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Патент USA US2083984

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Patented June 15, 1937
" 2,083Q984
Guy H.v Buchanan, West?eld, N. J., assignor to
American Cyanamid Company, New York,
N. Y., a corporation of Maine
No Drawing.
Application December 30, 1932,
Serial No. 649.598
'1 Claims.‘ (Cl. 167-49)
The present invention relates to an insecticide
to combat the codling moth or the like.
There has been proposed the use of an insecti
cide compounded from a technical grade of beta
5 naphthol, and lubricating oil of the red engine
type, by impregnating a paper band with the ma
terial, which is then a?ixed or applied to a tree
on which the codling moth larvae cocoon.
active insecticide is the beta naphthol, while the
i0 lubricating oil is the carrier.
Numerous experiments conducted along this
line have disclosed that when the technical grade
of beta naphthol is used, there is a tendency after
a very short period of time for the beta naphthol
15 to crystallize or separate out of the oil carrier and
?ake off.
This ‘flaking and separation of the
active ingredient may occur either in shipment
or handling of the bands impregnated with the
mixture, or by reason of the action of wind and
20 rain upon the bands when in place on the trees.
Obviously if this ?aking occurs, the e?iciency of
the band as a combatting agent of the codling
moth larvae is decreased by just that extent.
The principal object of the present invention,
then fused with caustic soda at temperatures
ranging up to 300° C. or somewhat higher. When
the fusion is completethe mass is again drowned
in water and precipitated to effect separation of
the beta naphthol. The latter is collected by
?ltration. This is a crude naphthol and contains
isomeric bodies, hom'ologues, by-products and tar.
To obtain a product of high purity, the 'crude
may be carefully vacuum distilled. If the distilla
tion is'too prolonged, impurities pass over with
the distillate and the resulting product is of an
inferior quality. Thetechnical product usually
contains over 99%‘ beta naphthol.
speci?cations restrict the alpha naphthol content
to 1/2%.
As above set forth, if this technical grade'of
beta naphthol is used detrimental ?aking occurs,
but this may be avoided if the puri?cation distil
lation process of the crude beta naphthol is con
ducted only to the point where substantial quanti
ties of the tar or distillation residue remains in
the product. As a matter of fact, the crude beta
naphthol maybe used without any puri?cation
process whatever. On the other hand, the tech
25 therefore, is to produce a compound or mixture _ nical grade may be mixed with distillation resi 25
including beta naphthol which ,will not ?ake off dues or an oxynaphthoic resin to introduce into
the ?nal product su?iclent quantities of the tarry
even after long periods of time and under com
paratively rough handling conditions, which may matters to give the desired eifect.'
It is not possible to define the actual quantity
be applied to the tree either direct or through
of this tarry residue which normally occurs in the 30
30 the instrumentality of an absorbent medium.
crude beta naphthol as much depends upon the
. Experiments have very de?nitely pointed to the
fact that some kind of a beta naphthol separation process of manufacture'
As a preferred embodiment of the invention, a
preventing material is necessary either for the
purpose of de?nitely bonding beta naphthol to the
35 carrier, or to aid in the solubility of the beta
naphthol in the oil carrier.
It has been discovered that if a grade of beta
naphthol of a purity less than the technical grade
is used with a carrier, this detrimental ?aking is
40 prevented in a substantial degree. Further ex
periments have pointed to the fact that the rea
son for this action is the presence of the impuri
ties in the beta naphthol which may be generally
designated as beta naphthol tar. This impurity
45 may be an oxynaphthoic resin.
Beta naphthol can be prepared by many meth
ods. An accepted practice .is to sulphonate
naphthalene with sulphuric acid of at least 66°
Bé. at temperatures varying from 130° to 180° C.
50 The proportion of naphthalene to acid may be
varied between wide limits, some procedures using
at 1:1 ratio while other procedures go as high as
112. When the sulphonation is complete, the
mass is drownedin water and the acid separated
55bycrrstallizlnsasasodasalt. Thissodasaltis
proportion of beta naphthol to beta naphthol tar
should be substantially 3: 1.
In most cases it is preferable that this beta
naphthol of an ultimate purity less than technical
be mixed with a carrier of an oily nature. Lubri
cating oil of the red engine type has been found to
be eminently satisfactory. It has been found, 40
however, that other oils whether of mineral,
vegetable or animal origin, are suitable, although
as above set forth, a red engine oil having a
viscosity figure of 300 is preferable.
A mixture of beta naphthol, beta naphthol ad 45,
herent and 'oil in substantially the proportions of
3:1 to 1.5 have been found to be satisfactory for
most purposes. In this combination the beta
naphthol separation preventing material may be
either beta naphthol tar, cocoanut oil fatty acid,
aluminum ~.oleate, oleic acid, an oxynaphthoic
resin, or in fact any other material which will
prevent the separation of the beta naphthol from
-.the oily carrier and subsequent ?aking.
" It is to be noted that the beta naphthol tar, 65
beta naphthol distillation residues or oxynaph
obviously the invention is not to be restricted
thoic resins as proposed above, to prevent sepa ' thereto but is to be construed broadly and
ration. of the beta naphthol from the carrier or to only by the scope of the claims.
increase the solubility of the beta naphthoi in the
carrier. have certain desirable toxic properties. '
1. An insecticide containing beta naphthol and
I claim:
As a result of the use of these materials the total
an oil carrier therefor and a material for prevent- .
toxic effect of the beta naphthol is not diminished
ing separation of the beta naphthol from the oil.
as would be the case 'were'this separation pre
venting ‘material vof a more or less inert nature.
- 2. ‘An insecticide containing beta naphthol and
an oil carrier therefor and a material for pre
venting separation of the beta naphthol from the
One convenient method of applying this insec-" oil including beta naphthol tar.
10 This, of course, is a decided advantage.
ticide to trees is to impregnate an absorbent
medium therewith. ‘ This medium may be paper,
preferably of the crepe type, cloth or other fabric.
cotton or in fact any material of a substantially
absorbent nature or of a nature to which the
mixtures will adhere. These bands are then ap
plied to the tree by surrounding either the trunk
or the limbs thereof. The codling moth larvae in
3. ' An insecticide containing beta naphthol and
an oil carrier therefor and a material for prevent
ing separation of the beta naphthol from the oil
including the residue from a beta naphthol dis
4. An insecticide containing beta naphthol, an
oil carrier therefor and a material for preventing
separation of the beta naphthol from the carrier
20 seeking a dark place in which to cocoon, travel I including beta napthol tar‘, in substantially the 20
‘beneath the band and there perform this natural
‘function. The beta naphthol carried by the mix
ture is slowly given off so that the life within the
.cocoon is subjected to the action thereof for a
considerable period of time, resulting in death.
‘ Where it is inconvenient to apply the insecticide
proportions of 3: 1.5: 1.
5. An insecticide containing beta napthol, an
oil carrier therefor and a toxic material to pre
vent separation of the beta napthol from the car
6. A tree band including an absorbent medium
mixtures to a band, the material'may be painted
‘or otherwise applied to the bark of the tree, which
in itself acts as the absorbent medium with the
impregnated with beta napthol, beta napthol tar
same eil'ect.
impregnated with beta naphthol, beta naphthol 30
While the invention has been described with
particular reference to a speci?c combination of
materials and applied in a specific manner, yet
and an oil.
7. A tree band including an absorbent medium
tar and an oil in substantially the proportions of
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