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Патент USA US2405743

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Patented Aug. 13, 1946
rEs
2,405,743
‘
'
INSECTICAL COOSI'R’IONS
Samuel ll. Ger-tier, Washington, D. 0., assignor to
United States
of America as represented by the
Secretary of Agriculture and his successors in
omce
No Drawing. Application June 27, 1945,
- Serial No. 601,914
,
is Claims.
(o1. rev-so)
(Granted under the ast of March 3, 1883,. as
amended April 30, 1928; 3%) Q. G. ‘757)
2
This application is made under the act of
March 3, 1883, as amended by the act of April 30,
' wetting agent, in water. In all the examples
where a spray composition was used on the
1928, and the invention herein described, if pat
European
ented, may be manufactured and used by or for
the Government of the United States of America
for governmental purposes without the payment
to me of any royalty thereon.
This invention relates to insecticidal composi
tions for destroying or checking the growth .or
multiplication of living organisms, whether plant
or animal, which are economically injurious to
corn borer, the concentrations shown .
denotethe use,'substantially, of the pure coin
pound per 100 gallons of water? In all other
cases, the spray compositions denote concentra
tions or the mixture’ of the compound and the
respective spray carrier per 100 gallons of water.
ExAiurLn l
10
‘ 1~phenyl-Z-nhenylsalfonylhydrazine
man.
A spray composition containing l~phenyl==2=
An object of the invention is to‘ provide insecti~
cidal compositions for dusting or spraying delicate
phenylsuli’onylhydrazine in ' a concentration of
vegetation such as bean plants, peach trees, and 15 about two pounds of this compound to about 100
gallons of water, when- sprayed on cauli?ower
plants grown under glass, which will not cause
injury to foliage.
leaves which were exposed to newly hatched
larvae of the European corn borer, gave a 100 per
A' further object of the ‘invention is to provide
insecticidal compositions which are relatively cent ‘kill in 48 hours. _A similar spray composi
nontoxic to man and to domestic animals when 20 tion, when used in a concentration of only about
one pound of the compound‘ to 100 gallons of
taken by mouth, and which can be used in the
water under the same conditions, gave a 99.4 per
'place of lead arsenate and other arsenicals for
cent kill in 48 hours.
destroying insects without leaving harmful resi
A dust composition prepared by intimately
dues on fruits and vegetables.
Other objects will be apparent from the follow
ing description of the‘invention.
25 mixing one part of the above compound with three
parts of pyrax, or pyrophyllite, when dusted on
pumpkin leaves which were fed to the fourth
I have found that a phenylhydrazide of an
aromatic sulfonic acid which may be designated
by the general formula
Qiiiii’-..
g
instar melon worm, gave a 96 percent kill in three
days, as against a 79 percent kill with a diluted
30 DDT dust in the same period.
in which R is selected'from the group consisting
of phenyl and tolyl‘radicals, when incorporated
in a carrier to form a spray or dustvcomposition,
A spray composition, in a concentration'of. the '
above 1:3 mixture of the compound with pyrax or
pyrophyllite per 100 gallons of water, gave a. 100
percent kill in three days on the same insect.
A dust composition prepared by intimately mix-l. ing one part of the compound with three parts
and when so applied to material liable to attack I of pyrax or pyrophyllite, when dusted on collard
leaves which were fed to the fourth instar south?
by insects, has speci?c toxic effects upon harm
ern army worm, gave a 100 percent kill in two days
ful insects. The carrier forming a dust compo
as against a 42 percent kill with a dilute DDT
sition is a mixture of a dust, like pyrophyllite or 40 dust
in the same period.
pyrax, with a sticking agent like glue, casein,
A
similar dust composition prepared as above.
rosin, and so forth. The carrier forming a spray
when dusted on Swiss chard leaves which were
composition is a mixture of a dust, like pyro
fed to the fourth instar southern beet web worm,
phyllite, or pyrax, a wetting agent, such as
gave a 100 percent mortality in three days.
saponin, sodium lauryl sulfate, soap, and so forth,
A spray composition, in a concentration of four
and water, the function of the wetting agent being
pounds
of the above 1:3 mixture of compound and
to form a suspension of the compound in the
pyraxor
pyrophyllite per 100 gallons of water,
water when the compound is incorporated
gave a 100 percent kill in three days on the same
therein.
,
In the following examples, which are illustra~= 50
tive of the invention, a dust composition will be
understood to be a composition comprising the
compound shown, a suitable dust, and a sticking
insect.
‘
'
'
A smear composition comprising the above
compound in, benzol mixed with lampblack and
applied as a smear to domestic animals infested
with
newly hatched screwworm larvae, gave com
agent. A spray composition will denote a sus
control at a. concentration of 0.1 percent to
pension of the compound, a suitable dust, and a 55 plete
0.17 percent of the compound.
O
3
.
