Plant protecting and regulating compositions – Plant growth regulating compositions – Designated nonactive ingredient containing
Reexamination Certificate
1999-10-12
2001-09-18
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Designated nonactive ingredient containing
C516S204000
Reexamination Certificate
active
06291401
ABSTRACT:
The present invention relates to adjuvants for plant-protection products, in particular fungicides, insecticides, herbicides or growth regulators.
Many plant-protection products are currently available on the market. However, users are constantly seeking more effective treatments.
One route for achieving this consists in using auxiliary agents which, when mixed with plant-protection products, increase the efficacy of the latter products.
These auxiliary agents, which are known globally as “adjuvants” in the text hereinbelow, are typically placed in contact with the active material(s) to be improved in two ways:
either they form an integral part of the plant-protection preparation sold, referred to as the “plant-protection specialty product” in the text hereinbelow, in which case they will be referred to as the “coformulant”;
or they are added, at the time of use, to the treatment broth usually consisting of a mixture of water and a plant-protection specialty product. This extemporaneous mixture of products can be prepared in a variable order. When used in this way, the adjuvant is referred to as an “adjuvant specialty product” in the text hereinbelow.
The aim of the present invention is to propose novel adjuvants of the coformulant or adjuvant specialty product type which have the property of increasing the efficacy of plant-protection treatments.
A composition comprising copper tallate combined with terpene derivatives is known from FR 91/06753. In this composition, the copper tallate acts as a fungicidal active agent.
A composition comprising a pine oil and a surfactant as adjuvant for a herbicidal composition or broth is also known from FR 93/15653.
It has now been discovered that when a terpene derivative is used in combination with certain fatty acid esters, a pronounced synergistic effect is obtained.
A subject of the invention is thus the use of a composition consisting of a mixture of
(i) at least one alkoxylated fatty acid or fatty acid ester; and
(ii) at least one terpene derivative,
as an adjuvant for improving the efficacy of a plant-protection active substance, in particular a herbicide, fungicide, insecticide or growth regulator.
The fatty acid esters of the invention correspond in particular to the following general formulae:
in which R
1
, R
3
, R
5
, R
7
, R
8
, R
11
and R
12
, which may be identical or different, represent a linear or branched, saturated or unsaturated hydrocarbon-based chain containing from 10 to 30 carbon atoms,
R
2
, R
4
, R6, R
9
and R
10
, which may be identical or different, represent a linear or branched, saturated or unsaturated hydrocarbon-based chain containing from 1 to 11 carbon atoms, preferably from 1 to 5 carbon atoms,
A
1
, A
2
, A
3
, A4, A
5
and A
6
, which may be identical or different, represent (CH
2
)
2
or (CH
2
)
3
, and
the total number of ethylene oxide or propylene oxide molecules, respectively, in the abovementioned formulae II, III and IV by k, l+m, n+p+q is an integer between 5 and 20, 5 and 30 and 10 and 50, respectively.
Preferably, R
1
, R
3
, R
5
, R
7
, R
8
, R
11
and R
12
, which may be identical or different, are linear or branched hydrocarbon-based groups comprising from 16 to 22 carbon atoms.
Advantageously, these groups are unsaturated and can contain at least one double bond. Mention may be made in particular of oleic acid, linoleic acid and linolenic acid.
Groups which are particularly preferred are those of fatty acids obtained from rapeseed oil, from soybean oil, from sunflower oil, from corn oil, from .groundnut oil, from olive oil, from palm oil, from flax oil, from safflower oil, from cottonseed oil, from sesame oil or from tall oil.
Particularly advantageous results are obtained with fatty acid alkyl esters of formula I in which R
2
preferably comprises from 1 to 11 carbon atoms.
In this respect, mention may be made of the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl, octyl and branched octyl esters such as the ethylhexyl ester, and those obtained by condensation with decanol.
