1H,1H,2H,2H-Heptadecafluorodecyl acrylate Property

Melting point:

-3°C

Boiling point:

90 °C4 mm Hg(lit.)

Density 

1.637 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.337(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform, Methanol (Slightly), Water (Sparingly)

form 

Liquid

Specific Gravity

1.596

color 

Clear colorless

BRN 

5173337

Stability:

Light Sensitive

InChIKey

QUKRIOLKOHUUBM-UHFFFAOYSA-N

CAS DataBase Reference

27905-45-9(CAS DataBase Reference)

EPA Substance Registry System

1,1,2,2-Tetrahydroperfluorodecyl acrylate (27905-45-9)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-24/25

WGK Germany 

3

F 

10-23

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29161290

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H351Suspected of causing cancer

H362May cause harm to breast-fed children

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

1H,1H,2H,2H-Heptadecafluorodecyl acrylate Chemical Properties,Usage,Production

Chemical Properties

clear colorless liquid

Uses

(Perfluorooctyl)ethyl Acrylate is a reagent used in the synthesis of parahydrophobic polymer coatings, as well as polymer brushes for controlling surface lubrication.

Definition

1H,1H,2H,2H-Heptadecafluorodecyl acrylate is a semi-volatile fluorinated organic compound and is in polluted air in Asia and the western United States during the spring. The structure of this substance contains multiple fluorine atoms and a terminal olefin unit. It has high chemical reactivity and is sensitive to intense light. Perfluorooctylethyl acrylate contains an unsaturated double-bond unit and can be used to prepare perfluoroacrylate polymers.

Application

1H,1H,2H,2H-Heptadecafluorodecyl acrylate can be applied as follows:
(1) Coatings Industry: Due to their low surface tension and excellent heat resistance, 1H,1H,2H,2H-Heptadecafluorodecyl acrylate are commonly used in the preparation of high-performance surface coatings, such as water-repellent, oil-repellent, corrosion-repellent, anti-adhesive and temperature-resistant coatings^[1-2].
(2) Lubricants: It can be used as a lubricant, especially where oil and water resistance is required.
(3) Surface Modifiers: In surface modification of textiles, plastics and other materials, it can provide special surface properties such as anti-staining and anti-adhesion^[3].
(4) Electronic encapsulation material: Due to its chemical inertness and heat resistance, it can also be used as encapsulation material for electronic products, such as liquid crystal displays and fibre optic manufacturing.

Research

Latex based upon fluorinated acrylates such as perfluorooctylethyl methacrylate (FMA) and perfluorooctylethyl acrylate (FA; 1H,1H,2H,2H-Heptadecafluorodecyl acrylate) and fluorine-free acrylates such as n-butyl methacrylate (BMA) was prepared using emulsion polymerization in the presence of octadecyltrimethylammonium bromide (C18TAB) and 2,2′-azobis(2-amidinopropane) dihydrochloride (V50) as water-soluble azo initiator[4].

References

[1] VIRENDRA KUMAR. Fluorocarbon Coatings Via Plasma Enhanced Chemical Vapor Deposition of 1H,1H,2H,2H‐perfluorodecyl Acrylate ‐ 2, Morphology, Wettability and Antifouling Characterization[J]. Plasma Processes and Polymers, 2010. DOI:10.1002/PPAP.201000038.
[2] N. YOSHINO. Syntheses and Reactions of Metal Organics. XVII. Synthesis of Silane Coupling Agent Having Fluorocarbon Chain and Surface Modification of Glass Plate[J]. Bulletin of the Chemical Society of Japan, 1993. DOI:10.1246/BCSJ.66.472.
[3] JIYOUNG LEE . Robust and superomniphobic core-shell SiO2@poly(1H,1H,2H,2H-heptadecafluorodecyl methacrylate-co-methyl methacrylate) coating materials synthesized by thiol lactam initiated radical polymerization[J]. Progress in Organic Coatings, 2020. DOI:10.1016/j.porgcoat.2020.105851.
[4] Reinhard F. Linemann. “Latex Blends of Fluorinated and Fluorine-Free Acrylates: Emulsion Polymerization and Tapping Mode Atomic Force Microscopy of Film Formation.” Macromolecules 32 6 (1999): 1715–1721.