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415464

Sigma-Aldrich

N-Vinylcaprolactam

98%, stabilized

Sinónimos:

1-Ethenylazepan-2-one, 1-Ethenylhexahydro-2H -azepin-2-one, 1-Vinylazepan-2-one

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About This Item

Fórmula empírica (notación de Hill):
C8H13NO
Número de CAS:
2235-00-9
Peso molecular:
139.19
EC Number:
218-787-6
MDL number:
MFCD00080693
UNSPSC Code:
12162002
PubChem Substance ID:
24866004
NACRES:
NA.23

assay

98%

form

solid

contains

~20 ppm HO-TEMPO as stabilizer

bp

128 °C/21 mmHg (lit.)

mp

35-38 °C (dec.) (lit.)

density

1.029 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=CN1CCCCCC1=O

InChI

1S/C8H13NO/c1-2-9-7-5-3-4-6-8(9)10/h2H,1,3-7H2

InChI key

JWYVGKFDLWWQJX-UHFFFAOYSA-N

Categorías relacionadas

General description

N-Vinylcaprolactam (NVCL) is an organo-soluble amphiphilic material that is soluble in solvents like benzene, isobutanol, and isopropanol. It can be used in the preparation of poly(NVCL) by free-radical polymerization at a temperature higher than its melting point.

Application

NVCL forms a temperature responsive polymer, which can be used for a variety of biomedical applications.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1 - STOT RE 1

target_organs

Liver,Upper respiratory tract

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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N-vinylcaprolactam-based microgels for biomedical applications
Imaz A and Forcada J
Journal of Polymer Science Part A: Polymer Chemistry, 48(5), 1173-1181 (2010)
Shane C Halligan et al.
Materials science & engineering. C, Materials for biological applications, 79, 130-139 (2017-06-21)
Poly (N-vinylcaprolactam) (PNVCL) is a polymer which offers superior characteristics for various potential medical device applications. In particular it offers unique thermoresponsive capabilities, which fulfils the material technology constraints required in targeted drug delivery applications. PNVCL phase transitions can be
Gehong Su et al.
Physical chemistry chemical physics : PCCP, 19(40), 27221-27232 (2017-10-05)
In this study, temperature-dependent FTIR spectroscopy in combination with the perturbation-correlation moving-window (PCMW2D) technique and generalized two-dimensional (2D) correlation analysis was applied to investigate the phase transition mechanism of poly(N-vinylcaprolactam) (PVCL) hydrogel upon heating. In the conventional 1D FTIR spectra
Poly (N-vinylcaprolactam), a comprehensive review on a thermoresponsive polymer becoming popular
Cortez-Lemus NA and Licea-Claverie A
Progress in Polymer Science, 53(5), 1-51 (2016)
Simone F Medeiros et al.
Drug development and industrial pharmacy, 43(9), 1519-1529 (2017-04-25)
Poly(N-vinylcaprolactam) (PNVCL) and poly(N-vinylcaprolactam-co-acrylic acid) (poly(NVCL-co-AA)) were synthesized by solution-free radical polymerization and displayed thermo-responsive behavior, with lower critical solution temperatures (LCSTs) of 35 °C and 39 °C, respectively. The incorporation of AA unities made the poly(NVCL-co-AA) sensitive to both pH and
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