Fluorone and pyronin y derivatives
AssigneeSpectra Group Limited, Inc.
InventorsDouglas C. Neckers, Jianmin Shi
Life of this patent
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Abstract
The present invention relates to a novel class of compounds which absorb light at wavelengths greater than 350 nm and are useful as fluorescers or as photoinitiators. The present invention provides compounds of the formulas (I) and (II) and their equivalents (the nomenclature of the compounds used herein is based on the numbering of positions as shown in formula (I)): ##STR1## where: when W is .dbd.O, W.sup.1 is hydrogen or --OR.sup.9 and when W is .dbd.NR.sup.+.sub.2, W is hydrogen or NR.sub.2.sup.+2, A is hydrogen, alkenyl, alkyl or an election withdrawing group, and the remaining groups are as defined in the disclosure.
Claims13
A photohardenable composition comprising a polymerizable compound and a compound of the formula I or II ##STR13## where R.sup.1, R.sup.2, R.sup.5 and R.sup.6 are the same or different and represent a hydrogen atom or a halogen atom and R.sup.1 and R.sup.2 can combine to form a ring;
- R.sup.3 and R.sup.4 are the same or different and represent a hydrogen atom, a halogen atom, a benzoyl group, a group of the formula --L(CH.sub.2).sub.n R.sup.8 where n is 1 to 8, R.sup.8 is hydrogen, hydroxy, amino, dialkylamino, --COR.sup.16 or --COOR.sup.14 where R.sup.16 is hydrogen, chlorine, COCl, C1-C8 alkyl, NR.sub.2 or aryl and R.sup.14 is hydrogen, C1-C8 alkyl, aryl, COR, 2,4-dinitrophenyl, N-imido or NR.sub.2 and L is a direct bond or >C.dbd.O, provided that at least two of R.sup.1 -R.sup.6 are iodo or bromo;
- W is .dbd.O or .dbd.NR.sub.2 +Z-- where R is hydrogen or lower alkyl, Z is a counter ion, when W is .dbd.O, W.sup.1 is hydrogen or --OR.sup.9 where R.sup.9 is hydrogen, C1-C8 alkyl, acyl or a group of the formula --(CH.sub.2).sub.n R.sup.10 where n is 1 to 8 and R.sup.10 is amino, dialkylamino, hydroxy, acryloyl or methacryloyl and when W is .dbd.NR.sub.2 +Z--, W.sup.1 is hydrogen or --NR.sub.2 ;
- Y is oxygen, sulfur, selenium, tellurium, >C.dbd.O, or N--R.sup.13 where R.sup.13 is 4-methylphenyl, A is hydrogen, alkenyl, alkyl, or an electron withdrawing group (EWG) selected from the group consisting of COOR.sup.11, COR.sup.12, C(O)OCOR.sup.11, CONR.sub.2, CN, NO.sub.2, NCS, NCO, SO.sub.2 R.sup.12, SO.sub.3 R.sup.11, SO.sub.2 NR.sub.2, CX.sub.3.sup.2 ;
- R.sup.11 is hydrogen, alkyl, aryl, or aralkyl R.sup.12 is hydrogen, alkyl, aryl, or aralkyl, X.sup.2 can be the same or different and is a halogen atom.
Dependencies are inferred from the claim text.