Note: Descriptions are shown in the official language in which they were submitted.
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TREATING AGENT COMPRISING ORGANOPOLYSILOXANE CONTAINING
POLYOXYALKYLENE AND ALKOXYSILYLAI,KYL RADICALS
The present invention relates to an agent for
treating solids. More specifically, the present inven-
tion relates to a treatment agent which imparts a durable
hydrophilicity and antistaticity to solid materials.
In order to impart hydrophilicity and antistaticity
to solids such as, for example, moldings, sheet-form
materials, foams, fibers, and powders, treatments have
heretofore been carried out using various organic
surfactants, for example, cationic types, anionic types,
and nonionic types, etc.
Eurthermore, organopolysiloxane-polyoxyalkylene
copolymer, such as that disclosed in Japanese Patent
Publication Number 44-6069 (6,069/69~, and organosilyl-
terminated polyoxyalkylene-modified and alkoxysilylalkyl-
modified organopolysiloxane, such as that disclosed in
Japanese Patent hpplication Laid Open Number 57-139123
(139,123/82), are known as silicone-type agents for the
treatment of solids.
However, treatment methods which employ organic
surfactant and the treatment method using the organo-
polysiloxane-polyoxyalkylene copolymer as described in
Japanese Patent Publication Number 44-6069 suffer from
the problem of providing only a temporary hydrophilicity
and antistaticity, and these effects are readily lo~t
upon exposure to water or organic solvent.
While the silicone-type surfactant described in
Japanese Patent Application Laid Open Number 57-139123
has the alkoxysilyl alkyl group as a side chain, an agent
for treating solids whose principal agent i~ organo-
poly~iloxane having at least 1 polyoxyalkylene group as a
~ide chain or molecular ~erminal and having the
alkoxysilylalkyl group at least at one molecular terminal,
is unknown.
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2 ~ >~
The object of the present invention is to eliminate
the problems described above by providing a novel agent
for trea~ing solids which can impart a durable hydro-
philicity and antistaticity to solids. It is a particular
object of this invention to provide a method for confer-
ring durable hydrophilicity and antistaticity properties
to fibers and fiber-containing materials.
These objects, and others which will become apparent
upon consideration of the following disclosure an.d
appended claims, are obtained by the method of this
invention which, briefly stated, comprises treating a
solid material with a composition which comprises, as its
principal component, an organopolysiloxane compound which
contains at least one siloxane chain-terminating siloxane
unit bearing an alkoxysilylalkyl radical and at least one
siloxane unit bearing a polyoxyalkylene radical. In a
preferred embodiment of this invention both of the
siloxane chain-terminating siloxane units bear alkoxy-
silylalkyl radical.
The present invention relates to a composition for
treating solids, said composition comprising an organo-
polysiloxane compound which has the Eormula
A(R2SiO)X(RQSiO)y(RGSiO)zSiR2A, wherein
Q denotes a radical having the formula
-R SiXaR(3-a)~
G denotes a radical having the formula
_Rlo(c2~I4o)b(c3H6o)cR ~
A denote~ a radical ~elected from the group consist-
ing oE Q and G radicals, at least one A radical
~ being a Q radical,
x has a value of from 5 to 500,
y has a ~alue of from O to 100,
z has a value of from O to 100, with the proviso that when A
. aonsists entirely of Q, then z is an integer with a value
of fram 1 to 100,
X denotes an alkoxy or alkoxyalkoxy radical having from 1 to 4
carbon atoms,
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R de~otes a monovalent hydrocarbon or halogenated
hydrocarbon radical having from 1 to 10 carbon
atoms,
Rl denotes an alkylene radical having from 2 to 5
carbon atoms,
R2 denotes a hydrogen atom or a monovalent organic
radical having from 1 to 5 carbon atoms,
a has a value of 2 or 3,
b has a value of from 0 to 50,
c has a value of from 0 to 50, and
b plus c has a value of from 2 to 100;
there being present in said organopolysiloxane at least
one G radical.
By way of explanation of the preceding, R in the
above formulas is a monovalent hydrocarbon group having 1
to 10 carbon atoms, and it is exemplified by alkyl groups
such as methyl, ethyl, propyl, and octyl; by substituted
alkyl groups such as 3,3,3-trifluoropropyl, 2-phenylethyl
and 2-phenylpropyl; by aryl groups such as phenyl and
tolyl; and by substituted aryl groups. Alkyl groups,
most preferably methyl, are preferred here. The groups R
in a single molecule may be identical or different.
