NZ775473B2 - Process for refining bio-based propylene glycol - Google Patents
Process for refining bio-based propylene glycolInfo
- Publication number
- NZ775473B2 NZ775473B2 NZ775473A NZ77547319A NZ775473B2 NZ 775473 B2 NZ775473 B2 NZ 775473B2 NZ 775473 A NZ775473 A NZ 775473A NZ 77547319 A NZ77547319 A NZ 77547319A NZ 775473 B2 NZ775473 B2 NZ 775473B2
- Authority
- NZ
- New Zealand
- Prior art keywords
- propylene glycol
- process according
- bio
- oleophilic
- azeotropic
- Prior art date
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/36—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
- C07C29/80—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
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/20—Dihydroxylic alcohols
- C07C31/205—1,3-Propanediol; 1,2-Propanediol
Abstract
method for refining bio-based propylene glycol, wherein impurities having a boiling point close to that of propylene glycol are separated. In the present method, C5-C20lipophilic alcohol compounds, C5-C20alkanes and/or C4-C20lipophilic ketone compounds are used as azeotropic agents to implement azeotropy with bio-based propylene glycol to obtain an azeotrope containing propylene glycol; the azeotropic agents in the azeotrope are then separated and removed to obtain crude propylene glycol; and the crude propylene glycol is further purified to obtain propylene glycol.
Claims (17)
1. A process for refining bio-based propylene glycol, comprising: (i) mixing one or more azeotropic solvents with bio-based propylene glycol to obtain an azeotrope-containing propylene glycol feed; (ii) subjecting the azeotrope-containing propylene 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 propylene glycol in the azeotrope; (v) separating the water-insoluble azeotropic solvent from the propylene glycol aqueous solution; (vi) obtaining propylene glycol from dehydration and refining of the resulting propylene glycol aqueous solution; wherein the one or more azeotropic solvents are selected from C -C oleophilic alcohol compounds and C -C oleophilic ketone compounds.
2. The process according to claim 1, wherein the C -C oleophilic alcohol compounds are C -C 5 20 6 15 oleophilic alcohol compounds.
3. The process according to claim 2, wherein the C -C oleophilic alcohol compounds are heptanol, n-heptanol, 2-heptanol, octanol, n-octanol, isooctanol, sec-octanol, nonanol, n-nonanol, isononanol, decanol, n-decanol and isodecanol.
4. The process according to claim 1, wherein the C -C oleophilic ketone compounds are C -C 4 20 5 15 oleophilic ketone compounds.
5. The process according to claim 1, wherein the bio-based propylene glycol refers to propylene glycol produced from biomass.
6. The process according to claim 1, wherein the bio-based propylene glycol comprises propylene glycol, butanediol, pentanediol, and hexanediol.
7. The process according to claim 1, wherein the bio-based propylene glycol comprises: 0-95 wt. % of ethylene glycol, and/or; 0-50 wt. % of 2,3-butanediol.
8. The process according to claim 4, wherein the C -C oleophilic ketone compounds are selected from: cyclohexanone, heptanone, 4-heptanone, diisobutyl ketone, isophorone, nonanone, 2- nonanone.
9. The process according to claim 5, wherein the biomass comprises edible first generation biomass.
10. The process according to claim 9, wherein the edible first generation biomass comprises corn.
11. The process according to claim 9, wherein the edible first generation biomass comprises sugarcane.
12. The process according to claim 9, wherein the edible first generation biomass comprises non- food second generation biomass of agricultural and/or forestry wastes.
13. The process according to claim 12, wherein the edible non-food second generation biomass of agricultural and/or forestry wastes comprises straw.
14. The process according to claim 12, wherein the edible non-food second generation biomass of agricultural and/or forestry wastes comprises timber.
15. The process according to claim 12, wherein the edible non-food second generation biomass of agricultural and/or forestry wastes comprises bagasse.
16. The process according to claim 6, wherein the bio-based propylene glycol comprises: about 5 to about 99 wt.% of propylene glycol; about 0 to about 50 wt.% butanediol, excluding the end point of 0 wt.%; about 0 to about 10 wt.% pentanediol, excluding the end point of 0 wt.%; about 0 to about 10 wt.% hexanediol, excluding end point of 0 wt.%; and about 0 to about 10 wt.%, propylene carbonate.
17. The process according to claim 6, wherein the bio-based propylene glycol comprises: about 10 to about 95 wt.% of propylene glycol; about 0 to about 30 wt.% butanediol, excluding the end point of 0 wt.%; about 0 to about 1 wt.% pentanediol, excluding the end point of 0 wt.%; about 0 to about 1 wt.% hexanediol, excluding end point of 0 wt.%; and about 0 to about 1 wt.%, propylene carbonate. light component light component impurities impurities propylene glycol phase separator for products from -----t- ? 9 §- mixed alcoho azeotropic tower to fresh azeotropic agent ? fresh water phase separator for products from izeotropic tower bottom evaporator ?• hme co"°'""" heavy component impurities ------------? impurities
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811151458.1A CN110963891B (en) | 2018-09-29 | 2018-09-29 | Refining method of bio-based propylene glycol |
| PCT/CN2019/106551 WO2020063425A1 (en) | 2018-09-29 | 2019-09-19 | Method for refining bio-based propylene glycol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NZ775473A NZ775473A (en) | 2025-05-30 |
| NZ775473B2 true NZ775473B2 (en) | 2025-09-02 |
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