US4374984A
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Aromatic-aliphatic ketones useful as photoinitiators
Assignee: Merck Patent GmbH
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Filing: 1981-03-04
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Granted: 1983-02-22
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Expires: 2001-03-04
Abstract
Abstract Compounds of the formula ##STR1## wherein the substituents A, Z, R 1 , R 2 , R 3 , R 4 , X, n and m are defined hereinbelow are effective photoinitiators, especially for the photopolymerization of ethylenically unsaturated compounds and for the curing of printing inks.
Inventors
- 👤 Jurgen Eichler
- 👤 Claus Herz
- 👤 Karl-Heinz Neisius
- 👤 Gregor Wehner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 08:31
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/10; C07D295/104; C07D295/108; C07C; C07C45/00; C07C45/27; C07C45/28; C07C45/45; C07C45/46; C07C45/61; C07C45/63; C07C45/64; C07C45/67; C07C45/68; C07C45/70; C07C46/00; C07C49/00; C07C49/587; C07C49/703; C07C49/747; C07C49/76; C07C49/782; C07C49/82; C07C49/83; C07C49/84; C07C50/00; C07C50/38; C07D335/00; C07D335/04; C07D335/10; C07D335/12; C07D335/14; C07D335/16; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/101
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
411 words
A compound of the formula ##STR13## wherein A is --CO-- or --CO--CO--; X is --OR 5 ; with R 3 , is --O--CH(R 10 )--, Z is --NR 12 --; m is 0 or an integer of 1 to 3; n is 0 or an integer of 1 to 3; R 1 is alkyl of 1-12 C atoms, cycloalkyl of 5-6 C atoms, aryl of 6-14 C atoms, aralkyl of 7-9 C atoms, --OH, --OAlk, --OAr, --SAlk, --SCH 2 CH 2 OH, --SAr, --SO 2 Alk, --SO 2 phenyl, --SO 2 NH 2 , --SO 2 NHalk, --SO 2 N(Alk) 2 , --COOAlk, --NH 2 , --NHAlk, --N(Alk) 2 , --NHCOphenyl, --CN or halogen; R 2 can be any of the groups defined for R 1 or another --CO--CR 3 R 4 X group; R 3 is H, alkyl of 1-8 C atoms, or alkyl of 1-8 C atoms substituted by --OH, --OAlk, acyloxy of 2-8 C atoms, --NR 8 R 9 , --COOAlk or --CN, or is alkenyl of 3-5 C atoms R 4 can be any of the groups defined for R 3 or --CH 2 CH 2 R 13 ; R 5 is H, alkyl of 1-12 C atoms, or alkyl of 1-8 C atoms substituted by --Cl, --Br, --OH, --OAlk, --SAlk, acyloxy of 2-8 C atoms, --COOAlk, --CONHAlk, --CON(Alk) 2 or --CN, or is alkenyl of 3-5 C atoms, or cyclohexyl; R 8 is alkyl of 1-12 C atoms, or alkyl or 2-4 C atoms substituted by --OH, --OAlk or --CN, or is alkenyl of 3-5 C atoms or, cyclohexyl; R 9 is alkyl of 1-12 C atoms, or alkyl of 2-4 C atoms substituted by --OH, --OAlk or --CN, or is alkenyl of 3-5 C atoms or, cyclohexyl, or, together with R 8 , is alkylene of 4-5 C atoms or C 4-5 -alkylene interrupted by --O-- or --NR 14 --, or, together with R 4 , is alkylene of 1-9 C atoms, or oxaor aza-alkylene of 2-3 C atoms; R 12 is H, alkyl of 1-4 C atoms or cycloalkyl of 5-6 C atoms; R 13 is --CONH 2 , --CONHAlk, --CON(Alk) 2 , R 14 is alkyl of 1-4 C atoms, Alk is alkyl of 1-4 C atoms; and Ar is C 6-14 aryl or aryl substituted by alkyl groups and having a total of 6-14 C atoms; wherein aryl stands for hydrocarbon aryl groups and acyl groups are derived from hydrocarbon carboxylic acids.
