FUNCTIONALIZED POLYURETHANE RESIN, METHOD FOR THE PRODUCTION THEREOF, AND USE THEREOF

• US 20090240004A1
• Filed: 09/04/2007
• Published: 09/24/2009
• Est. Priority Date: 09/29/2006
• Status: Abandoned Application

• Current Assignee: Construction Research & Technology GmbH (BASF SE)
• Original Assignee: Construction Research & Technology GmbH (BASF SE)
• Inventors: Wolfertetter, Franz, Huber, Johann, Mack, Helmut, Huber, Christian, Schuhbeck, Thomas, Maier, Alois, Steidl, Norbert
• Application Number:
  US12/441,589
• Publication Number:
  US 20090240004A1
• Time in Patent Office: Days
• US Class Current: 525/457
• CPC Class Codes: C08G 18/0823 containing carboxylate salt groups or groups forming them
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• CPC Class Codes: C08G 18/2865 Compounds having only one primary or secondary amino group; Ammonia
• CPC Class Codes: C08G 18/2885 containing halogen atoms
• CPC Class Codes: C08G 18/3275 containing two hydroxy groups
• CPC Class Codes: C08G 18/3812 having fluorine atoms
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C09D 175/04 Polyurethanes
• CPC Class Codes: D21H 27/26 characterised by the overlay sheet or the top layers of the structures decorative panels B44C5/04; wood grain effects B44F9/02

Abstract

Disclosed is a functionalized polyurethane resin containing a binder component, a hardener component and, optionally, a formulation component. The binder component consists essentially of urethane dispersions with defined structural components which, in turn, consist of special reaction products. Such polyurethane resins are used for the production of fluorine-modified polyurethane coatings and generally in construction or industrial applications for the permanent oil-, water- and dirt-resistant coating of mineral and non-mineral surfaces on the basis of, for example, hydraulically setting components.

Claims

1. A functionalized polyurethane resin comprising

100.0 to 100.1 parts by weight of a binder component (I), composed of fluorine-modified, anionically and/or nonionically and/or cationically stabilized oligourethane or polyurethane dispersions or solutions, having a polymer-bonded fluorine content of 0.01% to 10% by weight, a molecular mass of 10 000 to 1 000 000 daltons, and 0% to 25% by weight of free amino groups and/or 0% to 25% by weight of free hydroxyl groups, with the following synthesis components:

(i) 0.3 to 7.5 parts by weight of a fluorine-modified (polymeric) hydrophobicizing and oleophobicizing component (A) having a polymer-bonded fluorine content of 0.5% to 90% by weight, two or more amino and/or hydroxyl and/or mercapto groups that are reactive toward isocyanate groups, or two or more isocyanato groups that are reactive toward hydroxyl groups, and a molecular mass of 250 to 25 000 daltons, composed of

(1) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂), composed of perfluoroalkyl alcohols having terminal methylene groups (hydrocarbon spacers) of the general formula

CF₃—

(CF₂)_x—

(CH₂)_y—

O-A_z-H

and/or

CR₃—

(CR₂)_x—

(CH₂)_y—

O-A_z-H

in which R=independently of one another H, F, CF₃

and/or

hexafluoropropene oxide (HFPO) oligomer alcohols of the general formula

CF₃—

CF₂—

CF₂—

[O—

CF(CF₃)—

CF₂]_x—

O—

CF(CF₃)—

(CH₂)_y—

O-A_z-H

in which x=3-20, y=1-6, z=0-100,

A=CRⁱRⁱⁱCRⁱⁱⁱR^iv—

O or (CRⁱRⁱⁱ)_a—

O or CO—

(CRⁱRⁱⁱ)_b—

O, Rⁱ, Rⁱⁱ, Rⁱⁱⁱ, R^iv=independently of one another H, alkyl, cycloalkyl, aryl, any organic radical having 1-25 C atoms;

a, b=3-5, the polyalkylene oxide structural unit A_z comprising homopolymers, copolymers or block copolymers of any desired alkylene oxides, or comprising polyoxyalkylene glycols or comprising polylactones,

and/or a fluorine-modified macromonomer or telechelic component (A₃) having a polymer-bonded fluorine content of 1% to 99% by weight and a molecular mass of 100 to 10 000 daltons, comprising, terminally and/or laterally and/or intrachenally in the side chain and/or main chain, the structural elements

