Organocatalytic synthesis of astaxanthin-containing poly(lactide)s

Organocatalytic synthesis of astaxanthin-containing poly(lactide)s
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DOI:
10.1039/c0py00227e
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发表时间:
2011-03-01
期刊:
影响因子:
4.6
通讯作者:
Dove, Andrew P.
Dove, Andrew P.
中科院分区:
化学2区
文献类型:
--
作者:
Middleton, Helen;Tempelaar, Sarah;Dove, Andrew P.

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本文报道了利用硫脲/叔胺催化剂,以虾青素上的醇基为起始原料,通过丙交酯开环聚合合成含虾青素的聚丙交酯。以优异的控制水平获得了分子量在2500和30 000 g mol(-1)之间的聚合物,通过UV/维斯检测GPC、H-1 NMR、MALDI-TOF MS和IR光谱分析确认了虾青素掺入。在延长的时间段内的聚合的研究表明,大大增加的酯交换的水平相比,由4-芘-1-丁醇引发的聚合,归因于增加的分子内酯交换副反应。
The synthesis of astaxanthin-containing poly(lactide)s is reported by the ring-opening polymerization of lactide initiated from residual alcohol groups on astaxanthin using a previously reported thiourea/tertiary amine catalyst. Polymers with molecular weights between 2500 and 30 000 g mol(-1) are obtained with excellent levels of control, astaxanthin incorporation being confirmed by UV/Vis detected GPC, H-1 NMR, MALDI-TOF MS and IR spectroscopic analysis. Study of the polymerizations at extended time periods revealed greatly increased levels of transesterification in comparison to polymerizations initiated by 4-pyrene-1-butanol, attributed to increased intramolecular transesterification side reactions.