4
'
.
and a mixture of a dust,‘a wetting agent, and
M132
water.
1 -phenyl-‘2-(p-tolylsuljo1lzgl) hydrazine .
‘
'
4. An insecticidal composition comprising
Pyrophyllite, a sticking agent," and a compound
of the general formula
, A dust composition containing ,l-phenyl-Z-(p
tolylsulionyl) hydrazine, when dusted on collard
leaves which were fed to the fourth instar south
His.
ern army worm, gave a 100 percent kill in three
days. Similarly, a spray composition when used
-<:>
A v
in a concentration of 8 pounds per 100 gallons of
water, gave a 100 percent mortality in three days. 10 in which R is selected from the group consisting
A dust composition, when‘d‘usted on pumpkin
of phenyl and tolyl radicals.
5. An insecticidal composition comprising
- leaves which‘ were red to the fourth instar melon
pyrophyllite, a wetting agent, water, and a com
worm, gave a 100 percent kill in three days.
A spray composition, containing the compound
pound oi the general formula
in a concentration of about two pounds or the 16
compound per "100 gallons of water, when sprayed
on cauli?owerleaves which were exposed to newly
hatched larvae of the European corn borer, gave
a 96.5 percent 1:111 in two days, and when used
in which R is selected from the group consisting
in a concentration of about four pounds of the 20 of phenyl and tolyl radicals.
compound per 100 gallons of water on the same
insect, gave a 99.5 percent kill in the same time.
' 6. ‘An
insecticidal
composition
comprising
pyrophyllite, a. sticking agent; and 1-phenyl-2
‘ A" dust composition, when dusted on Swiss
chard leaves which were fed to the fourth instar
phenylsulfonylhydrazine.
'1. An insecticidal composition
southern beet webworm, gave a 100 percent kill
pyrophyllite, a sticking agent, and 1-pheny1-‘2
in three days.
(p-tolylsulfonyl)
_
'
hydrazine. '.
comprising
_
_
_
_
l
8. An insecticidal composition "comprising
A spray composition, when used in a concen
tration of 8 pounds per 100 gallons of water, gave
pyrophyllite, a wetting agent, water, and l-phen
a 96 percent kill in three days on the same insect
yl-Z-phenylsulfonylhydrazine. .-
-
'
9. An. insecticidal composition comprising
and under the same conditions. shown above. 30
A smear composition, comprising the compound
pyrophyllite, a wetting agent, water, and l-phen
in, benzol mixed with lampblack and applied as
yI-Z-(p-tolylsulfonyl) hydrazine.
a smear to domestic animals infested with newly
10. The method of destroying insects compris
hatched larvae of the screwworm, gave complete - ingtreating material liable to attack by said he
control at a concentration of 0.17 percent to 0.33 35 sectswit'h an insecticidal composition containing
as its essential active ingredient a compound of
percent of the compound.
It was found that both’ of the compounds in
the general formula
dicated in Examples 1 and 2 were practically
‘
n n o
harmless to various types oi foliage such as
pumpkin, collard, peas, beets, and Swiss chard. 40
It is to be understood that the above examples
are not to be construed as limiting either the
in which R is selected from the group consisting
method of application of these novel. insecticides
of phenyl and tolyl radicals.
or the kind of insects to which they may be ap
11. The method of destroying insects compris
45 ing treating material liable to attack by said in
plied.
Having thus described my invention, I claim:
sects with‘ an insecticidal composition containing
1. An insecticidal composition comprising a
as its essential active ingredient l-phenyl-2
Oct-R
»
.v . compound of the general formula
phenylsulfonylhydrazine.
i ‘i ‘i
50
in which R is selected from the group consisting
of phenyl and tolyl radicals, incorporated in a
~
12. The method of destroying insects compris
ing treating material liable to attack by said in
sects with an insecticidal composition containing
as its essential active ingredient l-phenyl-2(p
rtolylsulfonyl) hydrazine.
13. The methodof controlling infestations of
carrier selected from the group consisting of. a 55 screwworm in domestic animals and cattle, com
mixture of a dust and a sticking agent and a mix
prising treating the infested areas with a smear
ture of a dust, a wetting agent, and water.
composition containing benzol, lampblack, and
2. An insecticidal composition comprising
a low concentration of a compound of the gen
l-phenyl-2-phenylsulionylhydrazine incorporat
ed in a carrier selected from the group consist 60
ing or a mixture of a dust and a sticking agent
and a ‘mixture of a dust, a wetting agent, and
water.
3. An insecticidal composition
.
comprising
1-phenyl-2-(p-tolylsulionyl)hydrazine incorpo
rated in a carrier selected from the group con
sisting of a mixture of a dust and a sticking agent
eral formula
‘
H ii
Oiii...
A
in which R is selected from the group consisting
of phenyl and tolyl radicals.
SAMUEL I. GERTLER.
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