Fluorovinyl ether functionalized aromatic diesters, derivatives thereof, and process for the preparation thereof
AssigneeE.I. du Pont de Nemours and Company
InventorsNeville Everton Drysdale, Surbhi Mahajan, Kenneth Gene Moloy, Fredrik Nederberg, Joel M. Pollino, Joachim C. Ritter
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Abstract
Disclosed are fluorovinyl ether functionalized aromatic diesters and derivatives thereof. The compounds disclosed have utility as functionalized monomers and comonomers in polyesters, polyamides, and the like. It has been found that incorporation of the monomers into polymers provides improved soil resistance to shaped articles produced from the polymers.
Claims24
A composition comprising a fluorovinyl ether aromatic compound represented by the structure (I)
- wherein,
- Ar represents a benzene or naphthalene radical;
- each R is independently H, C1-C10 alkyl, C5-C15 aryl, C6-C20 arylalkyl;
- OH, or a radical represented by the structure (II)
- with the proviso that only one R can be OH or the radical represented by the structure (II);
- each R1 is independently OH, C1-C10 alkoxy, C5-C15 aryloxy, C6-C20 arylalkoxy;
- chloro, bromo;
- or amino;
- X is O or CF2;
- Z is H, Cl, or Br;
- Q represents the structure (Ia)
- wherein a=0 or 1;
- q=0-10;
- Y is O or CF2;
- Rf1 is (CF2)n, wherein n is 0-10;
- and
- Rf2 is (CF2)p, wherein p is 0-10, with the proviso that when p is 0, Y is CF2.
A process comprising combining a hydroxy aromatic diester in the presence of a solvent and a catalyst with a perfluoro vinyl compound represented by the structure (III)
- wherein X is O or CF2, and Q represents the structure (Ia)
- wherein a=0 or 1;
- q=0-10;
- Y is O or CF2;
- Rf1 is (CF2)n, wherein n is 0-10;
- Rf2 is (CF2)p, wherein p is 0-10, with the proviso that when p is 0, Y is CF2;
- to form a first reaction mixture, stirring the first reaction mixture at a temperature from about −70° C. to the reflux temperature of the reaction mixture, and cooling, thereby forming a fluorovinyl ether aromatic diester.
Dependencies are inferred from the claim text.