Manufacture of symmetrical or unsymmetrical monoacetals of aromatic 1,2-diketones
AssigneeBASF SE
InventorsWerner Kuesters, Lucien Thil
Life of this patent
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Abstract
Monoacetals of aromatic 1,2-diketones are manufactured by reacting the corresponding 1,2-diketones, in an organic solvent, with an acid ester (R.sup.1).sub.n X as alkylating agent and an alcoholate (R.sup.2 O).sub.m Me, where R.sup.1 and R.sup.2 are identical or different hydrocarbon radicals of 1 to 12 carbon atoms, which may or may not be substituted, n and m are integers from 1 to 3, X is a monobasic, dibasic or tribasic acid radical and Me is a metal of main groups 1 to 3 of the periodic table of the elements. The resulting diketone monoacetals are particularly suitable for use as photoinitiators in photopolymerizable compositions.
Claims28
A process for the manufacture of monoacetals of aromatic 1,2-diketones, of the formula (I) ##STR3## where A.sup.1 and A.sup.2 are identical or different aromatic radicals each of which has 6 to 12 carbon atoms and may or may not bear from one to four hydrocarbon readicals of 1 to 10 carbon atoms, alkoxy radicals of 1 to 10 carbon atoms, alkoxyalkyl radicals of 2 to 10 carbon atoms, alkylthio radicals of 1 to 6 carbon atoms and/or halogen as substituents, and R.sup.1 and R.sup.2 are identical or different hydrocarbon radicals 1 to 12 carbon atoms in which the chain may or may not be interrupted by --O-- or --S-- or bear a halogen, which comprises reacting aromatic 1,2-diketones of the formula (II) ##STR4## in an organic solvent with an acid ester of the formula
- (R.sup.1).sub.n X
- as alkylating agent and an alcoholate
- (R.sup.2 O).sub.m Me
- where A.sup.1, A.sup.2, R.sup.1 and R.sup.2 have the above meanings, n and m are integers from 1 to 3, X is a monobasic, dibasic or tribasic acid radical and Me is a metal of main groups 1 to 3 of the periodic table of the elements.
A process for the manufacture of symmetrical monoacetals of aromatic 1,2-diketones, of the formula (I) ##STR5## where A.sup.1 and A.sup.2 are identical or different aromatic radicals each of which has 6 to 12 carbon atoms and may or may not bear from one to four hydrocarbon radicals of 1 to 10 carbon atoms, alkoxy radicals of 1 to 10 carbon atoms, alkoxyalkyl radicals of 2 to 10 carbon atoms and/or halogen as substituents and R.sup.1 and R.sup.2 are identical hydrocarbon radicals of 1 to 12 carbon atoms in which the chain may or may not be interrupted by --O-- or --S-- or bear a halogen, which comprises reacting aromatic 1,2-diketones of the formula (II) ##STR6## in an organic solvent with an acid ester of the formula
- (R.sup.1).sub.n X
- as alkylating agent and a corresponding alcoholate
- (R.sup.2 O).sub.m Me
- where A.sup.1, A.sup.2, R.sup.1 and R.sup.2 have the above meanings, n and m are integers from 1 to 3, X is a monobasic, dibasic or tribasic acid radical and Me is a metal of main groups 1 to 3 of the periodic table of the elements.
A process for the manufacture of unsymmetric monoketals of aromatic 1,2-diketones having the formula (I) ##STR7## where A.sup.1 and A.sup.2 are identical or different aromatic radicals each of which having from 6 to 12 carbon atoms which may or may not bear from one to four substituents selected from the group consisting of hydrocarbon radicals having 1 to 10 carbon atoms, alkoxy radicals having 1 to 10 carbon atoms, alkoxyalkyl radicals having 2 to 10 carbon atoms, alkylthio radicals having 1 to 6 carbon atoms and halogen;
- and R.sup.1 and R.sup.2 are different hydrocarbon radicals 1 to 12 carbon atoms in which the chain may or may not be interrupted by --O-- or --S-- or bear a halogen, which comprises reacting aromatic 1,2-diketones of the formula (II) ##STR8## in an organic solvent with an acid ester (R.sup.1).sub.n X as alkylating agent and an alcoholate (R.sup.2 O).sub.m Me, where A.sup.1, A.sup.2, R.sup.1 and R.sup.2 have the above meanings, n and m are integers from 1 to 3, X is a monobasic, dibasic or tribasic acid radical and Me is a metal of main groups 1 to 3 of the periodic table of the elements.
Dependencies are inferred from the claim text.