Expanding the Material Space of Biosustainable Poly(sophorolipids) by Modular Functionalization,Macromolecular Rapid Communications

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Expanding the Material Space of Biosustainable Poly(sophorolipids) by Modular Functionalization
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2018-10-15 , DOI: 10.1002/marc.201800612
Tom Kunde ₁ , Worarin Meesorn ₂ , Christoph Weder ₂ , Hans G. Börner ₁

Affiliation

A general strategy to modify the structurally interesting poly(lactonic sophorolipid) (Poly(LSL)), a polymer derived from the biobased sophorolipid monomer, is presented. Effective backbone modification is achieved via a triazolinedione (TAD)‐ene‐reaction. This enables the straightforward introduction of various functionalities to the double bond in the fatty acid segment of the Poly(LSL). The reaction occurs quantitatively in stoichiometric ratios up to a targeted functionalization degree of 50% and complete functionalization of all double bonds is feasible when three equivalents excess of the TAD moiety with respect to the double bonds are used. It is shown that the thermal and mechanical properties of the modified polymers can be tailored via type and degree of functionalization. The exploited TAD ligation fulfills the criteria of an economic and efficient reaction, making the presented modification strategy straightforward to fine‐tune the material properties and extending the applicability of Poly(LSL) as a material.

中文翻译：

通过模块化功能扩展生物可持续性聚（槐糖脂）的物质空间

提出了一种通用的策略来修改结构有趣的聚（Latonic槐糖脂）（Poly（LSL）），一种由生物基槐糖脂单体衍生的聚合物。通过三唑啉二酮（TAD）-烯-反应可实现有效的骨架修饰。这使得可以将各种官能团直接引入到Poly（LSL）脂肪酸片段中的双键上。该反应以化学计量比定量地发生，直至达到目标官能化程度50％，并且当使用相对于双键过量3个当量的TAD部分时，所有双键的完全官能化是可行的。结果表明，可以通过官能化的类型和程度来调节改性聚合物的热和机械性能。

更新日期：2018-10-15

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