THE THERMAL-DECOMPOSITION OF SULFENAMIDE ACCELERATORS
THE THERMAL-DECOMPOSITION OF SULFENAMIDE ACCELERATORS
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DOI：
10.1002/app.1994.070510117
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发表时间：
1994-01-03
影响因子：
3
通讯作者：
MCGILL, WJ
中科院分区：
文献类型：
--
作者：
GRADWELL, MHS;MCGILL, WJ
采用差示扫描量热法研究了n -环己基苯并噻唑磺胺（CBS）、2- (4-morpholinothio)苯并噻唑（MOR）和2-t-丁基氨基苯并噻唑磺胺（TBBS）三种磺胺促进剂的热分解。亚砜胺在210-220℃下迅速分解，产生许多产物，包括反应性多硫络合物。因此，CBS得到n -环己基氨基-2-苯并噻唑多硫化物（CBP）、2-双苯并噻唑-2,2'-二硫（MBTS）、2-双苯并噻唑-2,2'-多硫化物（MBTP）、2-双苯并噻唑-2,2'-单硫化物（MBTM）、2-巯基苯并噻唑（MBT）和2- n -环己基氨基苯并噻唑（CB）。多硫化物不稳定，长时间加热后，只剩下MBT和CB。促进剂的胺片段以MBT的胺盐形式存在。在较低的温度下，亚砜胺相对稳定。MOR形成类似的产品谱。与CBS和MOR观察到的放热反应相反，TBBS的分解是吸热的，并且随着加热时间的延长，各种多硫化物的浓度不会降低。提出了反应机理来解释产物的形成。(C) 1994 John Wiley & Sons, Inc。
The thermal decomposition of three sulfenamide accelerators N-cyclohexylbenzothiazole sulfenamide (CBS), 2- (4-morpholinothio) benzothiazole (MOR) and 2-t-butylaminobenzothiazole sulfenamide (TBBS) were investigated by differential scanning calorimetry. The sulfenamides decompose rapidly at 210-220-degrees-C, yielding a number of products, including reactive polysulfidic complexes. Thus, CBS gives N-cyclohexylamino-2-benzothiazole polysulfides (CBP), 2-bisbenzothiazole-2,2'-disulfide (MBTS), 2-bisbenzothiazole-2,2'-polysulfides (MBTP), 2-bisbenzothiazole-2,2'-monosulfide (MBTM), 2-mercaptobenzothiazole (MBT), and 2-N-cyclohexylaminobenzothiazole (CB). The polysulfides are unstable, and on prolonged heating, only MBT and CB remain. The amine fragment of the accelerator is present as the amine salt of MBT. At lower temperatures, the sulfenamides are relatively stable. MOR forms an analogous product spectrum. The decomposition of TBBS is endothermic, in contrast to the exothermic reaction observed with CBS and MOR, and the concentrations of the various polysulfides do not decrease on prolonged heating. Reaction mechanisms are proposed to account for the formation of the products. (C) 1994 John Wiley & Sons, Inc.