Boron compound/amine oxide compositions

Compositions: coating or plastic – Coating or plastic compositions – Coating repellent

Reexamination Certificate

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C106S018300, C106S018320

Reexamination Certificate

active

06508869

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to wood preservative and waterproofing compositions and insecticidal, herbicidal, fungicidal, and plant growth regulating compositions containing an amine oxide and a boron compound.
BACKGROUND OF THE INVENTION
Many boron compounds, including borates, are known to be effective as wood preservatives. However, since borates are water soluble, they often leach out of wood substrates resulting in increased susceptibility to insects and fungi.
Various boron compounds are also known to be effective as insecticides, herbicides, fungicides, and plant growth regulating agents. These compounds, however, often do not disperse well when applied to plants and fungi. Therefore, greater concentrations of borates are frequently incorporated into such compositions.
There is a continuing need for improved boron compound containing wood preservatives and waterproofing compositions which have improved leach resistance and improved penetration and distribution into wood substrates. Also, there is a need for boron compound containing insecticidal, herbicidal, fungicidal, and plant growth regulating compositions which improve the efficacy of the boron compound and improve the dispersion of the boron compound when applied to plants and fungi.
SUMMARY OF THE INVENTION
Applicants have discovered that amine oxides enhance the performance of boron compounds as wood preservatives, provide waterproofing properties, and improve the leach resistance of wood substrates to which they are applied. Also, amine oxides improve the efficacy of boron compounds as insecticides, herbicides, fungicides, and plant growth regulating agents and provide better dispersion of the boron compounds when applied to plants and fungi. The present invention provides a composition comprising an amine oxide and a boron compound. Preferred amine oxides include, but are not limited to, dodecyldimethylamine oxide, tridecyldimethylamine oxide, tetradecyldimethyl amine oxide, pentadecyldimethylamine oxide, or hexadecyldimethylamine oxide. The boron compound may be boric acid, diboron tetrahydroxide, a borate, a boron oxide, a borane or any combination of the foregoing. Preferably, the composition comprises boric acid, a borate, a salt of a borate, or a mixture of boric acid and a borate or a salt thereof.
Another embodiment of the present invention is a method for preserving and/or waterproofing a wood substrate by contacting the composition with the wood substrate.
Yet another embodiment is an article comprising a wood substrate and the composition of the present invention.
According to another embodiment of the invention, a method for controlling plants, insects, or fungi or regulating the growth of plants is provided comprising applying an insecticidal, herbicidal, fungicidal, or plant growth regulating effective amount of the composition of the present invention to the plants, fungi, insects, the seeds of the plants, or the area on which the plants or fungi grow.
DETAILED DESCRIPTION OF THE INVENTION
The present invention provides a composition comprising an amine oxide and a boron compound. The amine oxide enhances penetration of the boron compound into wood substrates and improves leach resistance. Also, the amine oxide enhances the efficacy of the boron compound as an insecticide, herbicide, fungicide, and plant growth regulating agent. The compositions of the present invention have high water solubility and/or dispersibility and low volatility.
The amine oxide may be a trialkylamine oxide; an alkylcyclicamine oxide; a dialkylpiperazine di-N-oxide; an alkyldi(ethoxylated oxyalkyl)amine oxide; a dialkylbenzylamine oxide; a fatty dimethylaminopropylamine oxide; a diamine oxide; a triamine oxide; and any combination of any of the foregoing.
Preferred trialkylamine oxides have the formula R
1
R
2
R
3
N→O, where R
1
is a linear, branched, cyclic or any combination thereof C
