Yin Hongrong, Takada Kenji, Kumar Amit, Hirayama Thawinda, Kaneko Tatsuo
Energy and Environment Area, 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.
RSC Adv. 2021 Feb 3;11(11):5938-5946. doi: 10.1039/d0ra10086b. eCollection 2021 Feb 2.
An aspartame-based AB-type diketopiperazine monomer, cyclo(l-aspartyl-4-amino-l-phenylalanyl) (ADKP), was synthesized and subsequently utilized in the polycondensation of homo-polyamides with high molecular weights. By using various amino acids, dicarboxylic acids, and diamines, random DKP-based copolymers were also synthesized. The self-assembly properties of ADKP and poly(cyclo(l-aspartyl-4-amino-l-phenylalanyl)) (PA1) were studied the solvent displacement method. Notably, PA1 self-assembled into particles with various morphologies in different solvent systems, such as irregular networks, ellipsoids, and hollow particles. The morphological transformation was also confirmed by dropping acetone and toluene onto the PA1 particles. Furthermore, infrared spectra and Hansen solubility parameters of PA1 and different solvents revealed the particle formation mechanism, which provided more insights into the relationship between the morphology and strength of the hydrogen bonding of each solvent.
合成了一种基于阿斯巴甜的AB型二酮哌嗪单体，环（L-天冬氨酰-4-氨基-L-苯丙氨酰）（ADKP），随后将其用于高分子量均聚酰胺的缩聚反应。通过使用各种氨基酸、二羧酸和二胺，还合成了基于DKP的无规共聚物。采用溶剂置换法研究了ADKP和聚（环（L-天冬氨酰-4-氨基-L-苯丙氨酰））（PA1）的自组装性能。值得注意的是，PA1在不同的溶剂体系中自组装成具有各种形态的颗粒，如不规则网络、椭球体和空心颗粒。通过将丙酮和甲苯滴加到PA1颗粒上也证实了形态转变。此外，PA1和不同溶剂的红外光谱以及汉森溶解度参数揭示了颗粒形成机制，这为深入了解每种溶剂的形态与氢键强度之间的关系提供了更多信息。
