US2144808A - Insecticidal composition - Google Patents
Insecticidal composition Download PDFInfo
- Publication number
- US2144808A US2144808A US741721A US74172134A US2144808A US 2144808 A US2144808 A US 2144808A US 741721 A US741721 A US 741721A US 74172134 A US74172134 A US 74172134A US 2144808 A US2144808 A US 2144808A
- Authority
- US
- United States
- Prior art keywords
- oil
- water
- insecticidal
- phase
- emulsions
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 230000000749 insecticidal effect Effects 0.000 title description 21
- 239000000203 mixture Substances 0.000 title description 16
- 239000003921 oil Substances 0.000 description 76
- 239000000839 emulsion Substances 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 239000012071 phase Substances 0.000 description 16
- 239000000344 soap Substances 0.000 description 15
- 239000008346 aqueous phase Substances 0.000 description 13
- 239000002480 mineral oil Substances 0.000 description 13
- 239000003995 emulsifying agent Substances 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- 235000010446 mineral oil Nutrition 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 239000002917 insecticide Substances 0.000 description 8
- 241000238631 Hexapoda Species 0.000 description 7
- 239000000463 material Substances 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 5
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 4
- 229940063655 aluminum stearate Drugs 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- -1 stearic Chemical group 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 2
- 244000045947 parasite Species 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000000979 retarding effect Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 238000009827 uniform distribution Methods 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- 239000005739 Bordeaux mixture Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 240000004460 Tanacetum coccineum Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 description 1
- JNVCSEDACVAATK-UHFFFAOYSA-L [Ca+2].[S-]SSS[S-] Chemical compound [Ca+2].[S-]SSS[S-] JNVCSEDACVAATK-UHFFFAOYSA-L 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- ZZBBCSFCMKWYQR-UHFFFAOYSA-N copper;dioxido(oxo)silane Chemical compound [Cu+2].[O-][Si]([O-])=O ZZBBCSFCMKWYQR-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- UWRBYRMOUPAKLM-UHFFFAOYSA-L lead arsenate Chemical compound [Pb+2].O[As]([O-])([O-])=O UWRBYRMOUPAKLM-UHFFFAOYSA-L 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 230000000590 parasiticidal effect Effects 0.000 description 1
- 239000002297 parasiticide Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229940015367 pyrethrum Drugs 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229940080817 rotenone Drugs 0.000 description 1
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 description 1
- 238000013517 stratification Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/902—Gelled emulsion
Definitions
- This invention relates to a new insecticidal oil composition and more particularly to a new form in which it has been found highly advantageous to apply the known insecticidal mineral oils to parasite infested vegetation.
- Oils 9 generally have been applied in one or other of two forms, either as such and substantially undiluted or as dilute emulsions of oll-in-water.
- polyvalent metal soaps of the ordinary fatty acids such as oleic, stearic, palmitic, etc.
- the polyvalent metal soaps of the ordinary fatty acids such as oleic, stearic, palmitic, etc.
- the polyvalent metal soaps of the ordinary fatty acids such as oleic, stearic, palmitic, etc.
- water is introduced into an oil solution of about 1 to 5% of the B0 emulsifier just" as oil is introduced into the aqueous phase in the preparation of conventional oil-in-water emulsions.
- Oil soluble toxic materials such as rotenone and pyrethrum maybe added to the oil phase
- water soluble toxic materials such as nicotine and other alkaloid salts, lime sulfur, etc.
- water insoluble but suspendable materials such as lead arsenate, Bordeaux mixture or the newer copper silicate gel fungicides may be suspended in either the aqueous or oil phase, or soaps of the fungicidally active metals such as copper,- lead, mercury or zinc may be incorporated in the oil.
- insecticidal oils which may be employed in my water-in-jell-forming oil emulsions is the same as in the jell-forming oils alone and includes not only the usually accepted oils but also more volatile oils due to the reduction in vapor pressure occasioned by the jell and also less highly refined oils due to the substantial elimination of oil absoiption by the vegetation likewise brought about by the jelling action.
- An insecticide comprising a mineral oil continuous phase having an aqueous phase dispersed therein.
- An insecticidal composition comprising a mineral oil continuous phase, an emulsifier adapted to the formation of a water-in-oil type of emulsion and an aqueous phase dispersed in said oil.
- An insecticidal composition comprising a mineral oil continuous phase, a polyvalent metal soap and a dispersed aqueous phase.
- An insecticidal composition consisting of a mineral oil continuous phase having a polyvalent metal soap incorporated therein in an amount resulting in incipient jell-formation and having an aqueous phase dispersed therein.
