Poly(alkanoyl isosorbide methacrylate)s: From Amorphous to Semicrystalline and Liquid Crystalline Biobased Materials,Biomacromolecules

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Poly(alkanoyl isosorbide methacrylate)s: From Amorphous to Semicrystalline and Liquid Crystalline Biobased Materials
Biomacromolecules ( IF 5.5 ) Pub Date : 2020-12-12 , DOI: 10.1021/acs.biomac.0c01474
Siim Laanesoo ₁ , Olivier Bonjour ₂ , Jaan Parve _{1,

3} , Omar Parve ₃ , Livia Matt ₁ , Lauri Vares ₁ , Patric Jannasch _{1,

2}

Affiliation

We have prepared a series of 12 d-isosorbide-2-alkanoate-5-methacrylate monomers as single regioisomers with different pendant linear C2–C20 alkanoyl chains using biocatalytic and chemical acylations. By conventional radical polymerization, these monomers provided high-molecular-weight biobased poly(alkanoyl isosorbide methacrylate)s (PAIMAs). Samples with C2–C12 alkanoyl chains were amorphous with glass transition temperatures from 107 to 54 °C, while C14–C20 chains provided semicrystalline materials with melting points up to 59 °C. Moreover, PAIMAs with C13–C20 chains formed liquid crystalline mesophases with transition temperatures up to 93 °C. The mesophases were studied using polarized optical microscopy, and rheology showed stepwise changes of the viscosity at the transition temperature. Unexpectedly, a PAIMA prepared from a regioisomeric monomer (C18) showed semicrystallinity but not liquid crystallinity. Consequently, the properties of the PAIMAs were readily tunable by controlling the phase structure and transitions through the alkanoyl chain length and the regiochemistry to form fully amorphous, semicrystalline, or semi/liquid crystalline materials.

中文翻译：

聚（甲基丙烯酸异山梨酯酯）：从非晶态到半晶态和液晶生物基材料

我们准备了一系列的12天-异山梨醇-2-链烷酸酯-5-甲基丙烯酸酯单体作为单一区域异构体，具有生物催化和化学酰化作用，具有不同的侧链线性C2-C20烷酰基链。通过常规的自由基聚合，这些单体提供了高分子量的生物基聚（甲基丙烯酸异山梨醇酯）（PAIMAs）。具有C2–C12烷酰基链的样品是无定形的，玻璃化转变温度为107至54°C，而C14–C20链提供的半结晶材料的熔点最高为59°C。此外，具有C13–C20链的PAIMA形成液晶中间相，其转变温度高达93°C。使用偏光光学显微镜研究了中间相，流变学表明在转变温度下粘度逐步变化。不料，由区域异构单体（C18）制备的PAIMA显示出半结晶性，但没有液晶性。因此，通过控制相结构以及通过链烷酰基链长和区域化学的过渡来形成完全无定形，半结晶或半/液晶材料，PAIMA的性质很容易调节。

更新日期：2021-02-08

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