NZ272468A - Dispersing agent for wettable powder compositions comprising at least one alkali or alkaline earth metal or ammonium lignosulphonate and of least one ethoxylated di- or tri(1-phenylethyl) phenol - Google Patents
Dispersing agent for wettable powder compositions comprising at least one alkali or alkaline earth metal or ammonium lignosulphonate and of least one ethoxylated di- or tri(1-phenylethyl) phenolInfo
- Publication number
- NZ272468A NZ272468A NZ272468A NZ27246895A NZ272468A NZ 272468 A NZ272468 A NZ 272468A NZ 272468 A NZ272468 A NZ 272468A NZ 27246895 A NZ27246895 A NZ 27246895A NZ 272468 A NZ272468 A NZ 272468A
- Authority
- NZ
- New Zealand
- Prior art keywords
- ethoxylated
- weight
- phenylethyl
- constituent
- dispersing agent
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/12—Powders or granules
- A01N25/14—Powders or granules wettable
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Dispersant for solid plant health prepn. comprises: a) at least one alkali or alkaline-earth metal or ammonium lignosulphonate; b) at least one ethoxylated di- or tri-(1-phenyl ethyl)phenol, opt. sulphated, and contg. 7-20 ethylene oxide units. The (a)/(b) ratio is 95/5-70/30, pref. 90/10-75/25.
Description
New Zealand Paient Spedficaiion for Paient Number £72468
%
2724
Priority Date(s): ^k9i.S..:3.^jr.
C-omplote Specification Filed:
Clasu. $).
Publication Date:
jJjO. Journal No; /.4r/.^.
I
N.Z. F ' OFFICE
2 9 JUN 1995
RLCuiVC-J
NEW ZEALAND PATENTS ACT, 1953
No.:
Date:
COMPLETE SPECIFICATION DISPERSING AGENT FOR SOLID PLANT-PROTECTION FORMULATIONS
We, RHONE-POULENC CHIMIE, a French company, of 25, Quai Paul Doumer, 92408 Courbevoie Cedex, France hereby declare the invention for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement:-
(followed by page la)
27
la
The present invention relates to a new dispersing agent for solid plant-protection formulations, to the use o£ the said agent for the preparation of dispersible plant-protection granulates 5 and to the said granulates themselves♦
«
Solid plant-protection formulations, namely "wettable powders" and "dispersible granulates" are currently undergoing wide development because they make it possible to avoid the use of potentially toxic 10 solvents and may be packaged in packages which are easily recyclable or in water-soluble sachets. The applicator or the user forming part of the general public is thus better protected.
Besides the plant-protection active 15 substance, these solid formulations are made of dispersing agents, binders and wetting and disintegrating agents. They are generally obtained by pregrinding the solid active matter with the various solid additives, before preparing, by adding water, a 2 0 concentrated dispersion which will be subsequently agglomerated in a coater or in a turbosphere, or which will be extruded before being dried with the aid of a fluid bed.
At present, the dispersing agents used must 25 be solid; they are polymers such as lignosulphonates
(sodium, calcium or ammonium salts) , maleic anhydride/ isobutylene copolymers (sodium or ammonium salts), condensed phenylsulphonic acids (sodium salts) or
2724
2
condensed naphthalenesulphonate/formaldehyde polymers (sodium or ammonium salts) .
This restriction is due to the requirements of the process, which does not permit the addition of a liquid additive unless a premix in water is produced,
#
which will be subsequently employed for the granulation.
Consequently, surface-active agents which are liquid or viscous at ambient temperature, such as ethoxylated alkylphenols or ethoxylated di- or tristyrylphenols, commonly employed as dispersing agents in liquid formulation (in particular in microemulsions, concentrated emulsions, emulsifiable concentrates or concentrated suspensions) cannot be employed. Furthermore, when these products are evaluated in solid formulations, in particular in "dispersible granulates", it is found that, besides the fact that they are difficult to process, they are not good dispersants, that is to say that they produce granulates which have a mediocre dispersibility and suspensivity.
