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52591-27-2

52591-27-2 Structure

52591-27-2 Structure
IdentificationBack Directory
[Name]

2-(Perfluorobutyl)ethyl acrylate
[CAS]

52591-27-2
[Synonyms]

DAIKIN R-1420
Perfluorobutylethyl acrylate
2-(Perfluorobutyl)ethyl acrylate
1H,1H,2H,2H-Nonafluorohexyl acrylate
1H,1H,2H,2H-Perfluorohexyl acrylate 97%
3,3,4,4,5,5,6,6,6-Nonafluorohexylacrylate
3,3,4,4,5,5,6,6,6-Nonafluorohexyl acrylate
Acrylic acid 2-(nonafluorobutyl)ethyl ester
Acrylic Acid 1H,1H,2H,2H-Nonafluorohexyl Ester
3,3,4,4,5,5,6,6,6-Nonafluorohex-1yl acrylate 97%
Acrylic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester
Propenoic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester
2-Propenoic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester
1H,1H,2H,2H-Nonafluorohexyl Acrylate (stabilized with TBC)
1H,1H,2H,2H-Nonafluorohexyl Acrylate (stabilized with MEHQ)
1H,1H,2H,2H-Nonafluorohexyl Acrylate (stabilized with MEHQ) >
2-Propenoic acid,3,3,4,4,5,5,6,6,6-nonafluorohexyl ester,>98.0%(GC)
1H,1H,2H,2H-Nonafluorohexyl Acrylate (stabilized with MEHQ)
9-formyl-3-hydroxy-6-oxo-7-(1-oxopentyl)-1-pentyl-2-benzo[b][1,4]benzodioxepincarboxylic acid
2-(Perfluorobut-1-yl)ethyl acrylate, 3,3,4,4,5,5,6,6,6-Nonafluorohex-1-yl prop-2-enoate, TEAc-4
[Molecular Formula]

C9H7F9O2
[MDL Number]

MFCD00236104
[MOL File]

52591-27-2.mol
[Molecular Weight]

318.14
Chemical PropertiesBack Directory
[Melting point ]

-68 °C
[Boiling point ]

164 °C
[density ]

1.414
[refractive index ]

1.310
[Fp ]

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
[InChI]

InChI=1S/C9H7F9O2/c1-2-5(19)20-4-3-6(10,11)7(12,13)8(14,15)9(16,17)18/h2H,1,3-4H2
[InChIKey]

GYUPEJSTJSFVRR-UHFFFAOYSA-N
[SMILES]

C(OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)F)(=O)C=C
[EPA Substance Registry System]

2-Propenoic acid, 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester(52591-27-2)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Warning
[Hazard statements ]

H226-H315-H319-H335
[Precautionary statements ]

P210-P280
[RIDADR ]

UN 3272 3/PG III
[TSCA ]

TSCA listed
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

2916120090
Hazard InformationBack Directory
[Uses]

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.
[Application]

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.
[Synthesis]

Synthesis_52591-27-2
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.
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