1996-88-9

Basic information

• Product Name: 2-(Perfluorooctyl)ethyl methacrylate
• Synonyms: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-HEPTADECAFLUORODECYL METHACRYLATE;1H,1H,2H,2H-HEPTADECAFLUORODECYL METHACRYLATE;1H,1H,2H,2H-PERFLUORODECYL METHACRYLATE;TETRAHYDROPERFLUORODECYL METHACRYLATE;2-propenoicacid,2-methyl-,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluo;2-Propenoicacid,2-methyl-,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylester;rodecylester;1H,1H,2H,2H-Perfluorodecyl methacrylate 98%
• CAS NO: 1996-88-9
• Molecular Formula: C₁₄H₉F₁₇O₂
• Molecular Weight: 532.19
• EINECS: 217-877-2
• 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: 1996-88-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: -20°C
• Boiling Point: 110 °C4 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.596 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0199mmHg at 25°C
• Refractive Index: n20/D 1.343(lit.)
• Storage Temp.: Keep Cold
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• CAS DataBase Reference: 2-(Perfluorooctyl)ethyl methacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Perfluorooctyl)ethyl methacrylate(1996-88-9)
• EPA Substance Registry System: 2-(Perfluorooctyl)ethyl methacrylate(1996-88-9)

Safety Data

• Hazard Codes: C,F,Xi
• Statements: 34-42/43
• Safety Statements: 26-27-36/37/39-45
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 1996-88-9(Hazardous Substances Data)

Usage

Description

2-(Perfluorooctyl)ethyl methacrylate, also known as PFOEM, is a colorless liquid that belongs to the family of perfluorinated compounds. It is a monomer used in the synthesis of various polymers and materials, known for its unique properties such as water and oil repellency, low surface tension, and high chemical stability.

Uses

Used in Coatings Industry:
2-(Perfluorooctyl)ethyl methacrylate is used as a component in the formulation of fluorinated latexes for coatings. Its application reason is to provide water and oil repellency, as well as enhance the durability and performance of the coatings.
Used in Polymer Industry:
In the polymer industry, 2-(Perfluorooctyl)ethyl methacrylate is used as a monomer for the synthesis of fluorinated polymers. The application reason is to impart specific properties such as low surface tension, high chemical stability, and resistance to environmental factors, making the polymers suitable for various applications.
Used in Environmental Studies:
2-(Perfluorooctyl)ethyl methacrylate, along with Perfluorodecylethyl Methacrylate (P286590), is used as a subject of study in environmental research. The application reason is to understand the behavior, fate, and potential impacts of these perfluorinated compounds in the environment, particularly in the Great Lakes region.
Used in Medical Applications:
Although not explicitly mentioned in the provided materials, 2-(Perfluorooctyl)ethyl methacrylate could potentially be used in the development of medical devices or materials due to its chemical stability and resistance to biological degradation. The application reason would be to enhance the performance and longevity of medical devices, as well as to improve patient outcomes.

InChI:InChI=1/C14H9F17O2/c1-5(2)6(32)33-4-3-7(15,16)8(17,18)9(19,20)10(21,22)11(23,24)12(25,26)13(27,28)14(29,30)31/h1,3-4H2,2H3

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 678-39-7 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decanol 
• 760-93-0 methacryloyl anhydride 
• 2043-53-0 2-(n-perfluorooctyl)ethyl iodide 

Relevant articles and documents

Process for preparing fluorinated alkyl carboxylate esters

A process for preparing fluorinated alkyl carboxylate esters comprises reaction of a silver carboxylate or silver carboxylate precursor, such as silver (I) iodide with a fluorinated alkyl iodide and a carboxylic acid. Preferably the fluorinated alkyl iodide has the general formula CF3(CF2)nCH2CH2I, wherein n is an integer in the range of from 1 to 29 and the carboxylic acid is acetic acid, acrylic acid or methacrylic acid.

Synthesis and Mesoscopic Organization of Perfluoroalkyl-Alkylene Methacrylate Monomers

Alcohols with perfluorinated segments, F(CF2)n-(CH2)m-OH; n = 8, 10, 12; m = 4, 6, 10; have been converted into methacrylates by a dicyclohexylcarbodiimide activated esterification reaction.The resulting methacrylates show two disordering transitions prior to isotropization.Polarization optical microscopy indicates the occurrence of smectic liquid crystal phases.Organic solutions of the amphiphilic methacrylates showed a strong decrease in the surface tension at low concentrations.Peculiar surface activity had already been observed for the compound with the shortest fluorocarbon segment.Needle shaped crystallites of the semifluorinated compounds are formed when hydrocarbon solutions of methacrylates with a perfluorododecyl substituent are cooled.The crystals can form a fine mesh network which encloses the solvent in the cavities.The size of the needle crystals and the internal dimensions of the network depend strongly on the crystallization conditions.