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

Description

BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE, with the CAS number 55003-96-8, is a chemical compound known for its unique properties. It is characterized by its perfluorinated structure, which contributes to its high chemical and thermal stability, as well as its low surface energy. These characteristics make it a versatile compound with a wide range of applications across different industries.

Uses

Used in Surfactant Industry:
BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE is used as a surfactant for its flocculation and redispersion properties after sulfonation to its sulfosuccinate derivative. BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE's ability to enhance the stability and performance of various products makes it a valuable addition to the surfactant industry.
Used in Coatings Industry:
BIS(1H,1H,2H,2H-PERFLUOROOCTYL)MALEATE serves as a basis for superhydrophobic and oleophobic coatings. Its low surface energy and high chemical resistance make it an ideal component for creating coatings with exceptional water and oil-repellent properties. These coatings find applications in various sectors, including automotive, aerospace, construction, and consumer electronics, where resistance to water, oil, and other contaminants is crucial.

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.

FLUORINATED ALCOHOLS

A compound comprising Formula 5 [in-line-formulae]RfOCFHCF2O(CH2CH2O)v—H??Formula 5[/in-line-formulae] wherein Rf is CcF(2c+1);c is 2 to about 6; andv is 2 to about 4; and a process for its preparation comprising contacting a compound of Formula 6 [in-line-formulae]Rf—O—CF═CF2??Formula 6[/in-line-formulae] wherein Rf is CcF(2c+1), and c is 2 to about 6, with a compound of Formula 7 [in-line-formulae]HO—(CH2CH2O)v—H??Formula 7[/in-line-formulae] wherein v is 2 to about 4.

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.