Process for preparing cyclododecanone
View Patent ↗Cyclododecanone (CDON) is prepared by epoxidizing cyclododecene (CDEN) to epoxycyclododecane (CDAN epoxide), and rearranging the CDAN epoxide to CDON to obtain a mixture comprising said CDON and CDEN, wherein CDEN is separated from the CDON-containing mixture and sent to the epoxidation to CDAN epoxide in step a.
1. A process for preparing cyclododecanone (CDON) by a reaction route I, comprising
a. epoxidizing cyclododecene (CDEN) to epoxycyclododecane (CDAN epoxide), and
b. rearranging the CDAN epoxide to CDON to obtain a mixture comprising said CDON and CDEN,
wherein:
CDEN is separated from the CDON-containing mixture and sent to the epoxidation to CDAN epoxide in step a;
the CDAN epoxide from step a comprises cyclododecane (CDAN) which is at least partly removed prior to the rearrangement in step b; and
the CDAN removed prior to the rearrangement in step b is sent to a reaction route II for preparation of CDON, comprising:
c. hydrogenation of cyclododecatriene (CDT) to CDAN,
d. oxidation of CDAN to give a mixture comprising cyclododecanol (CDOL) and CDON and
e. dehydrogenation of CDOL to CDON.
2. The process according to claim 1 , wherein CDEN for the epoxidation in step a is obtained from cyclododecatriene (CDT).
3. The process according to claim 1 , wherein the rearrangement in step b is effected in the presence of a noble metal catalyst.
4. The process according to claim 3 , wherein the catalyst for the rearrangement (step b) comprises titanium dioxide, zirconium dioxide or both.
5. The process according to claim 1 , wherein the CDAN epoxide from step a comprises CDEN which is at least partly removed prior to the rearrangement in step b.
6. The process according to claim 1 , wherein the CDON-containing mixture comprises cyclododecanol (CDOL) which is dehydrogenated to CDON.
7. The process according to claim 6 , wherein the CDOL is separated from the CDON-containing mixture prior to the dehydrogenation and is sent to the reaction route II for preparation of CDON.
8. The process according to claim 1 , wherein at least one removal of any compound is conducted by distillation.
9. The process according to claim 1 , wherein all removals of any compound are conducted by distillation.
10. The process according to claim 1 , wherein CDT is obtained from 1,3-butadiene.
11. A process for synthesizing laurolactam from CDON, wherein the CDON is prepared according to claim 1 .
12. The process according to claim 11 , wherein the CDON is converted to cyclododecanone oxime (CDON oxime).
13. A process for preparing nylon-12 from CDON, wherein the CDON is prepared according to claim 1 .