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EP0435641A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Polyfluoro nitrogen-containing organic compounds

Assignee: EIDP Inc
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Filing: 1990-12-24
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Granted: —
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Expires: 2010-12-24
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Abstract

Abstract Polyfluoro organic compound having at least one urea linkage derived from: (1) at least one polyisocyanate containing at least three isocyanate groups, (2) at least one fluorochemical compound which contains per molecule (a) a single functional group having one or more Zerewitinoff hydrogen atoms and (b) at least two carbon atoms each of which contains at least two fluorine atoms, and (3) water in an amount sufficient to react with from about 5% to about 60% of the isocyanate groups.

Inventors

  • 👤 Jack Robert Krichner

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-01 12:15
CPC Classifications
C; C08; C08G; C08G69/00; C07; C07C; C07C275/00; C07C275/46; C07C275/58; C07C275/62

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 91 words
A polyfluoro organic compound comprising a compound having at least one urea linkage which compound is derived from: (1) at least one polyisocyanate containing at least three isocyanate groups, (2) at least one fluorochemical compound which contains per molecule (a) a single functional group having one or more Zerewitinoff hydrogen atoms and (b) at least two carbon atoms each of which contains at least two fluorine atoms, and (3) water in an amount sufficient to to react with from about 5% to about 60% of the isocyanate groups in said polyisocyanate.
Claim 2
Dependent Claim 91 words
A polyfluoro organic compound comprising a compound having at least one urea linkage which compound is derived from: (1) at least one polyisocyanate containing at least three isocyanate groups, (2) at least one fluorochemical compound which contains per molecule (a) a single functional group having one or more Zerewitinoff hydrogen atoms and (b) at least two carbon atoms each of which contains at least two fluorine atoms, and (3) water in an amount sufficient to to react with from about 5% to about 60% of the isocyanate groups in said polyisocyanate.
Claim 3
Dependent Claim 26 words
The polyfluoro organic compound of Claim 1 wherein the amount of water is sufficient to react with about 10% to about 35% of said isocyanate groups.
Claim 4
Dependent Claim 25 words
The polyfluoro organic compound of Claim 2 wherein the amount of water is sufficient to react with about 15% to 30% of said isocyanate groups.
Claim 5
Dependent Claim 91 words
The polyfluoro organic compound of Claim 1 wherein said fluorochemical compound which contains a single functional group can be represented by the formula: R f- R k -X-H in which R f is a monovalent aliphatic group containing at least two carbon atoms each of which contains at least two fluorine atoms; R is a divalent organic radical; k is 0 or 1; and X is -O-, -S-, or -N(R')- in which R 1 is H, alkyl containing 1 to 6 carbon atoms or a R f- R k - group.
Claim 6
Dependent Claim 160 words
The polyfluoro organic compound of Claim 4 wherein said fluorochemical compound which contains a single functional group can be represented by the formula: R f- R k -R 2- X-H wherein R is the divalent radical: -C m H 2m SO-, -C m H 2m S0 2 , -S0 2 N(R 2 )-, or -CON(R 2 )- in which m is 1 to 22 and R 2 is H or alkyl of 1 to 6 carbon atoms; R 2 is the divalent linear hydrocarbon radical: -C n H 2n- which can be optionally end-capped by or n is 0 to 12, p is 1 to 50, and R 4 , R 5 and R 6 are the same or different H or alkyl containing 1 to 6 carbon atoms; and X is -O-, -S-, or -N(R 7 )- in which R 7 is H, alkyl containing 1 to 6 carbon atoms or a R f- R k -R 2- group.
Claim 7
Dependent Claim 30 words
The polyfluoro organic compound of Claim 5 wherein R' is a fully-fluorinated straight or branched aliphatic radical of 3 to 20 carbon atoms which can be interrupted by oxygen atoms.
Claim 8
Dependent Claim 62 words
The polyfluoro organic compound of Claim 6 wherein said fluorochemical compound which contains a single functional group can be represented by the formula: R f (CH 2 ) q -X-H in which R f is a mixture of perfluoroalkyl groups, CF 3 CF 2 (CF 2 ) r in which r is 2 to 18; and q is 1, 2 or 3.
Claim 9
Dependent Claim 37 words
The polyfluoro organic compound of Claim 7 wherein R f is a mixture of said perfluoroalkyl groups, CF 3 CF 2 (CF 2 )r; and r is 2, 4, 6, 8, 10, 12, 14, 16, and 18.
Claim 10
Dependent Claim 15 words
The polyfluoro organic compound of Claim 8 wherein X is oxygen and q is 2.
Claim 11
Dependent Claim 15 words
The polyfluoro organic compound of Claim 8 wherein r is predominately 4, 6 and 8.
