Lise-Lotte.;

  • 作者单位

    McGill University (Canada).;

  • 授予单位 McGill University (Canada).;
  • 学科 Chemistry Polymer.
  • 学位 Ph.D.
  • 年度 1997
  • 页码 255 p.
  • 总页数 255
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 高分子化学（高聚物）;
  • 关键词

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