Perfluoroalkyl sulfide sulfone polysulfone and polysulfide diols
AssigneeCiba Specialty Chemicals Corporation
InventorsTed Deisenroth, Marlon Haniff
Life of this patent
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Abstract
Bisperfluoroalkyl-substituted diols containing sulfide, sulfone or polysulfide linkages and a method for making them are described. These diols can react with isocyanates to form urethanes; diisocyanates to form polyurethanes; chloroformates to form carbonates; with carboxylic, sulfuric or phosphoric acids or derivatives to form carboxylate esters, sulfate esters, phosphate esters respectively. These diol compounds and their derivatives are useful for imparting oil and water repellency to substrates such as glass, wood, paper, leather, wool, cotton, polyester and other substrates.
Claims13
A bis-perfluoroalkyldiol of the formula I ##STR11## wherein R.sub.1 is a direct bond, a linear or branched alkylene of up to 6 carbon atoms, alkyleneoxyalkylene of up to 6 carbon atoms, alkylenethioalkylene of up to 6 carbon atoms, alkyleneoxy of up to 6 carbon atoms, alkenyleneoxyalkylene of up to 6 carbon atoms, alkylenethioalkyleneoxyalkylene of up to 9 carbon atoms, carbonamidoalkylene where the alkylene moiety contains up to 6 carbon atoms and the amido nitrogen is unsubstituted or further substituted by lower alkyl, sulfonamidoalklyene wherein the alkylene moiety contains up to 6 carbon atoms and the amido nitrogen is unsubstituted or further substituted by lower alkyl;
- carbonamidoalkylenethioalkylene wherein the carbonamidoalkylene moiety is as defined hereinabove and the thioalkylene moiety contains up to 6 carbon atoms, or sulfonamidoalkylenethioalkylene wherein the sulfonamidoalkylene moiety is as defined hereinabove and the thioalkylene moiety contains up to 6 carbon atoms,
- R.sub.x, R.sub.y and R.sub.z are independently of each other hydrogen or an alkyl group with 1-5 carbon atoms,
- h is 1 or2,
- g is 0, 1, or 2, with the proviso that when h is 2, g is 0,
- d is 0 or 1,
- D is an alkylene group with 2 to 10 carbon atoms, a dialkylene ether group with 4 to 10 carbon atoms, or pentaerythritol diacetate or dipropionate, and R.sub.F is a monovalent, perfluorinated, alkyl or alkenyl, linear, branched or cyclic organic radical having 3 to 20 fully fluorinated carbon atoms, and each R.sub.F radical is the same or different, with the proviso that when R.sub.1 is --CH.sub.2 --, h is 1 and g and d are 0, R.sub.x is methyl or each R.sub.F group is linear.
Dependencies are inferred from the claim text.