Synthesis of Poly(glycolic acid-alt-l-aspartic acid) from a Morpholine-2,5-dione Derivative

Synthesis of Poly(glycolic acid-alt-l-aspartic acid) from a Morpholine-2,5-dione Derivative
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DOI:
10.1021/ma9701752
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发表时间:
1997-09
期刊:
影响因子:
5.5
通讯作者:
D. Wang;Xin-de Feng
D. Wang;Xin-de Feng
中科院分区:
化学1区
文献类型:
--
作者:
D. Wang;Xin-de Feng

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为了提高聚丙交酯的亲水性,成功聚合了一种新的单体(3S)-3-[(苄氧基羰基)甲基]吗啉-2,5-二酮。聚合物的苄基保护基被完全除去,得到聚(乙醇酸-alt-l-天冬氨酸)。通过 NMR、GPC 和 DCA 仔细研究了受保护和去保护聚合物的结构和性能。研究发现,吗啉环6位上没有取代基的带有侧官能团的2,5-二酮吗啉衍生物比环6位上有取代基的单体的聚合反应活性更高。从 DCA 结果可以看出,所得聚合物显示出良好的亲水性。
For the purpose of increasing the hydrophilicity of a polylactide, a new monomer, (3S)-3-[(benzyloxycarbonyl)methyl]morpholine-2,5-dione, was successfully polymerized. The benzyl protective group of the polymer was completely removed to give poly(glycolic acid-alt-l-aspartic acid). The structures and properties of both protected and deprotected polymers were carefully studied by NMR, GPC, and DCA. It is found that the morpholine-2,5-dione derivatives with side functional groups which have no substituent on the 6 position of the morpholine ring are much more reactive than those monomers with a substituent on the 6 position of the ring in polymerization. The resulting polymer shows promising hydrophilicity, as can be seen from the DCA result.