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Preparation method of iso-tridecanol

A technology of isotridecanol and ionic liquid, applied in the field of preparation of isotridecanol, can solve the problems such as the inability to solve the separation and deactivation of homogeneous rhodium, the inability of large-scale application of rhodium catalyst, and the inability to obtain a hydrogenation process. , to achieve good industrialization prospects, good stability and good recyclability.

Pending Publication Date: 2022-05-10
广东仁康达材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the isomerized tridecanol product cannot be obtained from natural oil hydrogenation process, and it is produced industrially by high-pressure hydroformylation process
However, the high-pressure method requires large investment and high process risk. The low-pressure rhodium process developed by Johnson Davies has achieved great success in the field of hydroformylation of short-chain olefins, especially butanol and octanol. The field of formylation cannot solve the problem of homogeneous rhodium separation and deactivation, making it impossible for rhodium catalysts to be used in the hydroformylation industry of high-carbon olefins on a large scale

Method used

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  • Preparation method of iso-tridecanol
  • Preparation method of iso-tridecanol
  • Preparation method of iso-tridecanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Add 70g of 1-butyl-3-methylimidazolium hexafluorophosphate, 45mL of n-heptane, 35mL of isododecene, 2.1g of phosphine ligand L1 and Rh(CO) into a 250mL autoclave. 2After acac 40 mg, the reaction kettle replaced the air with Ar three times, and then after vacuuming, the synthesis gas (CO:H 2 =1:1, volume ratio) to 4MPa, start stirring, and start to heat up. The temperature in the kettle rose to 120° C., and the pressure was 5.5 MPa. The reaction started, and the reaction pressure was controlled to maintain at 5 MPa, and the reaction time was 6 hours. After the reaction was completed, it was lowered to room temperature, the pressure was released to normal pressure, and the kettle was opened. The reaction solution in the kettle was separated into phases, and after the upper organic phase was separated, the lower ionic liquid phase was extracted twice with 50 mL of n-heptane. After combining the upper organic phases, a reaction liquid containing isomeric tridecanol was ob...

Embodiment 2

[0043] After adding 70g of 1-hexyl-3-methylimidazolium hexafluorophosphate, 45mL of methylcyclohexane, 35mL of isododecene, 4.4g of phosphine ligand L2 and 125mg of rhodium octanoate into a 250mL autoclave, the reaction kettle was Ar replaced the air three times, and then after vacuuming, the synthesis gas (CO:H 2 =1:1, volume ratio) to 4MPa, start stirring, and start to heat up. The temperature in the kettle rose to 120° C., and the pressure was 5.5 MPa. The reaction started, and the reaction pressure was controlled to maintain at 5 MPa, and the reaction time was 6 hours. After the reaction was completed, it was lowered to room temperature, the pressure was released to normal pressure, and the kettle was opened. The reaction liquid in the kettle was separated into phases, and after the upper organic phase was separated, the lower ionic liquid phase was extracted twice with 50 mL of methylcyclohexane. After combining the upper organic phases, a reaction liquid containing iso...

Embodiment 3

[0045] After adding 70g of 1-hexyl-3-methylimidazolium hexafluorophosphate, 45mL of dodecane, 35mL of isododecene, 5.6g of phosphine ligand L3 and 40mg of rhodium acetylacetonate dicarbonyl into a 250mL autoclave, the reaction kettle The air was replaced with Ar three times, and after vacuuming, synthesis gas (CO:H 2 =1:1, volume ratio) to 4MPa, start stirring, and start to heat up. The temperature in the kettle rose to 120° C., and the pressure was 5.5 MPa. The reaction started, and the reaction pressure was controlled to maintain at 5 MPa, and the reaction time was 6 hours. After the reaction was completed, it was lowered to room temperature, the pressure was released to normal pressure, and the kettle was opened. The reaction liquid in the kettle was separated into phases, and after the upper organic phase was separated, the lower ionic liquid phase was extracted twice with 50 mL of dodecane respectively. After combining the upper organic phases, a reaction liquid contain...

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Abstract

The invention relates to the technical field of C07F9 / 50, in particular to a preparation method of iso-tridecanol, which comprises the following steps: carrying out hydroformylation reaction on isododecene by adopting a liquid-liquid two-phase catalytic system consisting of an ionic liquid phase and an organic solvent phase, and then extracting and hydrogenating to obtain the iso-tridecanol. According to the method, a liquid-liquid two-phase reaction system is used, the reaction process is simple and efficient, the stability effect of recycling of the catalyst is good, and the method is suitable for preparation of high-carbon alcohols such as iso-tridecanol and has a good industrial prospect.

Description

technical field [0001] The invention relates to the technical field of C07F9 / 50, and more specifically relates to a preparation method of isomerized tridecanol. Background technique [0002] As a special kind of isomerized alcohol, isomerized tridecyl alcohol is mainly used to react with ethylene oxide to synthesize isomerized alcohol polyoxyethylene ether, which is used as a special surfactant product. Because of its extremely low pour point, non-gelling at high concentrations, excellent wettability and degreasing and oil-removing capabilities, it is the most ideal product to replace alkylphenol ethers as a new generation of green surfactants. It has been widely used in the field of textile auxiliaries, and has a very good application prospect in the field of daily chemicals, especially super-concentrated laundry detergent, as well as metal processing and industrial cleaning. At present, the isomerized tridecanol product cannot be obtained from the hydrogenation process of...

Claims

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Application Information

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IPC IPC(8): C07C31/02C07C29/141B01J31/22
CPCC07C29/141C07C45/505B01J31/2221B01J31/189B01J31/1865B01J2531/822B01J2231/321C07C31/02C07C47/02
Inventor 李燕平陈子涛庞海舰
Owner 广东仁康达材料科技有限公司
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