Hydrochloric Acid → 2-Methylidenebutanedioic acid--prop-2-enoic acid (1/1)

HRID 249227

Reaction equation

[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[C:6]([OH:14])(=[O:13])[C:7]([CH2:9][C:10]([OH:12])=[O:11])=[CH2:8].Cl>O>[CH2:3]=[CH:2][C:1]([OH:5])=[O:4].[CH2:8]=[C:7]([C:6]([OH:14])=[O:13])[CH2:9][C:10]([OH:12])=[O:11]

Participants

Conditions

Temperature: 55 °C

Procedure

Acrylic acid (1050.0 g, 14.571 moles), itaconic acid (210.64 g, 1.6190 moles), Wako V-50 (4.3919 g, 16.19 millimole), and 7.9 liters of water, which has been acidified to pH 2.0 with hydrochloric acid, are added to a 22 liter three-necked round-bottomed flask fitted with a thermometer, a mechanical stirrer, and gas inlet/outlet adapter capable of bubbling gas through a liquid in the flask and venting it. The solution is deaerated by passage of nitrogen gas and is then placed under an atmosphere of nitrogen. The solution is heated to 55° C. and maintained at this temperature for 15 hours. The viscous solution of copolymer is cooled to ambient temperature and is freeze dried to give 1,222.1 g of poly(acrylic acid-itaconic acid) copolymer as a colorless solid. The mass average molecular weight, as determined by low angle laser light scattering on a dialyzed portion in 0.2 Molar sodium chloride in water (refractive index=1.3344, dn /dc --0.1683), is 711,700.

Workup

additionare added to a 22 liter three-necked round-bottomed flask
customfitted with a thermometer, a mechanical stirrer, and gas inlet/outlet adapter capable
customof bubbling gas through a liquid in the flask
temperaturemaintained at this temperature for 15 hours
temperatureThe viscous solution of copolymer is cooled to ambient temperature
customdried

Sources & evidence

ORD record: ord-9cee501332134035a255b7b6dfad059d
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05213789

Linked notes

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