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Patent 1078104 Summary

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(12) Patent: (11) CA 1078104
(21) Application Number: 1078104
(54) English Title: WOOD PRESERVATIVE
(54) French Title: PRODUIT DE PRESERVATION DU BOIS
Status: Term Expired - Post Grant
Bibliographic Data
(51) International Patent Classification (IPC):
  • B27K 3/50 (2006.01)
  • A01N 57/22 (2006.01)
(72) Inventors :
  • METZNER, WOLFGANG
  • KODDEBUSCH, HUBERT
  • CYMOREK, SIEGFRIED
  • HINTERBERGER, HELMUT
(73) Owners :
  • DESOWAG-BAYER HOLZSCHUTZ G.M.B.H.
(71) Applicants :
  • DESOWAG-BAYER HOLZSCHUTZ G.M.B.H.
(74) Agent:
(74) Associate agent:
(45) Issued: 1980-05-27
(22) Filed Date:
Availability of licence: N/A
Dedicated to the Public: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): No

(30) Application Priority Data: None

Abstracts

English Abstract


ABSTRACT OF THE DISCLOSURE:
An agent for preserving wood and wood materials,
characterized in that it consists of 0.5 to 7 % by weight of
a mixture of (a) at least one insecticidal alkoxyphenyl - N -
alkylcarbamate and/or alkyphenyl - N - alkylcarbamate soluble
in a non readily volatilizable or oleaginous organic solvent
having a vaporization factor above 35 and a flash-point above
30°C, and (b) at least one insecticidal halogenated or halogen-
free, thio- or thionophosphoric acid ester or thionophosphonic
acid ester, or a mixture thereof, soluble in a non readily
volatilizable or oleaginous organic solvent having a vaporization
factor above 35 and a flash-point above 30°C, said esters having
the general formula :
<IMG>
wherein R1 represents an alkyl radical having 1 to 4 carbon
atoms, R2 represents an alkyl or alkoxy radical having 1 to 4
carbon atoms or a phenyl radical, R3 represents a phenyl radical
or a phenyl radical substituted by 1 to 3 halogen atoms or by
lower alkyl or alkoxy groups, the weight ratio of (a) to (b)
varying from 3:1 to 1:3 ; about 0.3 to 10% by weight of at least
one fungicidal compound soluble in a non readily volatilizable
or oleaginous organic solvent having a vaporization factor above
35 and a flash-point above 30°C ; and at least 64 % by weight
of a non readily volatilizable, oily or oleaginous organic
solvent having a vaporization factor above 35 and a flash-point
above 30°C. The wood preservative of the invention is highly
effective and offers the wood or wood materials permanent
protection without impairing the quality thereof; it also provides
adequate preserving action even under weathering.


Claims

Note: Claims are shown in the official language in which they were submitted.


The embodiments of the invention in which an exclusive
property or privilege is claimed are defined as follows:
1. An agent for preserving wood and wood materials,
characterized in that it consists of 0.5 to 7 % by weight of
a mixture of (a) at least one insecticidal alkoxyphenyl-N-
alkylcarbamate and/or alkyphenyl-N-alkylcarbamate soluble in
a non readily volatilizable or oleaginous organic solvent having
a vaporization factor above 35 and a flash-point above 30°C,
and (b) at least one insecticidal halogenated or halogen-free,
thio- or thionophosphoric acid ester or thionophosphonic acid
ester, or a mixture thereof, soluble in a non readily volatil
izable or oleaginous organic solvent having a vaporization factor
above 35 and a flash-point above 30°C, said esters having the
general formula:
<IMG>
wherein R1 represents an alkyl radical having 1 to 4 carbon
atoms, R2 represents an alkyl or alkoxy radical having 1 to 4
carbon atoms or a phenyl radical, R3 represents a phenyl radical
or a phenyl radical substituted by 1 to 3 halogen atoms or by
lower alkyl or alkoxy groups, the weight ratio of (a) to (b)
varying from 3:1 to 1:3; about 0.3 to 10% by weight of at least
one fungicidal compound soluble in a non readily volatilizable
or oleaginous organic solvent having a vaporization factor above
35 and a flash-point above 30°C; and at least 64 % by weight of
a non readily volatilizable, oily or oleaginous organic solvent
having a vaporization factor above 35 and a flash-point above 30°C.
2. A preserving agent according to claim 1, character-
ized in that the weight ratio of (a) to (b) varies from 1:0.75
to 1:2.
19

3. A preserving agent according to claims 1 or 2,
characterized in that the insecticidal mixture is present in an
amount of 2 to 5 % by weight.
4. A preserving agent according to claim 1, character-
ized in that the non readily,oily or oleaginous organic solvent
is present in an amount of at least 72 % by weight.
5. A preserving agent according to claim 1, character-
ized in that the alkoxyphenyl-N-alkylcarbamate is of the
general formula :
<IMG>
wherein R'1 represents an alkyl radical of 1 to 4 carbon atoms and
R'2 represents an alkyl radical of 1 to 5 carbon atoms.
6. A preserving agent according to claim 1, character-
ized in that the alkylphenyl-N-alkylcarbamate is of the
general formula :
<IMG>
wherein R'1 represents an alkyl radical of 1 to 4 carbon atoms and
R'2 represents an alkyl radical of 1 to 5 carbon atoms.
7. A preserving agent according to claims 5 or 6,
characterized in that R'1 represents a methyl radical.
8. A preserving agent according to claims 5 or 6,

characterized in that R'2 represents an alkyl radical having 3
or 4 carbon atoms.
9. A preserving agent according to claim 1, character-
ized in that R1 represents an ethyl radical, R2 represents an
ethoxy radical and R3 represents a phenyl radical or a halogen-
substituted phenyl radical.
10. A preserving agent according to claim 9, character-
ized in that the insecticidal mixture includes 2-isopropoxy-
phenyl-N-methylcarbamate and/or butylphenyl-N-methylcarbamate.
11. A preserving agent according to claims 9 or 10,
characterized in that the insecticidal mixture includes (diethoxy-
thiophosphoryloxyimino)- phenylacetonitrile or 0,0-diethyl -O-
(.alpha.-cyanobenzylidene-amino)-thionophosphate and/or (diethoxy-
thiophosphoryloxyimino)-2-chloro-phenylacetonitrile.
12. A preserving agent according to claim 1, charaeter-
ized in that 0.5 to 20 % by weight of the non readily volatili-
zable, oily or oleaginous solvent is replaced by the same amount
of at least one organic bonding agent and/or fixing agent which
can be dispersed or emulsified in the non readily volatilizable,
oily or oleaginous solvent.
13. A preserving agent according to claim 1, character-
ized in that 2 to 15 % by weight of the non readily volatilizable,
oily or oleaginous solvent is replaced by the same amount of at
least one organic bonding gent and/or fixing agent which can be
dispersed or emulsified in the non readily volatilizable, oily or
oleaginous solvent.
21

Description

Note: Descriptions are shown in the official language in which they were submitted.


~C3713~0~
The present invention is concerned with an agent for
preserving wood and wood materials, which agent consists o~ pre-
determined amounts by weight of an insecticidal alkoxy-phenyl-~-
alkylcarbamate and/or alkyl-phenyl-N-alkylcarbamate, an insecti-
cidal thio- or thionophosphoric acid ester or thionophosphonic acid
ester, and a fungicidal compound,as well as a non readily vola-tili
zable, oily or oleaginous, organic solven-t having a vaporization
factor above 35 and a flash point above 30Cu
It is already known that numerous carbamates and thio-
phosphoric-acid esters have effective insecticidal action. These
compounds are therefore used mainly as pesticides, for the
protection of plants (cf., for instance, German Patent N.
1 137 895), as sprays and the like, for the direct or indirect
control of noxious insects. When these insecticides are used
in plant protection, they aré frequently required to decompose
after a certain length of time, to prevent them from being
absorbed into foodstuffs and thus harming human beings or animals.
It is also desirable to be able to wash these insecticides from
plants with water, so that fruits and vegetables treated with
these insecticides can be rinsed with water, before they are
eaten.
This means that many insecticides which are highly
effective for plants lose their effectiveness after a certain
length of time, even if they are properly applied, so that further
treatment may become necessary, depending upon the individual
case. As far as possible, most insecticides, in the form of
solutions, emulsions, concentrated sprays, and the like, should
not penetrate deeply into the plants, but should perform their
function on the surface of the plant, whence they may be rinsed
or removed after a certain length of time~ Systemic insecticides, -
on the other hand, do penetrate into the plants, but they de-
compose therein after a certain length of time, for example

