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 Production of esters of lactic acid, esters of acrylic acid, lactic acid, and acrylic acid

Details
Inventors: Walkup, Paul C.; Rohrmann, Charles A.; Hallen, Richard T.; Eakin, David E.;
Assignee: Battelle Memorial Institute (Richland, WA)
Primary Examiner: Robinson; Douglas W.
Assistant Examiner: Geckle; C.
Attorney, Agent or Firm: Wells, St. Johns & Roberts

Processes are disclosed for producing lactic acid, esters of lactic acid, acrylic acid, and esters of acrylic acid, primarily from fermentable carbohydrate materials. An overall process for producing esters of acrylic acid comprises: a) fermenting carbohydrate material with a lactic-acid-forming organism in the presence of NH.sub.3 to produce ammonium lactate; b) combining the ammonium lactate with an alcohol; c) combining the ammonium lactate and alcohol with an effective catalyzing amount of gaseous CO.sub.2 to catalytically esterify the ammonium lactate and alcohol into a lactic acid ester containing solution; d) recovering purified lactic acid ester; and e) vaporizing the lactic acid ester and passing it through a solid catalyst bed comprised of an effective catalyzing amount of crystalline hydrated and partially calcined calcium sulfate to catalytically convert lactic acid ester into an acrylic acid ester. Step "d" would be useful in a process for making low-cost, purified lactic acid. Similarly, step "e" would be useful in a process for making low cost, purified acrylic acid.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The following disclosure of the invention is submitted in furtherance with the constitutional purpose of the Patent Laws "to promote the progress of science and useful arts" (Article 1, Section 8).
The invention comprises any one or more of, a) a method of producing lactic acid from ammonium lactate; b) a method of producing lactic acid from fermentable carbohydrate materials; c) a method of producing esters of lactic acid (lactate esters) from ammonium lactate; d) a method of producing esters of lactic acid (lactate esters) from fermentable carbohydrate materials; e) a method of producing esters of acrylic acid (acrylate esters) from lactic acid esters; f) a method of producing esters of acrylic acid (acrylate esters) from fermentable carbohydrate materials.
g) a method of producing acrylic acid from esters of lactic acid (lactate esters); and h) a method of producing acrylic acid from fermentable carbohydrate materials.
The invention is expected to be useful for the production of lower cost concentrated lactic acid, lactate esters, acrylic acid, and acrylate esters from crude ammonium lactate fermentation liquors.
In those applications for the production and purification of lactate esters, acrylate esters, and acrylic acid, the direct production of the intermediate lactic acid can be avoided.
It is anticipated that any of a wide variety of fermentable carbohydrate materials will be usable as feed materials in accordance with the invention to produce ammonium lactate fermentation liquors.
Furthermore, certain aspects of the invention as claimed have applicability to ammonium lactate solutions independent of whether the ammonium lactate was obtained from a fermentation process.
Purified lactic acid, producible in accordance with one aspect of the invention, may provide a suitable basic raw material useful for producing biodegradable polymers that have yet to be developed by the patentee or others.
The discussion proceeds with reference to FIG



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