ISSN:
0449-296X
Keywords:
Physics
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Dimerization reactions of diphenyldiazomethane have been applied to the polycondensation of six bisdiazobenzyl arylenes, namely 1,4- and 1,3-bis(α-diazobenzyl)-benzenes C6H5CN2—(C6H4)—CN2C6H5; 1,4- and 1,3-bis(α-diazo-p-methoxybenzyl)-benzenes, p,p′-MeO—C6H4—CN2—(C6H4)—CN2C6H4—OMe; 4,4′-bis(α-diazobenzyl)-diphenylmethane, C6H5CN2—(C6H4CH2C6H4)—CN2C6H5; and 4,4′-bis(α-diazobenyl)-diphenyl ether, C6H5CN2—(C6H4—O—C6H4)CN2C6H5. Depending on the nature of the catalysts, polyene-arylenes (—C(Ar)=C(Ar)—C6H4)n, and polyazine-arylenes, (—C(Ar)=N—N—C(Ar)—C6H4—)n, can be obtained selectively by acid-catalyzed decomposition of these bisdiazoalkanes at room temperature. With perchloric acid and with arylsulfonic acids in strong polar media, polyene-arylenes are formed. On the other hand, boron trifluoride and arylsulfonic acids in solvents of low dielectric constant afford polyazine-arylenes. Less selective is the thermal decomposition at 75°C in toluene solution; it gives a polymer containing about 90% azine and 10% olefinic groups. All these polymers are soluble in common solvents. Their molecular weight vary from 3 200 to 5 000, i.e., X̄n from 12 to 20. The polyene-arylenes are very stable and decompose only around 500°C; the polyazine-arylenes are less stable and decompose around 370°C by losing nitrogen.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pol.1969.150071205
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