Patent ID: 6019914
Filing Date: 2000-02-01
Classification: C07D

Abstract:
A photochromic compound which corresponds to general formula: ##STR30## in which: a) R.sup.2 is a radical of formula: ##STR31## in which n is an integer from 0 to 3 inclusive, X is oxygen or a radical ##STR32## where R.sup.a and R.sup.b denote, independently of one another, a hydrogen atom, an alkyl, aryl, alkylaryl, arylalkyl or heteroaryl radical or an electron-withdrawing group, at least one of Ra and Rb being an electron-withdrawing group, with the proviso that, when X is oxygen, n is not zero, and R.sup.1 is chosen from the substituents denoted by R.sup.6, defined below;b) R.sup.3 is(i) a C.sub.1 -C.sub.16 alkyl group optionally substituted by one or more acryloyloxy, hydroxyl, halogen, aryl, alkoxy, acyloxy, methacrylolyoxy or vinyl substituents,(ii) a vinyl, allyl, phenyl or arylalkyl group or phenyl mono- or disubstituted by C.sub.1 -C.sub.6 alkyl or alkoxy substituents or one or more halogen atoms,(iii) an optionally substituted alicyclic group,(iv) an aliphatic hydrocarbon group containing in its chain one or more heteroatoms chosen from O, N and S;c) R and R.sup.5 are, independently of one another, a C.sub.1 -C.sub.2 alkyl or phenyl group or phenyl mono- or disubstituted by C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.5 alkoxy groups, or are combined to form a cyclic chain of 6 to 8 carbon atoms;d) R.sup.6 denotes(i) a hydrogen atom, an NR.sup.7 R.sup.8 amine functional group where R.sup.7 and R.sup.8 denote, independently of one another, a hydrogen atom or an alkyl, cycloalkyl, phenyl or substituted phenyl group or R.sup.7 and R.sup.8 are combined to form a cycloalkyl, optionally substituted and containing one or more heteroatoms,(ii) an R.sup.9, OR.sup.9, SR.sup.9, COR.sup.9 or COOR.sup.9 group in which R.sup.9 denotes a hydrogen atom or a C.sub.1 -C.sub.6 alkyl, aryl or heteroaryl group,(iii) a halogen atom, a C.sub.1 -C.sub.4 monohaloalkyl group or a C.sub.1 -C.sub.4 polyhaloalkyl group,(iv) --NO.sub.2, --CN or --SCN,(v) an acrylic, methacrylic, vinyl or allyl polymerizable group;and m is an integer from 1 to 4 inclusive;e) Cy is an aromatic hydrocarbon ring or an aromatic heterocyclic ring containing 4 to 7 chain links the heterocyclic ring containing one or more intracyclic heteroatoms chosen from nitrogen, oxygen and sulfur, it being possible for these rings and heterocyclic rings to be substituted by one or more alkyl, aryl, (CH.sub.2).sub.x OR.sup.10, --SR.sup.10, --COR.sup.10 or COOR.sup.10 groups in which R.sup.10 denotes a hydrogen atom or an aryl group and x is an integer from 0 to 10; an amino group of formula NR.sup.11 R.sup.12 in which R.sup.11 and R.sup.12 denote independently of one another a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, it being possible for R.sup.11 and R.sup.12 to form with the nitrogen atom a heterocyclic ring containing 4 to 7 chain links and capable of additionally containing one or more intracyclic heteroatoms chosen from N, S and O, an NO.sub.2, --CN, --SCN group; SO.sub.3 R.sup.13 where R.sup.13 denotes hydrogen or an alkali metal; SO.sub.2 R.sup.14 where R.sup.14 is a phenyl or tolyl group or an acrylic, methacrylic, vinyl or allyl polymerizable group, or else Cy is condensed with an aromatic or cycloalkyl nucleus.