~1~7~
within 3 weeks. Powdered insecticides often show little adhesion
and are easily washed away.
Furthermore, most insecticides are frequently required
to ~e selective in their action and must not harm beneficial
creatures such as bees, birds, and the like. As a result of this
requirement, many insecticides are effective only a~ains-t certain
pests, e.g. against mites and the like, and may have no effect
upon other insects.
Accordingly, the ~pplicant has checked numerous in-
sec-ticides to determine their suitability as wood-preserving
agents. During these tests it was found that many highly
effective insecticides having a broad spectrum of insecticidal
effectiveness, e,g~ insecticidal phosphoric-acide esters and the
like, cannot be used as wood-preserving agents.
The reason for this is that the demands made upon wood-
preserving agents differ considerably from those made upon
insecticides used in conventional fields, for plant protection
and as pesticides. Whereas plant-protecting insecticides are
intended to decompose ox be washed away after a certain length
of time, the effects of preserving agents are expected to be
long-lasting. Moreover, wood preservatives should not merely
adhere to the surface, thus immediately killing all animals
coming into contact with the wood, but should penetrate as
deeply as possible into the wood, in order to protect it against
subsequent attack. Even weathering should cause no substantial
loss of effectiveness and no substantial reduction in the
preservative action of the protective agent used for wood~ Since
wood, and wood materials, are not only attacked and destroyed
by numerous wood pests, insects, larvae thereof, and the like,
but are also threatened by vegetabLe agents of destruction (fungi
and the like~, an effective wood preservative must also be an
effective fungicide. It is also important that the action of the
-- 2 --

8~
insecticidal component be not impaired by the action of the
fungicidal component, or vice~versa.
It is therefore an object of the present invention to
provide a highly effective wood preservative which, even after
a long time, will have an adequate insecticidal and fungicidal
action in preserving wood, and which will offer the wood, or
wood materials, permanent protection, without impairing the
quality thereof, and also provide adequate preserving action
even under weathering, i.e. under the action of rain, snow,
frost and sunshine. Such wood preservative agent may not only
be used as a long-term fungicide and insecticide for protecting
wood, but also as a wood-protecting priming coat or as a wood-
protecting coloured or transparent coating, which will penetrate
satisfactorily into the wood or wood materials7
In accordance with the invention, there is thus
provided an agent for preserving wood and wood materials, which
consists of 0.5 to 7 % by weight, preferably 2 to 5 % by weight,
of a mixture of ~a) at least one insecticidal alkoxyphenyl-N-
alkylcarbamate and/or alkylphenyl-N-alkylcarb~mate soluble in a
non readily volatilizable or oleaginous organic solvent having a
vaporization factor above 35 and a flash-point above 30C, and
~b) at least one insecticidal halogenated or halogen-free, thio-or
thionophosphoric acid ester or thionophosphonic acid ester, or
a mixture thereof, soluble in a non readily volatllizable or
oleaginous organic solvent having a vaporization factor above
35 and a flash-point above 30C, the esters having the general
formula: R10 \ I fN :
p _ 0 - N - C - R3
R~
- 30 wherein Rl represents an alkyl radical having 1 to 4 carbon
atoms, R2 represents an alkyl or alkoxy radical having 1 to 4
carbon ~toms or a phenyl radical, R3 represents a phenyl
- 3 -
- - . ~ - - . . .

~ )78~
radical or a phenyl radical substituted by 1 to 3 halogen atoms
or by lower alkyl or alkoxy groups, the weight ratio of (a) to
(b) varying from 3:1 to 1:3, preferably from 1:0.75 to 1:2,
about 0.3 to 10% by weight of at least one fungicidal compound
soluble in a non readily volatilizable or oleaginous organic
solvent having a vaporization factor above 35 and a flash-point
above 30C, and at least 64 % by weight, preferably at least
72% by weight, of a non readily volatilizable, oily or oleaginous
organic solvent having a vaporization factor above 35 and a
flash-point above 30C.
In one preferred embodiment, the insecticidal mixture
contains an al]coxyphenyl-N-alkylcarbamate of the general formula:
\ OR'2
and/or an alkylphenyl-N-alkylcarbamate of the general formula: .
- 0 - C - NH - R'l :
~ R'
- wherein :
R'l represents an alkyl radical having 1 - 4 C-atoms, preferably
a methyl radical, and
R'2 represents an alkyl radical having 1 - 5 C-atoms, preferably ~- -
an alkyl radical having 3 or 4 C-atoms.
As halogenated, or halogen-free, thio- or thionophos-
- 30 phoric acid esterlor thionophosphonic acid ester, use is advan-
tageously made of an ester of the formula~
- 4 -

1(~7~0~
\ 11 0 N
and, preferably, ~diethoxy-thiophos~horyloxyimino)-phenylac~toni-
trile or 0,0-diethyl-0-(alpha~cyanobenzylidene-amino~~-thiono-
phosphate and/or (diethoxy-thiophosphoryloxyimino)-2-chlorophenyl-
acetonitrile.
The fungicides, used i:n the given weight ratios, are
fungicides known per se and soluble in non readil~ volatilizable,
oily or oleaginous organic solvents, preference being give~ to
a fungicidal chlorophenol, preferably penta- and/or tetrachloro-
phenol, or a fungicidal organometallic compound of tetravalent
tin, or a l-trityl-1,2,4-triazole of the general formula: .
N :
! ~
`R
.. .. .
wherein : :
R represents a fluorine, chlorine or bromine atom, a trifluoro- :
methyl, nitro or cyano group or an alkyl group having up to 4 . : :
. 30 carbon atoms, and
n is 1 or 2, as well as the salts thereof with organic or in- ~.
organic acids, preferably trifluoromethyl-triphenylmethyl-triazole
-- 5 -- :