A can be a Q or G group, delineated below, with -the
proviso that at least one A is a Q group. Preferably all
A groups are Q groups.
Q i~ a group having the formula -RlSiXaR(3 a) and it
functions to impart durability by tightly bonding -the
present organopolysiloxane to solid3. Rl is to be an
al}cylene group having 2 to 5 carbon atom~, and is
exemplified by -CH2CH2-~ -CH2cH2cH2 '1 l 3 2
-(CH2)4-, and -(CE12)5-. The groups R within the mole-
cule may be identical or different. X i9 an alkoxy group
having 1 to 4 carbon atoms, and it is exemplified by
methoxy, ethoxy, propoxy, and methoxy~thoxy.
The value of a i~ to be 2 or 3.
G is a group having the formula
-R10(C~H40)btC3H60)CR2, and it unctions to impart
antistaticity and hydrophilicity to the solid. R is to
be the hydrogen atom or a monovalent organic group having
1 to 5 carbon atoms, and said monovalent hydrocarbon
groups are exemplified by alkyl groups such as methyl,
ethyl, and propyl, and by acyl groups such as acetyl and
propionyl. In each G group b and c are both integers
having values of O to 50 wherein the sum b + c is to have
a value of 2 to 100.
In the organopolysiloxane x is an integer having a
value of 5 to 500, y is an integer having a value of O to
100, and z is an integer having a value of O to 100, with
the condition that when A consists entirely of Q, z is
then to be an inteqer having a value of 1 to 100. When x
is 50, lubricity will also be imparted to the solid.
The organopolysiloxane to be used in the present
invention can be synthesized, for example, by addition
reacting diorganohydrogensilyl-terminated diorganosiloxane-
organohydrogensiloxane copolymer with alkoxysilyl group-
containing alkene and alkenyl-substituted polyoxyalkylene
compound, the latter two being used in the appropriate
ratio, under the catalytic activity of a platinum-type
catalyst such as chloroplatinic acid. Further synthesis
details are disclosed in the examples below.
With regard to the use of the present invention's
agent for treating solids, the claimed
composition can be used as is, or it may be
dissolved in water as is, or it may be auto-emulsified in
water. Alternatively, it may be emulsified using a
suitable emulsifying agent such as, for example, the
salt~ of sulfate esters of higher alcohols, alkylbenzene-
sulfonate salts, higher alcohol-polyoxyalkylene adducts,
alkylphenol-polyoxyalkylene adducts, higher fatty acid
sorbitan e~ters, etc.
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Alternatively, the ~olid treatment agent of the
present invention may be used by dis~olving the above-
described organopolysiloxane in an organic solvent ~uch
as, for example, toluene, xylene, benzene, n-hexane,
heptane, acetone, methyl ethyl ketone, methyl isobutyl
ketona, ethyl acetate, butyl acekate, mineral terpene,
perchloroethylene, trichloroethylene, etc.
Solid~ may be treated with the treatment agent of
the present invention by methods such as spraying, roll
coating, brush coating, immersion, etc. While the
quantity of adhesion will vary with the type of solid and
so cannot be strictly specified, it will generally be
0.01 to 10.0 wt % based on the solid. After application,
a durable hydrophilicity and antistaticity will be
imparted to the ~olid, for example, upon standing at room
temperature, or upon blowing on hot air, or upon a heat
treatment.
Furthermore, treatment may be conducted using the
treatment agent of the present invention in combination
with the metal salts of organic acids, for example, their
zinc, tin, zirconium, etc., salts such as zinc stearate,
zinc oleate, dibutyltin diacetate, dibutyltin dioleate,
dibutyltin dilaurate, zirconium stearate; and/or amino-
containing alkoxysilanes, epoxy-containing alkoxysilanes,
organohydrogenpolysiloxanés, ~ilanol-containing orqano-
poly~iloxane~; etc.
Solid~ which may be treated with the treatment agent
of the pre3ent invention are exemplified by various
fibers and their fabrics; sheet-form materials such a~
paper, natural and ~ynthetic leathers, Cellophane * and
plastic films; foams ~uch a~ synthetic resin foams;
synthetic resin moldings; natural and synthetic rubber
moldings; metal moldings; glas~ moldings; and powder~
such a~ inorganic powders and synthetic resin powders.