The Applicant Company has found that the association of a lignosulphonate and of some optionally sulphated, ethoxylated di- or tristyrylphenols results in a dispersing agent for solid plant-protection formulations and does so with a "performance/price ratio" which is particularly advantageous.
In fact, a synergism has been found between
% 272468
3
these two types of dispersants, and this provides their mixture with dispersing properties, in the case of a good number of active substances, which are much superior to those of an (inexpensive) lignosulphonate 5 taken in isolation, and at least close to those of the most effective (but costly) dispersing polymers in this type of application.
The subject of the present invention is a dispersing agent for solid plant-protection 10 formulations, characterized in that it consists of:
- (a) at least one alkali or alkaline-earth metal or ammonium lignosulphonate [constituent (a)] used in combination with
- (b) at least one optionally sulphated,
ethoxylated di- or tri(1-phenylethyl)phenol containing from 7 to fewer than 20 oxyethylene units [constituent (b>] ,
the weight ratio constituent (a)/constituent (b) being of the order of 95/5 to 70/30, preferably of the order 20 of 90/10 to 75/25.
The dispersing agent forming the subject of the invention may be prepared by mixing its constituents.
It is very particularly advantageous to 25 obtain this mixture in a handlable solid form,
especially of a pcurable powder. One means for obtaining such a powder is to spray an aqueous solution containing the two constituents (a) and (b).
2724
4
The subject of the present invention is therefore more particularly a dispersing agent in powder form, capable of being obtained by spraying an aqueous solution containing
- (a) at least one alkali or alkaline-earth metal or ammonium lignosulphonate [constituent (a) ]'
- (b) and at least one optionally sulphated, ethoxylated di- or tri (1-phenylethyl)phenol containing from 8 to fewer them 20 oxyethylene units [constituent (b) ] ,
the weight ratio constituent (a)/constituent (b) being of the order of 95/5 to 70/30, preferably of the order of 90/10 to 75/25,
in a quantity corresponding to approximately 40 to 60 parts by weight of water per 100 parts by weight of the mixture of the two constituents.
Constituents (b) in a totally sulfated form are also particularly interesting constituents of the composition according to the invention.
Among the constituents (a) there may be mentioned Na, K, Ca, Mg and NH4 lignosulphonates and very particularly that of Na and, for economic reasons,
that of Ca.
Among the constituents (b) there may be mentioned
- ethoxylated di (1-phenylethyl) phenol containing 10 oxyethylene units
- ethoxylated di (1-phenylethyl) phenol containing 7 oxyethylene -units
- sulphated ethoxylated di (1-phenylethyl)phenol containing 7 oxyethylene units
272
- ethoxylated tri(1-phenylethyl)phenol containing 8
\
oxyethylene units \
- ethoxylated tri(1-phenylethyl)phenol containing IS oxyethylene units
- sulphated ethoxylated tri(1-phenylethyl)phenol containing 16 oxyethylene units.
The spraying operation may be carried out in a sprayer according to techniques which are well known to a person skilled in the art; the air temperature at the entry is generally near 150-300°C, and that at the exit near SO-IOO^C.
The dispersing agent forming the subject of the invention is very particularly suited for the preparation of pesticide (herbicide, insecticide, fungicide) granulates, since it is preferably in the form of a flowable powder.
Another subject of the invention consists of solid plant-protection formulations, especially in granulate form, comprising a solid plant-protection active substance and the dispersing agent described above.
