Hydrogen Peroxide → Acrylic acid hydroxyethyl acrylate

HRID 131085Notes

Reaction equation

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

Participants

Conditions

Temperature: 70 °C

Procedure

An aqueous polymer solution of 70/30 (glacial acrylic acid/2-hydroxyethyl acrylate) was prepared by charging 713.9 g water, 6 g 50% hydrogen peroxide, 0.1 g DISSOLVINE 4.5% iron solution and 10.8 g sodium hypophosphite monohydrate to a reaction vessel and heated to 70° C. A monomer blend consisting of 404.4 g glacial acrylic acid and 173.31 g 2-hydroxyethyl acrylate (2-HEA) and was uniformly added to the reactor over a three hour period with mechanical agitation. At the same time, additional mixtures of 63.8 g water and 5.8 g 50% hydrogen peroxide and a mixture of 66 g water and 4.3 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 12.6 g water and 1.5 g tetrabutylhydrogen peroxide 70% and a mixture of 12.6 g water and 1.04 g erythorbic acid and stirred an additional 15 minutes at 70° C.

Workup

additionwas uniformly added to the reactor over a three hour period with mechanical agitation
temperaturethe reactor content was heated an additional 30 minutes at 70° C

Sources & evidence

ORD record: ord-fdc248ea55974aa0ad961ae2b191b164
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07384881B2

Reaction notes

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