The afore~aid fibers are exemplified in terms of
~pecies by natural fibers ~uch as hair, wool, silk, flax,
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cotton and asbestos; by regenerated ~ibers such as rayon
and acetate; by synthetic fibers such as polyester,
polyamide, "Vinylon"* polyacryl nitrile, polyethylane,
polypropylen~ and spandex and by glass fibers; carbon
fibers; and silicon carbide fibers. They are exemplified
in terms of form by the staple, filament, tow, and yarn.
Their fabrics are exemplified by knits, nonwovens,
resin-finished fabrics, and sewn articles thereof.
The invention will be explained in the ~ollowing
using illustrative examples. I~ the examples and refer-
ence examples, parts = weight parts and % = weight %, and
the viscosity is the value measured at 25C.
Reference ExamPle 1
Vinyltrimethoxysilane, 148.2 g, is placed in a
three-neck 500 ml flask equipped with a reflux condenser,
the internal temperature i~ raised to 60C by heating,
0.15 g 2% isopropanolic chloroplatinic acid solution is
added, and 51.8 g tetramethyldisiloxane is dripped in.
Organosiloxane I having the following formula is obtained
by a reaction at 100C for 2 hours and distillation i
vacuo at 140C/5 mmHg.
(CH30)3sicH2cH2si(cH3)2osi(cH3)2cH2cH2(ocH3)3
Organosiloxane I, 61.4 g, methylhydrogensiloxane
cyclic tetramer, 59.8 g, cyclic dimethylsiloxane tetramer,
368.9 g, and 15 g thoroughly dried activated clay as
polymerization catalyst are placed in a three-neck 500 ml
flask equipped with a reflux condenser, and polymerized
at 75C for 10 hours. ~fter cooling, filtration is
conducted using an assistant.
Exactly 136.9 g of thi~ organopolysiloxane product,
13.4 g vinyltrimethoxysilane, 149.7 g allyl-containing
polyether having the following formula
CH2=CHCH20(CH2CH20)12CH3 and 90 g toluene are placed in a
500 ml three-neck fla~k equipped with a reflux condenser,
the internal temperature is raised to 60C by heating,
0.38 g 2% isopropanolic chloroplatinic acid ~olution iB
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added, and a reaction i9 then carried out at 120C for 2
hours. After the completion o the reaction, the
volatiles ar~ st~ipped in vacuo. The product is identi-
fied by infrared absorption spectral analysis and nuclear
magnetic resonance analysis as an organopolysiloxane
~Organopolysiloxane A, viscosity = 305 cS~ having the
following formula:
eo)3sicH2cH2(Me2sio~3l(Mesio)2~Melio)4siMe2cH2cH~si(oMe)3
(MeO)3SiCH2CH2 (cH2)3o(cH2cH2o)l2 3
Reference Example 2
Siloxane II, 89.1 y, having the ormula
El(Me2sio)4l(MeHsio)6siMe2H~
7.5 g vinyltr.imethoxysilane, and 60 g toluene are placed
in a 500 ml three-neck flask equipped with a r~flux
condenser, the internal temperature is raised to 80C by
heating, 0.1 g 2% isopropanolic chloroplatinic acid
solution is added, and a reaction is conducted at 110C
for 30 minutes. After cooling to 80C, 103.4 g allyl-
containing polyether I having the formula
CH2=cHcH2o~cH2cH2o)l2H is added, the temperature is
raised to 90C, 0.15 g 2% isopropanolic chloroplatinic
acid solution is added, and a reaction is conducted a-t
120C for 1 hour. After the end o~ the reaction, the
volatiles are stripped in vacuo at 140C/5 mmHg. Infra-
red absorption spectral analy~i3 and nuclear magnetic
resonance analysis conirm the product to be an organopoly-
siloxane (Organopolysiloxane B, vi~cosity ~ 1,100 cS)
having the following formula:
(Meo)3sic~2cH2(Me2sio)4l(Mesllo)6siM~2cH2 2 ( 3
(CH2)30(CH2CH20)12H
Reerence ~ ple 3
A siloxane, 69.3 g, having -ths formula
H(M~2sio)2o(Me~Isio)4siMe2H~
11.0 g methylvinyldimethoxysilane and 60 g toluene are
r~,3~p 7ç~
placed in a 500 ml three-neck flask equipped ~ith a
~eflux condensar, the internal temperature i~ raised to
