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

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

Uses

Used in the Production of Fluorinated Polymers:
3-PERFLUOROBUTYL-1,2-EPOXYPROPANE is used as a reactive intermediate for the synthesis of fluorinated polymers, which are known for their exceptional chemical resistance, thermal stability, and non-stick properties. These polymers find applications in various industries, including aerospace, automotive, and electronics.
Used in the Semiconductor Industry:
In the semiconductor industry, 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE is employed as a processing aid. Its unique properties contribute to the manufacturing of high-performance semiconductor devices by enhancing the etching process and improving the overall quality of the final product.
Used in the Production of Fluorinated Coatings:
3-PERFLUOROBUTYL-1,2-EPOXYPROPANE is used as a surfactant in the production of fluorinated coatings. These coatings offer excellent resistance to chemicals, UV radiation, and abrasion, making them suitable for applications in the automotive, aerospace, and construction industries.
Used as a Solvent in the Electronics Industry:
In the electronics industry, 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE serves as a solvent for various applications, such as cleaning and etching processes. Its non-reactive nature and ability to dissolve a wide range of materials make it an ideal choice for use in sensitive electronic components.
It is crucial to handle 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE with care, as it can be harmful if inhaled, swallowed, or absorbed through the skin. Proper safety measures should be taken to minimize the risk of exposure and ensure the safe use of this chemical compound in various industrial applications.

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

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

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).

End-Blocked Silanization of Side-Chain Fluoroalkyl Oligoether and its Surface Properties

In this study, three novel side-chain fluoroalkyl oligoethers with different molecular weights were synthesised via a ring-opening reaction of 2,2,3,3,4,4,5,5,5-nonafluoropentyloxirane. The fluorooligoethers were then silanized and characterised by FT-IR,1H, and 19F NMR spectroscopies. These silanlized fluorooligoethers were used to fabricate hydrophobic coatings on silicon substrates, which were pre-treated with O2 plasma, by the method of liquid phase deposition. The chemical compositions and structures of the film surfaces were analysed by X-ray photoelectron spectroscopy and the results showed that silanized fluorooligoethers formed self-assembled films on the silicon wafer. The surface wettability of the coatings was measured by water contact angles. It is noted that the annealing process can improve the hydrophobicity with the highest water contact angle being 115.2 ± 1° and hexadecane contact angle being 67.2 ± 1°. The surface morphologies and roughness of the self-assembled films were measured by atomic force microscopy (AFM), as a result, the surface was found to be rougher with the increment of the molecular weight of the fluorooligoethers.

Fluorine-containing polyfunctional (meth) acrylate composition low refractivity material and reflection reducing film

PCT No. PCT/JP97/01952 Sec. 371 Date Feb. 9, 1998 Sec. 102(e) Date Feb. 9, 1998 PCT Filed Jun. 9, 1997 PCT Pub. No. WO97/47585 PCT Pub. Date Dec. 18, 1997Fluorine-containing polyfunctional (meth)acrylate represented by the formula (1), as well as a composition, a low refractivity material and a reflection reducing film in which the (meth)acrylate is utilized: wherein X stands for a fluoroalkyl group of C1-14 having 3 or more F, or a fluorocycloalkyl group of C3-14 having 4 or more F; Y1, Y2, and Y3 stand for H, an acryloyl group or a methacryloyl group, and at least two of Y1, Y2, and Y3 stand for an acryloyl group or a methacryloyl group; Z stands for H or an alkyl group of C1-3; and n and m is an integer of 0 or 1, and n+m=1.

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.

Synthesis and polymerization of novel fluorinated morpholino acrylates and methacrylates

The synthesis of four fluorinated acrylates and methacrylates bearing a morpholino group in the lateral chain was achieved in four steps in very high yield: the radical addition of perfluoroalkyl iodides on to allyl acetate followed by an alkaline cyclization led to fluorinated epoxides.These compounds reacted with an excess of morpholine and yielded morpholinofluorinated alcohols that, condensed with acrylic or methacrylic anhydride, produced the expected fluorinated acrylic or methacrylic monomers, respectively.The behaviour in homopolymerization of such new olefins involved the study of the square of the propagation rate constant to the termination rate constant ratio (k2p/kte) by two different methods.The poor reactivity of these monomers has been shown by a GC kinetic study and also by the calculation of the yield.The values of k2p/kte show that they are two-hundred-times less reactive than usual fluorinated acrylic monomers.We finally propose a reactivity scale for such fluorinated monomers. - Keywords: Monoaddition; Acrylic derivatives; Kinetics; Morpholinofluorinated compounds; NMR spectroscopy; Mass spectrometry

Addition of RFI (CnF2n+1I; n = 4, 6, 8) to allyl alcohol catalyzed by zinc in different solvents: application to the synthesis of F-alkyl epoxypropanes

The addition of RFI to allyl alcohol catalyzed by zinc in different solvents has been studied.The adduct RFCH2CHICH2OH readily gives the corresponding F-alkyl epoxypropane.