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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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 |
format | Article |
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•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.</description><identifier>ISSN: 0300-9440</identifier><identifier>EISSN: 1873-331X</identifier><identifier>DOI: 10.1016/j.porgcoat.2020.106105</identifier><language>eng</language><publisher>Lausanne: Elsevier B.V</publisher><subject>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</subject><ispartof>Progress in organic coatings, 2021-02, Vol.151, p.106105, Article 106105</ispartof><rights>2020 Elsevier B.V.</rights><rights>Copyright Elsevier BV Feb 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c340t-27ae43c8fc0d2ebf3e97020b36afad03e79d3b0fc320aab52c22d0cffe3128083</citedby><cites>FETCH-LOGICAL-c340t-27ae43c8fc0d2ebf3e97020b36afad03e79d3b0fc320aab52c22d0cffe3128083</cites><orcidid>0000-0002-1638-7508 ; 0000-0002-3725-4085</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0300944020313163$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids></links><search><creatorcontrib>Godleman, Jessica</creatorcontrib><creatorcontrib>Babra, Tahkur Singh</creatorcontrib><creatorcontrib>Afsar, Ashfaq</creatorcontrib><creatorcontrib>Kyriacou, Andrew</creatorcontrib><creatorcontrib>Thompson, Martin</creatorcontrib><creatorcontrib>Harries, Josephine L.</creatorcontrib><creatorcontrib>Colquhoun, Howard M.</creatorcontrib><creatorcontrib>Hayes, Wayne</creatorcontrib><title>Functionalised PEGs with photo-dimerisable, anthracenyl end-groups: New UV-curable materials for use in inkjet formulations</title><title>Progress in organic coatings</title><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.</description><subject>Anthracene</subject><subject>Inkjet printing</subject><subject>Irradiation</subject><subject>Low molecular weights</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Photodimerization</subject><subject>Poly(ethylene glycol)</subject><subject>Polyethylene glycol</subject><subject>Polymer solubility</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Printers (data processing)</subject><subject>Rheometry</subject><subject>Solubility</subject><subject>Solvents</subject><subject>Ultraviolet radiation</subject><subject>UV-curing</subject><issn>0300-9440</issn><issn>1873-331X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNqFkFtLxDAQhYMouF7-ggR8tes0qd2tT4qsFxD1QcW3kCYTN7Xb1CRVxD9vyuqzMDAwfOcM5xBykMM0h7w8bqa986_KyThlwMZjmcPJBpnk8xnPOM9fNskEOEBWFQVsk50QGgAoOa8m5Pty6FS0rpOtDajpw-Iq0E8bl7RfuugybVfobZB1i0dUdnHppcLuq6XY6ezVu6EPp_QOP-nTc6YGP3J0JWPSyDZQ4zwdAlLbpXlrMI6X1dDK8WPYI1smUbj_u3fJ0-Xi8eI6u72_urk4v80ULyBmbCax4GpuFGiGteFYzVLOmpfSSA0cZ5XmNRjFGUhZnzDFmAZlDPKczWHOd8nh2rf37n3AEEXjBp8SB8GKqkpeVVEmqlxTyrsQPBrRe7uS_kvkIMaiRSP-ihZj0WJddBKerYWYMnxY9CIoi51CbT2qKLSz_1n8AOjGjOg</recordid><startdate>202102</startdate><enddate>202102</enddate><creator>Godleman, Jessica</creator><creator>Babra, Tahkur Singh</creator><creator>Afsar, Ashfaq</creator><creator>Kyriacou, Andrew</creator><creator>Thompson, Martin</creator><creator>Harries, Josephine L.</creator><creator>Colquhoun, Howard M.</creator><creator>Hayes, Wayne</creator><general>Elsevier B.V</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0002-1638-7508</orcidid><orcidid>https://orcid.org/0000-0002-3725-4085</orcidid></search><sort><creationdate>202102</creationdate><title>Functionalised PEGs with photo-dimerisable, anthracenyl end-groups: New UV-curable materials for use in inkjet formulations</title><author>Godleman, Jessica ; Babra, Tahkur Singh ; Afsar, Ashfaq ; Kyriacou, Andrew ; Thompson, Martin ; Harries, Josephine L. ; Colquhoun, Howard M. ; Hayes, Wayne</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c340t-27ae43c8fc0d2ebf3e97020b36afad03e79d3b0fc320aab52c22d0cffe3128083</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Anthracene</topic><topic>Inkjet printing</topic><topic>Irradiation</topic><topic>Low molecular weights</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Photodimerization</topic><topic>Poly(ethylene glycol)</topic><topic>Polyethylene glycol</topic><topic>Polymer solubility</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>Printers (data processing)</topic><topic>Rheometry</topic><topic>Solubility</topic><topic>Solvents</topic><topic>Ultraviolet radiation</topic><topic>UV-curing</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Godleman, Jessica</creatorcontrib><creatorcontrib>Babra, Tahkur Singh</creatorcontrib><creatorcontrib>Afsar, Ashfaq</creatorcontrib><creatorcontrib>Kyriacou, Andrew</creatorcontrib><creatorcontrib>Thompson, Martin</creatorcontrib><creatorcontrib>Harries, Josephine L.</creatorcontrib><creatorcontrib>Colquhoun, Howard M.</creatorcontrib><creatorcontrib>Hayes, Wayne</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Progress in organic coatings</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Godleman, Jessica</au><au>Babra, Tahkur Singh</au><au>Afsar, Ashfaq</au><au>Kyriacou, Andrew</au><au>Thompson, Martin</au><au>Harries, Josephine L.</au><au>Colquhoun, Howard M.</au><au>Hayes, Wayne</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Functionalised PEGs with photo-dimerisable, anthracenyl end-groups: New UV-curable materials for use in inkjet formulations</atitle><jtitle>Progress in organic coatings</jtitle><date>2021-02</date><risdate>2021</risdate><volume>151</volume><spage>106105</spage><pages>106105-</pages><artnum>106105</artnum><issn>0300-9440</issn><eissn>1873-331X</eissn><abstract>[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.</abstract><cop>Lausanne</cop><pub>Elsevier B.V</pub><doi>10.1016/j.porgcoat.2020.106105</doi><orcidid>https://orcid.org/0000-0002-1638-7508</orcidid><orcidid>https://orcid.org/0000-0002-3725-4085</orcidid></addata></record> |
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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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