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基于4-氨基-L-苯丙氨酸的形态可控自组装及生物聚酰亚胺颗粒的合成

Morphology-Controlled Self-Assembly and Synthesis of Biopolyimide Particles from 4-Amino-l-phenylalanine.

作者信息

Hirayama Thawinda, Kumar Amit, Takada Kenji, Kaneko Tatsuo

机构信息

Graduated School of Advanced Science and Technology, Japan Advanced Institute of Science and Technology, 1-1 Asahidai, Nomi, Ishikawa 923-1292, Japan.

Department of Chemistry, Faculty of Science, Chulalongkorn University, 254 Phayathai Road, Pathumwan, Bangkok 10330, Thailand.

出版信息

ACS Omega. 2020 Feb 3;5(5):2187-2195. doi: 10.1021/acsomega.9b03231. eCollection 2020 Feb 11.

DOI:10.1021/acsomega.9b03231
PMID:32064379
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7016914/
Abstract

Self-assembling polyimides (PIs) having diketopiperazine (DKP) components were synthesized by polycondensation of a 4-amino-l-phenylalanine (4APhe) dimer, an aromatic diamine newly designed in this study. The amino acid-derived PIs showed high thermal resistance, with a 10% weight loss temperature ( ) of 432 °C at the maximum, and did not show any glass transition below the thermal decomposition temperature. The poly(amic acid) (PAA) precursors formed nanospheres upon reprecipitation over dimethylacetamide into water. The nanospheres were then added to solvents with different polarities and sonicated to induce deformation of the spherical forms into spiky balls, flakes, or rods. The PAA particle morphologies were retained in the PIs after the two-step imidization. Finally, the PI particles with self-assembling DKP moieties were formed, and their morphologies were fine-tuned using different mixed solvents.

摘要

通过本研究新设计的芳香二胺4-氨基-L-苯丙氨酸(4APhe)二聚体的缩聚反应,合成了具有二酮哌嗪(DKP)成分的自组装聚酰亚胺(PI)。氨基酸衍生的聚酰亚胺表现出高耐热性,最高10%失重温度( )为432℃,并且在热分解温度以下未显示任何玻璃化转变。聚(酰胺酸)(PAA)前体在从二甲基乙酰胺再沉淀到水中时形成纳米球。然后将纳米球添加到具有不同极性的溶剂中并超声处理,以诱导球形变形为刺球、薄片或棒状。经过两步亚胺化后,PAA颗粒形态保留在聚酰亚胺中。最后,形成了具有自组装DKP部分的PI颗粒,并使用不同的混合溶剂对其形态进行微调。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/6fcb2a3ac81c/ao9b03231_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/b1cf3f9df921/ao9b03231_0007.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/d8780c47843f/ao9b03231_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/820227433f29/ao9b03231_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/4e9f02bef8fc/ao9b03231_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/6fcb2a3ac81c/ao9b03231_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/b1cf3f9df921/ao9b03231_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/8decb63d4e28/ao9b03231_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/bae76fea6184/ao9b03231_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/22451e9d81be/ao9b03231_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/d8780c47843f/ao9b03231_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/820227433f29/ao9b03231_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/4e9f02bef8fc/ao9b03231_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/98a4/7016914/6fcb2a3ac81c/ao9b03231_0006.jpg

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