IP Library Granted Patent US 12,234,204
Granted Patent B2
US 12,234,204 · App. 17/776,268 · Granted Feb 25, 2025

Process for the separation of glycols

Inventors: Evert Van Der Heide (Amsterdam, NL); Pieter Huizenga (Amsterdam, NL); Kai Jürgen Fischer (Amsterdam, NL); Carmelo Perez Golf (Amsterdam, NL); David Pinilla Garcia (Amsterdam, NL)
Assignee: TECHNIP ENERGIES FRANCE SAS.
C07C29/84
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Quick Facts
Patent No.
US 12,234,204
App. No.
17/776,268
Granted
Feb 25, 2025
Kind
B2
Abstract

A process for the production of a high purity first diol from a product stream comprising two or more C2 to C7 diols, said process comprising the steps of: (i) providing the product stream to a first distillation column; (ii) providing an extractant selected from the group of C3 to C6 sugar alcohols and mixtures thereof to the first distillation column; (iii) operating the first distillation column to obtain a first bottoms stream comprising at least a first diol and the extractant; (iv) providing the first bottoms stream to a second distillation column operating to obtain a second top stream comprising the first diol and diols with atmospheric boiling points at least 10° C. higher than the first diol, and (v) providing the second top stream to a third distillation column to obtain a third top stream comprising the first diol; wherein the product stream comprises 0.1 to 10 wt % of diols with atmospheric boiling points at least 10° C. higher than the first diol, calculated upon the total weight of C2 to C7 diols in the product stream.

Claims (16)

1. A process for the production of a high purity first diol, selected from the group consisting of C2 to C7 diols from a product stream comprising two or more C2 to C7 diols, said process comprising the steps of:

(i) providing the product stream to a first distillation column;

(ii) providing an extractant selected from the group of C3 to C6 sugar alcohols and mixtures thereof to the first distillation column;

(iii) operating the first distillation column at a temperature in the range of from 50 to 250° C. and a pressure in the range of from 0.1 to 400 kPa to obtain a first bottoms stream comprising at least a first diol and the extractant and a first top stream comprising a mixture comprising one or more C2 to C7 diols;

(iv) providing the first bottoms stream to a second distillation column operating at a temperature in the range of from 50 to 250° C. and a pressure in the range of from 0.1 to 400 kPa to obtain a second top stream comprising the first diol and diols with atmospheric boiling points at least 10° C. higher than the first diol, and

(v) providing the second top stream to a third distillation column to obtain a third top stream comprising the first diol in a purity higher than 99.5% by weight, wherein the product stream comprises 0.1 to 10 wt % of diols with atmospheric boiling points at least 10° C. higher than the first diol, calculated upon the total weight of C2 to C7 diols in the product stream.

2. The process according to claim 1 , wherein prior to step (i) the product stream is subjected to rotary evaporation, flashing, and/or by separation using 1 to 10 trays, or 2 to 9 trays, or 3 to 5 trays, to remove high boiling components.

3. The process according to claim 1 , wherein the first diol is MEG and the product stream comprises at least MEG and 1,2-BDO, wherein the product stream provided to step (i) has a weight ratio of MEG: 1,2-BDO of at least 5:1.

4. The process according to claim 1 , wherein the first diol is MPG and the product stream comprises at least MPG and 2,3-pentanediol.

5. The process according to claim 1 , wherein the product stream is, or is derived from, a product stream of a saccharide hydrogenolysis process, and wherein one or more sugar alcohols, or glycerol, is present in the product stream used in step (i).

6. The process according to claim 1 , wherein the product stream comprises a solvent and prior to step (i) the solvent is removed from the product stream to provide a solvent-lean product stream, wherein the solvent may be water or a C1 to C6 alcohol or polyalcohol or mixtures thereof.

7. The process according to claim 6 , wherein the product stream comprises at least MEG and 1,2-BDO and a solvent and prior to step (i) the solvent is removed from the product stream to provide a solvent-lean product stream.

8. The process according to claim 1 , wherein a second bottoms stream comprising a used extractant stream is also obtained in step (iv), and wherein at least a first portion of the second bottoms stream comprising the used extractant is recycled to the first distillation column as at least a portion of the extractant.

9. The process according claim 1 , wherein the extractant is added in an amount such that the weight ratio of the extractant to the product is at least 0.25:1 and at most 10:1 based on the overall weight of the feed/mixture.

10. The process according claim 1 , wherein at least a second portion of the second bottoms stream comprising the used extractant and the at least first diol is provided to a fourth distillation column to obtain a fourth top stream comprising the first diol and a fourth bottoms stream comprising the used extractant, both of which are recycled to the first distillation column.

11. The process according to claim 1 , wherein a finishing section is added to the top of the third distillation column above the point at which the high purity first diol stream is obtained, in order to remove any type of light impurities/light degradation products formed in the separation process, including by hydrogenation.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 15, 2024
From: SHELL USA, INC.
To: TECHNIP ENERGIES FRANCE SAS
Reel/Frame 068302/0798 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2022
From: VAN DER HEIDE, EVERT; HUIZENGA, PIETER; FISCHER, KAI JURGEN; GOLF, CARMELO PEREZ; GARCIA, DAVID PINILLA
To: SHELL USA, INC.
Reel/Frame 060691/0732 →
Priority Claims (1)
EP 19216694 · Dec 16, 2019 · regional
Continuity (1)
Related Publication 20220388933A1 · Dec 8, 2022
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