Process for the alternating conversion of glycerol to propylene glycol or amino alcohols
First Claim
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1. An industrial process for the alternating production of propylene glycol or an amino alcohol product from glycerol comprising:
- reacting glycerol with a metal catalyst to obtain hydroxyacetone;
optionally reacting the hydroxyacetone with an amine compound to obtain an adduct; and
reducing the hydroxyacetone or the adduct using a reducing agent to obtain a product, wherein the product is propylene glycol when the hydroxyacetone is reduced with the reducing agent and the product is an amino alcohol product when the adduct is reduced with the reducing agent.
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Abstract
Industrial processes for the alternating conversion of glycerol to either an amino alcohol product or propylene glycol are disclosed. Glycerol is converted to hydroxyacetone which may then be directly reduced to obtain propylene glycol or optionally reacted with an amine compound to produce an adduct that may be reduced to obtain an amino alcohol product.
35 Citations
25 Claims
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1. An industrial process for the alternating production of propylene glycol or an amino alcohol product from glycerol comprising:
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reacting glycerol with a metal catalyst to obtain hydroxyacetone;
optionally reacting the hydroxyacetone with an amine compound to obtain an adduct; and
reducing the hydroxyacetone or the adduct using a reducing agent to obtain a product, wherein the product is propylene glycol when the hydroxyacetone is reduced with the reducing agent and the product is an amino alcohol product when the adduct is reduced with the reducing agent. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15)
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16. An industrial process for the alternating production of propylene glycol or a 2-amino-1-propanol product from glycerol comprising:
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reacting glycerol with a metal catalyst in a first reactor at a temperature ranging from about 160°
C. to about 300°
C. to obtain hydroxyacetone;
optionally reacting the hydroxyacetone with an amine compound at a temperature ranging from about −
20°
C. to about 150°
C. to obtain an adduct; and
reducing the hydroxyacetone or the adduct using a reducing agent in a second reactor at a temperature ranging from about 20°
C. to about 250°
C. to obtain a product,wherein the product is propylene glycol when the hydroxyacetone is reduced with the reducing agent and the product is a 2-amino-1-propanol product when the adduct is reduced with the reducing agent. - View Dependent Claims (17, 18, 19, 20)
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21. An industrial process for the alternating conversion of glycerol to propylene glycol or an amino alcohol having the formula:
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the process comprising;
reacting glycerol with a metal catalyst in a first reactor at a temperature ranging from about 160°
C. to about 300°
C. to obtain hydroxyacetone;
optionally reacting the hydroxyacetone with an amine compound at a temperature ranging from about −
20°
C. to about 150°
C. to obtain an adduct; and
reducing the hydroxyacetone or the adduct using a reducing agent in a second reactor at a temperature ranging from about 20°
C. to about 250°
C. to obtain a product,wherein the product is propylene glycol when the hydroxyacetone is reduced with the reducing agent and the product is an amino alcohol when the adduct is reduced with the reducing agent, and wherein R1 and R2 of the amino alcohol are independent of one another and are selected from the group consisting of H, C1-C20 alkyl, C3-C20 cycloalkyl, C1-C20 hydroxyalkyl, aryl, C7-C20 alkyl-aryl, C7-C20 aryl-alkyl, and mixtures thereof or R1 and R2 come together with the nitrogen to form a heterocyclic ring having from 5 to 7 ring atoms. - View Dependent Claims (22, 23, 24, 25)
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Specification