Jump to main content
Jump to site search


Thiol–yne chemistry for 3D printing: exploiting an off-stoichiometric route for selective functionalization of 3D objects

Author affiliations

Abstract

An alkyne monomer bis(propargyl) fumarate is synthesized and used to produce DLP-3D printable formulations with a thiol exploiting photoinduced thiol–yne reaction. By preparing mixtures containing different relative ratios of two monomers, it is possible to obtain polymers exposing different unreacted functional groups on their surface. The reactivity of the formulations toward visible light irradiation is studied by ATR analysis and photorheology tests, the printability with DLP equipment is demonstrated and the thermomechanical properties of the obtained polymers are investigated by DMA. Changing the printing formulation during the printing process, objects exposing either triple bonds or thiol groups or a mix of them can be obtained, and the presence of unreacted groups is confirmed by XPS analysis; this property can be exploited to selectively functionalize the built parts in a dedicated post process. As a proof of concept, a simple hybrid structure is treated with an azide-terminated squaraine dye, to exploit a ‘click’ reaction with the alkyne groups available. The fluorescence of the functionalized structure is observed with a spinning disk confocal microscope. Such a strategy can allow producing 3D objects with a controllable structure just by varying the relative ratio of the co-monomers in the formulations during the printing process.

Graphical abstract: Thiol–yne chemistry for 3D printing: exploiting an off-stoichiometric route for selective functionalization of 3D objects

Back to tab navigation

Supplementary files

Publication details

The article was received on 30 Jun 2019, accepted on 06 Sep 2019 and first published on 06 Sep 2019


Article type: Paper
DOI: 10.1039/C9PY00962K
Polym. Chem., 2019, Advance Article

  •   Request permissions

    Thiol–yne chemistry for 3D printing: exploiting an off-stoichiometric route for selective functionalization of 3D objects

    I. Roppolo, F. Frascella, M. Gastaldi, M. Castellino, B. Ciubini, C. Barolo, L. Scaltrito, C. Nicosia, M. Zanetti and A. Chiappone, Polym. Chem., 2019, Advance Article , DOI: 10.1039/C9PY00962K

Search articles by author

Spotlight

Advertisements