# US 7,408,077 B2 · Permanent surface modifiers

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- Number: US 7,408,077 B2
- Document ID: US7408077B2
- Status: Granted
- Kind: B2
- Application number: 10/469,890
- Filed: 2002-02-28
- Published: 2004-08-19
- Granted: 2008-08-05
- Earliest claimed: 2001-03-09
- Assignees: Ciba Specialty Chemicals Corporation
- Inventors: Piero Piccinelli; Manuele Vitali; Andrea Landuzzi; Giovanni Da Roit; Primo Carrozza; Markus Grob; Nicola Lelli
- Web page: https://patentgrep.com/patent/US7408077B2

## CPC

- C07D 407/12: linked by a chain containing hetero atoms as chain links
- C07C 69/618: having unsaturation outside the six-membered aromatic ring
- C07C 69/734: Ethers
- C07D 307/20: Oxygen atoms
- C08G 63/676: in which at least one of the two components contains aliphatic unsaturation
- C08K 5/0008: {Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59}
- C08L 67/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence)
- C08L 69/00: Compositions of polycarbonates; Compositions of derivatives of polycarbonates
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

The invention relates to novel compounds of the formula I, II; III or IV wherein the general symbols are as defined in claim 1. These compounds are useful as surface modifiers for polymers in order to improve resistance to fog formation or water and oil repellency.

## Claims

### Claim 1

A composition comprising
a) a polymer or a mixture of polymers and
b) as additive for surface modification, at least one compound of the formula I or II or sorbitane 5-phenyl-2,4-pentadienoate, or a mixture thereof;
sorbitane 5-phenyl-2,4-pentadienoate
wherein
A1 is a polyoxyalkylene ether residue of the formula —O—[—CH2—CH2—O]q—CH2—CH2—OR2, wherein q is from 4 to 30 and R2 is C1-C20alkyl,; —O—CH2—CH2—(CF2)j—CF3, wherein j is from 3 to 8; a glycerol residue or a sorbitane residue,
X is —C(O)A1,
R is hydrogen,
W is hydrogen or C1-C20alkoxy and
n is 1.

### Claim 2 (depends on 1)

A composition according to claim 1, wherein the polymer is a polyolefin, a polyester or a polycarbonate.

### Claim 3 (depends on 1)

A composition according to claim 1, wherein component (b) is present in an amount of from 0.01 to 10% based on the weight of component (a).

### Claim 4 (depends on 1)

A composition according to claim 1, wherein the polymer or mixture of polymers is in the form of a film or a sheet.

### Claim 5

A process for modifying the surface of polymers in order to improve resistance to fog formation or water and oil repellency, which comprises incorporating therein or applying thereto at least a compound of the formula I or II or sorbitane 5-phenyl-2,4-pentadienoate;
sorbitane 5-phenyl-2,4-pentadienoate
wherein
A1 is a polyoxyalkylene ether residue of the formula —O—[—CH2—CH2—O]q—CH2—CH2—OR2, wherein q is from 4 to 30 and R2 is C1-C20alkyl,; —O—CH2—CH2—(CF2)j—CF3, wherein j is from 3 to 8; a glycerol residue or a sorbitane residue,
X is —C(O)A1,
R is hydrogen,
W is hydrogen or C1-C20alkoxy and
n is 1.
