Crystallization of l-ornithine-l-aspartate (LOLA) by drowning out was investigated using
methanol as an antisolvent for the production of the anhydrous form of LOLA. An initial mixing
method of the LOLA aqueous solution with methanol was found to be a critical factor in the
pseudopolymorphic crystallization of LOLA. When methanol was added into the LOLA aqueous
solution, it was found that the crystal structure of LOLA was mainly determined by the operating
temperature. At a temperature higher than about 60 °C, the anhydrous form of LOLA was always
formed. However, at a temperature lower than 50 °C, only LOLA hydrate was produced. On the
other hand, when the LOLA aqueous solution was added into methanol, the anhydrous form
was obtained by controlling the operational temperature, the feeding rate of the LOLA aqueous
solution, and the methanol concentration even at a temperature lower than 50 °C.
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