Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Reexamination Certificate
2002-06-06
2004-04-27
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
C504S320000, C504S348000
Reexamination Certificate
active
06727205
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to new herbicidal compositions and their methods of use, in particular, the present invention relates to methods of using plant growth regulators compounds and compositions for the control and/or of annual bluegrass.
BACKGROUND OF THE INVENTION
Formulations containing plant growth regulators (PGRs), such as acylcyclohexanediones and mepiquat chloride, have been developed to improve the economic yield of agricultural plants. Some PGRs have been shown to inhibit gibberellin biosynthesis resulting in the reduction of shoot height in small grains and cotton. This reduction in shoot height has a strong economic benefit since it provides for reduction of excessive vegetative growth. Although PGRs have been developed as a means to improve agricultural crop yields by retarding plant growth, PGRs are typically not used to control or suppress weeds.
One weed, annual bluegrass (
Poa annua
), is a particularly common weedy grass found in lawns, turf, and grasses used in seed production of desirable grasses, such as Kentucky bluegrass. Annual bluegrass is difficult to control in lawns and grasses because there are few selective herbicides effective against annual bluegrass. Annual bluegrass resistance to the known annual bluegrass selective herbicides is an added problem. Annual bluegrass is more than a mere menace to seed harvesters because if annual bluegrass seeds are found in desirable seed products, the value of the seed product is diminished. A need exists to develop compounds/compositions to control and/or suppress annual bluegrass.
SUMMARY OF THE INVENTION
As embodied and broadly described herein, this invention, in one aspect, relates to a method of controlling and/or suppressing annual bluegrass by applying a herbicidally effective amount of a plant growth regulator compound to an annual bluegrass plant.
The present invention also relates to, in one embodiment, a method of controlling annual bluegrass by applying an acylcyclohexanedione compound to an annual bluegrass plant.
Advantages of the invention will be set forth in part in the description which follows, and in part will be obvious from the description, or may be learned by practice of the invention. It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and are not restrictive of the invention, as claimed.
DETAILED DESCRIPTION
The present invention may be understood more readily by reference to the following detailed description of exemplary embodiments of the invention and the examples included therein.
Before the present compounds, compositions, and methods are disclosed and described, it is to be understood that this invention is not limited to specific synthetic methods of making that may of course vary. It is also to be understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting.
In this specification and in the claims that follow, reference will be made to a number of terms that shall be defined to have the following meanings:
As used throughout, the term “applying” is used to mean that the weed and/or the area proximate to the weed (i.e. soil, sand) has contact with the present compound(s) or composition(s) by application methods known in the art. As such, the compounds and salts of the present invention can be applied in a number of ways, for example, they can be applied, formulated or unformulated, directly to the foliage of the undesired plant or they can be sprayed on, broadcast, dusted on or applied as a cream or paste formulation or they can be applied as slow release granules (ie by injecting, shanking, chiseling or working into the soil). The compounds or compositions may be applied anytime, but application between the Boot stage and the flowering stage of the plant (“flowering” or “Anthesis”) is desirable.
In general, “herbicidally effective amount” means the amount of PGR needed to achieve an observable herbicidal effect on plant growth, including the effects of plant necrosis, chlorosis, wilting, bronzing, browning, plant death, and removal, destruction, or otherwise diminishing the occurrence and activity of a plant. Desirably, the herbicidal effects result in greater than 40% control, more desirably greater than 50% control, even more desirably more than 60% control, even more desirably more than 70% control, even more desirably more than 80% control, and even more desirably more than 90% control. Such control may not be immediately apparent, but may be present after 1 days to 15 days after treatment. One of ordinary skill in the art will recognize that the potency and, therefore, an “herbicidally effective amount,” can vary for the various compounds/compositions used in the invention.
“Salt” as used herein includes salts that can form with, for example, amines, metals, alkaline earth metal bases or quaternary ammonium bases, including zwitterions. Suitable metal and alkaline earth metal hydroxides as salt formers include the salts of barium, aluminum, nickel, copper, manganese, cobalt zinc, iron, silver, lithium, sodium, potassium, magnesium or calcium. Additional salt formers include chloride, sulfate, metrab, acetate, carbonate, hydride, and hydroxide.
The herbicidal compositions of present invention include a plant growth regulator (PGR) or an agronomically acceptable salt thereof. Exemplary PGRs include mepiquat chloride and acylcyclohexanedione compounds and their methods of making such as those disclosed in U.S. Pat. No. 6,083,882, U.S. Pat. No. 4,693,745 and U.S. Pat. No. 4,560,403, which are incorporated by reference in their entireties for all purposes. Any suitable acylcyclohexanedione compound may be used including, but not limited to those represented by formula I:
wherein R is hydrogen, an alkyl group, an alkylthioalkyl group, or a phenyl group, such that any of the groups may be substituted or unsubstitued; and R
1
is an alkyl group, a benzyl group, a phenoxymethyl group, a 2-thienylmethyl group, an alkoxymethyl group or an alkylthiomethyl group, such that any of the groups may be substituted or unsubstitued; or an ester or salt of the acylcyclohexanedione.
Exemplary acylcyclohexanediones include: prohexadione; prohexadione-calcium, trinexapac; trinexapac-ethyl; and 4-(n-propyl-.alpha.-hydroxymethylene)-3,5-dioxocyclohexanecarboxylic acid ethyl ester. Further exemplary PGRs include 1,1-dimethyl piperidinium chloride (mepiquat chloride).
Prohexadione, CAS Registry No. 127277-53-6, also known as 3,5-dioxo-4-propionylcyclohexanecarboxylic acid, 3,5-dioxo-4-(1-oxopropyl)cyclohexanecarboxylic acid, and also 3-hydroxy-4-prionyl-5-oxo-3-cyclohexene carboxylic acid, may be in any suitable salt or ester form. Prohexadione is represented by formula II:
Desirable prohexadione salts include chloride, sulfate, metrab, acetate, carbonate, hydride, hydroxide, sodium, potassium, calcium, magnesium, barium, aluminum, nickel, copper, manganese, cobalt, zinc, iron and silver, with prohexadione-calcium, shown in formula III, as a more desirable salt.
In addition to the acylcyclohexanediones of formula I, the present invention includes any suitable acylcyclohexanedione compound represented by formula IV:
wherein:
A is an —OR
2
or —NR
3
R
4
radical;
Cyc is C
3
-C
6
cycloalkyl;
R
2
, R
3
, and R
4
are each independently hydrogen, C
1
-C
6
alkyl, C
1
-C
6
haloalkyl, C
2
-C
10
alkoxyalkyl, C
2
-C
10
alkylthioalkyl, C
3
-C
6
alkenyl, which is unsubstituted or substituted by halogen, C
1
-C
4
alkoxy or C
1
-C
4
alkylthio; C
3
-C
6
alkynyl; phenyl or C
1
-C
6
aralkyl, wherein the phenyl nucleus is unsubstituted or substituted by halogen, C
1
-C
4
alkyl, C
1
-C
4
alkoxy, C
1
-C
4
haloalkyl, nitro or cyano; and
one of R
3
and R
4
is methoxy; or R
3
and R
4
, together with the nitrogen atom to which they are attached, form a 5-or 6-membered heterocyclic ring system which may contain an additional oxygen or sulfur atom in the ring;
and the metal or ammonium salts thereof.
Specifi
BASF - Aktiengesellschaft
Clardy S. Mark
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