Silicone compositions for textile applications

Details Silicone compositions for textile applications Silicone compositions for textile applications

2002-06-05

2004-05-11

Cameron, Erma (Department: 1762)

Coating processes

With post-treatment of coating or coating material

Heating or drying

C427S392000

Reexamination Certificate

active

06733840

ABSTRACT:

BACKGROUND OF THE INVENTION
The present invention relates to compositions for textile applications. More particularly, the present invention relates to silicone compositions which adhere durably to textiles.
Silicones are used in the textile industry due in part to the unique benefits that they impart to the materials, such as softness. One problem in the industry is lack of durability in fabric treatments. In many applications, the silicone is deposited on textile surfaces and is often held only by weak physical forces. For instance, treatment of textiles with silicones containing amino or quaternary functional groups can result in benefits that display some durability. However, these polymers are believed to bond ionically or through hydrogen bonding with cellulosic surfaces. Because the interactive forces are weak, the benefits of silicone treatments are often short lived.
It is therefore desirable to produce silicone compositions which can be used to treat textiles and provide durable benefits. Thus, silicone products are constantly being sought which can both adhere durably to textiles as well as impart textile benefits appreciated by consumers.
BRIEF SUMMARY OF THE INVENTION
The present invention provides a method for treating a cellulose-containing substrate comprising contacting a silicone composition comprising at least one polysiloxane or silicone resin containing at least one functional group comprising at least one dialkylacetal group, at least one anhydride group, at least one reactive group, or combinations thereof with the cellulose-containing substrate; and
curing the silicone composition on the cellulose-containing substrate at a temperature in a range between about 25° C. and about 200° C.
The present invention further provides a formulation comprising an aqueous mixture or non-aqueous mixture of at least one polysiloxane or silicone resin containing at least one functional group comprising at least one dialkylacetal group, at least one anhydride group, at least one reactive group, or combinations thereof and optionally, at least one catalyst;
wherein the formulation adheres to a cellulose-containing substrate when the formulation is cured at a temperature in a range between about 25° C. and about 200° C. when the formulation is applied to the cellulose-containing substrate.
DETAILED DESCRIPTION OF THE INVENTION
The present invention includes a silicone composition which includes at least one polysiloxane or silicone resin containing at least one functional group capable of interacting with cellulose. The functional group in the silicone composition of the present invention enables adhesion of the polysiloxane or silicone resin to cellulose-containing surfaces under surface treatment conditions. The functional group comprises at least one dialkylacetal group, at least one anhydride group, at least one reactive group, or combinations thereof.
The present invention includes silicone compositions having the formula:
M
a
M′
b
D
c
D′
d
T
e
T′
f
Q
g
where the subscripts a, b, c, d, e, f and g are zero or a positive integer, subject to the limitation that the sum of the subscripts b, d and f is at least one; where M has the formula:
R
1
3
SiO
1/2
,
M′ has the formula:
 (X)
h
R
2
3-h
SiO
1/2
,
D has the formula:
R
3
2
SiO
2/2
,
D′ has the formula:
(X)
(2-i)
R
i
4
SiO
2/2
,
T has the formula:
R
5
SiO
3/2
,
T′ has the formula:
(X)SiO
3/2
,
and Q has the formula SiO
4/2
, where subscript h is in a range between 1 and 3; subscript i is 0 or 1; each R
1
, R
2
, R
3
, R
4
, R
5
is independently at each occurrence a hydrogen atom, C
1-30
alkyl, C
1-22
alkoxy, C
2-22
alkenyl, C
6-14
aryl, C
6-22
alkyl-substituted aryl, or C
6-22
aralkyl, any of which groups may be halogenated, for example, fluorinated to contain fluorocarbons such as C
1-22
fluoroalkyl, or may contain amino groups to form aminoalkyls, for example aminopropyl or aminoethylaminopropyl, or may contain polyether units of the formula (CH
2
CHR
6
O)
k
where R
6
is independently in each repeat unit CH
3
or H and “k” is in a range between about 4 and about 50; X, independently at each occurrence, represents a functional group that is capable of causing durable interactions with cellulose-containing substrates. The term “alkyl”, as used in various embodiments of the present invention, is intended to designate both normal alkyl, branched alkyl, aralkyl, and cycloalkyl radicals. Normal and branched alkyl radicals are preferably those containing in a range between about 1 and about 30 carbon atoms, and include as illustrative non-limiting examples methyl, ethyl, propyl, isopropyl, butyl, tertiary-butyl, pentyl, neopentyl, hexyl, and dodecyl. Cycloalkyl radicals represented are preferably those containing between about 4 and about 12 ring carbon atoms. Some illustrative non-limiting examples of these cycloalkyl radicals include cyclobutyl, cyclopentyl, cyclohexyl, methylcyclohexyl, and cycloheptyl. Preferred aralkyl radicals are those containing between about 7 and about 14 carbon atoms. These include, but are not limited to, benzyl, phenylbutyl, phenylpropyl, and phenylethyl. Aryl radicals used in the various embodiments of the present invention are preferably those containing between about 6 and about 20 ring carbon atoms and contain at least one monocyclic or polycyclic moiety wherein a polycyclic may comprise fused or linked rings. Some illustrative non-limiting examples of these aryl radicals include phenyl, biphenyl, and naphthyl. An illustrative non-limiting example of a suitable halogenated moiety is trifluoropropyl.
According to the present invention, one important class of functional groups that is capable of causing durable interactions with cellulose-containing substrates is the dialkylacetal group. These groups have the general formula:
wherein R
7
and R
8
are alkyl groups as defined above for R
1
, R
2
, R
3
, R
4
and R
5
and where j is in a range between about 2 and about 10. The carbon-carbon bonds can be interrupted by aryl groups or other ring structures. Aryl groups used in the various embodiments of the present invention are preferably those containing in a range between about 6 and about 20 carbon atoms and containing at least one monocyclic or polycyclic moiety wherein a polycyclic may comprise fused or linked rings. The aryl groups also may incorporate one or more substituents that are compatible with the applications described in this invention. Exemplary substituents include but are not limited to halogens, alkyls, aralkyls, alkaryls, aryls, alkoxy groups, and aryloxy groups.
In another embodiment of the present invention, “reactive group” as used herein includes any C
1
-C
250
alkyl, aryl, or alkylaryl group where the C
1-250
group can be interrupted by or substituted with aromatic groups or aromatic-containing groups and which contains a leaving group that is capable of interacting with cellulose. The C
1-250
group may also contain one or more heteroatoms such as O, N, or S. Furthermore, the C
1-250
group may be unsubstituted or substituted with heteroatoms such as halogen. An exemplary reactive group comprises a chlorobenzyl moiety. Other examples of reactive groups of the present invention include, but are not limited to:
where
r is in a range between about 1 and about 10, preferably 2 or 3;
s is in a range between about 0 and about 100, preferably 4 to 20;
t is in a range between about 0 and about 100, preferably in a range between about 0 and about 20, and most preferably 0;
u is in a range between about 1 and about 10, preferably 1;
v is in a range between about 1 and about 10, preferably 2 or 3;
w is 1 or 2;
x is 1 or 2;
Z is O, NOH, NOR or NR, preferably O;
L is a leaving group;
wherein R is independently at each occurrence hydrogen (H), C
1-30
alkyl, C
1-22
alkoxy, C
2-22
alkenyl, C
6-14
aryl, C
6-22
alkyl-substituted aryl, or C
6-22
aralkyl where the C can be unsubstituted or substituted with heteroatoms such as oxygen (O), nitrogen (N), sulfur (S) or halogen;
wherein R
9
is independently at each occurrence hydrogen

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