Method of manufacturing bhcd and derivatives thereof

Patent metadata

Field	Value
Publication number	US-2017342016-A1
Application number	US-201615282507-A
Country	US
Kind code	A1
Filing date	Sep 30, 2016
Priority date	May 24, 2016
Publication date	Nov 30, 2017
Grant date	—

Abstract

The present disclosure provides a method of manufacturing bis(2-hydroxyethyl) cyclohexane-1,4-dicarboxylate (BHCD) and derivatives thereof. The method includes the following steps. A first reactant including bis-hydroxyethyl terephthalate (BHET) is provided. 2-(2-hydroxyethoxy)ethyl 2-hydroxyethyl terephthalate (BHEET) is added to the first reactant including BHET to form a second reactant. The second reactant is hydrogenated.

First claim

What is claimed is:

1 . A method of manufacturing bis(2-hydroxyethyl) cyclohexane-1,4-dicarboxylate (BHCD) and derivatives thereof, the method comprising:
providing a first reactant comprising bis-hydroxyethyl terephthalate (BHET); adding 2-(2-hydroxyethoxy)ethyl 2-hydroxyethyl terephthalate (BHEET) to the first reactant comprising BHET to form a second reactant; and hydrogenating the second reactant.

2 . The method of claim 1 , wherein the BHET in the first reactant is existed as monomer, dimer, oligomer or a combination thereof.

3 . The method of claim 2 , wherein the BHET dimer is 0-100 parts by weight based on 100 parts by weight of the BHET monomer in the first reactant.

4 . The method of claim 2 , wherein the BHET dimer is 0-80 parts by weight based on 100 parts by weight of the BHET monomer in the first reactant.

5 . The method of claim 2 , wherein the BHET dimer is 0-60 parts by weight based on 100 parts by weight of the BHET monomer in the first reactant.

6 . The method of claim 2 , wherein the BHET oligomer has a structure represented by formula (1):

wherein n is an integer of 3 to 10.

7 . The method of claim 1 , wherein hydrogenating the second reactant is under a solvent-free condition.

8 . The method of claim 1 , wherein hydrogenating the second reactant is at a temperature in a range of 80° C.−115° C.

9 . The method of claim 1 , wherein hydrogenating the second reactant is at a temperature in a range of 85° C.−110° C.

10 . The method of claim 1 , wherein the BHEET is 0.5-100 parts by weight based on 100 parts by weight of the BHET monomer in the second reactant.

11 . The method of claim 1 , wherein the BHEET is 7-60 parts by weight based on 100 parts by weight of the BHET monomer in the second reactant.

12 . The method of claim 1 , wherein the BHEET is 25-50 parts by weight based on 100 parts by weight of the BHET monomer in the second reactant.

13 . The method of claim 1 , further comprising:
adding a catalyst to the second reactant before hydrogenating the second reactant.

14 . The method of claim 13 , wherein the catalyst comprises Ru, Rh, Pt, Pd or a combination thereof.

15 . The method of claim 13 , wherein the catalyst is 0.1-1.0 part by weight based on 100 parts by weight of the second reactant.

16 . The method of claim 1 , wherein hydrogenating the second reactant is under a pressure in a range of 500-1500 psi.

17 . The method of claim 1 , wherein a reaction time of hydrogenating the second reactant is 0.5-6 hours.

Assignees

• Far Eastern New Century Corp

Inventors

• Hwang Der-Ren
• Wang Cheng-Ting
• Wang Hsiao-Chan
• Chien Chun-Chieh
• Liu Kang-Rui

Classifications

• C07C67/303 Primary

  by hydrogenation of unsaturated carbon-to-carbon bonds · CPC title

• C07C2601/14

  The ring being saturated · CPC title