Siloxy porpyhrins and metal complexes thereof

Abstract

The present invention involves an artificial nose having an array comprising at least a first dye and a second dye in combination and having a distinct spectral response to an analyte. In one embodiment, the first and second dyes are from the group comprising porphyrin, chlorin, chlorophyll, phthalocyanine, or salen. In a further embodiment, the first and second dyes are metalloporphyrins. The present invention is particularly useful in detecting metal ligating vapors. Further, the array of the present invention can be connected to a wavelength sensitive light detecting device.

What is claimed is:  
     
         1 . An artificial nose comprising an array, the array comprising at least a first dye and a second dye in combination and having a distinct spectral response to an analyte wherein the first dye or the second dye are porphyrins each having a periphery and wherein at least the first porphyrin or the second porphyrin has a superstructure bonded to the respective periphery thereof.  
     
     
         2 . The artificial nose of  claim 1  wherein the superstructure is from the group comprising siloxyl-substituted substituents and nonsiloxyl-substituted substituents, including aryl substituents, alkyl substituents, and organic, organometallic, and inorganic functional group substituents.  
     
     
         3 . The artificial nose of  claim 1  wherein the superstructure is shape selective, polarity selective, inantio selective, regio selective, hydrogen bonding selective, or acid-base selective.  
     
     
         4 . The artificial nose of  claim 1  wherein either the first porphyrin or the second porphyrin is a siloxyl-substituted bis-pocket porphyrin.  
     
     
         5 . The artificial nose of  claim 4  wherein the siloxyl-substituted bis-pocket porphyrin is made in accordance with the synthesis shown in FIG. 13.  
     
     
         6 . The artificial nose of  claim 4  wherein the siloxyl-substituted bis-pocket porphyrin is from the group consisting of Zn(TPP), 5,10,15,20-tetraphenylporphyrinatozinc(II); 
 Zn[(OH) 6 PP], 5-phenyl-10, 15,20-tris(2 / ,6 / -dihydroxyphenyl)porphyrinatozinc(II);  
 Zn[(OH) 8 PP], 5,10,15,20-tetrakis(2 / ,6 / -dihydroxyphenyl)porphyrinatozinc(II);  
 Zn(Si 6 PP), 5(phenyl)-10,15,20-trikis(2 / ,6 / -disilyloxyphenyl)porphyrinatozinc(II);  
 Zn(Si 7 OHPP), 5,10,15-trikis(2 / ,6 / -disilyloxyphenyl)-20-(2 / -hydroxy-6 / -silyloxyphenyl)porphyrinatozinc(II); and Zn(Si 8 PP), 5,10,15,20-tetrakis(2 / ,6 / -disilyloxyphenyl)porphyrinatozinc(II).  
 
     
     
         7 . The artificial nose of  claim 1  wherein the array is part of a sensor plate.  
     
     
         8 . The artificial nose of  claim 1  wherein the array is connected to a wavelength sensitive light detecting device.  
     
     
         9 . The artificial nose of  claim 8  wherein the wavelength sensitive light detecting device comprises a scanner.  
     
     
         10 . The artificial nose of  claim 8  wherein the wavelength sensitive light detecting device comprises a charge-coupled device.  
     
     
         11 . The artificial nose of  claim 1  wherein the array is a spatially resolved collection of dyes.  
     
     
         12 . The artificial nose of  claim 1  wherein the array is a spatially resolved combinatorial family of dyes.  
     
     
         13 . A method of detecting an analyte comprising the steps of forming an array of at least a first dye and a second dye in combination, subjecting the array to an analyte, and inspecting the first dye and the second dye for a spectral response corresponding to the analyte wherein the first dye or the second dye are porphyrins each having a periphery and wherein at least the first porphyrin or the second porphyrin has a superstructure bonded to the respective periphery thereof.  
     
     
         14 . The method of  claim 13  wherein the superstructure is from the group comprising siloxyl-substituted substituents and nonsiloxyl-substituted substituents, including aryl substituents, alkyl substituents, and organic, organometallic, and inorganic functional group substituents.  
     
     
         15 . The method of  claim 13  wherein the superstructure is shape selective, polarity selective, inantio selective, regio selective, hydrogen bonding selective, or acid-base selective.  
     
     
         16 . The method of  claim 13  wherein either the first porphyrin or the second porphyrin is a siloxyl-substituted bis-pocket porphyrin.  
     
     
         17 . The method of  claim 16  wherein the siloxyl-substituted bis-pocket porphyrin is made in accordance with the synthesis shown in FIG. 13.  
     
     
         18 . The method of  claim 13  wherein the siloxyl-substituted bis-pocket porphyrin is from the group consisting of Zn(TPP), 5,10,15,20-tetraphenylporphyrinatozinc(II); 
 Zn[(OH) 6 PP], 5-phenyl-10,15,20-tris(2 / ,6 / -dihydroxyphenyl)porphyrinatozinc(II);  
 Zn[(OH) 8 PP], 5,10,15,20-tetrakis(2 / ,6 / -dihydroxyphenyl)porphyrinatozinc(II);  
 Zn(Si 6 PP), 5(phenyl)-10,15,20-trikis(2 / ,6 / -disilyloxyphenyl)porphyrinatozinc(II);  
 Zn(Si 7 OHPP), 5,10,15-trikis(2 / ,6 / -disilyloxyphenyl)-20-(2 / -hydroxy-6 / -silyloxyphenyl)porphyrinatozinc(II); and Zn(Si 8 PP), 5,10,15,20-tetrakis(2 / ,6 / -disilyloxyphenyl)porphyrinatozinc(II).  
 
