Patent ID: 6579718
Filing Date: 2003-06-17
Classification: C07D,C09B,G01N,Y10T

Abstract:
A compound having the formulaQâ€”Bâ€”Z where Q is a nitrogen heterocycle of the formula â€ƒwherein R1 and R2 are optionally and independently H, Cl, F, sulfo, carboxy, salt of sulfo, salt of carboxy, C1-C6 alkyl or C1-C6 alkoxy; or R1 and R2 taken in combination form a fused 6-membered aromatic ring that is itself optionally further substituted one or more times by H, Cl, F, C1-C6 alkyl or C1-C6 alkoxy, carboxy, sulfo or salts of carboxy or sulfo; R3, R4, R5, and R6 are optionally and independently H, Cl, F, C1-C6 alkyl or C1-C6 alkoxy; or any two adjacent substituents of R3, R4, R5 and R6, when taken in combination, form a fused 6-membered aromatic ring that is optionally and independently substituted one or more times by H, Cl, F, C1-C6 alkyl, C1-C6 alkoxy, carboxy, sulfo or salts of carboxy or sulfo; X is â€”Sâ€”, â€”Oâ€”, â€”NR7â€”, or â€”CR7R8â€”, wherein R7 and R8 are optionally and independently H, Cl, F, phenyl, or C1-C6 alkyl; or R7 and R8 taken in combination complete a 5- or 6-membered saturated ring; TAIL is a quaternizing moiety that is attached to the nitrogen atom of Q through a carbon atom and is either â€”(CH2)mSO3â€” or â€”(CH2)mCO2â€”, where the subscript m=1 to 6 and the negative charge is balanced by a positive charge on the nitrogen heterocycle Q; or TAIL is â€”(CH2)mNRaRb or â€”(CH2)mN+RaRbRc, where Ra, Rb and Rc, which may be the same or different, are H or C1-C6 alkyl, or Ra and Rb taken in combination form a 3-6 membered ring that optionally incorporates a heteroatom that is O, NRd or S, where Rd is H or C1-C6 alkyl; and wherein any net positive charges on the dye are balanced by organic or inorganic anions; B is a covalent bridge having the formula â€”(CH&boxH;CH)nâ€” where n=1, 2 or 3; and Z is carbazolyl moiety of the formula whereR11 is C1-C6 alkyl or is phenyl, or is phenyl substituted one or more times by H, Cl, F, C1-C6 alkyl or C1-C6-alkoxy; and R12, R13, R14 and R15 are H, Cl, F, C1-C6 alkyl or C1-C6-alkoxy.