Biphenyl-substituted triazines

A biphenyl-substituted triazine compound of the formula

• in which
• R1 is hydrogen;
• C1-C24alkyl or C5-C12cycloalkyl;
• or R1 is C1-C24alkyl or C5-C12cycloalkyl, each of which is substituted by halogen, —R4, —OR5, —N((R5)2, ═NR5, ═O, —CON(R5)2, —COR5, —COOR5, —OCOR5, —OCON(R5)2, —CN, —NO2, —SR5, —SOR5, —SO2R5, —P(O)(OR5)2, a morpholinyl, piperidyl, 2,2,6,6-tetramethylpiperidyl, piperazinyl or N-methylpiperazinyl-group, or combinations thereof;
• and/or R1 is C1-C24alkyl or C5-C12cycloalkyl which is interrupted by 1 to 6 phenylene, —O—, —NR5—, —CONR5—, —COO—, —OCO—, —CH(R5)—, —C(R5)2— or —CO— groups or combinations thereof;
• C2-C24alkenyl;
• halogen;
• —SR3, SOR3;
• SO2R3;
• —SO3H;
• —SO3M;
• or a radical of the formula
• R3 is C1-C20alkyl;
• C3-C18alkenyl;
• C5-C12cycloalkyl;
• C7-C15phenylalkyl;
• or C6-C12aryl which is unsubstituted or substituted by 1 to 3 C1-C4alkyl groups;
• R4 is C6-C12aryl;
• or C6-C12aryl which is substituted by halogen, C1-C8alkyl, C1-C8alkoxy or combinations thereof;
• C5-C12cycloalkyl;
• C7-C15phenylalkyl;
• or C7-C15phenylalkyl which is substituted in the phenyl ring by 1 to 3 halogen atoms, C1-C8alkyl, C1-C8alkoxy or combinations thereof or C2-C8alkenyl;
• R5 is R4;
• hydrogen;
• C1-C24alkyl;
• or a radical of the formula
• T is hydrogen;
• C1-C8alkyl;
• C2-C8alkyl which is substituted by hydroxyl or acyloxy;
• oxyl;
• hydroxyl;
• —CH2CN;
• C1-C18alkoxy;
• C5-C12cycloalkoxy;
• C3-C6alkenyl;
• C7-C9phenylalkyl;
• C7-C9phenylalkyl which is substituted one, two or three times in the phenyl ring by C1-C4alkyl;
• or aliphatic C1-C8alkanoyl;
• R6 to R15 independently of one another are hydrogen;
• hydroxyl;
• —C≡N;
• C1-C20alkyl;
• C1-C20alkoxy;
• phenyl-C1-C20alkoxy;
• C7-C20phenylalkyl;
• C4-C12cycloalkyl;
• C4-C12cycloalkoxy;
• halogen;
• halo-C1-C5alkyl;
• carboxyl;
• acylamino;
• acyloxy;
• C1-C12alkoxycarbonyl;
• aminocarbonyl;
• —O—Y;
• or O—Z;
• or R11 and R12, together with the phenyl radical, form a cyclic radical containing 2 to 4 carbon atoms which is interrupted by oxygen or —NR5—;
• M is alkali metal;
• p 1 or 2;
• q is 1;
• if p is 1,
• X, Y and Z independently of one another are hydrogen;
• C3-C50alkyl which is interrupted by oxygen and/or substituted by R2 or OR2;
• ((CH2)m—CH2—O—)n—R2;
• —(CH2—CH2)m—R2)—O—)n—R′2;
• —(CH((CH2)m—R2)—CH2—O—)n—R′2;
• —(CH2)n—R2;
• C4-C12cycloalkyl which is substituted by R2;
• —OR2-substituted C4-C12cycloalkyl;
• —CH((CH2)n—R2)—CO—O—(CH2)m—R′2;
• —CH((CH2)n—R2)—CO—(NR′)—(CH2)m—R′2;
• —CO—(CH2)n—R2;
• —CO—O—(CH2)n—R2, —CH2—CH(—O(CO)—R2)—R′2;
• —CO—NR′—(CH2)n—R2;
• C6-C12aryl;
• allyl;
• C4-C20alkenyl;
• C4-C20alkenyl which is interrupted by oxygen;
• C4-C12cycloalkenyl;
• C4-C12cycloalkenyl which is interrupted by oxygen;
• or C3-C20alkynyl;
• R2 and R′2, independently of one another are Rx if attached to a carbon atom and are Ry if attached to an atom other than carbon;
• n 0 to 20;
• m 0 to 20;
• and, if p is 2,
• Y and Z, independently of one another are as defined for when p is 1;
• and
• X is C2-C12alkylene;
• —CO—(C2-C12alkylene)-CO—;
