Functionalised PEGs with photo-dimerisable, anthracenyl end-groups: New UV-curable materials for use in inkjet formulations

[Display omitted] •UV-curable system for inkjet formulations.•New inkjet ink formulations.•Low molecular weight PEG-anthracene conjugates. The synthesis and characterisation of two novel poly(ethylene glycol)-based materials featuring UV-dimerisable anthracenyl end-groups are described. These low mo...

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Veröffentlicht in:Progress in organic coatings 2021-02, Vol.151, p.106105, Article 106105
Hauptverfasser: Godleman, Jessica, Babra, Tahkur Singh, Afsar, Ashfaq, Kyriacou, Andrew, Thompson, Martin, Harries, Josephine L., Colquhoun, Howard M., Hayes, Wayne
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container_end_page
container_issue
container_start_page 106105
container_title Progress in organic coatings
container_volume 151
creator Godleman, Jessica
Babra, Tahkur Singh
Afsar, Ashfaq
Kyriacou, Andrew
Thompson, Martin
Harries, Josephine L.
Colquhoun, Howard M.
Hayes, Wayne
description [Display omitted] •UV-curable system for inkjet formulations.•New inkjet ink formulations.•Low molecular weight PEG-anthracene conjugates. The synthesis and characterisation of two novel poly(ethylene glycol)-based materials featuring UV-dimerisable anthracenyl end-groups are described. These low molecular weight polymers exhibited good solubility (ca. 100 g/L) in common organic solvents and were deposited successfully using a drop-on-demand (DOD) inkjet printhead to produce clear prints. UV–vis irradiation of a linear bis-anthracene terminated PEG material resulted in polymerisation via photodimerisation of the anthracenyl end-groups, maintaining polymer solubility in common organic solvents and enabling solution state analysis of the polymerisation process using UV–vis and 1H NMR spectroscopies. In contrast, UV irradiation of a three-armed, tris-anthracenyl-terminated PEG resulted in the formation of an insoluble cross-linked network, which was characterised using rheometry, differential scanning calorimetry and lap shear tensiometry. It was found that the incorporation of solvent-soluble dyes into formulations of the tris-anthracenyl PEG resulted in an increase in UV-cure time when compared to the polymer alone, but did not prevent curing. The results highlight the suitability of this latter material as a UV-curable system for inclusion in inkjet formulations.
doi_str_mv 10.1016/j.porgcoat.2020.106105
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The synthesis and characterisation of two novel poly(ethylene glycol)-based materials featuring UV-dimerisable anthracenyl end-groups are described. These low molecular weight polymers exhibited good solubility (ca. 100 g/L) in common organic solvents and were deposited successfully using a drop-on-demand (DOD) inkjet printhead to produce clear prints. UV–vis irradiation of a linear bis-anthracene terminated PEG material resulted in polymerisation via photodimerisation of the anthracenyl end-groups, maintaining polymer solubility in common organic solvents and enabling solution state analysis of the polymerisation process using UV–vis and 1H NMR spectroscopies. In contrast, UV irradiation of a three-armed, tris-anthracenyl-terminated PEG resulted in the formation of an insoluble cross-linked network, which was characterised using rheometry, differential scanning calorimetry and lap shear tensiometry. It was found that the incorporation of solvent-soluble dyes into formulations of the tris-anthracenyl PEG resulted in an increase in UV-cure time when compared to the polymer alone, but did not prevent curing. 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subjects Anthracene
Inkjet printing
Irradiation
Low molecular weights
NMR
Nuclear magnetic resonance
Photodimerization
Poly(ethylene glycol)
Polyethylene glycol
Polymer solubility
Polymerization
Polymers
Printers (data processing)
Rheometry
Solubility
Solvents
Ultraviolet radiation
UV-curing
title Functionalised PEGs with photo-dimerisable, anthracenyl end-groups: New UV-curable materials for use in inkjet formulations
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