2-(Perfluorobutyl)ethyl acrylate
- CAS NO.:52591-27-2
- Empirical Formula: C9H7F9O2
- Molecular Weight: 318.14
- MDL number: MFCD00236104
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-01-31 13:09:19
What is 2-(Perfluorobutyl)ethyl acrylate?
The Uses of 2-(Perfluorobutyl)ethyl acrylate
2-(Perfluorobutyl)ethyl Acrylate can be used as an acrylic resin surface modifier with high water repellency and oil repellency for coating agents. It can also be used in a super concentrated emulsion method to prepare a solid sheet polycarboxylic acid water reducing agent.
What are the applications of Application
2-(Perfluorobutyl)ethyl acrylate has been used in a wide range of scientific research applications. It has been used to create polymers for biomedical applications, such as drug delivery systems and tissue engineering scaffolds. It has also been used to create polymers for industrial applications, such as coatings and adhesives. In addition, it has been used to create polymers for energy applications, such as fuel cells and solar cells.
Synthesis
1H,1H,2H,2H-nonafluoro-1-hexanol (52.8 g) as fluoro alcohol and triethylamine (50 g) were dissolved in 500 ml of tetrahydrofuran. A solution of 18.1 g of acryloyl chloride as acid chloride in 100 ml of tetrahydrofuran was dropped in this solution over 2 hours while the mixture was being cooled in ice and stirred. After the completion of the dropping, the resulting white precipitate was filtrated and tetrahydrofuran and triethylamine were removed from the filtrate using a rotary evaporator. NMR measurement revealed that the resulting compound was 1H,1H,2H,2H-nonafluorohexyl acrylate.
Research
Since the bioaccumulation of the degradation products of fluoropolymer with a long Rf side chain (C ≥ 8) has a potential environmental risk, it is necessary to design fluoropolymer coating with a short Rf side chain. Honda et al. studied the effect of α-substituent on the wetting behavior and molecular motion at the surfaces of poly{2-(perfluorobutyl)ethyl acrylate} [PFA-C4], poly{2-(perfluorobutyl)ethyl methacrylate} [PFMA-C4], poly{2-(perfluorobutyl)ethyl α-fluoroacrylate} [PFFA-C4], and poly{2-(perfluorobutyl)ethyl α-chloroacrylate} [PFClA-C4] films. In the case of PFA-Cy with long Rf groups [y ≥ 8], the mobility of the side chains is low at room temperature because of the crystallization of the Rf groups at the surface region[1].
References
[1] Koji Honda . "Effect of α-substituents on molecular motion and wetting behaviors of poly(fluoroalkyl acrylate) thin films with short fluoroalkyl side chains." Polymer 55 24 (2014): Pages 6303-6308.
Properties of 2-(Perfluorobutyl)ethyl acrylate
Boiling point: | 164 °C |
Density | 1.414 |
refractive index | 1.310 |
Flash point: | 52 °C |
storage temp. | Store at 2-8 ℃ |
solubility | Chloroform (Soluble), Ethyl Acetate (Slightly) |
form | clear liquid |
color | Colorless to Light yellow |
Specific Gravity | 1.440 |
EPA Substance Registry System | 1,1,2,2-Tetrahydroperfluorohexyl acrylate (52591-27-2) |
Safety information for 2-(Perfluorobutyl)ethyl acrylate
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H226:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 2-(Perfluorobutyl)ethyl acrylate
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