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HPMA(-2-羟丙基甲基丙烯酰胺)-PCL(聚己内酯)共轭物的合成、形态学及流变学评估

Synthesis, Morphology, and Rheological Evaluation of HPMA (-2-Hydroxypropyl Methacrylamide)-PCL (Polycaprolactone) Conjugates.

作者信息

Rani Sarita, Gupta Umesh

机构信息

Department of Pharmacy, School of Chemical Sciences and Pharmacy, Central University of Rajasthan, Bandarsindri, Ajmer, Rajasthan 305817, India.

出版信息

ACS Omega. 2021 Oct 26;6(44):29788-29803. doi: 10.1021/acsomega.1c04243. eCollection 2021 Nov 9.

Abstract

The design, synthesis, and physicochemical characterization of conjugates are arduous and tedious processes. Several synthetic pathways for polymeric conjugation have been reported; however, conjugation through monomers with suitable reaction conditions can be a simple and robust approach. In the present study, three different conjugates of hydrophilic -2-hydroxypropyl methacrylamide (HPMA) and hydrophobic polycaprolactone (PCL) were synthesized. The followed synthetic pathway not only was simple and robust but also reduced the overall synthetic steps as well as harsh reaction conditions significantly. In a nutshell, three conjugates, i.e., -2-hydroxypropyl methacrylamide and polycaprolactone (HP-PCL), -butanol-polycaprolactone--2-hydroxypropyl methacrylamide (nBu-PCL-HP), and isoamyl alcohol-polycaprolactone--2-hydroxypropyl methacrylamide (ISAL-PCL-HP), were synthesized through this simple synthetic strategy following the monomer conjugation approach along with exhaustive spectroscopic and rheological characterization. The conjugates HP-PCL, nBu-PCL-HP, and ISAL-PCL-HP were characterized by Fourier transform infrared (FT-IR) and NMR (C and H) spectroscopies. The size and ζ potential of conjugates were determined through the dynamic light scattering (DLS) method. The nBu-PCL-HP conjugate displayed a hexagonal-like shape, as evidenced by scanning electron microscopy (SEM) with an obtained size of 237.9 ± 0.21 nm. X-ray diffraction (XRD) analysis proved the crystalline nature of nBu-PCL-HP conjugates. The results of smartly synthesized conjugates intrigued us to study their flow properties in detail. Rheological evaluation resulted in their non-Newtonian type of flow with the best-fit behavior for all of the conjugates followed as per the Herschel-Bulkley and power-law models applied herein. Conclusively, the synthesized HPMA and PCL conjugates may have applications in the preparation of blends, fibers, etc. in the future. The study portrayed that the explored synthetic scheme using monomers and initiators could be a suitable approach for the synthesis of HPMA and PCL conjugates.

摘要

共轭物的设计、合成及物理化学表征是艰巨且繁琐的过程。已有多种用于聚合物共轭的合成途径被报道;然而,通过具有合适反应条件的单体进行共轭可能是一种简单且可靠的方法。在本研究中,合成了三种不同的亲水性甲基丙烯酸-2-羟丙酯(HPMA)与疏水性聚己内酯(PCL)的共轭物。所采用的合成途径不仅简单可靠,还显著减少了整体合成步骤以及苛刻的反应条件。简而言之,通过这种简单的合成策略,遵循单体共轭方法,并进行详尽的光谱和流变学表征,合成了三种共轭物,即甲基丙烯酸-2-羟丙酯与聚己内酯(HP-PCL)、丁醇-聚己内酯-甲基丙烯酸-2-羟丙酯(nBu-PCL-HP)以及异戊醇-聚己内酯-甲基丙烯酸-2-羟丙酯(ISAL-PCL-HP)。通过傅里叶变换红外(FT-IR)光谱和核磁共振(碳谱和氢谱)对共轭物HP-PCL、nBu-PCL-HP和ISAL-PCL-HP进行了表征。通过动态光散射(DLS)法测定了共轭物的尺寸和ζ电位。扫描电子显微镜(SEM)显示nBu-PCL-HP共轭物呈现类似六边形的形状,测得尺寸为237.9±0.21nm。X射线衍射(XRD)分析证明了nBu-PCL-HP共轭物的晶体性质。巧妙合成的共轭物的结果激发我们详细研究它们的流动性质。流变学评估表明它们呈现非牛顿型流动,在此应用的赫谢尔-布尔克利模型和幂律模型对所有共轭物都具有最佳拟合行为。总之,合成的HPMA和PCL共轭物未来可能在共混物、纤维等的制备中有应用。该研究表明,所探索的使用单体和引发剂的合成方案可能是合成HPMA和PCL共轭物的合适方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8be7/8582054/f10026a9c84f/ao1c04243_0002.jpg

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