Oxopiperazinyl derivatives and light stabilized compositions

A compound of formula (I)

• wherein
• p is zero or 1;
• q and r, independently of each other, are an integer from 1 to 6;
• and
• s is a number ranging from 1 to 8;
• X is —O— or, when p is 1, X is also a group
• Rw, Rx, Ry and Rz are, independently of each other, C1-C18alkyl, C5-C12cycloalkyl or C1-C5hydroxyalkyl;
• R1 is hydrogen;
• C1-C18alkyl;
• oxyl;
• OH;
• CH2CN;
• C1-C18alkoxy;
• C5-C12cycloalkoxy;
• C3-C8alkenyl;
• C3C8alkynyl;
• C7-C12phenylalkyl;
• C7-C15phenylalkyl, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C1-C4alkyl and C1-C4alkoxy;
• C7-C15phenylalkoxy;
• C7-C15phenylalkoxy, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C1-C4alkyl and C1-C4alkoxy;
• or R1 is C1-C8alkanoyl;
• C3-C5alkenoyl;
• C1-C18alkanoyloxy;
• glycidyl;
• or a group —CH2CH(OH)—G, in which G is hydrogen, methyl or phenyl;
• R2 and R6, independently of each other, are hydrogen, C1-C8alkyl, C5-C12cycloalkyl or C1-C4hydroxyalkyl;
• R3, R4, R5, R7, R8, R9, independently of each other, are hydrogen, C1-C8alkyl or C5-C12cycloalkyl;
• when s is 1,
• W is C1-C18alkyl;
• C2-C18alkyl which is substituted by NH2, NHR10, N(R10)2, nitro, hydroxy and/or OR′13;
• or W is C5-C12cycloalkyl;
• C5-C12cycloalkyl which is substituted by OH, C1-C4alkyl or C1-C4alkoxy;
• C3-C6alkenyl;
• C3-C12epoxyalkyl;
• C7-C15phenylalkyl which is unsubstituted or substituted on the phenyl ring by a radical selected from C1-C4alkyl and C1-C4alkoxy;
• or W is one of the groups of the formulae (IIa)-(IIe)
• or, when R1 is a group —CH2CH(OH)—G, W may also be hydrogen;
• R10 is hydrogen, C1-C8alkyl, C5-C12cycloalkyl, C7-C15phenylalkyl which is unsubstituted or substituted on the phenyl ring by a radical selected from C1-C4alkyl and C1-C4alkoxy;
• R11 is hydrogen;
• C1-C17alkyl;
• C1-C12alkyl substituted by a radical selected from the group consisting of OH, C1-C12alkoxy, benzophenonyl and benzophenonyloxy, wherein one or both phenyl rings of the benzophenone moiety are unsubstituted or substituted by a radical selected from OH, halogen, C1-C4alkyl and C1-C18alkoxy;
• or R11 is C5-C12cycloalkyl which is unsubstituted or substituted by C1-C4alkyl;
• C2-C17alkenyl;
• phenyl;
• phenyl substituted by NH2, NHR10, N(R10)2, or C1-C4alkyl or C1-C4alkoxy;
• C7-C15phenylalkyl;
• C8-C15phenylalkenyl;
• or C7-C15phenylalkyl which is substituted on the phenyl ring by C1-C4alkyl and/or C1-C4alkoxy;
• R12 is a direct bond or C1-C12alkylene;
• phenylene;
• cyclohexylene;
• R13 is C1-C18alkyl;
• C2-C18alkyl which is substituted by a radical selected from NH2, NHR10, N(R10)2, nitro, hydroxy, OR13;
• C3-C18alkenyl;
• C5-C12cycloalkyl;
• C5-C12cycloalkyl which is substituted by C1-C4alkyl or interrupted by —O— or both substituted by C1-C4alkyl and interrupted by —O—;
• and when W is a group (IId) or W is a group (IIb) while R12 is not a direct bond, R13 can be also hydrogen, or one equivalent of a cation of main groups I or II of the periodic system;
• R′13 is C1-C18alkyl;
• C2-C18alkyl which is substituted by a radical selected from NH2, NHR10, N(R10)2, nitro, hydroxy, OR13;
• C3-C18alkenyl;
• C5-C12cycloalkyl;
