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EP0251334A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

High functionality compositions based on fluorinated and silanized polyisocyanates and varnishes prepared therefrom

Assignee: Syensqo Specialty Polymers Italy SpA
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Filing: 1987-07-03
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Granted: —
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Expires: 2007-07-03
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Abstract

Abstract High-functionality compositions based on fluorinated and silanized polyisocyanates, prepared by reacting a hydroxy-­terminated perfluoropolyether having an average molecular weight ranging from 500 to 7000 and a silico-carbinol having an average molecular weight ranging from 500 to 7000, with an organic diiso­cyanate and a polyol having a functionality of at least 3. Var­nishes containing said compositions based on fluorinated and silanized polyisocyanates, having a high functionality.

Inventors

  • 👤 Franco Federici
  • 👤 Giorgio Pin
  • 👤 Ennio Cozzi
  • 👤 Aldo Trovati

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-04 19:15
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/16; C09D5/1606; C09D5/1637; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/50; C08G18/5003; C08G18/5015; C08G18/61

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 74 words
High-functionality compositions based on fluori­nated and silanized polyisocyanates obtainable by reacting a hy­droxy-terminated perfluoropolyether (A₁) having an average molec­ular weight ranging from 500 to 7000, of formula: HO-R f -OH and a silico-carbinol (A₂) having an average molecular weight ranging from 500 to 7000, of formula: HO-R s -OH with an organic diisocyanate (A₃) and a polyol (A₄) having a functionality of at least 3, in molar ratios A₁/A₂/A₃/A₄ ranging from 1/0.07/6/2 to 1/0.15/7/3.5.
Claim 2
Dependent Claim 74 words
High-functionality compositions based on fluori­nated and silanized polyisocyanates obtainable by reacting a hy­droxy-terminated perfluoropolyether (A₁) having an average molec­ular weight ranging from 500 to 7000, of formula: HO-R f -OH and a silico-carbinol (A₂) having an average molecular weight ranging from 500 to 7000, of formula: HO-R s -OH with an organic diisocyanate (A₃) and a polyol (A₄) having a functionality of at least 3, in molar ratios A₁/A₂/A₃/A₄ ranging from 1/0.07/6/2 to 1/0.15/7/3.5.
Claim 3
Dependent Claim 175 words
Compositions according to Claim 1, wherein the R f radical is selected from those having the formula: - R₁-CF₂-O-(C₂F₄O) m -(CF₂O) n -CF₂- R₁- (I) -R₁-CF₂-O-(C₃F₆O) d -CF₂-R₁-; (III) -R₁-CF₂-(OC₂F₄CH₂) b -ORʹ f O-(CH₂C₂F₄O) b -CF₂-R₁-; (IV) -R₁-CF₂-O-(C₂F₄O) t -CF₂-R₁-; (V) -R₁-CF₂-O-(CF₂ ) v -(CFXO) z -CF₂-R₁-; (VIII) -R₁-CF₂-O-(CF₂ ) a -CF₂-R₁; and (VIII) -R₁-CF₂-(OCF₂CF₂CH₂) e -O-CF₂-R₁- (IX) with R₁ selected from: -(CH₂) xʹ -(CH₂O) y CH₂-, -(CH₂) x OCH₂-; x, y are integers from 1 to 4; m, n are integers having the ratio m/n between 0.2 and 2, and preferably between 0.5 and 1.2; Rʹ f is a perfluoroalkylene radical; X is F or CF₃; and k, j, w, u, d, b, t, c, v, z, a, e are integers such as to allow one to obtain the above-said molecular weights; and R s is a difunctional radical of formula: with R₂ being an alkylene radical containing from 1 to 5 carbon atoms, and in which r is an integer from 2 to 6, and g is an integer from 4 to 10.
Claim 4
Dependent Claim 19 words
The compositions according to Claim 1 or 2, in which the perfluoropolyether/silico-carbinol weight ratio ranges from 98/2 to 85/15.
Claim 5
Dependent Claim 28 words
The compositions according to any one of Claims 1 to 3, in which the hydroxy-terminated perfluoropolyether and the silicocarbinol have average molecular weights ranging from 1000 to 2500.
Claim 6
Dependent Claim 27 words
The compositions according to any one of Claims 1 to 4, wherein the polyol has a functionality equal to 3 and a molecular weight lower than 400.
