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Title:
AN ECO-FRIENDLY PROCESS FOR HYDROGENATION OR/AND HYDRODEOXYGENATION OF ORGANIC COMPOUND USING HYDROUS RUTHENIUM OXIDE CATALYST
Document Type and Number:
WIPO Patent Application WO/2017/060922
Kind Code:
A4
Abstract:
The invention discloses aneco-friendly process for hydrogenation (alkenealkene, carbonyl compound and aromatic) and hydrodeoxygenation (methoxy phenols) of organic compound using hydrous ruthenium oxide (HRO) and its supported form as a recyclable heterogeneous catalyst in aqueous medium with good yield of desired compounds (70-100%) under mild reaction conditions. The invention also discloses hydrogenation of organic compound such as alkene, carbonyl compound and substituted aromatic and also for the processes that involve hydrodeoxygenation, for example, lignin derived aromatic (methoxy phenols).

Inventors:
SRINIVASAN KANNAN (IN)
GUNDEKARI SREEDHAR (IN)
Application Number:
PCT/IN2016/050340
Publication Date:
June 08, 2017
Filing Date:
October 07, 2016
Export Citation:
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Assignee:
COUNCIL SCIENT IND RES (IN)
International Classes:
C07C29/141; C07C5/03; C07C29/145; C07C29/19; C07C29/20; C07C41/20; C07C51/36; C07C209/72; C07D211/42; C07D307/33; C07D307/44
Attorney, Agent or Firm:
KOUL, Sunaina et al. (IN)
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Claims:
AMENDED CLAIMS

received by the International Bureau on 24 April 2017 (24.04.2017)

1. A process for hydrogenation or/and hydrodeoxygenation of organic compound, wherein said process comprises:

(i) mixing an organic compound in water at a temperature in the range of 24 to 28 °C in a reactor vessel to form a solution;

(ii) adding a catalyst to the solution obtained in step (i) to obtain a mixture; said catalyst is hydrous ruthenium oxide or supported hydrous ruthenium oxide wherein ruthenium in said catalyst loading is in the range of 0.1-0.7 wt% with respect to organic compounds.

(iii) maintaining pressure and temperature of the reactor vessel in a specific mode;

(iv) cooling down the reactor vessel to a temperature in the range 25 to 28 °C and releasing the unreacted ¾ and separating the catalyst to obtain a product mixture;

(v) separating product from the product mixture obtained in step (iv) via direct solvent evaporation or by extractive separation to obtain hydrogenated or/and hydrodeoxygenated organic compound.

2. The process as claimed in claim 1, wherein the specific mode comprises:

a. purging ¾ into the mixture obtained in step (ii) of claim 1 at 1-2 bar three times and adding ¾ to attain a pressure in the range of 2 to 50 bar in the reactor vessel; and

b. heating the reactor vessel to a temperature ranging between 25 to 200 °C and stirring the reaction mixture after attaining temperature at 600 - 1000 rpm for a time period of 5 min to 6 h.

3. The process as claimed in claim 1, wherein the specific mode comprises:

a. purging ¾ into the mixture obtained in step (ii) of claim 1 at 1-2 bar three times and heating the reactor vessel to attain a temperature ranging between 25 to 160 °C; and

b. adding ¾ continuously into the reactor vessel at a flow rate ranging between 10-100 ml/min through a mass flow controller (MFC) while simultaneously stirring the mixture at 600 - 1000 rpm for 30 min to 10 hrs.

4. The process as claimed in claim 1 wherein the organic compound is selected from the group consisting of alkene, carbonyl compound and aromatic compound.

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5. The process as claimed in claim 4, wherein the alkene is selected from cyclohexene or a-angelica lactone.

6. The process as claimed in claim 4, wherein carbonyl compound is selected from the group consisting of furfural, glucose, mannose, xylose, acetone, cyclohexanone, 2- butanone, 2-hexanone and methyl isobutylketone.

7. The process as claimed in claim 4, wherein aromatic compound is selected from the group consisting of phenol, benzyl alcohol, anisole, aniline, methyl nicotinate, benzoic acid, benzaldehyde, benzoic acid, acetophenone, methoxy phenols, guiacol and syringiol.

8. The process as claimed in claim 8, wherein the supported hydrous ruthenium oxide is supported with Na-β, Η-β and Ti02.

9. The process as claimed in claim 1, wherein the organic compound is used in a concentration in the range of 1 to 20 wt.%.

10. The process as claimed in claim 1, wherein the organic compound, is used in a concentration in the range of 2 to 12.5 wt.%.

11. The process as claimed in claim 1, wherein the conversion and yield of hydrogenated or/and hydrodeoxygenated compound is in the range of 70 to 100%.

12. The process as claimed in claim 1, wherein the catalyst is reusable.