Gel formulation

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Matrices

Reexamination Certificate

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C516S111000, C424S405000

Reexamination Certificate

active

06436439

ABSTRACT:

The present invention relates to a gel formulation, said formulation being water dispersible and being especially useful for formulating agrochemicals.
A formulation comprising a hazardous material, a surfactant and a gelling agent is disclosed in U.S. Pat. No. 5,139,152. Although it is desirable to prepare formulations at ambient temperature, all the Examples of U.S. Pat. No. 5,139,152 concern formulations prepared at elevated temperatures. EP-A-0347222 discloses a liquid in an envelope of water-soluble or water-dispersible material.
The present invention provides a gel formulation comprising the components: a. an agrochemical; b. an inorganic particulate filler having a surface area in the range 10 to 400 m
2
/g, the surface of said filler having hydrophilic characteristics; c. an activator having a polar group capable of interacting with component b to produce a gel; and optionally, d. a diluent. The use of an inorganic particulate filler allows the gel formulation to disperse well if it is mixed with water.
The formulation of the present invention is suitable for containment in a sachet of water-soluble or water dispersible material.
Polar groups are, for example, nonionic hydroxy or alkoxy (such as alkyleneoxy, particularly ethyleneoxy or propyleneoxy) groups.
In one aspect the activator is a compound of formula R(O(CHR
4
)
p
)
n
X wherein p is an integer from 2 to 4; n is 0 or an integer from 1 to 200; R
4
is hydrogen or methyl; R is hydrogen, alkyl, alkenyl, alkynyl, phenyl (optionally substituted by alkyl, alkenyl, alkynyl, phenylalkenyl, phenylalkynyl or phenylalkyl), a sugar residue or a natural product (such as a lignin or cellulose); wherein the foregoing R groups are optionally substituted with CO
2
R
1
, O
2
CR
1
or NR
1
R
2
; X is hydrogen, hydroxy, alkyl, alkoxy, alkenyl, alkynyl, phenyl, CO
2
T
1
or NR
1
R
2
; the aliphatic and aromatic groups of X are optionally substituted with CO
2
R
1
, O
2
CR
1
, NH
2
, NHR
1
or NR
1
R
2
; R
1
and R
2
are independently alkyl, phenyl or phenylalkyl; and, T
1
is hydrogen or an alkali metal; or R is a substituted siloxylalkylenyl group.
For a compound of formula R(O(CHR
4
)
p
)
n
X the CHR
4
groups are the same or different and the O(CHR
4
)
p
groups are the same or different. The compound of formula R(O(CHR
4
)
p
)
n
X can, alternatively, be presented as R—G—X, wherein R and X are as defined above, and G is 1-200 alkyleneyloxy groups independently selected from the group comprising: OCH
2
CH
2
, OCH
2
CH(CH
3
) and OCH(CH
3
)CH
2
. Thus, said compound is, for example, R(OCH
2
CH
2
)
5
(OCH(CH
3
)CH
2
)
30
(OCH
2
CH
2
)
5
X, R(OCH
2
CH
2
)
13
X or R(OCH
2
CH(CH
3
))
13
(OCH
2
CH
2
)
26
X.
In another, and much preferred, aspect the (CHR
4
) groups are independently selected from the group comprising: CH
2
CH
2
, CH
2
CH(CH
3
) and CH(CH
3
)CH
2
.
In yet another aspect the activator is a compound of formula R(O(CHR
4
)
p
)
n
X wherein the (CHR
4
) groups are independently selected from the group comprising: CH
2
CH
2
, CH
2
CH(CH
3
) and CH(CH
3
)CH
2
; n is 0 or an integer from 1 to 200; R is hydrogen, alkyl, alkenyl, alkynyl, phenyl (optionally substituted by alkyl, alkenyl, alkynyl, phenylalkenyl, phenylalkynyl or phenylalkyl), a sugar residue or a natural product (such as a lignin or cellulose); wherein the foregoing R groups are optionally substituted with CO
2
R
1
, O
2
CR
1
or NR
1
R
2
; X is hydrogen, hydroxy, alkyl, alkoxy, alkenyl, alkynyl, phenyl, CO
2
T
1
or NR
1
R
2
; the aliphatic and aromatic groups of X are optionally substituted with CO
2
R
1
, O
2
CR
1
, NH
2
, NHR
1
or NR
1
R
2
; R
1
and R
2
are independently alkyl, phenyl or phenylalkyl; and, T
1
is hydrogen or an alkali metal; or R is a substituted siloxylalkylenyl group. (Thus, said compound is, for example, R(OCH
2
CH
2
)
5
(OCH(CH
3
)CH
2
)
30
(OCH
2
CH
2
)
5
X, R(OCH
2
CH
2
)
13
X or R(OCH
2
CH(CH
3
))
13
(OCH
2
CH
2
)
26
X.)
In a further aspect the activator is a compound of formula R(O(CHR
4
)
p
)
n
OH, wherein the CHR
4
groups are the same or different and the O(CHR
4
)
p
groups are the same or different, and wherein R is hydrogen, C
8-24
alkyl, C
8-24
alkenyl, C
8-24
alkynyl or phenyl (optionally substituted by alkyl, alkenyl, alkynyl, phenyl(C
2-4
)alkenyl, phenyl(C
2-4
)alkynyl or phenyl(C
1-4
)alkyl); R
4
is hydrogen or methyl; p is an integer from 2 to 4; and n is 0 or an integer from 1 to 50.
In a still further aspect the activator is a compound of formula R(O(CHR
4
)
p
)
n
OH wherein p is 2.
In another aspect the activator is a compound of formula R(O(CHR
4
)
p
)
n
OH wherein n is an integer in the range 10 to 50.
It is preferred that R is alkyl, alkenyl, or phenyl (optionally substituted by phenyl(C
2-4
)alkenyl or phenyl(C
1-4
)alkyl).
In a further aspect the activator is a compound of formula HO(CH
2
CHOR
5
)
m
H, wherein m is an integer from 1 to 30; R
5
is hydrogen or COR
6
; and R
6
is C
1-4
alkyl.
An activator having a polar group capable of interacting with component b. includes a cationic surfactant, especially a compound of formula R
9
R
10
R
11
R
12
N
+
Y

