81190-28-5

Basic information

• Product Name: 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE
• Synonyms: 4,4,5,5,6,6,7,7,7-NONAFLUORO-1,2-EPOXYHEPTANE;3-PERFLUOROBUTYL-1,2-EPOXYPROPANE;3-(PERFLUORO-N-BUTYL)-1,2-PROPENOXIDE;3-(NONAFLUORO-N-BUTYL)-1,2-PROPENOXIDE;2-(1H,1H-NONAFLUOROPENTYL)OXIRANE;(2,2,3,3,4,4,5,5,5-NONAFLUOROPENTYL)OXIRANE;DAIKIN E-1430;3-(Perfluorobutyl)-propylene oxide
• CAS NO: 81190-28-5
• Molecular Formula: C₇H₅F₉O
• Molecular Weight: 276.1
• Product Categories: Fluorine-Containing Monomers for 157 nm UV Lithography Resist Polymers;Lithography Monomers;Self Assembly&Contact Printing
• Mol File: 81190-28-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 72 °C50 mm Hg(lit.)
• Flash Point: 114 °F
• Appearance: /
• Density: 1.545 g/mL at 25 °C(lit.)
• Vapor Pressure: 25.3mmHg at 25°C
• Refractive Index: n20/D 1.317(lit.)
• CAS DataBase Reference: 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE(81190-28-5)
• EPA Substance Registry System: 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE(81190-28-5)

Safety Data

• Hazard Codes: Xi
• Statements: 10
• Safety Statements: 16-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 81190-28-5(Hazardous Substances Data)

Usage

General Description

3-PERFLUOROBUTYL-1,2-EPOXYPROPANE, also known as perfluorobutyl epoxide, is a chemical compound with the formula C6F13C2H3O. It is a perfluorinated ether that is commonly used as a reactive intermediate in the production of fluorinated polymers and as a processing aid in the semiconductor industry. The chemical is a colorless liquid with a faint odor, and it is highly stable, nonflammable, and non-reactive under normal conditions. Due to its unique properties, 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE is also used in various industrial applications, including as a surfactant in the production of fluorinated coatings and as a solvent in the electronics industry. However, it is important to handle this chemical with caution, as it can be harmful if inhaled, swallowed, or absorbed through the skin.

InChI:InChI=1/C7H5F9O/c8-4(9,1-3-2-17-3)5(10,11)6(12,13)7(14,15)16/h3H,1-2H2

Upstream product

• 80233-96-1 3?(perfluoro?n?butyl)?2?iodo?1?propanol 
• 83310-91-2 2-Iodo-4,4,5,5,6,6,7,7,7-nonafluoroheptyl acetate 
• 591-87-7 Allyl acetate 
• 423-39-2 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane 
• 107-18-6 allyl alcohol 

Downstream Products

• 125070-38-4 1H,1H,2H,3H,3H-perfluoroheptane-1,2-diol 

Relevant articles and documents

Preparation of novel side-chain fluoroalkyl polyether oligomers with terminal acrylate for emulsion copolymerization and application on cotton fabric finishing

Three novel side-chain fluoroalkyl polyether oligomers with different molecular weight were synthesized base on the ring-opening polymerization of 3-perfluoro-n-butyl-1,2-epoxypropane, followed by terminal esterification using acryloyl chloride. The oligomer intermediates were used as functional monomers for emulsion copolymerization with methyl methacrylate, butyl acrylate, and hydroxyethyl methacrylate. The produced latexes were used for hydrophobic and oil-phobic finishing on cotton fabric surface and the treated cotton fabrics were tested by scanning electron microscopy and energy-dispersive spectroscopy, combined with chemical composition analysis by X-ray photoelectron spectroscopy. The result showed that fluorinated copolymers were successfully coated on the cotton fibers’ surface. Water contact angles was used to evaluate the wettability and the results showed that treated cotton fabrics possessed good hydrophobicity with the contact angle of 139.1 ± 1°, and the heat resistance of treated cotton fabrics was identified improved through the thermogravimetric analyses (TGA).

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A new synthesis of perfluoroalkylmethyloxiranes and perfluoroalkylmethylaziridines is accomplished by addition of allylalcohol or allylamine to iodoperfluoroalkanes in the presence of potassium or sodium hydroxide.

Highly selective synthesis of [(perfluoroalkyl)methyl]oxiranes (by the addition of iodoperfluoroalkanes to allyl acetate)

Mixtures of regioisomeric adducts of monoiodoperfluoroalkanes RF-I (RF = C4F9, C6F13, C8F17) with allyl acetate, RFCH2CHICH2OAc (1a-1c) and rearranged adducts RFCH2CH(OAc)-CH2I (2a-2c), were converted chemoselectively to the corresponding oxiranes RFCH2CH(-O-)CH2 (3a-3c) in yields of 94-96% (total yields of the two-step synthesis starting from RF-I were 85-87%). The chemoselectivity of the oxirane formation appeared to be very dependent on the solvent used. Dependence on the reaction conditions on formation of byproducts RFCH=CHCH2OAc (4a-4c) and RFCH=CHCH2OH (5a-5c) in the epoxidation reaction was studied.