Oxime ester photoinitiators

A compound of the formula V

• wherein
• Z2 is C7-C20aroyl or C4-C20heteroaroyl, where C7-C18aroyl or C4-C20heteroaroyl are unsubstituted or substituted by one or more identical or different R10;
• R1, R2, R3, R4, R5 and R6 independently of each other are hydrogen, halogen, OR16, SR17, NR18R19, or C1-C20alkyl which is unsubstituted or substituted by one or more halogen, OR16, COOR16, CONR18R19 or NR18R19;
• or R1, R2, R3, R4, R5 and R6 independently of each other are C6-C20aryl, or C4-C20heteroaryl, each of which is unsubstituted or substituted by one or more C1-C6alkyl, C1-C4haloalkyl or halogen;
• R10 is hydrogen, halogen, OR16, SR17, NR18R19, CN, NO2 or C2-C20alkyl which is interrupted by one or more O, S or NR21, wherein the interrupted C2-C20alkyl is unsubstituted or substituted by one or more halogen, OR16, COOR16, SR17, CONR18R19, C6-C20aryl, C3-C20heteroaryl or C3-C20cycloalkyl, C3-C20cycloalkyl interrupted by one or more O, S, NR21;
• or R10 is C1-C20alkyl which is unsubstituted or substituted by one or more halogen, OR16, SR17, COOR16, CONR18R19, NR18R19, phenyl, C3-C8-cycloalkyl, C3-C20heteroaryl or M;
• R14 is C6-C20aryl or C3-C20heteroaryl each of which is unsubstituted or substituted by one or more phenyl, halogen, C1-C4haloalkyl, CN, NO2, OR16, SR17, NR18R19, PO(OCkH2k+1)2, SO—C1-C10alkyl, SO2—C1-C10alkyl, M,
• or by C2-C20alkyl which is interrupted by one or more O, CO, S, C(O)O, OC(O), phenylene, naphthylene or by NR21, or each of which C6-C20aryl or C3-C20heteroaryl is substituted by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR16, CONR18R19, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, C6-C20aryloxycarbonyl, C3-C20heteroaryloxycarbonyl, OR16, SR17, NR18R19 or by M;
• Q3 is phenylene, naphthylene or C3-C12heteroarylene, all of which are substituted by
• M is
• G is NO2 or —COR28;
• R″14 is C1-C20alkyl which is unsubstituted or substituted by phenyl or by phenyl which is substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, OR16, SR17 or by NR18R19;
• or R″14 is C2-C20alkyl which is interrupted by one or more O, CO, S, C(O)O, OC(O), phenylene, naphthylene or NR21, wherein the interrupted C2-C20alkyl is unsubstituted or substituted by one or more halogen, OR16, COOR16, CONR18R19, phenyl or by phenyl which is substituted by OR6, SR17 or NR18R19;
• or R″14 is CN, CONR18R19, NO2, C1-C4haloalkyl, S(O)m—C1-C6alkyl;
• S(O)m-phenyl which is unsubstituted or substituted by C1-C12alkyl or SO2—C1-C6alkyl;
• or R″14 is SO2O-phenyl which is unsubstituted or substituted by C1-C12alkyl;
• or is diphenyl phosphinoyl or di-(C1-C4alkoxy)-phosphinoyl;
• or R″14 is C6-C20aryl or C3-C20heteroaryl each of which is unsubstituted or substituted by one or more phenyl, halogen, C1-C4haloalkyl, CN, NO2, OR16, SR17, NR18R19, PO(OCkH2k+1)2, SO—C1-C10alkyl, SO2—C1-C10alkyl, or by C2-C20alkyl which is interrupted by one or more O, CO, S, C(O)O, OC(O), phenylene, naphthylene or by NR21, or each of which is substituted by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR16, CONR18R19, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, C6-C20aryloxycarbonyl, C3-C20heteroaryloxycarbonyl, OR16, SR17 or by NR18R19;
• R15 is hydrogen, C3-C8cycloalkyl, C2-C5alkenyl, C1-C20alkoxy or C1-C20alkyl which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl or CN;
• or R15 is phenyl or naphthyl each of which is unsubstituted or substituted by one or more C1-C6alkyl, C1-C4haloalkyl, halogen, CN, OR16, SR17 or NR18R19;
• or R15 is C3-C20heteroaryl, benzyloxy or phenoxy, each of is unsubstituted or substituted by one or more C1-C6alkyl, C1-C4haloalkyl or halogen;
• k is an integer 1-10;
• m is an integer 1 or 2;
