122262

N,N,N′,N′-Tetrakis(2-Hydroxypropyl)ethylenediamine

98%

• Synonym(s): Edetol, Entprol, (Ethylenedinitrilo)tetra-2-propanol, Quadrol^®
• Linear Formula: [CH₃CH(OH)CH₂]₂NCH₂CH₂N[CH₂CH(OH)CH₃]₂
• CAS Number: 102-60-3
• Molecular Weight: 292.41
• Beilstein/REAXYS Number: 1781143
• EC Number: 203-041-4
• MDL number: MFCD00004534
• UNSPSC Code: 12162002
• PubChem Substance ID: 24847480
• NACRES: NA.23

Properties

• vapor pressure: 1 mmHg ( 20 °C)
• Quality Level: 100
• assay: 98%
• refractive index: n20/D 1.4812 (lit.)
• bp: 175-181 °C/0.8 mmHg (lit.)
• density: 1.013 g/mL at 25 °C (lit.)
• SMILES string: CC(O)CN(CCN(CC(C)O)CC(C)O)CC(C)O
• InChI: 1S/C14H32N2O4/c1-11(17)7-15(8-12(2)18)5-6-16(9-13(3)19)10-14(4)20/h11-14,17-20H,5-10H2,1-4H3
• InChI key: NSOXQYCFHDMMGV-UHFFFAOYSA-N

Description

General description

N,N,N′,N′-Tetrakis(2-Hydroxypropyl)ethylenediamine (also known as Quadrol) is an ethylenediamine based monomer used in the production of polyurethane coatings, adhesives, cosmetics and personal care products. It can act as a chelating agent, due to the presence of its four hydroxyl groups, and a crosslinking agent, due to its two amino groups. It is widely used as a building block for polymers and copolymers, particularly those that are designed for use in UV-cross linkable polyurethane polymers, dendritic amino polymers, conducting polymers, inks, and coatings. Additionally, Quadrol is used in the production of resins, as well as in the manufacture of surfactants, plasticizers, and other chemical products.

Application

N,N,N′,N′-Tetrakis(2-Hydroxypropyl)ethylenediamine can be used as:

• A monomer in the synthesis of covalently cross-linked and amorphous shape memory polyurethane (SMPU) foams that are used in biomedical applications, which includes SMPU actuators for treating ischemic stroke, thrombus removal activated by laser light, self-deployable SMP neuronal electrodes, vascular stents, sutures in microsurgery, ocular implants, bandages, cell manipulation, and cell therapy.
• A precursor in the preparation of self-healing CFRPs (carbon fiber reinforced polymer) which are thermally responsive with excellent mechanical properties.
• A crosslinking agent to create a hydrogel that is biocompatible and supports the growth of neural cells. Hydrogels are specifically designed to mimic the properties of the extracellular matrix (ECM), in promoting cell proliferation. The purpose of the hydrogel in this context is to act as an extracellular matrix (ECM) substitute, providing a supportive environment for cell growth and guiding cell adhesion and outgrowth. This study investigates the potential of the peptide-modified channels to facilitate neural tissue engineering and enhance cell proliferation within the hydrogel-based scaffold.

Legal Information

Quadrol is a registered trademark of BASF Corporation

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H319
• pcodes: P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 411.8 °F - closed cup
• flash_point_c: 211 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves