141-21-9

Usage

Uses

Used in Personal Care and Cosmetics Industry:
N-[2-[(2-hydroxyethyl)amino]ethyl]stearamide is used as an emulsifying agent for its capacity to stabilize formulations and improve the texture of products, making it a valuable component in skin and hair care products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, N-[2-[(2-hydroxyethyl)amino]ethyl]stearamide serves as a thickening agent and surfactant, contributing to the formulation and consistency of various medicinal products.
Used as a Lubricant:
N-[2-[(2-hydroxyethyl)amino]ethyl]stearamide is utilized as a lubricant in product formulations to prevent separation and ensure a smooth application.
Used for Moisturization and Conditioning:
N-[2-[(2-hydroxyethyl)amino]ethyl]stearamide is applied in skin and hair care products as a moisturizing and conditioning agent, providing beneficial effects on the skin and hair by maintaining hydration and improving manageability.

InChI:InChI=1/C22H46N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(26)24-19-18-23-20-21-25/h23,25H,2-21H2,1H3,(H,24,26)

Synthetic route

2-(2-Aminoethylamino)ethanol (111-41-1) + stearic acid (57-11-4) → [2-(2-hydroxyethylamino)ethyl]heptadecylamide (141-21-9)

Conditions	Yield
With calcium oxide at 140℃; for 0.0666667h; microwave irradiation;	92%

stearic acid ethyl ester (111-61-5) + 2-(2-Aminoethylamino)ethanol (111-41-1) → [2-(2-hydroxyethylamino)ethyl]heptadecylamide (141-21-9)

Conditions	Yield
at 130 - 230℃;

[2-(2-hydroxyethylamino)ethyl]heptadecylamide (141-21-9) → 2-heptadecyl-1-(2-hydroxyethyl)-2-imidazoline (95-19-2)

Conditions	Yield
at 220℃; for 4h;

Upstream product

• 111-41-1 2-(2-Aminoethylamino)ethanol 
• 57-11-4 stearic acid 
• 111-61-5 stearic acid ethyl ester 

Downstream Products

• 95-19-2 2-heptadecyl-1-(2-hydroxyethyl)-2-imidazoline 

Relevant academic research and scientific papers

Synthesis and properties of a series of CO2 switchable surfactants with imidazoline group

Switchable surfactants are environment-friendly compounds, which can be separated from the system or lose surface activity after completing their function during one stage of a process. In order to study switchable properties of a kind of CO2 switchable surfactant with an imidazoline group, four 2-alkyl-1-hydroxyethylimidazolines were synthesized by condensation of N-(2-hydroxyethyl)ethanediamine with dodecanoic, tetradecanoic, hexadecanoic, and octadecanoic acids. Then, the series of long-chain alkyl imidazoline compounds were reacted with dry ice to produce imidazolinium bicarbonates cationic surfactants. The critical micelle concentration (CMC) and surface tension at CMC (γcmc) measured by the Wilhelmy plate technique show that these surfactants have excellent surface activity. The changes of conductivity before and after bubbling CO2 show the conversion between imidazolines and imidazolinium bicarbonates cationic surfactants. Conductivity cycles indicated that these surfactants could be switched by CO2 reversibly and repeating this three times. However, their switchable function on the emulsification-demulsification of water-alkane was dissatisfactory due to the emulsibility of amide which was hydrolyzed from 2-alkyl-1-hydroxyethylimidazoline. Therefore, the application of these switchable surfactants needed to be studied further.

Synthesis of Long Chain 2-Alkyl-1-(2-hydroxyethyl)-2-imidazolines under Microwave in Solvent-Free Conditions

An efficient method for the synthesis of long chain 2-alkyl-1-(2-hydroxyethyl)-2-imidazolines, and their amide precursors, by condensing aminoethylethanolamine and several fatty acids under non-solvent microwave irradiation using CaO as support, is described. Products were obtained in good yields and high purity in a few minutes, in both multimode microwave and monomode microwave oven. Evidences of non-thermal microwave effects are given.