80C by hea-ting, 0.1 g 2% isopropar~oli~ chloroplatinic
acid solution is added, and a reaction is carried out for
30 minutes at 105C. ~ftar cooling to 80C~ 119.7 g
allyl-containing polyether having the formula
CH2=CHCH20(C2H40)8(C3H60)4H is added, the temperature is
raised to 90C, 0.15 g 2% isopropanolic chloroplatinic
acid solution is added, and a reaction i5 conducted at
120C for 1 hour. After the end of the reaction, the
volatiles are stripped in vacuo at 140C/5 mmHg. Infra-
red absorption spectral analysis and nuclear magnetic
resonance analysis confirm the product to be an organo-
polysiloxane (Organopolysiloxane C, viscosity = 500 cS)
having the following formula:
Me(MeO)2SiC2H4(Me2SiO)20(Me I io)4siMe2c2H4si(oMe)2Me
C3H60(C2H40)8(c3H6o)4
Reference Example 4
Siloxane II, as used in Reference Example 2, 89.1 g,
vinyltrimethoxysilane, 7.5 g, allyl group-containing
polyether I as used in Reference Example 2, 103.4 g, and
60 g toluene are placed in a three-neck 500 ml flaak
equipped with a reflux condenser, the internal tempera-
ture is raised to 80C by heating, 0.25 g 2% isopropanolic
chloroplatinic acid solution is added, and a reaction ia
conducted at 125C for 1 hour. After the reaction, -the
volatiles are s-tripped in vacuo at 140C/5 mmHg.
Infrared abaorption analyaia and nuclear magnetic
resonance analy~is confirm thi~ material to be an organo-
polysiloxane (Organopolyslloxane D, viscoaity = SOO cS)
having the followlng structure:
~3 2CH2(Me2SiO)41(~e7iO)1(MeSiO)5SiMe2CH~
(MeO)3SiCH2CH2 (CH2)30(CH2cH20)l2H
~33~3~
Example 1
One part of the Organopoly~iloxane A synthesized
according to Reference Example 1 and having the formula
O)3SiCH2CH2(Me2SiO~31(MeSiO)2~MeSiO~SiMe2CH2CH2Si(oMe~3
~MeO)3Sic~2c~2 (CH~)30(CH2CH2O)12CH3
8 parts glyoxal-type re~in (Sumitex Resin NS-2*from
Sumitomo Chemical Co., Ltd.), 2 part amine catalyst
P'sumitex Accelator X-80"*rom Sumitomo Chemical Co.,
Ltd.), 0.5 part of a tin cataly~t (50% emulsion of
dibutyltin dilaurate), and 88.9 part~ water are mixed to
homogeneity to prepare a treatment bath. Two sheets of
twilled fabric (40 cm x 20 cm~ 65% polyester/35% cotton)
are immersed in thi 9 treatment bath or 30 seconds,
adjusted to a 100% expression ratio on a mangle, dried at
room temperature for 10 hours, and then heated in an oven
at 150C for 5 minutes. The resulting organopolysiloxane-
finished fabrics are then each cut in half. One sheet of
the re~ulting four fabric sheets is washed once, one
sheet i~ wa~hed 5 time3, and one ~heet i~ washed 10 times
(wash condition~ a~ below). Following tnis, these are
rinsed twice with water (under the wash conditions, but
with no detergent) to afford wa~hed fabric~. Bath
ratio = 1/50: Time = 10 minutes: Temperatur~ = 40C.
Detergent = 0.5% aqueou~ ~olution of'~ew White"* ~from Lion
Corp.)
In the water ab~orptivity teYt, the organopolysiloxane-
finished fabric (before and ater wa~hlng) i~ laid out
horizontally on ~pread out filter paper, a drop of water
i~ dalivered from a ~yringe, and the time required for
its ~oalting in i~ then mea~ur~d.
To measure the residual organopolysiloxane, the %
residual organopolysiloxane after washlng 1~ analyzed
u~ing an X-ray fluore3c2nt analyzer from Rigaku Corp.
ba~ed on tho difference in ~illcon atom count~ before and
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after washing the treated fabric. The re~ult~ are
reported in Table 1.
Comparison ExamPle 1
Treatment is conducted exactly as in Example 1, with
the exception that 1 part Organopoly~iloxane (i) having a
viscosity of 1,200 cS and the formula
Me(Me2sio)55(Melio)2(Melio)5SiMe3
(Meo)3sicH2cH2 (CH2)30(CH2~H~0)12CH3
is used in place of Organopolysiloxane A. Testing is
conducted a~ in Example 1, and these results are al50
reported in Table 1.