—

(CF₂—

CF₂)_x—

and/or

—

(CR₂—

CR₂)_x—

and/or

—

[CF₂—

CF(CF₃)—

O]_x—

and/or

—

(CR₂—

CR—

O)_x—

having in each case one or more reactive (cyclo)aliphatic and/or aromatic hydroxyl groups and/or primary and/or secondary amino groups and/or mercapto groups, 75% to 5% by weight of a difunctional polyisocyanate component (C₁) having two or more (cyclo)aliphatic and/or aromatic isocyanate groups of like or different reactivity, and 75% to 5% by weight of an amino alcohol component (A₄) having a (cyclo)aliphatic and/or aromatic, primary or secondary amino group and one or more (cyclo)aliphatic and/or aromatic hydroxyl groups, and/or of a mercapto alcohol component (A₅) having a (cyclo)aliphatic and/or aromatic mercapto group and one or more (cyclo)aliphatic and/or aromatic hydroxyl groups, the reaction in the case of diisocyanates having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way, and the reaction products having the general formula

(A_1/2/3)-(C₁)-(A_4/5)

with (A_1/2/3)=deprotonated components (A₁) and/or (A₂) and/or (A₃), (A_4/5)=deprotonated components (A₄) and/or (A₅), and (C₁)=protonated component (C₁),

and/or

(2) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a monofunctional hexafluoropropene oxide component (A₆), composed of monofunctional hexafluoropropene oxide oligomers of the general formula

CF₃—

CF₂—

CF₂—

O—

(CF(CF₃)—

CF₂—

O)_m—

CF(CF₃)—

COR¹

in which m=1-20, R¹═

F, OH, OMe, OEt

and 95% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), elimination of HR¹ having produced an adduct of the general formula

(A₆)-(A_4/5)

in which (A₆)=carbonyl radical of component (A₆)

and the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(3) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a difunctional hexafluoropropene oxide component (A₇), composed of difunctional hexafluoropropene oxide oligomers of the general formula

R¹OC—

CF(CF₃)—

(O—

CF₂—

CF(CF₃))_n—

O—

(CF₂)_o—

O—

(CF(CF₃)—

CF₂—

O)_n—

CF(CF₃)—

COR¹

in which n=1-10, o=2-6

and 95% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), elimination of HR¹ having produced an adduct of the general formula

(A_4/5)-(A₇)-(A_4/5)

in which (A₇)=carbonyl radical of component (A₇)

and the reaction having been carried out preferably in a molar ratio of 1;

2 in any desired way,

and/or

(4) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 75% to 5% by weight of a carbonyl component (A₈) of the general formula

X—

CO—

Y

in which X, Y═

F, Cl, Br, I, CCl₃, R², OR², R²=alkyl, cycloalkyl, aryl, any organic radical having 1-25 C atoms, 0-10 N atoms, and 0-10 O atoms

and 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), elimination of HX and/or HY in the first stage having produced an adduct of the general formula

(A_1/2/3)-CO—

Y and/or X—

CO-(A_1/2/3)

and/or

(A_4/5)-CO—

Y and/or X—

CO-(A_4/5)

and elimination of HX and/or HY in the second stage having produced an adduct of the general formula

(A_1/2/3)-CO-(A_4/5)

and the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way,

or

reaction products of 5% to 95% by weight of a pre-prepared adduct of the general formula

(A_1/2/3)-CO—

Y and/or X—

CO-(A_1/2/3)

and 95% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), elimination of HX and/or HY having produced an adduct of the general formula

