17527-29-6

Basic information

• Product Name: 1H,1H,2H,2H-Perfluorooctyl acrylate
• Synonyms: 1H,1H,2H,2H-PERFLUOROOCTYL ACRYLATE;3,3,4,4,5,5,6,6,7,7,8,8,8-TRIDECAFLUOROOCTYL ACRYLATE;2-(PERFLUOROHEXYL)ETHYL ACRYLATE;1,1,2,2-Tetrahydroperfluorooctylacrylate;2-Propenoicacid,3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylester;1H,1H,2H,2H-Perfluorooctyl acrylate 95%;1H,1H,2H,2H-Perfluorooctylacrylate95%;perfluorohexylethyl acrylate
• CAS NO: 17527-29-6
• Molecular Formula: C₁₁H₇F₁₃O₂
• Molecular Weight: 418.15
• EINECS: 241-527-8
• Product Categories: monomer;Acrylic Monomers;Fluorinated AcrylicsSelf Assembly&Contact Printing;Fluorine-Containing Monomers for 157 nm UV Lithography Resist Polymers;Lithography Monomers;Monomers
• Mol File: 17527-29-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 76-80 °C8 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: /
• Density: 1.554 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.332mmHg at 25°C
• Refractive Index: n20/D 1.338(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Ethyl Acetate, Methanol (Slightly)
• Water Solubility: 185μg/L at 25℃
• Stability: Light Sensitive
• CAS DataBase Reference: 1H,1H,2H,2H-Perfluorooctyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,1H,2H,2H-Perfluorooctyl acrylate(17527-29-6)
• EPA Substance Registry System: 1H,1H,2H,2H-Perfluorooctyl acrylate(17527-29-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 17527-29-6(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

1H,1H,2H,2H-Perfluorooctyl Acrylate is a semi-volatile fluorinated organic compound found in spring-time polluted Asian and western US air masses.

InChI:InChI=1/C11H7F13O2/c1-2-5(25)26-4-3-6(12,13)7(14,15)8(16,17)9(18,19)10(20,21)11(22,23)24/h2H,1,3-4H2

Upstream product

• 647-42-7 1H,1H,2H,2H-tridecafluoro-n-octanol 
• 814-68-6 acryloyl chloride 
• 116-14-3 polytetrafluoroethylene 
• 74-85-1 ethene 
• 354-64-3 Pentafluoroethyl iodide 
• 10192-85-5 potassium acrylate 
• 2043-57-4 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane 
• 79-10-7 acrylic acid 
• 292638-85-8 acrylic acid methyl ester 
• 2043-53-0 2-(n-perfluorooctyl)ethyl iodide 
• 2043-54-1 1-iodo-1H,1H,2H,2H-perfluorododecane 
• 30046-31-2 1-iodo-1H,1H,2H,2H-perfluorotetradecane 

Relevant articles and documents

Synthesis and characterization of semifluorinated polymers via group transfer polymerization

Group transfer polymerization (GTP) was used to prepare semifluorinated polymers based on acrylic and methacrylic monomers. In the first case, electrophilic catalyzed GTP was applied with 1-methoxy-2-methyl-1-trimethylsilyloxy-1-propene (MMTP) as initiator, zinc iodide as catalyst and 1H,1H,2H,2H-perfluorooctyl acrylate as monomer. In this way it has been possible to obtain oligomers. Higher molecular weight polymers were prepared by means of the nucleophilic tetrabutylammonium benzoate as catalyst. With MMTP as initiator, 1H,1H,2H,2H-perfluoroalkyl methacrylates, F(CF2)m(CH2)2OCOC(CH3)=CH2, were polymerized to molecular weights > 4.5 kg mol-1. The polydispersity was found to depend strongly on the length of the perfuoroalkyl side chain, i.e. Mw/Mn decreases with increasing m.

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Several fluorinated and chlorofluorinated acrylates and methacrylates were synthesized from the alcohols RFCH2OH with RF=CCl3, CHClCH2CCl3, (CF2CFCl)nCl, (C2F4)nH, CF3, C7F15 and C6F13CH2. The corresponding polymers were also studied for their application as transparent polymeric materials. For this purpose the refractive indices n20D of the monomers and the polymers were measured as were the Tg values of the polymers. A study of their infrared spectra shows to what extent these products could be utilized taking into consideration their absorption in the long wavelength range between 0.85 and 1.50 m. The refractive indices of these polymers, which are reduced when increasing the number of fluorine atoms in the molecule, and that of the Tg measured between 50 and 70° C for the fluorinated methacrylates, indicate a potential use of these polymers as sheathing materials for optical fibres.

Method for preparing fluorinated acrylate from fluorinated alcohol (by machine translation)

Under the presence of a self-made fluorine-containing catalyst, a solvent and an auxiliary agent, the fluorinated alcohol reacts with the acrylate, the generated methanol is gradually rectified and removed in the reaction process, and the excess acrylic ester, the solvent and the solvent are rectified to obtain a high-purity target product. The method uses a self-made fluorine-containing catalyst, and is good in compatibility with a reaction system, low in reaction temperature, high in reaction speed, less in impurity generation, simpler in product manufacturing mode and convenient for industrial production. (by machine translation)

PRODUCTION METHOD OF FLUORINE-CONTAINING (METH)ACRYLIC ACID ESTER

PROBLEM TO BE SOLVED: To provide a method for producing (meth)acrylic acid ester at high reaction selectivity by using a transesterification catalyst having low toxicity and high water proofness, and comparatively-easily separable and recoverable after reaction. SOLUTION: In a production method of (meth)acrylic acid ester, (meth)acrylic acid alkyl ester and fluorine-containing alcohol are subjected to a transesterification reaction by using titanium sulfate or iron sulfate as a catalyst. Preferably, an alkyl group in the (meth)acrylic acid alkyl ester has a number of carbon atoms of 4 or smaller. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT