Electrically conductive composition

An electrically conductive composition of the invention comprises 100 parts by weight of a (meth)acrylate compound possessing at least two (meth)acryloyl groups, 1 to 100 parts by weight of an anilinic electrically conductive polymer, and 0.1 to 20 parts by weight of a photopolymerization initiator sensitized by active rays. This electrically conductive composition may also comprise an unsaturated compound possessing any one group selected from the group consisting of a phosphoric acid group, a sulfonic acid group and a carboxyl group. Between the surface of a form to be coated and the coating layer made of the electrically conductive composition formed thereon, an inorganic electrically conductive layer composed of the tin oxide powder containing antimony with mean particle size of 0.01 to 0.4 .mu.m, or the barium sulfate powder coated with tin oxide containing antimony with mean particle size of 0.01 to 2 .mu.m, and a synthetic resin may be provided.

BACKGROUND OF THE INVENTION 
1. Field of the Invention 
This invention relates to electrically conductive compositions which are 
cured by active rays of light such as ultraviolet rays and visible rays, 
and more particularly to electrically conductive compositions containing 
electrically conductive polyanilines. 
Electrically conductive polymers are being practically applied as 
electronic devices making use of the property as semiconductor, 
electrochromic materials utilizing the changes of absorption wavelength at 
the time of oxidation or reduction, battery electrode materials, 
electrochemical action substances, electrically conductive fillers for 
antistatic and electromagnetic wave shielding materials, etc. 
In particular, electrically conductive polymers such as polythiophene, 
polypyrrole, and polyaniline are stable in the air, and those with the 
electrical conductivity of 100 S/cm or more are electrically conductive 
polymers suited to practical use. 
2. Description of the Prior Art 
These electrically conductive polymers are treated by doping for forming a 
complex of a dopant and an electrically conductive polymer in order to 
provide them with a metallic electrical conductivity. As this treatment, 
in such electrically conductive polymers as polypyrrole and polythiophene, 
it is relatively easy to dope by using iodine or arsenic pentafluoride as 
the dopant. 
In this method, however, as the dopant is released from the electrically 
conductive polymer with the lapse of time, and the electrical conductivity 
is lowered. Besides, polypyrrole or polythiophene darkened in color, and 
transparent electrically conductive layer is not obtained. 
Other methods of providing the electrically conductive polymers with 
metallic electrical conductivity include a method of doping with anions by 
an electrochemical technique. In this method, although the electrical 
conductivity is relatively stable, the treating process is complicated, 
and it is not suited to mass production. 
Known polyaniline electrically conductive materials include the following. 
The U.S. Pat. No. 4,983,322 discloses an electrically conductive material 
comprising polyaniline with a molecular weight of 15,000 or more obtained 
by polymerization of aniline or its derivatives, an inorganic oxidizing 
dopant for forming a complex therewith, and a solvent. 
The WO 89/01694 discloses a thermally stable, electrically conductive, 
doped polyaniline comprising an ionized polyaniline obtained by 
polymerization of aniline or its derivatives, and a dispersant organic 
dopant possessing SO.sub.3.sup.- anion. 
The WO 90/10297 also discloses a thermally stable, electrically conductive, 
doped polyaniline comprising an ionized polyaniline obtained by 
polymerization of aniline or its derivatives and an organic dopant 
possessing an anion such as PO.sub.3.sup.-, PO.sub.2.sup.-, PO.sub.3 
H.sup.-, SO.sub.2.sup.-, SO.sub.3.sup.-, and COO.sup.-. 
Electrically conductive materials including polyanilines show a stable 
electrical conductivity by the use of inorganic or organic protic acid as 
dopant, but since this polymer is insoluble in solvents, and 
processability is inferior when manufacturing a paint. 
On the other hand, as the electrically conductive material for providing 
the synthetic resins and others with electrical conductivity, for example, 
carbon powder or metal powder, carbon fiber or metal fiber, and others are 
widely used. 
The synthetic resin form is provided with electrical conductivity by 
dispersing these electrically conductive materials in binder to prepare a 
coating material, and applying the coating material on a form, or kneading 
and forming the electrically conductive material in synthetic resin. 
The synthetic resin form thus provided with electrical conductivity is used 
in containers of semiconductor wafer electronic and electric materials, 
floor and wall materials of semiconductor manufacturing shop, and others 
that require antistatic performance. 
The formed body using such electrically conductive material is generally 
opaque, and the content cannot be seen through from outside. 
To obtain a transparent paint, for example, the Japanese Laid-open Patent 
Sho. 57-85866 discloses a paint having electrically conductive fine powder 
mainly composed of tin oxide contained in the binder. This paint forms a 
transparent and antistatic coat film, but since the binder is a 
thermoplastic resin, the obtained coat film is generally low in hardness, 
and insufficient in resistance to solvent. 
The Japanese Laid-open Patent Sho. 60-60166 proposes a paint which is cured 
by ultraviolet ray or visible ray in order to improve the hardness and 
resistance to solvent. 
This paint is excellent in electrical conductivity and transparency, but 
since fine powder of tin oxide is contained, the hardness and abrasion 
resistance of the coat film are not enough, and moreover it takes a long 
time in dispersing the fine powder in the binder, and even after 
dispersing, because of aggregation, the storage life of the paint is poor. 
SUMMARY OF THE INVENTION 
It is hence a primary object of the invention to present an electrically 
conductive composition capable of forming a coat film excellent in 
hardness, alkali resistance, electrical conductivity, and transparent, 
being easily cured by ultraviolet ray, visible ray or the like. 
The invention presents an electrically conductive composition comprising 
(A) 100 parts by weight of a (meth)acrylate compound possessing at least 
two (meth)acryloyl groups, (B) 1 to 100 parts by weight of an anilinic 
electrically conductive polymer, and (C) 0.1 to 20 parts by weight of a 
photopolymerization initiator intensified by active rays of light. 
The anilinic electrically conductive polymer is preferably a salt of 
anilinic polymer and a dopant. 
The dopant may be an acid. The dopant may be also an unsaturated compound 
possessing at least one group selected from the group consisting of a 
phosphoric acid group, a sulfonic acid group and a carboxyl group. 
The electrically conductive composition may further comprise an unsaturated 
compound possessing at least one group selected from the group consisting 
of a phosphoric acid group, a sulfonic acid group and a carboxyl group. By 
the addition of such unsaturated compound, the formed coating layer 
becomes excellent in transparency and electrical conductivity. 
When the electrically conductive composition is applied on the surface of a 
form to form a coating layer, an antistatic form is produced. 
The form may be, for example, a film, a sheet or a cabinet. 
Between the surface of the form and the coating layer composed of the 
electrically conductive composition formed thereon, there may be provided 
an inorganic electrically conductive layer made of tin oxide powder 
containing antimony with mean particle size of 0.01 to 0.4 .mu.m or barium 
sulfate powder coated with tin oxide containing antimony with mean 
particle size of 0.01 to 2 .mu.m and a synthetic resin. The antistatic 
form possessing such inorganic conductive layer possesses electrical 
conductivity and is also excellent in transparency and abrasion 
resistance. Besides, inorganic conductive material is not present in the 
surface conductive coating layer, release of impurity, especially metal, 
does not occur, so that it may be preferably used as the antistatic 
material of semiconductor related parts and others.

