Preparation method of reactive gemini quaternary ammonium salt leather bactericide
A technology of gemini quaternary ammonium salt and bactericide is applied in the field of preparation of reactive gemini quaternary ammonium salt leather bactericide, can solve problems such as high toxicity, and achieve the effect of promoting bactericidal effect, easy biodegradation and good water solubility
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[0027] Example 1
[0028] (1) Preparation of n-octyl bromoacetate:
[0029] To a 250 mL three-necked flask, add 4.84 g (24 mmol) of bromoacetyl bromide, 2.61 g (20 mmol) of n-octanol, 0.49 g (4 mmol) of catalyst and 30 mL of dichloromethane, react at room temperature for 2~3 h, add 20 mL The excess bromoacetyl bromide was removed with distilled water, the organic phase was extracted with dichloromethane, the crude product was obtained by rotary evaporation of the organic phase, and further purified by flash column chromatography (petroleum ether:ethyl acetate=20:1) to obtain n-octyl bromoacetate (4.37 g), 87% yield.
[0030] (2) Preparation of trans-N,N,N′,N′-tetraethyl-2-butene-1,4-diamine
[0031]To a 250 mL three-necked flask, add 0.19 g (15 mmol) of trans-1,4-dichloro-2-butene, 16.26 g (225 mmol) of diethylamine and 30 mL of solvent, react at 50~70 °C for 3~5 h, filter After removing the precipitate, the crude product was obtained by rotary evaporation of the filtrate, ...
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[0034] Example 2
[0035] (1) Preparation of n-decyl bromoacetate:
[0036] To a 250 mL three-necked flask, add 4.84 g (24 mmol) of bromoacetyl bromide, 3.17 g (20 mmol) of n-decanol, 0.49 g (4 mmol) of catalyst and 30 mL of dichloromethane, react at room temperature for 2~3 h, add 20 mL The excess bromoacetyl bromide was removed with distilled water, the organic phase was extracted with dichloromethane, the crude product was obtained by rotary evaporation of the organic phase, and further purified by flash column chromatography (petroleum ether:ethyl acetate=20:1) to obtain n-decyl bromoacetate (4.96 g), 88.8% yield.
[0037] (2) Preparation of trans-N,N,N′,N′-tetraethyl-2-butene-1,4-diamine
[0038] To a 250 mL three-necked flask, 0.19 g (15 mmol) of trans-1,4-dichloro-2-butene, 16.26 g (225 mmol) of diethylamine and 30 mL of solvent were added, and the reaction was carried out at 50 to 70 °C for 3 to 5 h. The precipitate was removed by filtration, and the crude product w...
Example Embodiment
[0041] Example 3
[0042] (1) Preparation of n-dodecyl bromoacetate:
[0043] To a 250 mL there-necked flask, add 4.84 g (24 mmol) of bromoacetyl bromide, 3.73 g (20 mmol) of n-dodecanol, 0.49 g (4 mmol) of catalyst and 30 mL of dichloromethane solvent, and react at room temperature for 2~3 h, Add 20 mL of distilled water to remove excess bromoacetyl bromide, extract the organic phase with dichloromethane, obtain a crude product by rotary evaporation of the organic phase, and further purify by flash column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain bromoacetic acid n-dodecyl ester (5.47 g), 89% yield.
[0044] (2) Preparation of trans-N,N,N′,N′-tetraethyl-2-butene-1,4-diamine
[0045] To a 250 mL three-necked flask, add 0.19 g (15 mmol) of trans-1,4-dichloro-2-butene, 16.26 g (225 mmol) of diethylamine and 30 mL of solvent, react at 50~70 °C for 3~5 h, filter After removing the precipitate, the crude product was obtained by rotary evaporation of the fi...
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