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US 11,370,752 B2Granted
Process for preparing cyclododecanone
AssigneeEvonik Operations GmbH
InventorsLuca Cameretti, Jan Caßens, Ralf Meier
Life of this patent
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Abstract
The invention relates to a method for producing cyclododecanone (CDON). During the production, contaminated cyclododecane (CDAN) is produced. This can be separated from CDON by distillation (CDAN-containing fraction). The separation of CDAN and impurities such as 13-oxabicyclo [7.3.1]tridecane occurs by crystallizing out CDAN from the CDAN-containing fraction.
Claims9
A process for the purification of cyclododecane (CDAN) comprising the consecutive steps of:
- a) reaction of 1,5,9-cyclododecatriene (CDT) to afford a mixture of cyclododecanol (CDOL) and CDON,
- b) dehydrogenation of the CDOL to afford CDON, wherein a CDON-containing mixture which comprises cyclododecane (CDAN) is obtained,
- c) distillation of the CDON-containing mixture to obtain a fraction comprising CDAN (CDAN-containing fraction) and a CDON-containing fraction, and
- d) crystallizing-out CDAN from the CDAN-containing fraction by melt crystallization or solution crystallization;
- and
- wherein the mixture of CDOL and CDON is obtained by the consecutive steps of
- i) hydrogenation of CDT to afford CDAN and
- ii) oxidation of CDAN to afford the mixture of CDOL and CDON;
- or
- wherein the mixture of CDOL and CDON is obtained by the consecutive steps of
- I) hydrogenation of CDT to afford cyclododecene (CDEN),
- II) epoxidation of CDEN to afford cyclododecane epoxide (CDAN epoxide) and
- III) rearrangement of CDAN epoxide to afford the mixture of CDOL and CDON.
10 more elements
The process for purifying cyclododecane (CDAN),
- wherein the CDAN contains impurities selected from 13-oxabicyclo[8.2.1]tridecane, 13-oxabicyclo[7.3.1]tridecane, 2-undecanone or mixtures thereof,
- wherein the CDAN is crystallized-out by crystallization selected from melt crystallization or solution crystallization.
Dependencies are inferred from the claim text.