Bio-based polycarbonates derived from the neolignan honokiol
Bio-based polycarbonates derived from the neolignan honokiol
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DOI：
10.1039/c6ra19568g
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发表时间：
2016-08
期刊：
影响因子：
3.9
通讯作者：
Kevin T. Wacker;Samantha L. Kristufek;Soon-Mi Lim;S. Kahn;K. Wooley
中科院分区：
文献类型：
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作者：
Kevin T. Wacker;Samantha L. Kristufek;Soon-Mi Lim;S. Kahn;K. Wooley
檀香木是一种从几种木兰属植物中分离得到的高功能性含酚和烯基的新木脂素天然产物，是一种有趣的生物基资源，其被证明可直接用作快速和可规模化合成聚（檀香木碳酸酯）（PHC）的单体。以天然产物为原料，采用缩聚法一步合成了PHC。在克级上以高达80%的产率获得数均分子量（Mn）为10-55 kDa的聚合物。热分析表明，高的热稳定性，降解温度超过约。450 °C。几种PHC聚合物的机械测试表明储能模量随着Mn的增加而普遍增加，并且与Tg具有类似的趋势。随着对心血管应用的兴趣，进行了初步的细胞毒性和荧光细胞成像研究，显示对冠状静脉内皮细胞（CVEC）没有细胞毒性，其在PHC薄膜上增殖长达一个月。散装PHC是一种耐用的材料，因为它在碱性条件下（约100 ℃）经历缓慢的水解降解。在IM NaOH（aq）下每天0.1%），并且在酸性和中性条件下，各自在37 °C下130天内没有可观察到的降解。这些聚碳酸酯用作衍生自市售天然产物单体的潜在专业工程或生物材料。
Honokiol, a highly functional phenolic- and alkenyl-containing neolignan natural product isolated from several Magnolia plant species, is an interesting bio-based resource, which is shown to be useful directly as a monomer for the rapid and scalable synthesis of poly(honokiol carbonate) (PHC). PHC was synthesized in one step from the natural product using condensation polymerization methods. Polymers of number average molecular weight (Mn) ranging from 10–55 kDa were obtained on gram scales in yields up to 80%. Thermal analysis demonstrated high thermal stability, with degradation temperatures in excess of ca. 450 °C. Mechanical testing of several PHC polymers indicated a generally increasing storage modulus with increasing Mn and a similar trend with Tg. With an interest toward cardiovascular applications, initial cytotoxicity and fluorescence cell imaging studies were conducted and showed no cytotoxicity toward coronary venular endothelial cells (CVECs), which proliferated on PHC thin films up to a month. Bulk PHC is a robust material, as it underwent slow hydrolytic degradation under basic conditions (ca. 0.1% per day under 1 M NaOH(aq)), and no observable degradation under acidic and neutral conditions, each at 37 °C over 130 days. These polycarbonates serve as potential specialty engineering- or bio-materials derived from a commercially-available natural product monomer.