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Synthesis and Properties of Rosin-based Quaternary Ammonium Salt Heterogemini Surfactant
WANG Juan, WANG Dan, SHANG Shi-bin, SHEN Ming-gui, QI Fan
2014, 34 (6):
111-116.
doi: 10.3969/j.issn.0253-2417.2014.06.018
Four rosin-based quaternary ammonium heterogemini surfactants were synthesized from dehydroabietic acid via the reactions of amidation, reduction and quaternarization, which were named N,N,N',N'-tetramethyl- N-dehydroabietyl-1,3-propylene diammonium bromide, N,N,N',N'-tetramethyl-N-dehydroabietyl-1,4-butane diammonium bromide, N,N,N',N'- tetramethyl-N-dehydroabietyl-1,5-pentane diammonium bromide, and N,N,N',N'-tetramethyl-N-dehydroabietyl-1,6-hexane diammonium bromide. The structures of these compounds were confirmed by FT-IR and 1H NMR. The surface activities, e.g. surface tension (γcmc),critical micelle concentration(Ccmc) and Krafft points, ect.. Their antibacterial activities were investigated and analyzed. The results showed that the Ccmc values of the heterogemini surfactants were 3.32×10-5, 2.86×10-5, 2.54×10-5, 2.28×10-5 mol/L, and the γcmc values were 24.7, 26.5, 28.9, 32.3 mN/m, the Krafft points 12, 17, 20, 23 ℃, respectively. Separating 10 mL water from the turpentine/water emulsion spent 42, 45, 53 and 48 h, respectively. The initial foam heights were 137, 128, 131 and 135 mm, and after 5 minutes, the heights reached 125, 121, 127 and 131 mm, respectively. Through the test, the minimal inhibitory concentration on escherichia coil were 4,< 2, < 2 and 2 mg/L and the antibacterial activities were superior to the commercial bacteriostatic agent bromogeramine (64 mg/L).
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