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Merck
CN

939765

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

contains 200 ppm MEHQ

Synonym(s):

Hydrogels

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About This Item

Empirical Formula (Hill Notation):
C26H48N2O10
Molecular Weight:
548.67
NACRES:
NA.21
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InChI

1S/C26H48N2O10/c1-21(2)25(29)27-7-9-31-13-17-35-23(5)37-19-15-33-11-12-34-16-20-38-24(6)36-18-14-32-10-8-28-26(30)22(3)4/h23-24H,1,3,7-20H2,2,4-6H3,(H,27,29)(H,28,30)

InChI key

CQIHNSAQHHTPKN-UHFFFAOYSA-N

SMILES string

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

form

liquid (Viscous Liquid or Paste)

contains

200 ppm MEHQ

color

colorless to yellow

storage temp.

−20°C

Quality Level

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

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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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