8
to C
40
saturated or unsaturated group; and R
2
and R
3
independently are linear, branched, or any combination thereof C
1
to C
40
saturated or unsaturated groups. R
1
, R
2
, and R
3
independently may be alkyl, alkenyl, or alkynyl groups. More preferably, R
1
is a linear, branched, cyclic or any combination thereof C
8
to C
22
saturated or unsaturated group, such as coco, hydrogenated tallow, soya, decyl, and hexadecyl; and R
2
and R
3
independently are linear, branched, or any combination thereof C
1
to C
22
saturated or unsaturated groups, such as coco, hydrogenated tallow, soya, decyl, and hexadecyl.
A preferred trialkylamine oxide is a dialkylmethylamine oxide having the formula R
1
R
2
CH
3
N→O, where R
1
and R
2
are defined as above. Another preferred trialkylamine oxide is an alkyldimethylamine oxide having the formula R
1
(CH
3
)
2
N→O, where R
1
is defined as above. Suitable alkyldimethylamine oxides include, but are not limited to, a C
10
alkyldimethylamine oxide, a C
12
-C
14
alkyldimethylamine oxide, a C
16
-C
18
alykldimethylamine oxide, and any combination of any of the foregoing. According to a preferred embodiment, the alkyldimethyl amine oxide is a C
12
-C
16
alkyldimethyl amine oxide and more preferably a C
12
or C
16
alkyldimethyl amine oxide.
Preferred alkylcyclicamines oxide have the formula R
4
R
5
R
6
N→O where R
4
is defined as R
1
above and R
5
and R
6
are linked to form a cyclic group. The cyclic group typically contains from about 4 to about 10 carbon atoms and may optionally contain oxygen, sulfur, nitrogen, or any combination of any of the foregoing. More preferred alkylcyclicamine oxides include, but are not limited to, an alkylmorpholine-oxide, a dialkylpiperazine di-N-oxide, and any combination of any of the foregoing.
Preferred alkylmorpholine-oxides have the formula
where R
7
is defined as R
1
above.
Preferred dialkylpiperazine di-N-oxides have the formula
where R
8
is defined as R
1
above and R
9
is defined as R
2
above.
Preferred alkyldi(ethoxylated oxyalkyl)amine oxides have the formula
where R
10
is defined as R
1
above; R
11
and R
12
independently are H or CH
3
; and m and n independently are integers from about 1 to about 10.
Preferred dialkylbenzylamine oxides have the formula R
13
R
14
R
15
N→O, where R
13
is defined as R
1
above; R
14
is defined as R
2
above; and R
15
is benzyl. More preferred dialkylbenzylamine oxides include, but are not limited to, alkylbenzylmethylamine oxides having the formula R
13
R
15
CH
3
N—O where R
13
and R
15
are defined as above.
Preferred fatty dimethylaminopropylamine oxides have the formula
where R
16
is defined as R
1
above.
Preferred diamine oxides have the formula
where R
17
is defined as R
1
above; and m is an integer from about 1 to about 10.
Preferred triamine oxides have the formula
where R
18
is defined as R
1
above; and m and n independently are integers from about 1 to about 10.
Long chain (C
16
or greater) amine oxides, such as hexadecylamine oxides and hydrogenated tallow amine oxides, are particularly preferable for imparting waterproofing properties to the composition. Short chain (C
14
and shorter) amine oxides aid in solubilizing the boron compound and long chain amine oxides.
The boron compound may be boric acid, diboron tetrahydroxide, a borate, a boron oxide, a borane, or any combination of any of the foregoing. Suitable boron compounds, include, but are not limited to, boranes and borate esters that produce oxides of boron in aqueous media. In a preferred embodiment, the boron compound is boric acid, a borate (e.g., basic sodium borate (borax)), or a mixture of boric acid and a borate.
Suitable borates include, but are not limited to, perborates, metaborates, tetraborates, octaborates, borate esters, and any combination of any of the foregoing. Preferred borates include, but are not limited to, metallic borates (e.g., sodium borate, zinc borate and potassium borate), such as disodium tetraborate decahydrate, disodium octaborate tetrahydrate, sodium metaborate, sodium perborate monohydrate, disodium octaborate, sodium tetraborate pentahydrate

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