Monitoring pH changes is important for chemical and biological analyses, environmental monitoring, chemical/ bio-process control, and other scientific and industrial applications. Therefore, the development of a robust sensor membrane by immobilizing dyes on a solid support for optical pH sensing is important because such an optode membrane would be reusable, prevent samples from being contaminated by dyes, and allow for analyte monitoring in real time. In particular, membrane-based optical pH sensing technology has many advantages over conventional electrochemical pH detection using glass electrodes, because it does not pose the risk of electric shock or require a reference electrode; exhibits a fast response time; and allows for the measurable pH range to be adjusted by the selection of appropriate dyes. 1,2 Although many pH optode membranes have been developed to date, most respond to neutral pH (5-9) common in biological pH measurements. 3-14 Only a few optode membranes that can operate under acidic conditions below pH 3 have been reported. 15-18 These pH-sensitive membranes are useful for measuring the pH of strongly acidic solutions such as some media found in the stomach or industrial wastewater. In addition, optode membrane technology can be applied to the fabrication of probes for fiber-optic pH sensors. [19][20][21] In this regard, the development of optode membranes capable of detecting acidic pH values remains as an interesting research field.Recently, we reported that a donor-acceptor conjugated dye (SPM; Scheme 1) exhibited an internal charge transfer (ICT) process for pH sensing under acidic conditions. 22 As part of our ongoing program for developing a pH-sensitive fluorescent sensor membrane for acidic conditions, the ICT dye (SPM) was covalently immobilized on a silanized glass support via photo-copolymerization with 2-hydroxyethyl methacrylate (HEMA) in the presence of a cross-linker. This optode membrane was very sensitive in the acidic range below pH 2.0. Herein, we report the preparation of a pH-sensitive fluorescent membrane incorporating SPM, and its pH-sensing properties.As shown in Scheme 1, the acryloyl group-bonded dye 3 was designed for covalent immobilization on a glass support. Compound 2 was synthesized via the base-catalyzed condensation of compound 1 with 4-{(2-hydroxyethyl) (methyl)amino}benzaldehyde and was subsequently treated with an equivalent amount of acryloyl chloride in the presence of triethyl amine to afford dye 3 in good yield.The optode membrane was prepared by immobilizing dye 3 on a silyl-modified glass support via the photoinitiated copolymerization of dye 3 with a mixture of HEMA and triethylene glycol dimethacrylate in the presence of a photoinitiator. The thickness of the prepared membrane was approximately 21 μm ( Figure S1), as determined using scanning electron microscopy. HEMA-based polymer membranes are useful for preparing pH-sensitive membranes used in aqueous solutions because they exhibit hydrophilic properties. 9,10,15,17 The absorption and emission s...