(A_1/2/3)-CO-(A_4/5)

and the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

or

reaction products of 5% to 95% by weight of a pre-prepared adduct of the general formula

(A_4/5)-CO—

Y and/or X—

CO-(A_4/5)

and 95% to 5% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), elimination of HX and/or HY having produced an adduct of the general formula

(A_1/2/3)-CO-(A_4/5)

and the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(5) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), and 75% to 5% by weight of a polyisocyanate component (C₂) having a functionality of three or more, the reaction in the case of triisocyanates having been carried out preferably in a molar ratio of 2;

1;

1 or 1;

2;

1 in any desired way,

and/or

(6) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of a monofunctional polyalkylene glycol component (A₉) and/or of a monofunctional polyoxyalkylenamine component (A₁₀), composed of monohydroxy-functional polyethylene glycols and/or poly(ethylene glycol-block-polyalkylene glycol) and/or poly(ethylene glycol-co-polyalkylene glycol) and/or poly(ethylene glycol-ran-polyalkylene glycol) with 25% to 99% by weight of ethylene oxide, and 0% to 74% by weight of a further alkylene oxide having 3 to 25 C atoms, of the general formula

R³—

O-A_z′

-H

in which z′

=5-150, R³=alkyl, cycloalkyl, aryl, any organic radical having 1-25 C atoms

and/or

monoamino-functional polyethylene glycols and/or poly(ethylene glycol-block-polyalkylene glycol) and/or poly(ethylene glycol-co-polyalkylene glycol) and/or poly(ethylene glycol-ran-polyalkylene glycol) with 25% to 99% by weight of ethylene oxide, and 0% to 74% by weight of a further alkylene oxide having 3 to 25 C atoms, of the general formula

R³—

O-A<sub>z′

−

1</sub>-CRⁱRⁱⁱ—

CRⁱⁱⁱR^iv—

NH₂

and 50% to 5% by weight of a polyisocyanate component (C₂) having a functionality of three or more, the reaction in the case of triisocyanates having been carried out preferably in a molar ratio of 1;

1;

1;

1 in any desired way,

and/or

(7) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), and 75% to 5% by weight of a triazine component (A₁₁), composed of cyanuric chloride or 2,4,6-trichloro-1,3,5-triazine, the reaction having been carried out preferably in a molar ratio of 2;

1;

1 or 1;

2;

1 in any desired way,

and/or

(8) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of a monofunctional polyalkylene glycol component (A₉) and/or of a monofunctional polyoxyalkylenamine component (A₁₀), and 50% to 5% by weight of a triazine component (A₁₁), composed of cyanuric chloride or 2,4,6-trichloro-1,3,5-triazine, the reaction having been carried out preferably in a molar ratio of 1;

1;

1;

1 in any desired way,

and/or

(9) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of a hydroxycarboxylic acid component (A₁₂), composed of a monohydroxycarboxylic acid and/or of a dihydroxycarboxylic acid having one and/or two polyisocyanate-reactive hydroxyl group(s) and a polyisocyanate-inert carboxyl group, and 50% to 5% by weight of a polyisocyanate component (C₂) having a functionality of three or more, the reaction in the case of triisocyanates having been carried out preferably in a molar ratio of 1;

1;

1;

1 in any desired way,

and/or

(10) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of an NCN component (A₃), composed of cyanamide having a polyisocyanate-reactive and NH-acidic amino group, and 50% to 5% by weight of a polyisocyanate component (C₂) having a functionality of three or more, the reaction in the case of triisocyanates having been carried out preferably in a molar ratio of 1;

1;

1;

1 in any desired way,

and/or

(11) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of a hydroxycarboxylic acid component (Al₂), composed of a monohydroxycarboxylic acid and/or of a dihydroxycarboxylic acid having one and/or two polyisocyanate-reactive hydroxyl group(s) and a polyisocyanate-inert carboxyl group, and 50% to 5% by weight of a triazine component (A₁₁), composed of cyanuric chloride or 2,4,6-trichloro-1,3,5-triazine, the reaction having been carried out preferably in the molar ratio of 1;

