"Low-melting solids such as propanil present an especially difficult problem in the preparation of a dispersible granule formulation. The low-melting solid, herein defined as melting below 100 o C, tends to melt or become sticky during or subsequent to the grinding process which is a necessary step in preparing dispersible granules. EP-A-0,252,896 describes a possible solution to this problem which requires micro-encapsulation of low-melting pesticides prior to granulation. However, microencapsulation involves additional pressing steps and adds to the cost of the overall formulation."
"In the case of the herbicide propanil, it has not heretofore been possible to produce a dispersible granular product which combines the features of a high active ingredient content and good suspensibility and dispersant properties, as well as resistance to attrition – thereby avoiding the formation of a dust. Commercial formulations of propanil dispersible granules are available, but these products have deficiencies in that the active ingredient content is relatively low and/or they fail to provide adequate suspension or dispersibility characteristics or are not resistant to attrition. We have now discovered a process for producing dispersible granule formulations of propanil herbicide. The process can provide granules which contain more than 60% active ingredient, which also have good suspensibility and dispersibility characteristics, and which resist attrition. Accordingly one aspect this invention provides a process for producing a dispersible propanil granule comprising: a) combining one or more surfactants with propanil and milling to a particle size of less than 20 microns to form a pre-mix; b) adding less than 25 per cent by weight water and optionally a wetting agent to said pre-mix and mixing until a paste is obtained; c) granulating said paste thereby producing granules; and d) drying said granules to a moisture content of less than 2 per cent by weight. "
"(a) whether the process for preparing propanil granules particularised as Process B in the Defendant's Confidential Statement of Process comprises the step of combining one or more surfactants with propanil and milling to a particle size of less than 20 microns to form a premix; and, if not (b) whether, by reason of the absence of the said step, the use of Process B (and accordingly any dispersible granules produced by such a process) does not infringe any claim of European Patent (GB) No.0 484 147."
"The term 'surfactant' is used in the broad sense to include materials which may be referred to as emulsifying agents, dispersing agents and wetting agents, and the surfactant component may comprise one or more surfactants selected from the anionic, cationic and nonionic type."
"Preferably the surfactant component will comprise at least one wetting agent such as those selected from alkylnaphthalene sulfonates, alkylaryl polyoxethylene ammonium sulfonates phosphate esters, sulfosuccinates and nonionics such as tridecyl alcohol ethoxylate; and /or at least one dispersing agent such as those selected from the group of naphthalene sulfonates, lignosulfonates, polyacrylates and phosphate esters. Typically the total surfactant component will comprise from 0.1 to 25% and preferably from 1 to 15% by weight of the dry weight of the composition. In the context of this specification a dispersing agent is a surfactant which facilitates the dispersion of the pesticide particles when the product is added to a liquid, for example water. The dispersing agents used are preferably watersoluble ones. Examples of dispersants preferred for the dispersible granule formulations of this invention include: [various proprietary brands are listed]. Most preferred dispersants are: Reax 85A and Polyfon H. Examples of surfactants preferred as wetting agents for the dispersible granule formulations prepared according to this invention include [various proprietary brands are listed]. Most preferred wetting agents are Morwet B and Surfactant XN-45S. All surfactants act as dispersing agents to some degree, and also to some degree as wetting agents; most surface-active agents are, however, more efficient in one capacity than the other. The worker of ordinary skill in the formulation art can select a surfactant most suitable for the purpose in view. Small particles of a low-melting solid such as propanil often tend to stick together thereby causing flow problems in processing the material. Flow aids such as clay or silica particles may be used to minimize these problems. Flow aids preferred for the propanil dispersible granular include [various proprietary brands are listed]. Most preferred are HiSil 233 and Wessalon 50S. The flow aid content of the dispersible granule may vary from 0 to 10% and preferably from 1 to 8%."
"A number of formulations of propanil DG were prepared with active ingredient content ranging from 60.4% to 90.2%. The procedure for preparing these granular formulations followed the general procedure of Example 1, except that Morwet B, Polyfon H and Barden Clay were substituted for Surfactant XN-45S, Reax 85A and HiSil 233, respectively. No antifoam agent was used."
"Every surfactant possesses the fundamental characteristic of having two essential portions, one being water repellent, usually called hydrophobic (lipophobic), the other being hydrophilic (lipophilic)."
"A surfactant or surface-active agent is a species that is active at the interface between two phases, such as the interface between hydrophilic and hydrophobic phases. A surfactant accumulates at the interface and modifies the surface tension."
"Surfactants are a class of materials, which have in common that they consist of molecules, termed surfactant molecules, that are amphiphilic in nature. An amphiphilic molecule is one that has two parts, one which is hydrophilic, water-liking, and another part which is hydrophobic, water-hating. Surfactants are frequently represented in textbooks as tadpole like molecules, where the head group is water-liking and the tail group is the water-hating component."
"A surfactant is a material comprised of surfactant molecules. A surfactant molecule is an amphiphilic molecule, where one part of the molecule is polar and water-liking, whilst the other part is apolar and water-hating. A surfactant molecule actively orients itself at an interface such that the polar, hydrophilic group will be in contact with the more polar, hydrophilic side of the interface and the apolar, hydrophobic part of the surfactant will be in contact with the more apolar, hydrophobic side of the interface. Surfactant molecules that orient at a surface, as described above will lower the "surface tension" or "surface energy" of that surface."
"Surfactants also act at solid-air interfaces to reduce the surface free energy. For example an amphiphile whose tail has an affinity for the surface of a solid substrate will act as a surfactant at the substrate-air interface. However, again the surfactant need not be amphiphilic, rather it must have an affinity for the substrate's surface. An adsorbed coating (which can be a monolayer) of the surfactant will confer a lower surface energy than the original substrate surface. Silica and Clays are not amphiphiles but are used as surfactants in a wide range of process industries to assist in milling (a system involving a solid-air interface)."
"If this patent is really about getting the thing he calls a surfactant to solve the sticky propanil problem, why does he not list Barden Clay and silica as surfactants?"
"Q …you say the requirement for their presence, this is surfactants, at this stage is most likely to be due to a desire to ensure that they are intimately mixed with the propanil prior to the addition of the water. You say "most likely"
"Article 69, paragraph 1 of the EPC as interpreted in accordance with the protocol relating thereto does indeed purport (among other things) to ensure reasonable certainty for third parties, but it does not follow that the information from the granting file that is available to third parties may never be used in support of the interpretation given by the patentee to his patent. The requirement of reasonable certainty for third parties does, however, call for restraint in using arguments derived from the granting file in favour of the patentee. Consequently, a court will only be justified in using clarifying information from the public part of the granting file, when it holds that even after the average person skilled in the art has considered the description and the drawings, it is still open to question how the contents of the claims must be interpreted. In this connection one must also take into consideration that the risk of any ambiguities due to careless wording of the patent specification must in principle lie with the patentee."
"In my judgment, however, that will not do. The point would obviously be powerful if it could be shown that the product of the two processes was indistinguishable, but that was not the thrust of the claimant's case. … there is no evidence to show that the products of the two processes are, in fact, identical."