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Catalyst for preparing 1,4-cyclohexanedicarboxylic acid in selective hydrogenation mode through terephthalic acid, preparing method thereof and utilization method thereof

A technology for cyclohexanedicarboxylic acid and terephthalic acid, applied in organic compound/hydride/coordination complex catalysts, chemical instruments and methods, ozone oxidation to prepare carboxylic acids, etc., can solve the problem of poor selectivity and activity, Catalyst activity is not very good, cost reduction and other problems, to achieve the effect of mild hydrogenation conditions, good catalytic activity and target product selectivity, and short reaction time

Active Publication Date: 2015-11-18
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the preparation process of the catalyst is complicated, and the activity of the catalyst is not very good.
[0004] Japanese patent JP2002145824 uses a Pd / C catalyst, uses water as a solvent, and uses terephthalic acid to prepare 1,4-cyclohexanedicarboxylic acid under the conditions of 150°C and 3MPa hydrogen pressure, but Pd metal is expensive, and a new catalyst is sought Helps reduce costs
[0005] U.S. Patents US3,027,398 and US4,654,064 use relatively low price rare metal ruthenium as the active component and activated carbon as the Ru / C catalyst of the carrier for this type of reaction, but the Ru / C catalyst is used for this type of reaction, Poor selectivity and activity

Method used

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  • Catalyst for preparing 1,4-cyclohexanedicarboxylic acid in selective hydrogenation mode through terephthalic acid, preparing method thereof and utilization method thereof
  • Catalyst for preparing 1,4-cyclohexanedicarboxylic acid in selective hydrogenation mode through terephthalic acid, preparing method thereof and utilization method thereof
  • Catalyst for preparing 1,4-cyclohexanedicarboxylic acid in selective hydrogenation mode through terephthalic acid, preparing method thereof and utilization method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] A method for preparing a catalyst for selective hydrogenation of terephthalic acid to prepare 1,4-cyclohexanedicarboxylic acid, the specific steps are as follows:

[0026] ① Solution preparation: First, 1.0g RuCl 3 ·3H 2 O was dissolved in 200ml of deionized water, stirred for 20min; then, 50g of PEG-2000 and 200ml of deionized water were added to the above solution, stirred for 20min;

[0027] ②Reduction reaction: Transfer the above solution to a 1L lined C276 Hastelloy autoclave, and perform the reduction reaction for 3 hours at 140°C, 4.5MPa hydrogen pressure, and 800r / min stirring speed;

[0028] ③Precipitation washing: After the reduction reaction is completed, remove the supernatant, and wash the precipitate (ie Ru particles) with deionized water until it is neutral and free of chloride ions;

[0029] ④Molecular modification: Add 0.1g thiophene dicarboxylic acid and 0.05g NaOH to 100ml deionized water, after the dissolution is complete, add 0.3g of the above-men...

Embodiment 2

[0034] A method for preparing a catalyst for selective hydrogenation of terephthalic acid to prepare 1,4-cyclohexanedicarboxylic acid, the specific steps are as follows:

[0035] ① Solution preparation: preparation of RuCl 3 ·5H 2 A mixed aqueous solution with a mass fraction of O of 5% and a mass fraction of polyethylene glycol (PEG-10000) of 5%, was stirred and dissolved for 1 h;

[0036] ②Reduction reaction: At 25°C, normal pressure, and stirring speed of 500r / min, use an aqueous solution of sodium borohydride with a mass fraction of 0.5% as the reducing agent, and add drop by drop until the solution becomes colorless;

[0037] ③Precipitation washing: After the reduction reaction is completed, remove the supernatant, and wash the precipitate (ie Ru particles) with pure water until it is neutral and free of chloride ions;

[0038] ④Molecular modification: Prepare a mixed solution with a mass fraction of thiophenedicarboxylic acid of 0.2% and a mass fraction of sodium hydro...

Embodiment 3

[0042] A method for using a catalyst for preparing 1,4-cyclohexanedicarboxylic acid through selective hydrogenation of terephthalic acid, the specific steps are as follows:

[0043] Using water as solvent, the mass ratio of terephthalic acid (PTA) and water is 1:25, the mass ratio of catalyst (Example 1) and terephthalic acid (PTA) is 1:5, at 110°C, 4MPa hydrogen pressure, Under the stirring speed of 1000r / min, react for 3 hours, remove the catalyst by centrifugation, do H NMR spectrum, and calculate the selectivity by integral, the selectivity of 1,4-cyclohexanedicarboxylic acid is 93.1%.

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Abstract

The invention belongs to the field of chemistry and chemical engineering, and particularly discloses a catalyst for preparing 1,4-cyclohexanedicarboxylic acid in a selective hydrogenation mode through terephthalic acid, a preparing method thereof and a utilization method thereof. The catalyst is Ru particles, and Ru-S coordinate bonds and Ru-O coordinate bonds are modified on the surfaces of the Ru particles. The preparing method includes the steps of solution preparing, reduction reacting, precipitation washing, molecular modifying and postprocessing. Compared with the prior art, the catalyst is used for preparing the 1,4-cyclohexanedicarboxylic acid in the selective hydrogenation mode through the terephthalic acid, and the better catalytic activity and the better target product selectivity are achieved; in addition, the hydrogenation condition is mild, and the reaction time is shorter.

Description

technical field [0001] The invention belongs to the field of chemistry and chemical engineering, and in particular relates to a catalyst for preparing 1,4-cyclohexanedicarboxylic acid through selective hydrogenation of terephthalic acid, a preparation method and a use method thereof. Background technique [0002] 1,4-Cyclohexanedicarboxylic acid (CHDA) is an important raw material for polyester production, and has very important applications in the production of resin coatings, modification of polyester resins, and synthesis of drugs for treating peptic ulcers. When used in water-based polyurethane resin, it has good processability, low solution viscosity and dispersion stability, and can also make the resin achieve a good balance between hardness and flexibility; when used as a modified monomer When it is used, it can improve the yellowing of the polyester resin, and at the same time improve its flexibility (softness) without changing the hardness. CHDA carboxyl hydrogenat...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07C61/09C07C51/36
CPCY02P20/52
Inventor 刘仲毅韩舒伊李保军李中军刘寿长蒙欢王卓林恵楠
Owner ZHENGZHOU UNIV
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