Pegylated guerbet surfactant and preparation method thereof
A surfactant and polyethylene glycol technology, applied in chemical instruments and methods, the preparation of organic compounds, the preparation of carbamic acid derivatives, etc., can solve the problems of poor degradability of surfactants, poor stability of Guerbet alcohols, Not resistant to alkali and price, etc., to achieve the effect of easy control of reaction, simple preparation method and low cost
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Embodiment 1
[0030] Guerbet Cetyl Alcohol 2-Glycine PEG500
[0031] (1) Add 0.1mol PEG500 to 150ml dichloromethane, add 0.12mol triethylamine, 0.1mol DSC, and stir at 20°C for 5h. After the reaction was completed, add 50 ml of water to wash, separate the liquids, spin off the solvent dichloromethane, and recrystallize with glacial ether to obtain 0.095 mol PEG500-SC with a yield of 95%. The NMR data are as follows: 1 HNMR (400MHz, CDCl 3 ): δ: 3.724(t, J=6.4Hz, 2H); 3.672~3.638(m, 40H); 2.703(s, 4H); 2.803(t, J=4.0Hz, 2H);
[0032] (2) Dissolve 0.1mol PEG500-SC in 200ml dichloromethane, add 0.13mol triethylamine, 0.11mol glycine, and stir at room temperature for 8h. After the reaction, add 50ml of water to wash, separate the layers, spin off the solvent dichloromethane, and recrystallize with glacial ether to obtain 0.092mol PEG500-amino acid with a yield of 92%. NMR data are as follows: 1HNMR (400MHz, CDCl 3 ): δ: 3.721(t, J=6.4Hz, 2H); 3.679~3.631(m, 42H); 2.553(t, J=4.0Hz, 2H);
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Embodiment 2
[0035] Guerbet Eicosanol 5-Aminovaleric Acid PEG500
[0036] (1) Add 0.1mol PEG500 to 150ml acetonitrile, add 0.15mol pyridine, 0.12mol DSC, and stir at 30°C for 8h. After the reaction was completed, add 50ml of water to wash, separate the liquids, spin off the solvent acetonitrile, and recrystallize with glacial ether to obtain 0.088mol PEG500-SC with a yield of 88%. NMR data are as follows: 1HNMR (400MHz, CDCl 3 ): δ: 3.726(t, J=6.4Hz, 2H); 3.676~3.638(m, 40H); 2.704(s, 4H); 2.603(t, J=4.0Hz, 2H);
[0037] (2) Dissolve 0.1mol PEG500-SC in 200ml dichloromethane, add 0.13molg pyridine, 0.11mol pentamic acid, and stir at room temperature for 8h. After the reaction, add 50ml of water to wash, separate the layers, spin off the solvent dichloromethane, and recrystallize with glacial ether to obtain 0.095mol PEG500-amino acid with a yield of 95%. NMR data are as follows: 1HNMR (400MHz, CDCl 3 ): δ: 3.726(t, J=6.4Hz, 2H); 3.677~3.635(m, 42H); 2.601(t, J=4.0Hz, 2H); 2.401(t, J=4....
Embodiment 3
[0040] Guerbert Cetyl Alcohol 8-Amino Caprylic Acid PEG500
[0041] (1) Add 0.1mol PEG500 to 150ml chloroform, add 0.15mol piperidine, 0.12mol DSC, and stir at 25°C for 8h. After the reaction was completed, add 50ml of water to wash, separate the liquids, spin off the solvent chloroform, and recrystallize with glacial ether to obtain 0.08mol PEG500-SC with a yield of 80%. NMR data are as follows: 1HNMR (400MHz, CDCl 3 ): δ: 3.726(t, J=6.4Hz, 2H); 3.676~3.638(m, 40H); 2.704(s, 4H); 2.603(t, J=4.0Hz, 2H);
[0042] (2) Dissolve 0.1mol PEG500-SC in 200ml chloroform, add 0.13mol piperidine, 0.11mol 8-aminocaprylic acid, and stir at room temperature for 8h. After the reaction, add 50ml of water to wash, separate the liquids, spin off the solvent chloroform, and recrystallize with glacial ether to obtain 0.085mol PEG500-amino acid with a yield of 85%. NMR data are as follows: 1HNMR (400MHz, CDCl 3 ): δ: 3.726(t, J=6.4Hz, 2H); 3.677~3.635(m, 42H); 2.601(t, J=4.0Hz, 2H); 2.401(t, J...
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