iO78~
or a mixture of one or more of these fungicides.
According to one particularly advantageous embodiment,
use is made of a mixture consisting of 2-isopropoxy-phenyl-N-
methylcarbamate and/or butylphenyl-N-methylcarbamate and an
insecticidal, halogenated or halogen-free, thio-or thionophos-
phoric acid ester or thionophosphonic acid ester of the formula :
~ - 0 - N ~ C - ~ Hal
C H 0-~"
preferably, (diethoxythiophosphoryloxyimino)-phenylacetonitrile
or 0,0-diethyl 0-(alpha-cyanobenzylidene-amino)-thionophosphate
and/or (diethoxy-thiophosphoryloxyimino)-2-chlorophenylacetonitri-
le.
Although, in preliminary tests, numerous insecticides
having a broad spectrum of effectiveness, e.g. 0,0-diethyl-0-
~(2-isopropyl-4-methyl)-6-pyrimidyl/-thionophosphate, 0,0
dimethyl-0-2,2-dichlorovinyl-phosphatej diethyl-vinylphosphate,
and bis(dimethylamino)-phosphorylfluoride, etc., were found to be
unsuitable as wood preservatives, since much of their effectiveness
lost after the test has lasted for a certain length of time, it
was found, within the scope of the invention, that using a
combination of insecticidal alkoxy-phenyl-N-alkylcarbamate and/or
alkylphenyl-~-alkylcarbamate and at least one insecticidal,
halogenated or halogan-free, thio-or thionophosphoric acid ester
or thionophosphonic acid ester, produces a long-lasting wood
preservative with increased effectiveness. It was also found -~
that the addition of fungicidal substances produced no reduction
in the effectiveness of the insecticide~ Such wood preservative
penetrates satisfactorily into the wood and wood materials and
thus also produces a certain preservation and impregnation in
.
- 6 -

~7~
depth. During tests carried out in the open, it was also found
that the preservative retained its effectiveness even over a
long period of weathering, retaining its protective fungicidal
and insecticidal properties without in any way damaging
the wood.
According to a preferred embodiment of the inven-
tion, 0.5 - 20% by weight , preferably 2 - 15% by weight
of the non readily volatilizable, oily or oleaginous organic
solvent, or solvent mixture, having a vaporization factor above
35 and a flash-point above 30C, is replaced by the same amount
of at least one organic bonding agent and/or fixing agent which
can be dispersed or emulsified, but preferably cannot be dissolved,
in the said oily or oleaginous solvent or solvent mixture.
According to a particularly desirable embodiment, the
bonding agent used is a synthetic resin in the form of an emulsion,
dispersion, or solution, preferably an alkyd resin, a modified
alkyd resin, a phenolic resin and/or indene-cumarone resins.
Up to 10% by weight of bitumen or bituminous substances may also
be used as bonding agents. Furthermore, known dyestuffs, pigments,
water-repellants, deodorizers and inhibitors, corrosion-protection
agents and the like may be used. The water-repellants used may
be paraffins, waxes, lanolin and the like, in amounts of 0 2 to
5%, preferably 0 5 to 2% by weight of the wood-protective agent.
The fixing agents advant~geously used are above all
compounds which also prevent volatilization, and/or crystalliza-
tion and precipitatio~ of the effective ingredients. Preference
is given to the following:
a) plasticizers, e.g. alkyl-, aryl- or aralkylphthalates,
preferably dibutyl-, dioctyl- and benYylbutylphthalates,
alkyl phosphates or phosphoric-acid esters, preferably
tributyl-phosphate, adipates, preferably di-(2-ethyl-
hexyl)-adipate, stearates and oleates, e.g. alkyl
, -:

~7~
steara-te or alkyl oleate, preferably butyl oleate,
butyl ~tearate or amyl stearatc, bis-(dimethylbenzyl)-
ether, p-toluene-sulphonic-acid ethyl ester, glycerine
ester, glycerine ether or high-molecular-weight glycol
ether, and/or
b) oils, e.g. linseed oil, castor oil, tall oil and esters
thereof, and/or
c) flxing agents based on ketones and/or polyvinylalkyl
ethers, e.g. ketones with alkyl-, aryl- or aralkyl
groups, preferably benzophenone, ethylbenzophenone,
polyvinylalkyl ether, preferably polyvinylmethyl ether.
The non readily volatilizable, oily or oleaginous
organic solvents, having a vaporization factor above 35 and a
flash-point above 30C, preferably above 45C, are avantageously
solvents which are insoluble,or scarcely soluble, in water. Such ~ -
solvents may be mineral oils, arornatic fractions thereof, or
solvent mixtures containing mineral oils, preferably test benzene,
petroleum, gas oil and/or alkyl benzene, and the like.
Preference is given to the following mineral oils
having a boiling range of 170 - 220C, test benzene having a
boiling range of 170 - 220C, spindle oil having a boiling range
of 250 - 350C, petroleum and aromatics having a boiling range
of 160 - 280C, terpentine oil and the like.
In a preferred embodiment, use can also be made of
high-boiling-point mixtures of aromatic and aliphatic hydro-
carbons, having a boillng range of 180 to about 220C and/or
spindle oil and/or monochloronaphthalene, preferably a-monochloro- -
naphthalene.
The non readily volatilizable, oily or oleaginous
organic solvents, having a vaporization factor above 35 and a
... .... .
flash-point above 30C, preferably above 45C, may be partly
replaced by organic solvents which volatilize easily or relatively
. ,, , - , .. . . , ~ -- ~ - . - - :- -

~i7~
well, provided tha-t the mixture of solvents ~lso has a vaporiza-
tion factor above 35 and a flash-point above 30C, preferably
above 45C, and provided that the insecticide-fungicide mixture
is soluble in this mixture of solvents. In this cas, the insec-
ticide-fungicide mixture should be at least as soluble as it is
in the aforesaid oily or oleaginous solvents. It was found that,
depending upon the vaporization factor and flash-point of the
oily or oleaginous solvent used, the non readily, oily or
oleaginous organic solvent may be replaced by up to 20 %, prefer-
ably up to 15 %, of its weight, by a solvent having a lowervaporization factor.
As regards the fungicidal components, it has been
found that these may be used in different concentrations, depen~
ing upon the type of fungicide. ~etween 3 and 8% by weight of
chlorophenol, preferably penta~ andJor tetra-chlorophenol, was
found to be a particularly effective fungicide. Surprinsingly
enough, it was also found that fungicidal organometallic compounds
of tetravalent tin and fungicidal l-trityl-1,2-4-triazole impart
a very satisfactory fungicidal action to the wood preservative,
even in concentrations of between 0.3 and 2% by weight. The
preferred fungicide for the wood preservative therefore comprises
between 0.3 and 2% by weight of a fungicidal organometallic
compound of tetravalent tin and/or l-trityl-1,2,4-triazole of
the general formula:
N
~ N ~
~ ~ Rn
_ g _

~ 8~
wherein R represents a fluorine, chlorine or bromine atom,
a trifluoromethyl,nitro or cyano group, or an alkyl group
having up to 4 C-atoms, and n is 1 or 2, as well as the
salts thereof with organic or inorganic acids, and,preferably,
trifluoromethyl-triphenylmethyltriazole, or a mixture of one
or more of the above-mentioned funyicides.
Fungicidal, tetravalent tin-organic compounds known per
se may be used as the organometallic compounds o~ tetravalent tin.
The following fungicidal, tetravalent tin-organic compounds were
found to be particularly suitable for the wood preservative
according to the invention : bis-(tri-butyl tin)oxide, tri-n-
butyl tin trichloracetate, tri-n-butyl tin-8-oxyquinoline, tri-n-
butyl tin pentachlorophenolate, tri-n-butyl tin bis ethylene-
thiocarbamate, tri-n-butyl tin benzoylcyanoacetic acid, tri-n-
butyl tin dimethyl arsenic acid,tri-n-butyl tin fluoride, tri-n-
butyl tin rhodanide, tributyl tin dichlorophenolate, and the
adduct tri-n-butyl tin acrylate/hexachlorocyclopentadiene.
However, the a~ove-mentioned preferred fungicides,
may also be replaced by other fungicides soluble in oily or
oleaginousoryanic solvents having a vaporization factor above 35
and a flash point above 30C, preferably above 45C, or by mixtures
of these fungicides with the previously mentioned fungicides,
e.g. fungicidal, oil soluble naphthenates, preferably zinc and/or
copper naphthenates: 8-oxyquinoline or the fungicidal, oil-solu-
ble salts or derivatives thereof, preferably phenyl-mercury-8-
oxyquinolate; fungicidal compounds and derivatives or mixtures of
chlorophenols, preferably compounds or mixtures of penta- and/or
tetrachlorophenol with not easily volatilized amines, e.g.
rosinamine, nitrophenols and nitrochlorsphenols and/or nitro-
chlorobenzene~, especially 1,2-dinitrotetrachlorobenzene; oil-
soluble, fungicidal, metal-organic compounds, e.g. of copper,
-- 10 --