Table 1
Water Absorptivity % Residual
(second~) Organopolysiloxane
Number of Washes
. O 1 5 10 0 1 5 10
Example 16.3 4.4 2.3 2.0100.0 94.5 87.0 85.0
Comparison
Example 1 17.5 12.2 9.3 6.6 100.0 81.8 72.2 66.0
ExamDle 2
Five parts of Organopolysiloxane B, ~ynthesized
according to Reference Example 2 and having the ormula
(MeO)3SiCH2CE12(Me2SiO)~,~l(M~SiO)6SiMe2CH2CH2Si(OMe)3
(C~I2)3o(cH2cH2o)l2oH
N-(b0ta-aminoethyl)-gamma~aminopropyltrimethoxysilane,
0.5 part, dibutyltin dlacetate, 0.2 part and ~9.5 part~
toluene are mixed to homogeneity to prepare a treatment
bath. 65% polyester/35% cotton broadcloth (40 cm x 20
cm), which ha~ been coated wit~ a 3~ add-on of the
glyoxal-type resin a~ used in the treatment ba~h in
Example 1, i~ immarsed ln thi~ treatment bath for 30
~econd~ adjuated to an expre~lon ratio of 100% ucing a
3~7~
mangle, dried at room temperature by standing for 10
hours, and then heated in an oven at 150C for 5 minutes.
The obtained organopolysiloxane-finished fabric is cut in
half, and one sample i.s washed once under the wash
conditions of Example 1 and rinsed twice with water to
afford a washed sampla.
Both before and after washing, the organopolysiloxane-
finished fabric is subjected to the water absorptivity
test and testing of the % residual organopolysiloxane as
described in Example 1. These results are reported in
Table 2.
Comparison Example 2
Treatmsnt and testing are conducted by the methods
described in Example 2, with the exception that Organo-
polysiloxane ~i), as used in Comparison Example 1, is
used instead of Organopolysiloxane.B. These results are
also reported in Table 2.
Example 3
Treatment and testing are conducted by the methods
of Example 2, with the exception that 5 parts Organopoly-
siloxane C (viscosity = 500 cS), synthesized as in
Reference Example 3 and having the following formula
Me(MeO)2SiC2H4(Me2SiO)20(MeIio)4siMe2c2H4si(oMe)2Me
C3H60(C2H40)8(c3H6o)4
is used in place of organopolysiloxane B. These results
are reported in Table 2.
Comparison ExamPle_
Treatment and testing are conducted as described in
Example 2, with the exception that 5 part~ Organopoly-
siloxane (ii) having a viscosity of 1,000 cS and the
formula
Me(Me2sio)4l(Mesio38siMe2oMe
(CH2)3O(CH2CH20)25H
3~
12
is used in place of Organopoly~iloxane B. These result~
are raported in Table 2.
Table 2
Water Ab~orptivity % R2sidual
(seconds~ rgano~oly~iloxane
Before Wash After Wash After Wash
Example 2 4.5 5.~ 60
Example 3 4.3 5.5 45
Comparison
Example 2 5.0 5.5 55
Comparison
Example 3 3.1 10.5 11
Example 4
Organopoly~iloxane A as used in Example 1, 5 parts,
i~ dissolved to homogeneity in 995 parts toluene. A 65%
polyester/35% cotton broadcloth (40 x 20 cm), coaked with
a 3% add-on of the glyoxal-type re~in, i8 the~ immersed
in thi~ solution for 30 second3, adjusted to an expres-
sion ratio of 100% on a mangle, dried by standing at room
temperature for 10 hour~, and then heated in an oven for
5 minutea at 150C. The obtained organopolysiloxane-fini~hed
fabric iB then cut in half, and one sample of organopoly-
siloxane-finished fabric i~ washed once under the wa~h
conditions o~ Example 1 and rinsed twice. Test samples
are thus prepared o organopolysiloxane-finished fabric
before and after wa~hlny.
An antistaticity test i~ carried out a~ follows.
The treated fabric~ (before and after wa~hing) are
allowed to stand at 20~C/RH 65% or 1 week. Their
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triboelectrification voltages are then measured using a
Kyodai Kaken"rotary static tester (800 rpm for 60 seconds).
Cotton fabric (unbleached muslin #3) is used as the
friction fabric.
A soiling resistance test is conducted a~ follows.