DETAILED DESCRIPTION OF THE INVENTION 
The electrically conductive composition of the invention comprises (A) 100 
parts by weight of a (meth)acrylate compound possessing at least two 
(meth)acryloyl groups, (B) 5 to 100 parts by weight of an anilinic 
electrically conductive polymer, and (C) 0.1 to 10 parts by weight of a 
photopolymerization initiator intensified by active rays of light. 
a) The (meth)acrylate compound (A) used in the invention contains at least 
two acryloyl groups or methacryloyl groups, and its examples include, 
among others, ethylene glycol di(meth)acrylate, diethylene glycol 
di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene 
glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, 
tripropylene glycol di(meth)acrylate, tetrapropylene glycol 
di(meth)acrylate, nonapropylene glycol di(meth)acrylate, polypropylene 
glycol di(meth)acrylate, pentaerythritol tri(meth)acrylate, 
dipentaerythritol penta(meth)acrylate, dipentaerythritol 
hexa(meth)acrylate, trimethylol propane tri(meth)acrylate, glycerol 
tri(meth)acrylate, tris-(2-hydroxyethyl)-isocyanuric ester(meth)acrylate, 
2,2-(hydroxyethyl)-isocyanuric ester(meth)acrylate, 
2,2-bis[4-(meth)acryloxy diethoxy) phenyl]propane, 3-phenoxy-2-propanoyl 
acrylate, and 1,6-bis(3-acryloxy-2-hydroxy propyl)-hexyl ether. 
Besides, an acrylic urethane oligomer possessing urethane bond may be 
preferably used because it is excellent in hardness and the abrasion 
resistance of the coating layer. 
Such urethane oligomer is prepared by polymerizing polyol and a compound 
possessing at least two isocyanate groups, and causing acrylates or 
methacrylates possessing active hydrogen to react with the isocyanate 
groups at the molecule ends. 
Examples of polyol include, among others, ethylene glycol, 1,2-propane 
diol, 1,3-propane diol, neopentyl glycol, 1,3-butane diol, 1,4-butane 
diol, 2,3-butane diol, 1,5-heptane diol, 1,5-hexane diol, diethylene 
glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, and 
polyethylene glycol. 
Other polyols include polyester glycol, .epsilon.-caprolactone open ring 
polymer, and others which are condensation reaction products of adipic 
acid and propane diol, adipic acid and neopentyl glycol, adipic acid and 
butane diol, etc. 
Compounds containing at least two isocyanates in a molecule include, for 
example, m-phenylene diisocyanate, p-phenylene diisocyanate, 
toluene-2,4-diisocyanate, toluene-2,5-diisocyanate, 
toluene-3,5-diisocyanate, m-xylene diisocyanate, p-xylene diisocyanate, 
hexamethylene diisocyanate, trimethyl hexamethylene diisocyanate, 
isophorone diisocyanate, 4,4'-diphenyl methane diisocyanate, 
4,4'-diisocyanate-3,3'-dimethyl biphenyl, and 
4,4'-diisocyanate-3,3'-dimethyl biphenyl methane. 
Examples of acrylate or methacrylate possessing active hydrogen include, 
among others, 2-hydroxy ethyl(meth)acrylate and 3-hydroxy propyl 
(meth)acrylate. 
The (meth)acrylate compound possessing at least two (meth)acryloyl groups 
may be used either alone or in combination of two or more compounds. 
b) In the electrically conductive composition of the invention, the content 
of the anilinic electrically conductive polymer (B) is 1 to 100 parts by 
weight, or preferably 5 to 80 parts by weight, to 100 parts by weight of 
the (meth)acrylate compound (A) because the electric conductivity is 
lowered if too less, or the hardness, alkali resistance and transparency 
of the obtained coating layer are lowered if too much. 
The anilinic electrically conductive polymer is, preferably, a salt of 
anilinic polymer and a dopant. 
The dopant may be an acid. Preferred examples of the acid include inorganic 
acids such as phosphoric acid, hydrochloric acid, sulfuric acid, and 
nitric acid, and organic acids such as p-toluene sulfonic acid, dodecane 
sulfonic acid, and dodecyl benzene sulfonic acid. 
The dopant may be also an unsaturated compound possessing at least one 
group selected from the group consisting of a phosphoric acid group, a 
sulfonic acid group, and a carboxyl group. 
(i) The anilinic electrically conductive polymer composed of a salt of 
anilinic polymer and unsaturated compound possessing a phosphoric acid 
group contains, for example, the constituent unit expressed in formula (1) 
below. 
##STR1## 
Wherein R is a hydrogen atom, an alkyl group, an alkoxy group or a phenyl 
group with i to 15 carbon atoms, n is 1 or 2, R.sup.1 is a group expressed 
in formula (II) or (III), and R.sup.2 is ether a hydroxyl group or a group 
expressed in formula (II) or (III), and R.sup.1 and R.sup.2 may be either 
same or different. 
##STR2## 
Wherein R.sup.3, R.sup.4 and R.sup.5 may be either same or different, a 
hydrogen atom, a methyl group, or a methyl halide group, and k is 0 or any 
integer from 1 to 8. 
##STR3## 
Wherein R.sup.6 is a hydrogen atom, a methyl group or a methyl halide 
group, and each of p, q and r is either 0 or any integer from 1 to 8. 
Examples of methyl halide group include chloromethyl and bromomethyl, among 
others. 
The anilinic polymer may comprise, aside from the constituent unit 
expressed in formula (I), other constituent unit shown in formula (IV) or 
(V). 
##STR4## 
R and n are same as defined above in formula (IV) and (V). 
The content of the constituent unit corresponding to formula (I) contained 
in the anilinic electrically conductive polymer used in the invention is 
preferably 10 to 90% of the total constituent units because the electrical 
conductivity is lowered if too less or if too much. 
As a method of preparing the anilinic electrically conductive polymer, for 
example, an anilinic monomer and an ester phosphate [(R.sup.1) (R.sup.2) P 
(.dbd.O) OH, R.sup.1 and R.sup.2 are same as above] are dissolved in a 
solvent such as water and dimethyl formamide, and an oxidizer solution is 
dropped in this solution and agitated to oxidize and polymerize. 
The content of the ester phosphate is preferably 0.1 to 0.9 mol for 1 mol 
of the anilinic monomer because the reaction rate slows down, the doping 
is insufficient, and the electrical conductivity is lowered if too less, 
or the excess portion of the ester phosphate lowers the electric 
conductivity if too much. 
Examples of ester phosphate include, among others, acid phosphoxy 
polyethylene glycol mono(meth)acrylate, acid phosphoxy ethyl 
(meth)acrylate, 3-chloro-2-acid phosphoxy propyl (meth)acrylate, acid 
phosphoxy propyl (meth)acrylate, acid phosphoxy polyoxy ethylene glycol 
mono(meth)acrylate, and acid phosphoxy polyoxy propylene glycol 
mono(meth)acrylate. 
The polymerization reaction tends to be lower in the electrical 
conductivity of the polymer at higher temperature, and it is therefore 
preferred to polymerize at temperature of 5.degree. to 30.degree. C. in a 
reaction time of 1 to 5 hours, and it is desired to react in water bath or 
ice bath in order to maintain this temperature. 
In other method of preparing the anilinic electrically conductive polymer, 
for example, an inorganic protic acid such as hydrochloric acid, sulfuric 
acid and nitric acid and an anilinic monomer are polymerized with an 
oxidizing agent, and this polymer is wash in an alkali such as ammonia and 
sodium hydroxide to remove acid, and an undoped anilinic polymer in the 
constituent unit of formula (IV) or (V) is prepared, and then an ester 
phosphate [(R.sup.1) (R.sup.2) P (.dbd.O) OH, R.sup.1 and R.sup.2 are same 
as above] is added. In this case, the content of the ester phosphate is 
preferred to be 0.1 to 0.9 mol per 1 mol of the anilinic monomer by the 
same reason as above. 
Examples of anilinic monomer, that is, substituted or unsubstituted 
aniline, include aniline, o-toluidine, m-toluidine, 2-ethyl aniline, 
3-ethyl aniline, 2,4-dimethyl aniline, 2,5-dimethyl aniline, 2,6-dimethyl 
aniline, 2,6-diethyl aniline, 2-methoxy aniline, 4-methoxy aniline, 
2,4-dimethoxy aniline, and 2-aminobiphenyl. 
