Polymerizable compositions with acylgermanium compounds

A composition with at least one polymerizable binder and at least one polymerization initiator, the composition comprising at least one acylgermanium compound according to Formula (I),

• in which
• R0 is C1-18 alkyl, C2-18 alkenyl, wherein these radicals can be unsubstituted or substituted one or more times by halogen, —OR10, —OCO—R10, —OCO-hal, —COO—R10, —CH═CH—CO—OR10, —N(R11)—CO—R10, —N(R11)—CO-hal, —C(C1-4-alkyl)=C(C1-4-alkyl)-CO—OR10, —CO—NR11R12, —CH═CH-phenyl, —C(C1-4-alkyl)=C(C1-4-alkyl)phenyl, C3-12 cycloalkyl, C2-18 alkenyl, phenyl-C1-4-alkyl, phenyl, naphthyl, antryl, biphenyl, a saturated or unsaturated 5 or 6-membered O, S or N-containing heterocyclic ring, wherein said ring systems can be unsubstituted or substituted by 1 to 5 halogen atoms, C1-8 alkyl, C1-8 alkoxy and/or C1-8 alkylthio radicals, or R0 comprises:
• wherein
• R4, R5 independently of each are H, halogen, a branched or linear C1-6 alkyl or —O—C1-6-alkyl radical which can be interrupted by one or more oxygen atoms;
• R6, R7, R8 independently of each other are H, halogen, a branched, cyclic or linear C1-20 alkyl, -alkenyl, -alkyloxy or -alkenoxy radical, which can be interrupted by one or more O, S or —NR′— and can be substituted by one or more polymerizable groups and/or radicals R9, wherein R′ is H, halogen, a branched, cyclic or linear C1-20 alkyl, -alkenyl, -alkyloxy or -alkenoxy radical;
• wherein
• R9 is —OH, —CxF2x+1 with x=1 to 20, —[Si(CH3)2]y—CH3 with y=1 to 20;
• R10 is H;
• C1-18 alkyl, C1-18 alkyl which is interrupted by one or more oxygen atoms;
• C2-18 alkenyl;
• C2-18 alkenyl which is interrupted by one or more oxygen atoms;
• C3-12 cycloalkyl;
• tetrahydropyran-2-yl, phenyl-C1-20-alkylene;
• phenyl-C1-20-alkenylene, C1-6 alkyl which can be unsubstituted or substituted by halogen, cyclohexyl, cyclopentyl, tetrahydrofuranyl, furanyl or isopropyl-4-methyl-cyclohexyl, phenyl, naphthyl or biphenyl, wherein these ring systems can be unsubstituted or substituted by 1 to 5 halogen atoms, C1-8-alkyl, C1-8-alkoxy and/or C1-8-alkylthio radicals,
• R11, R12 independently of each other are H;
• C1-18 alkyl, C1-18 alkyl which is interrupted by one or more oxygen atoms;
• C2-18 alkenyl, C2-18 alkenyl which is interrupted by one or more oxygen atoms;
• C3-12 cycloalkyl, phenyl-C1-4-alkyl, phenyl, naphthyl or pyridyl, wherein these ring systems can be unsubstituted or substituted by 1 to 5 halogen atoms, C1-8-alkyl, C1-8-alkoxy and/or C1-8-alkylthio radicals, or R11 and R12 together form a 5 or 6-membered O, S or N-containing heterocyclic ring which for its part can be anellated with an aliphatic or aromatic ring,
• R1, R2 independently of each other are:
• or H, or have one of the meanings given for R3;
• wherein
• R4, R5 independently of each other are H, halogen, a branched or linear C1-6 alkyl or —O—C1-6-alkyl radical which can be interrupted by one or more oxygen atoms;
• R6, R7, R8 independently of each other are H, halogen, a branched, cyclic or linear C1-20 alkyl, -alkenyl, -alkyloxy or -alkenoxy radical, which can be interrupted by one or more O, S or —NR′— and can be substituted by one or more polymerizable groups and/or radicals R9, wherein R′ is H, halogen, a branched, cyclic or preferably linear C1-20 alkyl, -alkenyl, -alkyloxy or -alkenoxy radical;
• wherein R9 is defined as above;
• and
• R3 is a branched or linear C1-18 alkyl radical or C2-18 alkenyl radical, wherein these radicals can be unsubstituted or substituted one or more times by a radical which is selected from the following group:
• halogen, CN,
