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Method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase

A technology of solid super strong base and dimethyl tertiary amine, which is applied in the preparation of organic compounds, chemical instruments and methods, and the preparation of carboxylic acid amides. It can solve the problems of complex operation, difficult recovery, environmental hazards, etc. The effect of less amount, simple reaction process and high catalytic efficiency

Active Publication Date: 2018-01-12
HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The traditional synthesis method is to synthesize fatty acid amide dimethyl tertiary amine compounds through the acylation reaction of organic acids and N,N-dimethyl tertiary amine compounds under the catalysis of strong bases such as sodium ethoxide and sodium hydroxide. Use sodium ethylate, sodium hydroxide etc. as catalyst, its catalytic efficiency is not high, also need to carry out purification treatment to product after reaction finishes, complicated operation and increased production cost (Chen Fengsheng etc., Daily Chemical Industry, 2008,5,285); In addition , sodium ethoxide, sodium hydroxide and other strong bases are difficult to recycle, which brings harm to the environment (Zhu Hongjun et al., Advances in Fine Petrochemicals, 2011,10,5)

Method used

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  • Method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase
  • Method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase

Examples

Experimental program
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Effect test

Embodiment 1

[0016] In terms of molar ratio, stearic acid: N,N-dimethylpropylamine: KF / Al 2 o 3 =1.2:1:0.01 Prepare the raw materials. Add stearic acid, N,N‐dimethylpropylamine, KF / Al 2 o 3 , stirring and heating up to 60°C, keeping the temperature for reaction for 1 hour; stirring and heating up to 110°C, keeping the temperature for reaction for 8 hours; cooling to room temperature, the obtained reddish-brown viscous solid is stearamidopropyl dimethyl tertiary amine of the present invention , yield 98%.

[0017] IR (neat) ν: 3394, 2925, 2855, 1647, 1554, 1463, 1376, 1265, 723cm ‐1 ; 1 H NMR (400MHz, CDCl 3 ): δ=0.87(t,3H),1.21(t,28H),1.55‐1.67(m,4H),2.13(t,2H),2.22(s,6H),2.35(t,2H),3.30‐ 3.34(m,2H)..

Embodiment 2

[0019] In molar ratio, oleic acid: N,N‐dimethylpropylamine: K / γ‐Al 2 o 3 =1:1:0.01 Prepare the raw materials. Add oleic acid, N,N‐dimethylpropylamine, K / γ‐Al 2 o 3 , stirred and heated up to 60°C, kept the temperature for 1 hour; stirred and heated up to 110°C, kept the temperature for 8 hours; cooled to room temperature, the obtained reddish-brown viscous solid is the oleic acid amidopropyl dimethyl tertiary Amine, yield 99%

[0020] IR (neat) ν: 3392, 3081, 2925, 2855, 1645, 1552, 1461, 1375, 1263, 722cm ‐1 ; 1 H NMR (400MHz, CDCl 3 ): δ=0.88(t,3H),1.25‐1.30(m,20H),1.60‐1.67(m,4H),1.99‐2.05(m,4H),2.12(t,2H),2.22(s,6H ), 2.35(t,2H), 3.30‐3.35(m,2H), 5.34(t,2H).

Embodiment 3

[0022] In terms of molar ratio, stearic acid: oleic acid: N,N‐dimethylpropylamine: KNO 3 / ZrO 2 =1:1:2:0.02 Prepare the raw materials and add stearic acid, oleic acid, N,N- Dimethylpropylamine, KNO 3 / ZrO 2 , stirring and heating up to 40°C, keeping the temperature for 2 hours; stirring and heating up to 120°C, keeping the temperature for 9 hours; cooling to room temperature, the obtained reddish-brown viscous solid is stearamidopropyldimethyl tertiary stearamidopropyldimethyl of the present invention Amine and oleic acid amidopropyl dimethyl tertiary amine mixture, yield 98%.

[0023] IR (neat) ν: 3310, 3083, 2924, 2853, 1563, 1648, 1464, 1400, 1308, 1043, 721cm ‐1 ; 1 HNMR (400MHz, CDCl 3 ): δ=0.88(t,6H),1.21(t,28H),1.25‐1.30(m,20H),1.55‐1.67(m,8H),1.99‐2.05(m,4H),2.13(t,4H ), 2.22(s,12H), 2.35(t,4H), 3.30‐3.34(m,4H), 5.35(t,2H).

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Abstract

The invention discloses a method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase, and belongs to the field of organic chemical synthesis. According to the method,one or several kinds of fatty acids and N,N-dimethylamino compounds are used as raw materials; solid superbase with the advantages of high catalysis activity, cyclic use and environment-friendly effect is used as a catalyst for preparing the fatty acid amide dimethyl tertiary amine compounds. The method has the advantages that the operation is simple and convenient; the post treatment is simple;the reaction conditions are mild; the yield is high; the method belongs to a green novel method for synthesizing the fatty acid amide dimethyl tertiary amine compounds.

Description

technical field [0001] The invention relates to a method for preparing fatty amide dimethyl tertiary amine compounds by using a solid superbase, and belongs to the technical field of organic chemical synthesis. Background technique [0002] Fatty amide dimethyl tertiary amine compound, as a fine chemical intermediate with wide application, is mainly used in the production of emulsifiers, wetting agents, dispersants, antistatic agents, softeners, detergents, rust inhibitors, thickeners agents and fungicides etc. [0003] The traditional synthesis method is to synthesize fatty acid amide dimethyl tertiary amine compounds through the acylation reaction of organic acids and N,N-dimethyl tertiary amine compounds under the catalysis of strong bases such as sodium ethoxide and sodium hydroxide. Use sodium ethylate, sodium hydroxide etc. as catalyst, its catalytic efficiency is not high, also need to carry out purification treatment to product after reaction finishes, complicated o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C231/02C07C233/36C07C233/38
Inventor 郭辉庄玉伟张国宝郑果刘传艺曹健赵根锁
Owner HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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