Examples of the oxidizing agent include, among others, persulfate, hydrogen 
peroxide, permanganate, lead dioxide, dichromate, and manganese dioxide. 
(ii) The anilinic electrically conductive polymer composed of a salt of 
anilinic polymer and unsaturated compound possessing sulfone group 
contains, for example, a constituent unit expressed in formula (VI) 
preferably by 10 to 90% of the total constituent units. 
##STR5## 
Wherein R and n are same as defined above, and R.sup.7 indicates a group 
having a vinyl group within the structure. 
Such R.sup.7 may include the following examples. 
--R.sup.8 --CH=CH.sub.2 
--C.sub.6 H.sub.4 --R.sup.8 --CH=CH.sub.2 
--R.sup.8 --OCO--CH=CH.sub.2 
--R.sup.8 --NHCO--CH=CH.sub.2 
Wherein R.sup.8 represents --(CH.sub.2).sub.s --, --(CH.sub.2 O).sub.s --, 
--(CH.sub.2 CH.sub.2 O).sub.s --, --C(CH.sub.3).sub.2 --, 
--C(CH.sub.3).sub.2 CH.sub.2 --, and s is 0 or any integer from 1 to 15. 
The content of the constituent unit corresponding to formula (VI) contained 
in the anilinic electrically conductive polymer used in the invention is 
preferably 10 to 90% of the total constituent units because the electrical 
conductivity is lowered if too less or if too much. 
The anilinic electrically conductive polymer may contain, aside from the 
constituent unit expressed in formula (VI), the constituent unit expressed 
in formula (IV) or (V). 
As a method of preparing the anilinic electrically conductive polymer, for 
example, an anilinic monomer, and sulfonic acid (R.sup.7 SO.sub.2 OH, 
R.sup.7 is same as defined above) or its salt are dissolved in a solvent 
such as water and dimethyl formamide, and an oxidizing agent solution is 
dropped in this solution to agitate, thereby oxidizing and polymerizing. 
If the content of the sulfonic acid or its salt is insufficient, the 
reaction rate becomes slow, the doping is not enough, and the electrical 
conductivity is lowered. If excessive, the excess portion of the sulfonic 
acid or its salt lowers the electrical conductivity, and hence it is 
desired to be 0.1 to 0.9 mol per 1 mol of the anilinic monomer. 
Examples of sulfonic acid include 2-acrylamido-2-methyl propane sulfonic 
acid, p-styrene sulfonic acid, etc. 
The polymerization reaction tends to be lower in the electrical 
conductivity of the polymer at higher temperature, and it is therefore 
preferred to polymerize at temperature of 5 to 30.degree. C. in a reaction 
time of 1 to 5 hours, and it is desired to react in water bath or ice bath 
in order to maintain this temperature. 
In other method of preparing the anilinic electrically conductive polymer, 
for example, an inorganic protic acid such as hydrochloric acid, sulfuric 
acid and nitric acid and an anilinic monomer are polymerized with an 
oxidizing agent, and this polymer is washed in an alkali aqueous solution 
such as ammonia and sodium hydroxide aqueous solution to remove acid, and 
an undoped anilinic polymer in the constituent unit of formula (IV) or (V) 
is prepared, and then sulfonic acid (R.sup.7 SO.sub.2 OH, R.sup.7 is same 
as defined above) or its salt is added. In this case, the content of the 
sulfonic acid or its salt is preferred to be 0.1 to 0.9 mol per 1 mol of 
the anilinic monomer by the same reason as above. 
Examples of the anilinic monomer and oxidizing agent are same as listed in 
(ii). 
(iii) The anilinic electrically conductive polymer composed of a salt of 
anilinic polymer and unsaturated compound possessing carboxyl group is 
obtained, for example, by dissolving an anilinic monomer and (meth)acrylic 
acid in a solvent such as water and dimethyl formamide, and dropping an 
oxidizing agent solution in the solution to agitate, thereby oxidizing and 
polymerizing. 
c) The photopolymerization initiator (C) used in the invention is activated 
by active rays of light such as ultraviolet ray and visible ray. 
Examples of the photopolymerization initiator activated by ultraviolet ray 
include, among others, sulfides such as sodium methyl dithiol carbamate 
sulfide, diphenyl monosulfide, dibenzothiazoyl monosulfide, and 
dibenzothiazoyl disulfide; thioxanthone derivatives such as thioxanthone, 
2-ethylthioxanthone, 2-chlorothioxanthone, and 2,4-diethylthioxanthone; 
(di)azo compounds such as hydrazone, azobisisobutyronitrile, and benzene 
diazonium; aromatic carbonyl compounds such as benzoin, benzoin methyl 
ether, benzoin ethyl ether, benzophenone, dimethyl aminobenzophenone, 
Michler's ketone, benzyl anthraquinone, t-butyl anthraquinone, 2-methyl 
anthraquinone, 2-ethyl anthraquinone, 2-amino anthraquinone, 2-chloro 
anthraquinone, benzyl dimethyl ketal, and methyl phenyl glioxylate; 
dialkyl aminobenzoic acid esters such as methyl p-dimethyl aminobenzoate, 
ethyl p-dimethyl aminobenzoate, butyl p-dimethyl aminobenzoate, and 
isopropyl p-diethyl aminobenzoate; peroxides such as benzoyl peroxide, 
di-t-butyl peroxide, dicumyl peroxide, and cumene hydroperoxide; acridine 
derivatives such as 9-phenyl acridine, 9-p-methoxyphenyl acridine, 
9-acetyl aminoacridine, and benzacridine; phenadine derivatives such as 
9.10-dimethyl benzphenadine, 9-methyl benzphenadine, and 10-methoxy 
benzphenadine; 4',4",6-trimethoxy-2,3-diphenyl quinoxaline derivative; 
2,4,5-triphenyl imidazoyl dimer; ketone halide; and acylated phosphoric 
acid compounds such as acylphosphinoxide, and acylphosphonate. 
Examples activated by visible rays include, among others, 2-nitrofluolene, 
2,4,6-triphenylpyridium tetrafluoro borate, 
2,4,6-tris(trichloromethyl)-1,3,5-triazine, 3,3'-carbonyl biscumarine, and 
thio Michler's ketone. 
In the electrically conductive paint composition of the invention, the 
content of the photopolymerization initiator (C) is 0.1 to 20 parts by 
weight, preferably 0.5 to 15 parts by weight, to 100 parts by weight of 
the (meth)acrylate compound (A) because the sensitivity to the active ray 
is lowered to make curing insufficient if too less, or the increasing 
effect of sensitization is hardly noted if contained more than a specific 
amount. It is desired to add the photopolymerization initiator after 
polymerization of the anilinic monomer. 
d) The electrically conductive composition of the invention may contain 
organic solvent, dispersant, sensitizer, ultraviolet absorber, 
thermopolymerization inhibitor, antioxidant, surface reformer, defoaming 
agent, and others as required. 
The electrically conductive composition of the invention is obtained by 
stirring a (meth)acrylate monomer (A), an anilinic electrically conductive 
polymer (B), and a photopolymerization initiator (C) by means of 
dissolver, attriter, three rolls, and others. 
The prepared electrically conductive composition is applied on the objects 
such as plastic forms by general methods such as spray method, bar coating 
method, doctor blade method, dipping method, spin coating method, and roll 
coater method. 
After applying the electrically conductive paint composition on the object, 
if the solvent is contained, it is dried by hot air, infrared ray or the 
like, and irradiated with active rays of light such as ultraviolet ray and 
visible ray, so that the paint composition is cured, thereby obtaining a 
coating layer of the electrically conductive paint. 
The thickness of the electrically conductive coating layer is desired to be 
0.1 to 10 .mu.m, more preferably 0.5 to 5 .mu.m, because the electrical 
conductivity and abrasion resistance are lowered and the preventive effect 
of metal pollution in the case of lamination of inorganic conductive layer 
mentioned later is also lowered if too thin, or the transparency is 
lowered if too thick. 
