Adipic Acid → Hexanedioic acid--2-ethyl-2-(hydroxymethyl)propane-1,3-diol (1/1)

HRID 858329Notes

Reaction equation

HRID 858329 reaction equation
[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].[CH2:11]([C:13]([CH2:18][OH:19])([CH2:16][OH:17])[CH2:14][CH3:15])[OH:12].C1(C)C=CC=CC=1>O>[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].[CH2:11]([C:13]([CH2:18][OH:19])([CH2:16][OH:17])[CH2:14][CH3:15])[OH:12]

Participants

5

Reactant 3

HCID 196Adipic AcidHCID 1140TolueneHCID 6510Trimethylolpropane

Product 1

HCID 168784Hexanedioic acid--2-ethyl-2-(hydroxymethyl)propane-1,3-diol (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Adipic acid (702 g, 4.8 mol), trimethylolpropane (537 g, 4 mol), 2.4 g of Fascat® and 200 g of toluene were heated to 125–130° C. under nitrogen and water formed was separated off using a water separator. After a reaction time of 11 hours, the toluene was distilled off under reduced pressure. The viscous, hyperbranched polyester was soluble in butyl acetate or THF but insoluble in water.

Workup

  1. customwas separated off
  2. distillationAfter a reaction time of 11 hours, the toluene was distilled off under reduced pressure

Sources & evidence

ORD record
ord-68333d7460274c55a13dc3f5bd9ec0ce
Source dataset
uspto-grants-2006_12
Patent number
US07148293B2

Reaction notes

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