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:
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
Related Categories
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
411.8 °F - closed cup
Flash Point(C)
211 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Thermally responsive self-healing composites with continuous carbon fiber reinforcement
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Composites Science and Technology, 118, 244-250 (2015)
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
Low density biodegradable shape memory polyurethane foams for embolic biomedical applications
Pooja S, et al.
Acta Biomaterialia, 10(1), 67-76 (2014)
Sarah J Stednitz et al.
Current biology : CB, 28(15), 2445-2451 (2018-07-31)
Deficits in social engagement are diagnostic of multiple neurodevelopmental disorders, including autism and schizophrenia [1]. Genetically tractable animal models like zebrafish (Danio rerio) could provide valuable insight into developmental factors underlying these social impairments, but this approach is predicated on
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
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