Note : Les descriptions sont présentées dans la langue officielle dans laquelle elles ont été soumises.
1075099
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This invention is for improvements in or relating to
wood protection, more particularly for the new use of the com-
pound of formula
3 ~ -Ccl2-ccl2F
[N-(1,1,2,2-tetrachloro-2-fluoroethylthio)-methanesulfoneanilide]
as a wood protectant.
The preparation of the compound I is described in
British Patent Specification No. 1242266 in which the compound
J and a use thereof is claimed. From this specification it is
known that the compound I shows activity against Eimeria tenella.
It is also known that the compound I besides acaricidal activity
shows activity against various fungi such as for example
l`-i Rhizoctonia solani and Fusarium solani (known to be active, i.e.
~,. .
as plantpathogenes),as well as Aspergillus niger and Penicillium
sp. These later organisms are known, i.a. to cause discolora-
tions of wood surfaces and of paints.
It is well-known that in view of the great differences
met within the fungi, good activity against one class of fungi
does not necessarily mean good activity against other classes,
even any activity at all.
Much to our surprise we have now found that the com-
pound I shows very high activity against wood destroying fungi
such a~ for example Coniophora cerebella, Polyporus vaporarius
and Merulius lacrymans. This activity is very high not only
when compared with the activity of other well-known plant patho-
genic fungicides, but also when compared with some well-known
and widespread wood protectants such as TBTO (tributyltinoxide),
PCP (pentachlorophenol) and dichlofluanid.
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1075099
Accordingly, the invention related to a process of
treating wood by means of compound I, in order to prevent or at
least hamper an attack by wood-destroying fungi.
`~ Suitable compositions of the present invention are pre-
pared by incorporating the compound I in any of the liquids nor-
mally used in preparing wood protective compositions, and first
and foremost such organic liquids in which the compound I i8
soluble to the desired concentration. Usually a liquid hydro-
; carbon, or mixture of hydrocarbons, is used, preferably a liquid
aliphatic hydrocarbon or a mixture of such aliphatic hydrocarbon
or a mixture of such aliphatic hydrocarbon or hydrocarbons with
q a proportion of aromatic hydrocarbons or related compounds, and - -
- preferably white spirit or kerosene or similar commercial liquid
hydrocarbon fractions. The concentration of active substance
in the liquid composition usually will range from 0,196 and 10% --
by weight, and preferably from 0,1% to 296 by weight. However,
the concentration is not critical, and should only be high enough
to secure that a protection is obtained by means of the selected
type of treatment. The types of treatment made use of are the
conventional ones, which are abundantly described in the tech-
nical literature. For example, detailed descriptions may be
found in F.P. Kollmann, Wilfred A. Coté Jr., "Principles of Wood
~ Science and Technology", Vol. 1, chapter 5, p. 136-157, Springer-
- Verlag, New York (1968), F. P. Kollmann, Wilfred A. Côté Jr.,
Alfred J. Stamm, "Principles of Wood Science and Technology",
Vol. 2, chapter 2, p. 107-111, Springer-Verlag, New York (1975),
and "Ullmann's Enzyklopadie der Technischen Chemie", 3rd Edition
(1957), Vol. 8 p. 539 ff. When using such treatment, comprising
various surface treatments (brushing, immersion etc.), sap-
displacement methods
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1075099
(such as the Boucherie-method), tank-impregnation methods (such
as Ruping's method or Rutger's method), a concentration of active
substance in the above-mentioned range of 0,1 to 10% by weight
will always be useful, and a concentration of from 0,1 to 2~ will
normally be satisfactory. Naturally, it can be desired to some-
what vary the composition, and especially the concentration,
according to various factors such as the type of wood, and the
use made of the wood, the degree of wanted protection, and the
method of treatment (for example, brushing or impregnation by
means of pressure), but the skilled art worker will without any
difficulties know which composition, and method, will be pre-
ferable.
The composition may, if so desired, contain an ingre-
dient serving to help in binding the active substance to the
wood. An addition of such binder is per se well-known in the
art. Use may be made, for example, of a usual alkyd-resin binder
or of linseed oil or other commonly used varnish material. The
concentration of such binder may vary considerably, in accord-
ance with specific desires, for example, up to 10% by weight or
even more. As a suitable composition for treating wood may be
mentioned a liquid composition containing about 4~ by weight of
the compound I, 9% by weight of a usual alkyd-resin binder
(or a similar quantity of linseed oil) and 87% by weight of
white spirit.