The said solid plant-protection formulations are favourably made up:
- of 0.01 to 90 % by weight of plant-protection active substance
- of 0.1 to 20 % by weight of the dispersing agent ^
A'-'"
forming the subject of the invention
\
- of 0 to 10 % by weight of a disintegrating binding
27
6
and/or binding agent
- of 0 to 10 % by weight of an anticlotting agent
- of 0 to 10 % by weight of a chemical stabilizing agent
- and of 0 to 50 % by weight of inert fillers relative to the weight of solid formulation. *
The following may be mentioned among the active substances which may be present in the said formulations:
diuron limiron naburon carbaryl atrazina amatryn carboxim fontin acatate ziraa xnanab zineb carbandazim chlorothalonil copper oxychloride
By way of example there may be mentioned as: 15 - wetting agent: anionic agents such as alleylnaphthalene sulphonates, alkylbenzenesulphonates, alkylsulphosuccinates, taurates, alkyl sulphates, etc or nonionic ones such as acetylenic diols, ethoxylated alkylphenols, etc 20 - disintegrating and/or binding agent: starch,
crosslinked polyvinylpyrrolidones, microcrystalline cellulose, crosslinked sodium carboxymethyl cellulose, soya polysaccharides, ion exchange resins, ethylene oxide/propylene oxide copolymers, polyethoxylated 25 alkylphenols, etc
- anticlotting agent: ammonium or sodium phosphates, sodium carbonate or bicarbonate, sodium acetate, sodium metasilicate, magnesium, zinc or calcium sulphates, magnesium hydroxide, calcium chloride, molecular
2724
7
sieves, sodium alkylsulphosuccinates, barium or calcium oxides, etc
- chemical stabilizing agent: alkaline-earth or transition metal sulphates, sodium hexametaphosphate,
calcium, chloride, boric anhydride, etc,
- inert fillers: clays, synthetic and diatomaceous ' silicas, calcium or magnesium silicates, titanium dioxide, aluminium, zinc or calcium oxides, calcium or magnesium carbonates, sodium, ammonium, calcium
sulphates, carbon black, etc.
The said formulations may be obtained by mixing these constituents, grinding the said mixture dry, agglomeration by addition of water to the ground particles, extrusion or granulation and then drying 15 with the aid of a fluid bed until granulates are obtained which have a residual moisture of the order of 0.1 to 2 % by weight.
For a good implementation of the invention the agglomeration of the ground particles is carried 20 out by adding from approximately 10 to 20 % by weight of water relative to the weight of particles; the extrusion or granulation operation is carried out using techniques which are well known to a person skilled in the art, for example extrusion through a die, a grid, 25 etc, granulation with the aid of a coater, a turbosphere, etc.
The following examples are given by way of illustration.
% 272';
8
Example 1
Preparation of the dispersing aqsnh A mixture consisting of
- 90 parts by weight of calcium 5 lignosulphonate
- and 10 parts by weight of ethoxylated ' tri (1-phenylethyl)phenol containing 16 oxyethylene units is introduced into 100 parts of water. 10 The solution obtained is introduced into a sprayer at a rate of 5 1/h, the air temperature at the entry is 3 00°C, that at the exit of the order of 90-100°C.
A flowable powder is obtained.
Preparation of the plant-protection formulation
A mixture is prepared, containing:
- ziram 80 % by weight
- Supragil WP® 2 % by weight (wetting agent, sodium diisopropylnaphthalenesulphonate
2 0 marketed by Rhone-Poulenc)
- the dispersing agent prepared above 10 % by weight lignosulphonate/tri (1-phenylethyl) phenol
16 EO (90/10)
- starch (disintegrating agent) 8 % by weight 25 This mixture is ground dry in sin air jet mill; particles of size of the order of 10 to 20 /xm are obtained.
The particles are next agglomerated with the
272 4
9
aid of 18 parts of water per 100 parts of particles in a Lodige® apparatus (marketed by Lodige) .
The agglomerate is then extruded through a 0 .8 mm diameter die.
The granules are then dried in an Aeromatic®
fluid bed (marketed by Niro) until a residual moisture of 2 % of the said granules is obtained.
