Microporous catalyst and method for hydrogenating aromatic compounds
View Patent ↗The invention relates to the hydrogenation of aromatic compounds, in particular the preparation of alicyclic polycarboxylic acids or their esters by core hydrogenation of the corresponding aromatic polycarboxylic acids or their esters, and also to catalysts suitable therefore.
1. A process for catalytically hydrogenating at least one of an aromatic polycarboxylic acid compound, an aromatic monocarboxylic acid compound, and derivatives thereof to a corresponding alicyclic compound, comprising:
hydrogenating the aromatic polycarboxylic and/or monocarboxylic acid compound with a hydrogen-containing gas over a catalyst on or in a support material;
wherein:
the catalyst comprises at least one metal of the eighth transition group of the Periodic Table;
the support material consists of titanium dioxide having a content of from 1.0 to 5.5% by mass of free sulfate or titanium dioxide having a content of from 1.0 to 4.0% by mass of barium;
the support material has an average pore diameter of from 2 to 50 nm; and
over 95% of a total pore volume of the support material is accounted for by pores having a diameter of less than 50 nm.
2. The process as claimed in claim 1 , wherein a specific surface area of the support material is between 1 and 350 m 2 /g.
3. The process as claimed in claim 1 , wherein the catalyst further comprises at least one metal of the first transition group of the Periodic Table.
4. The process as claimed in claim 1 , wherein the catalyst further comprises at least one metal of the seventh transition group of the Periodic Table.
5. The process as claimed in claim 1 , wherein the at least one of the aromatic polycarboxylic acid compound, the aromatic monocarboxylic acid compound, and derivatives thereof is selected from the group consisting of a carboxylic acid of benzene, a carboxylic acid of diphenyl, a carboxylic acid of naphthalene, a carboxylic acid of diphenyl oxide, a carboxylic acid of anthracene, and corresponding anhydrides and esters.
6. The process as claimed in claim 5 , wherein:
the at least one of the aromatic polycarboxylic acid compound, the aromatic monocarboxylic acid compound, and derivatives thereof is a carboxylic ester; and
an alcohol component of the carboxylic ester is selected from the group consisting of a branched or unbranched alkoxyalkyl group having from 1 to 25 carbon atoms, a branched or unbranched cycloalkyl group having from 1 to 25 carbon atoms, and a branched or unbranched alkyl group having from 1 to 25 carbon atoms.
7. A process for catalytically hydrogenating at least one of an aromatic polycarboxylic acid compound, an aromatic monocarboxylic acid compound, and derivatives thereof to a corresponding alicyclic compound, comprising:
hydrogenating the aromatic polycarboxylic and/or monocarboxylic acid compound with a hydrogen-containing gas over a catalyst on or in a support material;
wherein:
the catalyst comprises at least one metal of the eighth transition group of the Periodic Table;
the support material consists of titanium dioxide having a content of from 1.0 to 5.5% by mass of free sulfate or titanium dioxide having a content of from 1.0 to 4.0% by mass of barium;
the support material has an average pore diameter of from 2 to 50 nm; and
over 97% of a total pore volume of the support material is accounted for by pores having a diameter of less than 50 nm.
8. The process as claimed in claim 7 , wherein a specific surface area of the support material is between 1 and 350 m 2 /g.
9. The process as claimed in claim 7 , wherein the catalyst further comprises at least one metal of the first transition group of the Periodic Table.
10. The process as claimed in claim 7 , wherein the catalyst further comprises at least one metal of the seventh transition group of the Periodic Table.
11. The process as claimed in claim 7 , wherein the at least one of the aromatic polycarboxylic acid compound, the aromatic monocarboxylic acid compound, and derivatives thereof is selected from the group consisting of a carboxylic acid of benzene, a carboxylic acid of diphenyl, a carboxylic acid of naphthalene, a carboxylic acid of diphenyl oxide, a carboxylic acid of anthracene, and corresponding anhydrides and esters.
12. The process as claimed in claim 11 , wherein:
the at least one of the aromatic polycarboxylic acid compound, the aromatic monocarboxylic acid compound, and derivatives thereof is a carboxylic ester; and
an alcohol component of the carboxylic ester is selected from the group consisting of a branched or unbranched alkoxyalkyl group having from 1 to 25 carbon atoms, a branched or unbranched cycloalkyl group having from 1 to 25 carbon atoms, and a branched or unbranched alkyl group having from 1 to 25 carbon atoms.