WO2002098829A1 - Procede de separation - Google Patents

Procede de separation Download PDF

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Publication number
WO2002098829A1
WO2002098829A1 PCT/EP2002/006315 EP0206315W WO02098829A1 WO 2002098829 A1 WO2002098829 A1 WO 2002098829A1 EP 0206315 W EP0206315 W EP 0206315W WO 02098829 A1 WO02098829 A1 WO 02098829A1
Authority
WO
WIPO (PCT)
Prior art keywords
monopropylene glycol
distillation
propylene carbonate
temperature
mixture
Prior art date
Application number
PCT/EP2002/006315
Other languages
English (en)
Inventor
Cornelis Leonardus Maria Vrouwenvelder
Original Assignee
Shell Internationale Research Maatschappij B.V.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shell Internationale Research Maatschappij B.V. filed Critical Shell Internationale Research Maatschappij B.V.
Publication of WO2002098829A1 publication Critical patent/WO2002098829A1/fr

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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

Definitions

  • the present invention relates to a method for separating monopropylene glycol from a mixture comprising monopropylene glycol and propylene carbonate. More in particular the invention relates to a method for separating monopropylene glycol from such a mixture by distillation. The method relates also to a monopropylene glycol product, which is obtainable by the distillation method according to the invention.
  • Monopropylene glycol finds its major application as a building block in unsaturated polyester resins.
  • Other industrial applications relate to heat transfer fluids, de-icers for aircraft, grinding aids in cement industries and intermediates for chemical products such as glycol based ethers, surfactants and plasticizers .
  • High purity monopropylene glycol e.g. FDA approved MPG-USP is used in pharmaceutical industry, food industry, tobacco industry, cosmetics and in pet food.
  • the purity of monopropylene glycol for industrial use should be at least 99.0 wt%.
  • the monopropylene glycol industrial grade should be
  • Monopropylene glycol may be produced by hydrolysis of propylene carbonate.
  • the hydrolysed product comprises monopropylene glycol, propylene carbonate and further low and high boiling by-products (inclusive the remaining starting materials) .
  • the amount of propylene carbonate in the monopropylene glycol product can be relatively high such that this monopropylene glycol product is not yet suitable for industrial application and requires further purification. Further purification by distillation is considered not feasible for reasons that monopropylene glycol and propylene carbonate (like other analogous alkylene glycols and alkylene carbonates) form an azeotropic mixture which is distilled off from the top of a distillation column.
  • the present invention provides a method for separating monopropylene glycol from a mixture comprising monopropylene glycol and propylene carbonate, wherein the mixture is subjected to distillation at such temperature and pressure that a monopropylene glycol product is distilled off and condensed, which monopropylene glycol product comprises less than 1.0 wt% propylene carbonate.
  • the distillation temperature should be at least 126°C (and preferably a distillation pressure of at least 105 mbar) . If the amount of propylene carbonate in the monopropylene glycol product should be less then 0.1 wt% then the distillation temperature should be at least 127 °C (and preferably a pressure of at least 110 mbar) .
  • the monopropylene glycol product obtained in the distillation process according to the invention has a particular composition for reasons that in the distillation within the distillation conditions set by the method of the invention, particular lower and/or higher boiling byproducts and starting materials are not within the product composition.
  • the chemicals monopropylene glycol (1, 2-propanediol (ex Fluka) ) and propylene carbonate (ex Aldrich) were dried over molecular sieve.
  • the purity and water content of the chemicals has been measured by gas chromatography (GC) and Karl Fischer titration, respectively.
  • the GC purity is 99.9% for both components, the water contents were 40 and 5 mass ppm for 1, 2-propanediol and propylene carbonate, respectively.
  • VLE Vapour Liquid Equilibrium
  • the azeotropic composition (mol% and wt%PC) of the monopropylene glycol/propylene carbonate mixture is given in the following table:
  • the annexed figure 3 shows that as from a pressure of 100 mbar the amount of propylene carbonate (PC) in the monopropylene glycol product (MPG) is within the technical purity requirement for monopropylene glycol.
  • the annexed figure 4 shows that as from a distillation top temperature of 125 °C the same technical purity is obtained. Both figures show that as from 110 mbar and 127 °C, respectively, the azeotropic character of the monopropylene glycol product disappears.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention se rapporte à un procédé de séparation de monopropylène glycol à partir d'un mélange comportant du monopropylène glycol et du carbonate de propylène, selon lequel ledit mélange est soumis à une distillation à une température et à une pression telles, qu'un produit de monopropylène glycol est extrait et condensé, ledit produit de monopropylène glycol comportant moins de 1,0 % en poids de carbonate de propylène.
PCT/EP2002/006315 2001-06-07 2002-06-06 Procede de separation WO2002098829A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP01304967.1 2001-06-07
EP01304967 2001-06-07

Publications (1)

Publication Number Publication Date
WO2002098829A1 true WO2002098829A1 (fr) 2002-12-12

Family

ID=8182012

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/006315 WO2002098829A1 (fr) 2001-06-07 2002-06-06 Procede de separation

Country Status (1)

Country Link
WO (1) WO2002098829A1 (fr)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3809724A (en) * 1971-09-08 1974-05-07 Halcon International Inc Preparation and recovery of alkylene glycols

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3809724A (en) * 1971-09-08 1974-05-07 Halcon International Inc Preparation and recovery of alkylene glycols

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