Acrylic Acid → Itaconamide acrylic acid

Participants

Reaction Steps

In a 50 ml. round bottom blask equipped with a stopcock adapter were placed 216 mg. (3 equivalents) of acrylic acid, 128 mg. (1 equivalent) of itaconamide, prepared as described in Example 2, 10 mg. of 2,2'-azobis (2-amidinopropane) hydrochloride (available from Crescent Chemical Co., Inc., Hauppauge, N.Y. under the tradename V-50), and 10 ml. of water. The flask was evacuated and sealed as described in Example 3 and placed in a 65° C. bath for 10 days. The reaction mixture was then cooled to room temperature and the water evaporated by blowing a stream of air across the surface. The residue was dissolved in 50 ml. of water and the solution subjected to pressure filtration in an Amicon Cell #402 (available from Amicon Corp., Lexington, MA) fitted with an Amicon Filter UM-2 having a molecular weight cut-off of 1000. A concentrated polymer solution was obtained which was diluted with water and the pressure filtration process repeated. This process was repeated several times until essentially all low molecular weight impurities were removed. The resultant copolymer solution was evaporated to dryness to yield a copolymer of itaconamide/acrylic acid as a white solid. Infrared spectral analysis was consistent with the copolymer structure. Elemental analysis of nitrogen content indicated a molar percentage of itaconamide in the copolymer of 24%.

Provenance & Evidence