Ruthenium complex having di or tetrapyridophenazine ligand...

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

Reexamination Certificate

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C544S339000, C544S342000, C556S137000, C252S301180, C252S700000

Reexamination Certificate

active

06288229

ABSTRACT:

BACKGROUND OF THE INVENTION
This invention relates to a novel Ru(II) complex containing a di or tetrapyridophenazine ligand and having a luminescent property.
Ruthenium (II) complexes having the following formulas:
wherein bpy represents bipyridine are known.
These compounds have a luminescent (fluorescent) property. The luminescence of these compounds, however, has a strong solvent dependency. Thus, in the presence of a protic solvent such as water or alcohol, the luminescent characteristic of these compounds disappears. This is perhaps attributed to addition of proton to the nitrogen atom of the pyrazine ring and resulting deactivation of its exciting state. Therefore, applications of the known ruthenium complexes as a sensitizer are considerably restricted.
SUMMARY OF THE INVENTION
It is, therefore, an object of the present invention to provide a novel ruthenium (II) complex which exhibits strong luminescence even in a protic solvent.
In accomplishing the above object, there is provided in accordance with the present invention a ruthenium complex having the following formula (1):
wherein R
1
and R
2
stand, independent from each other, for an alkyl group having 1-4 carbon atoms and bpy represents bipyridine.
The present invention also provides a ruthenium complex having the following formula (2):
wherein R
3
and R
4
stand, independent from each other, for an alkyl group having 1-4 carbon atoms and bpy represents bipyridine.
The present invention further provides a sensitizer comprising a solution of the above ruthenium complex dissolved in a protic solvent.
The ruthenium complex according to the present invention has a long luminescent life time even in a protic solvent and is useful as a luminescent material. Especially, the ruthenium complex is utilizable as a sensitizer for use in photoreaction in a protic solvent, for a wet solar cell or for a fluorescent sensor.
Other objects, features and advantages of the present invention will become apparent from the detailed description of the preferred embodiments of the invention to follow.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS OF THE INVENTION
In the formulas (1) above, R
1
and R
2
stand, independent from each other, for an alkyl group having 1-4 carbon atoms such as methyl, ethyl, propyl or butyl. The compound of the formula (1) absorbs light of a wavelength in the range of 400-550 nm and can emit fluorescence of a wavelength in the range of 550-750 nm. In the formulas (2) above, R
3
nd R
4
stand, independent from each other, for an alkyl group having 1-4 carbon atoms such as methyl, ethyl, propyl or butyl. The compound of the formula (2) absorbs light of a wavelength in the range of 400-550 nm and can emit light of a wavelength in the range of 550-800 nm


REFERENCES:
Alford et al., J. Chem. Soc. Perkin Trans. II, No. 5, pp. 705-709 (May 1985).*
Amouyal et al., J. Chem. Soc. Dalton Trans., No. 5, pp. 1841-1845 (Jun. 1990).*
Bolger et al., Inorganic Chemistry, vol. 35, No. 10, pp. 2937-2944 (May 1996).*
Campagna et al., Inorganic Chemistry, vol. 38, No. 4, pp. 692-701 (Feb. 1999).

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