• —OR10, —SR10, —OCO—R10, —COO—R10, —CH═CH—CO—OR10, —C(C1-4-alkyl)=C(C1-4-alkyl)-CO—OR10, —CO—R13, —CO—CH═CH—CO—C1-6-alkyl, —CO—CH═CH—CO-phenyl, —CO—CH═CH—COO—C1-18-alkyl, —NR11R12, —N(R11)—CO—R10, —N(R11)—COO—R10, —N(R11)—CO—NR11R12, —N(R11)—CO-hal, —CO—NR11R12—SO2—R10, —SO2—OR10, —SO2—NR11R12, —PO(OC1-8-alkyl)2, —SiR14R15R16, —CH═CH-phenyl, —C(C1-4-alkyl)=C(C1-4 alkyl)phenyl, phenyl-C1-4-alkyl, phenyl, naphthyl, biphenyl, C5-12-cycloalkyl, a saturated or unsaturated 5 or 6-membered O, S or N-containing heterocyclic ring, benzophenonyl, thisanthonyl,
• wherein
• R10, R11 and R12 are as defined above;
• wherein
• R13 is C1-18 alkyl, C2-18 alkenyl which is interrupted by one or more O atoms, C3-12 cycloalkyl, phenyl-C1-4-alkyl, phenyl, naphthyl or biphenyl, wherein these ring systems can be unsubstituted or substituted by 1 to 5 C1-8 alkyl, C1-8 alkoxy, C1-8 alkylthio radicals and/or halogen atoms;
• R14, R15, R16 independently of each other are H, C1-8 alkyl, C2-8 alkenyl, C7-9 phenylalkyl, —O—C1-8-alkyl, phenyl or —O—SiR17R18R19,
• wherein
• R17, R18, R19 independently of each other are H, C1-8 alkyl, C2-8 alkenyl, C7-9 phenylalkyl, —O—C1-8-alkyl or phenyl,
• or
• R3 is a branched or linear C2-18 alkyl radical or a C2-18 alkylene radical which is interrupted one or more times by —O—, —NH—, —NR11—, —S—, wherein the radicals can be unsubstituted or substituted one or more times by a radical which is chosen from the following group:
• halogen, CN, —OR10, —SR10, —OCO—R10, —COO—R10, —NR11R12—N(R11)—CO—R10, —N(R11)—COO—R10, —N(R11)—CO—NR11R12, —N(R11)—CO-hal, —CO—NR11R12, —SO2—R10, —SO2—OR10, —SO2—NR11R12, —PO(OC1-8-alkyl)2, —SiR14R15R16, phenyl-C1-4-alkyl, phenyl, C5-12 cycloalkyl;
• wherein R10, R11, R12, R14, R15 and R16 are as defined above;
• or
• R3 is a branched or linear C2-18 alkyl radical or a C2-18 alkylene radical which is interrupted one or more times by —CO—, —COO—, —OCO—, —OCOO—, —CO—N(R12)—, —N(R12)—CO—, —N(R12)—CO—N(R12)—, —N(R12)—COO—, —COO—C1-6-alkylene, —COS—C1-18-alkylene, —SO2—, —SO2—O—, —SO2—N(R12)—, —(CH3)2Si[OSi(CH3)2]q—, with q=1 to 6;
• phenyl-C1-4-alkylene, phenylene, naphthylene, biphenylene, C5-12 cycloalkylene or a 5 or 6-membered O, S or N-containing heterocyclic ring;
• wherein R12 is as defined above;
• or
• R3 is trimethylsilyl, hal-(CH3)2Si—[OSi(CH3)2]r—, (CH3)3Si—[OSi(CH3)2]r— with r=1 to 6, —COOH, —COO—R10, —CO—NR11R12, —CO-vinyl, —CO-phenyl, wherein the phenyl radical can be unsubstituted or substituted by —CH3, —OCH3 and/or —Cl;
• wherein R10, R11 and R12 are as defined above;
• or
• R3 is phenyl-C1-20-alkyl, phenyl, naphthyl or biphenyl, C5-12 cycloalkyl or a saturated or unsaturated 5 or 6-membered O, S or N-containing heterocyclic ring, wherein these ring systems can be unsubstituted or substituted by 1 to 5 halogen atoms, C1-8 alkyl, C1-8 alkoxy, C1-8 alkylthio radicals and/or —NR11R12,
• wherein R11 and R12 are as defined above;
• or
• R3 is halogen, OH, an aromatic C6-30 radical which can be substituted by a branched, cyclic or linear C1-20 alkyl, -alkenyl, -alkoxy or -alkenoxy radical, wherein the radicals can be interrupted by one or more O, S or N atoms and/or can be substituted by one or more polymerizable groups and/or radicals R9, or is a branched, cyclic or linear C1-20-alkyl, -alkenyl, -alkoxy or -alkenoxy radical which can be interrupted one or more times by O, S or —NR20— and substituted by one or more polymerizable groups and/or radicals R9,
• wherein
• R9 is —OH, —CxF2x+1 with x=1 to 20, —[Si(CH3)2]y—CH3 with y=1 to 20, and
• R20 is H, halogen, a branched, cyclic or linear C1-20-alkyl, -alkenyl, -alkyloxy or -alkenoxy radical;
• and
• m is 1, 2 or 3,
• n is 0 or 1,
• p is 0 or 1,
• wherein two of the radicals R0, R1, R2 or R3 can be connected to each other to form a 5 to 8-membered ring, wherein the ring or rings can be anellated with one or more aliphatic or aromatic rings, unsubstituted or substituted one or more times and can contain further heteroatoms.