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Method for preparing isononanoic acid from mixed isooctene

A technology of isononanoic acid and octene, applied in the field of isononanoic acid preparation, can solve the problems of isononanoic acid yield and low selectivity, achieve high selectivity, realize large-scale continuous industrial production, and excellent stability

Pending Publication Date: 2020-07-31
ZHEJIANG NORMAL UNIVERSITY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The present invention solves the problems such as isononanoic acid yield and selectivity that exist in the prior art

Method used

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  • Method for preparing isononanoic acid from mixed isooctene
  • Method for preparing isononanoic acid from mixed isooctene
  • Method for preparing isononanoic acid from mixed isooctene

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preparation example Construction

[0042] The preparation of porous organic polymer can refer to patent CN104710288B. The Rh-based catalyst supported by the porous organic polymer is prepared by an impregnation method or / and an ultrasonic method well known in the art.

[0043] Ultrasonic preparation can use the following steps:

[0044] (1) Dissolve the rhodium precursor in an anhydrous ethanol reagent to form a solution with a rhodium ion concentration of 0.0001 to 1mol / L; the rhodium precursor is rhodium nitrate, rhodium phosphate, rhodium trichloride, rhodium acetylacetonate, and rhodium carbonyl One or more of phenyl rhodium, etc.;

[0045] (2) Take a certain amount of porous organic polymer and add it to the solution obtained in step (1), and stir to obtain a mixed solution;

[0046] (3) Place the mixed solution obtained in step (2) in an ultrasonic instrument, and perform ultrasonic treatment for 5 to 200 minutes;

[0047] (4), filter the mixed solution after ultrasonic treatment in step (3), add ethan...

Embodiment 1

[0062] Weigh 1.0 g (about 1.5 mL) of the above-mentioned catalyst 5Rh / POP catalyst with a loading capacity of 5‰, and put it into the constant temperature zone of the fixed-bed reactor. First, synthesis gas was introduced into the reaction system, and after purging for 10 minutes, the temperature was raised to 100°C at a rate of 10°C / min, and the pressure was increased to 3.0MPa, waiting for the system to stabilize. Then the mixed iso-octene is injected into the mixer through a high-pressure pump, and the weight hourly space velocity of the mixed iso-octene is adjusted to be 0.02g 混合异构辛烯 / g 催化剂 h, the gas space velocity of the synthesis gas in the reaction system is 1500mL 合成气 / mL 催化剂 · h, react, the reaction time is 60h, the tail gas is analyzed by online gas chromatography, and the liquid product is sampled from the collection tank and analyzed by online gas chromatography. The hydroformylation reaction of mixed isomeric octene has a conversion rate of 96.5% and a selecti...

Embodiment 2

[0064] Weigh 1.0 g (about 1.5 mL) of the above-mentioned catalyst 5Rh / POP catalyst with a loading capacity of 5‰, and put it into the constant temperature zone of the fixed-bed reactor. First, synthesis gas was introduced into the reaction system, and after purging for 10 minutes, the temperature was raised to 100°C at a rate of 10°C / min, and the pressure was increased to 3.0MPa, waiting for the system to stabilize. Then the mixed iso-octene is injected into the mixer through a high-pressure pump, and the weight hourly space velocity of the mixed iso-octene is adjusted to be 0.02g 混合异构辛烯 / g 催化剂 h, the gas space velocity of the synthesis gas in the reaction system is 1500mL 合成气 / mL 催化剂 · h, react, the reaction time is 1000h, the tail gas is analyzed by online gas chromatography, and the liquid product is sampled from the collection tank and analyzed by online gas chromatography. In the hydroformylation reaction of mixed isomeric octene, the conversion rate is maintained abov...

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Abstract

The invention discloses a method for preparing isononanoic acid from mixed isooctene through a two-step reaction comprising hydroformylation and oxidation. In the presence of a metal rhodium (Rh)-based catalyst immobilized by a novel porous organic polymer, the mixed isooctene is subjected to a hydroformylation reaction to obtain isononyl aldehyde, and then isononyl aldehyde and oxygen-containinggas are subjected to an oxidation reaction in an oxidation reactor at low temperature and low pressure without a catalyst to generate isononanoic acid. According to the method, the mixed isooctene canbe efficiently and highly selectively converted into the target product isononanoic acid under mild reaction conditions, the product is easily separated from reaction materials, and the single-pass yield of the obtained target product is relatively high.

Description

technical field [0001] The invention relates to the technical field of chemical catalysis, in particular to a method for preparing isononanoic acid from mixed isomeric octene. Background technique [0002] Isononanoic acid (3,5,5-trimethylhexanoic acid) is a very important organic raw material, which can be used in the synthesis of perfumes, pharmaceutical intermediates, lubricating oils, raw materials for metalworking fluids, etc. At the same time, it can also react with various alcohol compounds to generate a variety of isononanoic acid esters. For example, vinyl isononanoate, glycidyl ester, carboxylate, isononanoyl halide, isononanoic anhydride, isonononamide, and the like. Among them, isononyl isononanoate can be synthesized by esterification of isononanoic acid and isononyl alcohol under the catalyst of p-toluenesulfonic acid, sulfamic acid, or sodium bisulfate (CN102503819A). It is a light oil and an excellent emollient, commonly known as "silk oil", which can form ...

Claims

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Application Information

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IPC IPC(8): C07C51/235C07C53/126C07C47/02C07C45/50B01J31/24
CPCC07C51/235C07C45/50B01J31/2404B01J2231/321B01J2531/822
Inventor 谭媛陈兴坤丁云杰刘青才刘中文吴跃迪
Owner ZHEJIANG NORMAL UNIVERSITY
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