Surface Engineering of Organic Polymers by Photo‐induced Free Radical Coupling with p‐Dimethylaminophenyl Group as A Synthesis Block,ChemistrySelect

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Surface Engineering of Organic Polymers by Photo‐induced Free Radical Coupling with p‐Dimethylaminophenyl Group as A Synthesis Block
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-03-19 , DOI: 10.1002/slct.202000082
Qingyu Liao _{1,

2} , Dong Chen _{1,

2} , Xianhong Zhang _{1,

2} , Yuhong Ma _{1,

2} , Biao Yang ₃ , Changwen Zhao _{1,

2} , Wantai Yang _{1,

2}

Affiliation

This contribution presents a versatile strategy to transfer unactivated surface C–H bonds of polymeric substrates to C–R–F groups (R stands for a spacer and F stands for functional group) by UV light‐assisted surface free radical coupling. With p‐dimethylaminophenyl radical as a building block, various reactive groups, such as –CHO, –SH, –B(O)OH, –CN and –SO₃⁻, are successfully grafted onto typical commercial polymer substrates including biaxially oriented polypropylene, polyethylene phthalate, ethylene tetrafluoroethylene copolymer and dimethyl silicone rubber. Fluorencence microscope images, X‐ray photoelectron spectroscopy, UV‐vis and fluorescence spectra support that the above functional groups are covalently bonded to the polymer substrates. The concentration of the reactive groups immobilized on the different substrates is in the order of 10⁻⁸ to 10⁻⁷ mmol mm⁻² determined by UV‐vis spectrometry. In addition, as a proof‐of‐concept, the introduced functional groups are demonstrated by their special reactions, for example, –CHO reacting with –NH₂ to synthesize Schiff base, –SH to detect silver ions, and the complexes of –C=N and Zn²⁺ to degrade Rhodamine B. The results indicate that one can fabricate an integrated molecular library on the surface of polymeric substrates at the molecular level by selecting the building blocks.

中文翻译：

以对二甲氨基苯基为合成嵌段的光诱导自由基偶联对有机聚合物进行表面工程

这种贡献提出了一种通用的策略，可通过紫外线辅助表面自由基偶联将聚合物基质的未活化表面C–H键转移至C–R–F基团（R代表间隔基，F代表官能团）。与对-二甲基氨基苯基自由基作为结构单元，各种反应性基团，如-CHO，-SH，-B（O）OH，-CN和-SO ₃^-被成功地接枝到典型的商用聚合物基材上，包括双轴取向的聚丙烯，聚邻苯二甲酸酯，乙烯四氟乙烯共聚物和二甲基硅橡胶。荧光显微镜图像，X射线光电子能谱，紫外可见光谱和荧光光谱支持上述官能团与聚合物基质共价键合。通过紫外可见光谱法测定，固定在不同底物上的反应性基团的浓度约为10 ^-8至10 ^-7 mmol mm ^-2。此外，作为概念验证，引入的官能团还通过其特殊的反应来证明，例如，–CHO与–NH ₂反应可以合成席夫碱，-SH可以检测银离子，-C = N和Zn ²⁺的配合物可以降解罗丹明B。结果表明，可以在分子水平上在聚合物基质表面上构建一个完整的分子库。通过选择构件。

更新日期：2020-03-20

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