ISSN:
0025-116X
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
Three model tetraalkylcarbamoyl disulfides were prepared and their initiation/transfer capabilities tested. The compounds studied were: bis(1-piperidinecarbonyl) disulfide (1), bis(4-(2-hydroxyethyl)piperazine-1-carbonyl) disulfide (2), bis[N-ethyl-N-(2-(trimethylsiloxyethyl)-carbamoyl)] disulfide (3). It was found that, in contrast to tetraalkylthiruam disulfides, the carbamoyl disulfides were not able to initiate free radical polymerization of methyl methacrylate (MMA) and styrene (ST), even at the highest temperatures applicable to these monomers. Apparently, the central S - S bond in carbamoyl disulfides is much stronger than the corresponding S - S bond in thiuram disulfides. Moreover, the carbamoyl disulfides are rather poor transfer agents. The transfer constants were estimated to be 2,5 10-3, 18.10-3 and 2,8. 10-3 for 1,2 and 3 in thermal polymerization of MMA at 110, 110 and 100°C, respectively, and 2,1. 10-3 for 3 in polymerization of MMA initiated with AIBN at 70°C. Chemistry aspects of synthesis and stability of hydroxy-functionalized carbamoyl disulfides are discussed.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/macp.1993.021941022
Permalink