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474487

Sigma-Aldrich

1H,1H,2H,2H-Perfluorodecyl acrylate

contains 100 ppm tert-butylcatechol as inhibitor, 97%

Synonym(s):

3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl acrylate, 1H,1H,2H,2H-Perfluorodecyl acrylate

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About This Item

Linear Formula:
H2C=CHCO2CH2CH2(CF2)7CF3
CAS Number:
Molecular Weight:
518.17
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

97%

contains

100 ppm tert-butylcatechol as inhibitor

refractive index

n20/D 1.337 (lit.)

bp

90 °C/4 mmHg (lit.)

density

1.637 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CCOC(=O)C=C

InChI

1S/C13H7F17O2/c1-2-5(31)32-4-3-6(14,15)7(16,17)8(18,19)9(20,21)10(22,23)11(24,25)12(26,27)13(28,29)30/h2H,1,3-4H2

InChI key

QUKRIOLKOHUUBM-UHFFFAOYSA-N

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General description

1H,1H,2H,2H-Perfluorodecyl acrylate is anacrylate monomer that possesses unique properties such as low surface tension, excellent chemical and thermal stability, hydrophobicity due to its perfluorinated structure. Owing to its properties, it is widely used in the field of drug delivery, contact lenses, dental resins, and surface coating films.

Application

1H,1H,2H,2H-Perfluorodecyl acrylate can be used:

  • As a monomer to synthesize block copolymer brushes of the [2-(methacryloyloxy)ethyl] trimethylammonium chloride (PMETAC) and poly(1H, 1H, 2H, 2H-perfluorodecyl Acrylate) (PPFDA). These polymer brushes can be used to reduce friction in microfluidic and biomedical devices.
  • To prepare fluorinated block copolymers via chemical vapor deposition(CVD). These are highly transparent and hydrophobic films utilized as biocompatible coatings on optical glasses and commercial optical filters.
  • As a precursor to synthesize poly(1H, 1H, 2H, 2H-perfluorodecyl acrylate) nanoparticles which can used as drug carriers and have the ability to cross the blood-brain barrier(BBB). They are utilized for the targeted transport of neuroprotective agents.
  • To fabricate anti-fouling and anti-infective surface coating for medical textiles.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Lact. - Repr. 1B - STOT RE 1

Target Organs

Liver

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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One-step vapor deposition of fluorinated polycationic coating to fabricate antifouling and anti-infective textile against drug-resistant bacteria and viruses
Qing Song, et al.
Chemical Engineering Journal, 418, 129368-129368 (2021)
In-vivo time course of organ uptake and blood-brain-barrier permeation of poly (L-lactide) and poly (perfluorodecyl acrylate) nanoparticles with different surface properties in unharmed and brain-traumatized rats
Patrick Bechinger, et al.
Frontiers in Neurology, 14, 994877-994877 (2023)
Responsive Copolymer Brushes of Poly [(2-(Methacryloyloxy) Ethyl) Trimethylammonium Chloride](PMETAC) and Poly (1H, 1H, 2H, 2H-Perfluorodecyl acrylate)(PPFDA) to Modulate Surface Wetting Properties
Nikolaos Politakos, et al.
Macromolecular Rapid Communications, 37, 662-667 (2016)
Transparent block copolymer thin films for protection of optical elements via chemical vapor deposition
Merve Ozpirin and Ozgenc Ebil
Thin Solid Films, 660, 391-398 (2018)
Henry Lambley et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(44), 27188-27194 (2020-10-21)
Superhydrophobic surfaces for repelling impacting water droplets are typically created by designing structures with capillary (antiwetting) pressures greater than those of the incoming droplet (dynamic, water hammer). Recent work has focused on the evolution of the intervening air layer between

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