A series of linear polymeric antioxidants with controllable antioxidant, hydrophobicity and surface adsorption properties was synthesized using reversible addition–fragmentation chain transfer (RAFT) polymerization. The polymers had a poly(methacrylamide) backbone and contained functional catechol-like 3,4-dihydroxybenzyl-, gallol-like 3,4,5-trihydroxybenzyl- and bromo-substituted 3,4-dihydroxy-5-bromobenzyl-(2H, 3H and BrH, respectively) groups, as well as N-hexyl (Hex) moieties. The polymers were abbreviated as P2H_ZHex, P3H_ZHex or PBrH_ZHex, where Z is the molar percentage of the polyphenol units in the polymer chains. Both the chemical functionality and the relative content of the polyphenol and hexyl units governed the hydrophobicity, adsorption and antiradical activity of these polymers. An increase in the content of the hexyl units in the polymer chains resulted in higher thicknesses of the adsorbed polymer monolayers and an increase in the water contact angles of the gold surface. Importantly, polymers with gallol-like side groups exhibited antioxidant activity (as determined using the DPPH assay in methanol solutions) and affinity to metal substrates that were superior to those of their catechol-like and bromo-substituted counterparts. The tunability of interfacial binding, hydrophobicity and antioxidant properties of these polymers are properties essential for the use of these polymers in coating applications.

中文翻译：

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线性酚醛聚合物，具有可控制的疏水性，吸附性和抗氧化性能†

使用可逆加成-断裂链转移（RAFT）聚合合成了一系列具有可控制的抗氧化剂，疏水性和表面吸附性能的线性聚合抗氧化剂。聚合物具有聚（甲基丙烯酰胺）主链，并含有功能性邻苯二酚样的3,4-二羟基苄基-，没食子酸酯样的3,4,5-三羟基苄基-和溴取代的3,4-二羟基-5-溴苄基-（2H， 3H和BrH）基团，以及N-己基（Hex）部分。聚合物缩写为P2H _Z Hex，P3H _Z Hex或PBrH _Z Hex，其中Z是聚合物链中多酚单元的摩尔百分比。多酚和己基单元的化学官能度和相对含量均决定了这些聚合物的疏水性，吸附性和抗自由基活性。聚合物链中己基单元含量的增加导致吸附的聚合物单层的厚度增加，并且金表面的水接触角增加。重要的是，具有胆甾型侧基的聚合物表现出抗氧化活性（如在甲醇溶液中使用DPPH测定法测定的）和对金属基质的亲和力，优于其邻苯二酚样和溴取代的对应物。界面结合的可调性