, wherein R
9
, R
10
, R
11
and R
12
are, independently, alkyl, and Y

is a suitable anion (such as chloride, bromide or iodide).
Alkyl groups preferably contain, unless stated otherwise, from 1 to 24, especially from 1 to 6, for example from 1 to 4, carbon atoms in straight or branched chain form. Alkyl is, for example, methyl, ethyl, n-propyl, iso-propyl or n-butyl.
Alkenyl and alkynyl groups preferably contain from 6 to 24, especially from 10 to 20, carbon atoms in straight or branched chain form. Alkenyl is, for example, linolenyl, linolyl, licosenoyl, erucyl, palmitolyl, oleyl or undecenyl.
An alkali metal is, for example, sodium or potassium.
Substituted siloxylalkylenyl includes (R
7
SiO)
2
R
8
Si(CH
2
)
q
O(CHR
4
)
p
X, wherein the (CHR
4
)
p
and X moieties are as defined above, R
7
and R
8
are independently C
1-6
alkyl and q is an integer from 1 to 10.
A sugar residue is preferably a furanoside or pyranoside (such as sorbose, sorbitose, glucose, fructose or mannose) in which the 6-hydroxy group has been esterified with a long-chain fatty acid (such as lauric, stearic, oleic, palmitic, sesquioleic or octadecenoic acid) and optionally one or more of the sugar's other hydroxy groups is replaced by G-X, wherein X is as defined above, and G is 1-200 oxyalkylenyl groups independently selected from the group comprising: OCH
2
CH
2
, OCH
2
CH(CH
3
) and OCH(CH
3
)CH
2
.
Alkylenyl is an alkyl chain comprising one or more methylene (ie CH
2
) groups. The alkylenyl chain is optionally substituted with methyl.
Activators of formula R(O(CHR
4
)
p
)
n
X are, for example, sold under the tradenames PLURONIC (from BASF) or SYNPERONIC PE (from ICI). Activators of formula R(O(CHR
4
)
p
)
n
X include SOPROPHOR BSU, SYNPERONIC NP15, SYNPERONIC A4, SYNPERONIC NPE 1800, BRIJ 96, SOPROPHOR S25, SOPROPHOR S40, PEG 400, SPAN 20, SPAN 40, SPAN 60, SPAN 65, SPAN 80, SPAN 83 and SPAN 85, ATLOX 4848 and 4849 and TENSIOFIX HVO 90. Activators of formula R
9
R
10
R
11
R
12
N
+
Y

include ARQUAD 16/50.
The word agrochemical includes an active ingredient such as a herbicide {such as a benzo-2,1,3-thiadiazin-4-one-2,2-dioxide (for example bentazone), a hormone herbicide (for example a phenoxy alkanoic acid such as MCPA, MCPA-thioethyl, dichlorprop, 2,4,5-T, MCPB, 2,4-D, 2,4-DB, mecoprop, trichlopyr, fluroxypyr or clopyralid or a derivative thereof (for example a salt, ester or amide thereof)), a 1,3 dimethylpyrazole derivative (for example pyrazoxyfen, pyrazolate or benzofenap), a dinitrophenol or a derivative thereof (for example dinoterb, dinoseb or its ester or dinoseb acetate), a dinitroaniline (for example dinitramine, trifluralin, ethalflurolin, pendimethalin or oryzalin), an arylurea (such as diuron, flumeturon, metoxuron, neburon, isoproturon, chlorotoluron, chloroxuron, linuron, monolinuron, chlorbromuron, daimuron or methabenzthiazuron), a phenylcarbamoyloxyphenylcarbamate (such as phenmedipham or desmedipham), a 2-phenylpy

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