Fluorinated polyester blend
View Patent ↗A fluorinated polyester blend is prepared by melt blending a fluorovinyl ether functionalized polyester with a non-fluorinated polyester. The fluoroether functionalized polyester can be a homopolymer or a copolymer. The blend is useful for preparing fibers, yarns, fabrics, garments, carpets, and other shaped articles. The shaped articles exhibit durable soil, oil, and water repellency.
1. A blend composition comprising a first aromatic polyester selected from the group consisting of poly(trimethylene terephthalate) (PTT), poly(ethylene naphthalate) (PEN), poly(ethylene isophthalate), poly(trimethylene isophthalate), poly(butylene isophthalate), mixtures thereof, and copolymers thereof, and a second aromatic polyester in contact therewith, wherein the second aromatic polyester is present in the composition at a concentration in the range of 0.1 to 10% by weight of the total composition; and, wherein the second aromatic polyester comprises a molar concentration in the range of 40 to 100 mol-% of fluorovinylether functionalized repeat units represented by structure I
wherein,
Ar represents a benzene or naphthalene radical;
each R is independently H, C 1 -C 10 alkyl, C 5 -C 15 aryl, C 6 -C 20 arylalkyl; OH, or a radical represented by structure II
with the proviso that only one R can be OH or the radical represented by the structure (II) II;
R 1 is a C 2 -C 4 alkylene radical which can be branched or unbranched;
X is O or CF 2 ;
Z is H or Cl;
a=0 or 1;
and,
Q represents structure Ia
wherein q=0-10;
Y is O or CF 2 ;
Rf 1 is (CF 2 )n, wherein n is 0-10;
and,
Rf 2 is (CF 2 ) p , wherein p is 0-10, with the proviso that when p is 0, Y is CF 2 .
2. The composition of claim 1 wherein the first aromatic polyester is poly(trimethylene terephthalate).
3. The composition of claim 1 wherein the second aromatic polyester the fluorovinylether functionalized repeat unit represented by the structure I is dimethyl 5-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)isophthalate.
4. The composition of claim 3 wherein the dimethyl 5-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy) isophthalate is present at a molar concentration in the range of 40 to 60 mol-%.
5. The composition of claim 1 wherein the second aromatic polyester the fluorovinylether functionalized repeat unit represented by the structure I is dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)isophthalate.
6. The composition of claim 5 wherein the dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy) isophthalate is present at a molar concentration in the range of 40 to 60 mol-%.
7. The composition of claim 1 wherein the first aromatic polyester is poly(trimethylene terephthalate), the second aromatic polyester is present at a concentration in the range of 1-3% by weight, wherein the second aromatic polyester the fluorovinylether functionalized repeat unit represented by the structure I is dimethyl 5-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)isophthalate present at a molar concentration of 40-60 mol-%.
8. A process of producing a blend composition comprising combining a first aromatic polyester selected from the group consisting of poly(trimethylene terephthalate) (PTT), poly(ethylene naphthalate) (PEN), poly(ethylene isophthalate), poly(trimethylene isophthalate), poly(butylene isophthalate), mixtures thereof, and copolymers thereof, with a second aromatic polyester to form a combination wherein the second aromatic polyester is present in the combination at a concentration in the range of 0.1 to 10% by weight of the total composition; heating the combination to a temperature between the softening point of the first aromatic polyester and the degradation temperature of at least one component of the combination to form a viscous liquid mixture, and mixing the viscous liquid mixture; the second aromatic polyester comprising a molar concentration in the range of 40 to 100 mol-% of fluorovinylether functionalized repeat units represented by structure I
wherein,
Ar represents a benzene or naphthalene radical;
each R is independently H, C 1 -C 10 alkyl, C 5 -C 15 aryl, C 6 -C 20 arylalkyl; OH, or a radical represented by structure II
with the proviso that only one R can be OH or the radical represented by the structure II;
R 1 is a C 2 -C 4 alkylene radical which can be branched or unbranched;
X is O or CF 2 ;
Z is H or Cl;
a=0 or 1;
and,
Q represents the structure Ia
wherein q=0-10;
Y is O or CF 2 ;
Rf 1 is (CF 2 ) n , wherein n is 0-10;
and,
Rf 2 is (CF 2 ) p , wherein p is 0-10, with the proviso that when p is 0, Y is CF 2 .
9. The process of claim 8 wherein the first aromatic polyester is poly(trimethylene terephthalate).
10. The process of claim 8 wherein the second aromatic polyester the fluorovinylether functionalized repeat unit represented by the structure I is dimethyl 5-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)isophthalate.
11. The process of claim 10 wherein the dimethyl 5-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)isophthalate is present at a molar concentration in the range of 40 to 60 mol-%.
12. The process of claim 8 wherein the second aromatic polyester the fluorovinylether functionalized repeat unit represented by the structure I is dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)isophthalate.
13. The process of claim 12 wherein the dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)isophthalate is present at a molar concentration in the range of 40 to 60 mol-%.
14. The process of claim 8 wherein the first aromatic polyester is poly(trimethylene terephthalate), the second aromatic polyester is present at a concentration in the range of 1-3% by weight, wherein the second aromatic polyester the fluorovinylether functionalized repeat unit represented by the structure t is dimethyl 5-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)isophthalate present at a molar concentration of 40-60 mol-%.