Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
463 words
In a method for the photopolymerisation of unsaturated compounds or for the photochemical crosslinking of polyolefins employing a sensitizer, the improvement according to which the sensitizer is a compound of the formula ##STR58## wherein Ar is a member selected from the group consisting of phenyl, naphthyl, phenanthryl, anthracyl, diphenylyl, chlorophenyl, bromophenyl, dichlorophenyl, mesityl, isopropylphenyl, phenoxyphenyl, cyanophenyl, p-nonylphenyl, hydroxyphenyl, tolyl, tert-butylphenyl, xylyl, isopropylchlorophenyl, methoxyphenyl, ethoxyphenyl, phenoxyphenyl, chlorotolyl, bromoxylyl, methylthiophenyl, phenylthiophenyl, butylsulfophenyl, phenylsulfophenyl, ethoxycarbonylphenyl, tert-butoxycarbonylphenyl, methylaminosulfophenyl, dipropylaminosulfophenyl, dimethylaminophenyl, benzoylaminophenyl and acetylaminophenyl, X represents --OR 6 , X' represents ##STR59## R 1 represents (a) C 1 -C 8 alkyl, (b) C 1 -C 8 alkyl substituted by --OH, Oalk, C 2 -C 8 acyloxy, --NR 4 R 5 , --COOalk or --CN, (c) C 3 -C 4 alkenyl, (d) C 5 -C 6 cycloalkyl or (e) C 7 -C 9 phenylalkyl, R 2 has one of the meanings assigned to R 1 or represents a --CH 2 CH 2 R 13 group, or together with R 1 represents C 2 -C 8 alkylene or C 3 -C 9 oxaalkylene or C 3 -C 9 azaalkylene, R 3 represents a direct bond, C 1 -C 6 alkylene, C 2 -C 6 oxaalkylene, C 2 -C 6 thiaalkylene, S-oxathiaalkylene or S-dioxathiaalkylene, phenylene, diphenylene or a -phenylene-T-phenylene group, or together with both substituents R 2 and both carbon atoms to which these substituents are attached, forms a cyclopentane, cyclohexene, endomethylenecyclohexane or cyclohexane ring, T represents --O--, --S--, --SO 2 --, --CH 2 --, --CH 2 --CH 2 --, --CH 2 OCH 2 -- or --CH═CH--, R 4 represents (a) C 1 -C 12 alkyl, (b) C 2 -C 4 alkyl substituted by --OH, Oalk or --CN, (c) C 3 -C 5 alkenyl, (d) cyclohexyl, (e) C 7 -C 9 phenylalkyl, (f) phenyl or (g) phenyl which is substituted by Cl, alk, OH, Oalk or --COOalk, R 5 represents (a) C 1 -C 12 alkyl, (b) C 2 -C 4 alkyl which is substituted by --OH, Oalk or --CN, (c) C 3 -C 5 alkenyl, (d) cyclohexyl or (e) C 7 -C 9 phenylalkyl, or R 4 and R 5 together represent C 4 -C 5 alkylene which can be interrupted by --O-- or ##STR60## R 6 represents (a) hydrogen, (b) C 1 -C 12 alkyl, (c) C 1 -C 8 alkyl which is substituted by Cl, Br, OH, Oalk, Salk, C 2 -C 8 acyloxy, --COOalk, CONHalk, --CON(alk) 2 or CN, (d) C 3 -C 5 alkenyl, (e) cyclohexyl, (f) benzyl, (g) phenyl, (h) phenyl substituted by Cl or alk, or (i) 2-tetrahydropyranyl, R 13 represents --CONH 2 , --CONHalk, --CON(alk) 2 , --P(O)(Oalk) 2 , 2-pyridyl or 2-oxo-1-pyrrolidinyl, and R 14 represents C 1 -C 4 alkyl, --CH 2 CH 2 CN or --CH 2 CH 2 COOalk.
