Hydrophobic and oleophobic surface modification using fluorinated bis-urea and bis-amide gelators
摘要:
A series of fluorinated bis-urea and bis-amide derivatives were synthesized from fluorinated amines and explored as surface modifiers for nonwoven substrates. A majority of these derivatives showed excellent gelation properties both in organic solvents as well as in supercritical carbon dioxide (scCO(2)) at concentrations ranging from 0.3 to 3 wt%. Gelation in the presence of a nonwoven substrate led to a gel-impregnated surface, which upon drying produced a composite with porous microstructure morphology on the surface. The composites thus produced showed high water and hexadecane contact angles, indicative of excellent hydrophobic and lyophobic properties. The superior hydrophobic and oleophobic behaviors observed in these composites are attributed to a combination of increased surface roughness and the presence of fluoroalkyl functionalities in the gelator backbone. (C) 2009 Elsevier B.V. All rights reserved.
One aspect of the invention is 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 selected from —NHC(O)NH— or —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.
Another aspect of the invention is a composite material comprising a porous support and a porous nanoweb, wherein said porous nanoweb comprises fibrous structures of between about 10 nm and about 1000 nm effective average fiber diameter as determined with electron microscopy; said fibrous structures being comprised of one or more compositions of formula (I).
Another aspect of the invention is a method for making a composite material comprising a porous support and a porous nanoweb.
US8044239B2
申请人:——
公开号:US8044239B2
公开(公告)日:2011-10-25
Hydrophobic and oleophobic surface modification using fluorinated bis-urea and bis-amide gelators
作者:Anilkumar Raghavanpillai、Stefan Reinartz、Keith W. Hutchenson
DOI:10.1016/j.jfluchem.2009.01.006
日期:2009.4
A series of fluorinated bis-urea and bis-amide derivatives were synthesized from fluorinated amines and explored as surface modifiers for nonwoven substrates. A majority of these derivatives showed excellent gelation properties both in organic solvents as well as in supercritical carbon dioxide (scCO(2)) at concentrations ranging from 0.3 to 3 wt%. Gelation in the presence of a nonwoven substrate led to a gel-impregnated surface, which upon drying produced a composite with porous microstructure morphology on the surface. The composites thus produced showed high water and hexadecane contact angles, indicative of excellent hydrophobic and lyophobic properties. The superior hydrophobic and oleophobic behaviors observed in these composites are attributed to a combination of increased surface roughness and the presence of fluoroalkyl functionalities in the gelator backbone. (C) 2009 Elsevier B.V. All rights reserved.