Hetaroyl cyclohexanedione derivatives with herbicidal effect

A hetaroyl compound of the formula I

• where:
• R1 and R2 are each hydrogen, nitro, halogen, cyano, thiocyanato, hydroxyl, mercapto, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C2-C6-alkenylsulfinyl, C2-C6-alkynylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C2-C6-alkenylsulfonyl, C2-C6-alkynylsulfonyl, C1-C6-alkoxysulfonyl, C1-C6-haloalkoxysulfonyl, C2-C6-alkenyloxysulfonyl, C2-C6-alkynyloxysulfonyl, phenyl, phenyloxy, phenylthio, phenylsulfinyl or phenylsulfonyl, where the last five substituents may be partially or fully halogenated and may carry one to three of the following groups:
• nitro, cyano, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy;
• Z is a building block from the group consisting of Z1 to Z8, and Z10 to Z12
• where
• R3, R5, R7 and R9 are each hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, nitro, cyano, hydroxyl, mercapto, C2-C4-alkenyl, C2-C4-alkynyl, C2-C4-alkenyloxy, C2-C4-alkynyloxy, C2-C4-alkenylthio, C2-C4-alkynylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C2-C4-alkenylsulfinyl, C2-C4-alkynylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C2-C4-alkenylsulfonyl, C2-C4-alkynylsulfonyl, C1-C4-alkoxysulfonyl, C1-C4-haloalkoxysulfonyl, C2-C4-alkenyloxysulfonyl, C2-C4-alkynyloxysulfonyl, —NR12R13, —CO2R12, —CONR12R13, phenyl, phenoxy, phenylthio, phenylsulfinyl or phenylsulfonyl, where the last five substituents may be partially or fully halogenated and may carry one to three of the following groups:
• nitro, cyano, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy;
• R4, R6, R8 and R10 are each hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-haloalkoxy, C1-C4-alkylthio or C1-C4-haloalkylthio;
• or
• a —CR3R4-, —CR5R6-, —CR7R8- or —CR9R10-unit may be replaced by C═O or C═NR13;
• R11 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, —CO2R12, CONR12R13 or SO2R12;
• R12 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-alkenyl, C3-C6-alkynyl or phenyl, where the last radical may be partially or fully halogenated and may carry one to three of the following radicals:
• nitro, cyano, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy;
• R13 is C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy or one of the radicals mentioned under R12;
• Q is a cyclohexane-1,3dione ring, linked through position 2, of the formula II
• where
• R14, R15, R17 and R19 are each hydrogen or C1-C4-alkyl;
• R16 is hydrogen, C1-C4-alkyl or C3-C4-cycloalkyl, where the last two groups may carry one to three of the following substituents:
• halogen, C1-C4-alkylthio or C1-C4-alkoxy;
• or
• is tetrahydropyran-3-yl, tetrahydropyran4-yl, tetrahydrothiopyran-3-yl, 1,3-dioxolan-2-yl, 1,3-dioxan-2-yl, 1,3-oxathiolan-2-yl, 1,3-oxathian-2-yl, 1,3-dithiolan-2-yl or 1,3-dithian-2-yl, where the last 6 radicals may be substituted by one to three C1-C4-alkyl radicals;
• R18 is hydrogen, C1-C4-alkyl or C1-C6-alkoxycarbonyl;
• or
• R16 and R19 together form a bond or a three- to six-membered carbocyclic ring;
• or
• the —CR16R17-unit is replaced by C═O,
• or an agriculturally useful salt thereof.