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Sigma-Aldrich

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

99%

Synonym(s):

PMDETA, PMDTA

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250 ML
$120.00
1 L
$318.75

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250 ML
$120.00
1 L
$318.75

About This Item

Linear Formula:
[(CH3)2NCH2CH2]2NCH3
CAS Number:
Molecular Weight:
173.30
Beilstein/REAXYS Number:
1741396
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

$120.00


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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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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.[1]
  • A catalyst along with CuBr to synthesize a series of side-chain azobenzene poly(meth)acrylates via the atom transfer radical polymerization(ATRP) technique.[2]
  • An initiator to grow polystyrene chains to prepare polyolefin-polystyrene copolymers.[3]

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Danger

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_germany

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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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
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
Controllable ring-opening polymerization of trimethylene carbonate catalyzed by aliphatic tertiary amines in the presence of benzyl alcohol or F127
Mingfa,et al.
Polymer International, 61(10), 1525-1531 (2012)
Journal of Organometallic Chemistry, 385, C43-C43 (1990)
Journal of the American Chemical Society, 112, 6190-6190 (1990)

Articles

ATRP is a successful method for precise polymer synthesis with controlled molecular weights and high chain end functionalities.

Micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization.

Protocols

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.

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

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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