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731129

Sigma-Aldrich

N-Isopropylacrylamide

≥99%

Synonyme(s) :

NIPAM

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About This Item

Formule linéaire :
H2C=CHCONHCH(CH3)2
Numéro CAS:
2210-25-5
Poids moléculaire :
113.16
Numéro CE :
218-638-5
Numéro MDL:
MFCD00041913
Code UNSPSC :
12162002
ID de substance PubChem :
329764623
Nomenclature NACRES :
NA.23

Pureté

≥99%

Forme

flakes

Point d'ébullition

89-92 °C/2 mmHg (lit.)

Pf

60-63 °C (lit.)
63-67 °C

Température de stockage

2-8°C

Chaîne SMILES 

CC(C)NC(=O)C=C

InChI

1S/C6H11NO/c1-4-6(8)7-5(2)3/h4-5H,1H2,2-3H3,(H,7,8)

Clé InChI

QNILTEGFHQSKFF-UHFFFAOYSA-N

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Description générale

N-Isopropylacrylamide (NIPAM) is a biocompatible monomeric unit that can be used in the formation of stimuli responsive polymers due to its temperature sensitive properties. These properties include temperature based volumetric and phase changes, which change when the temperature of the solution reaches a lower critical solution temperature (LCST).

Application

NIPAM can be used to prepare poly(NIPAM) for a variety of applications such as tissue engineering, cell culture, biomedical coating, drug delivery, and muscle regeneration.

N-Isopropylacrylamide can also be used as a key component in:
  • The synthesis of self-powered multifunctional organic hydrogel based on poly(acrylic acid-N-isopropyl acrylamide) for flexible sensing devices.
  • The development of a new type of flexible and stable gel electrolyte for aqueous Zn-MnO2 batteries.
  • The preparation of poly(N-isopropylacrylamide/itaconic acid) (PNIPAM/IA) copolymeric hydrogels for drug delivery applications.
  • The synthesis of poly(N-isopropylacrylamide) (PNIPAM) polymer for the development of a new class of polymer-grafted semiconductor devices.

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H318

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Certificats d'analyse (COA)

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Bio-Instructive Scaffolds for Muscle Regeneration: NonCrosslinked Polymers
Bio-Instructive Scaffolds for Musculoskeletal Tissue Engineering and Regenerative Medicine, 34(9), 161-186 (2017)
Temperature-responsive polymers for cell culture and tissue engineering applications
Switchable and Responsive Surfaces and Materials for Biomedical Applications, 32(5), 203-233 (2015)
Nhung H A Nguyen et al.
Nanoscale research letters, 12(1), 571-571 (2017-10-21)
The most challenging task in the preparation of magnetic poly(N-isopropylacrylamide) (Fe
Characterisation of biomedical coatings
Coatings for Biomedical Applications, 32(5), 176-220 (2012)
Firdaus Yhaya et al.
Macromolecular rapid communications, 33(21), 1868-1874 (2012-08-24)
A block copolymer based on poly(N-isopropyl acrylamide) (PNIPAAm) and a block with a statistical distribution of poly(2-hydroxyethyl acrylate) (PHEA) and repeating unit with carrying β-cyclodextrin was prepared via reversible addition-fragmentation chain transfer (RAFT) polymerization and click reaction. Addition of poly(2-hydroxyethyl
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Articles

Designing Temperature and pH Sensitive NIPAM Based Polymers

Poly(N-isopropylacrylamide), or PNIPAM, is a stimuli-responsive polymer that responds to changes in pH and temperature and has a LCST around 32 C.

Poly(N-isopropylacrylamide)-based Smart Surfaces for Cell Sheet Tissue Engineering

Tissue engineering has become a key therapeutic tool in the treatment of damaged or diseased organs and tissues, such as blood vessels and urinary bladders.

Smart Nanofiber Meshes as a Local Drug Delivery Platform

Professor Mitsuhiro Ebara provides insights on several types of smart nanofiber mesh systems that have been explored for different drug delivery purposes.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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