Diethyltoluenediamine
[CAS# 68479-98-1]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Amine
• Name: Diethyltoluenediamine
• Synonyms: Diethylmethylbenzenediamine; DETDA
• Molecular Formula: C₁₁H₁₈N₂
• Molecular Weight: 178.28
• CAS Registry Number: 68479-98-1
• EC Number: 270-877-4
• SMILES: CCc1c(cc(c(c1N)CC)N)C

Properties

• Density: 1.022
• Flash point: >140 ºC
• Boiling point: 310 ºC

Safety Data

• Hazard Symbols: GHS08;GHS07;GHS09 Warning
• Hazard Statements: H312-H302-H373-H319-H400-H410
• Precautionary Statements: P280-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410

• Transport Information: UN 3082

Discovory and Applicatios

Diethyltoluenediamine is an organic compound belonging to the class of aromatic amines. It is characterized by the presence of two ethyl groups and two amino groups attached to a toluene ring, making it a derivative of toluene. This compound has garnered interest in various industrial applications, particularly in the fields of polymer chemistry, adhesive technology, and coating formulations.

The discovery of diethyltoluenediamine can be traced back to the mid-20th century when researchers were exploring the chemical properties and applications of toluene derivatives. The introduction of ethyl groups into the toluene structure aimed to enhance the solubility and reactivity of the resulting compound. The combination of amino functionalities with an aromatic system has made diethyltoluenediamine an important building block in the synthesis of various chemical products.

One of the primary applications of diethyltoluenediamine is as a curing agent for epoxy resins. Epoxy resins are widely used in various industries due to their excellent adhesive properties and chemical resistance. Diethyltoluenediamine acts as a hardener, facilitating the cross-linking process that transforms the liquid resin into a solid material. This application is crucial in the production of coatings, adhesives, and composite materials, where strong bonds and durability are essential.

In addition to its role in epoxy systems, diethyltoluenediamine is also utilized in the formulation of polyurethane materials. As a chain extender or cross-linking agent, it helps enhance the mechanical properties of polyurethane elastomers, contributing to their flexibility, strength, and resistance to degradation. This versatility makes diethyltoluenediamine a valuable ingredient in the production of foams, sealants, and various molded products.

The compound has also found applications in the manufacturing of dyes and pigments. The amino groups in diethyltoluenediamine can participate in various chemical reactions, leading to the synthesis of complex dye structures. These dyes are widely used in textiles, plastics, and coatings, providing vibrant colors and stability to finished products. The ability to modify the chemical structure of diethyltoluenediamine allows for the development of customized dye formulations to meet specific performance requirements.

Furthermore, diethyltoluenediamine is investigated for its potential in the pharmaceutical industry. Its structure enables it to serve as a precursor for the synthesis of bioactive compounds, including pharmaceuticals targeting various therapeutic areas. Research is ongoing to explore its role as an intermediate in the development of new drugs and treatments, highlighting its importance beyond industrial applications.

While diethyltoluenediamine offers numerous benefits in various applications, safety considerations are paramount. As with many aromatic amines, exposure to diethyltoluenediamine may pose health risks, including skin and respiratory irritation. It is essential for manufacturers and users to implement proper safety measures during handling and processing, including the use of personal protective equipment and adequate ventilation.

Recent studies have focused on improving the performance and environmental compatibility of diethyltoluenediamine-based formulations. Efforts are underway to develop greener alternatives and to investigate the compound's potential in sustainable chemistry. These developments aim to minimize the environmental impact of industrial processes while maintaining the efficacy of the compound in its various applications.

In conclusion, diethyltoluenediamine is a significant compound with diverse applications in polymer chemistry, adhesive technology, and dye manufacturing. Its role as a curing agent and cross-linking agent highlights its importance in enhancing the performance of various materials. Ongoing research aims to further explore its potential in pharmaceutical applications and to develop safer, more sustainable alternatives for industrial use.