Other suitable esters are the esters resulting from the condensation of one or more fatty acids as defined above with terpenic alcohols. A terpenic alcohol which may be mentioned in particular is nopol (6,6-dimethylbicyclo[3.1.1]-2-heptene-2-ethanol).
The esters of general formula I according to the invention can be obtained:
by direct esterification of fatty acids with a monofunctional alcohol;
by transesterification of plant oils with an alcohol in the presence of the corresponding alkoxide, for example with methanol in the presence of sodium methoxide in the case of the methyl esters.
The esters of general formulae II, III and IV are described in FR 2,729,307.
The compounds of general formulae II, III and IV can be prepared as described in FR 2,729,307.
For the purpose of the present invention, the terpene derivatives are organic molecules containing ten carbon atoms in their structure.
These are thus essentially monoterpenes.
The terpene derivatives can be acyclic, monocyclic or bicyclic.
Mention may be made in particular of the following examples:
1) terpenic carbides:
a) acyclic terpenic carbides: myrcene, alloocymene, etc.;
b) monocyclic terpenic carbides: dipentene, terpinolene, p-cymene, limonene, etc.;
c) bicyclic terpenic carbides: &agr;-pinene, &bgr;-pinene or &dgr;-3-carene, etc.;
2) the following compounds:
a- oxidized derivatives: cineols;
b- terpenic alcohols: borneol, fenchol, menthanol, terpineols, geraniol, etc.;
c- aldehydes and ketones: camphor, fenchone;
3) mixtures of the abovementioned products;
4) pine oils of natural or synthetic origin which are defined as being mixtures of terpenic alcohols and terpenic carbides; and
5) tea tree oil (or oil of
Melalenca alternifolia
) which is defined as being a mixture of terpenic alcohols (terpinen-4-ol, &agr;-terpineol, etc.), terpenic carbides (&agr;- and &dgr;-terpinene, p-cymene, limonene, etc.) and 1,8-cineol.
Pine oil containing 90% terpenic alcohols is most particularly preferred.
The compositions according to the invention can be used as adjuvant compositions for plant-protection use, in particular for improving the efficacy of a herbicidal, fungicidal, insecticidal or growth-regulating plant-protection active substance.
A composition according to the invention comprises from 80 to 20% by weight, preferably from 60 to 40% by weight, of compound (i) and from 20 to 80% by weight, preferably from 40 to 60% by weight, of compound (ii).
The combination of a composition according to the present invention and a fungicidal, insecticidal, herbicidal or growth-regulating active substance has the effect, surprisingly, of increasing the efficacy of the treatment, which can thus allow a reduced dose of substance to be used.
This latter point and the fact that the base ingredients of a composition according to the present invention are natural product derivatives are factors in favour of better care for the environment.
A composition according to the invention is most particularly effective for improving the properties of a penetrating or systemic active substance, which acts by absorption into the plant.
It can be used, for example, with a herbicidal product based on such a substance which acts by absorption into the plant. Among the families of herbicidal agents, mention may be made of aryloxyphenoxypropionates, cyclohexanediones, diazines, triazines, pyridyl phenyl ethers, triketones, carbamates and benzofuran derivatives, and in particular:
phenoxaprop-p-ethyl,
quizalofop-ethyl and its D isomer,
diflufenicanil, ioxynil, bromoxynil and mixtures thereof,
phenmedipham, ethofumesate, desmedipham and mixtures thereof,
clodinafop propargyl and its mixture with a plant-protection agent, cloquintocet mexyl,
pyridate,
sulcotrione,
bentazone, atrazine and mixtures thereof.
It can also be used with a growth regulator, in particular chlormequat chloride used alone or in combination with choline chloride.
A composition according to the invention can typically be used in two ways: in the form of a coformulant or in the form
Dufau Ghislain
Lauilhe Jean-Paul
Action Pin
Clardy S. Mark
Wenderoth , Lind & Ponack, L.L.P.
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