Terephthalic Acid → Terephthalic Acid

HRID 481732Notes

Reaction equation

HRID 481732 reaction equation
[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.C(O)CCCO>O1CCCC1>[CH:6]([OH:8])([OH:7])[CH2:5][CH2:4][CH3:3].[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

Participants

5

Reactant 2

HCID 7489Terephthalic AcidHCID 80641,4-Butanediol

Product 2

HCID 7489Terephthalic AcidHCID 165788Butanediol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

First, terephthalic acid and 1,4-butanediol (the latter in an excess of 150-220 mol %, preferably 70-100 mol %) are reacted with each other in a conventional manner at temperatures within the range from 150° to 220° C. and pressures within the range from 0.7 to 1.5 bar over a period of from 30 to 90, preferably from 40 to 70, minutes. An esterification takes place and resulting THF (tetrahydrofuran) together with excess butanediol (BD) and small amounts of oligomeric and polymeric compounds and also residual terephthalic acid are transferred with the vapors (a1, a2 and a3) into a column A). The point of addition is preferably located in the middle or the lower part of the column.

Workup

  1. waitpressures within the range from 0.7 to 1.5 bar over a period of from 30 to 90

Sources & evidence

ORD record
ord-97cb105e01af405bb68f4c7f7a50dfd0
Source dataset
uspto-grants-1998_08
Patent number
US05789500

Reaction notes

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