Synthesis of Main Chain Purine-Based Copolymers and Effects of Monomer Design on Thermal and Optical Properties,ACS Macro Letters

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Synthesis of Main Chain Purine-Based Copolymers and Effects of Monomer Design on Thermal and Optical Properties
ACS Macro Letters ( IF 5.1 ) Pub Date : 2016-05-17 00:00:00 , DOI: 10.1021/acsmacrolett.6b00275
Graham S Collier ₁ , Lauren A Brown ₂ , Evan S Boone ₂ , Brian K Long ₂ , S Michael Kilbey ₂

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The ability to incorporate diverse monomeric building blocks enables the development of advanced polymeric materials possessing a wide range of properties that suits them for myriad applications. Herein, that synthetic toolbox is expanded through the first report of purine-based copolymers in which purines are incorporated directly into the polymer main chain. Stille cross-coupling of dibromopurine monomers with benzodithiophene (BDT) comonomers is used to generate these “poly(purine)s”, and variations in the substitution pattern of the purine monomer and BDT side-chains provides insight into the role of monomer design on their resultant thermal and photophysical properties. Specifically, thermal analyses show that poly(purine)s exhibit high thermal stability and high glass transition temperatures depending on the BDT side-chain substituents and substitution pattern of the purine-derived comonomer. Furthermore, optical properties measured via UV–vis and fluorescence spectroscopies show dependence on monomer substitution pattern. These findings demonstrate the viability of synthesizing poly(purine)s via metal-catalyzed cross-coupling reactions and highlight the potential to tailor poly(purine) properties via simple alterations of comonomers.

中文翻译：

主链嘌呤基共聚物的合成及单体设计对热学和光学性能的影响

结合多种单体结构单元的能力使先进聚合物材料的开发成为可能，这些材料具有适合各种应用的广泛特性。在此，该合成工具箱通过首次报道的嘌呤基共聚物得到扩展，其中嘌呤直接掺入聚合物主链中。二溴嘌呤单体与苯并二噻吩 (BDT) 共聚单体的 Stille 交叉偶联用于生成这些“聚（嘌呤）”，嘌呤单体和 BDT 侧链的取代模式的变化提供了对单体设计在它们产生的热和光物理特性。具体来说，热分析表明，聚（嘌呤）具有高热稳定性和高玻璃化转变温度，这取决于 BDT 侧链取代基和嘌呤衍生共聚单体的取代模式。此外，通过紫外-可见光谱和荧光光谱测量的光学性质显示出对单体取代模式的依赖性。这些发现证明了通过金属催化的交叉偶联反应合成聚（嘌呤）的可行性，并突出了通过简单改变共聚单体来调整聚（嘌呤）性质的潜力。

更新日期：2016-05-17

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