Merck
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415464

Sigma-Aldrich

N-Vinylcaprolactam

98%, stabilized

Synonym(s):
1-Ethenylhexahydro-2H -azepin-2-one, 1-Ethenylazepan-2-one, 1-Vinylazepan-2-one
Empirical Formula (Hill Notation):
C8H13NO
CAS Number:
Molecular Weight:
139.19
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

Related Categories

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.

Packaging

100, 500 g in poly bottle

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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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)
Synthesis of N-vinylcaprolactam polymers in water-containing media
Lozinsky VI, et al.
Polymer, 41(17), 6507-6518 (2000)
Oleksandra Zavgorodnya et al.
Journal of colloid and interface science, 506, 589-602 (2017-08-02)
We report nanothin temperature-responsive hydrogel films of poly(N-vinylcaprolactam) nanoparticles (νPVCL) with remarkably high loading capacity for topical drug delivery. Highly swollen (νPVCL)

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