- An insecticidal oil emulsion composition in which a refined mineral oil constitutes the continuous phase and an aqueous liquid the discontinuous phase, the volume ratio of oil to aqueous phase being at least one to four.
- An insecticidal oil emulsion composition comprising a refined mineral oil as the continuous phase, an emulsifier adapted to the formation of a water-in-oil type of emulsion and an aqueous discontinuous phase dispersed in the oil, the volume ratio of oil to aqueous phase being at least about one to four and the dispersion being sufficiently stable to persist as such until deposited on a parasite infested host.
- An insecticidal spray comprising a mineral oil external phase having an aqueous phase enclosed therein.
Description
Patented Jan. 24, 1939 msrc'ncmar. com'osmon William B. Parker, Placer-ville, Oalit., assignor to Californla'Spray-Chemlcal Corporation, Berkeley, Calif., a corporation of Delaware No Drawing.
Application August 27, 1934,
Serial No. 741,721
16 Claims.
This invention relates to a new insecticidal oil composition and more particularly to a new form in which it has been found highly advantageous to apply the known insecticidal mineral oils to parasite infested vegetation.
The insecticidal value of various distillates from petroleum and coal tar oils has long been recognized and many methods have hitherto been proposed for utilizing this inherent value. Oils 9 generally have been applied in one or other of two forms, either as such and substantially undiluted or as dilute emulsions of oll-in-water.
The surfaces of both the insects and the plant tissues which they infest are usually more readily 5 wet by oil than by water so that the obvious method of securing a complete coverage of the host surfaces and effective contact with the insect was to apply the oil as such. This is however usually undesirable in at least two major respects.
The amount of oil theoretically necessary to produce an, adequate coverage is very small and, so far as I am aware, but a single entirely practical means, copending application Serial No. 635,861,
of distributing such a small bulk of material uniformly over a large area extended in three dimensions has yet been devised. When a bulk of oil which could be uniformly distributed by ordinary spray methods over such an area has been employed it has been both uneconomical and o in most cases decidedly detrimental to the vegetation treated.
In order to escape these diiiiculties recourse was had to the use of dilute emulsions of oil-in-water in which the oil constituted from about 1 to 5 percent of the total volume. Thus a bulk of material sufficient to permit of uniform distribution was provided but by a means which was completely illogical in at least one other essential respect. Apparently the only reason that it has endured as long as it has and has received the wide adoption that it has is because there appeared no other possible way of economically realizing even a part of the insecticidal value of mineral oils.
The shortcomings of an oil-in-water emulsion insecticide are now so well known as to need scarcely more than mention. Such emulsions having an aqueous continuous phase are of necessity water wetting and thus instead of contributing to the insecticidal power of the oil actually protectthe insects from the oil by first drenching them with a layer of water so that the dispersed oil droplets easily run ofi and are either lost in the drip from the leaves or when retained at all do not give a complete, insect impervious,
covering. While a slight increase in economy and utility has been realized through decreasing the stability of the emulsions until they approach the point of being no longer applicable due to breaking and stratification during the process of 5 application the undesirable features inherent in an aqueous continuous phase have not been eliminated or even substantially mitigated.
It is the main object of this invention to provide a form in which mineral oils may be applied as insecticides with the substantial. elimination of the foregoing disadvantages which attend the application of oil in either of the two previously used forms.
It is a further object of my invention to provide means whereby oil may be rendered in a form which is economical and practical as an insecticide and easily possible of application by known methods.
Broadly I have discovered that oil in a third, and, so far as I am aware, new form, as far as insecticidal work is concerned, is realized in a water-in-oil emulsion. Such an emulsion, in which the continuous phase is oil, is of necessity oil wetting and is thus the complete equal in this 26 desirable characteristic of undiluted oil. The extent to which water may be dispersed in oil and hence the extent to which oil may thereby be increased in bulk for ease of uniform distribution is limited only by the efliclency of the water- 80 in-oil producing emulsifiers which are available.
Water-in-oil emulsions'have not heretofore received considerable application in any branch of industry and consequently but little is known concerning their prepartion and properties and that little is of a purely theoretical or academic nature. I have found, however, that even with the limited knowledgev and range of materials available perfectly uniform and stable dispersions of water in oil may be prepared containing or more water. The increase in bulk thus efiected is entirely adequate to make even the minimum theoretically necessary quantities of oil applicable without difiiculty and without resort to the doubly objectionable increase in oil formerly required. 5
I have found that the polyvalent metal soaps of the ordinary fatty acids such as oleic, stearic, palmitic, etc., are effective in producing stable water-in-oil emulsions when water is introduced into an oil solution of about 1 to 5% of the B0 emulsifier just" as oil is introduced into the aqueous phase in the preparation of conventional oil-in-water emulsions.
