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730971

Sigma-Aldrich

2-(Diisopropylamino)ethyl methacrylate

97%, contains ~100 ppm monomethyl ether hydroquinone as inhibitor

Synonyme(s) :

DPA, DPAEMA

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About This Item

Formule empirique (notation de Hill):
C12H23NO2
Numéro CAS:
Poids moléculaire :
213.32
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Pureté

97%

Forme

liquid

Contient

~100 ppm monomethyl ether hydroquinone as inhibitor

Indice de réfraction

n20/D 1.145

Densité

0.900 g/mL at 25 °C

Température de stockage

2-8°C

Chaîne SMILES 

CC(C)N(CCOC(=O)C(C)=C)C(C)C

InChI

1S/C12H23NO2/c1-9(2)12(14)15-8-7-13(10(3)4)11(5)6/h10-11H,1,7-8H2,2-6H3

Clé InChI

SVYHMICYJHWXIN-UHFFFAOYSA-N

Description générale

2-(Diisopropylamino)ethyl methacrylate (DPA) is a methacrylate class of monomer used to prepare various DPA-derived polymers, which includes poly(2-(diisopropylamino)ethyl methacrylate) (PDPA). PDPA is a water-soluble polymer, which exhibits sensitivity to changes in pH and temperature. At pH levels below its pKa value of approximately 6.5, PDPA undergoes a transition from hydrophobic to hydrophilic behavior. This transition is attributed to the protonation of its amino groups. These unique properties of PDPA polymers consequently make them very useful in various applications such as drug delivery, gene delivery, sensors, surfaces, membranes, and chromatography.

Application

2-(Diisopropylamino)ethyl methacrylate can be used:
  • As a monomer in the synthesis of multi-responsive hyperbranched copolymers by combining poly(oligo(ethylene glycol)methyl methacrylate) (P(OEGMA)) and 2-(diisopropylamino)ethyl methacrylate (PDIPAEMA) using RAFT polymerization. These polymers find application in drug delivery, gene delivery and tissue engineering.
  • A monomers in the synthesis of block copolymer poly(ethyleneglycol)-b-poly(2-(diisopropylamino)ethyl methacrylate) (PEG-b-PDPAEMA). These pH-responsive micelles can be used for enhanced intracellular drug delivery. The DPA monomer contributes to the pH-responsive nature of the copolymers.

Pictogrammes

CorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

210.0 °F

Point d'éclair (°C)

98.9 °C


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