Method for preparing 1,3-cyclohexanedimethanol

Patent metadata

Field	Value
Publication number	US-10597344-B2
Application number	US-201716331506-A
Country	US
Kind code	B2
Filing date	Sep 5, 2017
Priority date	Sep 8, 2016
Publication date	Mar 24, 2020
Grant date	Mar 24, 2020

Abstract

Specifically, the method for preparing 1,3-cyclohexanedimethanol includes reducing 1,3-cyclohexanedicarboxylic acid in the presence of a metal catalyst, which is fixed to a silica support and includes a ruthenium (Ru) compound, a tin (Sn) compound and a platinum (Pt) compound in a weight ratio of 1:0.8 to 1.2:1.2 to 2.4.

First claim

The invention claimed is:

1. A method for preparing 1,3-cyclohexanedimethanol, the method comprising:
reducing 1,3-cyclohexanedicarboxylic acid in the presence of a metal catalyst, which is fixed to a silica support and includes a ruthenium (Ru) compound, a tin (Sn) compound and a platinum (Pt) compound in a weight ratio of 1:0.8 to 1.2:1.6 to 2.4.

2. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the silica support included in the metal catalyst has a specific surface area of 100 to 500 m 2 /g.

3. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein a total pore volume of the silica support included in the metal catalyst is 2 cm 3 /g or less.

4. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein an average pore diameter of the silica support contained in the metal catalyst is 80 to 200 Å.

5. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein a water content of the silica support contained in the metal catalyst is 0.1 to 10% by weight.

6. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the metal catalyst includes 0.5 to 10% by weight of the ruthenium (Ru) compound.

7. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the metal catalyst includes 30 to 80 parts by weight of the tin (Sn) compound relative to 100 parts by weight of the platinum (Pt) compound.

8. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the step of reducing 1,3-cyclohexanedicarboxylic acid includes contacting the 1,3-cyclohexanedicarboxylic acid with hydrogen gas.

9. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the step of reducing 1,3-cyclohexanedicarboxylic acid is carried out at 50 to 350° C.

10. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the step of reducing 1,3-cyclohexanedicarboxylic acid is carried out under a pressure of 30 to 150 bar.

11. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the metal catalyst is 10 to 300 parts by weight in amount relative to 100 parts by weight of the 1,3-cyclohexanedicarboxylic acid.

12. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein the metal catalyst includes the ruthenium (Ru) compound, the tin (Sn) compound and the platinum (Pt) compound in a weight ratio of 1:0.9 to 1.1:1.6 to 2.0.

13. The method for preparing 1,3-cyclohexanedimethanol of claim 1 , wherein a conversion rate defined by the following Equation is 90% or more:
conversion rate (%)=[(amount of 1,3-cyclohexanedicarboxylic acid added (mol %))−(amount of 1,3-cyclohexanedicarboxylic acid remaining after reaction (mol %))]/[amount of 1,3-cyclohexanedicarboxylic acid added (mol %)]*100.  [Equation]

Assignees

• Lotte Chemical Corp

Inventors

• Cha Mi Sun
• Choi Seong Hwan
• Kim Sung Min
• Park Sung Joon
• Yun Chan Yeong
• Choi Young Heon

Classifications

• B01J2523/828

  Platinum · CPC title

• B01J23/002 Primary

  Mixed oxides other than spinels, e.g. perovskite · CPC title

• C07C33/26

  Polyhydroxylic alcohols containing only six-membered aromatic rings as cyclic part · CPC title

• B01J2523/41

  Silicon · CPC title

• B01J29/126

  Y-type faujasite · CPC title