Naphthopyrans and phenanthropyrans annelated in C5-C6 with a bicyclic group, and compositions and (co) polymer matrices containing them

A compound of the following formula (I):

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• in which:
• R1 and R2, which are identical or different, represent, independently:
• hydrogen,
• a linear or branched alkyl group comprising 1 to 12 carbon atoms,
• a cycloalkyl group comprising 3 to 12 carbon atoms,
• an aryl or heteroaryl group comprising, in its basic structure, 6 to 24 carbon atoms or 4 to 24 carbon atoms, respectively, and at least one heteroatom selected from sulphur, oxygen and nitrogen;
• said basic structure being optionally substituted with at least one substituent selected from the group consisting of:
• a halogen,
• a linear or branched alkyl group comprising 1 to 12 carbon atoms,
• a linear or branched alkoxy group comprising 1 to 12 carbon atoms,
• a haloalkyl or haloalkoxy group corresponding to the (C1-C12) alkyl or alkoxy groups above, respectively, which are substituted with at least one halogen atom,
• a linear or branched alkenyl group comprising 2 to 12 carbon atoms,
• an —NH2 group,
• an —NHR group, R representing a linear or branched alkyl group comprising 1 to 6 carbon atoms,
• a
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• group, wherein R′ and R″, which are identical or different, represent independently a linear or branched alkyl group comprising 1 to 6 carbon atoms or represent together with the nitrogen atom to which they are bound a 5- or 7-membered ring which can comprise at least one other heteroatom selected from oxygen, sulphur, and nitrogen, said nitrogen being optionally substituted with an R′″ group, which is a linear or branched alkyl group comprising 1 to 6 carbon atoms, and
• a methacryloyl group or an acryloyl group,
• an aralkyl or heteroaralkyl group, the alkyl part of which is linear or branched and comprises 1 to 4 carbon atoms and the aryl or heteroaryl part of which has the same definition as that given supra for the aryl and heteroaryl group;
• or
• said two substituents R1 and R2 together form an adamantyl, norbornyl, fluorenylidene, di(C1-C6)alkylanthracenylidene, or spiro(C5-C6)cycloalkylanthracenylidene group;
• said group being optionally substituted with at least one of the substituents listed above for R1, R2:
• an aryl or heteroaryl group;
• R3, which are identical or different, represent, independently:
• a halogen,
• a linear or branched alkyl group comprising 1 to 12 carbon atoms,
• a cycloalkyl group comprising 3 to 12 carbon atoms,
• a linear or branched alkoxy group comprising 1 to 12 carbon atoms,
• a haloalkyl, halocycloalkyl, or haloalkoxy group corresponding to the alkyl, cycloalkyl, or alkoxy groups above, respectively, which are substituted with at least one halogen atom,
• an aryl or heteroaryl group having the same definition as that given supra for R1, R2,
• an aralkyl or heteroaralkyl group, the alkyl part of which is linear or branched and comprises 1 to 4 carbon atoms, and the aryl and heteroaryl part of which has the same definitions as those given supra for the aryl or heteroaryl groups for R1, R2,
• an amine or amide group:
• —NH2, —NHR, —CONH2, —CONHR,
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• R, R′, R″ having their respective definitions given supra for the amine substituents of R1, R2:
• aryl or heteroaryl,
• an —OCOR6 or —COOR6 group, wherein R6 represents a straight or branched alkyl group comprising 1 to 6 carbon atoms or a cycloalkyl group comprising 3 to 6 carbon atoms or a phenyl group, optionally substituted with at least one of the substituents listed above for the values of R1, R2:
• aryl or heteroaryl;
• or
• at least two of the R3 groups, which are adjacent, form a 5- to 6-membered aromatic or non-aromatic ring which can comprise at least one heteroatom selected from the group consisting of oxygen, sulphur, and nitrogen and/or at least one substituent selected from the group consisting of a C1-C6 alkyl group which is linear or branched, a C1-C6 alkoxy group which is linear or branched, and an amine group of formula —NH2, —NHR, or
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• as defined above with regard to substituents of the basic structure of the aryl or heteroaryl group representing R1 or R2;
• M is an integer of 0 to 4;
• R4, which are identical or different, represent, independently:
• a halogen or
• a C1-C6 alkyl group which is linear or branched;
• and
• n is an integer of 0 to 4.