A synthesis method and a synthesis device of cyclododecene according to the present invention have a high conversion rate of cyclododecatriene which is a reactant and a high selectivity of cyclododecene which is a required product, and even so, have an effect of significantly decreasing a reaction time. In addition, the method and the device have an excellent conversion rate of cyclododecatriene and an excellent selectivity of cyclododecene, while maintaining excellent reactivity without an organic solvent such as ethanol. Therefore, a volume of the reactor relative to an output of cyclododecene may be further decreased. Moreover, the method and the device may minimize costs for facilities and process, are practical, decrease a process time, and are industrially advantageous for mass production as compared with the conventional art.

The present invention pertains to a method for recovering a selective homogeneous hydrogenation catalyst and a method for reusing the recovered selective homogeneous hydrogenation catalyst. The method for recovering a selective homogeneous hydrogenation catalyst comprises: a step for synthesizing cyclododecene by selectively hydrogenating a first reaction solution containing cyclododecatriene, triphenylphosphine, formaldehyde, and ruthenium chloride, wherein a selective homogeneous hydrogenation catalyst is prepared during the selective hydrogenation reaction from the triphenylphosphine, formaldehyde, and ruthenium chloride to synthesize the cyclododecene; and a step for distilling and separating unreacted cyclododecatriene and cyclododecadiene, as well as the product cyclododecene, from a second reaction solution in which the cyclododecene synthesis has been completed, and recovering the selective homogeneous hydrogenation catalyst.

Catalysts and method of preparing the catalysts are disclosed. One of the catalysts includes a zeolite support, a Group VIII metal on the zeolite support, and at least two halides bound to the zeolite support, to the Group VIII metal, or to both, and can have an average crush strength greater than 11.25 lb based on at least two samples of pellets of the catalyst measured in accordance with ASTM D4179.

A synthesis method and a synthesis device of cyclododecene according to the present invention have a high conversion rate of cyclododecatriene which is a reactant and a high selectivity of cyclododecene which is a required product, and even so, have an effect of significantly decreasing a reaction time. In addition, the method and the device have an excellent conversion rate of cyclododecatriene and an excellent selectivity of cyclododecene, while maintaining excellent reactivity without an organic solvent such as ethanol. Therefore, a volume of the reactor relative to an output of cyclododecene may be further decreased. Moreover, the method and the device may minimize costs for facilities and process, are practical, decrease a process time, and are industrially advantageous for mass production as compared with the conventional art.

The present invention pertains to a method for recovering a selective homogeneous hydrogenation catalyst and a method for reusing the recovered selective homogeneous hydrogenation catalyst. The method for recovering a selective homogeneous hydrogenation catalyst comprises: a step for synthesizing cyclododecene by selectively hydrogenating a first reaction solution containing cyclododecatriene, triphenylphosphine, formaldehyde, and ruthenium chloride, wherein a selective homogeneous hydrogenation catalyst is prepared during the selective hydrogenation reaction from the triphenylphosphine, formaldehyde, and ruthenium chloride to synthesize the cyclododecene; and a step for distilling and separating unreacted cyclododecatriene and cyclododecadiene, as well as the product cyclododecene, from a second reaction solution in which the cyclododecene synthesis has been completed, and recovering the selective homogeneous hydrogenation catalyst.

Catalysts and method of preparing the catalysts are disclosed. One of the catalysts includes a zeolite support, a Group VIII metal on the zeolite support, and at least two halides bound to the zeolite support, to the Group VIII metal, or to both, and can have an average crush strength greater than 11.25 lb based on at least two samples of pellets of the catalyst measured in accordance with ASTM D4179.

Catalysts and method of preparing the catalysts are disclosed. One of the catalysts includes a zeolite support, a Group VIII metal on the zeolite support, and at least two halides bound to the zeolite support, to the Group VIII metal, or to both, and can have an average crush strength greater than 11.25 lb based on at least two samples of pellets of the catalyst measured in accordance with ASTM D4179.

Catalysts and method of preparing the catalysts are disclosed. One of the catalysts includes a zeolite support, a Group VIII metal on the zeolite support, and at least two halides bound to the zeolite support, to the Group VIII metal, or to both, and can have an average crush strength greater than 11.25 lb based on at least two samples of pellets of the catalyst measured in accordance with ASTM D4179.

Disclosed is the use of a metal catalyst or catalyst precursor that catalyzes the isomerization of an unsaturated fatty acid, unsaturated fatty acid derivative, or an unsaturated triglyceride. Also disclosed is the use of a metal catalyst or catalyst precursor that catalyzes the decarboxylation of an unsaturated organic compound. Also disclosed is the use of a catalyst or catalyst precursor for the dual function isomerization and decarboxylation of an unsaturated fatty acid to an unsaturated organic compound.

Disclosed is the use of a metal catalyst or catalyst precursor that catalyzes the isomerization of an unsaturated fatty acid, unsaturated fatty acid derivative, or an unsaturated triglyceride. Also disclosed is the use of a metal catalyst or catalyst precursor that catalyzes the decarboxylation of an unsaturated organic compound. Also disclosed is the use of a catalyst or catalyst precursor for the dual function isomerization and decarboxylation of an unsaturated fatty acid to an unsaturated organic compound.