Novel optical oxygen sensing material: metalloporphyrin dispersed in fluorinated poly(aryl ether ketone) films

Abstract A series of new fluorine-containing poly(aryl ether ketone)s (8F-PEKEK(Ar); Ar: 2-2-bis(4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane (6FBA), 2,2-bis(4-hydroxyphenyl)propane (BA), 2-(4-hydroxyphenyl)-2-(3-hydroxyphenyl)propane (3,4′-BA) or 9,9′-bis(4-hydroxyphenyl)fluorine (HF)) are synthesized and applied to the matrix of optical oxygen sensing using phosphorescence quenching of metalloporphyrins, platinum and palladium octaethylporphyrin, (PtOEP and PdOEP) by oxygen. The phosphorescence intensity of PtOEP and PdOEP in 8F-PEKEK(Ar) films decreased with increase of oxygen concentration. The ratio I0/I100 is used as a sensitivity of the sensing film, where I0 and I100 represent the detected phosphorescence intensities from a film exposed to 100% argon and 100% oxygen, respectively. For PtOEP in 8F-PEKEK(Ar) film, I0/I100 values are more than 20.0 and large Stern–Volmer constants more than 0.19%−1 are obtained compared with PtOEP in polystyrene film. For PdOEP in 8F-PEKEK(Ar) film, on the other hand, the large I0/I100 values more than 143 are obtained. However, the Stern–Volmer plots of PdOEP in 8F-PEKEK(Ar) films exhibit considerable linearity at lower oxygen concentration range between 0% and 20%. These results indicate that PtOEP and PdOEP films are useful optical oxygen sensor at the oxygen concentration range between 0% and 100% and between 0% and 20%, respectively. The response times of PtOEP and PdOEP dispersed in 8F-PEKEK(Ar) films are 5.6 and 3.0 s on going from argon to oxygen and 110.1 and 160.0 s from oxygen to argon, respectively.

[1]  J. Demas,et al.  Oxygen sensors based on luminescence quenching of metal complexes:  osmium complexes suitable for laser diode excitation. , 1996, Analytical chemistry.

[2]  I. Okura,et al.  Photoluminescent oxygen sensing on a specific surface area using phosphorescence quenching of Pt-porphyrin , 1997 .

[3]  Benjamin A. DeGraff,et al.  Luminescence quenching mechanism for microheterogeneous systems , 1991 .

[4]  Toru Ishiji,et al.  Photoluminescence of pyrenebutyric acid incorporated into silicone film as a technique in luminescent oxygen sensing , 1995 .

[5]  Yasunori Okumura,et al.  Synthesis of novel fluorine-containing poly(aryl ether ketone)s , 2000 .

[6]  Gelii V. Ponomarev,et al.  Phosphorescent Complexes of Porphyrin Ketones: Optical Properties and Application to Oxygen Sensing , 1995 .

[7]  J. Demas,et al.  Oxygen sensors based on luminescence quenching: interactions of pyrene with the polymer supports. , 1995, Analytical chemistry.

[8]  A. Lepre,et al.  Controlling the Response Characteristics of Luminescent Porphyrin Plastic Film Sensors for Oxygen , 1997 .

[9]  James N. Demas,et al.  Determination of oxygen concentrations by luminescence quenching of a polymer-immobilized transition-metal complex , 1987 .

[10]  W. A. Zisman,et al.  Relation of the Equilibrium Contact Angle to Liquid and Solid Constitution , 1964 .

[11]  Ingo Klimant,et al.  Optical Fiber Sensor for Biological Oxygen Demand , 1994 .

[12]  E. Bechara,et al.  Ruthenium(II) tris(bipyridyl) ion as a luminescent probe for oxygen uptake. , 1986, Analytical biochemistry.

[13]  Brendan C. O'Kelly,et al.  Fibre optic oxygen sensor based on fluorescence quenching of evanescent-wave excited ruthenium complexes in sol–gel derived porous coatings , 1993 .

[14]  Daniel J. Bartnik,et al.  Performance and use of paracorporeal fiber optic blood gas sensors , 1994, Photonics West - Lasers and Applications in Science and Engineering.

[15]  Otto S. Wolfbeis,et al.  Fiberoptic Oxygen Sensor Based on Fluorescence Quenching and Energy Transfer , 1988 .

[16]  Ichiro Okura,et al.  Optical oxygen sensing based on the luminescence change of metalloporphyrins immobilized in styrene–pentafluorostyrene copolymer film , 2000 .

[17]  H. Marsoner,et al.  A fluorescence-based sterilizable oxygen probe for use in bioreactors☆ , 1983 .

[18]  K. Kalyanasundaram.  Photochemistry of Polypyridine and Porphyrin Complexes , 1992 .

[19]  W. Seitz,et al.  Luminescence ratio indicators for oxygen , 1987 .

[20]  H. M. Widmer,et al.  Fiber optic sensor for oxygen determination in liquids , 1994 .

[21]  Ichiro Okura,et al.  Photoluminescent determination of oxygen using metalloporphyrin-polymer sensing systems , 1998 .

[22]  Kowk-Yin Wong,et al.  Luminescent platinum complex in solid films for optical sensing of oxygen , 1992 .

[23]  John Olmsted,et al.  Oxygen quenching of fluorescence of organic dye molecules , 1974 .

[24]  Max E. Lippitsch,et al.  Luminescence Quenching Behavior of an Oxygen Sensor Based on a Ru(II) Complex Dissolved in Polystyrene , 1995 .

[25]  E. Terrill,et al.  A micro-hole potentiostatic oxygen sensor for oceanic CTDs , 1995 .

[26]  R. Felder,et al.  Selective permeation of hydrocarbon gases in poly(tetrafluoroethylene) and poly(fluoroethylene–propylene) copolymer , 1980 .

[27]  D. Skoog.  Fundamentals of analytical chemistry , 1963 .

[28]  W. Seitz,et al.  Oxygen probe based on tetrakis(alkylamino)ethylene chemiluminescence , 1981 .

[29]  J. Vanderkooi,et al.  An optical method for measurement of dioxygen concentration based upon quenching of phosphorescence. , 1987, The Journal of biological chemistry.

[30]  J. Demas,et al.  Design of oxygen sensors based on quenching of luminescent metal complexes : effect of ligand size on heterogeneity , 1993 .

[31]  J. Hendricks,et al.  Defining the Situation: Reflection of Life Styles in Funeral Eulogies , 1973 .

[32]  K. Asai,et al.  Novel optical oxygen sensing material: platinum porphyrin–styrene–pentafluorostyrene copolymer film , 1999 .

[33]  R. J. Hurtubise,et al.  A study of the interactions of benzo[f]quinoline, quinoline and phenanthrene by infrared and reflectance spectroscopy and the relationship to room-temperature phosphorescence , 1983 .