Synthesis and photoactivity of chemically asymmetric polymeric porphyrin films made by interfacial polymerization

Journal Article · Wed Oct 25 00:00:00 EDT 1989 · Journal of the American Chemical Society; (USA)

DOI:https://doi.org/10.1021/ja00204a023· OSTI ID:7068654

Wamser, C C; Bard, R R; Senthilathipan, V; Anderson, V C; Yates, J A; Ransdell, R A; Golbeck, J H; Sandberg, J J; Clarke, S E ^[1]; Lonsdale, H K; Rayfield, G W; Friesen, D T; Lorenz, D A; Stangle, G C; van Eikeren, P; Babcock, W C ^[2]; Baer, D R ^[3]

---

1. Portland State Univ., OR (USA)
2. Bend Research, Inc., OR (USA)
3. Pacific Northwest Lab., Richland, WA (USA)

Thin polymeric porphyrin films have been prepared by interfacial polymerization of a pair of reactive comonomers, one or both of which are derivatized tetraphenylporphyrins. Combinations that have successfully yielded polymeric films include the following: tetrakis(4-aminophenyl)porphyrin (TAPP) in DMSO with tetrakis(4-(chlorocarbonyl)phenyl)porphyrin (TCCPP) in ethyl acetate, various aliphatic diamines in water with TCCPP in chloroform, various aliphatic diacyl chlorides in hexane with TAPP in DMSO, tetrakis(4-hydroxyphenyl)porphyrin (THPP) in aqueous base with TCCPP in chloroform, and ZnTHPP in aqueous base with CuTCCPP in chloroform. The films display a unique chemical asymmetry, in the sense that opposite surfaces of the films show distinctive differences in the concentration and type of functional groups that are present, demonstrated by x-ray photoelectron spectroscopy (XPS) and by contact angle studies. When placed between identical semitransparent electrodes and irradiated with either broad-band light or a pulsed laser, these films develop directional photopotentials, whereby the film surface that was prepared in contact with the TCCPP solution (the acid surface) develops a more negative potential than the opposite (amine or hydroxyl) surface.

• OSTI ID: 7068654
• Journal Information: Journal of the American Chemical Society; (USA), Vol. 111:22; ISSN 0002-7863
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
36 MATERIALS SCIENCE
PORPHYRINS
PHOTOCHEMISTRY
SYNTHESIS
THIN FILMS
CALCULATION METHODS
DATA ANALYSIS
EXPERIMENTAL DATA
MEASURING INSTRUMENTS
MEASURING METHODS
PHOTOELECTRON SPECTROSCOPY
POLYMERIZATION
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
CHEMISTRY
DATA
ELECTRON SPECTROSCOPY
FILMS
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
INFORMATION
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
SPECTROSCOPY
400500* - Photochemistry
360603 - Materials- Properties
360601 - Other Materials- Preparation & Manufacture