Abstract

The copoly(2-oxazoline) pNonOx80-stat-pDc=Ox20 can be synthesized from the cationic ring-opening copolymerization of 2-nonyl-2-oxazoline NonOx and 2-dec-9′-enyl-2-oxazoline Dc=Ox in the ionic liquid n-hexyl methylimidazolium tetrafluoroborate under microwave irradiation in 250 g/batch quantities. The polymer precipitates upon cooling, enabling easy recovery of the polymer and the ionic liquid. Both monomers can be obtained from fatty acids from renewable resources. pNonOx80-stat-pDc=Ox20 can be used as polymer in a photoresist (resolution of 1 μm) based on UV-induced thiol–ene reactions.

Highlights

  • The copoly(2-oxazoline) pNonOx80-stat-pDc=Ox20 can be synthesized from the cationic ring-opening copolymerization of 2nonyl-2-oxazoline NonOx and 2-dec-9’-enyl-2-oxazoline Dc=Ox in the ionic liquid n-hexyl methylimidazolium tetrafluoroborate under microwave irradiation in 250 g/batch quantities

  • A polymer film is illuminated through a mask, subjecting the illuminated areas of the photoresist film to photochemical reactions that change the solubility of the polymer

  • In the case of so-called negative photoresists, the illuminated areas become insoluble while the non-illuminated areas stay soluble and, can be dissolved in a subsequent development step, yielding a structured polymer film that reproduces the geometric pattern preset by the mask in negative fashion

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Summary

Introduction

The copoly(2-oxazoline) pNonOx80-stat-pDc=Ox20 can be synthesized from the cationic ring-opening copolymerization of 2nonyl-2-oxazoline NonOx and 2-dec-9’-enyl-2-oxazoline Dc=Ox in the ionic liquid n-hexyl methylimidazolium tetrafluoroborate under microwave irradiation in 250 g/batch quantities. We reported negative photoresists based on copoly(2-oxazoline)s that can be crosslinked upon illumination with UV light.[4,5] As crosslinking reaction, the thiol–ene reaction, a prominent congener of the click reactions, was chosen.[6,7] Copoly(2-oxazoline)s bearing unsaturated double bonds in their side chains can be crosslinked with bisfunctional thiols, such as butane dithiol and 3,4-dimercapto toluene, or tetrafunctional thiols, such as pentaerythritol-tetra-(3-mercaptoproprionate), yielding structured polymer films with a resolution of 2 mm.

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