122262
N,N,N′,N′-Tetrakis(2-Hydroxypropyl)ethylenediamine
98%
Synonym(s):
Edetol, Entprol, (Ethylenedinitrilo)tetra-2-propanol, Quadrol®
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About This Item
Linear Formula:
[CH3CH(OH)CH2]2NCH2CH2N[CH2CH(OH)CH3]2
CAS Number:
Molecular Weight:
292.41
Beilstein/REAXYS Number:
1781143
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
Recommended Products
vapor pressure
1 mmHg ( 20 °C)
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
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
signalword
Warning
hcodes
pcodes
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
Certificates of Analysis (COA)
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Thermally responsive self-healing composites with continuous carbon fiber reinforcement
Yunseon Heo and Henry A. Sodano
Composites Science and Technology, 118, 244-250 (2015)
M J Dunphy et al.
Journal of chromatography, 488(2), 369-377 (1989-03-24)
A wide-bore capillary gas chromatographic method with nitrogen-selective thermionic detection is described for the quantitative analysis of N,N,N',N'-tetrakis (2-hydroxypropyl)ethylenediamine (Quadrol) in plasma. N,N,N',N'-tetrakis (2-hydroxybutyl)ethylenediamine is used as an internal standard. Rat or human plasma samples (0.5 ml) are mixed with
G S Begg et al.
Analytical biochemistry, 138(1), 30-33 (1984-04-01)
Treatment of Quadrol buffer with isothiocyanatophenylthiocarbamylaminoethylaminopropyl glass (DITC glass) substantially reduces the impurities observed when this buffer is used with the spinning cup sequenator. Use of DITC glass-treated Quadrol buffer permits identification of PTH-amino acids from protein degradations down to
In vitro stimulation of macrophages by quadrol [N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine].
M V Bhide et al.
Journal of immunopharmacology, 7(3), 303-312 (1985-01-01)
Mouse peritoneal macrophages, when exposed to Quadrol [N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine] in vitro, show a dose dependent enhanced spreading over a four-hour period. In vitro Quadrol induced phagocytosis of polystyrene beads was found to be time and concentration dependent. The rate and extent
Ona Gyliene et al.
Journal of hazardous materials, 175(1-3), 452-459 (2009-11-10)
Decontamination of solutions containing Cu(II) complexes with tartrate, glycine and quadrol (N,N,N'N'-tetrakis(2-hydroxypropyl)ethylenediamine) using metallic iron depends on pH and proceeds best in mildly acidic solutions. Cu(II) is completely removed from all solutions containing the ligands investigated. The degree of ligand
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