N,N-Bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine
[CAS# 33329-35-0]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Amine
• Name: N,N-Bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine
• Molecular Formula: C₁₅H₃₆N₄
• Molecular Weight: 272.47
• CAS Registry Number: 33329-35-0
• EC Number: 251-459-0
• SMILES: CN(C)CCCN(CCCN(C)C)CCCN(C)C

Properties

• Solubility: 5.499e+004 mg/L (25 ºC water)
• Density: 0.9±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.478, Calc.^*
• Melting point: 87.15 ºC
• Boiling Point: 297.7±8.0 ºC (760 mmHg), Calc.^*, 319.61 ºC
• Flash Point: 112.5±14.1 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Hazard Statements: H302-H312+H332-H312-H314-H318-H332
• Precautionary Statements: P260-P261-P264-P264+P265-P270-P271-P280-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P362+P364-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312
Serious eye damage	Eye Dam.	1	H318
Acute toxicity	Acute Tox.	4	H302
Skin corrosion	Skin Corr.	1C	H314
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

Discovory and Applicatios

N,N-Bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine, commonly referred to as DMPD, is a specialized organic compound belonging to the class of diamines. Its molecular structure comprises two dimethylamino groups attached to a propane backbone, enhancing its reactivity and making it valuable in various chemical applications. This compound is notable for its role as a curing agent and hardener in epoxy and polyurethane formulations, where it contributes to the development of robust and durable materials.

The discovery of DMPD can be traced back to ongoing research aimed at enhancing the properties of epoxy resins and polyurethanes. Chemists sought to develop amine-based hardeners that could facilitate the curing process while improving the mechanical properties of the resulting materials. The introduction of DMPD into the field provided a means to achieve faster curing times and enhanced performance characteristics in polymer systems.

One of the primary applications of N,N-Bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine is in the production of epoxy resins. When used as a curing agent, DMPD reacts with epoxide groups in the resin, leading to cross-linking and the formation of a thermosetting polymer. This reaction significantly enhances the mechanical strength, thermal stability, and chemical resistance of the final product. The use of DMPD in epoxy formulations is particularly beneficial in industries where high-performance materials are required, such as aerospace, automotive, and construction.

In addition to its role in epoxy resins, DMPD is also utilized in polyurethane systems. As a hardener, it promotes the reaction between polyols and isocyanates, facilitating the formation of polyurethane networks. The incorporation of DMPD in polyurethane formulations not only accelerates the curing process but also improves the elasticity and durability of the final product. This application is crucial in various sectors, including coatings, adhesives, and flexible foams, where performance and longevity are essential.

Furthermore, N,N-Bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine has been explored for its potential use in biomedical applications. Researchers have investigated its properties for drug delivery systems and tissue engineering due to its biocompatibility and ability to form hydrogels. The incorporation of DMPD into hydrogels enhances their mechanical properties and stability, making them suitable for applications in regenerative medicine and pharmaceutical delivery.

Despite its advantages, the use of DMPD requires careful handling due to the potential health risks associated with amines. Exposure to DMPD can cause skin and respiratory irritation, necessitating appropriate safety measures during manufacturing and application. Regulatory guidelines must be followed to ensure safe use in various industries, particularly in formulations intended for consumer products.

Ongoing research into N,N-Bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine aims to optimize its applications and explore new areas for utilization. Innovations in polymer chemistry are focusing on enhancing the performance of DMPD-based materials, potentially expanding their use in advanced coatings, adhesives, and biomedical devices. The compound's unique properties position it as a significant player in the development of next-generation materials that meet the increasing demands of various industries.

The discovery and application of N,N-Bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine highlight its importance in modern materials science. Its roles in epoxy and polyurethane systems, as well as its potential in biomedical applications, underscore the compound's impact on advancing technology and materials performance while emphasizing the need for responsible handling and use.