55003-96-8

Basic information

• Product Name: BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE
• Synonyms: BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE;Bis(1H,1H,2H,2H,-perfluorooctyl) (2Z)-but-2-ene-1,4-dioate;Bis(1H,1H,2H,2H,-perfluorooctyl) (2Z)-but-2-ene-1,5-dioate
• CAS NO: 55003-96-8
• Molecular Formula: C20H10F26O4
• Molecular Weight: 808.25
• Mol File: 55003-96-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 365.6°C at 760 mmHg
• Flash Point: 169°C
• Appearance: /
• Density: 1.611g/cm³
• Vapor Pressure: 1.55E-05mmHg at 25°C
• Refractive Index: 1.329
• CAS DataBase Reference: BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE(55003-96-8)
• EPA Substance Registry System: BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE(55003-96-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 55003-96-8(Hazardous Substances Data)

Usage

Uses

BIS(1H,1H,2H,2H-perfluorooctyl)maleate (CAS# 55003-96-8) is used as a surfactant after sulfonation to its sulfosuccinate derivative for its flocculation and redispersion properties. BIS(1H,1H,2H,2H-perfluorooctyl)maleate is also a basis for superhydrophobic and oleophobic coatings.

InChI:InChI=1/C20H10F26O4/c21-9(22,11(25,26)13(29,30)15(33,34)17(37,38)19(41,42)43)3-5-49-7(47)1-2-8(48)50-6-4-10(23,24)12(27,28)14(31,32)16(35,36)18(39,40)20(44,45)46/h1-2H,3-6H2/b2-1-

Upstream product

• 647-42-7 1H,1H,2H,2H-tridecafluoro-n-octanol 
• 624-49-7 dimethylfumarate 
• 108-31-6 maleic anhydride 
• 2043-47-2 1H,1H,2H,2H-nonafluoro-1-hexanol 

Relevant articles and documents

Synthesis of Novel Silanes Functionalized with Mono-and Bis-Fluoroalkylated [1,2,3]-Triazoles

In the current work, a series of mono-fluoroalkylated [1,2,3]-triazole precursors was prepared by the 1,3-dipolar cycloaddition reaction of allyl azide and perfluoroalkylethoxyl propynes, in which the CuSO4 and sodium ascorbate were used as the catalyst. Using these precursors as unsaturated substrates, a series of novel mono-fluoroalkyldichloromethyl silanes were successfully synthesized via hydrosilylation between C=C and Si-H bonds. Furthermore, to construct fluorosilanes with two or more stacked fluoroalkyl groups in one molecule, silanes with bis-fluoroalkylated [1,2,3]-triazoles as pendants were synthesized afterwards.

PARTIALLY FLUORINATED SULFONATED SURFACTANTS

The present invention comprises a compound comprising Formula 1A, 1B, or 1C: (Ra-O-CO-)2X Formula 1A, Ra-O-CO-X-CO-O-(CH2CH2)Rf Formula 1B, Ra-O-CO-X-CO-O-R Formula 1C wherein Ra is the group Rf(CH2CF2)d-(CgH2g)-; RfOCF2CF2-(CgH2g)-; Rf OCFHCF2O(CH2CH2)v-(CgH2g)-; RfOCFHCF2O(CwH2w); RfOCF(CF3)CONH-(CgH2g); or Rf(CH2)h[(CF2CF2)i(CH2CH2)j]k; Rf is CcF(2c+1); d is 1 to about 3; g is 1 to 4; v is 1 to about 4; w is from about 3 to about 12; h is 1 to about 6; i, j, and k are each independently 1, 2, or 3, or a mixture thereof; provided that the total number of carbon atoms in group (vi) is from about 8 to about 22; X is a linear or branched difunctional alkyl sulfonate group -CeH(2e-1)(SO3M)-, wherein e is 2 or 3; M is a monovalent cation selected from the group consisting of hydrogen, ammonium, alkali metal, or alkaline earth metal; R is H or a linear or branched alkyl group CbH(2b+1)-; and b is from 1 to about 18.

FLUORINATED ESTERS

A compound comprising Formula 2A, 2B, or 2C [in-line-formulae](Ra—O—CO—)2Y??Formula 2A[/in-line-formulae] [in-line-formulae]Ra—O—CO—Y—CO—O—(CH2CH2)Rf??Formula 2B[/in-line-formulae] [in-line-formulae]Ra—O—CO—Y—CO—O—R??Formula 2C[/in-line-formulae] wherein Ra is the group (i) Rf(CH2CF2)d—(CgH2g)—; (ii) RfOCF2CF2—(CgH2g)—; (iii) RfOCFHCF2O(CH2CH2O)v—(CgH2g)—; (iv) RfOCFHCF2O(CwH2w)—; (v) RfOCF(CF3)CONH—(CgH2g)—; or (vi) Rf(CH2)h[(CF2CF2)i(CH2CH2)j]k;each Rf is independently CcF(2c+1); c is 2 to about 6; d is 1 to about 3; g is 1 to 4; v is 1 to about 4; w is from about 3 to about 12; h is 1 to about 6; i, j, and k are each independently 1, 2, or 3, or a mixture thereof; provided that the total number of carbon atoms in group (vi) is from about 8 to about 22;Y is a linear or branched diradical having olefinic unsaturation of the formula [in-line-formulae]—CeH(2e?2)—[/in-line-formulae] wherein e is 2 or 3; R is H or a linear or branched alkyl group CbH(2b+1)—; and b is from 1 to about 18.