The invention is useful for the protection of all kinds
of wood susceptible to the attack of wood-destroying fungi, such
as pine, fir, beech, for example, in the form of posts, poles,
boards, beams and all kinds of timber for building purposes.
The activity of the substance in question is exemplified
by test for activity against the wood destroying fungus Coniophora
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`` 1075099
cerebella.
Two different test methods were used.
'`
Test method 1
Slices of pine wood, 7 x i.6 x 0.2 cm3 were dried 24
, hours at 103C, and then weighed.
; A concentration series of 4, 2, 1, 0.5, 0.25 and 0.125%
of the substance for testing was prepared as a solution in white
-1 spirit containing 9% of an alkyd binder.
Impregnation was made by dipping the wood slices for a
short time into the solution. The wet slices were weïghed, and
uptake should be about 100 kg. of the solution per cubic meter.
j After drying two days at room temperature the slices
, were packed in steramide bags and sterilized by radiation, pre-
. ferably U.V. or gamma-radiation.
Glass bottles containing 500 ml of soil specially
nutrified for the growing of Coniophora cerebella ~a~ ste~ilized
by autoclaving for 3 hours at 120C, and then cooled.
~ he wood slices were placed in the bottles, the soil ino-
culated with Coniophora cerebella,and incubated four weeks at 22Cand 70% relative humidity.
After incubation the slices were carefully brushed, then
dried at 103C and weighed. The weight loss was calculated in per
cent-of the initial weight.
~ Test method 2.
`/ Test specimens of beech and pine are thoroughly impregnated
with 0.25% solutions of the compounds to be tested.
The specimens are then placed in unsterilized standard
soil and deposited at 22C and 90% relative humidity.
~ 30 After 12 weeks the specimens are removed from the soil,
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1075099
cleaned and dried. The weight-loss is determined in per cent of
the initial weight.
Example No. 1.
Activity of compound I compared with well-known wood
protectants.
Using test method 1. the following compounds were tested,
A Compound I
B PCP ~ abiethylamine (1/1 by moles)
C PCP + TBTO (1/1 by moles)
D Dichlofluanid
- E 2,3-dichloro-1,4-naphthoquinone
Table No. 1.
- Comp. per cent active ingredient
4% 2% 1% 0.5% 0.25%0.125% 0% 0%
A 0.0 0.00.0 0.0 0.0 4 18.9 33.0
B 1.8 6.218.4 29.0 - - 19.8 40.4
C 0.0 0.00.0 3.6 18.0 >20 20.7 31.9
D ~ 0;7 0.90.7 1.2 14.0 >20 18.5 38.3
E _ 19.026.6 27.0 - - 18.8 37.9
The results listed are % weight-loss.
Example No. 2.
Activity of compound I compared with well-known plant -
patogenic fungicides.
Using test method 1. the following compounds were tested,
o
N-S-~-Cl Folpet.
Cl
1075099
.
B:~ Cl
N-S-~-Cl Captan
.
C:3 N-~-N-S-C-F Dichlofluanid
CH3~ 1 ¦
Cl
, - ~ .
. , .
10,
~ D:~ N-S-~-CH Difolatan
,i.~ '
E: ~ ONH-Bu Benomyl
~: - ~N H-C00-CH3
.'~ ' .
~ .
-~
~20 F: ~ ~ H-- CH ~hiabendazole
;,' '` ~ .
G: Compound I.
., .
. .
.
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1075099
Table No. 2
Comp. Per cent active ingredient
_ 4% 2% 1% 0.5%0.25% 0.125%
A 6 11 13 18 >20 ?20
; . B 4 18 >20 >20 >20 ~20
C 1 1 1 1 14 ~20
D 9 10 ~ 13 18 >20 ~20
E - 6 16 ~20 ~20 >20
F - 12 ~20 >20- ~20 >20
G 0 0 0 0 0 9
-
The results listed are % weight-loss
- Example No. 3.
By use of test method 2 the compounds mentioned in example
1 were tested.
. The only specimens without microbial attack and weight-
loss were those impregnated with compound I. All other specimens
showed weight-loss in the range from 12 to more than 20%.
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