Claim 12
Dependent Claim 14 words
The polyfluoro organic compound of Claim 8 wherein r is predominately 6 and 8.
Claim 13
Dependent Claim 21 words
The polyfluoro organic compound of Claim 8 wherein X is -N(R 7 )-, R 7 is H and q is 2.
Claim 14
Dependent Claim 36 words
The polyfluoro organic compound of Claim 4 wherein said fluorochemical compound contains a single functional group can be represented by the formula: H(CF 2 CF 2 ) w CH 2 0H in which w is 1-10.
Claim 15
Dependent Claim 28 words
The polyfluoro organic compound of Claim 4 wherein said fluorochemical compound which contains a single functional group can be represented by the formula: CF 3 (CF 3 )CHOH.
Claim 16
Dependent Claim 36 words
The polyfluoro organic compound of Claim 1 further characterized in that between about 1% and about 50% of said isocyanate groups are reacted with at least one non-fluorinated organic compound which contains a single functional group.
Claim 17
Dependent Claim 108 words
The polyfluoro organic compound of Claim 15 wherein said non-fluorinated organic compound can be represented by the formula: R 10 -R 11 k -YH wherein R 10 is a C 1 -C 18 alkyl, a C 1 -C 18 omega-alkenyl radical or a C 1 -C 18 omega-alkenoyl; R" is or R 4 , R 5 and R 6 are the same or different H or alkyl radical containing 1 to 6 carbon atoms and p is 1 to 50; k is 0 or 1; and Y is -O-, -S-, or -N(R 7 )- in which R 7 is H or alkyl containing 1 to 6 carbon atoms.
Claim 18
Dependent Claim 14 words
The polyfluoro organic compound of claim 16 wherein said non-fluorinated compound is an alkanol.
Claim 19
Dependent Claim 19 words
The polyfluoro organic compound of claim 16 wherein said non-fluorinated compound is a monoalkyl ether of a poly(oxyalkylene) glycol.
Claim 20
Dependent Claim 27 words
The polyfluoro organic compound of claim 1 wherein said polyisocyanate can be represented by the formula: wherein x is an integer equal to or greater than 1.
Claim 21
Dependent Claim 13 words
The polyfluoro organic compound of claim 19 wherein x is 1 to 8.
Claim 22
Dependent Claim 24 words
The polyfluoro organic compound of claim 1 wherein said polyisocyanate can be represented by the formula: wherein R 12 is a divalent hydrocarbon group.
Claim 23
Dependent Claim 23 words
The polyfluoro organic compound of claim 1 wherein said polyisocyanate can be represented by the formula: wherein R 13 is methyl or ethyl.
Claim 24
Dependent Claim 32 words
A process for imparting oil, water- and soil-repellency and/or soil release properties to a substrate which comprises applying to the substrate a polyfluoro organic compound of any one of the preceding claims.
Claim 25
Dependent Claim 110 words
A substrate containing, as a water-, oil- or soil-repellent or soil-release agent, a polyfluoro organic compound of any one of claims 1 to 22 having at least one urea linkage which compound is derived from: (A) at least one polyisocyanate which contains at least three isocyanate groups per molecule, (B) at least one fluorochemical compound which contains per molecule (i) a single functional group having one or more Zerewitinoff hydrogen atoms and (ii) at least two carbon atoms each of which contains at least two fluorine atoms, and (C) water in an amount sufficient to react with from about 5% to about 60% of the isocyanate groups in said polyisocyanate.
Claim 26
Dependent Claim 108 words
A process comprising (I) reacting (a) at least one polyisocyanate or mixture of polyisocyanates which contains at least three isocyanate groups per molecule with b) a stoichiometric deficiency of at least one fluorochemical compound which contains per molecule (i) a single functional group having one or more Zerewitinoff hydrogen atoms and (ii) at least two carbon atoms each of which contains at least two fluorine atoms, and (II) thereafter forming one or more urea linkages per mol of said polyisocyanate by reacting the remaining isocyanate groups with water in an amount sufficient to react with from about 5% to about 60% of the isocyanate groups in said polyisocyanate.
Claim 27
Dependent Claim 108 words
A process comprising (I) reacting (a) at least one polyisocyanate or mixture of polyisocyanates which contains at least three isocyanate groups per molecule with b) a stoichiometric deficiency of at least one fluorochemical compound which contains per molecule (i) a single functional group having one or more Zerewitinoff hydrogen atoms and (ii) at least two carbon atoms each of which contains at least two fluorine atoms, and (II) thereafter forming one or more urea linkages per mol of said polyisocyanate by reacting the remaining isocyanate groups with water in an amount sufficient to react with from about 5% to about 60% of the isocyanate groups in said polyisocyanate.

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