52591-27-2

Basic information

• Product Name: 2-(Perfluorobutyl)ethyl acrylate
• Synonyms: DAIKIN R-1420;1H,1H,2H,2H-Nonafluorohexyl acrylate;2-(Perfluorobutyl)ethyl acrylate;2-Propenoic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester;3,3,4,4,5,5,6,6,6-Nonafluorohexyl acrylate;3,3,4,4,5,5,6,6,6-Nonafluorohexylacrylate;Acrylic acid 2-(nonafluorobutyl)ethyl ester;Acrylic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester
• CAS NO: 52591-27-2
• Molecular Formula: C₉H₇F₉O₂
• Molecular Weight: 318.14
• Product Categories: Halogenated Heterocycles ,Isoquinolines ,Quinolines ,Quinaldines
• Mol File: 52591-27-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 164 °C
• Flash Point: 52 °C
• Appearance: /
• Density: 1.414
• Vapor Pressure: 2mmHg at 25°C
• Refractive Index: 1.310
• CAS DataBase Reference: 2-(Perfluorobutyl)ethyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Perfluorobutyl)ethyl acrylate(52591-27-2)
• EPA Substance Registry System: 2-(Perfluorobutyl)ethyl acrylate(52591-27-2)

Safety Data

• RIDADR: UN 3272 3/PG III
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 52591-27-2(Hazardous Substances Data)

Usage

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.

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.

InChI:InChI=1/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

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Relevant articles and documents

Process for producing a polyfluoroalkyl (meth)acrylate

A process for producing a polyfluoroalkyl (meth)acrylate, which comprises isolating, from a reaction mixture containing a polyfluoroalkyl (meth)acrylate obtained by reacting a polyfluoroalkyl iodide of the formula CnF2n+1(CH2)mI (wherein n is an integer of from 2 to 7, and m is an integer of from 1 to 4) with a metal (meth)acrylate in tert-butanol, said polyfluoroalkyl (meth)acrylate by the following steps (1) to (3):(1) a step of taking out a crude liquid from the reaction mixture by solid-liquid separation;(2) a step of distilling the crude liquid to separate it into compound group A of compounds having a lower boiling point than the polyfluoroalkyl (meth)acrylate and compound group B of the polyfluoroalkyl (meth)acrylate and compounds having a higher boiling point than the polyfluoroalkyl (meth)acrylate; and(3) a step of distilling and purifying the polyfluoroalkyl (meth)acrylate from the compound group B in the presence of a polymerization inhibitor.