Adipic Acid → HCID 21983456, compound

HRID 1892030Notes

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.II>O>[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

Conditions

Temperature: 90 °C

Procedure

The obtained polymer (375 g) is introduced into an autoclave and 26.5 g potassium hydroxide (40% solution in water) and 76.8 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. 344.8 g ethylene oxide are added at 90° C. in portions during 2 hours. The mixture is allowed to post-react for 3 h. The polymer composition is cooled to 80° C. and flushed with nitrogen. A light brown viscous liquid is obtained (690 g), consisting of a polymer from diethylenetriamine and adipic acid with 5.3 mol ethylene oxide per mol NH bond. The iodine color number is 1.0 (10% in water).

Workup

customThe resulting mixture is flushed with nitrogen
customto remove the water
addition344.8 g ethylene oxide are added at 90° C. in portions during 2 hours
customto post-react for 3 h
temperatureThe polymer composition is cooled to 80° C.
customflushed with nitrogen
customA light brown viscous liquid is obtained (690 g)

Sources & evidence

ORD record: ord-622f417a3be64fbf9efd0cbf1337b3a4
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08507613B2

Reaction notes

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