1;

1;

1 in any desired way,

and/or

(12) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of an NCN component (A₁₂), composed of cyanamide having a polyisocyanate-reactive and NH-acidic amino group, and 50% to 5% by weight of a triazine component (A₁₁), composed of cyanuric chloride or 2,4,6-trichloro-1,3,5-triazine, the reaction having been carried out preferably in a molar ratio of 1;

1;

1;

1 in any desired way,

and/or

(13) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a fluorine-modified macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of a low molecular mass polyol component (B₁) and/or of a hydrophobically modified low molecular mass polyol component (B₂) of an anionically modifiable and/or cationically modifiable polyol component (B₃) and/or of a nonionically hydrophilic, polymeric polyol component (B₄) and/or of a high molecular mass (polymeric) polyol component (B₅), and 50% to 5% by weight of a difunctional polyisocyanate component (C₁), the reaction having been carried out preferably in a molar ratio of 1;

1;

1;

2 in any desired way, and the reaction products having the general formula

(A_1/2/3)-(C₁)—

(B_1/2/3/4/5)—

(C₁)-(A_4/5)

in which (B_1/2/3/4/5)=deprotonated components (B₁) and/or (B₂) and/or (B₃) and/or (B₄) and/or (B₅),

and/or

(14) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), 50% to 5% by weight of a polyfunctional polyalkylene glycol component (A₁₄) and/or of a polyfunctional polyoxyalkylenamine component (A₁₅), composed of polyhydroxy-functional polyethylene glycols and/or poly(ethylene glycol-block-polyalkylene glycol) and/or poly(ethylene glycol-co-polyalkylene glycol) and/or poly(ethylene glycol-ran-polyalkylene glycol) with 25% to 99% by weight of ethylene oxide, and 0% to 74% by weight of a further alkylene oxide having 3 to 25 C atoms, of the general formula

R⁴(—

O-A_z′

-H)_z″

in which z″

=2-6, R⁴=alkyl, cycloalkyl, aryl, any organic radical having 1-25 C atoms

and/or

polyamino-functional polyethylene glycols and/or poly(ethylene glycol-block-polyalkylene glycol) and/or poly(ethylene glycol-co-polyalkylene glycol) and/or poly(ethylene glycol-ran-polyalkylene glycol) with 25% to 99% by weight of ethylene oxide, and 0% to 74% by weight of a further alkylene oxide having 3 to 25 C atoms, of the general formula

R⁴(—

O-A<sub>z′

−

1</sub>—

CRⁱRⁱⁱ—

CRⁱⁱⁱR^iv—

NH₂)_z″

and 50% to 5% by weight of a difunctional polyisocyanate component (C₁), the reaction in the case of difunctional polyalkylene glycols and/or polyoxyalkylenamines having been carried out preferably in a molar ratio of 1;

1;

1;

2 in any desired way, and the reaction products having the general formula

(A_1/2/3)-(C₁)-(A_14/15)-(C₁)-(A_4/5)

in which (A_14/15)=deprotonated components (A₁₄) and/or (A₁₅)

and/or

(15) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃) and/or of a hexafluoropropene oxide component (A₆) with R¹═

OH and/or of a hexafluoropropene oxide component (A₇) with R¹═

OH and/or of a (per)fluoroalkylalkanecarboxylic acid component (A₁₆) of the general formula

CF₃—

(CF₂)_x—

(CH₂)_y—

COOH

and/or

CR₃—

(CR₂)_x—

(CH₂)_y—

COOH,

75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅) of a fatty alcohol component (A₁₇) having one or more hydroxyl groups, and/or of an (un)saturated fatty amine component (A₁₈) having one or more amino groups, and/or and/or of a fatty acid component (A₁₉) having one or more carboxyl groups, and 75% to 5% by weight of an epoxide component (A₂₀) having two or more epoxide groups, the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way, and the reaction products having the general formula

