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939765

Sigma-Aldrich

Tri(ethylene glycol) (N-hydroxyethoxy)ethyl methacrylamide

new

contains 200 ppm MEHQ

Synonym(s):

Hydrogels

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About This Item

Empirical Formula (Hill Notation):
C26H48N2O10
Molecular Weight:
548.67
UNSPSC Code:
12162008

form

liquid (Viscous Liquid or Paste)

Quality Level

contains

200 ppm MEHQ

color

colorless to yellow

storage temp.

−20°C

SMILES string

O=C(C(C)=C)NCCOCCOC(C)OCCOCCOCCOC(C)OCCOCCNC(C(C)=C)=O

General description

Tri(ethylene glycol) (N-hydroxyethoxy)ethyl methacrylamide is a pH sensitive crosslinker and monomer containing an acetal group. The acetal group of the monomer is degraded upon acidic conditions and yields neutral degradation product. This monomer and crosslinker can be used in the synthesis of polyacetals which can be used in a variety of applications due to their instrinsically biodegradable properties. Additionally, they can exhibit (lower critical solution temperature) LCST behavior where they lose solubility upon heating.

Application

  • Targeted drug delivery application
  • Controlled or sustained drug delivery
  • As a pH clevable crosslinker
  • Polyacetal polymer synthesis
  • Stimuli responsive hydrogels

Features and Benefits

  • Unique degradation mechanism -Degrades in acidic condition and produces neutral degradation products
  • Water soluble
  • Biodegradable and biocompatible

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Polyacetals: Water-Soluble, pH-Degradable Polymers with Extraordinary Temperature Response
Samanta S, et al.
Macromolecules, 49, 1858?1864-1858?1864 (2016)

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