~L~378~
zinc, manganese, cobalt, chromium or mexcury, e.g. in the form of
caprylates, napthenates, oleates and the like, fungicidal salts
of N-nitroso-N-cyclohexylhydroxylamine, preferably of the aluminum
salt of N-nitroso-~-cyclohexylhydroxylamine and/or N-trichloro-
methylthiotetrahydrophthalimide . However, in using N-nitroso-N-
cyclohexylhydroxylamine and/or the aluminum salt of N-nitroso-N~
cyclohexylhydroxylamine, it must be taken into account that these
fungicidal compounds appear ~o be suitable only fox specific
types of wood and wood ungi. Creosot~-o:il distillat~ and/or
creosote oil may also be used in part in the fungicide mixtures.
According to another preferred embodiment, the non
readily, volatilizable, oily or oleaginous organic solvent is also
a fungicide, e.g. chloronaphthalene, preferably monochloronaph-
thalene and/or dichloronaphthalene. This is an exceptional case
where the concentration of the ungicide is exceeded. However,
monochloronaphthalene and/or dichloronaphthalene are preferably
not used as the sole fungicide, but in conjunction with other
solvents and/or fungicides, within the scope of the present
. inventionO
According to the active components used, it may be
desirable to use additional emulsifiers and/or wetting agents.
From the point of view of effectiveness o the wood
preservative and reduction of corrosion, it is desirable to use
the preservative in conjunction with mandelic acid and/or
benzotriazole. This combination prevents discolouration of the
wood preservative in sheet-metal tanks, or when the said preserva-
tive acts upon wood containing metal or metal parts, as a result
of corrosion~ These corrosion preventatives are preferably used
in amounts of between 0.05 and 0.2% by weight.
The preservatives are often made in the form of
concentrates which may be diluted to normal strength, upon arrival
at the worksite, with non readily volatilizable, oily oroleaginous
.
-- 11 -- .:.
- : :

~78~
organic solvents. This makes it possible to produce highly
effective concentrates which will also reduce transportation cos~s.
In the case of the wood preservative according to the
invention, the production of a concentrate is also particularly
advantageous. In such a concentrate, o course, th~ amount of
the insecticide mixture and fungicide is increased (preferably
uniformly), so that the preservative can be d:iluted to the correct
concentration, after transportation, by the addition of the oily
or oleaginous solvents, i.e. -to the concentration at which it will
be used.
The amount of the wood preservative according to the
invention which is to be used will differ according to the field
of application, the concentration of the active ingredients, and
the like. It is generally between 100 and 350 g/m2, preferably ~-
between 150 and 200 g/m2. The following are preferably used as
wood and wood materials: dry wood, chipboard, plywood, building
wood, planks, panels, wood for windows, doors, floors, ceilings
shuttering, fences, walls, roofs, furniture, piles, masts and the
..... . .... .
likeO
Comparison tests.
Preservatives tested and test methods.
1% impregnating-agent solutions of (diethoxy~thiophospho- -
ryloxyimino)-phenylacetonitrile (or 0,0-diethyl-0-(alpha-cyano-
benzylidene-amino) thionophosphate), (diethoxy-thiophosphorylo-
xyimino)-2-chlorophenylacetonitrile and 2-isopropoxyphenyl-N-
methylcarbamate, in an oryanic solvent having a vaporization
factor above 35 and a flash-point above 30C, with a ~oiling
range of between 180 and 210C, were produced. The impregnating
agent also contained tributyl phosphate, as a fixing agent~
Tests were made with the active ingredients alone and
combined in-specific weight ratios.
For these tests, circular filters were impregnated with

~C97~3~LO~
the dilute impregnating agent and were dried for 8 days in the
open. Thereafter, small glass tubes (diameter 2 cm, height 5 cm),
filled with two moist discs of synthetic foam (polyurethane foam),
were placed on the filters. 50 mg of lining wood and 30 reticuli-
termes-santonensis workers were placed in each tube. The test~
lasted for 21 days.
These tests were arranged in such a manner that -the
amount of active ingredient in one series wa~ 20 g/m2 and the
amount in the other series was 25 g/m . The resul-t~ are reported
in the following Tables I and II.
TABLE I
. _ _
Protective Agent g/m (Average Value) Damage
_
1 % (Diethoxy-thio
phosphoryloxyimino)
-phenylacetonitrile 20 70 Pitting
(or 0,0-Diethyl-0-
(alpha-cyanobenzylidene-
amino~thionophosphate)
. _ ~
1 ~O ~Diethoxy-thiophos-
phoryloxyimino)-2- 20 70 Pitting
chlorophenylacetonitrile
_ _ _ _
1 % 2-Isopropoxiphenyl- 20 84 Major
N-methylcarbamate Damage
. _ . _ .
0.25 % (Diethoxy-thio-
phosphoryloxyimino)
-phenylacetonitrile
tor 0,0-Diethyl-0
(alpha-cyanobenzylidene- 20 90 Pitting
amino)thionophosphate)
+ 0.75 % 2-Isopro-
poxyphenyl-N-methyl-
C~ ~tr ~ _ _
,
:
13 -

