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Preparation method of terephthalic acid and diester thereof

A technology of terephthalic acid and dicarboxylic acid, applied in the field of chemical engineering or polymer science, can solve the problems of not complying with atomic economy, without bypassing PX, etc., to reduce dependence on petroleum resources, mild conditions, and atomic economy. high effect

Inactive Publication Date: 2017-03-01
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the above-mentioned route is to prepare oxygen-free aromatic hydrocarbons from biomass with high oxygen content, and the oxygen atoms need to be removed through a complicated transformation process, which is not in line with the principle of atom economy. Moreover, the PX prepared by this route still requires Oxidation to TA through the existing process route, without bypassing the intermediate PX

Method used

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  • Preparation method of terephthalic acid and diester thereof
  • Preparation method of terephthalic acid and diester thereof
  • Preparation method of terephthalic acid and diester thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1 Performance evaluation of supported non-precious metal catalysts for dehydrogenation of 2-cyclohexene-1,4-dicarboxylic acid

[0024] In this example, the performance of the supported non-noble metal catalyst in catalyzing the dehydrogenation reaction of 2-cyclohexene-1,4-dicarboxylic acid was studied.

[0025] In a high-pressure reactor with a polytetrafluoroethylene liner, add 1.58g of 2-cyclohexene-1,4-dicarboxylic acid and 15.8g of solvent ethanol, the mass of 2-cyclohexene-1,4-dicarboxylic acid and ethanol The ratio is 1:10, the molar ratio of the metal active component in the catalyst used to 2-cyclohexene-1,4-dicarboxylic acid is 1%, after stirring and mixing at room temperature, under nitrogen atmosphere, use electric heating Raise the temperature to 120° C., and react for 4 hours under magnetic stirring at 1000 rpm. Stop stirring, cool the reaction kettle to room temperature with ice water, take an appropriate amount of reaction solution to carry out ...

Embodiment 2

[0028] Example 2 Performance evaluation of supported noble metal catalysts for dehydrogenation of 2-cyclohexene-1,4-dicarboxylic acid

[0029] In this example, the performance of the supported noble metal catalyst in catalyzing the dehydrogenation reaction of 2-cyclohexene-1,4-dicarboxylic acid was studied.

[0030] In an autoclave with a Teflon liner, add 1.58g of 2-cyclohexene-1,4-dicarboxylic acid and 15.8g of solvent ethanol, 2-cyclohexene-1,4-dicarboxylic acid and ethanol The mass ratio is 1:10, the molar ratio of the metal active component of the catalyst used to 2-cyclohexene-1,4-dicarboxylic acid is 1%, after stirring and mixing at room temperature, under nitrogen atmosphere, use electric heating Raise the temperature to 120° C., and react for 4 hours under magnetic stirring at 1000 rpm. Stop stirring, cool the reaction kettle to room temperature with ice water, take an appropriate amount of the reaction solution to qualitatively analyze the product by gas chromatograph...

Embodiment 3

[0034] The influence of embodiment 3 solvent on 2-cyclohexene-1,4-dicarboxylic acid dehydrogenation reaction

[0035] In this example, the influence of different polar and non-polar solvents on the dehydrogenation reaction of 2-cyclohexene-1,4-dicarboxylic acid was studied.

[0036] Add the 2-cyclohexene-1,4-dicarboxylic acid reaction solution with a mass fraction of 10% into a high-pressure reactor with a polytetrafluoroethylene liner, and the reaction solution is composed of 2-cyclohexene-1,4-dicarboxylic acid Formic acid and the solvent composition described in Table 3, add the Pd / C catalyst that the metal active component is 2-cyclohexene-1,4-dicarboxylic acid molar weight 1%, after stirring and mixing at room temperature, under nitrogen atmosphere , using electric heating to raise the temperature to 120° C., and reacted for 4 hours under 1000 rpm magnetic stirring. Adopt the method of embodiment 1 to carry out qualitative and quantitative analysis to product. Table 3 sh...

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Abstract

The invention discloses a preparation method of terephthalic acid and diester thereof. Specifically, under the action of a supported metal catalyst, 2-cyclohexene-1,4-dicarboxylic acid undergoes catalytic dehydro-aromatization in a polar solvent or a nonpolar solvent so as to prepare terephthalic acid and diester. The polar solvent is water, methanol, ethanol, n-propanol, isopropanol, n-butanol, glycol dimethyl ether and diglyme. The nonpolar solvent is one or more than two components selected from a group consisting of n-hexane, n-heptane, normal octane, cyclohexane, benzene and toluene. A metal active component of the supported metal catalyst is non-noble metal and / or noble metal. A carrier for the supported metal catalyst is one or more than two components selected from a group consisting of a carbon carrier, nanoscale metal oxide, nanometer nonmetal oxide and a molecular sieve. When conversion rate of 2-cyclohexene-1,4-dicarboxylic acid is 95% and above, selectivity of terephthalic acid or diester of terephthalic acid can reach 90%.

Description

technical field [0001] The present invention relates to the field of chemical engineering or polymer science, in particular to a preparation method of terephthalic acid and its diester, especially suitable for the catalytic removal of 2-cyclohexene-1,4-dicarboxylic acid derived from biomass route The reaction process of hydroaromatization to prepare terephthalic acid and its diesters. Background technique [0002] 2-Cyclohexene-1,4-dicarboxylic acid can obtain terephthalic acid (TA) by removing two molecules of hydrogen and aromatizing, and terephthalic acid is the most produced dicarboxylic acid in the world. It is mainly used in the production of polyester resin, polyester fiber, film, insulating paint, engineering plastics, plasticizers, dye intermediates, polyester chips, long and short polyester fibers, poultry feed additives, etc. It is an important industrial chemical. Polycondensation of terephthalic acid and ethylene glycol yields polyethylene terephthalate (PET), ...

Claims

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Application Information

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IPC IPC(8): C07C63/26C07C51/347C07C69/82C07C67/30
CPCY02P20/52C07C51/347C07C67/30C07C63/26C07C69/82
Inventor 徐杰卢锐路芳于维强陈佳志高进苗虹
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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