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Low-Temperature Synthesis of Carbon-Rich Nanoparticles with a Clickable Surface for Functionalization.

Carbon nanoparticles (CNPs) are promising materials for optoelectronic and biomedical applications thanks to their optical properties, low production cost, and superior biocompatibility compared to traditional semiconductor quantum dots. The countless synthetic methods reported allow a library of diverse CNP structures and optical properties, guiding their subsequent applications. However, the current drawbacks lie mainly within these synthetic processes, as many of them require harsh conditions preventing control over morphology and often generating chemically inert nanoparticles. Thus, more advances on low temperature and controllable synthetic processes are desirable. In this study, we suggest a new strategy to synthesize CNPs with tunable size, while avoiding the use of harsh conditions and allowing easy surface functionalization. The metastable state of polyyne-containing materials appoints them as ideal precursors for low-temperature preparation of carbon-rich structures. Our approach is to synthesize octatetrayne-containing particles prompt to spontaneous reaction, including topochemical polymerization, followed by aromatization, to avoid harsh carbonization steps. For the particle synthesis, the well-known dispersion polymerization process has been adapted for homocoupling of terminal butadiynes, generating the octatetrayne-containing particles. The method was proven reproducible, scalable, and versatile, as the particles' size can be modulated between 50 and 170 nm. Surface functionalization via thiol-yne click chemistry was completed with a pyrene-modified thiol ligand to provide the CNPs with photoactive properties in the visible range. The functionalized particles exhibit fluorescence at 470 nm arising from excimer formation.