Univ. Angers, Inserm, CNRS, MINT, SFR ICAT, F-49000 Angers, France.
Univ. Angers, CNRS, MOLTECH-Anjou, SFR MATRIX, F-49000 Angers, France.
Int J Mol Sci. 2023 Mar 27;24(7):6308. doi: 10.3390/ijms24076308.
The emblematic perylenediimide (PDI) motif which was initially used as a simple dye has undergone incredible development in recent decades. The increasing power of synthetic organic chemistry has allowed it to decorate PDIs to achieve highly functional dyes. As these PDI derivatives combine thermal, chemical and photostability, with an additional high absorption coefficient and near-unity fluorescence quantum yield, they have been widely studied for applications in materials science, particularly in photovoltaics. Although PDIs have always been in the spotlight, their asymmetric counterparts, perylenemonoimide (PMI) analogues, are now experiencing a resurgence of interest with new efforts to create architectures with equally exciting properties. Namely, their exceptional fluorescence properties have recently been used to develop novel systems for applications in bioimaging, biosensing and photodynamic therapy. This review covers the state of the art in the synthesis, photophysical characterizations and recently reported applications demonstrating the versatility of these two sister PDI and PMI compounds. The objective is to show that after well-known applications in materials science, the emerging trends in the use of PDI- and PMI-based derivatives concern very specific biomedicinal applications including drug delivery, diagnostics and theranostics.
最初被用作简单染料的标志性苝二酰亚胺(PDI)基元在最近几十年经历了令人难以置信的发展。合成有机化学的日益强大使其能够修饰 PDIs 以实现高度功能化的染料。由于这些 PDI 衍生物结合了热稳定性、化学稳定性和光稳定性,以及额外的高吸收系数和近 1 的荧光量子产率,它们已被广泛研究用于材料科学,特别是在光伏领域的应用。尽管 PDIs 一直备受关注,但它们的不对称对应物,即苝单酰亚胺(PMI)类似物,现在正重新受到关注,人们正在努力创造具有同样令人兴奋的性质的结构。也就是说,它们出色的荧光特性最近被用于开发用于生物成像、生物传感和光动力治疗的新型系统。这篇综述涵盖了这两种 PDI 和 PMI 化合物的合成、光物理特性以及最近报道的应用方面的最新进展,展示了这两种姊妹 PDI 和 PMI 化合物的多功能性。目的是表明,在材料科学的知名应用之后,PDI 和 PMI 衍生物的新兴应用趋势涉及非常具体的生物医药应用,包括药物输送、诊断和治疗。