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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751903Generated: October 28, 2026

Water → Cyclohexanol

https://huagongshe.com/reaction/1751903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyclohexaneHCID 8078—
ProductCyclohexanolHCID 7966—
ProductCyclohexanoneHCID 7967—

Reaction Conditions

Temperature166 °C

Reaction Steps

The oxidation mixture at 166° C. exchanges heat with a decomposition liquid in a heat exchanger 3 through a pipeline I 2, so as to generate an oxidation mixture liquid at 114° C. The oxidation mixture liquid enters a dehydration and rectification column 5 or a first chamber of a decomposition reaction and distillation vessel 8 through a pipeline II for flash evaporation and dehydration. Chromic acid tert-butyl ester containing 3 wt % of chromium is added at a rate of 100 Kg·h as a catalyst into the first chamber of the decomposition reaction and distillation vessel 8 through a pipeline III 9. A tubular heater bundle in the decomposition reaction and distillation vessel 8 is inputted with steam which serves as a heating medium through a pipeline V 11, and resulting condensate water is discharged through a pipeline VI 12. Because of a strong exothermic property of a CHHP decomposition reaction and the heating by the tubular heater bundle, a large amount of the cyclohexane in the cyclohexane oxidation mixture liquid is evaporated in the decomposition reaction and distillation vessel 8, which intensely stirs up the reaction mixture and removes water which is generated by the CHHP decomposition via a azeotropic evaporation. A gas phase of the cyclohexane is rectified in the dehydration and rectification column 5, and condensed in a condenser 6 at a top of the dehydration and rectification column 5, so as to obtain 130,000 Kg/h of cyclohexane and water containing fewer than 0.04 wt % of cyclohexanol and cyclohexanone. Thereafter, the 130,000 Kg/h of cyclohexane and water are separated by a separator for separating cyclohexane and acidic water 7, wherein 30,000 Kg/h of the cyclohexane is refluxed at the column top; 98,764 Kg/h of the cyclohexane containing around 0.04 wt % of cyclohexanol and cyclohexanone returns to an oxidation reaction system through a pipeline XII 20; and 1236 Kg/h of the acidic water is discharged into a waste water processing device through a pipeline XI 19. A cyclohexane solution containing 10% of 1-hydroxy ethidene-1,1-diphosphonic acid (di)octyl ester is continuously added into a second chamber of the decomposition reaction and distillation vessel 8 through a pipeline IV 10 at a rate of 30 Kg/h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162956B2
Source datasetuspto-grants-2015_10
ORD IDord-2477a38160584f848993209527dec4f5
Source noteuspto-grants-2015_10