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1-bromopropane having low acidity

A technology of bromopropane and purity, applied in the field of 1-bromopropane products, can solve problems such as increased acid content

Inactive Publication Date: 2008-04-30
ALBEMARLE CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Under these conditions, the acid content in 1-bromopropane can increase to unfavorable levels

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Step (1) in Comparative Example A was carried out to prepare the 1-bromopropane product mixture. Then KmnO 4 A basic aqueous solution of 1-bromopropane was added to the 1-bromopropane product mixture (2700 g) with stirring. As a result of this operation, the propanol content in the 1-bromopropane product mixture was reduced from 100 ppm to 47 ppm in which no propionaldehyde remained (starting propionaldehyde content was 7 ppm). The 1-bromopropane product mixture was washed with aqueous caustic (120 g; 40 wt% NaOH), after which no more propionic acid remained in the 1-bromopropane product mixture. Distillation of the organic layer (2628g) was started and the first 143g of collected fractions were removed. Distillation was continued until the temperature at the top of the distillation column reached 80 °C. Aqueous NaOH (32 mL; 23 wt%) was added to the distillate (2233 g). The mixture was stirred for 1 hour. Once stirring was stopped, the mixture was allowed to stand....

Embodiment 2

[0062] The 1-bromopropane product mixture was prepared as described in Comparative Example A. After step (3), use KMnO 4 The alkaline aqueous solution washes the 1-bromopropane product mixture. Use 168g of KMnO per 1150g of 1-bromopropane product mixture 4 Alkaline aqueous solution (0.05N). In KMnO 4 After washing, when the aqueous phase is separated from the organic phase, the upper layer is the aqueous phase. Preparation steps (4) and (5) are then carried out, involving the addition of butylene oxide. The test results for the initial finished 1-bromopropane product, 10-day and 30-day storage at 60°C are summarized in Table 2.

[0063] Table 2

[0064] stability at the beginning

[0065] Acidity*

[0066] *Acidity is reported in ppm concentration of HBr.

Embodiment 3

[0068] Three sets of experiments were carried out, each using different amounts of KMnO 4 . The 1-bromopropane product mixture was prepared according to the method of preparation in Comparative Example A. Add KMnO after step (3) 4 . The 1-bromopropane product mixture (1150 g) was added to water (88.5 g), thereby favoring the 1-bromopropane product mixture with solid KMnO 4 mix. Aqueous NaOH (23 wt%) was added until the pH was 8-10. Once this pH was reached, solid KMnO was added 4 , and the mixture was stirred for 3 hours. The organic phase is extracted. With reference to the above-mentioned preparation method again, step (4) is omitted; implementation of step (5) includes adding butylene oxide. The test results for the initial finished 1-bromopropane product and after 10 and 30 days at 60°C are summarized in Table 3.

[0069] Although the acidity in trials 1 and 2 increased to over 10 ppm after 30 days at 60°C, the acidity in both trials was much lower than that of th...

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Abstract

This invention provides a process which comprises mixing permanganate with a 1-bromopropane product mixture to form a permanganate-containing 1-bromopropane product mixture, and recovering a purified 1-bromopropane product from said permanganate-containing 1-bromopropane product mixture. This invention also provides a process for preparing a 1-bromopropane product mixture from 1-propanol and hydrogen bromide, characterized by mixing permanganate with the 1-bromopropane product mixture to form a permanganate-containing 1-bromopropane product mixture and recovering a purified 1-bromopropane product from said permanganate-containing 1-bromopropane product mixture.

Description

technical field [0001] The present invention relates to 1-bromopropane products having a reduced tendency to form acids during storage and methods for producing the products. Background of the invention [0002] 1-Bromopropane (also known as n-propyl bromide or propyl bromide) can be used as a degreasing agent (especially for degreasing metal parts) and as a cleaning solution for circuit board production. In this application, the presence of certain impurities in the 1-bromopropane is undesirable, since said impurities have an adverse effect on the substrate that comes into contact with the 1-bromopropane. When prepared, the initial 1-bromopropane product mixture contains one or more impurities including 2-bromopropane (isopropyl bromide), 1,2-dibromopropane, monobromoacetone, 1-propanol, propane One or more of aldehydes, propionic acid, water and hydrogen bromide (HBr). Some of these impurities can degrade over time to produce acids such as HBr and propionic acid. As a r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C19/075C07C17/395C07C17/38
CPCC07C17/16C07C17/395C07C17/38C07C19/075C07C17/42
Inventor 文森特·吕克·米泰尔让-菲利浦·特里茨
Owner ALBEMARLE CORP
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