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Hydrogenation method of phthalate compound

A technology of phthalic acid ester and said phthalic acid ester, which is applied in the field of hydrogenation of phthalic acid ester compounds, can solve the problems such as the compound hydrogenation reaction cannot be carried out smoothly, the hydrogen permeability is reduced, the raw material yield is decreased, and the like, To achieve the effect of improving hydrogenation reaction performance, improving reactivity and increasing yield

Active Publication Date: 2016-07-20
HANWHA CHEMICAL CORPORATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] However, among the phthalate compounds used in the catalytic reaction, compounds having a viscosity of 20 cP or higher at room temperature (20° C.) reduce hydrogen permeation when forming a film layer on the catalyst surface in a fixed-bed catalytic reactor. properties, so that the hydrogenation reaction of the compound cannot proceed smoothly
[0007] Furthermore, in the case of increasing the reaction temperature to a predetermined level or higher so as to lower the viscosity of the compound, side reactions in the reactor increase, so that the yield of raw materials decreases

Method used

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  • Hydrogenation method of phthalate compound
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  • Hydrogenation method of phthalate compound

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Embodiment approach

[0079] Meanwhile, according to another exemplary embodiment of the present invention, the hydrogenation method includes: reacting a phthalate compound with hydrogen in the presence of a hydrogenation catalyst and an alcohol having at least two carbon atoms.

[0080] The reaction object of the hydrogenation method according to the present invention is a phthalate compound, and hydrogen is added to the benzene ring of the phthalate compound by a hydrogenation reaction to thus be converted into the corresponding phthalate compound Cyclohexane dicarboxylate compound.

[0081] The phthalate compound mixed with the alcohol may be the same as in the above-mentioned exemplary embodiment.

[0082] The above-mentioned phthalate compound can be obtained by performing an esterification reaction of an acid (such as phthalic acid, terephthalic acid, isophthalic acid or an anhydride thereof) with an alcohol. After the above esterification reaction, in order to neutralize the catalyst used i...

Embodiment 1

[0111] use figure 1 and 2 The reaction equipment for the hydrogenation reaction of phthalate compounds.

[0112] First, based on 100 parts by weight of dioctyl terephthalate (DOTP, purity: 99%), after raising the pressure of DOTP to 150 bar, the viscosity of DOTP added to the reactor was reduced to 4.62cP by a heat exchanger, Then, DOTP was injected together with hydrogen into a reactor filled with a ruthenium (Ru) catalyst.

[0113] The flow rate of injected DOTP was 9.6 kg / hr, and hydrogen was injected so that the molar ratio of hydrogen to DOTP became 5 moles.

[0114] As a reactor, a single tube having the same size as that used in a multi-tubular reactor was used, and the length of the catalyst-filled tube portion was 1.5 m in total. In addition, the hydrogenation reaction was carried out while maintaining the temperature by controlling the heat generated in the reactor using hot oil.

[0115] The catalyst used in the reactor was a ruthenium (Ru) catalyst, and a cylin...

Embodiment 2

[0117] A hydrogenation reaction was performed in the same manner as in Example 1 except that the viscosity of DOTP charged in the reactor in Example 1 was 3.55 cP.

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Abstract

The present invention relates to a hydrogenation method of a phthalate compound. According to the hydrogenation method of the present invention, a hydrogenation addition reaction occurs in a multi-tube type reactor or the like while the viscosity of only a liquid phthalate based raw material is lowered, thereby improving the yield of a hydrogenation reaction process, improving driving stability through hot spot control, and increasing commercial-scaled economic efficiency. In addition, according to another method of the present invention, the stability and economic efficiency of the hydrogenation process can be increased by maintaining the activity of a catalyst for a long time and improving the performance of the catalyst. Therefore, the present invention can reduce the total use amount of the catalyst required in the reaction and extend the replacement period, thereby improving process driving stability and economic efficiency when running a commercial-scaled process.

Description

technical field [0001] The present invention relates to a method for hydrogenating a phthalate compound, and in particular, to a method for hydrogenating a phthalate compound capable of improving the performance and lifetime of a catalyst used in the hydrogenation method. Background technique [0002] Phthalate-based compounds are materials widely used as plasticizers for plastics, especially polyvinyl chloride (PVC). For example, the phthalate-based compounds can be widely used in electrical and electronic products, medicine, paint pigments, lubricants, binders, surfactants, adhesives, ceramic tiles, food containers, packaging materials, and the like. [0003] However, since certain phthalate-based compounds are known to be substances that cause problems of environmental pollution and endocrine disruption in humans, the use of phthalate-based compounds has been strengthened in developed countries such as Europe, the United States, etc. management, in an effort to reduce th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/36C07C67/303C07C67/62B01J23/40
CPCC07C67/303C07C51/36C07C2601/14C07C69/75B01J23/462C07C67/62
Inventor 丁基泽金孝锡尹景俊韩基道郭将荣金泳助成必济李相旭张瑛
Owner HANWHA CHEMICAL CORPORATION
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