8~
TABLE I (cont.)
_ . I
Protective Agent Amount % Dead Damage
. ~ g/m (Average Value)
_. _
0.25 % 2-Isopropoxyphe-
nyl-N-methylcarbamate
+ 0.75 % (Diethoxy-
thiophosphoryloxyimino) 20 88 Pitting
-phenylacetonitrile (or
0,0-Diethyl-0-(alpha-
cyanobenzylideneamino)
thionophosphate)
_ __ _ _ _
0.25 % (Diethoxythio-
phosphoryloxyimino)-2-
chlorophenylacetonitrile 20 86 Pitting
~ 0.75 % 2-Isopropoxy-
phenyl-N-methylcarbamate
_ _ _ , __ _ _ . .
0.25 % 2-Isopropoxyphenyl .
N-methylcarbamate 20 85 Pitting
+ 0.75 % (Diethoxythio-
phosphoryloxy.imino)-2- .
chlorophenylacetonitrile
. . _ _
TABLE II
, _ _ _ _
Protective Agent Amount % Dead Damage
g/m (Average Value)
. _ _ ~ ,
1 % (Diethoxy-thio-
phosphoryloxyimino)
-phenylacetonitrile(or 25 90 Pitting
. 0,0-Diethyl-0-(alpha-
.cyanobenzylidene-amino)
thionophosphate
, _ . . ~-"' .
1 % (Diethoxy-thiophos- .
phoryloxyimino)-2-chloro- 25 90 Pitting : :
phenylacetonitrile . :
_ .
1 % 2-Isopropoxyphenyl- . Major
N-methylcarbamate 25 93 Damage
~~_ _ . . . .
.
- 14 -

~7~
TABLE II tCont.)
_ , _ _ _
lAmount % Dead
Protectlve Agent 2 D~nage
¦ g/m ~Average Value)
. _ _ _ __
0.25 % (Diethoxy-thio-
phosphoryloxyimino)-
phenylacetonitrile (or
0,0-Diethyl-0- (alpha- 25 100 Pittingcyanobenzylidene-amino)
thionophosphate
~ 0.~5 % 2-Isopropoxy-
phenyl-N-methylcarbamate _ _ __ __ __ __
0.25 % 2-Isopropoxy-
phenyl-N-methylcarbamate
~ 0.75 % (Diethoxy-thio-
phosphoryloxyimino) 25 100 Pitting
-phenylacetonitrile (or
0,0-Diethyl-0-(alpha-
cyanobenzylidene-amino)
thionophosphate)
. ,- _
0.25 % (Diethoxy-thio-
phosphoryloxyimino)-2-
chlorophenylacetonitrile 25 94 Pitting
~ 0.75 % 2-Isopropoxy-
phenyl-N-methylcarbamate
_ _
Solvent
(with no active Major
ingredients. but with 25 28 Damage
fixing agents)
. _ ~ ~
'. '- '-'
It may be gathered from these comparison tests that
maintaining specific mixing ratios increases t~e effectiveness
of the protective agent, and that this increase is greater than
the cumulative effect of the individual substances~
The average number of termites killed in each three
comparison test3 is shown under "% dead". "Major dal~lagc"
indicates substantial material destruction. "Pitting" indicates
only paxtial destruction or minor damage, e.g. locations where
the ~ermites had begun to work but had not produced extensive
damage. During the course of the tests, it was found, surpris-
ingly enough, that the combination of the ingredients kill the
'
- 15 -
- . . -: - . ,. . - ~ - ,

~.~7~
termites faster -than individual ingredients.
Example 1
Penta- and/or Tetrachlorophenol 5.0 % by weight
Isopropoxyphenyl-N-Mekhylcarbamate 0.6 % by weight
0,0-Diethyl -0- (~-cyanobenzylidene-
amino)-thionophosphate or (Diethoxy~ 1.8 % by weight
thiophosphoryloxyimino)-phenylaceto-
nitrile
Alkyd resin (100%) 12.0 æ by weight
Siccative solution 0.2 % by weight
Aromatic and aliphatic hydrocarbons
(boiling range : 180-212C~ 80.4 % by weight
100.0 % by weight
This preservative is suitable for a wood-protec-ting
priming agent and is effective against fungi and insects, includ-
ing termites.
Example 2
Bis -phenyl- (3-trifluoromethylphenyl)
-1-(1,2,4-triazolyl)-methane 1.0 % by weight -
2- sec.-Butylphenyl -N-methylcarbamate1,0 % by weight
2- Isopropoxyphenyl -N-methylcarbamate 1.0 % by weight
0,0-Diethyl -0- (a-cyanobenzylidene-
amino)--thiono-phosphate or (Diethoxy-
thiophosphoryloxyimino)-phenylacetonitrile 1.5 % by weight
Benzotriazole 0~05 % by weight
Organic phosphates (plasticisers)6,0 % by weight
Aromatic and aliphatic hydrocarbons
(boiling range : 180-212C) 89.45 % by weight
100.0 % by weight
This wood preservative is a resistant protec-tive agent
with a simultaneous inhibiting effect against insects, including
termi es. It is also an effective fungicideO
- 30
- 16 -