Objects of application of the electrically conductive composition include, 
for example, plastic forms of a film, a sheet, a plate, a cabinet of the 
like of polyethylene, polypropylene, polyvinyl chloride, polycarbonate, 
polymethacrylate, ABS resin, etc., glass plates, and others. 
By the application of the electrically conductive composition, an 
antistatic form possessing an electrically conductive coating layer on the 
surface is obtained. 
For irradiation of active ray, for example, high pressure mercury lamp, 
halogen lamp, xenon lamp, nitrogen laser, He-Ne laser, Ar laser, and the 
like may be employed, and the irradiation time is usually desired 
somewhere between 1 and 60 minutes, although variable with the 
concentration of the electrically conductive composition, type of light 
source, intensity, etc. 
The irradiation intensity of active rays is preferred to be 500 to 2000 
mJ/cm.sup.2 because the reactivity of photopolymerization is lowered and 
the hardness of the obtained coating layer is lowered if too weak, and the 
reactivity of photopolymerization is not increased above a certain 
intensity. 
The irradiation time of active rays is preferred to be 1 to 60 minutes 
because the reactivity of photopolymerization is lowered and the hardness 
of the obtained coating layer is lowered if too short, and the 
photopolymerization does not proceed if longer a certain time. 
e) The electrically conductive composition of the invention may contain, 
aside from the electrically conductive composition comprising (A) 100 
parts by weight of a (meth)acrylate compound possessing at least two 
(meth)acryloyl groups, (B) 1 to 100 parts by weight of an anilinic 
electrically conductive polymer, and (C) 0.1 to 20 parts by weight of a 
photopolymerization initiator sensitized by active rays of light, (D) an 
unsaturated compound possessing at least one group selected from the group 
consisting of a phosphoric acid group, a sulfonic acid group, and a 
carboxyl group. 
By the addition of the unsaturated compound (D), the formed coating layer 
becomes excellent in transparency and electrical conductivity. 
The content of the unsaturated compound (D) is preferred to be 0.1 to 30 
parts by weight, or more preferably 1 to 20 parts by weight, of 100 parts 
by weight of the (meth)acrylate compound (A) because the electrical 
conductivity of the obtained coating layer is lowered if too less, and the 
transparency of the obtained coating layer is lowered if too much. 
As the unsaturated compound (D), of the compounds listed above as the 
examples of the dopant for composing the anilinic electrically conductive 
polymer, any unsaturated compound possessing any one group selected from 
the group consisting of a phosphoric acid group, a sulfonic group, and a 
carboxyl group can be used. 
f) Between the surface of the form to be painted, and the coating layer 
made of the organic electrically conductive composition of the invention, 
that is, the organic electrically conductive coating layer, an inorganic 
electrically conductive layer made of inorganic electrically conductive 
powder and synthetic resin may be provided. Thus obtained antistatic form 
possesses an electrical conductivity, and is excellent in transparency and 
abrasion resistance. Besides, since inorganic conductive material is not 
used in the surface conductive coating layer, metalic impurities are not 
released, so that it may be preferably used as the antistatic material for 
products related to semiconductor, and the like. 
The inorganic conductive powder is the tin oxide powder containing antimony 
with mean particle size of 0.01 to 0.4 .mu.m, or the barium sulfate powder 
coated with tin oxide containing antimony with mean particle size of 0.01 
to 2 .mu.m, and the inorganic conductive layer is formed of inorganic 
conductive paint composition from the inorganic conductive powder and 
synthetic resin. 
The mean particle size of the tin oxide powder containing antimony is 0.01 
to 0.4 .mu.m, or preferably 0.01 to 0.1 .mu.m because the conductive 
powder scatters the visible rays to lower the transparency of the obtained 
inorganic conductive layer if too large, or the electrical conductivity of 
the obtained inorganic conductive layer is lowered, the tin oxide is 
likely to sediment, and the paint is likely to gelate if too small. 
The content of the antimony is desired to be 0.1 to 20 wt. % because the 
electrical conductivity of the inorganic conductive layer is lowered if 
too small, or the transparency of the obtained inorganic conductive layer 
is lowered if too much. Such tin oxide powder containing antimony is 
distributed by Mitsubishi Material Co. in the tradename of T-1. 
The mean particle size of the barium sulfate powder coated with tin oxide 
containing antimony is 0.01 to 2 .mu.m, or preferably 0.1 to 0.5 .mu.m 
because the transparency of the obtained inorganic conductive layer is 
lowered if too small, and the smoothness of the inorganic conductive layer 
surface is lowered if too large. Such barium sulfate powder coated with 
tin oxide containing antimony is distributed by Mitsui Metal Co. in the 
tradename of Pastran Type-IV. 
As the synthetic resin for composing the inorganic conductive layer, an 
unsaturated compound (E) possessing at least two (meth)acryloyl groups 
within a molecule is desired. As the unsaturated compound (E), the 
aforesaid unsaturated compound (C) may be used. 
The content of the inorganic conductive powder is preferably 100 to 10,000 
parts by weight to 100 parts by weight of the unsaturated compound (E), or 
preferably 150 to 1,000 parts by weight. If more than 10,000 parts by 
weight, the transparency of the obtained inorganic conductive layer is 
lowered, and if less than 100 parts by weight, the electrical conductivity 
of the obtained inorganic conductive layer is lowered. 
To form the inorganic conductive layer, the inorganic conductive paint 
composition is applied on the surface of the form to be coated, and is 
cured by irradiating with active rays. 
It is also preferred to treat the surface of the inorganic conductive layer 
by buffing. 
The coating method of the inorganic conductive paint is substantially same 
as the coating method of the organic conductive paint composition of the 
invention explained above. 
The thickness of the inorganic conductive layer is 0.5 to 10 .mu.m, or 
preferably 1 to 5 .mu.m because the electrical conductivity and abrasion 
resistance of the layer are lowered if too thin, or the transparency of 
the layer is lowered if too thick. The irradiation amount of the active 
rays is desired so that the cumulative exposure may be 500 mJ/cm.sup.2 or 
more because curing of the inorganic conductive layer is insufficient, and 
the abrasion resistance, hardness and adhesion to the object of this layer 
are lowered if too small. 
Some of the preferred embodiments of the invention are described in detail 
below. 
EXAMPLE 1 
In a separable flask reactor furnished with a condenser, an agitator and a 
dropping funnel, 500 ml of concentrated hydrochloric acid and 36.5 ml of 
aniline (0.4 mol equivalent) were charged, and while suppressing 
temperature rise in a water bath, 500 ml of concentrated hydrochloric acid 
dissolving 91 g of ammonium peroxodisulfate was dripped in 30 minutes, and 
agitated for 3 hours, and the precipitate was filtered, and a green powder 
of anilinic conductive polymer was obtained. 
The green powder was washed in 10% aqueous solution of sodium hydroxide, 
then washed in water and methanol, and anilinic polymer powder was 
obtained. 
Charging 80 g of this anilinic polymer powder, 80 g of 2-acryloyl oxyethyl 
acid phosphate [Light Ester PA, tradename of Kyoei-sha Chemical Co., k=1, 
R.sup.3 =R.sup.4 =R.sup.5 =H in formula (II)] as a dopant, and 400 mg of 
methyl ethyl ketone, anilinic conductive polymer dispersion was obtained 
by agitating for 2 hours by dissolver. 
To 350 g of the obtained anilinic conductive polymer dispersion (100 g of 
solid content, consisting of 50 g of anilinic polymer and 50 g of a 
dopant), 200 g of pentaerythritol triacylate, 200 g of 
1,6-bis(3-acryloxy-2-hydroxy propyl)hexyl ether, 30 g of benzophenone, and 
10 g of Michler's ketone were added, and agitated for 1 hour, and an 
electrically conductive composition was obtained. This electrically 
conductive composition was applied on a transparent acrylic plate in 3 
.mu.m (thickness after drying), and an exposure of 1000 mJ/cm.sup.2 was 
emitted by a superhigh pressure mercury lamp, and an electrically 
conductive coating layer was formed. 