• C5-C12cycloalkyl which is substituted by C1-C4alkyl or interrupted by —O— or both substituted by C1-C4alkyl and interrupted by —O—;
• R14 is C1-C18alkyl;
• C2-C18alkyl which is substituted by a radical selected from NH2, NHR10, N(R10)2, hydroxy, OR13;
• C5-C12cycloalkyl which is unsubstituted or substituted by C1-C4alkyl or interrupted by —O— or both substituted by C1-C4alkyl and interrupted by —O—;
• or R14 is C7-C15phenylalkyl which is unsubstituted or substituted on the phenyl ring by a radical selected from C1-C4alkyl and C1-C4alkoxy;
• R15 is a direct bond;
• C1-C20alkylene;
• C2-C10alkenylene;
• C2-C8alkenylene substituted by a radical selected from C6-C12aryl or C6-C12aryl which is substituted by C1-C8alkyl, C1-C8alkoxy, di(C1-C4-alkyl)amino, nitro, thienyl, phenoxyphenyl, phenylthiophenyl, benzo[b]thiophen-2-yl, benzofuran-2-yl, 9H-fluorenyl, biphenylyl, 10H-phenothiazinyl;
• or R15 is C2-C4oxaalkylene;
• C5-C7cycloalkylene;
• C5-C7cycloalkenylene or phenylene;
• when s is 2
• W is C2-C12alkylene;
• C4-C12alkylene substituted by OH or interrupted by a divalent spacer selected from oxygen, sulfur and —NR10—, or both substituted by OH and interrupted by a divalent spacer selected from oxygen, sulfur and —NR10—;
• or W is C4-C12alkenylene;
• C6-C12alkenylene substituted by OH or interrupted by O or both substituted by OH and interrupted by O;
• C5-C7cycloalkylene;
• C5-C7cycloalkylene-di(C1-C4alkylene);
• C1-C4alkylene-di(C5-C7cyclo-alkylene);
• phenylene di(C1-C4alkylene);
• or one of the groups of the formulae (IIIa)-(IIIe)
• R18 is a direct bond;
• C1-C12alkylene;
• C2-C12alkylene interrupted by a divalent spacer selected from oxygen, sulfur, —NR10—;
• C5-C7cycloalkylene;
• C5-C7cycloalkenylene;
• phenylene;
• C2-C8alkenylene;
• C2-C8alkenylene substituted by C4-C12aryl or C4-Cl2aryl which is substituted by C1-C8alkyl, C1-C8alkoxy, di(C1-C4-alkyl)amino, nitro;
• or C2C8alkenylene substituted by thienyl, phenoxyphenyl, phenylthiophenyl, benzo[b]thiophen-2-yl, benzofuran-2-yl, 9H-fluorenyl, biphenylyl, 10H-phenothiazinyl, thiofuranyl;
• R19 is C2-C12alkylene;
• C4-C12alkylene interrupted by oxygen;
• C5-C7cycloalkylene;
• C5-C7cycloalkylene di(C1-C4alkylene);
• or C1-C4alkylidene di(C5-C7cycloalkylene);
• R20 is C2-C12alkylene;
• C5-C7cycloalkylene;
• phenylene;
• t is zero or an integer from 1 to 7;
• v and z, independently of each other, are an integer from 1 to 4;
• when s is 3
• W is aliphatic C4-C18triacyl;
• cycloaliphatic C6-C18triacyl or aromatic C9-C18triacyl;
• or a group of the formula (IVa)
• where R22, R23, R24, independently of each other, are C1-C7alkylene;
• when s is 4
• W is aliphatic C5-C18tetraacyl;
• cycloaliphatic C8-C18tetraacyl or aromatic C10-C18tetraacyl
• when s is 5, W is aliphatic C7-C18pentaacyl;
• cycloaliphatic C10-C18pentaacyl or aromatic C11-C18pentaacyl;
• when s is 6, W is aliphatic C8-C18hexaacyl;
• cycloaliphatic or aromatic C12-C18hexaacyl
• when s is 7, W is aliphatic, cycloaliphatic or aromatic C12-C18heptaacyl;
• when s is 8, W is aliphatic, cycloaliphatic or aromatic C12-C18octaacyl
• with the proviso that when s is 1 and p is zero, that W is not C2-C18 alkyl which is substituted by hydroxy.