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731129

Sigma-Aldrich

N-Isopropylacrylamide

≥99%

Sinônimo(s):

NIPAM

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About This Item

Fórmula linear:
H2C=CHCONHCH(CH3)2
Número CAS:
2210-25-5
Peso molecular:
113.16
Número CE:
218-638-5
Número MDL:
MFCD00041913
Código UNSPSC:
12162002
ID de substância PubChem:
329764623
NACRES:
NA.23

Nível de qualidade

100

Ensaio

≥99%

forma

flakes

pb

89-92 °C/2 mmHg (lit.)

pf

60-63 °C (lit.)
63-67 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres 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)

chave InChI

QNILTEGFHQSKFF-UHFFFAOYSA-N

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Descrição geral

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).

Aplicação

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.

Pictogramas

CorrosionExclamation mark
GHS05,GHS07

Palavra indicadora

Danger

Frases de perigo

H302,H318

Classificações de perigo

Acute Tox. 4 Oral - Eye Dam. 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

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Certificados de análise (COA)

Lot/Batch Number
MKCQ5877
MKCP9413
MKCP8735
MKCP0089
MKCN4855

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Sigma-Aldrich

762881

Poly(N-isopropylacrylamide-co-butylacrylate)

Acrylic acid N-hydroxysuccinimide ester ≥90%

Sigma-Aldrich

A8060

Acrylic acid N-hydroxysuccinimide ester

N-Phenylacrylamide 99%

Sigma-Aldrich

530042

N-Phenylacrylamide

Bio-Instructive Scaffolds for Muscle Regeneration: NonCrosslinked Polymers
Bio-Instructive Scaffolds for Musculoskeletal Tissue Engineering and Regenerative Medicine, 34(9), 161-186 (2017)
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
Yamin Li et al.
Biomacromolecules, 13(11), 3877-3886 (2012-09-28)
Polymeric drug nanocarriers integrated with diagnostic and sensing functions are capable of in situ monitoring the biodistribution of chemotherapeutic drugs and imaging/contrasting agents, which enables the establishment of image-guided personalized cancer therapeutic protocols. Responsive multifunctional theranostic nanocarriers possessing external stimuli-tunable
Jason Ng et al.
Environmental science & technology, 53(11), 6436-6443 (2019-05-07)
In the current study, a novel stimuli-responsive hybrid polymer with aluminum hydroxide colloids incorporated into a cationic copolymer of N-isopropylacrylamide and N-[3-(dimethylamino)propyl]methacrylamide was synthesized to enhance the settling and filtration performance of fine clay suspensions. The conformation of the synthesized
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
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Artigos

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.

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