Polymer and Materials Science
Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
The cis (3,3,5,5-), trans (3,3,7,7-), oxo, and thio analogs of tetraphenylpyromellitide were polymerized with 1, 6-hexane diamine, p-phenylene diamine, and p,p'-diaminodiphenyl ether under various conditions. A comparison was then made of reactivity of the isomers and of the properties of the polymers. In general the thio monomers were more soluble and reactive than the oxo. They also gave more thermally stable polymers. The cis isomers of the monomers were more soluble than the trans, but the trans were more reactive. The least stable of the 12 polymers prepared was that from the cis-oxo monomer and 1,6-hexane diamine. It gave a 10% weight loss at 300°C in air and 340°C in nitrogen by TGA. The most stable polymer was from the reaction of the cis-thio pyromellitide with p,p'-diaminodiphenyl ether, which showed 10% weight losses by TGA at 560 and 650°C in air and nitrogen, respectively. The polymers were stable in hot dilute hydrochloric acid and sodium hydroxide. They were all soluble in chloroform, dimethylformamide, and sulfuric acid. Polymers that contained sulfur were also soluble in carbon tetrachloride, benzene, xylene, and toluene. Brittle films could be cast from solution or melt-pressed.
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