Hydroxyethyl ethylenediamine/2- (2-aminoethylamino) ethanol

Hydroxyethyl ethylenediamine
Also known as curing agent 1, with a molecular formula of C4H12ON2 and a relative molecular weight of 104.15. The structural formula is H2NCH2CH2NHCH2OH, which appears as a light yellow to yellow viscous liquid with an ammonia odor and is non irritating. Soluble in water and ethanol, easily hygroscopic, able to absorb carbon dioxide and water from the air, and has good compatibility with epoxy resin. Less volatile than ethylenediamine, slightly higher viscosity than ethylenediamine, and 6-7 times less toxic than ethylenediamine. Commonly used as a curing agent for epoxy resin, it has the characteristics of low toxicity and room temperature curing.
Chinese name hydroxyethyl ethylenediamine
Foreign name 2- (2-aminoethylamino) ethanol, N-(2-aminoethyl)ethanolamino，Aminoethylethanolamine，Monoethanolethylenediamine，N-hydroxyethyl-1,2-ethylenediamine，AEEA
Alias curing agent 1, N - (2-aminoethyl) ethanolamine, 120 curing agent, aminoethyl ethanolamine, β - hydroxyethyl ethylenediamine, β - hydroxyethyl diamine
Chemical formula C4H12ON2
Molecular weight 104.15
CAS number 111-41-1
EINECS number 203-867-5
Melting point -28 ℃ [31]
Boiling point 238 to 240 ℃ (204.41 kPa)
Water soluble in water
Density approximately 1.0304 g/cm ³
Appearance: A light yellow to yellow viscous liquid with an ammonia odor
Flash point 125 ℃ (closed cup)
Commonly used in epoxy resin curing agents, etc

chemical property
Hydroxyethyl ethylenediamine is an organic base compound that contains both active amino and hydroxyl groups in its molecule. It has strong polarity and chemical properties similar to ethylenediamine, as well as the chemical properties of ordinary alcohols. It has multifunctionality and can react with inorganic acids, organic acids, and various organic compounds simultaneously to form salts, ammonolysis, esterification, and condensation, producing a variety of derivative products.
Similar to ethylenediamine, hydroxyethyl ethylenediamine can react with glyoxal to cyclize and synthesize piperazine derivatives. For example, studies have used imine reductase (IREDs) catalysis to efficiently synthesize N-hydroxyethyl piperazine under mild conditions using hydroxyethyl ethylenediamine and glyoxal.
During preparation, hydroxyethyl ethylenediamine can undergo self cyclization to 1,4-dimethylpiperazine, which is more favorable for the reaction to occur under catalytic and high-temperature conditions.

application area 
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It can be used as the production raw material of light stabilizer and vulcanization accelerator in the paint and coating industry, the metal ion chelating agent generated after the carboxylation of amino groups, the detergent used to clean the zinc cuprum (copper nickel zinc alloy) coins to prevent browning, the lubricating oil additive (can be directly used together with the methacrylic acid copolymer as the preservative and oil stain dispersant), synthetic resins such as water-based lotion coatings, paper sizing agent and hair spray, etc. It also has certain applications in petrochemical and other fields.
surface active agent 
As a surfactant raw material, it can produce various high-performance amphoteric imidazoline surfactants for shampoo, bath liquid, personal and industrial cleaning agents. At the same time, it can also produce cationic imidazoline surfactants with good anti-corrosion and corrosion inhibition effects, strong emulsifying ability, and good dispersibility.
Alkyl imidazoline series amphoteric surfactants. It has excellent foam and wettability, stability to pH change, low toxicity, complete biodegradation, and no irritation to skin and eyes. Components used for baby shampoo. Also used in cosmetics. Acylation of ethylenediamine with fatty acids to produce amides, which are then reacted with epoxyethane to produce. It can also be prepared by reacting fatty acids with aminoethyl ethanolamine. Various alkyl imidazoline derivative series surfactants can be prepared by sulfonation and sulfation reactions of alkyl imidazoline and its hydrolysis product amide amine.
Corrosion inhibitor
In June 1971, a research group composed of China Southern Refining, Nanjing Institute of Chemical Technology, and Sichuan Petroleum Refining Research Institute was tasked with improving the solubility of 1011 corrosion inhibitor. Eventually, they selected hydroxyethyl ethylenediamine as one of the raw materials to synthesize corrosion inhibitor 1017. During the synthesis process, hydroxyethyl ethylenediamine is used to react with oleic acid to synthesize hydroxyethyl imidazoline. The product is then reacted with epichlorohydrin to produce polyoxyalkylimidazoline, which is finally compounded with 33% oleic acid to form polyoxyalkylimidazoline oleate. In practical use, it is called 1017-5 corrosion inhibitor, which is suitable for environments with pH 8-9. It is a corrosion inhibitor with good oil solubility and high slow-release rate. Compared with French PR, its slow-release rate for iron ions is similar, but at the phase transition site, which is the most severely corroded area, it is significantly higher than French PR.
curing agent
Commonly used as a curing agent and wetting agent, it can be widely used for bonding various metals and non metals, preparing anti-corrosion epoxy coatings, and chemical grouting agents. As a curing agent, it is mainly compounded with epoxy resin, such as for bonding non-metallic and metallic materials, and can also be used for casting mechanical, electrical components, and cable joints. The active period of the curing agent is about 25 minutes at 20 ℃, and the curing speed is about twice as slow as ethylenediamine, and it has a plasticizing effect.
CO ₂ absorbent
Like flue gas desulfurization, organic amine washing has always been the preferred method for capturing and separating CO2 from flue gas, and this technology was first used in the 19th century. Recent studies have shown that under the same concentration conditions, hydroxyethyl ethylenediamine has a greater ability to absorb carbon dioxide than ethanolamine, but its desorption ability is weaker, resulting in better absorption of carbon dioxide. AEEA decomposes during the capture of carbon dioxide, producing proton ammonia, difficult to adsorb amino formate salts, and easily dissociated HCO32- and CO32-.
Pharmaceutical production
As an organic synthesis intermediate, it is the side chain of the anticancer drug Mitoxantrone. After synthesizing 1,4-5,8-tetrahydroxyanthraquinone, adding hydroxyethyl ethylenediamine dropwise and stirring continuously can synthesize the crude product of mitoxantrone, which is a paste like viscous liquid.