| 主权项 |
1. Photochromic naphthopyrans according to formula (I) or (II) below:wherein
the radicals R1 and R2 are each independently a substituent selected from the group α, consisting of a hydrogen atom, a (C1-C6)-alkyl radical, a (C1-C6)-thioalkyl radical, a (C3-C7)-cycloalkyl radical which may have one or more heteroatoms such as O or S, a (C1-C6)-alkoxy radical, an hydroxyl group, a trifluoromethyl group, bromine, chlorine, fluorine, an unsubstituted, monosubstituted or disubstituted phenyl, phenoxy, benzyl, benzyloxy, naphthyl or naphthoxy radical, wherein the substituents in turn may be selected from the group α; or two radicals R1 and/or two radicals R2 each independently form an unsubstituted, monosubstituted or disubstituted benzo, pyrido, benzofuro or benzothieno ring fused to the base structure, the substituents of which may be selected from the group α; Z is selected from —CR10R11—, —O—, —S—, —NPh—, —N(C1-C6)alkyl, —O—CR10R11—, —CR10R11—O—, —S—CR10R11—, —CR10R11—S—, —CR10R11 —CR10R11—, —CR10═N— or —CR10═CR11—, where the substituents R10 and R11 may be selected from the group α; or Z, incorporating the spiro-carbon atom, is a 3- to 8-membered carbomonocyclic or heteromonocyclic ring which may optionally bear one or more substituents from the group α, and to which one to three aromatic or heteroaromatic ring systems may be fused, wherein the ring system(s) are independently selected from the group β consisting of benzene, naphthalene, phenanthrene, pyridine, quinoline, furan, thiophene, pyrrole, benzofuran, benzothiophene, indole and carbazole, which in turn may be substituted with one or more substituents selected from the group α; or Z, incorporating the spiro-carbon atom, is a 7- to 12-membered carbobicyclic ring or a 7- to 12-membered carbotricyclic ring, which in turn may have one, two, three or four substituents selected from the group α, and wherein B is selected from one of the following groups a) or b), wherein a) is a mono-, di- and trisubstituted aryl radical, wherein the aryl radical is phenyl, naphthyl or phenanthryl; b) is an un-, mono- and disubstituted heteroaryl radical, wherein the heteroaryl radical is pyridyl, furanyl, thienyl, benzofuranyl, benzothienyl, 1,2,3,4-tetrahydrocarbazolyl and julolidinyl; wherein the substituents of the aryl and heteroaryl radicals in a) and b) are those selected from the group α or the group χ consisting of hydroxy, amino, mono-(C1-C6)-alkylamino, di-(C1-C6)-alkylamino, and on the phenyl ring un-, mono- or disubstituted phenethenyl, un-, mono- or disubstituted (phenylimino)methylene, un-, mono- or disubstituted (phenylmethylene)imino and un-, mono- or disubstituted mono- and diphenylamino, piperidinyl, N-substituted piperazinyl, pyrrolidinyl, imidazolidinyl, pyrazolidinyl, indolinyl, morpholinyl, 2,6-dimethylmorpholinyl, thiomorpholinyl, azacycloheptyl, azacyclooctyl, un-, mono- or disubstituted phenothiazinyl, un-, mono- or disubstituted phenoxazinyl, un-, mono- or disubstituted 1,2,3,4-tetrahydroquinolinyl, un-, mono- or disubstituted 2,3-dihydro-1,4-benzoxazinyl, un-, mono- or disubstituted 1,2,3,4-tetrahydroisoquinolinyl, un-, mono- or disubstituted phenazinyl, un-, mono- or disubstituted carbazolyl, un-, mono- or disubstituted 1,2,3,4-tetrahydrocarbazolyl and un-, mono- or disubstituted 10,11-dihydrodibenz[b,f]azepinyl, wherein the substituent(s) in turn may each independently be selected from (C1-C6)-alkyl, (C1-C6)-alkoxy, bromine, chlorine or fluorine; or wherein two directly adjacent substituents of the aryl and heteroaryl radicals in a) and b) are a V—(CR12R13)p—W moiety, where p is 1, 2 or 3, R12 and R13 may be hydrogen, methyl or phenyl and V and W may independently be oxygen, sulfur, N—(C1-C6)-alkyl, N—C6H5, CH2, C(CH3)2 or C(C6H5)2, wherein two or more adjacent carbon atoms in this V—(CR12R13)p—W moiety each independently can also be part of a fused benzo ring system, which in turn may have one or more substituents selected from the group α or the group χ; and wherein the aryl radical or heteroaryl radical of the group B in the two positions ortho to the point of attachment to the pyran ring has no substituent other than hydrogen, and wherein C is a substituent of the following structure, wherein R9 is defined as R1 and R2, where m, n and o are independently an integer from 1 to 4; wherein R3 to R8 are each independently a substituent selected from the group α; or R3 together with R4 or R5 together with R6 or R7 together with R8 independently form, with the respective common carbon atom, a 3- to 8-membered carbomonocyclic or heteromonocyclic ring, which optionally bears one or more substituents from the group α, and to which one to three aromatic or heteroaromatic ring systems may be fused, wherein the ring system(s) are independently selected from the group β consisting of benzene, naphthalene, phenanthrene, pyridine, quinoline, furan, thiophene, pyrrole, benzofuran, benzothiophene, indole and carbazole, which in turn may be substituted with one or more substituents selected from the group α; or four adjacent radicals R3 to R6 or R5 to R8 form an un-, mono- or disubstituted benzo or pyrido ring, fused to the base structure, the substituents of which may be selected from the group α; where X is N or CR14, wherein R14 is selected from the group consisting of hydrogen, a (C1-C6)-alkyl radical and un-, mono- and disubstituted phenyl, the substituents of which are selected from the group α; and where Y is O, S, NR15, CR15R16 or CR15R16—CR15R16, wherein R15 and R16 may each be selected as R14, or the two radicals R15 and R16, together with the common carbon atom, form a 3- to 8-membered carbomonocyclic or heteromonocyclic ring, which optionally bears one or more substituents from the group α, and to which one to three aromatic or heteroaromatic ring systems may be fused, wherein the ring system(s) are independently selected from the group β consisting of benzene, naphthalene, phenanthrene, pyridine, quinoline, furan, thiophene, pyrrole, benzofuran, benzothiophene, indole and carbazole, which in turn may be substituted with one or more substituents selected from the group α. |
