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Information @ a Glance

General

  • Diketene is an organic compound formed by dimerization of ketene. Diketene is a member of the oxetane family. It is used as a chemical reagent in organic chemistry.

  • It is a colorless liquid and heating regenerates the ketene monomer.

  • Alkylated ketenes also dimerize with ease and form substituted diketenes. Diketenes react with alcohols and amines to the corresponding acetoacetic acids.

  • A colorless liquid with a disagreeable odor. It is used as a Chemical intermediate for acetoacetic esters & acetoacetanilides, n,n-dialkylacetoacetamides, dyes, pharmaceuticals, for pigments & toners, food preservatives, insecticides, dicrotophos, & the fungicide, dehydroacetic acid.

Process

  • The formation of ketene intermediates is a crucial step in the synthesis of some important classes of compounds, including b-lactones. In the laboratory, this reaction is typically carried out at low temperature, to facilitate accumulation of the highly reactive ketene species before addition of reagents for the next reaction step.

  • Monitoring the formation of the ketene is a challenge; removal of analytical samples from the reactor invites degradation of the ketene before it is characterized, and can compromise the reaction conditions. A sensitive in-situ method is needed, and fiber optic FTIR spectroscopy lens itself well to this task.

Application

  • Flakeboards are made when aspen and southern pine wood flakes are reacted with gaseous ketene. Flakeboards made from southern pine and aspen flakes treated with ketene showed a greatly reduced rate and extent of swelling resulting from liquid water sorption as compared to control boards. Ketene modification had a much greater effect on improving dimensional stability properties of aspen flakeboards than on southern pine flakeboards.

Market

  • China usually produces diketene from acetic acid, and also from ketone, acetic anhydride and acetic easter by thermal decomposition. Thermal decomposition of ketone can be used in small-sized production units, and methane is produced as byproduct. The process is rather complicated. The purity of ketene gas produced by this process is low and residual ketone has to be removed.

  • The acetic acid process is used most often in the industrial production of diketene. The diketene content of the first class industrial product is more than 95%. 1 746 kg of acetic acid and 7.8 kg of triethyl .

  • The global output of diketene is around 100 000 tons a year today. Major producers include UCC, Eastman and FMC of the United States, Hoechst of Germany, Celanese of Britain, Lonza of Switzerland and Synthetic Chemical Industry, Daicel Chemical Industry and Teijin Shoji Co., Ltd. of Japan.

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