Patent DE-19739748-A1 (DE)
Title: Photographic material
Inventor: HAYOZ PASCAL
IPC: C07D249/20
Filed: 1997-09-10
Abstract: In photographic material with a base, blue-, green- and/or red-sensitive silver halide emulsions layer(s), a protective top coat and optionally intermediate layers, at least one of the layers contains a 2,4-di-(biphenylyl)-6-(2-hydroxyphenyl)-1,3,5-tria zine compound of formula (I). In (I), R1 = H, 1-24 C alkyl or 5-12 C cycloalkyl groups, optionally with 1-9 substituents selected from 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, morpholinyl, piperidinyl, 2,2,6,6-tetramethylpiperidinyl, piperazinyl and/or N-methylpiperazinyl or with 1-6 phenylene, -O-, -NR5-, -CONR5-, -COO-, -OCO-, -CH(R5)-, -C(R5)2- and/or -CO- groups in the chain, 2-24 C alkenyl, halogen, -SR3, SOR3, SO2R3, SO3H, or SO3M; R3 = 1-20 C alkyl, 3-18 C alkenyl, 5-12 C cycloalkyl, 7-15 C phenylalkyl, or a 6-12 C aryl group, optionally mono- to tri-substituted by 1-4 C alkyl;  R4 = a 6-12 C aryl or 7-15 C phenylalkyl group, optionally mono- to tri-substituted by halogen, 1-8 C alkyl and/or 1-8 C alkoxy, or 2-8 C alkenyl; R5 = R4, H, 1-24 C alkyl or a 2,2,6,6-tetramethylpiperidin- 4-yl group (Pip) of formula (II); T = H, 1-8 C alkyl, 2-8 C alkyl with OH or acyloxy substituent(s), oxyl, OH, -CH2CN, 1-18 C alkoxy, 5-12 C cycloalkoxy, 3-6 C alkenyl, 7-9 C phenylalkyl, optionally mono- to tri-substituted by 1-4 C alkyl in the phenyl ring, or aliphatic 1-8 C alkanoyl; R6-15 = H, OH, CN, 1-20 C alkyl, 1-20 C alkoxy, 7-20 C phenylalkyl, 4-12 C cycloalkyl, 4-12 C cycloalkoxy, halogen,; 1-5 C haloalkyl, sulphonyl, carboxyl, acylamino, acyloxy, 1-12 C alkoxycarbonyl, aminocarbonyl, -O-Y, or -O-Z; or R8 and R9 with the phenyl ring - a cyclic group with oxygen (O) or nitrogen (N) atom(s) in the ring; if q = 0, R11 may also = -NG16G17; G16 = H or 1-20 C alkyl; G17 = H, 1-20 C alkyl, 7-13 C phenylalkyl or -C(=O)-G19; G19 = 1-20 C alkyl, 2-20 C alkyl with 1-6 oxygen atoms in the chain and/or substituted by OH, halogen, NH2, NHG9 or NG9G10, 1-20 C alkoxy, phenyl, 7-13 C phenylalkyl, or 2-20 C alkenyl; G9, G10 = R5; M = an alkali metal; p = 1 or 2; q, r = 0 or 1; if p = 1, X, Y, Z = Ry; 1-24 C alkyl substituted by Rx; 2-50 C alkyl with O atom(s) in the chain and OH and/or Rx substituent(s), 4-12 C cycloalkyl substituted by Rx or -ORy, 4-20 C alkenyl with O atom(s) in the chain, -CH((CH2)n-R2)-CO-O-(CH2)m-R'2, CH((CH2)n-R2)-CO-(NR')-(CH2)m-R'2, -CH2-CH(OR2)-CH2-O-Pip, -CH2-CH(OH)-CH2-NR'Y-Pip, -CH2-CH(OR2)-CH2-NR'Y-Pip, -CO-(CH2)n-R2, -CO-O-(CH2)n-R2, -CH2-CH(-O-(CO)-R2)-R'2, -CO-NR'-(CH2)n-R2, or