• R′14 has one of the meanings as given for R14 or is C1-C20alkyl;
• R′15 has one of the meanings as given for R15;
• X1 is O, CO, S or a direct bond;
• X2 is O, S, SO or SO2;
• X3 is O, S or NR′20;
• R16 is hydrogen, phenyl-C1-C3alkyl, C1-C20alkyl, which is unsubstituted or substituted by one or more halogen, OH, SH, CN, C3-C6alkenoxy, O(C1-C4alkyl), OCH2CH2CN, OCH2CH2(CO)O(C1-C4alkyl), O(CO)—(C1-C4alkyl), O(CO)—(C2-C4)alkenyl, O(CO)-phenyl, (CO)OH, (CO)O(C1-C4alkyl), C3-C20cycloalkyl, SO2—(C1-C4haloalkyl), O(C1-C4haloalkyl), O(C1-C20arylene)-M, or by C3-C20cycloalkyl which is interrupted by one or more O;
• or R16 is C2-C20alkyl which is interrupted by one or more O, S or NR21, which interrupted C2-C20alkyl is unsubstituted or substituted by O—C6-C20arylene-M, in which O—C6-C20arylene-M, the arylene is unsubstituted or substituted by one or more C1-C6alkyl or O(C1-C6alkyl);
• or R16 is (CH2CH2O)n+1H, (CH2CH2O)n(CO)—(C1-C8alkyl), C1-C8alkanoyl, C2-C12alkenyl, C3-C6alkenoyl, or C3-C20cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR21;
• or R16 is C1-C8alkyl-C3-C10cycloalkyl which is uninterrupted or interrupted by one or more O;
• or R16 is benzoyl which is unsubstituted or substituted by one or more C1-C6alkyl, halogen, OH, or C1-C3alkoxy;
• or R16 is phenyl, naphthyl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, OH, C1-C12alkyl, C1-C12alkoxy, CN, NO2, phenyl-C1-C3alkyloxy, phenoxy, C1-C12alkylsulfanyl, phenylsulfanyl, N(C1-C12alkyl)2, diphenylamino or
• n is 1-20;
• R17 is hydrogen, C2-C12alkenyl, C3-C20cycloalkyl or phenyl-C1-C3alkyl, wherein the C2-C12alkenyl, C3-C20cycloalkyl or phenyl-C1-C3alkyl is uninterrupted or interrupted by one or more O, S, CO or NR21;
• or R17 is C1-C20alkyl which is unsubstituted or substituted by one or more OH, SH, CN, C3-C6alkenoxy, OCH2CH2CN, OCH2CH2(CO)O(C1-C4alkyl), O(CO)—(C2-C4)alkenyl, O(CO)—(C1-C4alkyl), O(CO)-phenyl, COOR16 or S—C6-C20arylene-M;
• or R17 is C1-C20alkyl which is unsubstituted or substituted by one or more OH, SH, CN, C3-C6alkenoxy, OCH2CH2CN, OCH2CH2(CO)O(C1-C4alkyl), O(CO)—(C2-C4)alkenyl, O(CO)—(C1-C4alkyl), O(CO)-phenyl or COOR16;
• or R17 is C2-C20alkyl which is interrupted by one or more O, S, CO or NR21, which interrupted C2-C20alkyl is unsubstituted or substituted by S—C6-C20arylene-M;
• or R17 is (CH2CH2O)nH, (CH2CH2O)n(CO)—(C1-C8alkyl), C2-C8alkanoyl or C3-C6alkenoyl;
• or R17 is benzoyl which is unsubstituted or substituted by one or more C1-C6alkyl, halogen, OH, C1-C4alkoxy or C1-C4alkylsulfanyl;
• or R17 is phenyl, naphthyl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, C1-C12alkyl, C1-C4haloalkyl, C1-C12alkoxy, CN, NO2, phenyl-C1-C3alkyloxy, phenoxy, C1-C12alkylsulfanyl, phenylsulfanyl, N(C1-C12alkyl)2, diphenylamino, (CO)O(C1-C8alkyl), (CO)—C1-C8alkyl, (CO)N(C1-C8alkyl)2 or
• R18 and R19 independently of each other are hydrogen, C1-C20alkyl, C2-C4hydroxyalkyl, C2-C10alkoxyalkyl, C2-C5alkenyl, C3-C20cycloalkyl, phenyl-C1-C3alkyl, C1-C8alkanoyl, C1-C8alkanoyloxy, C3-C12alkenoyl, SO2—(C1-C4haloalkyl) or benzoyl;
• or R18 and R19 are phenyl, naphthyl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, C1-C4haloalkyl, C1-C20alkoxy, C1-C12alkyl, benzoyl or C1-C12alkoxy;
• or R18 and R19 together with the N-atom to which they are attached form a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or is interrupted by O, S, or NR21, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C20alkyl, C1-C20alkoxy, ═O, OR16, SR17, NR31R32, COR41, NO2, halogen, C1-C4-haloalkyl, CN, phenyl,
• or by C3-C20cyclalkyl which is uninterrupted or is interrupted by one or more O, S, CO or NR21;
• or R18 and R19 together with the N-atom to which they are attached form a group