Claim 2
Dependent Claim
463 words
In a method for the photopolymerisation of unsaturated compounds or for the photochemical crosslinking of polyolefins employing a sensitizer, the improvement according to which the sensitizer is a compound of the formula ##STR58## wherein Ar is a member selected from the group consisting of phenyl, naphthyl, phenanthryl, anthracyl, diphenylyl, chlorophenyl, bromophenyl, dichlorophenyl, mesityl, isopropylphenyl, phenoxyphenyl, cyanophenyl, p-nonylphenyl, hydroxyphenyl, tolyl, tert-butylphenyl, xylyl, isopropylchlorophenyl, methoxyphenyl, ethoxyphenyl, phenoxyphenyl, chlorotolyl, bromoxylyl, methylthiophenyl, phenylthiophenyl, butylsulfophenyl, phenylsulfophenyl, ethoxycarbonylphenyl, tert-butoxycarbonylphenyl, methylaminosulfophenyl, dipropylaminosulfophenyl, dimethylaminophenyl, benzoylaminophenyl and acetylaminophenyl, X represents --OR 6 , X' represents ##STR59## R 1 represents (a) C 1 -C 8 alkyl, (b) C 1 -C 8 alkyl substituted by --OH, Oalk, C 2 -C 8 acyloxy, --NR 4 R 5 , --COOalk or --CN, (c) C 3 -C 4 alkenyl, (d) C 5 -C 6 cycloalkyl or (e) C 7 -C 9 phenylalkyl, R 2 has one of the meanings assigned to R 1 or represents a --CH 2 CH 2 R 13 group, or together with R 1 represents C 2 -C 8 alkylene or C 3 -C 9 oxaalkylene or C 3 -C 9 azaalkylene, R 3 represents a direct bond, C 1 -C 6 alkylene, C 2 -C 6 oxaalkylene, C 2 -C 6 thiaalkylene, S-oxathiaalkylene or S-dioxathiaalkylene, phenylene, diphenylene or a -phenylene-T-phenylene group, or together with both substituents R 2 and both carbon atoms to which these substituents are attached, forms a cyclopentane, cyclohexene, endomethylenecyclohexane or cyclohexane ring, T represents --O--, --S--, --SO 2 --, --CH 2 --, --CH 2 --CH 2 --, --CH 2 OCH 2 -- or --CH═CH--, R 4 represents (a) C 1 -C 12 alkyl, (b) C 2 -C 4 alkyl substituted by --OH, Oalk or --CN, (c) C 3 -C 5 alkenyl, (d) cyclohexyl, (e) C 7 -C 9 phenylalkyl, (f) phenyl or (g) phenyl which is substituted by Cl, alk, OH, Oalk or --COOalk, R 5 represents (a) C 1 -C 12 alkyl, (b) C 2 -C 4 alkyl which is substituted by --OH, Oalk or --CN, (c) C 3 -C 5 alkenyl, (d) cyclohexyl or (e) C 7 -C 9 phenylalkyl, or R 4 and R 5 together represent C 4 -C 5 alkylene which can be interrupted by --O-- or ##STR60## R 6 represents (a) hydrogen, (b) C 1 -C 12 alkyl, (c) C 1 -C 8 alkyl which is substituted by Cl, Br, OH, Oalk, Salk, C 2 -C 8 acyloxy, --COOalk, CONHalk, --CON(alk) 2 or CN, (d) C 3 -C 5 alkenyl, (e) cyclohexyl, (f) benzyl, (g) phenyl, (h) phenyl substituted by Cl or alk, or (i) 2-tetrahydropyranyl, R 13 represents --CONH 2 , --CONHalk, --CON(alk) 2 , --P(O)(Oalk) 2 , 2-pyridyl or 2-oxo-1-pyrrolidinyl, and R 14 represents C 1 -C 4 alkyl, --CH 2 CH 2 CN or --CH 2 CH 2 COOalk.
