Adipic Acid → HCID 21983456, compound

HRID 1892029Notes

Reaction equation

HRID 1892029 reaction equation
[OH-].[K+].COC.[NH2:6][CH2:7][CH2:8][NH:9][CH2:10][CH2:11][NH2:12].[C:13]([OH:22])(=[O:21])[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19].C1OC1>>[NH2:6][CH2:7][CH2:8][NH:9][CH2:10][CH2:11][NH2:12].[C:13]([OH:22])(=[O:21])[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19]

Participants

6

Reactant 5

HCID 196Adipic AcidHCID 6354Ethylene OxideHCID 8111DiethylenetriamineHCID 8254Dimethyl EtherHCID 14797Potassium Hydroxide

Product 1

HCID 21983456HCID 21983456, compound

Conditions

Temperature
90 °C

Procedure

The obtained polymer (179.2 g) is introduced into an autoclave and 9.29 g potassium hydroxide (50% solution in water) and 27.5 g Pluriol A 1000 E of BASF AG, Ludwigshafen (Germany), which is the monomethylether of polyethylene glycol with an average molecular weight of 1000 g/mol. The resulting mixture is flushed with nitrogen and subjected to vacuum increasing the temperature to 90° C. at 20 mbar for 2 hours to remove the water. 792 g ethylene oxide are added at 90° C. The mixture is allowed to post-react for 3 hours. The polymer composition is cooled to 80° C. and flushed with nitrogen. A brown solid is obtained (950 g), consisting of a polymer from diethylenetriamine and adipic acid with 30 mol ethylene oxide per mol NH bond.

Workup

  1. customThe resulting mixture is flushed with nitrogen
  2. customto remove the water
  3. addition792 g ethylene oxide are added at 90° C
  4. customto post-react for 3 hours
  5. temperatureThe polymer composition is cooled to 80° C.
  6. customflushed with nitrogen
  7. customA brown solid is obtained (950 g)

Sources & evidence

ORD record
ord-05c873d6e22e4c7d98923f1174289c22
Source dataset
uspto-grants-2013_08
Patent number
US08507613B2

Reaction notes

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