EXAMPLES 2, 3 
Electrically conductive coating layers were formed from the electrically 
conductive compositions in the same procedure as in Example 1, except that 
the anilinic conductive polymer dispersion obtained in Example 1 was used 
by 210 g (solid content 60 g) in Example 2, and 70 g (solid content 20 g) 
in Example 3. 
EXAMPLE 4 
Anilinic conductive polymer powder was obtained in the same procedure as in 
Example 1, except that acid phosphoxy polyoxy ethylene glycol 
monomethacrylate [Phosmer PE, tradename of Uni Chemical Co., k=4.5, 
R.sup.3 =R.sup.4 =H, R.sup.5= CH.sub.3 in formula (II)] was used as the 
dopant instead of 2-acryloyl oxyethyl acid phosphate. 
To 30 g of the obtained anilinic conductive polymer (15 g of anilinic 
polymer, 15 g of dopant), 100 g of acrylate oligomer (Aronix M-9050, 
tradename of Toa Synthetic Chemical Co.), 100 g of 
1,6-bis(3-acryloxy-2-hydroxypropyl)hexyl ether, 30 g of benzophenone, and 
10 g of Michler's ketone were added and stirred for 2 hours, and an 
electrically conductive composition was obtained. From this electrically 
conductive composition, an electrically conductive coating layer was 
formed in the same manner as in Example 1. 
EXAMPLE 5 
In a separable flask reactor furnished with a condenser, an agitator and a 
dropping funnel, 500 ml of deionized water, 160 g of acid phosphoxy 
polyoxy ethylene glycol monomethacrylate same as used in Example 4, and 
36.5 ml of aniline were charged, and 500 ml of aqueous solution dissolving 
91 g of ammonium peroxodisulfate was dripped in 30 minutes, and agitated 
for 3 hours, and the precipitate was filtered, and a green powder of 
anilinic polymer was obtained. 
As a result of element analysis of this powder, the rate of the anilinic 
polymer corresponding to formula (I) was 30 wt. %. To 60 g of this 
anilinic conductive polymer (45.6 g of anilinic polymer and 14.4 g of 
dopant), 100 g of pentaerythritol triacrylate, 100 g of 
1,6-bis(3-acryloxy-2-hydroxypropyl)hexyl ether, 20 g of benzophenone, and 
8 g of Michler's ketone were added and stirred for 2 hours, and an 
electrically conductive composition was obtained. From this electrically 
conductive composition, an electrically conductive coating layer was 
formed in the same manner as in Example 1. 
EXAMPLE 6 
An electrically conductive coating layer was formed after obtaining an 
electrically conductive composition in the same procedure as in Example 1, 
except that benzophenone was used by 3 g, and Michler's ketone by 1 g. 
EXAMPLE 7 
An electrically conductive coating layer was formed after obtaining an 
electrically conductive composition in the same procedure as in Example 2, 
except that benzophenone was used by 3 g, and Michler's ketone by 1 g. 
EXAMPLE 8 
An electrically conductive coating layer was formed after obtaining an 
electrically conductive composition in the same procedure as in Example 3, 
except that benzophenone was used by 3 g, and Michler's ketone by 1 g. 
EXAMPLE 9 
An anilinic conductive polymer dispersion was obtained (in 350 g of 
dispersion, solid content was 102 g, that is, consisting of 49 g of 
anilinic polymer and 53 g of dopant) in the same manner as in Example 1, 
except that 85 g of phosphoric acid was used instead of 2-acryloyl 
oxyethyl acid phosphate in Example 1. From this polymer, an electrically 
conductive composition was obtained in the same manner as in Example 1, 
and an electrically conductive coating layer was formed. 
COMATIVE EXAMPLES 1, 2, 3 
Electrically conductive coating layers were formed after obtaining 
electrically conductive compositions in the same procedure as in Example 
1, except that the anilinic conductive polymer prepared in Example 1 was 
not used at all (Comparative Example 1), used by 4 g (2 g of anilinic 
polymer, 2 g of the dopant) (Comparative Example 2), or used by 800 g (400 
g of anilinic polymer, 400 g of dopant) (Comparative Example 3). 
COMATIVE EXAMPLE 4 
Charging 30 g of methyl methacrylate/.beta.-hydroxy ethyl methacrylate 
copolymer (weight-average molecular weight: 45,000), 200 g of toluene, and 
63.2 g of the tin oxide powder containing antimony with particle size of 
0.1 .mu.m in a ball mill, an electrically conductive composition was 
obtained by dispersing for 48 hours. 
From this electrically conductive composition, an electrically conductive 
coating layer was formed in the same manner as in Example 1. 
COMATIVE EXAMPLES 5, 6, 7 
Electrically conductive coating layers were formed after obtaining an 
electrically conductive compositions in the same procedure as in Example 
6, except that the anilinic conductive polymer prepared in Example 1 was 
not used at all (Comparative Example 5), used by 4 g (2 g of anilinic 
polymer, 2 g of the dopant) (Comparative Example 6), or used by 800 g (400 
g of anilinic polymer, 400 g of the dopant) (Comparative Example 7). 
EXAMPLE 10 
In a separable flask reactor furnished with a condenser, an agitator and a 
dropping funnel, 500 ml of aqueous solution of 1 normal of hydrochloric 
acid and 36.5 ml of aniline (0.4 mol equivalent) were charged, and while 
suppressing temperature rise in a water bath, 500 ml of the aqueous 
solution dissolving 91 g of ammonium peroxodisulfate was dripped in 30 
minutes, and agitated for 3 hours, and the precipitate was filtered, and a 
green powder of anilinic conductive polymer was obtained. 
The green powder was put in 500 ml of aqueous solution 1 normal of ammonia, 
and the acid was removed by stirring, and the powder was filtered and 
washed by sufficient water to be de-doped, and the powder was put in 1000 
ml of aqueous solution dissolving 100 g of 2-acrylamido-2-methyl propane 
sulfonic acid to be doped, and anilinic conductive polymer powder was 
obtained. As a result of element analysis of the powder, the rate of the 
anilinic conductive polymer corresponding to formula (VI) was 47 wt. %. 
To 200 g of the anilinic conductive polymer powder (136 g of anilinic 
polymer and 64 g of the dopant), 200 g of pentaerythritol triacrylate, 200 
g of 1,6-bis(3-acryloxy-2-hydroxy propyl)hexyl ether, 30 g of 
benzophenone, and 10 g of Michler's ketone were added, and agitated for 1 
hour, and an electrically conductive composition was obtained. This 
electrically conductive composition was applied on a transparent acrylic 
plate in a thickness of 3 .mu.m, and an exposure of 1000 mJ/cm.sup.2 was 
emitted by a superhigh pressure mercury lamp, and an electrically 
conductive coating layer was formed. 
EXAMPLES 11, 12 
Electrically conductive compositions were prepared in the same procedure as 
in Example 10, except that the anilinic conductive polymer powder obtained 
in Example 10 was used by 100 g (68 g of anilinic polymer and 32 g of the 
dopant) (Example 11), and 50 g (34 g of anilinic polymer and 16 g of the 
dopant) (Example 12), and electrically conductive coating layers were 
formed from these compositions. 
EXAMPLE 13 
By passing an aqueous solution dissolving 164 g (0.8 mol equivalent) of 
p-styrene sulfonic sodium in 1000 ml of deionized water through a column 
packed with cation exchange resin, an aqueous solution of p-styrene 
sulfonic acid was prepared. 