Claim 3
Dependent Claim
339 words
A method according to claim 1 wherein the sensitizer is a compound according to claim 1 wherein R 1 represents (a) alkyl of 1 to 8 carbon atoms, (b) alkyl of 1 to 8 carbon atoms substituted by OH, C 1 -C 4 alkoxy, C 2 -C 8 acyloxy, --COO--(C 1 -C 4 )alkyl or --CN, (c) cycloalkyl of 5 or 6 carbon atoms, or (d) phenylalkyl of 7 to 9 carbon atoms, R 2 has one of the meanings assigned to R 1 or R 1 and R 2 together represent alkylene of 4 to 6 carbon atoms, oxaalkylene of 3 to 4 carbon atoms or azaalkylene of 3 to 4 carbon atoms, R 3 represents a direct bond, alkylene of 1 to 6 carbon atoms, oxaalkylene of 2 to 6 carbon atoms, phenylene, diphenylene, a phenylene-T-phenylene group, or both substituents R 2 together with R 3 and both carbon atoms to which these substituents are attached form a cyclopentane or cyclohexane ring, T represents --O--, --S--, --SO 2 --, --CH 2 -- or --CH═CH--, R 4 represents (a) alkyl of 1 to 12 carbon atoms, (b) alkyl of 2 to 4 carbon atoms which is substituted by --OH or --Oalk, (c) allyl, (d) cyclohexyl, (e) phenylalkyl of 7 to 9 carbon atoms, (f) phenyl or (g) phenyl which is substituted by Cl, alk, OH, --Oalk or --COOalk, R 5 represents (a) alkyl of 1 to 12 carbon atoms, (b) alkyl of 2 to 4 carbon atoms which is substituted by --OH or --Oalk, (c) allyl, (d) cyclohexyl or (e) phenylalkyl of 7 to 9 carbon atoms, or R 4 and R 5 together represent alkylene of 4 to 5 carbon atoms which can be interrupted by --O--, --NH-- or --Nalk--, and R 6 represents (a) hydrogen, (b) alkyl of 1 to 12 carbon atoms, (c) alkyl of 2 to 4 carbon atoms which is substituted by --OH or --Oalk, (d) allyl, (e) cyclohexyl, (f) benzyl, (g) phenyl, or (h) phenyl which is substituted by Cl or alk.
Claim 4
Dependent Claim
392 words
A method according to claim 1 wherein the sensitizer is a compound according to claim 1 wherein R 1 represents (a) alkyl of 1 to 8 carbon atoms, (b) alkyl of 1 to 8 carbon atoms substituted by OH, C 1 -C 4 alkoxy, C 2 -C 8 acyloxy, --COO--(C 1 -C 4 )alkyl or --CN, (c) cycloalkyl of 5 to 6 carbon atoms, or (d) phenylalkyl of 7 to 9 carbon atoms, R 2 has one of the meanings assigned to R 1 or represents allyl, methallyl, 2-carbamoylethyl, 2-(N--C 1 -C 4 alkylcarbamoyl)ethyl, 2-(N,N-di-C 1 -C 4 alkylcarbamoyl)ethyl, 2-(2-pyridyl)ethyl, 2-(2-oxo-1-pyrrolidinyl)ethyl or 2-(di-O-C 1 -C 4 alkylphosphono)ethyl, or R 1 and R 2 together represent alkylene of 4 to 6 carbon atoms, oxaalkylene of 3 to 4 carbon atoms, or azaalkylene of 3 to 4 carbon atoms, R 3 is a direct bond, alkylene of 1 to 6 carbon atoms, oxaalkylene of 2 to 6 carbon atoms, thialkylene of 2 to 6 carbon atoms, S-oxothiaalkylene of 2 to 6 carbon atoms, S,S-dioxathia-alkylene of 2 to 6 carbon atoms, phenylene, diphenylene or a -phenylene-T-phenylene group or cyclohexylene, or both substituents R 2 together with R 3 and both carbon atoms to which these substituents are attached form a cyclopentane or cyclohexane ring, T represents --O--, --S--, --SO 2 --, --CH 2 -- or --CH═CH--, R 4 represents (a) alkyl of 1 to 12 carbon atoms, (b) alkyl of 2 to 4 carbon atoms which is substituted by --OH or --Oalk, (c) allyl, (d) cyclohexyl, (e) phenylalkyl of 7 to 9 carbon atoms, (f) phenyl or (g) phenyl which is substituted by Cl, alk, OH, --Oalk or --COOalk, R 5 represents (a) alkyl of 1 to 12 carbon atoms, (b) alkyl of 2 to 4 carbon atoms which is substituted by --OH or --Oalk, (c) allyl, (d) cyclohexyl or (e) phenylalkyl of 7 to 9 carbon atoms, or R 4 and R 5 together represent alkylene of 4 to 5 carbon atoms which can be interrupted by --O--, --NH-- or --Nalk--, and R 6 represents (a) hydrogen, (b) alkyl of 1 to 12 carbon atoms, (c) alkyl of 2 to 4 carbon atoms which is substituted by --OH or --Oalk, (d) allyl, (e) cyclohexyl, (f) phenylalkyl of 7 to 9 carbon atoms, (g) phenyl or (h) phenyl which is substituted by Cl or alk.
