Design of a Reactive Distillation Column for Direct Preparation of Dichloropropanol from Glycerol

Luo, Zheng‐Hong; You, Xiao-Zi; Zhong, Jie

doi:10.1021/ie900933b

Cited by 14 publications

(11 citation statements)

References 30 publications

(94 reference statements)

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“…2‐MCPD yields had maximum values over all the monocarboxylic acids in the chlorination process, indicating that 2‐MCPD could be further chlorinated to 2,3‐DCP. As compared with other catalysts, acetic acid has a relatively low boiling point of 117.9 °C, giving low 1,3‐DCP yield, probably because of its evaporation loss …”

Section: Resultsmentioning

confidence: 99%

“…With the rapid growth of biodiesel production, glycerol, a byproduct of approximately 10% biodiesel, is considered as one of important biomaterials for producing valuable chemicals, such as dichloropropanol, 1,2‐propanediol, 1,3‐propanediol, ethylene glycol, acrolein, and acrylic acid by catalytic chlorination, hydrogenolysis, dehydration, and oxidehydration methods …”

Section: Introductionmentioning

confidence: 99%

“…When glycerol chlorination was carried out over carboxylic acid catalysts, 3‐chloro‐1,2‐propanediol (3‐MCPD) and 2‐chloro‐1,3‐propanediol (2‐MCPD) were first formed by the chlorination of glycerol with HCl. 1,3‐DCP and 2,3‐DCP were formed by the further chlorination of the resultant 3‐MCPD rather than 2‐MCPD . Glycerol chlorination is highly selective in the production of 1,3‐DCP, showing an economic advantage with respect to the conventional process …”

Section: Introductionmentioning

confidence: 99%

“…As compared with their acid strengths, the steric bulks of the carboxylic acid catalysts largely determined the rate of glycerol chlorination. Although acetic acid gives certainly good performances, it is too volatile under the reaction conditions and should be replaced by a less volatile catalyst, allowing to work at high reaction temperature and shortening the reaction time …”

Section: Introductionmentioning

confidence: 99%

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Chlorination of glycerol with HCl to 1,3‐dichloro‐2‐propanol catalyzed by aliphatic carboxylic acids

Hou

Zhu

et al. 2015

Asia-Pacific J Chem Eng

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Glycerol oversupplied in biodiesel production can be used as a renewable raw material for producing high-valued chemicals, such as 1,3-dichloro-2-propanol (1,3-DCP), propanediol, acrolein, and acrylic acid. Catalytic chlorination of glycerol to 1,3-DCP is an alternative to propylene chlorination. The catalytic activities of various aliphatic carboxylic acid catalysts for the catalytic chlorination of glycerol with HCl to 1,3-DCP were investigated. When monocarboxylic acids, such as acetic, propanoic, butyric, and hexylic acids, were used as the catalysts, the monocarboxylic acids with the carbon numbers of 3 and 4 favored the glycerol chlorination to 1,3-DCP. When dicarboxylic acids, such as oxalic, malonic, succinic, and adipic acids, were used as the catalysts, the dicarboxylic acids with long carbon chain favored the glycerol chlorination to 1,3-DCP. The highest yield of 1,3-DCP of 88.6% was obtained over adipic acid catalyst after reacting at 110°C for 14 h. When hydroxylcarboxylic acids, such as citric, malic, and lactic acids, were used as the catalysts, the 1,3-DCP yields were approximately half of those over monocarboxylic and dicarboxylic acid catalysts with the same carbon number, respectively. The steric hindrance effect of carboxylic acids played an important role in glycerol chlorination to 1,3-DCP as compared with their acid strengths.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Chlorination of glycerol with HCl to 1,3‐dichloro‐2‐propanol catalyzed by aliphatic carboxylic acids

Hou

Zhu

et al. 2015

Asia-Pacific J Chem Eng

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“…An application of glycerol that has attracted significant attention is the production of chlorohydrins [32,34,43,44,51,[56][57][58]. Figure 2 shows the synthesized chlorohydrins, using this approach.…”

Section: Synthesis Of Chlorohydrins By Glycerol Hydrochlorinationmentioning

confidence: 99%

Preparation and Uses of Chlorinated Glycerol Derivatives

et al. 2020

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Crude glycerol (C3H8O3) is a major by-product of biodiesel production from vegetable oils and animal fats. The increased biodiesel production in the last two decades has forced glycerol production up and prices down. However, crude glycerol from biodiesel production is not of adequate purity for industrial uses, including food, cosmetics and pharmaceuticals. The purification process of crude glycerol to reach the quality standards required by industry is expensive and dificult. Novel uses for crude glycerol can reduce the price of biodiesel and make it an economical alternative to diesel. Moreover, novel uses may improve environmental impact, since crude glycerol disposal is expensive and dificult. Glycerol is a versatile molecule with many potential applications in fermentation processes and synthetic chemistry. It serves as a glucose substitute in microbial growth media and as a precursor in the synthesis of a number of commercial intermediates or fine chemicals. Chlorinated derivatives of glycerol are an important class of such chemicals. The main focus of this review is the conversion of glycerol to chlorinated derivatives, such as epichlorohydrin and chlorohydrins, and their further use in the synthesis of additional downstream products. Downstream products include non-cyclic compounds with allyl, nitrile, azide and other functional groups, as well as oxazolidinones and triazoles, which are cyclic compounds derived from ephichlorohydrin and chlorohydrins. The polymers and ionic liquids, which use glycerol as an initial building block, are highlighted, as well.

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