An artificial soilant is prepared by thoroughly mixing
and pulverizing 300 g ASTM No. 1 oil, 3 g coal tar, 5 g
dried clay powder, 5 g portland cement and 5 g sodium
dodecylbenzenesulfonate in a mortar. 5 ml of this
artificial soilant, 100 ml of a 0.5% aqueous solution of
"Marseilles ~ ~ and 10 steel balls are placed in a 450 ml
glass bottle. Washed and unwashed samples of organopoly-
siloxane-finished fabric and untreated fabric are respec-
tively placed in the bottle, treated at 60C for 30
minutes, and then gently rinsed with water and dried.
These are then washed for 10 minutes on high in an
automatic reversing rotary washing machine using a 0.5%
agueous solution of"Marseilles Soap"*. After then washing
in water and drying, the reflectance of the test fabrics
i3 measured at a wavelength of 550 millimicrons using a
reflectometer. These test results are reported in Table
3.
Comparison ExamPle 4
Treatment and testing are cond~cted by the methods
of Example 4, but using 5 parts of the Organopolysiloxane
(ii) used in Comparison Example 3 in place of Organopoly-
siloxane A. These results are also reported in Table 3.
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Table 3
Triboel0ctrification ~ Reflectance at
Voltaqe (V) 550 millimicrons
Before After
Wa~h Wash
Example 4 880 1030 71
Comparison
Example ~ 900 1530 53
Untreated
Fabric 1650 1610 53
Example 5
Organopolysiloxane A as synthesized in Reference
Example 1, 10 partR, and 1 part zinc stearate are dis-
solved to homo~eneity in 89 parts water to prepare a
treatment solution. This is then applied at an organo-
polysiloxane add-on of 0.2 g/m2 by spraying on one side
of a plasma-processed polyethylene terephthalate film.
After coating, the film is dried at room temperature
overnight and then heated in an oven at 130C for 10
minute 3 .
In the compari~on example~, 10% a~ueous solutions
ar~ prepared using, respectively, Organopolysiloxane (ii)
(u~ed in Comparison Exampla 3) or nonionic ~urfactant
(NS-210 from Nippon Oils and Fats Co., Ltd.), and each is
then sprayed on one side of the plasma-processed polyethylene
terephthalate film at an add-on of 0.2 g/m2, followed by
drying and heating.
The obtained three treated films are immersed in
running water ~or 6 hours. After thi~, the upper surface
of a thermostatted water bath (set at 60C t 2C) is
covered and sealed with each film, wherein the treated
J surface i3 down. The status of the films i~ inspected
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after 3 hour~. The film treated with Organopoly~iloxane
A, a treatmen-t agent of the present invention, is hydro-
philic, presents uniorm wetting of ths lower film
surface, and i~ transparent. However, the lower surfaces
of the other 2 films are not hydrophilic, and are adhered
with water droplets and ar~ opaque.
Example 6
A 0.5% aqueous solution of Organopolysiloxane D, 100
g, (synthesized in Reference Example 4~ is prepared, 50 g
carbon black powder is added, and this mixture i5 allowed
to dry by standing. Heating at 100C for 5 minutes then
affords a carbon black powder having a 1% add-on of
Organopolysiloxane D.
In the comparison example, carbon black powder is
similarly treated with Organopolysiloxane (iij to afford
a carbon black powder having a 1% add-on o Organopoly-
siloxane (ii).
50 g of each carbon black powder is separately
placed in 1 1 of water, followed by ~kirring for 3 hours,
filtration and drying. 5 Parts o~ each o the obtained
carbon black powders is then separately dispersed to
homogeneity in an a~ueous acrylic emulsion pain-t to
produce a paint. The paint containing the Organopoly-
siloxane D-treated carbon black powder presented a
uniform dispersion, and did not suffer from sedimentation.
However, the Organopolysiloxane (ii)-treated carbon black
powder underwent rapicl sedimentation, and the dispersion
was inhomogeneous. These observation~ indicate that the
pre~ent inVention' 8 agent for treating ~olids ha~ the
capacity to lmpart a durable hydrophilicity.
Because the pressnt invention'~ agent for treating
~olid~ ha~ a~ it~ principal agent an organopoly~iloxane
which ha~ the alkoxysilylalkyl group at least at one
molecular terminal and which al~o ha~ at lea~t 1 polyoxy-
alkylene group a~ a pendant group or at the molecular
terminal~, it can impart a durable hydrophilicity and
.~
16
antistaticity to solid materials. As a consequence, it
is very us~ful industrially.