Claim 2
Dependent Claim
411 words
A compound of the formula ##STR13## wherein A is --CO-- or --CO--CO--; X is --OR 5 ; with R 3 , is --O--CH(R 10 )--, Z is --NR 12 --; m is 0 or an integer of 1 to 3; n is 0 or an integer of 1 to 3; R 1 is alkyl of 1-12 C atoms, cycloalkyl of 5-6 C atoms, aryl of 6-14 C atoms, aralkyl of 7-9 C atoms, --OH, --OAlk, --OAr, --SAlk, --SCH 2 CH 2 OH, --SAr, --SO 2 Alk, --SO 2 phenyl, --SO 2 NH 2 , --SO 2 NHalk, --SO 2 N(Alk) 2 , --COOAlk, --NH 2 , --NHAlk, --N(Alk) 2 , --NHCOphenyl, --CN or halogen; R 2 can be any of the groups defined for R 1 or another --CO--CR 3 R 4 X group; R 3 is H, alkyl of 1-8 C atoms, or alkyl of 1-8 C atoms substituted by --OH, --OAlk, acyloxy of 2-8 C atoms, --NR 8 R 9 , --COOAlk or --CN, or is alkenyl of 3-5 C atoms R 4 can be any of the groups defined for R 3 or --CH 2 CH 2 R 13 ; R 5 is H, alkyl of 1-12 C atoms, or alkyl of 1-8 C atoms substituted by --Cl, --Br, --OH, --OAlk, --SAlk, acyloxy of 2-8 C atoms, --COOAlk, --CONHAlk, --CON(Alk) 2 or --CN, or is alkenyl of 3-5 C atoms, or cyclohexyl; R 8 is alkyl of 1-12 C atoms, or alkyl or 2-4 C atoms substituted by --OH, --OAlk or --CN, or is alkenyl of 3-5 C atoms or, cyclohexyl; R 9 is alkyl of 1-12 C atoms, or alkyl of 2-4 C atoms substituted by --OH, --OAlk or --CN, or is alkenyl of 3-5 C atoms or, cyclohexyl, or, together with R 8 , is alkylene of 4-5 C atoms or C 4-5 -alkylene interrupted by --O-- or --NR 14 --, or, together with R 4 , is alkylene of 1-9 C atoms, or oxaor aza-alkylene of 2-3 C atoms; R 12 is H, alkyl of 1-4 C atoms or cycloalkyl of 5-6 C atoms; R 13 is --CONH 2 , --CONHAlk, --CON(Alk) 2 , R 14 is alkyl of 1-4 C atoms, Alk is alkyl of 1-4 C atoms; and Ar is C 6-14 aryl or aryl substituted by alkyl groups and having a total of 6-14 C atoms; wherein aryl stands for hydrocarbon aryl groups and acyl groups are derived from hydrocarbon carboxylic acids.
Claim 3
Dependent Claim
274 words
A compound of claim 1 wherein A is --CO-- or --CO--CO--; X is --OR 5 --NR 12 --; m is 0 or 1; n is 0 or 1; R 1 is alkyl of 1-8 C atoms, cycloalkyl of 5-6 C of atoms, aryl of 6-10 C atoms, aralkyl of 7-9 C atoms, --OAlk, --OAr, --SAlk, --COOAlk, --NH 2 , --NHAlk, --N(Alk) 2 , --CN or halogen; R 2 is one of the groups defined for R 1 or is another --CO--CR 3 R 4 X group; R 3 is H, alkyl of 1-8 C atoms, alkyl of 1-4 C atoms substituted by --OH, --OAlk, --NR 8 R 9 or --CN, or alkenyl of 3-5 C atoms; R 4 is one of the groups defined for R 3 ; R 5 is H, alkyl of 1-8 C atoms, alkyl of 1-8 C atoms substituted by --OH, --OAlk, --SAlk, --COOAlk or --CN, or alkenyl of 3-5 C atoms, or cyclohexyl; R 8 is alkyl of 1-8 C atoms, alkyl of 2-4 C atoms substituted by --OH, --OAlk or --CN, or alkenyl of 3-5 C atoms; R 9 is alkyl of 1-8 C atoms, alkyl of 2-4 C atoms substituted by --OH, --OAlk or --CN, or alkenyl of 3-5 C atoms or, together with R 8 , alkylene of 4-5 C atoms which can be interrupted by --O-- or --NR 14 --; R 12 is H or alkyl of 1-4 C atoms; R 14 is alkyl of 1-4 C atoms; Alk is alkyl of 1-4 C atoms; and Ar is C 6-10 -aryl or aryl substituted by alkyl groups and having a total of 6-10 C atoms.
Claim 4
Dependent Claim
189 words
A compound of claim 1 wherein A is --CO--; X is --OR 5 ; Z is --NR 12 ; m is 0 or 1; n is 0 or 1; R 1 is alkyl of 1-4 C atoms, phenyl, --OAlk, --SAlk, --N(Alk) 2 or halogen; R 2 is one of these groups defined for R 1 or is another --CO--CR 3 R 4 X group; R 3 is H or alkyl of 1-6 of C atoms R 4 is one of these groups defined for R 3 ; R 5 is H, alkyl of 1-4 C atoms, alkenyl of 3-5 atoms, or cyclohexyl; R 8 is alkyl of 1-4 C atoms, alkyl of 2-4 C atoms substituted by --OH, --OAlk or --CN; R 9 is alkyl of 1-4 C atoms, alkyl of 2-4 C atoms substituted by --OH, --OAlk or -- CN, or, together with R 8 , alkylene of 4-5 C atoms which can be interrupted by --O -- or --NR 14 --; R 12 is H or alkyl of 1-4 C atoms; R 14 is alkyl of 1-4 C atoms and Alk is alkyl of 1-4 C atoms.
References Cited (Backward Citations)
US3947449A
Cited
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