Preparation and characterization of chalcone functional urethane acrylates for coating applications

B. Güler; H. A. Önen; M. Karahasanoğlu; E. Serhatlı; T. Çakır Çanak

doi:10.1016/j.porgcoat.2017.04.037

Preparation and characterization of chalcone functional urethane acrylates for coating applications

B. Güler
, H. A. Önen^*
, M. Karahasanoğlu
, E. Serhatlı
, T. Çakır Çanak

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University

Research output: Contribution to journal › Article › peer-review

26 Citations (Scopus)

Abstract

New chalcone modified urethane acrylates (CMUA) were synthesized by the reaction of photoactive 4,4′dihydroxychalcone and polyethylene glycol 1000 (PEG-1000) with isophorone diisocyanate (IPDI) and followed by end-capping with 2-hydroxyethyl methacrylate (HEMA). The structure of CMUA oligomers was characterized by FT-IR and ¹H NMR spectroscopies. Photosensitivity of CMUA oligomers was confirmed by using UV–vis absorption spectroscopy. The UV-curable clear coatings were prepared by the incorporation of CMUA oligomers into formulations together with reactive diluents such as dipropylene glycol diacrylate (DPGDA), 1,6-hexanediol diacrylate (HDDA) and photoinitiator and applied on Plexiglas plates and Teflon moulds. The physicochemical, mechanical and thermal properties of UV-cured coatings such as gel content, gloss, chemical-solvent resistance, contact angle, gloss, pendulum hardness, pencil hardness, tensile properties and char yield were investigated. The effect of chalcone modification on UV-cured CMUA coatings was evaluated and determined as the improvement in the properties of UV-cured coatings mainly due to the photocrosslinking ability of 4,4′dihydroxychalcone.

Original language	English
Pages (from-to)	152-159
Number of pages	8
Journal	Progress in Organic Coatings
Volume	109
DOIs	https://doi.org/10.1016/j.porgcoat.2017.04.037
Publication status	Published - 1 Aug 2017

Bibliographical note

Publisher Copyright:
© 2017 Elsevier B.V.

Keywords

4,4′-dihydroxychalcone
Photoactive
Photocrosslinking
UV-curing
Urethane acrylate

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10.1016/j.porgcoat.2017.04.037

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title = "Preparation and characterization of chalcone functional urethane acrylates for coating applications",

abstract = "New chalcone modified urethane acrylates (CMUA) were synthesized by the reaction of photoactive 4,4′dihydroxychalcone and polyethylene glycol 1000 (PEG-1000) with isophorone diisocyanate (IPDI) and followed by end-capping with 2-hydroxyethyl methacrylate (HEMA). The structure of CMUA oligomers was characterized by FT-IR and 1H NMR spectroscopies. Photosensitivity of CMUA oligomers was confirmed by using UV–vis absorption spectroscopy. The UV-curable clear coatings were prepared by the incorporation of CMUA oligomers into formulations together with reactive diluents such as dipropylene glycol diacrylate (DPGDA), 1,6-hexanediol diacrylate (HDDA) and photoinitiator and applied on Plexiglas plates and Teflon moulds. The physicochemical, mechanical and thermal properties of UV-cured coatings such as gel content, gloss, chemical-solvent resistance, contact angle, gloss, pendulum hardness, pencil hardness, tensile properties and char yield were investigated. The effect of chalcone modification on UV-cured CMUA coatings was evaluated and determined as the improvement in the properties of UV-cured coatings mainly due to the photocrosslinking ability of 4,4′dihydroxychalcone.",

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AU - Güler, B.

AU - Önen, H. A.

AU - Karahasanoğlu, M.

AU - Serhatlı, E.

AU - Çakır Çanak, T.

PY - 2017/8/1

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N2 - New chalcone modified urethane acrylates (CMUA) were synthesized by the reaction of photoactive 4,4′dihydroxychalcone and polyethylene glycol 1000 (PEG-1000) with isophorone diisocyanate (IPDI) and followed by end-capping with 2-hydroxyethyl methacrylate (HEMA). The structure of CMUA oligomers was characterized by FT-IR and 1H NMR spectroscopies. Photosensitivity of CMUA oligomers was confirmed by using UV–vis absorption spectroscopy. The UV-curable clear coatings were prepared by the incorporation of CMUA oligomers into formulations together with reactive diluents such as dipropylene glycol diacrylate (DPGDA), 1,6-hexanediol diacrylate (HDDA) and photoinitiator and applied on Plexiglas plates and Teflon moulds. The physicochemical, mechanical and thermal properties of UV-cured coatings such as gel content, gloss, chemical-solvent resistance, contact angle, gloss, pendulum hardness, pencil hardness, tensile properties and char yield were investigated. The effect of chalcone modification on UV-cured CMUA coatings was evaluated and determined as the improvement in the properties of UV-cured coatings mainly due to the photocrosslinking ability of 4,4′dihydroxychalcone.

AB - New chalcone modified urethane acrylates (CMUA) were synthesized by the reaction of photoactive 4,4′dihydroxychalcone and polyethylene glycol 1000 (PEG-1000) with isophorone diisocyanate (IPDI) and followed by end-capping with 2-hydroxyethyl methacrylate (HEMA). The structure of CMUA oligomers was characterized by FT-IR and 1H NMR spectroscopies. Photosensitivity of CMUA oligomers was confirmed by using UV–vis absorption spectroscopy. The UV-curable clear coatings were prepared by the incorporation of CMUA oligomers into formulations together with reactive diluents such as dipropylene glycol diacrylate (DPGDA), 1,6-hexanediol diacrylate (HDDA) and photoinitiator and applied on Plexiglas plates and Teflon moulds. The physicochemical, mechanical and thermal properties of UV-cured coatings such as gel content, gloss, chemical-solvent resistance, contact angle, gloss, pendulum hardness, pencil hardness, tensile properties and char yield were investigated. The effect of chalcone modification on UV-cured CMUA coatings was evaluated and determined as the improvement in the properties of UV-cured coatings mainly due to the photocrosslinking ability of 4,4′dihydroxychalcone.

KW - 4,4′-dihydroxychalcone

KW - Photoactive

KW - Photocrosslinking

KW - UV-curing

KW - Urethane acrylate

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DO - 10.1016/j.porgcoat.2017.04.037

M3 - Article

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SN - 0300-9440

VL - 109

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EP - 159

JO - Progress in Organic Coatings

JF - Progress in Organic Coatings

ER -

Preparation and characterization of chalcone functional urethane acrylates for coating applications

Abstract

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Keywords

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