• —CO-phenylene-CO—;
• CO-biphenylene-CO—;
• CO—O—(C2-C12alkylene)-O—CO—;
• —CO—O-phenylene-O—CO—;
• —CO—O-biphenylene-O—CO—;
• —CO—NR′—(C2-C12alkylene)-NR′—CO—;
• —CO—NR′-phenylene-NR′—CO—;
• —CO—NR′-biphenylene-NR′—CO—;
• —CH2—CH(OH)—CH2—;
• —CH2—CH(OR2)—CH2—;
• —CH2—CH(OH)—CH2—O—CH2—CH(OH)—CH2;
• —CH2—CH(OR2)—CH2—O—D—O—CH2—CH(OR2)—CH2—;
• D is C2-C12alkylene;
• C4-C50alkylene which is interrupted by oxygen;
• phenylene;
• biphenylene or phenylene-E-phenylene;
• E is —O—;
• —S—;
• —SO2—;
• —CH2—;
• —CO—;
• or —C(CH3)2—;
• Rx is hydrogen;
• hydroxyl;
• C1-C20alkyl;
• C4-C12cycloakyl;
• C1-C20alkoxy;
• C4-C12cycloalkoxy;
• C4-C12cycloalkyl or C4-C12cycloalkoxy each of which is interrupted by oxygen;
• C6-C12aryl;
• pyridyl;
• pyrimidinyl;
• triazinyl;
• pyrrolyl;
• furyl;
• thiophenyl;
• quinolyl;
• —ORz;
• NHRz;
• Rz;
• CONR′R″;
• C2-C20alkenyl;
• C4-C12cycloalkenyl;
• C4-C12cycloalkenyl which is interrupted by oxygen;
• C3-C20alkynyl;
• or is any of the above alkyl, cycloalkyl, cycloalkenyl, alkoxy, cycloalkoxy, oxygen interrupted cycloalkyl or cycloalkenyl or cycloalkoxy, aryl, heteroaryl, alkenyl or alkynyl which is substituted by hydroxyl, —NH2, —NHR5, —NR5R′5, where R′5 is defined as R5 above, halogen, C1-C20alkyl, C1-C20alkoxy, C4-C12cycloalkyl, C4-C12cycloalkoxy, C2-C20alkenyl, C4-C12cycloalkyl, C3-C20alkynyl, C6-C12aryl, C2-C18acylamino, C2-C18acyloxy, carboxyl, acryloxy, acrylamino, methacryloxy, methacrylamino,
• Ry is hydrogen;
• C1-C20alkyl;
• C4-C12cycloalkyl;
• C4-C12cycloalkyl which is interrupted by oxygen;
• C6-C12aryl;
• pyridyl;
• pyrimidinyl;
• triazinyl;
• pyrrolyl;
• furyl;
• thiophenyl;
• quinolyl;
• Rz;
• C2-C20alkenyl;
• C4-C12-cycloalkenyl;
• C4-C12-cycloalkenyl which is interrupted by oxygen;
• or C3-C20alkynyl;
• or is any of the above alkyl, cycloalkyl, aryl, hetero-aryl, alkenyl, cycloalkenyl or alkynyl, which is substituted by hydroxyl, —NH2, —NHR5, —NR5R′5, where R′5 is defined as R5 above, halogen, C1-C20alkyl, C1-C20alkoxy, C4-C12cycloalkyl, C4-C12cycloalkoxy, C2-C20alkenyl, C4-C12cycloalkyl, C3-C20alkynyl, C6-C12aryl, C2-C18acylamino, C2-C18acyloxy, carboxyl, acryloxy, acrylamino, methacryloxy, methacrylamino,
• Rz is —COR′;
• —COOR′;
• —CONR′R″;
• —CO—CH═CH2;
• —CO—C(CH3)═CH2;
• R′ and R″ independently of one another are hydrogen;
• C1-C20alkyl;
• C4-C50alkyl which is interrupted by oxygen;
• C4-C12cycloalkyl;
• C4-C12cycloalkyl which is interrupted by oxygen;
• C2-C20alkenyl;
• C4-C20alkenyl which is interrupted by oxygen;
• or C6-C12aryl;
• or are any of the above alkyl, O-interrupted alkyl, cycloalkyl, O-interrupted cycloalkyl, alkenyl, O-interrupted alkenyl, aryl, which is substituted by hydroxyl, —NH2, —NHR5, —NR5R′5, where R′5 is defined as R5 above, halogen, C1-C20alkyl, C1-C20alkoxy, C4-C12cycloalkyl, C4-C12cycloalkoxy, C2-C20alkenyl, C4-C12cycloalkyl, C3-C20alkynyl, C6-C12aryl, C2-C18acylamino, C2-C18acyloxy, carboxyl, acryloxy, acrylamino, methacryloxy, methacrylamino,
• and with the proviso that the compound 2-(2-hydroxyphenyl)-4-phenyl-6-(1-biphenyl)-1,3,5-triazine is not included.