     
     
         19 . The method of  claim 13  having the step of placing the array on a sensor plate.  
     
     
         20 . The method of  claim 13  having the step of connecting the array to a visual display or detection device.  
     
     
         21 . The method of  claim 20  wherein the wavelength sensitive light detecting device comprises a scanner.  
     
     
         22 . The method of  claim 20  wherein the wavelength sensitive light detecting device comprises a charge-coupled device.  
     
     
         23 . The method of  claim 13  wherein the array is a spatially resolved collection of dyes.  
     
     
         24 . The method of  claim 13  wherein the array is a spatially resolved combinatorial family of dyes.  
     
     
         25 . The method of  claim 13  having the further step of comparing the spectral response with a catalog of analyte spectral responses to identify the analyte.  
     
     
         26 . An artificial tongue comprising an array, the array comprising at least a first dye and a second dye in combination and having a distinct spectral response to an analyte in solution or a liquid analyte, or an analyte in a solid or a solid analyte, wherein the first dye or the second dye are porphyrins each having a periphery and wherein at least the first porphyrin or the second porphyrin has a superstructure bonded to the respective periphery thereof.  
     
     
         27 . The artificial tongue of  claim 26  wherein the superstructure is from the group comprising siloxyl-substituted substituents and nonsiloxyl-substituted substituents, including aryl substituents, alkyl substituents, and organic, organometallic, and inorganic functional group substituents.  
     
     
         28 . The artificial tongue of  claim 26  wherein the superstructure is shape selective, polarity selective, inantio selective, regio selective, hydrogen bonding selective, or acid-base selective.  
     
     
         29 . The artificial tongue of  claim 26  wherein either the first porphyrin or the second porphyrin is a siloxyl-substituted bis-pocket porphyrin.  
     
     
         30 . The artificial tongue of  claim 29  wherein the siloxyl-substituted bis-pocket porphyrin is made in accordance with the synthesis shown in FIG. 13.  
     
     
         31 . The artificial tongue of  claim 29  wherein the siloxyl-substituted bis-pocket porphyrin is from the group consisting of Zn(TPP), 5,10,15,20-tetraphenylporphyrinatozinc(II); 
 Zn[(OH) 6 PP], 5-phenyl-10,15,20-tris(2 / ,6 / -dihydroxyphenyl)porphyrinatozinc(II);  
 Zn[(OH) 8 PP], 5,10,15,20-tetrakis(2 / ,6 / -dihydroxyphenyl)porphyrinatozinc(II);  
 Zn(Si 6 PP), 5(phenyl)-10,15,20-trikis(2 / ,6 / -disilyloxyphenyl)porphyrinatozinc(II);  
 Zn(Si 7 OHPP), 5,10,15-trikis(2 / ,6 / -disilyloxyphenyl)-20-(2 / -hydroxy-6 / -silyloxyphenyl)porphyrinatozinc(II); and Zn(Si 8 PP), 5,10,15,20-tetrakis(2 / ,6 / -disilyloxyphenyl)porphyrinatozinc(II).  
 
     
     
         32 . The artificial tongue of  claim 26  wherein the array is part of a sensor plate.  
     
     
         33 . The artificial tongue of  claim 26  wherein the array is connected to a wavelength sensitive light detecting device.  
     
     
         34 . The artificial tongue of  claim 33  wherein the wavelength sensitive light detecting device comprises a scanner.  
     
     
         35 . The artificial tongue of  claim 33  wherein the wavelength sensitive light detecting device comprises a charge-coupled device.  
     
     
         36 . The artificial tongue of  claim 26  wherein the array is a spatially resolved collection of dyes.  
     
     
         37 . The artificial tongue of  claim 26  wherein the array is a spatially resolved combinatorial family of dyes.  
     
     
         38 . A porphyrin having the chemical formula Zn[(OH) 6 PP], 5-phenyl-10,15,20-tris(2 / ,6 / -dihydroxy-phenyl)-porphyrinatozinc(II).  
     
     
         39 . A porphyrin having the chemical formula Zn(Si 6 PP), 5-phenyl-10,15,20-tris(2 / ,6 / -disilyloxyphenyl)-porphyrinatozinc(II).  
     
     
         40 . A porphyrin having the chemical formula Zn(Si 7 OHPP), 5,10,15-tris(2 / ,6 / -disilyoxyphenyl)-20-(2 / 6 / -hydr-oxy-6 / -silyloxyphenyl)porphyrinatozinc(II).  
     
     
         41 . A porphyrin having the chemical formula Zn(Si 8 PP), 5,10,15,20-tetrakis(2 / ,6 / -disilyloxyphenyl)porphy-rinato-zinc(II).