Dispersibility
g of granules are poured into a 250-ml test 10 tube filled with water of hardness D (342 ppm according to CIPAC standard MT-18 described in Collaborative International Pesticides Analytical Council Handbook, Vol. 1, Ed. G.R.AW - 1970 -).
The test tube is closed with a ground-glass 15 stopper and then inverted until all of the granules have disintegrated and dispersed. The number of inversions needed is noted.
The number of inversions is 5; the dispersibility is therefore good.
2 0 Suspensivitv
The suspensivity ratio of the granules in water D is determined according to CIPAC standard MT-15.
It is 100 %.
Example 2 (comparative)
Granules are prepared according to the procedure of Example 1, by using 10 % of calcium lignosulphonate by itself instead of 10 % of calcium
2724
lignosulphonate/tri (1-phenylethyl) phenol 16 EO (90/10) mixture.
The characteristics of the formulation are as follows:
- dispersibility: good (5 inversions)
- suspensivity ratio: 50 %. ' rex-ample 3 (comparative)
Granules are prepared according to the procedure of Example 1, by using 10 % of sodium lignosulphonate by itself instead of 10 % of calcium lignosulphonate/tri (1-phenylethyl) phenol 16 EO (90/10) mixture.
The characteristics of the formulation are as follows:
- dispersibility: good (5 inversions)
- suspensivity ratio: 67 %.
Example 4 (comparative)
Preparation of the planf.-orotection formulation A mixture is prepared, containing:
- ziram 80 parts by weight
- sodium diisopropylnaphthalene-
sulphonate (wetting agent) 2 parts by weight
- starch (disintegrating agent) 8 parts by weight
This mixture is ground dry in an air jet mill; particles of size of the order of 10 to 20 (ua are obtained.
After introduction of 10 parts by weight of tri(1-phenylethyl)phenol 16 EO as the only dispersing
2724
11
agent, the particles are agglomerated with the aid of 18 parts of water per 100 parts of particles in a Lodige® apparatus (marketed by Lodige).
The agglomerate is then extruded through a 5 0.8 mm diameter die.
The granules are then dried in an Aeromatic® fluid bed (marketed by Niro) until a residual moisture of 2 % of the said granules is obtained.
The characteristics of the formulation are as
follows:
- dispersibility: good (10 inversions)
- suspensivity ratio: 32 %.
Example 5
Preparation of the dispersing agent 15 A mixture consisting of
- 90 parts by weight of calcium lignosulphonate
- and 10 parts by weight of ethoxylated tri(1-phenylethyl)phenol containing 16 oxyethylene
units is introduced into 100 parts of water.
The solution obtained is introduced into a sprayer at a rate of 5 1/h, the air temperature at the entry is 300°C, that at the exit of the order of 25 90-100 °C.
A flowable powder is obtained.
2
r<?A
12
Preparation of the pi «Ti«-.-proteetion formulation A mixture is prepared, containing:
- diuron 85 % by weight
- Soprophor AS/860® 5 % by weight 5 (wetting agent, ethoxylated C10 fatty alcohol absorbed on silica, marketed by Rh6ne-Poulenc) '
- the dispersing agent prepared above 10 % by weight lignosulphonate/tri (1-phenylethyl) phenol
16 EO (90/10)
This mixture is ground dry in an air jet mill; particles of size of the order of 10 to 20 (im. are obtained.
The particles are then agglomerated with the aid of 18 parts of water per 100 parts of particles, in 15 a Lodige® apparatus (marketed by Lodige) .
The agglomerate is then extruded through a 0.8 mm diameter die.
The granules are then dried in an Aeromatic® fluid bed (marketed by Niro) until a residual moisture 2 0 of 2 % of the said granules is obtained.
The characteristics of the formulation are as follows:
- dispersibility: good (5 inversions)
- suspensivity ratio: 95 %.
