Back to results
US 9,193,702 B2Granted
Fluorinated aryl epoxide compounds
AssigneeE. I. Du Pont de Nemours and Company
InventorsNeville Everton Drysdale, Garret D Figuly
Life of this patent
Estimating the term…
Abstract
A fluorinated aromatic epoxy compound having a fluorinated ether tail and a pendant epoxy functional group. These compounds are particularly useful as starting materials for producing various water and oil repellents and soil resists.
Claims15
A compound represented by the following Formula (I):
- wherein
- Rf is —CF3, —C2F5, or —CF2CFXCF3;
- X is —F, or —OC3F7;
- Y is —H, —Cl, or —Br;
- each R is independently, —H, or C1 to C10 alkyl;
- Rv is —H, or C1 to C10 alkyl;
- Rw is —H, or C1 to C10 alkyl;
- Rx is —H, C1 to C10 alkyl;
- Ry is —H, C1 to C10 alkyl;
- Rz is —H, C1 to C10 alkyl;
- Z is selected from the group consisting of
- wherein each R is independently selected from —H or a C1 to C10 alkyl;
- a is an integer from 1 to 5;
- b is an integer from 1 to 5;
- c is 0 or 1;
- d is an integer from 1 to 10;
- m is an integer from 1 to 10;
- n is an integer from 1 to 10;
- and
- * indicates a point of attachment.
17 more elements
A method for producing compounds of Formula (I)
- wherein
- Rf is —CF3, —C2F5, or —CF2CFXCF3;
- X is —F, or —OC3F7;
- Y is —H, —Cl, or —Br;
- each R is independently, —H, or C1 to C10 alkyl;
- Rv is —H, or C1 to C10 alkyl;
- Rw is —H, or C1 to C10 alkyl;
- Rx is —H, or C1 to C10 alkyl;
- Ry is —H, or C1 to C10 alkyl;
- R1 is —H, or C1 to C10 alkyl;
- Z is selected from the group consisting of
- wherein each R is independently selected from —H or a C1 to C10 alkyl;
- a is an integer from 1 to 5;
- b is an integer from 1 to 5;
- c is 0 or 1;
- d is an integer from 1 to 10;
- m is an integer from 1 to 10;
- n is an integer from 1 to 10;
- and
- * indicates a point of attachment;
- comprising contacting a compound of Formula (XXI)
- wherein
- R1 is —OH, —(CR2)nOH, —(OCR2CR2)mOH, —(CR2)n(OCR2CR2)mOH, —(OCR2CR2)m(CR2)nOH
- each R is independently, —H, or C1 to C10 alkyl;
- a is an integer from 1 to 5;
- b is an integer from 1 to 5;
- m is an integer from 1 to 10;
- n is an integer from 1 to 10
- with one or more compounds of formula (XVI)
- wherein
- Rf is —CF3, —C2F5, or —CF2CFXCF3;
- and
- X is —F, or —OC3F7;
- in the presence of a base and a solvent having a donatable Y group wherein Y is H, Cl or Br, and
- then contacting the resulting product with epichlorohydrin (or substituted epichlorohydrin of formula (XXI)
- wherein
- Ry is —H, or C1 to C10 alkyl;
- Rw is —H, or C1 to C10 alkyl;
- Rx is —H, or C1 to C10 alkyl;
- Ry is —H, or C1 to C10 alkyl;
- Rz is —H, or C1 to C10 alkyl;
- and
- d is an integer from 1 to 10
- in the presence of an aqueous base in aqueous solution and a catalyst.
41 more elements
Dependencies are inferred from the claim text.