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Composite metal catalyst composition, and method and apparatus for preparing 1,4-cyclohexanedimethanol using same

一种环己烷二甲醇、金属催化剂的技术,应用在羟基化合物制备、有机化合物的制备、金属/金属氧化物/金属氢氧化物催化剂等方向,能够解决环己烷二甲醇产率下降、实际应用困难、商业化困难等问题,达到简化反应过程、改善效率和经济效率、增加效率和经济效率的效果

Active Publication Date: 2016-11-23
LOTTE CHEM CORP
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0012] Non-Patent Document 1 (Journal of Organic Chemistry, 31(10), 3438-9, 1996) discloses a method in which the 2 or lower hydrogen pressure conditions, in the presence of rhodium and alumina catalysts, hydrogenation of terephthalic acid in aqueous solution, after removing the catalyst from the reactants by high-temperature filtration, extracting the obtained reactants with chloroform, And 1,4-cyclohexanedimethanol is obtained with a yield of 90%, however, since chloroform is used as an extraction solution after the reaction, environmental problems are generated, and additional recovery equipment is required, therefore, in the use of this method There are restrictions in
[0013] Non-Patent Document 2 (Applied Catalysis A: General 154(1997) 75-86) discloses that at 230°C and 100kg / cm 2 The method of using Ru-Sn metal to obtain 90% or more of 1,4-cyclohexanedimethanol, but because there is a rapid decline in the yield of cyclohexanedimethanol when the catalyst is reused more than 5 times disadvantages, so its practical application may be difficult
[0014] Non-Patent Document 3 (Chem.Eur J.2009,15,6953-6963) discloses that by heating at 60°C and 100kg / cm 2 Under the use of ruthenium catalyst, the method of making terephthalic acid react for 24 hours to obtain 1,4-cyclohexanedicarboxylic acid, but because the reaction time is too long and lithium aluminum hydride (LiAlH 4 ) as an alkali metal (where commercialization of the process is difficult), so its application may be difficult

Method used

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  • Composite metal catalyst composition, and method and apparatus for preparing 1,4-cyclohexanedimethanol using same
  • Composite metal catalyst composition, and method and apparatus for preparing 1,4-cyclohexanedimethanol using same
  • Composite metal catalyst composition, and method and apparatus for preparing 1,4-cyclohexanedimethanol using same

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preparation example Construction

[0061] The method for preparing 1,4-cyclohexanedimethanol according to the present invention may include the step of reducing the reduction product of terephthalic acid in the ratio of 1:0.8 to 1.2:0.2 to 0.6, For example, obtained by the step of reducing terephthalic acid in the presence of a second metal catalyst comprising a ruthenium (Ru) compound, a tin (Sn) compound, and a platinum (Pt) compound in a weight ratio of 1:0.9 to 1.1:0.3 to 0.55 .

[0062] Ruthenium contained in the second metal catalyst appears to convert dicarboxylic acids into primary alcohols, tin appears to increase the selectivity of alcohols as synthesis products, and platinum appears to suppress side reactions by increasing the catalyst's activity.

[0063]When the reduction product of terephthalic acid comprising 1,4-cyclohexanedicarboxylic acid is reduced in the presence of the second metal catalyst, a reaction product comprising 1,4-cyclohexanedimethanol may be formed.

[0064] As demonstrated in ...

Embodiment 1

[0098] Example 1: Direct conversion of terephthalic acid to 1,4-cyclohexanedimethanol using an activated carbon supported catalyst reaction

preparation Embodiment 1-1

[0099] Preparation Example 1-1: Preparation of the first metal catalyst

[0100] 10 g of activated carbon (Aldrich) and 60% nitric acid aqueous solution were charged into a 500 ml beaker, and the mixture was stirred after the temperature was increased to 80°C. After the stirring was completed, the activated carbon was washed with ion-exchanged water, and then dried under reduced pressure. Activated carbon and palladium chloride were dissolved in aqueous hydrochloric acid in a 500 ml beaker, and then the water was removed by evaporation to obtain a residue. The obtained residue was dried under reduced pressure, and then sintered at a temperature of 300° C. for 3 hours under atmospheric pressure to prepare a first metal catalyst containing activated carbon impregnated with 0.5 wt % of palladium.

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Abstract

Disclosed are a composite metal catalyst composition capable of increasing efficiency and economic feasibility of a reaction through simplification of a reaction process, and providing 1,4-cyclohexanedimethanol with high purity for a shorter time while minimizing byproducts; and a method and apparatus for preparing 1,4-cyclohexanedimethanol with high purity using the same. The present invention provides a composite metal catalyst composition for converting an aromatic dicarboxylic acid into an alicyclic diol compound, the composition containing: a first metal catalyst including a palladium (Pd) compound; and a second metal catalyst including a ruthenium (Ru) compound, a tin (Sn) compound, and a platinum (Pt) compound, and a method and apparatus for preparing 1,4-cyclohexanedimethanol using the same.

Description

technical field [0001] The present invention relates to a composite metal catalyst composition and its use for the preparation of 1,4-cyclohexanedimethanol method and device, and more particularly, to a composite metal catalyst composition, which can increase the reaction rate by further simplifying the reaction process efficiency and economic efficiency, and can provide high-purity 1,4-cyclohexanedimethanol in a short period of time while minimizing by-products, and can use this composite metal catalyst composition to provide high-purity 1,4-cyclohexanedimethanol Preparation method and device of hexanedimethanol. Background technique [0002] Conventional methods for producing 1,4-cyclohexanedimethanol can be classified into two methods. One method is a method of synthesizing 1,4-cyclohexanedimethanol through 1,4-dimethylcyclohexanedicarboxylate using dimethyl terephthalate under high temperature and pressure conditions, and another One method is a method of synthesizing ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/153C07C35/08C07C31/27C07C63/26C07C29/156C07C29/147
CPCB01J21/18B01J23/44B01J23/462C07C2601/14B01J23/42B01J23/626B01J29/126C07C29/149Y02P20/50C07C31/276B01J8/0492B01J8/0496B01J2208/00017
Inventor 崔永宪朴贤宇朴省俊崔诚桓车美璇金圣旻徐荣钟
Owner LOTTE CHEM CORP
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