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Extractive Recovery of Aqueous Diamines for Bio-Based Plastics Production

Extractive Recovery of Aqueous Diamines for Bio-Based Plastics Production, Agnieszka Krzyzaniak, Boelo Schuur, and Andre B. de Haan. Journal of Chemical Technology and Biotechnology 2013, 88  (10), 1937–1945.

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Abstract

BackgroundThis paper reports an extractant screening study for the recovery of putrescine (butylene-1,4-diamine, BDA) and cadaverine (pentylene-1,5-diamine, PDA) from aqueous solutions (e.g. fermentation broths) by liquid-liquid extraction. Several extractants were studied, including 4-nonylphenol, 3,4-bis((2-ethylhexyl)oxy)phenol, di-2-ethylhexyl phosphoric acid (D2EHPA), Versatic acid 1019, di-nonyl-naphthalene-sulfonic acid (DNNSA), and 4-octylbenzaldehyde. 1-Octanol, 2-octyl-1-dodecanol and heptane were used as diluents, and temperatures of 25 degrees C and 65 degrees C. ResultsThe most promising solvent is 4-nonylphenol, hardly leaching into the aqueous raffinate (19ppm), and showing BDA distribution coefficients very strongly dependent on the extractant concentration, ranging from very low distribution ( D approximate to 1 at <20wt% 4-nonylphenol in 1-octanol at 25 degrees C) to high distribution (D>100) for pure 4-nonylphenol at 25 degrees C. The strong dependency of the distribution on extract phase composition was applied to efficiently back-extract up to 90% BDA in a single step. To achieve this, the pure 4-nonylphenol used in extraction was diluted to a 20wt% dilution in 1-octanol. The use of 4-nonylphenol as extractant was also examined for PDA, and higher distributions were observed than for BDA, which can be attributed to the longer hydrocarbon chain of PDA. ConclusionsRecovery of diamines from aqueous medium can be accomplished in an effective way using 4-nonylphenol as extractant. These results may be used to develop a bio-based butylene-1,4-diamine production route. (c) 2013 Society of Chemical Industry

BibTeX

@article{ ISI:000326243900008,
Author = {Krzyzaniak, Agnieszka and Schuur, Boelo and de Haan, Andre B.},
Title = {Extractive Recovery of Aqueous Diamines for Bio-Based Plastics Production},
Journal = {Journal of Chemical Technology and Biotechnology},
Year = {2013},
Volume = {88},
Number = {10},
Pages = {1937-1945},
Month = {},
Abstract = {BackgroundThis paper reports an extractant screening study for the recovery of putrescine (butylene-1,4-diamine, BDA) and cadaverine (pentylene-1,5-diamine, PDA) from aqueous solutions (e.g. fermentation broths) by liquid-liquid extraction. Several extractants were studied, including 4-nonylphenol, 3,4-bis((2-ethylhexyl)oxy)phenol, di-2-ethylhexyl phosphoric acid (D2EHPA), Versatic acid 1019, di-nonyl-naphthalene-sulfonic acid (DNNSA), and 4-octylbenzaldehyde. 1-Octanol, 2-octyl-1-dodecanol and heptane were used as diluents, and temperatures of 25 degrees C and 65 degrees C. ResultsThe most promising solvent is 4-nonylphenol, hardly leaching into the aqueous raffinate (19ppm), and showing BDA distribution coefficients very strongly dependent on the extractant concentration, ranging from very low distribution ( D approximate to 1 at <20wt\% 4-nonylphenol in 1-octanol at 25 degrees C) to high distribution (D>100) for pure 4-nonylphenol at 25 degrees C. The strong dependency of the distribution on extract phase composition was applied to efficiently back-extract up to 90\% BDA in a single step. To achieve this, the pure 4-nonylphenol used in extraction was diluted to a 20wt\% dilution in 1-octanol. The use of 4-nonylphenol as extractant was also examined for PDA, and higher distributions were observed than for BDA, which can be attributed to the longer hydrocarbon chain of PDA. ConclusionsRecovery of diamines from aqueous medium can be accomplished in an effective way using 4-nonylphenol as extractant. These results may be used to develop a bio-based butylene-1,4-diamine production route. (c) 2013 Society of Chemical Industry},
DOI = {10.1002/jctb.4058},
ISSN = {0268-2575},
EISSN = {1097-4660},
Unique-ID = {ISI:000326243900008},
}

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