Analysis of Sodium Vinylidene Olefin-sulfonate

The structure and arbon chain distribution of the sodium vinylidene oSefin-sulfenate were investigated by mean of NMR, IR and GLC metheds.As a preliminaly experiment, isomerization of 1-octene dimer elefin was undertaken for obtaining information about the structure and sulfonat mechanism of the sodium vinylidene olefin sulfonate. lt was found that dimer olefin was readily isemetized with sulfuric acid and main isomerization products were 2-octyl-2-octene and 2-hexyl-2-decene.The double bond distribution of sodium vinylidene olefin sulfonate was analyzed by using the impreved ozonization-reduction-GLC method. Among widely distributed double bend position, d2N3 and d2pt-S sodium vinylidene olefin sulfenate were predeminant, arnounting to 54.5 and 24.4%, respectively (see Table 2). This result agreed with that obtained by isornerF zation of dimer elefin.The position of sulfonic group in sodium vinylidene o1efin sulfornate was determined by using the combination method of decemposition of vinylidene sulfonyl chleride and GLC analysis. As vinylidene sulfonyl chlorides were converted into corresponding alky1 chlorides and olefin by a thermal decompositien, the position of sulfonic groups could be determined by the position of chloro groups. Under varieus conditions, the thermal decomposition at 160"C and for 1 hr was the best in this case (yield of alkyl chloride was about 60%). GLC analysis of these alkyl chlorides was carried out, and secondary alkyl ehloride was found te comprise about 62% of the total alkyl chlorides (see Table 3). This result suggested that larger parts of dimer olefin was sulfonated after isomerizatien of double bond.Under more severe conditions, e.9., at 200C and for 2 hr, the vinylidene sulfonyl chlorides were decomposed into corresponding olefins. Fig.8 shows the gas chromatogram of decomposition product which indicates the characteristic pattern. These gas chrornatograms had been well resolved in terms of carbon chain length, giving successful determination of the carbon chain distribution in sodium vinylidene olefin-sulfonate (see Table 4).