1.1 HISTORY:
Ethylene Glycol (1, 2 – ethanediol), HOCH2CH2OH usually called glycol is the simplest Diol. Diethylene glycol and Triethylene glycol are Oligomers of Mono ethylene glycol.
Ethylene glycol was first prepared by Wurtz in 1859; treatment of 1,2 dibromoethane with silver acetate yielding ethylene glycol diacetate via saponification with potassium hydroxide and in 1860 from the hydration of ethylene oxide. There to have been no commercial manufacture or application of ethylene glycol prior to World War-I when it was synthesized from ethylene dichloride in Germany and used as substituted for glycerol in the explosives …show more content…
Trace amounts of ethylene glycol mono-and diacetates are difficult to separate from ethylene glycol limiting the glycol’s value for polyester manufacturing. This technology (Halcon license) was practiced by Oxirane in 1978 and j1979 but was discontinued due to corrosion problems.
Ethylene glycol can be manufactured by the transesterification of ethylene carbonate. A process based on the reaction of ethylene carbonate with methanol to give dimethyl carbonate and ethylene glycol is described in a Texaco patent; a general description of the chemistry has also been published. Selectivity to ethylene glycol are excellent with little Diethylene glycol or higher glycols produced. A wide range of catalysts may be employed including ion exchange resins, zirconium and titanium compounds, tin compounds, phosphines, acids and bases. The process produces a large quantity of dimethyl carbonate which would require a commercial outlet.
Oxalic acid produced from syngas can be esterified and reduced with hydrogen to form ethylene glycol with recovery of the esterification alcohol. Hydrogenation requires a copper catalyst giving 100% conversion with selectivity to ethylene glycol of