Spectral Cosensitization in Phthalocyanine‐Porphyrin Photoelectrochemical Cells

Perrier, Gérard; Gauthier, R.; Dao, Lê H.

doi:10.1149/1.2095666

J. Electrochem. Soc.

1988

DOI: 10.1149/1.2095666

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Spectral Cosensitization in Phthalocyanine‐Porphyrin Photoelectrochemical Cells

Gérard Perrier

R. Gauthier

Lê H. Dao

Abstract: An organic multilayer photoelectrochemical cell was fabricated by sequential vacuum deposition of hydroxyaluminum phthalocyanine (PcA1OH) and hydroxyaluminum tetraphenylporphyrin (TPPA1OH). Absorption and action spectra of the NESA/PcA1OH/TPPA1OH/I3 /I /Pt cell cover the entire visible spectrum up to 900 rim. In the reverse deposition sequence, only NESA/TPPA1OH/PcA1OH/I3 /I /Pt photoelectrochemical cell with very thin organic layers showed a sensitization effect. The cosensitization effects are probably due t… Show more

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Cited by 5 publications

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Conductive polymeric Cu(II) tetrakis(3‐methoxy‐4‐hydroxyphenyl) porphyrin as a photosensitizer in a photoelectrochemical Cell

Maliński¹,

Ciszewski²,

Fish³

et al. 1992

Advanced Materials

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Communications the long-axis rotation is more hindered and leads to a higher spontaneous polarization although its molecular dipole moment is smaller (see Table I).These results show that the asymmetry of the angular distribution of the mesogens can be increased by bulky lateral substituents. Therefore, not only the dipole moments but also the bulkiness of the lateral substituents should be increased in order to obtain materials of high spontaneous polarization ExperimentalThe synthesis of the chiral acids 2.4 and 6 and the corresponding polysiloxanes 7,9 and 11 are described in a previous paper [5]. Preparation of the axial-chiral 4-methylcyclohexylidene acetic acid 3 and the resolution of thc racemate is published elsewhere [12, 141.The chiral3-bromo-4-((S)-(l)-methylheptyloxy)-benzoic acid 5 was prepared in two steps according to the procedure of a Mitsunobu-reaction [I 51. To a solution of 3-bromobenzoic acid ethyl ester (3.5 g, 0.014 mol), (R)-2-octanol (2.18 g, 0.017 mol) and triphenylphosphine (5.5 g, 0.021 mol) in 70 mL dry cther at 0 C were added dropwise 3.7 g (0.021 mol) azodicarboxylic acid diethyl ester and the mixture stirred overnight at room temperature. Evaporation of the solvent, saponification of the ester with 3 g NaOH in ethanol/water (1.1) and acidification with 6 11 HCI gave the raw material. Flash-chromatography (petrolether/ethyl acetate 3: 1) leads to the pure 3-bromo-4-((S)-(l)-methylhep-ty1oxy)-benroic acid 5 (yield: 43%, [a]'" = f35.3". nz" =1.5450).The polysiloxanes 8 and 10 were prepared according to a polymer analogous esterification [5]. In a typical run 0.25 g (0.63 mmol) of polymer 1, 0.52 g (1.57 mmol) of the desired chiral acid and 0.01 5 g 4-(dimethylamino)pyridine (DMAP) were dissolved in 10 mL dry THF/CH,CI, and cooled to 0°C. Then 0.32 g (1.57 mmol) dicyclocarbodiimide (DCC) were added and the solution was stirred overnight and precipitated twice from methanol (polymer 10; yield: 77%: = +9.8' (c = 0.51 in CHCI,); M,;,, = 24000; polmyer 8; yield: 83%; [&' = +28.7' (c = 2 in CHCI,); M,,, = 23000). All analytical data were in agreement with the proposed structure.

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Conductive polymeric Cu(II) tetrakis(3‐methoxy‐4‐hydroxyphenyl) porphyrin as a photosensitizer in a photoelectrochemical Cell

Maliński¹,

Ciszewski²,

Fish³

et al. 1992

Advanced Materials

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Photoelectrochemical studies on electrodes coated with polymer-bound porphyrin systems

Balasubramaniam

Natarajan

1997

Journal of Photochemistry and Photobiology A: Chemistry

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Immobilization of metalloporphyrins in electropolymerized films: design and applications

Bedioui¹,

Devynck²,

1995

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Molecular engineering and design of new controlled spatial assemblies and architectures is a field undergoing rapid growth.1 A large variety of disciplines, especially bioinorganic chemistry, are now taking profit from the design of molecular systems. Indeed, bioinorganic structural motifs can potentially model metalloenzyme structures and functions. The aim of such modeling is to mimic natural properties in order to elucidate fundamental aspects of reactivity and mechanism.The desire to mimic enzymatic systems has led to an active area of research involving synthetic porphyrin models of enzyme active sites, especially for monooxygenase enzymes of the cytochrome P-450.2™4 An analysis of comparative studies dealing with the selectivity, efficiency, and stability for both synthetic porphyrin models and natural systems has shown that efficiency arises from the control of the environment of the enzyme active site.4™7 Thus, in a first approach, the design of synthetic supramolecular architecture for porphyrin models with an elaborated steric environment (such as picnic basket porphyrins, strapped porphyrins, etc.) has been the subject of intense effort.8 A similar approach in concept that has been advanced during the last decade involves replacing of the protein envelope of natural enzymes by a mineral or organic polymeric matrix.9"18 This strategy is based on the fact that a polymeric matrix may provide the best arrangement for a catalytically active center as well as preventing autodestruction of the enzyme model Fethi Bedioui (born on

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Spectral Cosensitization in Phthalocyanine‐Porphyrin Photoelectrochemical Cells

Cited by 5 publications

References 15 publications

Conductive polymeric Cu(II) tetrakis(3‐methoxy‐4‐hydroxyphenyl) porphyrin as a photosensitizer in a photoelectrochemical Cell

Conductive polymeric Cu(II) tetrakis(3‐methoxy‐4‐hydroxyphenyl) porphyrin as a photosensitizer in a photoelectrochemical Cell

Photoelectrochemical studies on electrodes coated with polymer-bound porphyrin systems

Immobilization of metalloporphyrins in electropolymerized films: design and applications

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