Inhibiting cpi formation from adiponitrile

A technology of dinitrile compound and Bronsted acid, applied in the direction of carboxylic acid nitrile purification/separation, distillation separation, separation method, etc.

Active Publication Date: 2018-06-08
INVISTA TEXTILES (U K) LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Although there are several methods of making A

Method used

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  • Inhibiting cpi formation from adiponitrile
  • Inhibiting cpi formation from adiponitrile
  • Inhibiting cpi formation from adiponitrile

Examples

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Example Embodiment

[0037] Example

[0038] The following examples demonstrate the disclosed method and its capabilities for use. The disclosed method is capable of other and different embodiments, and its several details are capable of modification in various obvious respects, all without departing from the spirit and scope of the present invention. Accordingly, the examples should be regarded as illustrative and non-limiting in nature. All parts and percentages are by weight unless otherwise indicated.

Example Embodiment

[0039] Example 1.

[0040] A three-neck 100 mL round bottom flask equipped with an overhead condenser, supply of nitrogen, magnetic stir bar, digital stir plate and heating mantle was charged with refined adiponitrile (25 grams). The material was heated to 180°C, samples were taken every hour for 4 hours, and analyzed by gas chromatography.

Example Embodiment

[0041] Example 2.

[0042] Example 1 was repeated but including zinc chloride (0.6 g).

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Abstract

Disclosed is a method for inhibiting the formation of by-products from dinitriles, such as the formation of cyclopentylideneimine (CPI) from Adiponitrile (ADN), comprising adding an effective amount of a Br nsted acid to the ADN. Also disclosed is a method of refining a dinitrile compound by distillation the method comprising the steps of: (a) supplying (i) a feedstream comprising the dinitrile compound and (ii) a Br nsted acid to a distillation apparatus; and (b) withdrawing from the distillation apparatus an overhead distillate stream comprising the dinitrile compound.

Description

Background technique [0001] Dinitrile compounds such as adiponitrile (ADN) are important industrial chemicals. The most important application of dinitriles is as an intermediate in the production of diamine monomers suitable for the synthesis of various polyamide polymers. Hydrogenation of ADN provides hexamethylenediamine (HMD), one of the essential components used to make nylon 66 (N66). N66 is produced by reacting HMD with adipic acid (AA) to form a brine solution. This salt solution is then heated to remove the solvent water, and the amine end of the HMD is then reacted with the acid end of the AA to produce an amide bond and a water molecule. This reaction is known as condensation polymerization because it produces water molecules for each amide bond formed. The formation of multiple amide bonds leads to the formation of the N66 polymer. N66 polymer can be used to produce synthetic fibers and engineered polymers of great commercial value. [0002] In order to produce...

Claims

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Application Information

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IPC IPC(8): C07C253/34C07C255/04
CPCC07C253/34C07C255/04B01D3/143B01D3/34
Inventor 威廉·J·坦恩三世
Owner INVISTA TEXTILES (U K) LTD
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