Synthesis and characterization of water-soluble/phospholipid bilayer active, polymer-linked porphyrins

Zinc Porphyrins Covalently Bound to the Side Walls of Single-Walled Carbon Nanotubes via Flexible Bonds: Photoinduced Electron Transfer in Polar Solvent

“…The [2 + 3] cyclization−addition reaction of the azomethineylide (generated from Boc−aminoethylglycine and paraformaldehyde) with ester-terminated nanotubes ( 2 ) yielded the SWCNTs grafted with Boc−aminoalkyl chains at the side wall ( 3 ). ,, The FT-IR spectrum again confirmed the formation of 3 (carbamate CO, 1640 cm −1 ; ester CO, 1735 cm −1 ; C−H, 2953 cm −1 ). The reaction of 4-(10,15,20-tritolylporphyrin-5-yl)benzoyl chloride (TTP−COCl) at the amino group of the graft (after Boc removal by CF 3 COOH) afforded the SWCNTs tethering the free-base porphyrin, which were treated with Zn 2+ to yield ZnP−(spacer)−SWCNTs ( 4 ). For the chromatography of ZnP−(spacer)−SWCNTs ( 4 ), the sample dispersion in DMF was filtered through a short (0.50 cm, for instance) pad of silica gel to exclude the unreacted Zn 2+ species.…”

“…Although the redox potentials of the SWCNTs strongly depend on their structures, , the reduction potential ( E red ) of chemically modified SWCNTs is in the range from −0.7 to 0 V versus the saturated calomel electrode (SCE). ,− Thus, the SWCNTs in 4 may accept an electron from the singlet excited state of ZnP with oxidation potential ( E ox ) of −1.3 V, to give the charge separation state, ZnP •+ −(spacer)−SWCNT •− , immediately after the light excitation (energy diagrams are shown in the Supporting Information as Figure S4). From ZnP •+ −(spacer)−SWCNT •− , the electron further mediates to BV 2+ , in which the one-electron reduction potential is −0.35 V versus SCE .…”

Phospholipid-linked quinones-mediated electron transfer on an electrode modified with lipid bilayers

“…Quinones as well as porphyrin pigments play a key role in these electron transfers [9][10][11][12]. There has been little study of ground state electron transfer between quinones or porphyrins complexes to provide an insight into the effect of structure of quinones and porphyrins on the electron transfer so that a vectorial electron transfer system between quinones or porphyrins may be constructed in the membrane [13][14][15][16][17][18][19][20]. Runquist and Loach reported catalysis of electron transfer across phospholipid bilayers by iron-porphyrin complexes [19].…”

Synthesis and Characterization of Some Main Chain Porphyrin Copolyformals, Based on Bisphenol A and Long Linear Aliphatic Units, Having a Low Glass Transition Temperature

“…In recent years porphyrin systems have been used in such fields as conversion and storage of solar energy by photocatalytic or electrochemical reactions, − photocatalytic oxidation of organic substrates, − and manufacture of nonlinear optical devices (like optical switches, sensor protectors, light modulators, etc. ). − For many of these applications there is an interest to bind porphyrin units to a polymeric substrate in order to make their use easier.…”