Ethylene Oxide → Bis(2-hydroxyethyl) terephthalate

HRID 437325Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 437325
[C:1]([OH:12])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH2:13]([CH:16]1OCC[O:17]1)CC.[CH2:21]1[O:23][CH2:22]1>C([O-])(=O)C1C=CC(C([O-])=O)=CC=1.C([N+](CC)(CC)CC)C.C([N+](CC)(CC)CC)C>[C:1]([O:12][CH2:21][CH2:22][OH:23])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:13][CH2:16][OH:17])=[O:7])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 6354Ethylene OxideHCID 7489Terephthalic AcidHCID 1798322-Propyl-1,3-dioxolane

Produkt 1

HCID 13739Bis(2-hydroxyethyl) terephthalate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19591307Tetraethyl ammonium terephthalateKatalysator

Reaktionsbedingungen

Temperatur
155 °C

Versuchsvorschrift

A 3-liter stirred autoclave is charged with 600 grams of crude terephthalic acid (3.61 moles), 1600 ml. of 2-propyldioxolane reaction medium, 0.11 mole of tetraethyl ammonium terephthalate catalyst and then purged with nitrogen. Liquid ethylene oxide (473 grams, 10.75 mole) is then pumped in and the reactor heated quickly to 155° C. by passing steam through internal coils. After about 31/2 minutes the reaction is terminated by pressuring the contents of the autoclave into a vessel where the ethylene oxide is flashed and then the unreacted terephthalic acid removed by filtration. Cooling of the filtrate to about 18° C. yields about 742 grams of crude bis(2-hydroxyethyl) terephthalate.

Aufarbeitung

  1. custompurged with nitrogen
  2. customAfter about 31/2 minutes the reaction is terminated
  3. customthe unreacted terephthalic acid removed by filtration
  4. temperatureCooling of the filtrate to about 18° C.

Quellen und Nachweise

ORD-Eintrag
ord-c067fc6e57c74d5dab0ce9601fda0363
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04031035

Notizen zur Reaktion

Wird geladen…