Adipate-type compounds and a process of preparing it

Patent metadata

Field	Value
Publication number	US-10745375-B2
Application number	US-201916706036-A
Country	US
Kind code	B2
Filing date	Dec 6, 2019
Priority date	May 4, 2016
Publication date	Aug 18, 2020
Grant date	Aug 18, 2020

Abstract

New adipate-type compounds suitable as an intermediate in organic chemistry, a platform chemical for the production of other chemicals, and as a monomer and a co-monomer useful for the preparation of polymers and co-polymers. Also, a process of preparing the new adipate-type compounds from bio-based raw materials such as sugars.

First claim

The invention claimed is:

1. A compound of the formula V:

wherein
X═(CH 2 ) n [ n= 2-6],

or
X═CH 2 CH(CH 3 )CH 2 ,

or
X═CH 2 C(CH 3 ) 2 CH 2 .

2. The compound according to claim 1 , wherein n is 2.

3. The compound according to claim 1 , wherein n is 3.

4. A process for preparing the compound according to claim 1 , the process comprising the steps of:
i) providing a compound of the formula (VI):

wherein
X═(CH 2 ) n [ n= 2-6]

or
X═CH 2 CH(CH 3 )CH 2

or
X═CH 2 C(CH 3 ) 2 CH 2

ii) providing a catalyst material catalyzing a metathesis reaction;
iii) converting the compound of i) in the presence of the catalyst material of ii); and
iv) recovering the reaction product comprising a compound of the formula (V).

5. The process according to claim 4 , wherein n is 2.

6. The process according to claim 4 , wherein n is 3.

7. The process according to claim 4 , wherein the conversion temperature of iii) is in the range of from 20 to 120° C.

8. The process according to claim 4 , wherein step iii) is continued for a period of time in the range of from 5 minutes to 24 hours.

9. The process according to claim 4 , wherein the conversion step of iii) is conducted at a pressure in the range of from 1 to 1000 kPa, such as from 10 to 125 kPa.

10. The process according to claim 4 , wherein the conversion step of iii) is conducted in the presence of a solvent selected from methyl lactate, ethyl lactate, toluene, dichlormethane, or mixtures thereof.

Assignees

• Haldor Topsoe As

Inventors

• Taarning Esben
• Sølvhøj Amanda Birgitte

Classifications

• C07C67/475

  by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of [IMAGE cpc-sch-C07C-0963.gif] groups between different molecules · CPC title

• C07C69/732

  of unsaturated hydroxy carboxylic acids · CPC title

• C07D321/00 Primary

  Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00 · CPC title

• C07B2200/09

  Geometrical isomers · CPC title