All Photos(2)

415324

Sigma-Aldrich

N-Isopropylacrylamide

97%

Synonym(s):
NIPAM
Linear Formula:
H2C=CHCONHCH(CH3)2
CAS Number:
Molecular Weight:
113.16
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97%

bp

89-92 °C/2 mmHg (lit.)

mp

60-63 °C (lit.)

SMILES string

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)

InChI key

QNILTEGFHQSKFF-UHFFFAOYSA-N

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General description

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, which include temperature-based volumetric and phase changes. These properties change when the temperature of the solution reaches a lower critical solution temperature (LCST).

Application

NIPAM can be used to prepare poly(NIPAM) based thermosetting polymers, which can be used for a variety of applications such as tissue engineering, cell culture, biomedical coating, drug delivery, and muscle regeneration.
Monomer used in the preparation of thermally sensitive, water-swellable hydrogels.

Packaging

10, 50 g in poly bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Saunders, B.R.
Surfactant Science Series, 115, 419-419 (2003)
Temperature-responsive polymers for cell culture and tissue engineering applications
Switchable and Responsive Surfaces and Materials for Biomedical Applications, 32(5), 203-233 (2015)
Meunier, F., Elaissari, A.
Surfactant Science Series, 115, 117-117 (2003)
On the temperature-responsive polymers and gels based on N-propylacrylamides and N-propylmethacrylamides
Kano M and Kokufuta E
Langmuir, 25(15), 8649-8655 (2009)
Functional copolymers of N-isopropylacrylamide for bioengineering applications
Rzaev ZMO, et al.
Progress in Polymer Science, 32(5), 534-595 (2007)

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