Example 6 (comparative)
Granules are prepared according to the procedure of Example 5 by using 10 % of calcium lignosulphonate by itself instead of 10 % of calcium
Claims (9)
1 % fillers : kaolin 2% 2% starch 3% 3% Le SOPROPHOR DSS-7N is an ethoxylated sulfated distyrylphenol, neutralised by triethanolamin, under the form of an ammonium salt. The ethoxylated nonylphenol (30 OE) is sulfated and under the form of an ammonium salt. ANTAROX BO/327 is a Cg-C^ etho-propoxylated tensioactive product. The lignosulfonate is a calcium salt (BRETAX ®), of the lignin type. The suspensivity tests are determined according to the CIPAC MT-15 norm with water of hardness D. The accelerated aging tests are determined according to the following procedure: 5 g of granules are poured into a test *"be. Said tube is further immersed and maintained in a water at 70 °c during 2 hours. The results are indicated in the following table : Test Example 7 according to the invention Comparative example 7 Initial suspensivity 76% 20% A Suspensivity after the accelerated aqinq test 71 % 19% fc U <2- I'l 272468 consists of: 5 (a) at least one alkali or alkaline- earth metal or ammonium lignosulphonate [constituent (a)], used in combination with - (b) at least one optionally sulphated, ethoxylated di- or tri(1-phenylethyl)phenol containing 10 from 7 to fewer than 20 oxyethylene units [constituent (b)], the weight ratio constituent (a)/constituent (b) being of the order of 95/5 to 70/30. 15 2. Dispersing agent in powder form, characterized in that it is capable of being obtained by spraying an aqueous solution containing - (a) at least one alkali or alkaline-earth metal or ammonium lignosulphonate [constituent (a)],
2 0 - (b) and at least one optionally sulphated, ethoxylated di- or tri(1-phenylethyl)phenol containing from 8 to fewer than 20 oxyethylene units [constituent the weight ratio constituent (a)/constituent (b) being 25 of the order of 95/5 to 70/30, (b)] in a quantity corresponding to substantially 40 to 6 0 parts by weight of water per 100 parts by weight 272468 15 the mixture of the two constituents.
3. Dispersing agent as claimed in claim 1 or 2, characterised in that the weight ratio constituent (a)/constituent (b) is of the order of 90/10 to 75/25.
4. Dispersing agent according to any one of claims 1 to 3, characterized in that the constituent (a) is Na or Ca lignosulphonate.
5. Dispersing agent according to any one of the preceding claims, characterized in that the constituent (b) is chosen from - ethoxylated di(1-phenylethyl)phenol containing 10 oxyethylene units - ethoxylated di(1-phenylethyl)phenol containing 7 oxyethylene units - sulphated ethoxylated di(1-phenylethyl)phenol containing 7 oxyethylene units - ethoxylated tri(1-phenylethyl)phenol containing 8 oxyethylene units - ethoxylated tri(1-phenylethyl)phenol containing 16 oxyethylene unics and - sulphated ethoxylated tri(1-phenylethyl)phenol containing 16 oxyethylene units. 272468
6. A dispersing agent for solid plant-protection formulations substantially as herein described with reference to either of examples 3 or
7. Use of the dispersing agent forming the subject of any one of the preceding claims for the preparation of solid plant-protection formulations.
8. Plant-protection formulations comprising a solid plant-protection active substance and dispersing agent according to any one of Claims 1 to 6.
