Polymeric products useful as oil repellents
View Patent ↗Polymeric products are disclosed that are suitable for application to fibrous substrates such as textiles, leather and paper, to impart oil (oleophobicity) and water repellent (hydrophobicity) properties to the treated material. The polymeric products comprise an amino-functional polysiloxane bonded through its amino groups to an addition copolymer of a fluoro-substituted alkyl ester of an olefinically unsaturated carboxylic acid and an olefinically unsaturated monomer having a functional group capable of reacting with the amino groups of polysiloxane and optionally one or more olefinically unsaturated comonomers.
1. A process for rendering a textile fabric hydrophobic and oleophobic wherein a polymeric product comprising an amino-functional polysiloxane (A) bonded through its amino groups to an addition copolymer (B) of (B1) a fluoro-substituted alkyl ester of an olefinically unsaturated carboxylic acid and (B2) an olefinically unsaturated monomer having a functional group capable of reacting with the amino groups of polysiloxane (A) and optionally (B3) one or more olefinically unsaturated comonomers is applied to the textile fabric.
2. The process according to claim 1 wherein the amino-functional polysiloxane (A) is a polydiorganosiloxane containing aminoalkyl groups of the formula R—(NH-A′) q -NH-A- attached to silicon, wherein A and A′ are each independently a linear or branched alkylene group having 1 to 6 carbon atoms; q=0-4; and R is hydrogen or an alkyl or hydroxyalkyl group having 1 to 4 carbon atoms.
3. The process according to claim 1 wherein the fluoro-substituted alkyl ester monomer B1 is an acrylate or methacrylate ester of the formula CH 2 ═C(R″)COO-D-Rf or CH 2 ═C(R″)COO-Rf where Rf is a branched or linear fluoroalkyl group having 3 to 21 carbon atoms, R″ is H or methyl, and D is a divalent organic group.
4. The process according to claim 1 wherein the monomer B2 is a substituted alkyl acrylate or methacrylate ester wherein the substituent in the alkyl group is a functional group capable of reacting with the amino groups of polysiloxane (A).
5. The process according to claim 1 wherein the amino-functional polysiloxane (A) is bonded to the copolymer (B) by
—N(R)—CH2-CHOH— linkages derived from reaction of the amino groups of (A) with epoxide groups in the copolymer (B), where R is hydrogen or an alkyl or hydroxyalkyl group having 1 to 4 carbon atoms.
6. The process according to any claim 1 wherein the functional group in monomer (B2) capable of reacting with the amino groups of polysiloxane (A) is an anhydride, lactone, imide, carboxylic acid group, isocyanate or blocked isocyante.
7. The process according to claim 1 wherein the copolymer (B) contains a comonomer (B3) which is an alkyl acrylate or methacrylate having 1 to 30 carbon atoms in the alkyl group.
8. A process for rendering leather hydrophobic and oleophobic wherein a polymeric product comprising an amino-functional polysiloxane (A) bonded through its amino groups to an addition copolymer (B) of (B 1) a fluoro-substituted alkyl ester of an olefinically unsaturated carboxylic acid and (B2) an olefinically unsaturated monomer having a functional group capable of reacting with the amino groups of polysiloxane (A) and optionally (B3) one or more olefinically unsaturated comonomers is applied to the leather either during wet end processing or leather finishing.
9. A process for rendering paper hydrophobic and oleophobic wherein a polymeric product comprising an amino-functional polysiloxane (A) bonded through its amino groups to an addition copolymer (B) of (B1) a fluoro-substituted alkyl ester of an olefinically unsaturated carboxylic acid and (B2) an olefinically unsaturated monomer having a functional group capable of reacting with the amino groups of polysiloxane (A) and optionally (B3) one or more olefinically unsaturated comonomers is applied to the paper.