369497
N,N,N′,N′′,N′′-Pentamethyldiethylenetriamine
99%
Synonym(s):
PMDETA, PMDTA
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About This Item
Linear Formula:
[(CH3)2NCH2CH2]2NCH3
CAS Number:
Molecular Weight:
173.30
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
221-201-1
Beilstein/REAXYS Number:
1741396
MDL number:
vapor pressure
0.23 mmHg ( 20 °C)
Quality Level
assay
99%
form
liquid
autoignition temp.
311 °F
expl. lim.
5.6 %
refractive index
n20/D 1.442 (lit.)
bp
198 °C (lit.)
mp
−20 °C (lit.)
density
0.83 g/mL at 25 °C (lit.)
SMILES string
CN(C)CCN(C)CCN(C)C
InChI
1S/C9H23N3/c1-10(2)6-8-12(5)9-7-11(3)4/h6-9H2,1-5H3
InChI key
UKODFQOELJFMII-UHFFFAOYSA-N
General description
N,N,N′,N′′,N′′-Pentamethyldiethylenetriamine (PMDETA) is an amine-based monomer compound that plays a crucial role in the field of polymers, particularly in the synthesis of TRPs- thermoresponsive polymers. PMDETA acts as a versatile ligand or catalyst in various polymerization reactions. It forms complexes with transition metals, which are utilized in the production of specialty polymers, block copolymers, and polymers with modified properties. These polymers find applications across a broad range of industries, including thermoplastics, elastomers, and coatings. When incorporated into the polymer structure, PMDETA helps impart thermoresponsive behavior to the final product, enabling reversible changes in solubility, conformation, or other physical properties in response to temperature variations. This makes PMDETA a valuable component in the synthesis and design of TRPs, which find uses in areas such as drug delivery systems, smart materials, and responsive coatings.
Application
N,N,N′,N′′,N′′ Pentamethyldiethylenetriamine can be used as:
- A catalyst in the synthesis of multifunctional silicone acrylate prepolymers for use in UV-curable coatings.
- A multifunctional initiating and cross-linking agent in the synthesis of polyacrylamide hydrogels. It improves the mechanical properties of the hydrogels, such as toughness and resilience, without compromising their biocompatibility.
- An organocatalyst in ring-opening polymerization (ROP) of trimethylene carbonate. This catalyst can be easily removed after the reaction compared to metal catalysts.
- A catalyst along with CuBr to synthesize a series of side-chain azobenzene poly(meth)acrylates via the atom transfer radical polymerization(ATRP) technique.
- An initiator to grow polystyrene chains to prepare polyolefin-polystyrene copolymers.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 2
flash_point_f
168.8 °F - closed cup
flash_point_c
76 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Piotr Cieciórski et al.
Polymers, 13(13) (2021-07-03)
Here, we report our studies on photoresponsive poly(meth)acrylates containing azobenzene groups connected to a polymer backbone via a short methylene linker. A series of side-chain azobenzene polymers was synthesized via the atom transfer radical polymerization (ATRP) technique using several catalytic
Tae Jin Kim et al.
Polymers, 12(3) (2020-03-07)
Polyolefins (POs) are the most abundant polymers. However, synthesis of PO-based block copolymers has only rarely been achieved. We aimed to synthesize various PO-based block copolymers by coordinative chain transfer polymerization (CCTP) followed by anionic polymerization in one-pot via conversion
Journal of the American Chemical Society, 112, 6190-6190 (1990)