POLYESTERAMIDES FROM LINSEED OIL FOR PROTECTIVE COATINGS LOW ACID-VALUE POLYMERS

Linseed and soybean diethanolamides, from the sodium alkoxide-catalyzed reaction of the corresponding oil with diethanolamine, were used as diols to prepare a series of polyesteramides. The diols and dibasic acids or anhydrides were heated in refluxing xylene until the theoretical amount of water was collected in a trap. Low acid-value linseed polymers were prepared with 10, 20, and 30 mole percent excess diol over the dibasic acid, and the effect of the excess diol on molecular weight, viscosity, and film properties of the polymers was examined. Polyesteramides which contained 10 mole percent excess fatty diethanolamide were made with 11 dibasic acids or anhydrides. The polymers were brown-orange oils with Gardner viscosities of Z7 to >>Z10. Number-average molecular weights ranged from 2,200 to 5,200. Data on drying characteristics, hardness, and chemical resistance of films were obtained. The better polymers air-dried rapidly to give hard, glossy films (Sward rocker 20-60). Films baked at 190C for 10 min were softer than the corresponding air-dried films. Xylene resistance of soybean and linseed polymer films was generally excellent, and alkali resistance was moderate. Soybean films showed the better alkali resistance. © 1968 American Oil Chemists' Society.