In a separable flask reactor furnished with a condenser, an agitator and a 
dropping funnel, 500 ml of the obtained aqueous solution and 36.5 ml of 
aniline (0.4 mol equivalent) were charged, and while suppressing 
temperature rise in a water bath, 500 ml of the aqueous solution 
dissolving 91 g of ammonium peroxodisulfate was dripped in 30 minutes, and 
agitated for 3 hours, and the precipitate was filtered, and a green powder 
of anilinic conductive polymer was obtained. 
As a result of element analysis of the anilinic conductive polymer powder, 
the rate of the anilinic conductive polymer corresponding to formula (VI) 
was 32 wt. %. 
To 100 g of the anilinic conductive polymer powder (79 g of anilinic 
polymer and 21 g of dopant), 100 g of pentaerythritol triacrylate, 100 g 
of 1,6-bis(3-acryloxy-2-hydroxy propyl)hexyl ether, 20 g of benzophenone, 
and 8 g of Michler's ketone were added, and agitated for 1 hour, and an 
electrically conductive composition was prepared. From this electrically 
conductive composition, an electrically conductive coating layer was 
formed in the same manner as in Example 10. 
EXAMPLE 14 
An aqueous solution was prepared by dissolving 160 g (0.8 mol equivalent) 
of 2-acrylamido-2-methyl propane sulfonic acid in 1000 ml of deionized 
water. 
In a separable flask reactor furnished with a condenser, an agitator and a 
dropping funnel, 500 ml of the obtained aqueous solution and 36.5 ml of 
aniline (0.4 mol equivalent) were charged, and while suppressing 
temperature rise in a water bath, 500 ml of the aqueous solution 
dissolving 91 g of ammonium peroxodisulfate was dripped in 30 minutes, and 
agitated for 3 hours, and the precipitate was filtered, and a green powder 
of anilinic conductive polymer was obtained. 
This green powder was washed in 10% aqueous solution of sodium hydroxide, 
and further washed in water and methanol, and anilinic conductive polymer 
powder was obtained. 
As a result of element analysis of the anilinic conductive polymer powder, 
the rate of the anilinic conductive polymer corresponding to formula (VI) 
was 43 wt. %. 
To 200 g of the anilinic conductive polymer powder (140 g of anilinic 
polymer and 60 g of the dopant), 200 g of pentaerythritol triacrylate, 200 
g of 1,6-bis (3-acryloxy-2-hydroxy propyl)hexyl ether, 3 g of 
benzophenone, and 1 g of Michler's ketone were added, and agitated for 1 
hour, and an electrically conductive composition was prepared. From this 
electrically conductive composition, an electrically conductive coating 
layer was formed in the same manner as in Example 10. 
EXAMPLES 15, 16, 
Electrically conductive compositions were prepared in the same procedure as 
in Example 14, except that the anilinic conductive polymer powder obtained 
in Example 14 was used by 100 g (70 g of anilinic polymer and 30 g of the 
dopant) (Example 15), and 50 g (35 g of anilinic polymer and 30 g of the 
dopant) (Example 16), and electrically conductive coating layers were 
formed from these compositions. 
EXAMPLE 17 
An anilinic conductive polymer powder was obtained in the same manner as in 
Example 10, except that 85 g of sulfuric acid was used instead of 
2-acrylamido-2-methyl propane sulfonic acid in Example 10. 
As a result of element analysis of the anilinic conductive polymer powder, 
the rate of the anilinic conductive polymer corresponding to formula (VI) 
was 40 wt. %. 
Using 200 g of this anilinic conductive polymer powder (159 g of anilinic 
polymer and 41 g of the dopant), an electrically conductive composition 
was obtained in the same manner as in Example 10, and an electrically 
conductive coating layer was formed. 
COMATIVE EXAMPLES 8, 9 
Electrically conductive compositions were prepared in the same procedure as 
in Example 10, except that the anilinic conductive polymer powder obtained 
in Example 10 was used by 4 g (2.72 g of anilinic polymer and 1.28 g of 
the dopant) (Comparative Example 8), and 800 g (544 g of anilinic polymer 
and 256 g of the dopant) (Comparative Example 9), and electrically 
conductive coating layers were formed from these compositions. 
COMATIVE EXAMPLES 10, 11 
Electrically conductive compositions were prepared in the same procedure as 
in Example 14, except that the anilinic conductive polymer powder obtained 
in Example 14 was used by 4 g (2.8 g of anilinic polymer and 1.2 g of the 
dopant) (Comparative Example 10), and 800 g (560 g of anilinic polymer and 
240 g of the dopant) (Comparative Example 11), and electrically conductive 
coating layers were formed from these compositions. 
EXAMPLE 18 
In a separable flask with an agitator, 160 g of p-toluene sulfonic acid and 
1000 ml of deionized water were charged, and stirred to dissolve, and an 
aqueous solution of p-toluene sulfonic acid was obtained. The obtained 
aqueous solution of p-toluene sulfonic acid was divided into two portions 
of 500 ml each, and 36.5 g of aniline was charged in one, and 91 g of 
ammonium peroxodisulfate was charged in the other to dissolve, and an 
aqueous solution of p-toluene sulfonic acid containing aniline and an 
aqueous solution of p-toluene sulfonic acid containing ammonium 
peroxodisulfate were obtained. 
The obtained aqueous solution of toluene sulfonic acid containing aniline 
was supplied in a separable flask reactor furnished with a condenser, an 
agitator and a dropping funnel, and while suppressing temperature rise in 
a water bath, the obtained aqueous solution of p-toluene sulfonic acid 
containing ammonium peroxodisulfate was dripped in 30 minutes by a 
dropping funnel, and agitated for 3 hours, and a precipitate was obtained. 
The obtained precipitate was filtered and washed in methanol, and a green 
powder of anilinic conductive polymer was obtained. 
Charging 50 g of the obtained anilinic conductive polymer and 150 g of 
ethyl cellosolve in a dissolver to disperse for 24 hours, a dispersion of 
anilinic conductive polymer with solid content of 25 wt. % was obtained 
(p-toluene sulfonic acid dopant 31 wt. %). 
In a separable flask with an agitator, 40 g of the obtained dispersion of 
anilinic conductive polymer (10 g of solid content, 6.9 g of anilinic 
polymer, and 3.1 g of dopant), 100 g of pentaerithritol triacrylate, 4 g 
of benzophenone, and 1 g of Michler's ketone were put and stirred, and an 
electrically conductive composition was obtained. 
The obtained electrically conductive composition was applied on an acrylic 
plate by bar coating, and the bar coated portion was cured by irradiating 
with 1000 mJ/cm.sup.2 of rays by high pressure mercury lamp, and an 
electrically conductive coating layer of 4 .mu.m in thickness was 
obtained. 
EXAMPLE 19, COMATIVE EXAMPLE 12 
Electrically conductive coating layers were formed in the same manner as in 
Example 18, except that the dispersion of anilinic conductive polymer 
obtained in Example 18 was used by 20 g (Example 19) or 5 g (Comparative 
Example 12). 
EXAMPLE 20 
In a separable flask with an agitator, 40 g of the dispersion of anilinic 
conductive polymer obtained in Example 18, 100 g of pentaerythritol 
triacrylate, 1 g of 2-acryloyl oxyethyl acid phosphate (Light Ester PA, 
tradename of Kyoei-sha Chemical Co.), 4 g of benzophenone, 1 g of 
Michler's ketone, and 100 g of methyl ethyl ketone were charged and 
stirred, and an electrically conductive composition was obtained, and 
using the obtained electrically conductive composition, an electrically 
conductive coating layer was obtained in the same manner as in Example 18. 
EXAMPLES 21, 22 
Electrically conductive coating layers were formed in the same manner as in 
Example 20, except that 2-acryloyl oxyethyl acid phosphate was used by 3 g 
(Example 21), or 20 g (Example 22). 