(A_1/2/3/6/7/16)-CH₂—

CH(OH)—

R⁵—

CH(OH)—

CH₂-A_4/5/17/18/19)

and/or

HO—

CH₂—

CH((A_1/2/3/6/7/16)—

R⁵—

CH((A_4/5/17/18/19))—

CH₂—

OH

and/or

(A_1/2/3/6/7/16)—

CH₂—

CH(OH)—

R⁵—

CH((A_4/5/17/18/19)—

CH₂—

OH

and/or

HO—

CH₂—

CH((A_1/2/3/6/7))-R⁵—

CH(OH)—

CH₂-(A_4/5/17/18/19)

in which (A_1/2/3/6/7/16)=deprotonated components (A₆) and/or (A₇) and/or (A₁₆), (A_4/5/17/18/19)=deprotonated components (A₁₇) and/or (A₁₈) and/or (A₁₉), R⁵=alkyl, cycloalkyl, aryl, any organic radical having 2-50 C atoms and 0-25 O atoms and 0-25 N atoms,

and/or

(16) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 75% to 5% by weight of a polyisocyanate component (C₃) modified with uretdione groups, and 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), the reaction having been carried out preferably in a molar ratio of 2;

1.2 in any desired way,

and/or

(17) reaction products, having two or more isocyanate groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃) and 95% to 5% by weight of a polyisocyanate component (C₂) having a functionality of three or more, the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(18) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), and 75% to 5% by weight of a polyisocyanate component (C₄) modified with sodium sulfonate groups, the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way,

and/or

(19) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 75% to 5% by weight of a monoisocyanate component (C₅) modified with unsaturated groups, and 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way,

and/or

(20) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 75% to 5% by weight of a monoisocyanate component (C₆) modified with ester groups, and 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way,

and/or

(21) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 75% to 5% by weight of a difunctional polyisocyanate component (C₁), 75% to 5% by weight of a hydroxy-functional (un)saturated triglyceride component (A₂₁) having two or more hydroxyl groups, the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way,

and/or

(22) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃) and 95% to 5% by weight of a hydroxy- and epoxy-functional (un)saturated triglyceride component (A₂₂) having one or more hydroxyl groups and/or one or more epoxy groups, the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(23) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkylalkylene oxide component (A₂₃) of the general formula

CF₃—

CF₂)_x—

(CH₂)_y—

CHOCH₂

and/or

CR₃—

(CR₂)_x—

(CH₂)_y—

CHOCH₂

and/or

CR₃—

(CR₂)_x—

(CH₂)_y—

O—

CH₂—

CHOCH₂

and 95% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(24) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkylalkylene oxide component (A₂₃) and 95% to 5% by weight of a chain extender or chain terminator component (E), the reaction in the case of monoamines with a primary amino group having been carried out preferably in a molar ratio of 2;

1, in the case of diamines with two primary amino groups, preferably in a molar ratio of 4;

1, in the case of diamines with a primary and a secondary amino group, preferably in a molar ratio of 3;

1, and, in the case of diamines with a primary and a secondary amino group, preferably in a molar ratio of 2;

1, in any desired way,

and/or

(25) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkylalkylene oxide component (A₂₃), 75% to 5% by weight of a difunctional polyisocyanate component (C₁), and 75% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), with oxazolidone structures having been formed, and the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way,

and/or

(26) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃) and 95% to 5% by weight of a hydroxy-functional epoxide component (A₂₄) having one or more hydroxyl groups and/or one or more epoxy groups, and/or of a hydroxy-functional oxetane component (A₂₅) having one or more hydroxyl groups and/or one or more oxetane groups, the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(27) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃) and 95% to 5% by weight of a hydroxy-functional cyclopropane component (A₂₆) having one or more hydroxyl groups and/or one or more epoxy groups, and/or of a hydroxy-functional cyclobutane component (A₂₇) having one or more hydroxyl groups and/or one or more oxetane groups, the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(28) reaction products, having two or more hydroxyl groups, of 5% to 75% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 50% to 5% by weight of a difunctional polyisocyanate component (C₁), 50% to 5% by weight of a hydroxy-functional lactone component (A₂₈), and 50% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), the reaction having been carried out preferably in a molar ratio of 1;

