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NZ774636B2 - Method for refining non-petroleum-based ethylene glycol - Google Patents
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NZ774636B2 - Method for refining non-petroleum-based ethylene glycol - Google Patents

Method for refining non-petroleum-based ethylene glycol

Info

Publication number
NZ774636B2
NZ774636B2 NZ774636A NZ77463619A NZ774636B2 NZ 774636 B2 NZ774636 B2 NZ 774636B2 NZ 774636 A NZ774636 A NZ 774636A NZ 77463619 A NZ77463619 A NZ 77463619A NZ 774636 B2 NZ774636 B2 NZ 774636B2
Authority
NZ
New Zealand
Prior art keywords
ethylene glycol
process according
petroleum based
excluding
end point
Prior art date
Application number
NZ774636A
Other versions
NZ774636A (en
Inventor
Yi Yuan
Original Assignee
Changchun Meihe Science And Technology Development Co Ltd
Filing date
Publication date
Priority claimed from CN201811032489.5A external-priority patent/CN110878007B/en
Application filed by Changchun Meihe Science And Technology Development Co Ltd filed Critical Changchun Meihe Science And Technology Development Co Ltd
Publication of NZ774636A publication Critical patent/NZ774636A/en
Publication of NZ774636B2 publication Critical patent/NZ774636B2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • C07C29/82—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation by azeotropic distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/86—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/94—Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C07C31/202—Ethylene glycol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C07C31/207—1,4-Butanediol; 1,3-Butanediol; 1,2-Butanediol; 2,3-Butanediol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/12—Radicals substituted by oxygen atoms

Abstract

Provided in the present invention is a method for refining non-petroleum-based ethylene glycol, wherein impurities having a boiling point close to that of ethylene glycol are separated. In the described method, C5-C20lipophilic alcohol compounds, C5-C20alkanes and/or C4-C20lipophilic ketone compounds are used as entrainers to perform azeotropy with non-petroleum-based ethylene glycol to obtain an azeotrope containing ethylene glycol; then, the entrainers in the azeotrope are separated and removed to obtain a crude product of ethylene glycol, and the crude product of ethylene glycol is further purified to obtain ethylene glycol.

Claims (13)

Claims
1. A process for refining a non-petroleum based ethylene glycol, comprising: (i) mixing one or more azeotropic agents with non-petroleum based ethylene glycol to obtain an azeotrope-containing ethylene glycol feed; (ii) subjecting the azeotrope-containing ethylene glycol feed to reflux in an azeotropic or rectification tower at a pressure of 1 to 101 kPa (absolute); (iii) obtaining extracted material from the top of the azeotropic or rectification tower; (iv) adding water to the extracted material to dissolve the ethylene glycol in the azeotrope; (v) separating the water-insoluble azeotropic agent from the ethylene glycol aqueous solution; and (vi) obtaining ethylene glycol from dehydration and refining of the resulting ethylene glycol aqueous solution; wherein the one or more azeotropic agents are selected from C -C oleophilic alcohol compounds, octane, and 2-nonanone; and wherein the mixture comprises ethylene glycol and one or more of butanediol, pentanediol, and hexanediol.
2. The process according to claim 1, wherein the one or more azeotropic agents are selected from octanol, isooctanol, decanol and isodecanol.
3. The process according to claim 1, wherein the one or more azeotropic agents are selected from octane and its isomers.
4. The process according to claim 1, wherein the one or more azeotropic agents are selected from 2- nonanone and its isomers.
5. The process according to any one of claims 1 to 4, wherein the non-petroleum based ethylene glycol is ethylene glycol produced from coal or ethylene glycol produced from biomass.
6. The process according to any one of claims 1 to 5, wherein the non-petroleum based ethylene glycol comprises ethylene glycol, butanediol, pentanediol, hexanediol, and . 17 / 20
7. The process according to any one of claims 1 to 6, wherein the non-petroleum based ethylene glycol comprises propylene glycol, glycerol and/or sorbitol.
8. The process according to any one of claims 1 to 7, wherein the non-petroleum based ethylene glycol comprises: 1-100 wt.% of ethylene glycol excluding the end point of 100 wt.%;; 0-95 wt.%of butanediol, excluding the end point of 0; 0-95 wt.% of pentanediol, excluding the end point of 0; 0-95 wt.% of hexanediol, excluding the end point of 0; and 0-95 wt.% of .
9. The process according to any one of claims 1 to 8, wherein said non-petroleum based ethylene glycol comprises, 0-95 wt.% of 1,2-propanediol; 0-50 wt.% of 2,3-butanediol; 0-20 wt.% of glycerol; and/or 0-20 wt.% of sorbitol.
10. The process according to any one of claims 1 to 9, wherein said non-petroleum based ethylene glycol comprises impurities which affect the ultraviolet transmittance of ethylene glycol.
11. The process according to claim 1, wherein the one or more azeotropic agents are selected from isooctanol, n-decanol, 2-heptanol, n-octane, and 2-nonanone. 18 / 20
12. The process according to claim 5, wherein the ethylene glycol is produced from biomass and wherein the biomass is edible first generation biomass or non-food second generation biomass of agricultural and forestry wastes.
13. The process according to claim 8, wherein the said non-petroleum based ethylene glycol comprises: 10-95 wt.% of ethylene glycol; 0-10 wt.% of butanediol excluding the end point of 0; 0-10 wt.% of pentanediol excluding the end point of 0; 0-1 wt.% of hexanediol excluding the end point of 0; and 0-1 wt.% of . 19 / 20 20 / 20
NZ774636A 2019-09-03 Method for refining non-petroleum-based ethylene glycol NZ774636B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201811032489.5A CN110878007B (en) 2018-09-05 2018-09-05 Refining method of non-petroleum ethylene glycol
PCT/CN2019/104167 WO2020048444A1 (en) 2018-09-05 2019-09-03 Method for refining non-petroleum-based ethylene glycol

Publications (2)

Publication Number Publication Date
NZ774636A NZ774636A (en) 2025-03-28
NZ774636B2 true NZ774636B2 (en) 2025-07-01

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