Patent EP-0775706-A2 (EP)
Inventor: CUNNINGHAM ALLAN FRANCIS
IPC: G03C1/22
Filed: 1996-11-15
Abstract: Organo-mono- and -poly-borate compounds of formula (poly)borate (m+v)ÄZÜ<+> (I) are new. In the formulae, (poly)borate = an anion of formula (II); n, o = 0-50; m = 1-50; u, v = 0 or 1 and u and/or v = 1; R1, R2, R2a, R3, R4 = phenyl or another aromatic hydrocarbyl, optionally substituted by 1-6 carbon (C) alkyl (which may be substituted by halogen, OR6 or/and NR8R9), OR6, S(O)pR7, OS(O)2R7, NR8R9, C(O)OR6, C(O)NR8R9, C(O)R10, SiR11R12R13, BR14R15, P(O)qR16R17 or halogen; p = 0, 1 or 2; q = 0 or 1; R5 = a 1-12 C alkyl, 3-12 C cycloalkyl, 2-8 C alkenyl, phenyl-(1-6 C)-alkyl or naphthyl-(1-3 C)-alkyl group (optionally substituted by OR6, S(O)pR7, OS(O)2R7, NR8R9, C(O)OR6, C(O)NR8R9, C(O)R10, P(=O)(OR10)2, SiR11R12R13, BR14R15 or halogen) or phenyl or another aromatic hydrocarbyl (optionally substituted by 1-6 C alkyl, OR6, S(O)pR7, OS(O)2R7, NR8R9, C(O)OR6, C(O)NR8R9, C(O)R10, SiR11R12R13, BR14R15 or halogen); at least one of R1 , R2, R2a, R3, R4 or R5 = phenyl substituted in the ortho-position to the link to the boron (B) atom or another sterically hindered aromatic hydrocarbyl in the ortho-position to the B atom; R6, R7 = 1-12 C alkyl (optionally substituted by COOR7a, OH, 1-12 C alkoxy or halogen) or a phenyl or phenyl-(1-6 C)-alkyl group (optionally mono- to penta-substituted by 1-6 C alkyl, 1-12 C alkoxy or halogen); R7a = 1-12 C alkyl; R8, R9, R10, R11, R12, R13, R14, R15, R16, R17 = as R6 or 3-12 C cycloalkyl; or NR8R9 = a 5- or 6-membered ring, which may also contain oxygen (O) or sulphur (S) atoms; or BR14R15 = a 5- or 6-membered ring; X = 1-20 C alkylene (optionally substituted by OR6, S(O)pR7, OS(O)2R7, NR8R9, C(O)OR6, C(O)NR8R9, C(O)R10, SiR11R12R13, BR14R15, halogen or P(O)qR16R17), 1-20 C alkylene (optionally with -O-, -S(O)p- or -NR18- group(s) in the chain), a 3-12 C cycloalkylene or 2-8 C alkenylene group (optionally substituted by OR6, S(O)pR7, OS(O)2R7, NR8R9, C(O)OR6, C(O)NR8R9, C(O)R10, SiR11R12R13, BR14R15 or halogen or with -O-, -S(O)p- or -NR18- in the chain or ring), a divalent aromatic hydrocarbon group (optionally substituted by 1-6 C alkyl, OR6, S(O)pR7, OS(O)2R7, NR8R9, C(O)OR6, C(O)NR8R9, C(O)R10, SiR11R12R13, BR14R15 or halogen) or a group of formula (III) or (IV); R18 = as R6 or hydrogen (H); Y = -(CH2)r-, -C(O)-, -NR18, -O-, -S(O)p-, -CR19R20- or a group of formulae (V) or (VI); r = 1, 2 or 3; s = 2 or 3; R19, R20 = 1-6 C alkyl or phenyl; or CR19R20 = a 5- or 6-membered ring; A, Q = a single bond, -(CH2)-, -CH=CH-, -C(O)-, -NR18-, -S(O)p-- or a group of formula (V) or (VI); or R1, R2, R3, R4 or X form bridges of formula (VII) or (VIII); G = -(CH2)t-, -CHCH-, -C(O)-, -NR18-, -O- or -S(O)p-; t = 0, 1 or 2; the aromatic rings of the groups of formulae (III), (IV), (VII) and (VIII) are optionally substituted by OR6, S(O)pR7, OS(O)2R7, NR8R9, C(O)OR6, C(O)NR8R9, C(O)R10, SiR11R12R13, BR14R15 or halogen and other phenyl rings may be annelated to the phenyl rings; not all of R1, R2a, R3 and R4 = 1-naphthyl if X = phenylene or 4,4'-biphenylene; Z = a group that can form positive ions. Also claimed are (1) photoinitiators (IX) containing borane(s) and electron donor(s); (2) compositions containing (a) ethylenically unsaturated photopolymerisable compound(s) and (b-1) compound(s) (I), (b-2) a combination of a polyborate anion of formula (II) and a dye, sulphonium or iodonium cation or (b-3) photoinitiator(s) (IX); (3) substrates coated with one of these compositions; and (4) the photographic production of reliefs from the coated substrates.