Fluorochemical allophanate compositions and fibrous substrates treated therewith
AssigneeMinnesota Mining and Manufacturing Company
InventorRichard M. Stern
Life of this patent
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Abstract
Fluorochemical allophanates containing one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated terminal carbon atoms and one or more allophanate moieties, the radicals and moieties bonded together by hetero atom-containing or organic linking groups are provided. These fluorochemical allophanates are useful in the form of aqueous dispersions or emulsions or organic solutions in the treatment of fibrous substrates, such as textile fibers, to impart oil and water repellency.
Claims29
Fluorochemical allophanates comprising one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated terminal carbon atoms and one or more allophanate moieties, said radicals and moieties bonded together by first organic linking groups, which may contain hetero atoms, said first linking groups being free of groups with active hydrogen atoms, and where said fluorochemical allophanates contain amino or acid moieties, one or more linked fluoroaliphatic radicals and allophanate moieties are present, and where said fluorochemical allophanates are free of amino and acid moieties, two or more of said linked fluoroaliphatic radicals and allophanate moieties are bonded together by polyvalent second organic linking groups, which may contain hetero atoms;
- said second linking groups being free of groups with active hydrogen atoms.
Fluorochemical allophanates produced according to a process comprising the steps of
- (a) reacting alcohol containing a fluoroaliphatic radical having at least three fully fluorinated terminal carbon atoms with an organic diisocyanate under urethane forming conditions to form fluorochemical isocyanate-containing urethane adduct,
- (b) heating said adduct under allophanate forming reaction conditions to form a fluorochemical isocyanate-containing allophanate intermediate, and
- (c) reacting said intermediate with a reactant selected from polyol or polyamine under urethane or urea forming reaction conditions to produce fluorochemical allophanate.
Fluorochemical allophanates produced according to a process comprising the steps of
- (a) reacting alcohol containing a fluoroaliphatic radical having at least three fully fluorinated terminal carbon atoms with an organic diisocyanate under urethane forming conditions to form fluorochemical isocyanate-containing urethane adduct,
- (b) heating said adduct under allophanate forming reaction conditions to form a fluorochemical isocyanate-containing allophanate intermediate,
- (c) reacting said intermediate with a reactant selected from a polyamine, an alcohol containing an acid moiety, and an alcohol containing an amine moiety under urethane or urea forming reaction conditions to produce an amino- or acid-containing fluorochemical allophanate, and
- (d) neutralizing said amino- or acid-containing fluorochemical allophanate to form fluorochemical allophanate salts.
Fluorochemical allophanates produced according to a process comprising the steps of
- (a) reacting alcohol containing a fluoroaliphatic radical having at least three fully fluorinated terminal carbon atoms with an organic diisocyanate under urethane forming conditions to form fluorochemical isocyanate-containing urethane adduct,
- (b) heating said adduct under allophanate forming reaction conditions to form a fluorochemical isocyanate-containing allophanate intermediate,
- (c) reacting said intermediate with a reactant selected from a polyamine or an amino alcohol under urethane or urea forming reaction conditions to produce an amino-containing fluorochemical allophanate, and
- (d) alkylating said amino-containing fluorochemical allophanate to form fluorochemical allophanate salts.
Fluorochemical allophanates comprising (a) one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated terminal carbon atoms (b) one or more allophanate moieties, said radicals and moieties linked or bonded together by first organic linking groups, which may contain hetero atoms, said first linking groups being free of active hydrogen atoms, and (c) organo amino or acid moieties, combinations thereof, with the proviso that when two or more of said linked fluoroaliphatic radicals and allophanate moieties are present, said linked fluoroaliphatic radicals and allophanates moieties are bonded together by polyvalent second organic linking groups, which may contain hetero atoms, said second linking groups being free of active hydrogen atoms.
Fluorochemical allophanates comprising one or more monovalent fluoroaliphatic radicals, each having at least three fully fluorinated terminal carbon atoms, and one or more allophanate moieties, said radicals and moieties bonded together by first organic linking groups, which may contain hetero atoms, said first linking groups being free of active hydrogen atoms, and said fluorochemical allophanates having at least two or more of said linked fluoroaliphatic radicals and allophanate moieties bonded together by polyvalent second organic linking groups, which may contain hetero atoms.
Fluorochemical allophanates comprising one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated terminal carbon atoms and one or more allophanate moieties, said radicals and moieties linked or bonded together by first organic linking groups, which may contain hetero atoms, said first linking groups being free of groups with active hydrogen atoms and being selected from aliphatic, aromatic, oxy, thio, carbonyl, sulfone, sulfoxy, --N(CH.sub.3)--, sulfonamido, carbonamido, sulfonamidoalkylene, carbonamidoalkylene, carbonyloxy, urethane, urylene, and combinations thereof, and said fluorochemical allophanates having at least two or more of said linked fluoroaliphatic radicals and allophanate moieties bonded goether by second organic linking groups, which may contain hetero atoms, said second linking groups being free of groups with active hydrogen atoms.
Fluorochemical allophanates comprising (a) one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated terminal carbon atoms (b) one or more allophanate moieties, said radicals and moieties bonded together by first organic linking groups, which may contain hetero atoms, said first linking groups being free of active hydrogen atoms and being selected from aliphatic, aromatic, oxy, thio, carbonyl, sulfone, sulfoxy, --N(CH.sub.3)--, sulfonamido, carbonamido, sulfonamidoalkylene, carbonamidoalkylene, carbonyloxy, urethane, urylene, and combinations thereof, and (c) organo amino or acid moieties, combinations thereof, and salts thereof;
- with the proviso that when two or more of said allophanate moieties are preent, said moieties are bonded together by second organic linking groups, which may contain hetero atoms, said second linking groups being free of active hydrogen atoms.
Dependencies are inferred from the claim text.