Preparation and Photochromic Performance of Homogeneous Phase Nitrocellulose Membrane Grafting Spirooxazine Moieties

Abstract

The synthesis of 1,3,3-trimethyl-9′-acryloxyspiro[indoline-2,3′(3H)naphtho[2,1-b][l,4]-oxazine] (AISO) was carried out by catalytic esterification of 1,3,3-trimethyl-9′-hydroxyspiro-[indoline-2,3′(3H)naphtho[2,1-b][l,4]oxazine] (SO–OH) and acrylic acid in the presence of 1,3-dicyclohexylcarbodiimide (DCC) and N-dimethylaminopyridine (DMAP). Then, the synthesis of the target copolymer (NC-g-AISO) was was carried out by benzoyl peroxide (BPO)-induced graft copolymerization of the AISO monomer onto nitrocellulose (NC) in a homogeneous methyl isobutyl ketone medium. The structure of NC-g-AISO was characterized by Fourier transform infrared (IR) spectroscopy, 13C Nuclear Magnetic Resonance (NMR) spectra and thermogravimetric (TG) analysis. The photochromic properties of NC-g-AISO were investigated by examining UV–Vis spectra in ethyl acetate solution and solid membrane. Compared with the AISO monomer in ethyl acetate solution, the thermal color decay stability of the colored form of NC-g-AISO in ethyl acetate solution and in solid membrane improved significantly. The thermal color decay reaction rate constants in ethyl acetate solution and membrane at 25 °C were 1.77 × 10–2 and 1.36 × 10–3 s–1, respectively, fitted using the first-order reaction equation. After ten photochromic cycles, the relative absorption intensity of the colored form of NC-g-AISO decreased by 0.85%, indicating that the NC-g-AISO membrane has good reversible photochromic behavior.

Study of the preparation and properties of polyvinyl chloride/nitrocellulose polymer blends

“…It is versatile and efficient in a variety of fields in medicine, including water filtration, power generation, catalysis coatings. 17 Recently various reports showed the application of NC and derived blends as a propellant due to its explosive nature. Liu C et al prepared graphene oxide/NC membrane and further, they used as as solid propellant micro thruster by using laser ignition combustion treatment.…”

“…It has also been utilised for a variety of coating applications, including coating components, stabilisers, coating membranes, paints, lacquers, varnishes for wood, paper metal, inks for package printing, and celluloid printing. It is versatile and efficient in a variety of fields in medicine, including water filtration, power generation, catalysis coatings 17 . Recently various reports showed the application of NC and derived blends as a propellant due to its explosive nature.…”

Plant‐Based Structures as an Opportunity to Engineer Optical Functions in Next‐Generation Light Management

“…[326] Optical materials that respond to multiple wavelengths can be achieved via electrostatic interactions between light-responsive cellulosic materials and CDs. [328] By combining photoresponsive cellulose and CDs, photo-triggering, reversible Reversible photo-responsive groups CNC, CNF, microcrystalline cellulose (MCC), carboxymethyl cellulose (CMC), HPC [318,[321][322][323] Cotton, filter paper, MCC, cellulose acetate (CA) [324][325][326] Nitrocellulose, MMC derivative Spirooxazine [327,328] CNC, CNF [329] Irreversible photo-responsive groups…”

Functionalization of Nitrocellulose Film by AB-Type Click Polymerization: Methods and Property Enhancements

“…Further, Sun et al. reported the fabrication of the nitrocellulose membranes with high photochromic properties by the grafting of spiropyran-based acrylate polymers on nitrocellulose through radical polymerization techniques, where an improvement in thermal color decay stability was observed . Some of those methods often involve harsh reaction conditions, lower efficacy, or uncontrolled polymerizations.…”

“…40 Further, Sun et al reported the fabrication of the nitrocellulose membranes with high photochromic properties by the grafting of spiropyranbased acrylate polymers on nitrocellulose through radical polymerization techniques, where an improvement in thermal color decay stability was observed. 44 Some of those methods often involve harsh reaction conditions, lower efficacy, or uncontrolled polymerizations. Further, in most of those cases, either hydrophobicity or stability or mechanical property improvements were observed, while combined improvements of most of the crucial properties have been reported rarely, if at all.…”