Claim 5
Dependent Claim
244 words
A method according to claim 1 wherein the sensitizer is a compound according to claim 1 wherein R 1 represents (a) C 1 -C 8 alkyl, (b) C 1 -C 8 alkyl substituted by --OH, --Oalk, --COOalk or --CN, or (c) C 7 -C 9 phenylalkyl, R 2 has one of the meanings assigned to R 1 or is alkyl or a --CH 2 CH 2 R 13 group, or together with R 1 represents C 4 -C 6 alkylene or C 3 -C 4 oxaalkylene or C 3 -C 4 azaalkylene, R 3 represents a direct bond or C 1 -C 6 alkylene or together with both substituents R 2 and both carbon atoms to which these substituents are attached forms a cyclopentane or cyclohexane ring, R 4 represents (a) C 1 -C 12 alkyl, (b) C 2 -C 4 alkyl which is substituted by OH or Oalk or (c) allyl, R 5 represents (a) C 1 -C 12 alkyl, (b) C 2 -C 4 alkyl which is substituted by OH or Oalk or (c) allyl or R 4 and R 5 together represent C 4 -C 5 alkylene which can be interrupted by --O-- or --Nalk--, R 6 represents (a) hydrogen, (b) C 1 -C 12 alkyl, (c) C 2 -C 6 alkyl which is substituted by OH or Oalk, (d) allyl, (e) benzyl or (f) phenyl, and R 13 represents --CONH 2 , --CONHalk, --CON(alk) 2 , --P(O)(Oalk) 2 or 2-pyridyl.
Claim 6
Dependent Claim
114 words
A method according to claim 1 wherein the sensitizer is a compound according to claim 1 wherein R 1 represents C 1 -C 8 alkyl, R 2 represents C 1 -C 8 alkyl or allyl, R 3 represents a direct bond or C 1 -C 6 alkylene, R 4 represents C 1 -C 12 alkyl, R 5 represents C 1 -C 12 alkyl or together with R 4 represents C 4 -C 5 alkylene which can be interrupted by --O-- or --Nalk--, and R 6 represents (a) hydrogen, (b) C 1 -C 12 alkyl, (c) C 2 -C 4 alkyl which is substituted by OH or Oalk, (d) allyl, (e) benzyl, or (f) phenyl.
Claim 7
Dependent Claim
29 words
A method according to claim 1 wherein the sensitizer is a compound according to claim 1 wherein X represents alkoxy, C 1 -C 6 hydroxyalkoxy, alkoxyalkoxy, benzyloxy or phenyloxy.
Claim 8
Dependent Claim
20 words
A method according to claim 1 wherein the sensitizer is a compound according to claim 1 wherein Ar represents p-phenoxy-phenyl.
Claim 9
Dependent Claim
25 words
A photopolymerisable system comprising at least one unsaturated photopolymerisable compound and 0.1 to 20% by weight of a compound according to claim 1 as photosensitizer.
Claim 10
Dependent Claim
19 words
A photopolymerisable system according to claim 8 wherein the amount of the compound is 0.5 to 5% by weight.
Claim 11
Dependent Claim
21 words
A photopolymerisable system according to claim 8 which contains one or more esters of acrylic or methacrylic acid as unsaturated compound.
Claim 12
Dependent Claim
12 words
A photopolymerisable system according to claim 8 which is a printing ink.
Claim 13
Dependent Claim
22 words
A photochemically crosslinkable system comprising a polyolefin and 0.1 to 20% by weight of a compound according to claim 1 as photosensitizer.
Claim 14
Dependent Claim
18 words
A system according to claim 12 wherein the amount of the compound is 0.5 to 5% by weight.
Claim 15
Dependent Claim
14 words
A photochemically crosslinkable system according to claim 12 wherein the polyolefin is a polyethylene.