Investigation of Fluorinated (Meth)Acrylate Monomers and Macromonomers Suitable for a Hydroxy-Containing Acrylate Monomer in UV Nanoimprinting

Abstract

We investigated reactive fluorinated (meth)acrylate monomers and macromonomers that caused segregation at the cured resin surface of a viscous hydroxy-containing monomer, glycerol 1,3-diglycerolate diacrylate (GDD), and decreased the demolding energy in ultraviolet (UV) nanoimprinting with spin-coated films under a condensable alternative chlorofluorocarbon gas atmosphere. The X-ray photoelectron spectroscopy and contact angle measurements used to determine the surface free energy suggested that a nonvolatile silicone-based methacrylate macromonomer with fluorinated alkyl groups segregated at the GDD-based cured resin surface and decreased the surface free energy, while fluorinated acrylate monomers hardly decreased the surface free energy because of their evaporation during the annealing of the spin-coated films. The average demolding energy of GDD-based cured resins with the macromonomer having fluorinated alkyl groups was smaller than that with the macromonomer having hydrocarbon alkyl groups. The fluorinated alkyl groups were responsible for decreasing the demolding energy rather than the polysiloxane main chains. We demonstrated that the GDD-based UV-curable resin with the fluorinated silicone-based macromonomer was suitable for step-and-repeat UV nanoimprinting with a bare silica mold, in addition to silica molds treated by chemical vapor surface modification with trifluoro-1,1,2,2-tetrahydropropyltrimethoxysilane (FAS3) and tridecafluoro-1,1,2,2-tetrahydrooctyltrimethoxysilane (FAS13).

Plastic Deformation of Synthetic Quartz Nanopillars by Nanoindentation for Multi-scale and Multi-level Security Artefact Metrics

“…Silica imprint moulds separated into 10 × 10 mm 2 were cleaned by immersion in sulfuric acid and rinsed using ultrapure water and UV/ozone exposure for 20 s using a UVE-110-1H cleaner (Sen Light) before use. The mould surfaces were modified with an antisticking molecular layer formed using tridecafluoro-1,1,2,2-tetrahydrooctyltrimethoxysilane (FAS13) by chemical vapour surface modification at 150 °C for 1 h. [31][32][33] UV-NIL was performed as illustrated in Fig. S3 (Supporting Information).…”

Preparation and hydrophobicity failure behavior of two kinds of fluorine-containing acrylic polyurethane coatings

“…Various uorinated acrylic monomers, including uorinated alkyl (meth)acrylates and uorinated aryl (meth)acrylates, have been employed to prepare uorinecontaining acrylic copolymers via radical polymerization with other common hydrocarbon acrylates. 1,8,[11][12][13][14] In this case, the uorine segments are graed onto the side chain of the random copolymer. The migration behavior of the uorinated segments during the lm-forming process of the uorine-containing copolymers is limited by the molecular structure.…”

Controlled radical polymerization of fluorinated methacrylates in supercritical CO2: Synthesis and application of a novel RAFT agent

“…Fluorinated (meth)acrylate(s) is a kind of monomer with dual characteristics of both the fluorinated monomer and the (meth)acrylate monomer. The corresponding fluorinated poly (meth)acrylate(s) is found to have many remarkable advantages, such as excellent hydrophobility, stain resistance, low friction coefficient, and good optical properties, and can be applied in the fields of high performance coating materials, functional membranes, medical materials, optical devices, and fibers . It is found that the end group(s) plays a very important role to both the property and the application of the fluorinated polymers .…”