9. Plant-protection formulations according to Claim 7r characterized in that t'u^y consist of - 0.01 to 90% by weight of plant-protection active substance - 0.1 to 20% by weight of the dispersing agent according to any one of claims 1 to 6, - 0 to 10% by weight of a disintegrating binding and/or binding agent - 0 to 10% by weight of an anticlotting agent - 0 to 10% by weight of a chemical stabilizing agent - and 0 to 50% by weight of inert fillers relative to the weight of solid formulation.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9407996A FR2721835B1 (en) | 1994-06-29 | 1994-06-29 | DISPERSING AGENT FOR SOLID PHYTOSANITARY FORMULATIONS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ272468A true NZ272468A (en) | 1997-01-29 |
Family
ID=9464778
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ272468A NZ272468A (en) | 1994-06-29 | 1995-06-29 | Dispersing agent for wettable powder compositions comprising at least one alkali or alkaline earth metal or ammonium lignosulphonate and of least one ethoxylated di- or tri(1-phenylethyl) phenol |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0689866B1 (en) |
| JP (1) | JP2843819B2 (en) |
| AT (1) | ATE235955T1 (en) |
| BR (1) | BR9502978A (en) |
| CA (1) | CA2152872A1 (en) |
| DE (1) | DE69530146T2 (en) |
| FR (1) | FR2721835B1 (en) |
| IL (1) | IL114275A (en) |
| NZ (1) | NZ272468A (en) |
| ZA (1) | ZA955395B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2742675B1 (en) * | 1995-12-26 | 1998-01-16 | Rhone Poulenc Chimie | DISPERSING AGENT BASED ON LIGNOSULFONATE AND ITS USE IN SOLID PHYTOSANITARY FORMULATIONS |
| AU3048297A (en) * | 1996-06-07 | 1998-01-05 | Nippon Soda Co., Ltd. | Granular hydrating agent |
| JP2007291138A (en) * | 1996-06-07 | 2007-11-08 | Nippon Soda Co Ltd | Granular water-dispersible agent |
| AU726411B2 (en) | 1996-09-25 | 2000-11-09 | Aquatrols Holding Co., Inc. | Methods for preparing spontaneously water dispersable carriers for pesticides and their use |
| WO1998012921A1 (en) * | 1996-09-25 | 1998-04-02 | Rhodia Inc. | Spontaneously water dispersible carrier for pesticides |
| US12116381B2 (en) | 2017-08-24 | 2024-10-15 | Nippon Paper Industries Co., Ltd. | Lignin derivative compound and use thereof |
| JP7250987B1 (en) * | 2022-07-20 | 2023-04-03 | 日本製紙株式会社 | plant growth promoter |
| JP2024014695A (en) * | 2022-07-20 | 2024-02-01 | 日本製紙株式会社 | plant growth promoter |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3986979A (en) * | 1969-05-15 | 1976-10-19 | Westvaco Corporation | Process for making combination wetting-dispersing agent |
| US3737551A (en) * | 1969-08-20 | 1973-06-05 | Vanderbilt Co R T | Wettable and dispersible powders |
| GB1399005A (en) * | 1972-03-08 | 1975-06-25 | Ciba Geigy Ag | Herbicidal compositions |
| US4310520A (en) * | 1977-07-30 | 1982-01-12 | Mikasa Chemical Industry Company, Limited | Solidified emulsifiable concentrate and method for application thereof |
| FR2524261A1 (en) * | 1982-04-01 | 1983-10-07 | Rhone Poulenc Agrochimie | FENARIMOL FUNGICIDE POWDER COMPOSITION |
| FR2581323B1 (en) * | 1985-05-06 | 1987-05-29 | Rhone Poulenc Spec Chim | NOVEL SURFACTANT COMPOSITION, PROCESS FOR OBTAINING SAME AND APPLICATIONS THEREOF |
| FR2655816B1 (en) * | 1989-12-14 | 1994-04-29 | Rhone Poulenc Agrochimie | DISPERSABLE GRANULES OF FUNGICIDE PRODUCTS. |
| EP0488660A1 (en) * | 1990-11-29 | 1992-06-03 | Sumitomo Chemical Company, Limited | Pesticidal composition |
