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Oxidative halogenation of C1 hydrocarbons to halogenated C1 hydrocarbons

A technology of oxidative halogenation and reaction, which is applied in the field of oxidative halogenation of C1 hydrocarbons into halogenated C1 hydrocarbons, which can solve the problems of expensive, difficult separation of net hydrogen chloride, low selectivity of products, etc., and achieve the effect of long reaction rate

Inactive Publication Date: 2008-04-30
DOW GLOBAL TECH LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the process forms significant amounts of unconverted hydrogen chloride in the effluent stream
Hydrogen chloride and by-product water form an azeotrope from which it is difficult and expensive to separate net hydrogen chloride which can be recycled back to the process
Also, there are safety concerns in the handling of the reactant hydrocarbons and oxygen
Finally, the catalyst should be able to be used at higher temperatures to increase the yield; 1 low product selectivity

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0091] Catalyst compositions containing porous lanthanum oxychloride were prepared in the following manner. Lanthanum Chloride (LaCl 3 ·7H 2 2, 60 g) was dissolved in deionized water (500 mL) in a round bottom flask. The solution was sparged with argon for 1 hour. Ammonium hydroxide (6 mol / L, 80 mL) was added to the solution and stirred. A white precipitate formed and the resulting slurry was stirred under argon for 1 h. The mixture was centrifuged (3100 rpm, 15 minutes), and the supernatant liquid was decanted to obtain a solid. Dry the solid at 70°C for 12 hours, then heat up to 450°C at a constant rate within 1 hour for calcination in air flow, keep at 450°C for 1 hour, then raise the temperature to 550°C at a uniform rate within 1 hour, and keep at 550°C 1 hour. The calcined solid was identified as LaOCl by X-ray diffraction and elemental analysis.

[0092] The catalyst prepared above was crushed into 20 x 40 US mesh (0.85 x 0.43 mm) and evaluated in the following c...

Embodiment 2

[0100] The reaction of Example 1 was repeated except that the methane / hydrogen chloride molar ratio was higher than 45 / 1 and the methane / oxygen molar ratio was higher than 60 / 1. The hydrogen chloride was reacted until essentially 100% conversion. In Example 2c, hydrogen chloride and oxygen were reacted until essentially 100% conversion. The reaction conditions and results are shown in Table 2.

[0101] Table 2 in high CH 4 / HCl and CH 4 / O 2 Oxidative halogenation of methane to methyl chloride at high conversion of HCl and oxygen at molar ratio

[0102] experiment

[0103] In Examples 2a-c, the selectivity to methyl chloride was maintained at an acceptable level when the conversion of hydrogen chloride and oxygen was within a detectable range close to 100%. Elimination of hydrogen chloride in complete conversion can eliminate the need to recover net hydrogen chloride from aqueous hydrogen chloride in the product stream. Elimination of oxygen in complete convers...

Embodiment 3

[0105] Lanthanum oxychloride material was prepared and charged into the tubular reactor in the same manner as described in Example 1 above. Lanthanum oxychloride was chlorinated for 12 hours at 400°C ambient pressure in the presence of a stream of hydrogen chloride. The hydrogen chloride flow was stopped and methane (10.0 mole %), oxygen (5.0 mole %), helium (83.0 mole %) and argon (2.0 mole %) were added in a pulsed manner at 450°C. The molar ratio of methane to oxygen fed to the reactor was 2 / 1; however, the concentration of the halogen source fed to the reactor was essentially zero (less than the detection limit of 0.01 mole %). The catalyst that is halogenated in the first step of the reaction provides the source of halogen for the second step of the reaction. The effluent was analyzed by mass spectrometry at various times to determine the presence of methane, oxygen, noble gases, and methyl chloride as primary products. This experiment illustrates the reaction performed...

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PUM

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Abstract

An oxidative halogenation process involving contacting methane, a C1 halogenated hydrocarbon, or a mixture thereof with a source of halogen and a source of oxygen, at a molar ratio of reactant hydrocarbon to source of halogen in a feed to the reactor greater than 23 / 1, and / or at a molar ratio of reactant hydrocarbon to source of oxygen in a feed to the reactor greater than about 46 / 1; in the presence of a rare earth halide or rare earth oxyhalide catalyst, to produce a halogenated C1 product having at least one more halogen as compared with the C1 reactant hydrocarbon, preferably, methyl chloride. The process can be advantageously conducted to total conversion of source of halogen and source of oxygen. The process can be advantageously conducted with essentially no halogen in the feed to the reactor, by employing a separate catalyst halogenation step in a pulse, swing or circulating bed mode. The production of methyl halide can be integrated into downstream processes for manufacture of valuable commodity chemicals.

Description

[0001] Cross References to Related Applications [0002] This application claims the benefit of US Provisional Patent Application No. 60 / 677,591, filed May 4, 2005. technical field [0003] The present invention relates to a kind of methane and halogenated C 1 Oxidative halogenation of hydrocarbons. For the purposes stated, the term "oxidative halogenation" refers to the substitution of methane or halogenated C 1 Hydrocarbon (C 1 reactant hydrocarbon) with a source of halogen and a source of oxygen in the presence of a catalyst sufficient to form 1 Halogenated reactant with at least one more halogen substituent Halogenated C 1 The method of contact under the conditions of the product. As an example of the present invention, reference is made to contacting methane with hydrogen chloride and oxygen in the presence of a catalyst to form methyl chloride. Background technique [0004] Monohalomethanes, such as methyl chloride, are used in the production of siloxanes and mor...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/154
CPCC07C17/154B01J27/08C07C17/158B01J23/10Y02P20/582C07C19/03C07C19/00
Inventor S·G·波德科尔津E·E·施坦格兰A·E·小施魏策尔M·E·琼斯
Owner DOW GLOBAL TECH LLC
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