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Process for preparing alkyl aryl sulphonic acids and alkyl aryl sulphonates

A technology for alkylarylsulfonic acid and alkylaromatic hydrocarbons, which is applied in chemical instruments and methods, preparation of sulfonic acid, preparation of halogenated hydrocarbons, etc., and can solve problems such as unsuitable circulation

Inactive Publication Date: 2009-10-07
SHELL INT RES MAATSCHAPPIJ BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, page 210 of this reference mentions that the recycling of ESP residues is not suitable during the sulfonation of alpha-olefins or the sulfation of alcohols and alcohol ethoxylates

Method used

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  • Process for preparing alkyl aryl sulphonic acids and alkyl aryl sulphonates
  • Process for preparing alkyl aryl sulphonic acids and alkyl aryl sulphonates

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Linear alkylbenzenes are produced by dehydrogenation of Fischer-Tropsch derived paraffin feedstock using UOP's PACOL (RTM) process and DEFINE (RTM) process, followed by alkylation using HF as the alkylation catalyst. Preparation of Fischer-Tropsch paraffins in a Fischer-Tropsch reaction using a cobalt-titania Fischer-Tropsch catalyst. The desired carbon fraction is obtained by a combination of distillation and hydrogenation. The resulting Fischer-Tropsch paraffin has the following composition:

[0065] Paraffin carbon number

weight%

C9 and lighter

0.0

C10

10.3

C11

31.0

C12

29.9

C13

28.2

C14 and heavier

0.6

[0066] Linear alkylbenzenes (LAB) are then subjected to sulfonation by reaction with sulfur trioxide. Use elemental sulfur as the base material, which is melted and burned to SO 2 and subsequent conversion to SO 3 to produce sulfur trioxide. 6mol%SO at a f...

Embodiment 2

[0081] Embodiment 2 (comparison)

[0082] Example 1 was repeated except that the acidic liquor drained from the electrostatic precipitator (ESP) was not recycled. Samples of the final linear alkylbenzene sulfonic acid product were measured for absorbance, immediate acidity, UOM (unreacted organic matter), water content, and sulfuric acid content using the test methods described above. The results are shown in Table 1 below.

Embodiment 3

[0083] Embodiment 3 (comparison)

[0084] Example 1 was repeated except that linear alkylbenzenes were produced by dehydrogenating a C9-C14 kerosene derived paraffin feedstock. The alkyl groups of the resulting alkylarylsulfonic acids have the following carbon number distribution:

[0085] Alkyl carbon number

[0086] Samples of the final linear alkylbenzene sulfonic acid product were measured for absorbance, immediate acidity, UOM (unreacted organic matter), water content, and sulfuric acid content using the test methods described above. The results are shown in Table 1 below.

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Abstract

Process for preparing an alkyl aryl sulphonic acid comprising the steps of : (a) contacting an alkyl aromatic hydrocarbon with a gaseous sulphonating agent to produce (i) a first liquid reaction product comprising an alkyl aryl sulphonic acid and (ii) a gaseous effluent stream; (b) separating the first liquid reaction product from the gaseous effluent stream; (c) purifying the gaseous effluent stream to provide a cleaned gaseous stream and a second liquid reaction product; (d) recycling the second liquid reaction product to the first liquid reaction product produced after separation step (b) to produce a third liquid reaction product comprising alkyl aryl sulphonic acid; wherein the alkyl aromatic hydrocarbon is obtained by contacting an aromatic hydrocarbon with an olefin under alkylating conditions, and wherein said olefin is obtained by dehydrogenation of a Fischer-Tropsch derived paraffinic feedstock.

Description

technical field [0001] This invention relates to a process for the preparation of alkylarylsulfonic acids and salts of alkylarylsulfonates. Background technique [0002] Alkylaryl sulfonates are important compounds used as surfactants in detergent compositions. They are prepared industrially by sulfonation of alkylaryl hydrocarbons. In the case of sulfur trioxide as sulfonating agent and alkylbenzene as alkylaryl hydrocarbon the main sulfonation reaction can be written as follows: [0003] RC 6 h 5 +2SO 3 →RC 6 h 4 SO 2 OSO 3 H(pyrosulfonic acid) [0004] RC 6 h 4 SO 2 OSO 3 H+RC 6 h 5 →2RC 6 h 4 SO 3 H(alkylbenzenesulfonic acid) [0005] Typically after stabilization and hydrolysis treatments, alkylbenzenesulfonic acids are stable compounds that can be stored and delivered as such. Alternatively, the alkylbenzenesulfonic acid can be neutralized (for example by reaction with a base) to produce the alkylarylsulfonate in salt form. [0006] Since alkylaryl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/31C07C303/06C07C2/66C07C15/107C11D1/22
CPCC07C303/06C07C2529/40C07C1/26C07C17/10C07C9/00C07C19/075C07C309/31C07C303/44
Inventor M·T·安德森S·J·阿奇鲍尔德H·迪克茨韦杰WA·托马斯
Owner SHELL INT RES MAATSCHAPPIJ BV
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