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

A compound having the following formula II.1:

• in which
• 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 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
• 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 and heteroaryl part of which has the same definitions as those given supra for the aryl or heteroaryl groups,
• an amine or amide group:
• —NH2, —NHR, —CONH2, —CONHR,
• in which R represents a linear or branched alkyl group comprising 1 to 6 carbon atoms and in which R′ and R″ are identical or different and independently represent a linear or branched alkyl group consisting 1 to 6 carbon atoms, or R′ and R″, together with the nitrogen atom to which they are bound, represent 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,
• 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 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
• group in which R′ and R″ are identical or different and independently represent a linear or branched alkyl group comprising 1 to 6 carbon atoms, or R′ and R″, together with the nitrogen atom to which they are bound, represent a 5- 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;
• 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 of branched, a C1-C6 alkoxy group which is linear or branched, and an amine group of formula —NH2, —NHR, or
• in which R represents a linear or branched alkyl group comprising 1 to 6 carbon atoms and in which R′ and R″ are identical or different and independently represent a linear or branched alkyl group comprising 1 to 6 carbon atoms, or R′ and R″, together with the nitrogen atom to which they are bound, represent 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;
• 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.