Luminescent indicator dye and optical sensor
The present invention relates to a chemical compound that has applications as a luminescent indicator dye, and to an optical sensor, typically employed for determination of near-neutral pH values of aqueous samples. The optical sensor has particular application in the pH determination of body liquids such as, for example, blood, plasma and serum.
1. A compound having the general Formula I
wherein
X is a luminophoric moiety, wherein the luminophoric moiety X is an amino-naphthalimide group of the general Formula II
in which one of R 5 , R 6 , R 7 , R 8 , R 9 and R 10 is a group —NH— through which X is bound to the group —(CH 2 ) m — and the remainder and R 11 independently are hydrogen, a lipophilic or hydrophilic group or a reactive group for coupling to a polymer;
m means the number 0, 1 or 2; and
R 1 , R 2 , R 3 and R 4 each independently represent hydrogen, chlorine or fluorine, with the proviso that at least one of R 1 , R 2 , R 3 and R 4 represent chlorine or fluorine.
2. The compound of claim 1 , wherein R 2 and/or R 4 represent chlorine or fluorine, and R 1 and R 3 represent hydrogen.
3. A compound of the formula
4. An optical sensor for determining the pH of aqueous media comprising a luminescent dye and a matrix, wherein
said luminescent dye is a compound according to claim 1 , and
said luminescent dye is immobilized to said matrix.
5. An optical sensor for determining the pH of aqueous media comprising a luminescent dye and a matrix, wherein
said luminescent dye is a compound according to claim 2 , and
said luminescent dye is immobilized to said matrix.
6. An optical sensor for determining the pH of aqueous media comprising a luminescent dye and a matrix, wherein
said luminescent dye is a compound according to claim 3 , and
said luminescent dye is immobilized to said matrix.
7. A method of determining the pH of aqueous media comprising contacting an optical sensor according to claim 4 with said aqueous media.
8. The method of claim 7 , wherein said aqueous media is selected from blood, plasma or serum.
9. A method of determining the pH of aqueous media comprising contacting an optical sensor according to claim 5 with said aqueous media.
10. The method of claim 9 , wherein said aqueous media is selected from blood, plasma or serum.
11. A method of determining the pH of aqueous media comprising contacting an optical sensor according to claim 6 with said aqueous media.
12. The method of claim 11 , wherein said aqueous media is selected from blood, plasma or serum.