1;

1;

1 in any desired way,

and/or

(29) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a fluorine-modified (meth)acrylate component (A₂₉) and 95% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(30) reaction products, having one or more primary and/or secondary amino groups and/or one or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkyl alcohol component (A₁) and/or of a (per)fluoroalkylalkylenamine component (A₂) and/or of a macromonomer or telechelic component (A₃), 75% to 5% by weight of a latent curing component (A₃₀) having a primary or secondary amino groups reactive toward isocyanate groups, or having a hydroxyl groups reactive toward isocyanate groups and having one or more hydroxyl groups and/or primary and/or secondary amino groups that are blocked and/or latently reactive toward isocyanate groups, and 75% to 5% by weight of water, first of all components (A₁) and/or (A₂) and/or (A₃) and (A₃₀) having been reacted in the first stage, the adduct from the first stage and the water having been reacted in the second stage, and any cleavage products liberated having been removed in the third stage, and the reaction having been carried out preferably in a molar ratio of 1;

1;

1 in any desired way,

and/or

(31) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkylalkylene isocyanate component (A₃₁) of the general formula

CF₃—

(CF₂)_x—

(CH₂)_y—

NCO

and/or

CR₃—

(CR₂)_x—

(CH₂)_y—

NCO

and 95% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), an adduct of the general formula

(A₃₁)-(A_4/5)

in which (A₃₁)=protonated component (A₃₁)

having been obtained and the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(32) reaction products, having two or more hydroxyl groups, of 5% to 95% by weight of a (per)fluoroalkylalkanecarboxylic acid derivative component (A₃₂) of the general formula

CF₃—

(CF₂)_x—

(CH₂)_y—

COR⁶

and/or

CR₃—

(CR₂)_x—

(CH₂)_y—

COR₆

with R⁶=Cl, OMe, OEt

and 95% to 5% by weight of an amino alcohol component (A₄) and/or of a mercapto alcohol component (A₅), elimination of HR⁶ having produced an adduct of the general formula

(A₃₂)-(A_4/5)

in which (A₃₂)=carbonyl radical of component (A₃₂)

and the reaction having been carried out preferably in a molar ratio of 1;

1 in any desired way,

and/or

(33) reaction products according to variants (1), (5), (6), (9), (10), (13), (14), (16)-(22), the (per)fluoroalkyl alcohol component (A₁) and/or the (per)fluoroalkylalkylenamine component (A₂) and/or the macromonomer or telechelic component (A₃) having been replaced by the (per)fluoroalkylalkanecarboxylic acid component (A₃₂), and amide structures having been obtained, with elimination of CO₂,

and/or

(34) alkoxylated reaction products according to variants (1) to (16) and (18) to (33) having two or more hydroxyl groups, the alkoxylated reaction products having the general formula

(U)-(A_z′

-H)_z″

in which (U)=deprotonated reaction products (1) to (16) and (18) to (33),

and/or

(35) a polyhedral oligomeric polysilasesquioxane component (A₃₃) having one or more amino and/or hydroxyl and/or isocyanato and/or mercapto groups and one or more perfluoroalkyl groups of the general formula

(R⁷_uR⁸_vR⁹_wSiO_1.5)_p

in which 0<

u<

1, 0<

v<

1, 0w<

1, u+v+w=1, p=4, 6, 8, 10, 12, and R⁷, R⁸, R⁹=independently of one another any inorganic and/or organic and optionally polymeric radical having 1-250 C atoms and 1-50 N and/or 0-50 O and/or 3-100 F and/or 0-50 Si and/or 0-50 S atoms,