i~37~3~~
Example 3 :
Pentachlorophenol 5.5 % by weight
2-sec. sutylphenyl -~-methylcarbamate 1.0 % by weight
0,0 Diethyl -0- (~-cyanobenzylidene-
amino)-thionophosphate or (Diethoxy- 2.0 % by weight
thiophosphoryloxyimino)-phenylaceto-
nitrile
Ben20triazole 0.1 % by weight
Alkyd resin (100 %) 4.0 % by weight
Aromatic and aliphatic solve~ts
(boiling range : 180-212C) 87.4 % by weight
100.0 % by weight
This mixture is a preventative wood preservative.
Ex~ le 4 :
Bis- phenyl- (3-trifluoromethylphenyl~
-1-(1,2,4 -triazolyl)methane1.5 % by weight
2- Iso-propoxyphenyl -N- methylcarbamate 1.5 % by weight
0,0 Diethyl -0- (a-cyanobenzylidene-
amino)-thionophosphate or (Diethoxy- 2.0 % by weight
thiophosphoryloxyimino)-phenylaceto-
nitrile
a- Monochloronaphthalene, techn.50.0 % by weight
Linseed oil 6.0 % by weight
Spindle oil(boiling range: 250-320C) 39.0 % by weight
100.0 % by weight
This wood preservative has a good inhibitive action
against insects, especially termites. It has excellent penetra-
tion and long-lasting effectiveness, even under weatheringO
The fungicidal effect of this mixture i5 also very
good~
- 17 -
- , . - . , -
. .

~8~
Example 5
Bis-phenyl- (3-trifluoromethylphenyl -l- 1.5 % by weight
(1,2,4, -triazolyl)methane
2- Isopropoxyphenyl -~- methylcarbamate 0.75 % by weight
0,0- Diethyl -0- (~-cyanobenzylidene-
amino)- thionophosphate or (Diethoxy- 1.5 % by weight
thiophosphoryloxyimino) - phenylacetonitrile
Alkyd resin (lO0 %)15.0 % by weighk
Linseed oil varnish5~0 % by weight
Benzotriazole 0.05 % by weight
Siccative + Agent for preven-ting the
foxmation of a skin0.3 % by weight
Aromatic and aliphatic solvents72.90 % by weight
Inorganic and organic pigments3.0 % by weight
lO0.0 % by weight
This wood preservative products a transparent coloura-
tion of the wood and protects it against fungi and insects.
Exam~le 6 - -
Penta-and/or Tetrachlorophenol5.0 % by weight
Phenyl mercury oleate0.5 % by weight
Isopropoxyphenyl-~-Methylcarbamate0.6 % by weight
0,0-Diethyl - 0- (a-cyanobenzylidene-
amino)-thionophosphate or (Diethoxy- 1.8 % by weight
thiophosphoryloxyimono)-phenylacetonitrile - -
Alkyd resin (100 %)12.0 % by weight
Siccative solution- 0.2 % by weight
Aromatic and aliphatic hydroc~rbons
(boiling range: 180 - 212C)79.9 % by weight
lO0.0 % by weight
- This preservativ~ is suitable as a wood-protecting
priming agent and is effective against fungi and insects, includ-
ing termites and blue moulds.
- 18 -
:

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Administrative Status

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Event History

Description Date
Inactive: IPC from MCD 2006-03-11
Inactive: Expired (old Act Patent) latest possible expiry date 1997-05-27
Grant by Issuance 1980-05-27

Abandonment History

There is no abandonment history.

Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
DESOWAG-BAYER HOLZSCHUTZ G.M.B.H.
Past Owners on Record
HELMUT HINTERBERGER
HUBERT KODDEBUSCH
SIEGFRIED CYMOREK
WOLFGANG METZNER
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
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Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Cover Page 1994-04-07 1 25
Claims 1994-04-07 3 109
Abstract 1994-04-07 1 41
Drawings 1994-04-07 1 12
Descriptions 1994-04-07 18 721