Maleic Anhydride → Butyl Acrylate Maleic Anhydride

Reaction equation

[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[C:8]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:11])[CH:9]=[CH2:10].C(OOC(C)(C)C)(=O)C>C1(C)C(C)=CC=CC=1>[C:8]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:11])[CH:9]=[CH2:10].[C:4]1(=[O:5])[O:6][C:1](=[O:7])[CH:2]=[CH:3]1

Participants

Procedure

To a three liter, four necked, round bottomed flask equipped with a stirrer, thermometer, condenser and addition funnel is charged 600 g. of xylene. The flask contents are heated to 139°-140° C. while a monomer mixture of 225 g. maleic anhydride, 1275 g. butyl acrylate and 60 g. of 75% t-butyl peracetate is fed at a uniform rate over a period of 31/4 hours. The reaction mixture is held at 140° C. for 15 minutes and then chased with 6.0 g. of 75% t-butyl peracetate dissolved in 40 g. of xylene fed over 45 minutes. The reaction flask is equipped with a Dean-Stark apparatus and azeotroped to dryness - (18.6 g. of water and toluene is removed). The product contains 72.2% solids with a viscosity of 205 cps. A sample is stripped to 99.4% solids and has a viscosity of 272,000 cps. No maleic anhydride could be detected in the final product and the polymer is found to have a number average molecular weight of 1500; anhydride functionality of 2.3