Patent DE-10200484-A1 (DE)
Title: Optical data carrier comprising information layer of new or known thermally cyclizable compound on substrate, can be written upon and read with blue (preferably laser) light
Inventor: BERNETH HORST
IPC: C07D405/04
Filed: 2002-01-09
Abstract: In an optical data carrier comprising a substrate carrying on its surface an information layer which can be written upon and read with blue light and contains a light absorbing compound (I) and a binder, (I) are compounds containing groups which can be thermally cyclized to form 5-7 membered rings. Some of the compounds (I) and some cyclized products (II) or (II') are new.  In an optical data carrier comprising a (preferably transparent) substrate (optionally precoated with a protective layer) carrying on its surface an information layer and optionally a protective layer, optionally an adhesive layer, another substrate or a covering layer, where the information layer can be written upon and read with blue (preferably laser) light and contains a light absorbing compound (I) which contains groups which can be thermally cyclized to form 5-7 membered rings. Independent claims are included for: (i) the production of optical data carriers as above, by coating the optionally precoated substrate with (I) (optionally together with binders, additives and/or solvents) and applying the further optional layers if required; (ii) the use of (I), having an absorption lambdamax in the 350-460 nm region, in the information layer of a ROM optical data carrier; (iii) the use of (I) in the information layer of a ROM optical data carrier which can be written upon and read with blue (preferably laser) light; (iv) new thermally cyclizable compounds of formula (IA); (v) new thermally cyclized compounds of formula (II) or (II'); and  (vi) optical data carriers as above, which have been written upon with blue (preferably laser) light or contain (II) or (II') as light-absorbed compounds in the light-absorbed layer.  R45 = H, Br, Cl, T, OT, CN, COOT, NHT or NT2;  R46 - R49 = H, Me, Et, F, Br, Cl, CN, COOT, NHT or NT2;  R50 = H, Me, CN, alkoxycarbonyl, CHO, Br or Cl;  R51 = H, Me, Br, NH2, NHMe, NMe2, OMe, OEt or SMe;  R52 = CN, alkoxycarbonyl, (6-10C) aryloxycarbonyl or 1-6C alkanoyloxycarbonyl;  X'6  =  CN, alkoxycarbonyl, (6-10C) aryloxycarbonyl, 1-6C alkanoyloxycarbonyl or p-toluenesulfonyloxymethyl;  X1 = NR1, O or S;  X2 = CR2 or N;  X3 = CR3 or N;  X4 = CR4 or N;  X5 = CR5 or N (provided that the X2-X3-X4-X5 unit does not contain adjacent N atoms); X6a = CR6R7, CO, CS, C=NR12 or C=NH;  X7 = CR13R14 or C=R15;  X8 = O, NR16, CR17R18 or C=R19;  X8 = O, NR20, CR21R22 or C=R23 (provided that X9 is not O if X8 = O);  n, m = 0 or 1;  R1, R12, R16, R20 = H, alkyl, alkenyl, alkynyl, 4-7C cycloalkyl, 7-15C aralkyl, alkoxycarbonyl, aryl (optionally substituted by 1-3 nonionic groups) or heteroaryl (containing 1-3 heteroatoms and optionally substituted by 1-3 nonionic groups);  R2 = H, Br, alkyl, alkenyl, alkynyl, 6-10C aryl, 7-15C aralkyl, heteroaryl, alkoxy, mono- or dialkylamino or N-alkyl-N-arylamino;  R3 = H, alkyl, alkenyl, 6-10C aryl, 7-15C aralkyl, heteroaryl, alkoxycarbonyl, CHO, CN, NO2 or halo;  R4 = H, NH2, Br, alkyl, alkenyl, alkynyl, 6-10C aryl, 7-15C aralkyl, heteroaryl, alkoxy, alkylthio, mono- or dialkylamino or N-alkyl-N-arylamino;  R5 = H or electron acceptor groups (preferably CN, NO2, C(=R24)R25 or a cationic group such as ammonium or pyridinium);  R6 = H, Br, Cl, OMe or OEt;  R7  =  H, Br, Cl or OMe; or may also be OEt if R6 = OMe or OEt;  or R1 + R2, R2 + R3, R3 + R4, R4 + R5  = group completing a 5- or 6-membered aromatic or partially hydrogenated ring, optionally containing 1-4 heteroatoms or CO groups, optionally fused with benzo or naphtho and optionally substituted by nonionic groups (preferably electron donor residues in the case of R3 + R4);  R13, R14, R17, R18, R21, R22 = H, 1-3C alkyl, F, Cl or Br; R15  = O, S =NR26 or CR27R28;  R19  = O, S =NR29 or CR30R31;  R23  = O, S =NR32 or CR33R34;  R25  = Br, NH2, mono- or dialkylamino, N-alkyl-N-(6-10C aryl)-amino, 1-6C alkanoyloxy, 6-10C aryloxy, alkoxy or alkylthio; or a group completing a 5- or 6-membered ring together with X6;  R26, R29, R32, R35  =  as R1;  R27, R28, R30, R31, R33, R34  = as R1 but not alkoxycarbonyl;  unless specified otherwise alkyl m