EP 2389399 A2 20111130 - FUNCTIONALIZED POLYURETHANE RESIN, METHOD FOR THE PRODUCTION THEREOF, AND USE THEREOF
Title (en)
FUNCTIONALIZED POLYURETHANE RESIN, METHOD FOR THE PRODUCTION THEREOF, AND USE THEREOF
Title (de)
FUNKTIONALISIERTES POLYURETHANHARZ, VERFAHREN ZU SEINER HERSTELLUNG SOWIE DESSEN VERWENDUNG
Title (fr)
RÉSINE DE POLYURÉTHANNE FONCTIONNALISÉE, SON PROCÉDÉ DE PRODUCTION ET SON UTILISATION
Publication
Application
Priority
- EP 2007007693 W 20070904
- DE 102006046368 A 20060929
Abstract (en)
[origin: DE102006046368A1] New functionalized polyurethane resins comprise: a binder component (I), consisting of a fluoro-modified, anionic, nonionic and/or cation stabilized oligo- or polyurethane dispersions or solutions, based on specific fluorinated reaction products; optionally hardener component(s) (II), consisting of a polyisocyanate (or derivative or homolog) with reactive isocyanate groups or a carbodiimide crosslinker; and optionally formulation component(s) (III). New functionalized polyurethane resins comprise (all parts and percentages by weight): 100.0-100.1 parts of a binder component (I), consisting of a fluoro-modified, anionic, nonionic and/or cation stabilized oligo- or polyurethane dispersion or solution with polymer-bonded F-content 0.01-10%, molecular weight 10000-1000000 and 0-25% free amino groups and/or 0-25% free hydroxy groups; 0-50 parts hardener component(s) (II) of molecular weight (MW) 100-5000, consisting of a polyisocyanate (or derivative or homolog) with two or more reactive isocyanate (NCO) groups or a carbodiimide crosslinker; and 0-300.0 parts formulation component (III). The structural components of the binder (I) are: (i) 0.3-7,5 parts fluoro-modified polymeric hydrophobizing and oleophobizing component (A) of MW 250-25000, with polymer-bonded F-content 0.5-90%, 2 or more amino, hydroxy (OH) and/or mercapto (SH) groups or 2 or more NCO groups; (ii) 0.1-2.5 parts polyol(s) (B1) of MW 62-499; (iii) 0-2.5 parts hydrophobic modified polyol(s) (B2) of MW 118-750, containing octamethylene or higher polymethylene elements in the main- and/or side-chain; (iv) 0-2.5 parts anionic and/or cationic modifiable polyol(s) (B3) of MW 104-499, with carboxylic, phosphonic and/or sulfonic acid group(s) (salified or salifiable with base) or tert. amino group(s) (salified or salifiable with acid); (v) 0.1-2.5 parts nonionic hydrophilic polymeric polyol(s) (B4) of MW 500-5000; (vi) 1.0-25.0 parts high-molecular polyol(s) of MW 500-10000; (vii) 1.0-25.0 parts polyisocyanate component(s) (C) of MW 100-5000, consisting of a polyisocyanate (or derivative or homolog) with reactive NCO groups; (viii) 0.1-2.5 parts (in)organic base and/or acid as neutralization component(s) (D); (ix) 0.1-2.5 parts chain extending and/or terminating component(s) (E) of MW 60-5000, with prim. and/or sec. amino group(s) and/or OH group(s); (x) 0-2.5 parts reactive nanoparticle(s) (F), consisting of (in)organic nanoparticles or nanocomposites in the form of primary particles, aggregates and/or agglomerates, optionally hydrophobized, doped and/or coated and surface modified with reactive amino, OH, SH, NCO, epoxy, methacryloyl and/or silane groups; (xi) 0-100 parts high- and/or low-boiling organic solvent(s) (G); (xii) 0-0.1 parts catalyst(s) (H); and (xiii) 97.3-100.0 parts water. The fluoro-modified component (A)(i.e. (i)) is selected from 35 specific general classes of materials, e.g. reaction products (RP1) with 2 or more OH groups, obtained from: (1) 5-95% of: (per)fluoroalkanol components (A1), consisting of perfluoroalkanols with terminal methylene groups (hydrocarbon spacers) of formula CF 3(CF 2) yOA xH (A1A) and/or CR 3(CR 2) yOA xH (A1B) and/or hexafluoropropylene oligomer alcohols of formula CF 3CF 2CF 2-(OCF(CF 3)CF 2) x-OCF(CF 3)CH 2OA xH (A1C); (per)fluoroalkyl alkylenamine components (A2); and/or fluoro-modified macromonomeric or telechelic components (A3) of MW 100-10000, containing 1-99% polymer-bonded F and having (in the main and/or side-chains) intra-chain, lateral and/or terminal elements of formula (CF 2CF 2) x, (CR 2CR 2) x, (CF 2CF(CF 3)O) x and/or (CF 2CF 2) x, plus reactive (cyclo)aliphatic and/or aromatic OH, prim. and/or sec. amino and/oder SH group(s); (2) 75-5% difunctional polyisocyanate component (C 1) with 2 or more NCO groups; and (3) 75-5% of: aminoalcohol components (A 4) with one prim. or sec. amino group and OH group(s); and/or mercaptoalcohol components (A5) with one SH group and OH group(s). R : H, F or CF 3; x : 3-20; y : 1-6; z : 0-100; A : C(R i) 2C(R i) 2O, (C(R i) 2) aO or CO(C(R i) 2) bO (the A x units being homopolymers, copolymers or block copolymers of alkylene oxides, polyoxyalkylene glycols or polylactones); each R iH, alkyl, cycloalkyl, aryl or any 1-25C organic group; a, b : 3-5. The reaction is preferably carried out molar ratio 1:1:1 in the case of diisocyanates, and the product (RP1) consist of deprotonated perfluorinated component bonded via deprotonated isocyanate component to deprotonated aminoalcohol or aminomercaptan component. Independent claims are included for: (1) the preparation of the new resins; and (2) the use of the resins for producing fluoro-modified polyurethane coatings, by preparing the binder (I), optionally reacting with the hardener (II) and applying the product to a substrate, the particulate component (F) and/or the formulation component optionally being added at any stage.
IPC 8 full level
C08G 18/08 (2006.01); C08G 18/12 (2006.01); C08G 18/32 (2006.01); C08G 18/44 (2006.01); C08G 18/50 (2006.01); C08G 18/66 (2006.01)
CPC (source: EP US)
C08G 18/0823 (2013.01 - EP US); C08G 18/10 (2013.01 - EP US); C08G 18/2885 (2013.01 - EP US); C08G 18/3812 (2013.01 - EP US); C08G 18/792 (2013.01 - EP US); C09D 175/04 (2013.01 - EP US); D21H 27/26 (2013.01 - EP US)
Citation (search report)
See references of WO 2008040428A2
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC MT NL PL PT RO SE SI SK TR
DOCDB simple family (publication)
DE 102006046368 A1 20080403; AU 2007304571 A1 20080410; CA 2664687 A1 20080410; CN 101553514 A 20091007; CN 101671422 A 20100317; CN 101671423 A 20100317; EP 2389399 A2 20111130; JP 2008088396 A 20080417; US 2009240004 A1 20090924; WO 2008040428 A2 20080410; WO 2008040428 A3 20080612
DOCDB simple family (application)
DE 102006046368 A 20060929; AU 2007304571 A 20070904; CA 2664687 A 20070904; CN 200780044368 A 20070904; CN 200910178206 A 20070904; CN 200910178207 A 20070904; EP 07818046 A 20070904; EP 2007007693 W 20070904; JP 2006306947 A 20061113; US 44158907 A 20070904