a group of formulae (i) or (ii); R2, R'2 = Rx if linked to a C atom, otherwise Ry; n, m = 0-20; if p = 2, X = 2-12 C alkylene, -CO-(2-12 C alkylene)-CO-, -CO-phenylene-CO-, -CO-biphenylene-CO-, -CO-O-(2-12 C alkylene)-O-CO-, -CO-O-phenylene-O-CO-, -CO-O-biphenylene-O-CO-, -CO-NR'-(2-12 C alkylene)-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-D-O-CH2-CH(OH)-CH2-, -CH((CH2)nR2)-COO-D-OOC-CH((CH 2)nR2)-, or -CH2-CH(OR2)-CH2-O-D-O-CH2-CH(OR2)-CH2-; D = 2-12 C alkylene, 4-50 C alkylene with O atom(s) in the chain, phenylene, biphenylene, or phenylene-E-phenylene, E = -O-, -S-, -SO2-, -CH2-, -CO- or -C(CH3)2-; Rx = H, OH, 1-20 C alkyl, 1-20 C alkoxy, a 4-12 C cycloalk(en)yl or cycloalkoxy group, optionally with O atom(s) in the ring, 6-12 C aryl, hetero-(3-12 C)-aryl, -ORz, NHRz, Rz, CONR'R'', allyl, 2-20 C alkenyl, 3-20 C alkynyl, 6-12 C cycloalkynyl, or a 1-20 C alkyl, 2-20 C alkoxy or 4-12 C cycloalkyl group substituted by OH, NH2, NH-(1-8 C alkyl), -NH-cyclohexyl, -N(1-8 C alkyl)2, dicyclohexylamino, halogen, 1-20 C alkyl, 1-20 C alkoxy, 4-12 C cycloalkyl, 4-12 C cycloalkoxy, 2-20 C alkenyl, 4-12 C cycloalkyl, 3-20 C alkynyl, 6-12 C cycloalkynyl, 6-12 C aryl, acylamino, acyloxy, sulphonyl, carboxyl, (meth)acryloxy, (meth)acrylamino -COO-Pip or -CONR'-Pip, Ry = H, 1-20 C alkyl, 4-12 C cycloalkyl, optionally with O atom(s) in the ring, 6-12 C aryl, hetero-(3-12 C)-aryl, Rz, allyl, 2-20 C alkenyl, 4-12 C cycloalkenyl, optionally with O atom(s) in the ring, 3-20 C alkynyl, 6-12 C cycloalkynyl, or a 1-20 C alkyl or 4-12 C cycloalkyl group substituted by OH, NH2, -NH-(1-8 C alkyl), -NH-cyclohexyl, -N(1-8 C alkyl)2, dicyclohexylamino, halogen, 1-20 C alkyl, 1-20 C alkoxy, 4-12 C cycloalk(en)yl, 4-12 C cycloalkoxy, 2-20 C alkenyl, 3-20 C alkynyl, 6-12 C cycloalkynyl, 6-12 C aryl, acylamino, acyloxy, sulphonyl, carboxyl, (meth)acryloxy, (meth)acrylamino, -COO-Pip or -CONR'-Pip; Rz = -COR', -COOR', -CONR'R'', -CO-CH=CH2 or -CO-C(CH3)=CH2; R', R'' = H, 1-20 C alkyl, 4-50 C alkyl with O atom(s) in the chain, 4-12 C cycloalkyl, optionally with O atom(s) in the ring, 4-20 C alkenyl, 6-12 C aryl; or a 1-20 C alkyl or 4-12 C cycloalkyl group substituted by OH, NH2, -NH-(1-8 C alkyl), -NH-cyclohexyl, -N(1-8 C alkyl)2, dicyclohexylamio, halogen, 1-20 C alkyl, 1-20 C alkoxy, 4-12 C cycloalk(en)yl, 4-12 C cycloalkoxy, 2-20 C alkenyl, 3-20 C alkynyl, 6-12 C cycloalkynyl, 6-12 C aryl, acylamino, acyloxy, sulphonyl, carboxyl, (meth)acryloxy, (meth)acrylamino, -COO-Pip or -CONR'-Pip