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415324

Sigma-Aldrich

N-Isopropylacrylamide

97%

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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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This Item
731129535311725668
vibrant-m

415324

N-Isopropylacrylamide

vibrant-m

731129

N-Isopropylacrylamide

vibrant-m

535311

Poly(N-isopropylacrylamide)

mp

60-63 °C (lit.)

mp

60-63 °C (lit.), 63-67 °C

mp

96 °C

mp

>300 °C

bp

89-92 °C/2 mmHg (lit.)

bp

89-92 °C/2 mmHg (lit.)

bp

-

bp

-

Isopropylacrylamide;NIPAM; 2-Propenamide, N-(1-methylethyl)-; hydrogels; swellable hydrogels; thermosensitive polymer; thermo responsive polymer; copolymer hydrogels; pNIPAAm; micelles; nanogels;

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Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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

Monomer used in the preparation of thermally sensitive, water-swellable hydrogels.
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.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Temperature-responsive polymers for cell culture and tissue engineering applications
Switchable and Responsive Surfaces and Materials for Biomedical Applications, 32(5), 203-233 (2015)
Characterisation of biomedical coatings
Coatings for Biomedical Applications, 32(5), 176-220 (2012)
Bio-Instructive Scaffolds for Muscle Regeneration: NonCrosslinked Polymers
Bio-Instructive Scaffolds for Musculoskeletal Tissue Engineering and Regenerative Medicine, 34(9), 161-186 (2017)
Saunders, B.R.
Surfactant Science Series, 115, 419-419 (2003)
Meunier, F., Elaissari, A.
Surfactant Science Series, 115, 117-117 (2003)

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