As disclosed in my copendlng application Serial No. 741,722, certain of these same soaps dissolved ll in oil are highly effective inpreventing the oil from being absorbed by growing vegetation and thus make possible the remarkably complete elimination of the customary oil damage to foliage and fruit. When these same jell-forming soaps are employed as water-in-oil emulsifiers in the present invention they may thus serve the double purpose of also rendering the oil relatively non-absorbable by living plant tissues.
It has been found that in general the amount of such a soap which is necessary to render a given oil incipiently jail-forming will be more than enough to give any desired amount of water dispersion in the same oil. It may however some- 1 times be necessary to use slightly more soap to eifect both results in the same composition.
The physical form which is taken by a water dispersion in such a jell-forming oil composition when atomized and applied by the process of my copending application Serial No. 635,861 or an equivalent method is so far as both the host plant and the insects are concerned, identical with that which is formed by the jell-forming oil alone. That is, a uniform coating of fine, dis crete, more or less spherical oil jelly-balls so close together as to constitute complete coverage from insects but so far apart as to permit of free respiration by the plant tissue is deposited. The only difierence is that the center one-half to four-fifths of each jelly ball is water and not oil. Assuming the same size and number of particles per unit of surface an identical coverage can thus be effected with an expenditure of but one-half to one-fifth the amount of oil.
Experiments conducted on a full commercial scale have demonstrated the entire practicability and desirability of this new type insecticide. It possesses a combination of safety to plants. efficiency in oil utilization, low overall cost, ease of preparation and eificacy in high percentage insect kill not approached by any other sort of mineral oil insecticide preparation of which I am aware.
The large number of possible variations and extensions of the basic principle of this invention will be readily apparent to one skilled in the art. Oil soluble toxic materials such as rotenone and pyrethrum maybe added to the oil phase, water soluble toxic materials such as nicotine and other alkaloid salts, lime sulfur, etc., may be included in the water, water insoluble but suspendable materials such as lead arsenate, Bordeaux mixture or the newer copper silicate gel fungicides may be suspended in either the aqueous or oil phase, or soaps of the fungicidally active metals such as copper,- lead, mercury or zinc may be incorporated in the oil. In general it will be found possible to construct combination parasiticides with my water-in-oil emulsions just as has in the past been possible with the oil-in-water type of emulsions. regard being had of course to the inherently different properties of the reverse type emulsions.
The range of insecticidal oils which may be employed in my water-in-jell-forming oil emulsions is the same as in the jell-forming oils alone and includes not only the usually accepted oils but also more volatile oils due to the reduction in vapor pressure occasioned by the jell and also less highly refined oils due to the substantial elimination of oil absoiption by the vegetation likewise brought about by the jelling action.
One improvement on the simple water-in-oil emulsions as such has been found to consist in the addition of thickening or bodying agents to the aqueous phase. core of the oil droplets deposited to help in sup- This permits the aqueous porting and maintaining the droplets as such and when an insoluble agent is suspended in the aqueous phase the bodying agent will prevent its being prematurely squeezed out with consequent disruption of a considerable part of 1 the emulsion. Such highly hydrophyllic colloids what I claim is:
1. An insecticide comprising a mineral oil continuous phase having an aqueous phase dispersed therein.
2. An insecticidal composition comprising a mineral oil continuous phase, an emulsifier adapted to the formation of a water-in-oil type of emulsion and an aqueous phase dispersed in said oil.
3. An insecticidal composition comprising a mineral oil continuous phase, a polyvalent metal soap and a dispersed aqueous phase.
4. An insecticidal composition as in claim 3 wherein the polyvalcnt metal soap is incorporated in the continuous oil phase and is of the type which tends to render said oil phase jell-forming.
5. An insecticidal composition as in. claim 3 wherein the polyvalent metal soap is aluminum stearate.
6. An insecticidal composition consisting of a mineral oil continuous phase having a polyvalent metal soap incorporated therein in an amount resulting in incipient jell-formation and having an aqueous phase dispersed therein.
7. An insecticidal composition as in claim 6 in which the polyvaient metal soap is aluminum stearate.
8. An insecticidal oil emulsion composition in which a refined mineral oil constitutes the continuous phase and an aqueous liquid the discontinuous phase, the volume ratio of oil to aqueous phase being at least one to four.
