Click functionalization of thin films fabricated by roll-to-roll printing of thermoplastic/thermoset core-shell colloids

A general methodology for producing ca. 140-nm thermoplastic/thermoset, core-shell colloids that are used as an ink in roll-to-roll printing is demonstrated. The printed films are subsequently modified in-line through a dip-click approach using the copper(I)-catalyzed azide-alkyne cycloaddition (CuA...

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Bibliographic Details
Published in:	Colloid and polymer science 2018-10, Vol.296 (10), p.1679-1687
Main Authors:	Roeder, Ryan D., Huebner, Christopher F., Tonkin, Chip, Jenkins, Ragini, Foulger, Stephen H.
Format:	Article
Language:	eng
Subjects:	Alkynes Annealing Characterization and Evaluation of Materials Chemical reactions Chemistry Chemistry and Materials Science Colloids Complex Fluids and Microfluidics Copper Core-shell particles Crosslinking Cycloaddition Durability Dyes Flexibility Fluorescein Food Science Glass transition temperature Nanotechnology and Microengineering Organic chemistry Original Contribution Physical Chemistry Polymer Sciences Polymers Polystyrene resins Printing Soft and Granular Matter Thermosetting resins Thin films
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Summary:	A general methodology for producing ca. 140-nm thermoplastic/thermoset, core-shell colloids that are used as an ink in roll-to-roll printing is demonstrated. The printed films are subsequently modified in-line through a dip-click approach using the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The thermoplastic nature of the shell polymers in the particles allows the shell to delaminate when annealed above its glass transition temperature. This results in a printed film that is more robust and functional as it combines the durability of the thermoset core colloids and the flexibility of the thermoplastic shell polymers. The technique is demonstrated using core-shell particles with a crosslinked polystyrene core and co-/terpolymer shell that contains terminal alkynes for click functionalization. The core-shell particles were roll-to-roll printed and then annealed at 100 ∘ C to yield coalesced films. The printed films were dipped in a solution containing an azide-modified fluorescein dye which resulted in the covalent attachment of the dye to the thin films via CuAAC. When the click reaction was allowed to proceed for 24 h, it was found that ca. 67 % of the total functionalization occurred in the first hour. Due to the efficiency of this technique, the potential for large-scale production of printed films where an in-line chemical modification via CuAAC could be realized. Graphical Abstract A general methodology for producing ca. 140 nm thermoplastic/thermoset, core-shell colloids that can be used as an ink in roll-to-roll printing is demonstrated. The printed films are subsequently modified inline through a dip-click approach using the copper(I)- catalyzed azide-alkyne cycloaddition (CuAAC). The thermoplastic nature of the shell polymers in the particles allows the shell to delaminate when annealed above its glass transition temperature. This results in a printed film that is more robust and functional as it combines the durability of a thermoset core colloid with the flexibility of an alkyne-functionalized thermoplastic shell.
ISSN:	0303-402X 1435-1536