Ethylene Glycol → Adipic Acid

HRID 1404281Notes

Reaction equation

HRID 1404281 reaction equation
[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].C(O)C[OH:13]>>[CH2:4]([CH2:3][OH:13])[CH2:5][CH2:6][OH:8].[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 174Ethylene GlycolHCID 196Adipic Acid

Product 2

HCID 196Adipic AcidHCID 80641,4-Butanediol

Procedure

The following were mixed with 1,6-HG (39.3 parts) to prepare homogeneous glycol components: a polyester diol (243.5 parts) having an Mn of 1000 yielded from 1, 4-BD, and adipic acid; a polyester diol (243.5 parts) having an Mn of 2600 yielded from 1,4-BD, ethylene glycol, and adipic acid; and a polyester diol (324.7 parts) having an Mn of 1500 yielded from 1,6-HG and isophthalic acid. The glycol components were mixed with HDI, and the mixture was supplied at a flow rate ratio of 100:17.5 from a hopper of a biaxial extruder, the temperature of which was adjusted to about 190° C. The mixture was kneaded, and simultaneously resinified to yield a polyurethane resin.

Workup

  1. additionThe following were mixed with 1,6-HG (39.3 parts)
  2. customyielded from 1

Sources & evidence

ORD record
ord-fee9698307914028bff47108c2de8c1a
Source dataset
uspto-grants-2014_12
Patent number
US08912281B2

Reaction notes

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