Claim 7
Dependent Claim 20 words
The compositions according to any one of Claims 1 to 5, wherein the organic diisocyanate is of an aliphatic nature.
Claim 8
Dependent Claim 12 words
The compositions according to Claim 6, wherein the diisocyanate is isophorone diisocyanate.
Claim 9
Dependent Claim 31 words
The compositions according to any one of Claims 1 to 7, wherein the NCO content, calculated on the dry basis, ranges from 1.5 to 8%, and preferably from 3 to 6%.
Claim 10
Dependent Claim 20 words
Varnishes comprising high-functionality composi­tions based on fluorinated and silanized polyisocyanates as de­fined in any one of Claims 1 to 8.
Claim 11
Dependent Claim 31 words
Varnishes according to Claim 9, wherein the fluor­inated and silanized polyisocyanates are dissolved in a solvent selected from dimethylformamide, chlorinated solvents, and or­ganic solvents containing an ester-ether group in their molecule.
Claim 12
Dependent Claim 57 words
Varnishes according to Claim 9 or 10, diluted with a solvent selected from toluene, xylenes, acetates of formula CH₃-COO-R₃, with R₃ being a straight or branched alkyl radical containing from 2 to 6 carbon atoms, and ketones of formula R₄-­CO-R₅, with R₄ and R₅ being linear or branched alkyl radicals containing from 1 to 5 carbon atoms.
Claim 13
Dependent Claim 21 words
Varnishes according to any one of Claims 9 to 11, which additionally contain up to 50% by weight of fluorinated fillers.
Claim 14
Dependent Claim 15 words
Varnishes according to Claim 12, wherein the fluorinated filler is selected from polytetrafluoroethylene and polyfluoroethylene-propylene.
Claim 15
Dependent Claim 39 words
Varnishes according to any one of Claims 9 to 13, having, after drying, the following characteristics: a contact angle from 100° to 110°; a cofficient of friction from 0.1 to 0.3; and a Sward hardness from 40 to 70.
Claim 16
Dependent Claim 131 words
A process for preparing the compositons claimed in Claim 1, comprising the steps of: (a) reacting, at a temperature from 40 to 100°C, a diisocyanate of formula: OCN - R - NCO with a mixture consisting essentiaqlly of 85-98% by weight of a hydroxy-terminated perfluoropolyether of formula: HO - R f - OH and 2 to 15% by weight of a silico-carbinol of formula: HO - R s - OH wherein R f and R s are as defined hereinbefore and R is selected from alkylene, cycloalkylene, alkylene-cycloalkylene or arylene radicals containing from 1 to 20 carbon atoms; and (b) reacting the reaction product so obtained with a polyol, or mixture of polyols, preferably with a low molecular weight, having a trivalent or tetravalent functionality, at tem­peratures from 40 to 100°C.
Claim 17
Dependent Claim 65 words
A process for preparing the compositions of Claim 1, comprising the steps of: (i) reacting a mixture based on perfluoropolyether and silico-carbinol with a portion of diisocyanate, in order to obtain a molar ratio of diisocyanate to mixture equal to about 2:1; (ii) adding all the polyol to the product obtained; and (iii) adding, at the end of the reaction, the remaining portion of diisocyanate.
Claim 18
Dependent Claim 15 words
The process according to Claim 16, wherein the reaction temperature ranges from 40 to 100°C.
Claim 19
Dependent Claim 22 words
The process according to any one of Claims 15 to 17, wherein the reaction is conducted in the presence of a catalyst.
Claim 20
Dependent Claim 15 words
The process according to Claim 18, wherein the catalyst is selected from triethylenediamine and dibutyl-tin-­dilaurate.
Claim 21
Dependent Claim 36 words
The process according to any one of Claims 15 to 19, wherein the reaction is conducted in the presence of a solvent selected from dimethylformamide, chlorinated solvents, organic solvents containing an ester-ether group in the molecule.

References Cited (Backward Citations)

US3972856A Cited
US3671497A Cited
US4098742A Cited

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