9. An insecticidal oil emulsion composition comprising a refined mineral oil as the continuous phase, an emulsifier adapted to the formation of a water-in-oil type of emulsion and an aqueous discontinuous phase dispersed in the oil, the volume ratio of oil to aqueous phase being at least about one to four and the dispersion being sufficiently stable to persist as such until deposited on a parasite infested host.
10. An insecticidal oil emulsion composition as in claim 9 wherein the emulsifier is a polyvalent metal soap.
11. An insecticidal oil emulsion composition as in claim 9 wherein the emulsifier is a polyvalent metal soap dissolved in the oil in quantity to produce incipient jel formation.
12. An insecticidal oil emulsion composition as in claim 9 wherein the emulsifier is aluminum stearate dissolved in the oil in such quantity as to produce incipient jelling of the oil.
13. An insecticidal oil emulsion composition as in claim 9 wherein the emulsifier is aluminum stearate dissolved in the oil in quantity to produce incipient jelling of the same and the aqueous phase contains a thickening agent.
14. An insecticidal spray comprising a mineral oil external phase having an aqueous phase enclosed therein.
15. The method of increasing the bulk of a mineral oil insecticide for more effective spraying and at the same time of retarding the absorption of said oil when applied to vegetation which comprises dispersing an aqueous phase in said oil with the aid of a polyvalent metal soap emulsifier of a type which tends to produce Jeliing of the 16. The method of increasing the bulk 01. a mineral oil insecticide for more effective spraying and at the same time of retarding the absorption of said oil when applied to vegetation which comprises dispersing an aqueous phase containing a thickening agent in said.- oil with the aid of a polyvalent metal soap emulsifier of a type which tends to produce jeiiing of the oil.
WILLIAM B. PARKER. 10
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US741721A US2144808A (en) | 1934-08-27 | 1934-08-27 | Insecticidal composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US741721A US2144808A (en) | 1934-08-27 | 1934-08-27 | Insecticidal composition |
Publications (1)
Publication Number | Publication Date |
---|---|
US2144808A true US2144808A (en) | 1939-01-24 |
Family
ID=24981889
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US741721A Expired - Lifetime US2144808A (en) | 1934-08-27 | 1934-08-27 | Insecticidal composition |
Country Status (1)
Country | Link |
---|---|
US (1) | US2144808A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2497398A (en) * | 1947-05-24 | 1950-02-14 | Shell Dev | Oil base drilling fluid |
DE1060185B (en) * | 1956-06-15 | 1959-06-25 | American Chem Paint Co | Sprayable herbicide |
US2914441A (en) * | 1955-02-09 | 1959-11-24 | Pennsalt Chemicals Corp | Method and composition for pest control |
US3189430A (en) * | 1957-06-21 | 1965-06-15 | Dow Chemical Co | Herbicide composition and method |
US3206410A (en) * | 1957-06-12 | 1965-09-14 | Scholten Chemische Fab | Water-in-oil emulsions |
US3622518A (en) * | 1968-09-27 | 1971-11-23 | Armour Ind Chem Co | Water-in-oil invert emulsions |
US4545923A (en) * | 1982-06-11 | 1985-10-08 | Rhone-Poulenc Inc. | Process for preparing colloidal ceric oxide and complexes thereof with free organic acids |
US4647401A (en) * | 1983-01-24 | 1987-03-03 | Rhone Poulenc Inc. | Process for preparing colloidal ceric oxide and complexes thereof with free organic acids |
-
1934
- 1934-08-27 US US741721A patent/US2144808A/en not_active Expired - Lifetime
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2497398A (en) * | 1947-05-24 | 1950-02-14 | Shell Dev | Oil base drilling fluid |
US2914441A (en) * | 1955-02-09 | 1959-11-24 | Pennsalt Chemicals Corp | Method and composition for pest control |
DE1060185B (en) * | 1956-06-15 | 1959-06-25 | American Chem Paint Co | Sprayable herbicide |
US3206410A (en) * | 1957-06-12 | 1965-09-14 | Scholten Chemische Fab | Water-in-oil emulsions |
US3189430A (en) * | 1957-06-21 | 1965-06-15 | Dow Chemical Co | Herbicide composition and method |
US3622518A (en) * | 1968-09-27 | 1971-11-23 | Armour Ind Chem Co | Water-in-oil invert emulsions |
US4545923A (en) * | 1982-06-11 | 1985-10-08 | Rhone-Poulenc Inc. | Process for preparing colloidal ceric oxide and complexes thereof with free organic acids |
US4647401A (en) * | 1983-01-24 | 1987-03-03 | Rhone Poulenc Inc. | Process for preparing colloidal ceric oxide and complexes thereof with free organic acids |
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