Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Method for synthesizing imidazoline intermediate and cationic derivative thereof

A synthesis method and intermediate technology are applied in the synthesis field of imidazoline intermediates and cationic derivatives thereof, and can solve the problems of inclusion of solvents, polyamine residues, influence on corrosion inhibition performance, etc. content, good water film replacement effect

Inactive Publication Date: 2010-09-29
苗俊良
View PDF0 Cites 14 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The "solvent dehydration method" produces stable water, and the organic amine is not easy to carry out, but the product will be mixed with solvent, and the recovery of the solvent requires additional distillation equipment; although the "vacuum dehydration method" is easy to produce, it is easy to lose the organic amine, resulting in the bisamide content in the product High; although the synthesis of imidazoline by "step heating and free water outlet method" is not easy to lose organic amines and has less bisamide content, the incomplete water outlet makes the reaction incomplete, and it is easy to make polyamine residues
[0004] Cationic imidazoline is synthesized by the reaction of imidazoline intermediates and alkylating reagents. The alkylating reagents generally use chlorinated alkanes or sulfuric acid esters. The reaction speed of chlorinated alkanes is slow, and the generated chloride ions will affect the corrosion inhibition performance.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for synthesizing imidazoline intermediate and cationic derivative thereof
  • Method for synthesizing imidazoline intermediate and cationic derivative thereof
  • Method for synthesizing imidazoline intermediate and cationic derivative thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Step 1: Put 1 mol of oleic acid, 1.2 mol of ethylenediamine, and 4 mol of water into the reaction kettle, stir evenly and gradually heat up. The reaction time for heating up from 100°C to 180°C is 10 hours, and the water and The water generated by the reaction, then turn on the vacuum pump, remove the excess polyamine and the generated water at -0.06MPa, and gradually increase the temperature, and continue the reaction for 4 hours at 180°C to 240°C, thus synthesizing the imidazoline intermediate.

[0031] Step 2: Cool the imidazoline intermediate to 80°C, add isopropanol, the quality of isopropanol is 30% of the imidazoline intermediate, then add 2mol of diethyl sulfate, and keep warm at a temperature of 80°C React for 2 hours, so that cationic imidazoline is synthesized.

Embodiment 2

[0033] Step 1: Put 1 mol of linoleic acid, 1.4 mol of diethylenetriamine, and 3 mol of water into the reactor, stir evenly and gradually heat up. The reaction time for heating up from 100°C to 180°C is 8 hours. Water and the water generated by the reaction, then turn on the vacuum pump, remove the excess diethylenetriamine and the water generated by the reaction at -0.07MPa, and gradually increase the temperature, and continue the reaction for 5 hours at 180 ° C ~ 230 ° C to obtain imidazoline intermediate.

[0034] Step 2: cooling the imidazoline intermediate to 70°C, adding dehydrated ethanol, whose quality is 60% of the imidazoline intermediate, then adding 1.1mol of dimethyl sulfate, at a temperature of 70°C, Heat preservation reaction 3 hours, promptly synthesize cationic imidazoline like this.

Embodiment 3

[0036] step one:

[0037] Heat and melt 1 mol of lauric acid, add 1.6 mol of triethylenetetramine and 2 mol of water, stir evenly and gradually heat up, the reaction time for heating up from 100°C to 180°C is 7 hours, steam the water added in the previous stage and the water generated by the reaction , and then turn on the vacuum pump, remove excess triethylenetetramine and generated water at -0.08MPa, and gradually increase the temperature, and continue the reaction for 6 hours at 180°C to 220°C, thus synthesizing the imidazoline intermediate.

[0038] Step 2: Cool the imidazoline intermediate to 60°C, add 95% ethanol, the quality of 95% ethanol added is 80% of the imidazoline intermediate, then add dimethyl sulfate 1.05mol, at a temperature of 60°C, Heat preservation reaction 4 hours, promptly synthesize cationic imidazoline like this.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a method for synthesizing an imidazoline intermediate and a cationic derivative thereof. The method comprises the following process steps of: putting fatty acid, polyamine and water into a reaction kettle in a mole ratio of 1:1.1-2:1-5, heating to the temperature of between 100 and 180 DEG C to distill over the water added before and the water generated in the reaction, removing redundant polyamine and water under a pressure of between -0.04 and -0.1MPa and performing a reaction at a temperature of between 180 and 240 DEG C for 3 to 8 hours to synthesize the imidazoline intermediate; and reducing the temperature of the imidazoline intermediate to be below 80 DEG C, adding a solvent of which the mass is 30 to 100 percent of the imidazoline intermediate into the imidazoline intermediate, then adding 1 to 2mol of sulfate into the mixture and performing heat preservation reaction at the temperature of between 50 and 80 DEG C for 2 to 4 hours to synthesize cationic imidazoline. The fatty acid is oleic acid, linoleic acid, stearic acid, palmitic acid, lauric acid, coconut oil acid, capric acid and octanoic acid; the polyamine is ethylenediamine, diethylenetriamine, triethylene tetramine and tetraethylene pentamine; the solvent is isopropanol, absolute ethyl alcohol or 95 percent ethanol; and the sulfate is dithyl sulfate and dimethyl sulfate.

Description

technical field [0001] The invention relates to a synthesis method of an imidazoline intermediate and a cationic derivative thereof, belonging to the field of organic synthesis and chemical industry. Background technique [0002] Imidazoline surfactant is a kind of surfactant with excellent performance, low toxicity and easy biodegradation. The imidazoline intermediate can be used as an oil-soluble corrosion inhibitor, used as an additive for lubricating oil, anti-rust oil, and anti-rust paint. It has good corrosion inhibition effect and water film displacement. Cationic imidazolines can be used as water-soluble corrosion inhibitors for pickling corrosion inhibitors, preservatives, and fungicides. [0003] The imidazoline surfactants that are widely used in the market are mainly synthesized from asymmetric organic polyamines and fatty acids. Because imidazolines synthesized with symmetrical organic polyamines and fatty acids are prone to produce a large number of by-product...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/06C07D233/10C07D233/16
Inventor 苗俊良
Owner 苗俊良
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Eureka Blog
Learn More
PatSnap group products