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Catalyst for selectively hydrogenating dimethyl terephthalate to prepare 1,4-cyclohexane dimethyl isophthalate and preparation method and use method of catalyst

A technology of dimethyl cyclohexanedicarboxylate and dimethyl phthalate, which is applied in the preparation of carboxylate, organic compound/hydride/coordination complex catalysts, chemical instruments and methods, etc., can solve the problem of catalyst preparation And the application process is complex and difficult to operate, expensive, reducing operating pressure and other problems, to achieve the effects of good catalytic activity and target product selectivity, short reaction time, and mild hydrogenation conditions

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

In 2001, Nanjing Chemical Industry Group Co., Ltd. produced NCG-2 hydrogenation catalyst, the mass fraction of Ni was 40%, and the carrier was active Al 2 o 3 , the operating pressure is reduced, but the yield of DMCD is lower
[0005] The published invention patent CN1380282A uses a catalyst whose active component is metal Pd to selectively hydrogenate dimethyl terephthalate to produce dimethyl 1,4-cyclohexanedicarboxylate. Two metal elements are introduced into the catalyst (ⅡA and group VIII) as additives, but Pd, as a noble metal, is expensive, and the catalyst preparation and application process is complicated and difficult to operate

Method used

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  • Catalyst for selectively hydrogenating dimethyl terephthalate to prepare 1,4-cyclohexane dimethyl isophthalate and preparation method and use method of catalyst
  • Catalyst for selectively hydrogenating dimethyl terephthalate to prepare 1,4-cyclohexane dimethyl isophthalate and preparation method and use method of catalyst
  • Catalyst for selectively hydrogenating dimethyl terephthalate to prepare 1,4-cyclohexane dimethyl isophthalate and preparation method and use method of catalyst

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] A kind of preparation method of catalyst for 1,4-cyclohexanedicarboxylic acid dimethyl ester by selective hydrogenation of dimethyl terephthalate, concrete steps are as follows:

[0026] ① Solution preparation: preparation of RuCl 3 ·3H 2 A mixed solution with O mass fraction of 5% and polyethylene glycol (PEG-2000) mass fraction of 2% was stirred for 0.5h;

[0027] ②Reduction reaction: Transfer the above mixed solution to a PTFE-lined autoclave, and perform the reduction reaction for 3 hours at 80°C, 3MPa hydrogen pressure, and 800r / min stirring speed;

[0028] ③ Precipitation 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: Prepare a mixed solution with a mass fraction of thiophene dicarboxylic acid of 0.09% and a mass fraction of sodium hydroxide of 0.05%, transfer it to an autoclave, and add the...

Embodiment 2

[0034] A kind of preparation method of catalyst for 1,4-cyclohexanedicarboxylic acid dimethyl ester by selective hydrogenation of dimethyl terephthalate, concrete steps are as follows:

[0035] ① Solution preparation: preparation of RuCl 3 ·5H 2 A mixed solution with O mass fraction of 10% and polyethylene glycol (PEG-10000) mass fraction of 6% was stirred for 1 h;

[0036] ②Reduction reaction: Transfer the above mixed solution to a C276 Hastelloy-lined autoclave, and perform the reduction reaction for 5 hours at 150°C, 5MPa hydrogen pressure, and 1200r / min stirring speed;

[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 hydroxide of 0.09%, transfer it to an autoclave, and ad...

Embodiment 3

[0042] A kind of preparation method of catalyst for 1,4-cyclohexanedicarboxylic acid dimethyl ester by selective hydrogenation of dimethyl terephthalate, concrete steps are as follows:

[0043] ① Solution preparation: preparation of RuCl 3 ·3H2 A mixed solution with O mass fraction of 5% and polyethylene glycol (PEG-2000) mass fraction of 2% was stirred for 0.5h;

[0044] ②Reduction reaction: At 25°C, normal pressure, and stirring speed of 500r / min, use 0.5% sodium borohydride aqueous solution as the reducing agent, and add it drop by drop until the solution becomes colorless;

[0045] ③Precipitation washing: after the reduction, remove the supernatant, and wash the precipitate (ie Ru particles) with deionized water until it is neutral and free of chloride ions;

[0046] ④Molecular modification: Prepare a mixed solution with a mass fraction of thiophenedicarboxylic acid of 0.3% and a mass fraction of sodium hydroxide of 0.14%, transfer it to an autoclave, and add the above-me...

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Abstract

The invention belongs to the field of chemistry and chemical engineering, and particularly discloses a catalyst for selectively hydrogenating dimethyl terephthalate to prepare 1,4-cyclohexane dimethyl isophthalate and a preparation method and use method of the catalyst. The catalyst is Ru particles, and the surfaces of the Ru particles are modified with Ru-S and Ru-O coordinate bonds. The preparation method comprises the steps of solution preparation, a reduction reaction, sedimentation and washing, molecular modification and aftertreatment. Compared with the prior art, the catalyst is used for selectively hydrogenating dimethyl terephthalate to prepare 1,4-cyclohexane dimethyl isophthalate, better catalytic activity and target product selectivity are achieved, hydrogenation conditions are mild, and 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 dimethyl 1,4-cyclohexanedicarboxylate through selective hydrogenation of dimethyl terephthalate, a preparation method and a use method thereof. Background technique [0002] Dimethyl 1,4-cyclohexanedicarboxylate (DMCD) is an important organic chemical raw material, which can be hydrogenated to prepare saturated or unsaturated polyester monomer 1,4-cyclohexane dicarboxylate with many excellent properties. Methanol (CHDM), which has a symmetrical structure, makes the polymer chains arranged tightly. This symmetry and tight arrangement are conducive to the formation of hydrogen bonds between the polymer chains, which in turn limits the movement of the polymer and increases the hardness of the polymer. It can also improve the crystallinity of polyester resin and improve the stability and sintering resistance of powder coating. CH...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22B82Y30/00B82Y40/00C07C67/303C07C69/75
Inventor 刘仲毅韩舒伊李保军李中军刘寿长彭智昆李帅辉李卫东
Owner ZHENGZHOU UNIV
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