Partially fluorinated ureas and amides
View Patent ↗Disclosed are certain partially fluorinated amide compounds and composite materials containing the compounds. Also disclosed are methods for making the composite materials.
1. A composition comprising super-critical carbon dioxide and a compound of formula (I)
R o -[L-(C q H 2q S) p C r H 2r R f ] 2 (I)
wherein
R o is a divalent organic group having 2 to 40 carbon atoms;
L is a linking group, —C(O)NH—, wherein the left side of the linking group is bonded to R o ;
p is an integer of 0 or 1;
q is an integer of 2 to 10;
r is an integer of 1 to 10; and
R f is a linear or branched C 1 -C 6 perfluoroalkyl group.
2. The composition of claim 1 wherein R o is selected from the group C 2 -C 18 linear or branched alkyl group; and C 2 -C 18 linear or branched alkyl group substituted, or interrupted, by a C 4 -C 16 cycloaliphatic group.
3. The composition of claim 1 wherein R o is —(CH 2 ) 6 —.
4. The composition of claim 1 wherein R f is a linear or branched
C 3 -C 6 perfluoroalkyl group.
5. A composite material comprising a porous support and a porous nanoweb, wherein said porous nanoweb comprises fibrous structures of about 10 nm to about 1000 nm effective average fiber diameter as determined with electron microscopy; said fibrous structures comprising one or more compounds of formula (I):
R o -[L-(C q H 2q S) p C r H 2r R f ] 2 (I)
wherein
R o is a divalent organic group having 2 to 40 carbon atoms;
L is a linking group, —C(O)NH—, wherein the left side of the linking group is bonded to R o ;
p is an integer of 0 or 1;
q is an integer of 2 to 10;
r is an integer of 1 to 10; and
R f is a linear or branched C 1 -C 6 perfluoroalkyl group.
6. The composite material of claim 5 wherein R o is selected from the group C 2 -C 18 linear or branched alkyl group; and C 2 -C 18 linear or branched alkyl group substituted, or interrupted by, a C 4 -C 16 cycloaliphatic group.
7. The composite material of claim 5 , wherein R f is a linear or branched C 3 -C 6 perfluoroalkyl group.
8. The composite material of claim 5 , wherein the porous support is selected from woven fabrics comprising glass, polyamides, polyesters, and combinations thereof; and nonwoven fabrics comprising glass, paper, cellulose acetate and nitrate, polyamides, polyesters, polyolefins, and combinations thereof.
9. A solid substrate having disposed thereon a composition comprising the composition of claim 1 .
10. The solid substrate of claim 9 selected from stone, masonry, concrete, unglazed tile, brick, porous clay, granite, limestone, grout, mortar, marble, wood, gypsum board, terrazzo, and composite materials.
11. A method for making a composite material comprising a porous support and a porous nanoweb comprising:
(a) providing a porous support;
(b) providing a gelling mixture comprising one or more solvents and one or more organogelator(s);
(c) applying the gelling mixture to the porous support;
(d) inducing said organogelator(s) to form a nanoweb gel; and
(e) removing the solvent(s) from the nanoweb gel to provide a dry porous nanoweb coating on said porous support;
wherein said organogelator(s) is one or more compositions of formula (I):
R o -[L-(C q H 2q S) p C r H 2r R f ] 2 (I)
wherein
R o is a divalent organic group having 2 to 40 carbon atoms;
L is a linking group, —C(O)NH—, wherein the left side of the linking group is bonded to R o ;
p is an integer of 0 or 1;
q is an integer of 2 to 10;
r is an integer of 1 to 10; and
R f is a linear or branched C 1 -C 6 perfluoroalkyl group.
12. The method of claim 11 , wherein R o is selected from the group
C 2 -C 18 linear or branched alkyl group; and C 2 -C 18 linear or branched alkyl group substituted, or interrupted by, a C 4 -C 16 cycloaliphatic group.
13. The method of claim 11 , wherein R f is a linear or branched C 3 -C 6 perfluoroalkyl group.