| FR2677849B1 (en) * | 1991-06-20 | 1995-06-16 | Francais Prod Ind Cfpi | PHYTOPHARMACEUTICAL WETABLE POWDERS AND THEIR PREPARATION METHOD. |
-
1994
- 1994-06-29 FR FR9407996A patent/FR2721835B1/en not_active Expired - Fee Related
-
1995
- 1995-06-22 IL IL11427595A patent/IL114275A/en not_active IP Right Cessation
- 1995-06-28 DE DE69530146T patent/DE69530146T2/en not_active Expired - Fee Related
- 1995-06-28 CA CA002152872A patent/CA2152872A1/en not_active Abandoned
- 1995-06-28 BR BR9502978A patent/BR9502978A/en not_active Application Discontinuation
- 1995-06-28 AT AT95401543T patent/ATE235955T1/en not_active IP Right Cessation
- 1995-06-28 EP EP95401543A patent/EP0689866B1/en not_active Expired - Lifetime
- 1995-06-29 ZA ZA955395A patent/ZA955395B/en unknown
- 1995-06-29 JP JP7185040A patent/JP2843819B2/en not_active Expired - Fee Related
- 1995-06-29 NZ NZ272468A patent/NZ272468A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0826905A (en) | 1996-01-30 |
| AU2334595A (en) | 1996-01-11 |
| IL114275A (en) | 2000-02-29 |
| BR9502978A (en) | 1996-03-12 |
| ZA955395B (en) | 1996-02-09 |
| FR2721835A1 (en) | 1996-01-05 |
| CA2152872A1 (en) | 1995-12-30 |
| DE69530146T2 (en) | 2003-12-04 |
| JP2843819B2 (en) | 1999-01-06 |
| EP0689866A1 (en) | 1996-01-03 |
| DE69530146D1 (en) | 2003-05-08 |
| IL114275A0 (en) | 1995-10-31 |
| EP0689866B1 (en) | 2003-04-02 |
| AU684942B2 (en) | 1998-01-08 |
| ATE235955T1 (en) | 2003-04-15 |
| FR2721835B1 (en) | 1996-09-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5463319B2 (en) | Method for dispersing insoluble material in aqueous solution and agricultural preparation | |
| US5208030A (en) | Active ingredient dosage device | |
| CA2128726C (en) | Water dispersible granules of liquid pesticides | |
| JP2002541161A (en) | Pesticide composition | |
| NZ272468A (en) | Dispersing agent for wettable powder compositions comprising at least one alkali or alkaline earth metal or ammonium lignosulphonate and of least one ethoxylated di- or tri(1-phenylethyl) phenol | |
| US5981433A (en) | Lignosulfonate/ethoxylated poly(1-phenylethyl)phenol dispersing agents and agrochemicals comprised thereof | |
| EP1830635B1 (en) | Reduced foam dispersions and formulations therefor | |
| EP1382244B1 (en) | Granular compositions and process for producing the same | |
| JPWO2004036994A1 (en) | Agricultural and horticultural granular composition comprising hydratable granules | |
| US5846903A (en) | Water dispersible granules of low melting point pesticides | |
| JPH06219903A (en) | Granular water-dispersible agent composition for agriculture | |
| JP5285074B2 (en) | Granule wettable powder | |
| RU2199212C2 (en) | Dosed form, method for manufacturing the same, object processing method | |
| JPH09124406A (en) | Granulated water dispersible powder | |
| JP4917046B2 (en) | Dispersion with reduced foam and formulation therefor | |
| JPH10158111A (en) | Stabilized agrochemical solid preparation | |
| WO2007052256A2 (en) | Pesticidal compositions and method for their preparation | |
| JP3869491B2 (en) | Agrochemical granules | |
| JP2000502603A (en) | Dispersants based on lignosulfonates and their use in solid plant protection formulations | |
| AU735584B2 (en) | Method and composition | |
| AU2005321984B2 (en) | Reduced foam dispersions and formulations therefor | |
| RU2093986C1 (en) | Tabletted pesticide preparation dispersed in water and method of its making | |
| JP2001294501A (en) | Wettable powder for agrochemical | |
| JPH07145001A (en) | Agrochemical solid formulation for paddy field |