Process for the preparation of propylene glycol

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

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C568S862000

Reexamination Certificate

active

07619124

ABSTRACT:
A process for the preparation of propylene glycol from glycerol by a high pressure and temperature hydrogenation reaction is described. In a particular embodiment, a base is present in the solvent mixture with an alkanol or ether of the alkanol. The reaction progresses over a transition metal catalyst. Propylene glycol is used for antifreeze and deicing compositions.

REFERENCES:
patent: 6291725 (2001-09-01), Chopade et al.
patent: 6403844 (2002-06-01), Zhang et al.
Dasari et al. Low-pressure hydrogenolysis of glycerol to propylene glycol. Applied Catalysis A: General, 2005, 281, pp. 225-231.
Kovacs, D., D.J. Miller, and J.E. Jackson, “On the Mechanism of Catalytic Hydrogenation of Lactic Acid to Propylene Glycol,” Paper #340, 221st ACS National Meeting, San Diego, CA, Apr. 2001.
Wainwright, M.S., T. Ahn, D.L. Trimm, “Solubility of Hydrogen in Alcohols and Esters,” J. Chem. Eng. Data 1987, 32, 22-24.
Nagorski, R.W., J.P. Richard, “Mechanistic Imperatives for Aldose-Ketose Isomerization in Water: Specific, General Base- and Metal Ion-Catalyzed Isomerization of Glyceraldehyde with Proton and Hydride Transfer,” J. Am. Chem. Soc. 2001, 123, 794-802.
Peereboom, L., B. Koenigsknecht, M. Hunter, J.E. Jackson, and D.J. Miller, “Aqueous Phase Adsorption of Glycerol and Propylene Glycol onto Activated Carbon,” Carbon 2007, 45, 579-586.

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