Abstract
In the preceding paper, attention was drawn to the fact that some oligomers of sulfur-containing aldehyde (SA, R'SCH (R) CH2CHO) showed the thermal stabilization effect on some polymers. In order to contribute to the detail examination of their thermal stabilization ability, synthesis of many SA and their oligomers such as cyclic trimers and Tischchenko's esters (dimer) was tried.
SA was synthesized by the addition of 5 kinds of higher alkyl and aromatic mercaptans to acrolein or crotonaldehyde in the presence of basic catalyst in a similar manner to the case of lower mercaptans. Cyclic trimers (1, 3, 5-trisubstituted trioxanes) were synthesized with good yield by the use of BF3·Et2O as catalyst in toluene at 010°C. Esters (R'SCH (R) CH2CH2OC (O) CH2CH (R) SR') were also easily synthesized by so-called Tischchenko's reaction with AlEt3 or Al (Oi-Pr)3 as catalyst in toluene at 010°C.
These derivatives were confirmed by IR and NMR spectra, MW determination and ultimate analysis, and refractive index. Most of these compounds were new compounds.
