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N,N,N′,N′′,N′′-Pentamethyldiethylenetriamine

99%

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Synonym(s):
PMDETA, PMDTA
Linear Formula:
[(CH3)2NCH2CH2]2NCH3
CAS Number:
Molecular Weight:
173.30
Beilstein:
1741396
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

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

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1 of 4

This Item
471828T21448.41692
form

liquid

form

-

form

powder

form

liquid

refractive index

n20/D 1.442 (lit.)

refractive index

n20/D 1.469 (lit.)

refractive index

-

refractive index

-

bp

198 °C (lit.)

bp

246-248 °C (lit.)

bp

-

bp

-

mp

−20 °C (lit.)

mp

-

mp

-

mp

<-18 °C

density

0.83 g/mL at 25 °C (lit.)

density

1.038 g/mL at 25 °C (lit.)

density

-

density

0.828 g/cm3 at 20 °C

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.

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chun-Na Yan et al.
Polymers, 11(7) (2019-07-26)
Well-defined polymer brushes attached to nanoparticles offer an elegant opportunity for surface modification because of their excellent mechanical stability, functional versatility, high graft density as well as controllability of surface properties. This study aimed to prepare hybrid materials with good
Journal of the American Chemical Society, 112, 6190-6190 (1990)
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
Amit Kumar et al.
Scientific reports, 8(1), 7965-7965 (2018-05-23)
Access to clean and safe water supply remains inadequate in many developing countries. One of the key challenges is to remove pathogenic bacteria from the water supply via effective water disinfection technologies to prevent the spread of diseases and to

Articles

Atom transfer radical polymerization (ATRP) has emerged as one of the most successful synthetic techniques for the preparation of polymers with predetermined molecular weights, narrow molecular weight distributions, and high degrees of chain end functionalities.

We presents an article about a micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization. RAFT (Reversible Addition/Fragmentation Chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.

Protocols

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

An article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

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