J Surfact Deterg (2011) 14:31–35
33
(m,2H, N?–CH2CH2CH2–), d = 2.824–2.892 (t,2H,
–CH2CH2–N?), d = 2.981–3.088 (s,6H, N?(CH3)2),
d = 3.201–3.264 (t,2H, N?–CH2CH2CH2–), d = 3.352–
3.441 (t,2H, N?–CH2CH2 CH2–);
CH2–CH2N?), d = 2.882–3.129 (s,6H, –(CH2)13–CH2–
CH2–N?CH2(CH2)2CH2–), d = 3.129–3.360 (t,4H, –N?CH2
(CH2)2CH2–SO3-);
Elemental analysis for SB 16-4: Calculated C 65.19% H
11.60% N 3.46%; Found: C 65.32%, H 11.67%, N 3.56%.
SB 18-4 1H NMR [300 MHz, (CDCl3)] d = 0.769–
0.830(t,3H, –CH3), d = 1.128–1.337(m,30H, –(CH2)15–),
d = 1.626–1.862(m,2H ? 4H, –(CH2)15–CH2–CH2–N?CH2
(CH2)2CH2–), d = 2.797–2.858(t,2H, –(CH2)15–CH2–
CH2N?), d = 2.989–3.094(s,6H, N?(CH3)2), d = 3.182–
3.313(t,4H, –N?CH2(CH2)2CH2–SO3-).
Elemental analysis for SB 12-3: Calculated C 60.90%, H
11.04%, N 4.17%; Found: C 60.95%, H 11.31%, N 4.21%.
SB 14-3 1H NMR [300 MHz, (CDCl3)] d = 0.728–
0.846 (t,3H, –CH3),d = 1.036–1.361 (m,22H, –(CH2)11–),
d = 1.598–1.732 (m,2H, –CH2CH2–N?), d = 2.049–2.168
(m,2H, N?–CH2CH2CH2–), d = 2.792–2.879 (t,2H,
–CH2CH2–N?), d = 2.982–3.101 (s,6H, N?(CH3)2), d =
3.188–3.283 (t,2H, N?–CH2CH2CH2–), d = 3.362–3.465
(t,2H, N?–CH2CH2CH2–).
Elemental analysis for SB 18-4: Calculated C 66.51% H
11.78% N 3.23%; Found: C 66.62%, H 11.85%, N 3.26%.
The results of 1H NMR and elemental analysis indicated
a high level of purity for all products.
Elemental analysis for SB 14-3: Calculated C 62.81% H
11.29% N 3.86%; Found: C 62.85%, H 11.35%, N 3.90%.
SB 16-3 1H NMR [300 MHz, (CDCl3)] d = 0.704–
0.835 (t,3H, –CH3), d = 1.108–1.380 (m,26H, –(CH2)13–),
d = 1.615–1.746(m,2H, –CH2CH2–N?), d = 2.037–2.178
(m,2H, N?–CH2CH2CH2–), d = 2.769–2.882 (t,2H,
–CH2CH2–N?), d = 2.966–3.098 (s,6H, N?(CH3)2),
d = 3.173–3.314 (t,2H, N?–CH2CH2CH2–), d = 3.314–
3.464 (t,2H, N?–CH2CH2 CH2–);
70
Sb 12-3
Sb 14-3
65
Sb 16-3
Sb 18-3
60
55
Elemental analysis for SB 16-3: Calculated C 64.45% H
11.51% N 3.58%; Found: C 64.55%, H 11.57%, N 3.60%.
SB 18-3 1H NMR [300 MHz, (CDCl3)] d = 0.757–
0.865 (t,3H, –CH3), d = 1.153–1.375(m,30H, –(CH2)15–),
d = 1.671–1.778 (m,2H, –CH2CH2–N?), d = 1.861–
1.927(m,2H, N?–CH2CH2CH2–), d = 2.552–2.618 (t,2H,
–CH2CH2–N?), d = 2.799–2.939 (s,6H, N?(CH3)2), d =
3.046–3.104 (t,2H, N?–CH2CH2CH2–), d = 3.219–3.326
(t,2H, N?–CH2CH2 CH2–).
50
45
40
35
30
25
20
1E-7
1E-6
1E-5
1E-4
1E-3
0.01
0.1
Elemental analysis for SB 18-3: Calculated C 65.87% H
11.69% N 3.58%; Found: C 65.92%, H 11.71%, N 3.60%.
SB 12-4 1H NMR [300 MHz, (CDCl3)] d = 0.710–0.857
(t,3H, –CH3), d = 1.094–1.388 (m,18H, –(CH2)9–), d =
1.584–1.886 (m,6H, –(CH2)9–CH2–CH2–N?CH2(CH2)2
CH2–), d = 2.760–2.915 (t,2H, –(CH2)9–CH2–CH2N?),
d = 2.915–3.102 (s,6H, N?(CH3)2), d = 3.102–3.323
(t,4H, –N?CH2(CH2)2CH2–SO3-).
concentration (mol/L)
Fig. 1 Plot of surface tension versus sulfo-propane betaine
concentration
75
70
65
60
55
50
45
40
35
30
25
Sb 12-4
Sb 14-4
Sb 16-4
Sb 18-4
Elemental analysis for SB 12-4: Calculated C 61.89% H
11.17% N 4.01%; Found: C 61.95%, H 11.75%, N 4.10%.
SB 14-4 1H NMR [300 MHz, (CDCl3)] d = 0.713–
1.035(t,3H, –CH3), d = 1.035–1.544(m,22H, –(CH2)11–),
d = 1.561–1.952(m,2H ? 4H, –(CH2)11–CH2–CH2–N?CH2
(CH2)2CH2–), d = 2.716–2.902 (t,2H, –(CH2)11–CH2–
CH2N?), d = 2.902–3.140(s,6H, N?(CH3)2), d = 3.140–
3.361(t,4H, –N?CH2(CH2)2CH2–SO3-).
Elemental analysis for SB 14-4: Calculated C 63.66% H
11.41% N 3.71%; Found: C 63.75%, H 11.55%, N 3.80%.
SB 16-4 1H NMR [300 MHz, (CDCl3)] d = 0.512–
0.883 (t,3H, –CH3), d = 0.883–1.569 (m,26H, –(CH2)13–),
d = 1.569–1.916 (m,2H ? 4H, –(CH2)13–CH2–CH2–
N?CH2(CH2)2CH2–), d = 2.543–2.882 (t,2H, –(CH2)13–
1E-7
1E-6
1E-5
1E-4
1E-3
0.01
0.1
surfactant concentration (mol/L)
Fig. 2 Plot of surface tension versus sulfo-butane betaine
concentration
123