55003-96-8

Usage

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

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

Relevant academic research and scientific papers

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.

Surfactants having polyfluoroalkyl chains. II. Syntheses of anionic surfactants having two polyfluoroalkyl chains including a trifluoromethyl group at each tail and their flocculation-redispersion ability for dispersed magnetic particles in water

Anionic surfactants having two polyfluoroalkyl chains per molecule, i.e. the sodium salt of bis(1H,1H,2H,2H-heptadecafluorodecyl)-2-sulfosuccinate, CF3(CF2)7(CH2)2OCOCH2CH(SO3Na)COO(CH2)2(CF2)7CF3, the sodium salt of bis(1H,1H,2H,2H-tridecafluoro-octyl)-2-sulfosuccinate, CF3(CF2)5(CH2)2OCOCH2CH(SO3Na)COO(CH2)2(CF2)5CF3, and the sodium salt of bis(1H,1H,2H,2H-nonafluorohexyl)-2-sulfosuccinate, CF3(CF2)3(CH2)2OCOCH2CH(SO3Na)COO(CH2)2(CF2)3CF3, have been prepared from maleic anhydride, the corresponding alcohols possessing a polyfluoroalkyl chain and sodium hydrogen sulfite.The flocculation and redispersion abilities of these surfactants for dispersed magnetic particles in water have been examined to investigate the effect of the chain length.It was found that this ability was enhanced by an increase in the chain length.The contact angles for water for pelleted surface-modified magnetite have been measured.In order to compare this ability and the contact angles, data for other fluorinated surfactant have been obtained.The Krafft point, the surface tension and the pNa of the aqueous surfactant solutions have also been measured. - Keywords: Anionic surfactants; Syntheses; Flocculation-redispersion ability; Magnetite particles; Contact angles; Krafft points; Surface tension

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.

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.

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.

Perfluorinated esters of fumaric acid and certain other ethylenically unsaturated poly-basic acid and soil repellant polymers thereof

Monomeric esters of fumaric, maleic, citraconic, mesaconic, itaconic, aconitic, or methylene malonic acid and alcohols of the formula Cm F2m+1 Cn H2n OH and mercaptans of the formula Cm F2m+1 Cn H2n SH form homopolymers and form copolymers with other ethylenically unsaturated comonomers. The polymers obtained have valuable soil repellent properties and are especially useful in textile finishes. Preferred compounds are bis (1,1,2,2-tetrahydroperfluorononyl) fumarate and bis (1,1-dihydroperfluorooctyl) fumarate.

Perfluoroalkyl alcohols

Perfluoroalkyl group containing alcohols are disclosed with utility as intermediates for the synthesis of oil and water repellent fluorochemicals. The alcohols are obtained by the addition of mercaptoalcohols to perfluoroalkyl group containing esters of fumaric, maleic, citraconic, mesaconic, itaconic, methylene malonic or aconitic acids.