EXAMPLES 23, 24 
Electrically conductive coating layers were formed in the same manner as in 
Example 20, except that 2-acryloyl oxyethyl acid phosphate was replaced by 
3 g of 2-acrylamido-2-methyl propane sulfonic acid (TBAS-Q, tradename of 
Nitto Chemical Co.) (Example 23), or 3 g of acid phosphoxy polyoxy 
ethylene glycol monomethacrylate (Phosmer PE, tradename of Uni Chemical 
Co.) (Example 24). 
EXAMPLE 25 
An electrically conductive coating layer was formed in the same manner as 
in Example 20, except that p-toluene sulfonic acid and deionized water as 
the dopant were replaced by 229 g (0.84 mol equivalent) of sodium dodecane 
sulfonate, and 500 ml of ion exchange water treated with cation exchange 
resin (7.1 g of anilinic polymer and 2.9 g of dopant), pentaerythritol 
triacrylate by 100 g of dipentaerythritol hexacrylate, and the initiator 
by 4 g of dimethyl amino acetophenone. 
EXAMPLES 26, 27 
Electrically conductive coating layers were formed in the same manner as in 
Example 25, except that 2-acryloyl oxyethyl acid phosphate was replaced by 
acid phosphoxy polyethylene glycol monomethacrylate (Example 26), or 
2-acrylamido-2-methylpropane sulfonic acid (Example 27). 
EXAMPLE 28 
An electrically conductive coating layer was formed in the same manner as 
in Example 25, except that dodecane sulfonic acid as dopant was replaced 
by dodecyl benzene sulfonic acid (7.0 g of anilinic polymer and 3.0 g of 
dopant). 
EXAMPLE 29 
An electrically conductive coating layer was formed in the same manner as 
in Example 20, except that p-toluene sulfonic acid as dopant was replaced 
by 2-acryloyl oxyethyl acid phosphate (7.3 g of anilinic polymer and 2.7 g 
of the dopant), pentaerythritol triacrylate by 100 g of dipentaerythritol 
hexacrylate, and the initiator by 4 g of dimethyl amino acetophenone. 
EXAMPLE 30 
An electrically conductive coating layer was formed in the same manner as 
in Example 29, except that 2-acryloyl oxyethyl acid phosphate as the 
dopant and acid additive was replaced by acid phosphoxy polyethylene 
glycol monomethacrylate (7.6 g of anilinic polymer and 2.4 g of the 
dopant). 
EXAMPLE 31 
An electrically conductive coating layer was formed in the same manner as 
in Example 29, except that 2-acryloyl oxyethyl acid phosphate as the 
dopant and acid additive was replaced by 2-acrylamido-2-methyl propane 
sulfonic acid (7.0 g of anilinic polymer and 3.0 g of the dopant). 
EXAMPLE 32 
In an attriter, 35 g of dipentaerythritol hexacrylate, 0.1 g of 
hydroquinone, 350 g of ethyl cellosolve, 1 g of 2,4-diethyl thioxanthone, 
and 1 g of dimethyl amino acetophenone were charged, mixed and dispersed. 
Further, while stirring the dispersion, 100 g of the tin oxide powder with 
mean particle size of 0.02 .mu.m containing antimony (T-1, tradename of 
Mitsubishi Material Co.), and 16 g of polyvinyl butyral with the rate of 
34% of remaining hydroxyl group to all hydroxyl group, acetal forming 
degree of 65% by butyl aldehyde, rate of 1% of acetyl group in all 
hydroxyl group, and mean degree of polymerization of 1900 were added to 
the dispersion in 20 minutes. Dispersing further for 10 hours, an 
inorganic conductive paint composition was obtained. 
The obtained composition was applied on the surface of an acrylic resin 
plate in a thickness of 1.5 .mu.m of the inorganic electrically conductive 
layer by spin coating method, and dried in hot air for 10 minutes at 
50.degree. C., and was irradiated with active rays of light by a high 
pressure mercury lamp (300 W) so that the total exposure of the active 
rays may be 1,800 mJ/cm.sup.2 to be cured, and an inorganic electrically 
conductive layer was formed on the surface of the acrylic resin plate. 
In a separable flask reactor furnished with a condenser, an agitator and a 
dripping funnel, 500 ml of hydrochloric acid of 35 wt. % and 36.5 ml of 
aniline were supplied, and while suppressing temperature rise in water 
bath, 500 ml of hydrochloric acid of 35wt. % containing 91 g of ammonium 
peroxodisulfate was added in 30 minutes, and stirred for 3 hours. The 
obtained precipitate was filtered, and a green powder of polyaniline 
conductive polymer was obtained. 
In an attriter, 5 g of this doped polyaniline powder, 50 g of 
pentaerythritol triacrylate, 50 g of 1, 6-bis(3-acryloxy-2-hydroxy 
propyl)hexyl ether, 3 g of benzophenone, 1 g of Michler's ketone, 1 g of 
hydroquinone, and 150 g of ethyl cellosolve were supplied, and stirred for 
12 hours, and an organic electrically conductive composition was obtained. 
This organic electrically conductive composition was applied on an 
inorganic conductive layer treated by buffing or not, same as the 
inorganic conductive paint composition, and was irradiated with active 
rays to be cured, thereby obtaining an antistatic transparent sheet having 
an organic electrically conductive coating layer laminated on an inorganic 
electrically conductive layer. 
COMATIVE EXAMPLE 13 
In a laboplastomill, 10 g of anilinic conductive powder synthesized in 
Example 18 was charge.sub.d together 100 g of polypropylene resin (Milason 
12, tradename of Mitsui Petrochemical Co.), and melted and kneaded at 
180.degree. C., and a resin mixture was obtained, and it was formed into a 
sheet by means of a press. 
COMATIVE EXAMPLE 14 
In a separable flask reactor furnished with a condenser, an agitator and a 
dropping funnel, 200 g of deionized water and 680 g of pyrrole were 
supplied and stirred, and further 5.4 g of potassium peroxodisulfate was 
dissolved in 100 g of deionized water and dropped, and allowed to react 
overnight at room temperature. The formed black precipitate was filtered, 
and, washed sufficiently in deionized water. Drying for 6 hours at 
50.degree. C., 100 g of polypyrrole powder was obtained. 
This polypyrrole powder was immersed in a solution having 1 g of iodine 
dissolved in 50 ml of hexane, and stirred and mixed for 10 minutes, and 
hexane was removed, the residue was dried, and the iodine was doped. 
After stirring and dispersing 10 g of iodine doped polypyrrole powder and 
170 g of ethyl cellosolve for 12 hours, 50 g of pentaerythritol 
triacrylate, 50 g of 1,6-bis(3-acryloxy-2-hydroxypropyl)hexane diol, 3 g 
of benzophenone, 1 g of Michler's ketone, and 1 g of hydroquinone were 
added, and the mixture was further stirred for 30 minutes, and a 
polypyrrole dispersion was obtained. 
This polypyrrole dispersion was applied on an acrylic plate in a dry 
thickness of 3 .mu.m by spin coating, and was cured by irradiating with 
high pressure mercury lamp (300 W) for 10 minutes, thereby forming an 
electrically conductive coating layer. 
PERFORMANCE TESTS 
Electrically conductive coating layers obtained in Examples and Comparative 
Examples were tested in the following performance items. 
(1) Surface intrinsic resistance 
The test conformed to ASTM D 257, and the alkali resistance was evaluated. 
That is, the coating layer was immersed in 10% aqueous solution of sodium 
hydroxide, and kept at 30.degree. C., and the surface intrinsic resistance 
(.OMEGA./.quadrature.) of the coating layer was measured after specific 
lapse of time (0, 10, 20, 100, and 200 minutes). 
(2) Total ray transmissivity and haze 
The total ray transmissivity and haze were tested in accordance with ASTM D 
1003. 
