Micro-silica gel beads ( 1a– c) immobilizing dihydroxoantimony(V) tetraphenylporphyrin (SbTpp), free base tetraphenylporphyrin (H 2Tpp), and zinc(II) tetraphenylporphyrin (ZnTpp) chromophores were prepared by the reactions of 3-aminopropyl silica gel (SiO 2-NH 2) with the dihydroxoantimony(V) complex ( 2a), the free base ( 2b), and the zinc complex ( 2c) of 5-[4-(succinimidyloxycarbonyl)phenyl]-10,15,20-triphenylporphyrin, respectively. Absorption spectrophotometry was performed on 1a– c using a confocal laser scanning microscope (CLSM) and determined that the yields for the immobilization of SbTpp, H 2Tpp, and ZnTpp on SiO 2-NH 2 were 31.7, 95.9, and 45.1%, respectively. Moreover, 1a was converted into its acetyl analog ( 1a’) by the acetylation of the axial hydroxo ligands and aminopropyl of 1a with Ac 2O, since the interactions of the SbTpp chromophore with the residual amino group on SiO 2 was observed by spectroscopic analysis using CLSM. In micro-channel reactors (MCR), the photoreaction of 1a’ with Et 2NH induced demetallation to produce 1b immobilizing H 2Tpp chromophore. Moreover, the reaction of 1b with Zn(OAc) 2 produced 1c immobilizing ZnTpp chromophore. Thus, micro-silica gel beads ( 1a) were transformed into 1c in a micro-region of a silica gel surface by way of photochemical reaction with Et 2NH and subsequent metallation with Zn(OAc) 2.