Production of Mixed Aldol Products from the Products of Hydroformylation Reactions

a technology of hydroformylation reaction and product, which is applied in the direction of carbonyl compound separation/purification, organic compound preparation, organic chemistry, etc., can solve the problems of increased cost, low value use of hydroformylation reaction product, and general consideration of undesirable products

Inactive Publication Date: 2017-10-12
TEXMARK CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This method efficiently and economically produces mixed aldol products with flashpoints greater than 110° F, reducing the need for specialized reagents and minimizing upstream / downstream process modifications, enabling the use of hydroformylation products as valuable reactants or fuel sources.

Problems solved by technology

These hydroformylation reaction products may generally be considered to be undesirable products.
As undesirable products, the low-value uses for these hydroformylation reaction products may not be the most economical or efficient use of their potential.
However, these methods may have increased costs associated with their conversion to desirable products, thus limiting their use (e.g., reduction of aldehydes to their corresponding alcohols followed by purification by distillation).
Further, some of these methods may produce large amounts of products requiring tedious distillations to produce a marketable product.
The economics of which are generally not feasible.

Method used

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  • Production of Mixed Aldol Products from the Products of Hydroformylation Reactions
  • Production of Mixed Aldol Products from the Products of Hydroformylation Reactions

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0042]Example 1 illustrates eight example reactions with varying reaction conditions. Each reaction was performed in a Parr® stirred reactor. Parr® is a registered trademark of Parr Instrument Company. The reactants were various species of hydroformulation reaction products, obtained from hydroformylation reactions and downstream reactions of hydroformylation products. The catalyst was NaOH. The hydroformylation reaction products and the catalyst were individually added to the stirred reactor. Eight experimental reactions were conducted with varying experimental conditions. For example, the temperature was varied, as was the amount of hydroformulation products, and the amount and concentration of the catalyst. The experimental parameters for each reaction are presented in Table 1 below.

TABLE 1Rxn. 1Rxn. 2Rxn. 3Rxn. 4Rxn. 5Rxn. 6Rxn. 7Rxn. 8Total Hydroformylation10001350130013001300120012001100Products (mL)Catalyst Amount in500135195195195240300330Reaction (mL)Catalyst Concentration2...

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Abstract

A method for producing mixed aldol products from the products of hydroformylation reactions. In one embodiment, the method comprises mixing hydroformylation reaction products comprising aldehydes with a catalyst inside a reactor to create a mixture. The method also includes agitating the mixture at a temperature in a range of between about 200° F. to about 275 ° F. to create a reacted mixture. The reacted mixture is then cooled in the reactor to create an organic phase and an aqueous phase. The organic phase is pumped out of the reactor and may then be transferred to a distillation tower. The organic phase may be distilled until any mixed aldol products are isolated, wherein the mixed aldol products may be subsequently removed.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This application is a continuation of U.S. application Ser. No. 14 / 689,711 filed Apr. 17, 2015, which is a non-provisional of U.S. application Ser. No. 61 / 981,558 filed on Apr. 18, 2014, which are herein incorporated by reference in their entirety.STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT[0002]Not applicable.BACKGROUND OF THE INVENTIONField of the Invention[0003]The present embodiments relate to the production of mixed aldol products, and more particularly, to methods and systems for producing mixed aldol products from the products of hydroformylation reactions.Background of the Invention[0004]Aldol condensation comprises the reaction of aldehydes and the elimination of water. Two molecules of aldehyde react producing one molecule of a dimer unsaturated aldehyde, the aldol product, with a concurrent elimination of a molecule of water. The reactants of the aldol condensation reaction may be two of the same species of ...

Claims

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Application Information

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Patent Type & AuthorityApplications(United States)
IPC IPC(8): C07C45/74C07C45/82C07C45/72
CPCC07C45/74C07C45/82C07C45/72C07C47/21
InventorKANNAN, RAJESHWARIROSAS, REBECCA L.
OwnerTEXMARK CHEM