(3) Pencil hardness 
This hardness test conformed to JIS K 5400. That is, using pencils with the 
hardness of 9H to 6B sequentially from 9H, the coating layer surface was 
scratched five times at different positions, and the hardness of the 
pencil was investigated when the tear of the coating layer reaching up to 
the acrylic plate was less than two out of five times. 
The test results of (1), (2), (3) are shown in Tables 1 to 5. 
(4) Abrasion resistance 
After the testing of the sheet obtained in Example 32 conforming to JIS K 
7204 (Taber abrasion ring CS 10.times.500 g load.times.100 cycles), the 
surface intrinsic resistance, pencil hardness, and haze were measured. The 
results are shown in Table 6. 
(5) Analysis of degree of elution of the dopant 
A plate of Example 18 and a sheet of Comparative Example 13 were cut in 1 
cm square pieces, and each sample piece was put in 20 ml of ion exchange 
water, and stood for 24 hours at 25.degree. C. In these test solutions, 
changes of pH were traced. In this test, the resistance to environmental 
pollution by suppression of the dopant elution was evaluated. The result 
is shown in Table 7. 
It is known from Table 7 that the the dopant was not eluted at ail from the 
coating layer (Example 18) formed by coating by electrically conductive 
composition of this invention, suggesting that the environmental pollution 
was low. 
(6) Test about compatibility of transparency and electrical conductivity 
The electrically conductive coarting layer of polypyrrole in Comparative 
Example 14 and the electrically conductive coating layer of polyaniline in 
Example 1 were compared. The test result is shown in Table 8. 
(7) Determination of metal content in the surface of the coating layer 
In the surface of the coating layer obtained in Comparative Example 4 and 
Example 26, the metal content in the surface was determined by fluorescent 
X-ray analysis. The test result is shown in Table 9. 
TABLE 1 
______________________________________ 
Surface intrinsic 
Haze Pencil 
resistance (.OMEGA./.quadrature.) 
(%) hardness 
______________________________________ 
Examples 
1 3.0 .times. 10.sup.7 
7.8 4H 
2 2.0 .times. 10.sup.8 
7.2 4H 
3 7.0 .times. 10.sup.8 
6.8 4H 
4 1.0 .times. 10.sup.7 
8.1 5H 
5 4.0 .times. 10.sup.7 
7.6 5H 
6 4.0 .times. 10.sup.7 
7.9 4H 
7 2.0 .times. 10.sup.8 
7.1 4H 
8 3.0 .times. 10.sup.8 
6.8 4H 
9 3.0 .times. 10.sup.8 
8.0 3H 
Comparative 
Examples 
1 .sup. 2.0 .times. 10.sup.14 
2.1 4H 
2 .sup. 2.0 .times. 10.sup.12 
2.9 5H 
3 2.0 .times. 10.sup.6 
14.5 3H 
4 6.0 .times. 10.sup.7 
6.8 2H 
5 .sup. 2.0 .times. 10.sup.14 
2.0 4H 
6 .sup. 2.0 .times. 10.sup.12 
3.0 5H 
7 5.0 .times. 10.sup.6 
14.5 3H 
______________________________________ 
TABLE 2 
______________________________________ 
Surface intrinsic 
Haze Pencil 
resistance (.OMEGA./.quadrature.) 
(%) hardness 
______________________________________ 
Examples 
10 6.0 .times. 10.sup.6 
6.2 4H 
11 3.0 .times. 10.sup.7 
5.8 4H 
12 3.0 .times. 10.sup.8 
5.1 4H 
13 2.0 .times. 10.sup.8 
7.9 5H 
14 5.0 .times. 10.sup.6 
6.3 4H 
15 2.0 .times. 10.sup.7 
5.8 4H 
16 3.0 .times. 10.sup.8 
5.2 4H 
17 3.0 .times. 10.sup.8 
8.0 4H 
Comparative 
Examples 
8 .sup. 1.0 .times. 10.sup.12 
2.5 6H 
9 2.0 .times. 10.sup.5 
13.8 3H 
10 .sup. 2.0 .times. 10.sup.12 
2.6 6H 
11 1.0 .times. 10.sup.6 
14.0 3H 
______________________________________ 
TABLE 3 
______________________________________ 
Comparative 
Examples Examples 
18 19 12 
______________________________________ 
Pencil hardness 
6H 6H 7H 
Surface 
intrinsic 
resistance 
(.OMEGA./.quadrature.) 
0 min. 1.5 .times. 10.sup.8 
2 .times. 10.sup.9 
1 .times. 10.sup.14 
10 min. 2 .times. 10.sup.10 
2 .times. 10.sup.10 
1 .times. 10.sup.14 
20 min. 2 .times. 10.sup.10 
8 .times. 10.sup.10 
1 .times. 10.sup.14 
100 min. 1 .times. 10.sup.10 
1 .times. 10.sup.11 
1 .times. 10.sup.14 
200 min. 5 .times. 10.sup.10 
1 .times. 10.sup.11 
1 .times. 10.sup.14 
______________________________________ 
TABLE 4 
______________________________________ 
Total ray Haze Surface intrinsic 
Examples transmissivity 
(%) resistance (.OMEGA./.quadrature.) 
______________________________________ 
20 86.0 0.8 5 .times. 10.sup.7 
21 85.7 1.0 1.5 .times. 10.sup.7 
22 83.2 2.6 3 .times. 10.sup.6 
23 84.5 1.4 2 .times. 10.sup.7 
24 85.0 1.2 8 .times. 10.sup.7 
______________________________________ 
TABLE 5 
______________________________________ 
Surface 
Total ray intrinsic 
Surface 
transmissivity 
Haze resistance 
pencil 
Examples (%) (%) (.OMEGA./.quadrature.) 
hardness 
______________________________________ 
25 83.7 2.5 3 .times. 10.sup.6 
5H 
26 84.0 2.3 2 .times. 10.sup.6 
5H 
27 82.1 3.1 3 .times. 10.sup.6 
5H 
28 85.0 2.3 2 .times. 10.sup.6 
5H 
29 82.9 2.6 4 .times. 10.sup.6 
6H 
30 83.2 2.5 3 .times. 10.sup.6 
6H 
31 82.5 3.2 5 .times. 10.sup.6 
6H 
______________________________________ 
TABLE 6 
______________________________________ 
Before taber abrasion 
After taber abration 
Surface Surface 
intrinsic Pencil intrinsic 
Pencil 
resist- hard- Haze resist- hard- Haze 
Ex. 32 ance (.OMEGA./.quadrature.) 
ness (%) ance (.OMEGA./.quadrature.) 
ness (%) 
______________________________________ 
No 10.sup.6 5H 4 10.sup.6 
5H 5 
buffing 
treatment 
Buffing 
10.sup.6 5H 3 10.sup.6 
5H 5 
treatment 
______________________________________ 
TABLE 7 
______________________________________ 
After After 1 After 30 After 24 
charge 
minute minutes hours 
______________________________________ 
Example 18 7.79 7.79 7.79 7.78 
Comparative 
7.78 7.77 6.92 6.30 
Example 13 
______________________________________ 
TABLE 8 
______________________________________ 
Surface intrinsic 
Haze 
resistance (.OMEGA./.quadrature.) 
(%) 
______________________________________ 
Comparative 1 .times. 10.sup.10 
23 
Example 14 
Example 1 3 .times. 10.sup.7 
7.8 
______________________________________ 
TABLE 9 
______________________________________ 
Comparative Example 26 
Determined Example 4 (Polyaniline) 
elements (Tin oxide) (%) 
(%) 
______________________________________ 
Na 1.84 --* 
K 2.60 0.01 
Al 0.04 0.03 
P 0.02 0.02 
S 0.13 --* 
Cr 0.04 --* 
Fe 0.11 --* 
Ni 0.15 --* 
Cu 0.07 --* 
Zn 0.12 --* 
Cl 10.87 --* 
Sn + Sb 56.08 --* 
______________________________________ 
*: below determination limitation (0.01%)