Hydrogen Peroxide → Acrylic acid hydroxyethyl acrylate

HRID 131086Notes

Reaction equation

OO.O.[PH2]([O-])=O.[Na+].[C:8]([OH:12])(=[O:11])[CH:9]=[CH2:10].[OH:13][CH2:14][CH2:15][O:16][C:17](=[O:20])[CH:18]=[CH2:19].C(O)[C@@H](O)[C@H]1OC(=O)C(O)=C1O>[Fe].O>[C:8]([OH:12])(=[O:11])[CH:9]=[CH2:10].[OH:13][CH2:14][CH2:15][O:16][C:17](=[O:20])[CH:18]=[CH2:19]

Participants

Conditions

Temperature: 70 °C

Procedure

An aqueous polymer solution of 70/30 (glacial acrylic acid/2-hydroxylethylacrylate) was prepared by charging 600 g water, 5.6 g 50% hydrogen peroxide, 0.1 g DISSOLVINE 4.5% iron solution, and 16 g sodium hypophosphite monohydrate to a reaction vessel and heated to 70° C. A blend of 364 g glacial acrylic acid and 156 g 2-hydroxylethylacrylate (2-HEA) was uniformly added to the reactor over a three hour period using mechanical agitation. At the same time, additional mixtures of 60 g water and 5.4 g 50% hydrogen peroxide, and a mixture of 60 g water and 4 g erythorbic acid were uniformly fed into the reactor over a 3.5 hour period. After completion of the feeds, the reactor content was heated an additional 30 minutes at 70° C. The reactor was then charged with a mixture of 12 g water and 1.5 g tetrabutylhydrogen peroxide, and a mixture of 12 g water and 1 g erythorbic acid and stirred an additional 15 minutes at 70° C.

Workup

temperaturethe reactor content was heated an additional 30 minutes at 70° C

Sources & evidence

ORD record: ord-9a574ff346b04ff49133d1945f9aca50
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07384881B2

Reaction notes

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