• R′20 is hydrogen, COR41 or C1-C20alkyl which is unsubstituted or substituted by one or more halogen, OR16, SR17, COOR16, CONR18R19, NR18R19 or PO(OCkH2k+1)2;
• or R′20 is C2-C20alkyl of which is interrupted by one or more O, CO, C(O)O, OC(O) or NR21, wherein the interrupted C2-C20alkyl is unsubstituted or substituted by one or more halogen, OR16, SR17, COOR16, CONR18R19 or NR18R19;
• or R′20 is C6-C20aryl or C3-C20heteroaryl each of which is unsubstituted or substituted by one or more phenyl, halogen, C1-C4haloalkyl, CN, NO2, OR16, SR17, NR18R19,
• or by C1-C20alkyl which is interrupted by one or more O, S or NR21, or each of which C6-C20aryl or C3-C20heteroaryl is substituted by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR16, CONR18R19, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, C6-C20aryloxycarbonyl, C3-C20heteroaryloxycarbonyl, OR16, SR17 or NR18R19;
• R21 is hydrogen, C1-C20alkyl, C1-C4haloalkyl or C2-C20alkyl which is interrupted by one or more O, CO, C(O)O or OC(CO),
• or R21 is COR41, phenyl-C1-C4alkyl or C3-C8cycloalkyl which is uninterrupted or is interrupted by one or more O or CO,
• or R21 is phenyl or naphthyl both of which are unsubstituted or substituted by one or more C1-C20alkyl, halogen, C1-C4haloalkyl, OR16, SR17, NR18R19 or
• R22, R23, R24, R25, R26 or R27 independently of each other are hydrogen, COR41, NO2 or
• or one of R22, R23 or R24 and one of R25, R26 or R27 together with X3 and the phenyl rings to which they are attached form a heteroaromatic ring system;
• R28 is C6-C20aryl or C3-C20heteroaryl each of which is unsubstituted or substituted by one or more phenyl, halogen, C1-C4haloalkyl, CN, NO2, OR16, SR17, NR18R19 or by C2-C20alkyl which is interrupted by one or more O, S or NR21, or each of which C6-C20aryl or C3-C20heteroaryl is substituted by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR16, CONR18R19, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, C6-C20aryloxycarbonyl, C3-C20heteroaryloxycarbonyl, OR16, SR17 or NR18R19;
• R29 is COOR16, CONR18R19, (CO)R16;
• or R29 has one of the meanings given for R18 and R19;
• R30 is COOR16, CONR18R19, (CO)R6;
• or R30 has one of the meanings given for R16;
• R31 and R32 independently of each other are hydrogen, C1-C20alkyl, C1-C4haloalkyl, C3-C10cycloalkyl or phenyl;
• or R31 and R32 together with N-atom to which they are attached form a 5- or 6-membered saturated or unsaturated ring, which is uninterrupted or is interrupted by O, S or NR21, and which 5- or 6-membered saturated or unsaturated ring is not condensed or to which 5- or 6-membered saturated or unsaturated ring a benzene ring is condensed;
• R33, R34, R35, R36, R37, R38, R39 and R40 independently of each other are hydrogen, NO2, COR41, C1-C20alkyl, C1-C4haloalkyl, OR16, SR17, NR18R19, halogen, CN, phenyl or C3-C20cycloalkyl which is uninterrupted or is interrupted by one or more O, S, CO or NR21;
• or R35 and R36 or R37 and R38 or both, R35 and R36 and R37 and R38 are
• R41 is C6-C20aryl or C3-C20heteroaryl each of which is unsubstituted or substituted by one or more phenyl, halogen, C1-C4haloalkyl, CN, NO2, OR16, SR17, NR18R19 or by C2-C20alkyl which is interrupted by one or more O, S or NR21, or each of which C6-C20aryl or C3-C20heteroaryl is substituted by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR16, CONR18R19, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, C6-C20aryloxycarbonyl, C3-C20heteroaryloxycarbonyl, OR16, SR17 or NR18R19;
• or R41 is
• or R41 is hydrogen, OH, C1-C20alkyl, C1-C4haloalkyl, C2-C20alkyl which is interrupted by one or more O, CO or NR21, or R41 is C3-C20cycloalkyl which is uninterrupted or is interrupted by O, S, CO or NR21.