(ii) 0.1 to 2.5 parts by weight of at least one low molecular mass polyol component (B₁) having two or more hydroxyl groups that are reactive toward isocyanate groups, and having a molecular mass of 62 to 499 daltons,

(iii) 0 to 2.5 parts by weight of at least one hydrophobically modified low molecular mass polyol component (B₂) having two or more hydroxyl groups that are reactive toward isocyanate groups, and having a molecular mass of 118 to 750 daltons, comprising, in the main chain and/or side chain, the structural elements

—

(CH₂)_k—

with k≧

8,

(iv) 0 to 2.5 parts by weight of at least one anionically modifiable and/or cationically modifiable polyol component (B₃) having one or more inert carboxylic and/or phosphonic and/or sulfonic acid groups, which by means of bases can be converted partly or fully into carboxylate and/or phosphonate and/or sulfonate groups or are already present in the form of carboxylate and/or phosphonate and/or sulfonate groups, and/or having one or more tertiary amino groups, which by means of acids can be converted into ammonium groups or are already present in the form of ammonium groups, and having two or more hydroxyl groups that are reactive toward isocyanate groups, and a molecular mass of 104 to 499 daltons,

(v) 0.1 to 2.5 parts by weight of at least one nonionically hydrophilic polymeric polyol component (B₄) having two or more hydroxyl groups that are reactive toward isocyanate groups, and a molecular mass of 500 to 5000 daltons,

(vi) 1.0 to 25.0 parts by weight of at least one high molecular mass (polymeric) polyol component (B₅) having one or more hydroxyl groups that are reactive toward isocyanate groups, and a molecular mass of 500 to 10 000 daltons,

(vii) 1.0 to 25.0 parts by weight of at least one polyisocyanate component (C), composed of a polyisocyanate and/or polyisocyanate derivative and/or polyisocyanate homologs having two or more reactive (cyclo)aliphatic and/or aromatic isocyanate groups and a molecular mass of 100 to 5000 daltons,

(viii) 0.1 to 2.5 parts by weight of at least one neutralizing component (D), composed of an inorganic and/or organic base and/or acid,

(ix) 0.1 to 2.5 parts by weight of at least one (polymeric) chain extender and/or chain terminator component (E) having one or more primary and/or secondary (cyclo)aliphatic and/or aromatic amino groups that are reactive toward isocyanate groups, and/or having one or more hydroxyl groups that are reactive toward isocyanate groups, and a molecular mass of 60 to 5000 daltons,

(x) 0 to 2.5 parts by weight of at least one reactive nanoparticle component (F), composed of inorganic and/or organic nanoparticles or nanocomposites in the form of primary particles and/or aggregates and/or agglomerates, the nanoparticles being optionally hydrophobicized and/or doped and/or coated and surface-modified with reactive amino and/or hydroxyl and/or mercapto and/or isocyanato and/or epoxy and/or methacryloyl and/or silane groups of the general formula —

Si(OR¹)<sub>3−

x′</sub>

R²_x′

,

(xi) 0 to 100 parts by weight of at least one solvent component (G), composed of a high-boiling and/or low-boiling organic solvent,

(xii) 0 to 0.1 part by weight of at least one catalyst component (H),

(xiii) 97.3 to 100.0 parts by weight of water (I),

0 to 50 parts by weight of at least one curing component (II), composed of a polyisocyanate and/or polyisocyanate derivative and/or polyisocyanate homolog having two or more reactive (cyclo)aliphatic and/or aromatic isocyanate groups or a carbodiimide crosslinker and a molecular mass of 100 to 5000 daltons, and 0 to 300.0 parts by weight of a formulating component (III).

2-62. -62. (canceled)