Photochemical modification of polymer surface by the pendant photobase generator containing oxime‐urethane groups and its application to an image‐recording material

Abstract

Copolymers containing oxime‐urethane groups were prepared by the copolymerization of methyl methacrylate and benzophenoneoximinocarbonylaminoethyl methacrylate (BCM), and their photochemical properties were examined from the UV and IR absorption spectral changes. The decomposed fraction of oxime‐urethane groups in the copolymer increased with irradiation time, but it decreased with the content of BCM units in the copolymer. Changes of the surface properties of the copolymer film on irradiation were studied by measurements of the contact angle and dyeing with an acid dye. The surface of the copolymer film changed to become more hydrophilic upon irradiation with 254 nm of UV light. After the irradiated copolymer films were treated with HCl or methanol, changes of the contact angle of water on irradiation were compared. The copolymer film was dyed by acid dyes after treatment of the irradiated film with HCl. The degree of dyeing increased with irradiation time and BCM units in the copolymer, but it was unaffected by the film thickness. Various colors were developed on the irradiated area depending on the acid dye as the developer. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 1200–1207, 2002

Prefluorescent‐Dye‐Induced, Chemically Reversible Fluorescent Imaging Based on a Polymeric Photobase Generator

“…General: Isocyanatoethyl methacrylate and fluorescamine were obtained from Aldrich Chemical Co. Methacryloxyethyl benzophenoneoxime urethane (MBU) was prepared using a previously reported procedure [24]. Fluorescence spectra were recorded on a Shimadzu F-1501 spectrofluorometer.…”

“…[23,24] In this paper, we report on a new approach to fluorescence imaging based on a polymeric photobase generator containing oxime-urethane groups through the use of fluorescamine. Scheme 2 shows a schematic diagram of the formation of the fluorescent images, while Scheme 3 shows the chemical reactions which occur during the formation.…”

Phosphazenes and Surfaces

“…As examples of these materials we may mention such products as oxides [6], silicon [7][8][9], and glass [10,11], all of them containing free hydroxylic groups in their chemical structure. As far as intrinsically apolar substrates are concerned (e.g., polyolefins [12], polybutadiene [13,14], polystyrene [15,16]), a variety of physical (thermal [17,18], photochemical [19,20], g-radiolytic [21,22], plasma [23,24], etc.) and chemical (oxidation [25][26][27], sulfonation [28,29], nitration [30,31], chloromethylation [32,33], grafting [34][35][36], etc.)…”

Modification of Parylene film-coated glass with TiO2 nanoparticles and its photocatalytic properties

“…The stability of Parylene films toward organic solvents and biological fluids makes them ideal coatings for microelectronic devices, medical instruments, implants, and prostheses [2][3][4]. Significant progress was achieved recently in the fabrication of medical implants and organic electronics protected with Parylene layers [5,6].…”