Dual long-chain s-triazine amphoteric surfactants and synthesis method thereof

A technology of surfactant and s-triazine, which is applied in the field of surfactant synthesis chemistry, can solve the problems of great harm and achieve the effect of simple synthesis method

Inactive Publication Date: 2011-04-27
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the first step of the substitution reaction uses toluene as an organic solvent, and toluene is more harmful to the human body.

Method used

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  • Dual long-chain s-triazine amphoteric surfactants and synthesis method thereof
  • Dual long-chain s-triazine amphoteric surfactants and synthesis method thereof
  • Dual long-chain s-triazine amphoteric surfactants and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] (1) Synthesis of intermediate 2-dodecylamino-4,6-dichloro-1,3,5-s-triazine

[0034] Add 1.84g (0.01mol) of cyanuric chloride and 8-12mL of acetone into the reaction flask, add dropwise 1.85g (0.01mol) of ethanol solution of dodecylamine at 0-5°C, and use 5-8% sodium hydroxide solution Adjust the pH to 7-10, and react at 0-5°C for 40 minutes. After completion of the reaction, remove acetone and ethanol, extract with ethyl acetate to obtain an ethyl acetate layer, remove ethyl acetate, and use eluent V 石油醚 / V 乙酸乙酯 Separation on a 7-10:1 column yielded 3.00 g of the intermediate 2-dodecylamino-4,6-dichloro-1,3,5-s-triazine with a yield of 90.4%. Such as figure 1 and figure 2shown.

[0035] (2) Synthesis of N-methyl-N-(4-dodecylamino-6-chloro-1,3,5-s-triazin-2-yl)-2-aminoethanesulfonate sodium amphoteric surfactant

[0036] Add 2.656g (0.008mol) of 2-dodecylamino-4,6-dichloro-1,3,5-s-triazine and 8-15mL of acetone into the reaction flask, and drop 3.22g (0.008mol) of...

Embodiment 2

[0040] (1) Synthesis of intermediate 2-decylamino-4,6-dichloro-1,3,5-s-triazine

[0041] Add 0.01mol cyanuric chloride and 10mL ethanol into the reaction flask, add dropwise 0.01mol decylamine in acetone solution at 0-5°C, adjust the pH to 8-11 with 8-10% sodium carbonate solution, and adjust the pH to 8-11 at 0-5°C. ℃ for 40 minutes. After completion of the reaction, remove acetone and ethanol, extract with ethyl acetate to obtain an ethyl acetate layer, remove ethyl acetate, and use eluent V 石油醚 / V 乙酸乙酯 Separation by a 7-10:1 column yielded 2.669 g of the intermediate 2-decylamino-4,6-dichloro-1,3,5-s-triazine with a yield of 87.80%.

[0042] (2) Synthesis of N-methyl-N-(4-decylamino-6-chloro-1,3,5-s-triazin-2-yl)-2-aminoethanesulfonate amphoteric surfactant

[0043] Add 2.58g (0.0085mol) of 2-decylamino-4,6-dichloro-1,3,5-s-triazine and 8-10mL of acetone into the reaction flask, and dropwise add 0.0085mol of 40% N-methyl Sodium taurine aqueous solution, adjust the pH to...

Embodiment 3

[0047] (1) Synthesis of 2-dodecylamino-4,6-dichloro-1,3,5-s-triazine intermediate

[0048] With embodiment 1 (1).

[0049] (2) Synthesis of N-methyl-N-(4-dodecylamino-6-chloro-1,3,5-s-triazin-2-yl)-2-aminoethanesulfonate sodium amphoteric surfactant

[0050] With embodiment 1 (2).

[0051] (3) Synthesis of N-methyl-N-(4,6-docosylamino-1,3,5-s-triazin-2-yl)-2-aminoethanesulfonate sodium amphoteric surfactant

[0052] 2.742g (0.006mol) of N-methyl-N-(4-dodecylamino-6-chloro-1,3,5-s-triazin-2-yl)-2-aminoethanesulfonic acid sodium amphoteric Surfactant and 16mL ethanol aqueous solution were added to the reaction flask, 1.11g (0.006mol) ethanol solution of dodecylamine was added dropwise, the pH was adjusted to 8-10.5 with 5-8% sodium hydroxide solution, and the reaction was carried out at 90-95°C for 6 ~10h. After the reaction was completed, the reaction solution was concentrated under reduced pressure to precipitate a solid, which was filtered by suction and dried in vacuo to...

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Abstract

The invention discloses a synthesis method of N-methyl-N-(4,6-aliphatic fatty diamine-1,3,5-s-triazine-2-group)-2-amino sodium taurine amphoteric surfactants which are prepared from cyanuric chloride, alicyclic amine and N-methyl sodium taurocholate as main raw materials. The synthesis method comprises the following steps of: dissolving the cyanuric chloride into acetone or ethanol, dropping alicyclic amine A at the temperature of 0-5DEG C and using an alkaline solution as an acid binding agent; dissolving the purified 2-fatty amine-4,6-dichlone-1,3,5-s-triazine into an acetone solution and reacting with a water solution of 40 percent N-methyl sodium taurocholate at the temperature of 30-50DEG C to generate N-methyl-N-(4-fatty amine-6-chloride-1,3,5-s-triazine-2-group)-2-amino sodium taurine amphoteric surfactants; condensing at reduced pressure, sucking filtering and vacuum drying; and dissolving the obtained N-methyl-N-(4-fatty amine-6-chloride-1,3,5-s-triazine-2-group)-2-amino sodium taurine amphoteric surfactants into a mixed solution of ethanol and water and reacting with licyclic amine B at the temperature of 80-100DEG C to obtain the N-methyl-N-(4,6-aliphatic fatty diamine-1,3,5-s-triazine-2-group)-2-amino sodium taurine amphoteric surfactants. The synthesis method is simple; the yield in each step of reaction is more than or equal to 80.00 percent; the solvents for reaction include petroleum ether, ethyl acetate, acetone, ethanol and water and have little hazard to human body; and the petroleum ether and the ethyl acetate can be recycled and are environment-friendly.

Description

technical field [0001] The invention relates to a class of s-triazine amphoteric surfactant N-methyl-N-(4,6-difatty amino-1,3,5-s-triazin-2-yl)-2-aminoethanesulfonic acid The invention discloses a method for synthesizing sodium, which belongs to the field of surfactant synthesis chemistry. The alkyl group of the N-methyl-N-(4,6-difatty amino-1,3,5-s-triazin-2-yl)-2-aminoethanesulfonate amphoteric surfactant involved in the present invention The total number of carbon atoms is 12-28. Background technique [0002] Cyanuric chloride is an important organic intermediate, and the three chlorine atoms in its structure can be replaced by -OH, -NH 2 , -SH, -NHR and other functional groups are replaced to form s-triazine derivatives with different properties and uses. [0003] The first chlorine atom on cyanuric chloride is the most active and can be replaced generally at 0-5°C. After replacing the chlorine atom on the s-triazine ring, the remaining chlorine atoms are deactivated...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/32C07D251/70C09K23/32
Inventor 乔卫红李静朱友益蔡红岩李宗石
Owner DALIAN UNIV OF TECH
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