US2423450A - Preparation of synthetic organic detergent particles having only slight dust-forming tendencies - Google Patents
Preparation of synthetic organic detergent particles having only slight dust-forming tendencies Download PDFInfo
- Publication number
- US2423450A US2423450A US504160A US50416043A US2423450A US 2423450 A US2423450 A US 2423450A US 504160 A US504160 A US 504160A US 50416043 A US50416043 A US 50416043A US 2423450 A US2423450 A US 2423450A
- Authority
- US
- United States
- Prior art keywords
- dust
- detergent
- particles
- mineral oil
- synthetic organic
- 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
- 239000003599 detergent Substances 0.000 title description 26
- 239000002245 particle Substances 0.000 title description 21
- 238000002360 preparation method Methods 0.000 title description 2
- 239000002480 mineral oil Substances 0.000 description 20
- 235000010446 mineral oil Nutrition 0.000 description 18
- 239000003921 oil Substances 0.000 description 17
- 235000019198 oils Nutrition 0.000 description 17
- 238000000034 method Methods 0.000 description 11
- 239000000428 dust Substances 0.000 description 10
- 238000009835 boiling Methods 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000000271 synthetic detergent Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 7
- 239000000344 soap Substances 0.000 description 6
- 238000005507 spraying Methods 0.000 description 6
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 6
- 239000011324 bead Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 239000002085 irritant Substances 0.000 description 2
- 231100000021 irritant Toxicity 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- 206010012289 Dementia Diseases 0.000 description 1
- 241000183024 Populus tremula Species 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 239000004141 Sodium laurylsulphate Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 229940097789 heavy mineral oil Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000320 mechanical mixture Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/24—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/18—Hydrocarbons
Definitions
- a process of preparing detergent particfes having only slight dust-forming tendencies which comprises mixing a mineral oil fraction having of at least about 350 F. with a synthetic organic non-soap water-soluble detergent of the class consisting of sulphates and sulphonates in fluid form, and then forming said mixture into particles, the amount of said oil being within the range of about 0.5% to 8% by weight of said particles.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Description
Patented July 8, 1947 PREPARATION OF SYNTHETIC ORGANIC DETERGENT PARTICLES HAVING ONLY SLIGHT DUST-FORNIING TENDENCIES Robert Franklin Heald, Nutley, and Minor Leslie 1- Givan, East Orange, N. 3., assignors to Colgate- Palmolive-Peet Company, Jersey City, N. 3., a corporation of Delaware No Drawing. Original application April 1'1, 1941,
Serial No. 388,989. Divided and this applicaf tion September 28, 1943, Serial No. 50%,160
4 Claims.
1 t The present invention relates to a process of treating synthetic detergents and, more particularly, to a processor preparing water-soluble non-fatty acid soap organic detergents, espe particles of a synthetic detergent having greatly reduced dust-forming tendencies.
The invention further provides beads and grains of synthetic detergents of the type of orcially those of the type of organic sulphates and 5 genie ulp ates a d sul t having high sulphonates, in sprayed, granulated and chip wasmng emciency and atlmosit only slight dustform to reduce dust therein, and to the product formmg tendencies' f such process. Other objects and advantages of the present spray dried detergents have been employed for invention will be apparent to those skilled in the both industrial and domestic uses for many years, art from the following description because of their relative ease of solution due to Broadly stated according to the present inventhe large surface area exposed Detergents in tron, the addition of a relatively small proportion chip and granulated form have Similarly been of a petroleum 011 fraction to a synthetic deterused for the ,same reason; Up to the advent of gent results in a composition having considerably the present invention there were attendant less tendency to form dust. Aremarkable feature advantages in the use of these materials which of the invention is that the addition of the oil considerably limited their employment. Because has httle or no effect upon the washing emclency' of their reduced size, there is always associated The incorporatior. of mineral on is particuwith the product an appreciable portion of fines, larly advantageous m the ufacture of spray which causes a dust nuisance. This dust is 0bgranulated and chip detergents of the type of jectionable both from the standpoint of cleanliorgan? sulpgateiapd g f g g ness and because it acts as an irritant upon the of ad mg t e 01 m ng e prove emucous membrane of the usen tergent beads and grains of the invention com- In seeking a method for eliminating these dispnses sp-mying the detergent m fluid liquid advantages, the prior art has suggested reducing or plastic) form into an air stream in a tower the proportion of fines. This was, at best an in a procedure commonly employed in the art expensive operation, and it was found, moreover, 3 g'g gg fg E that the removal of fines in any practical degree g a 0 mg c a er 1 e usua m e en spraying oil upon the detergent particles had little efiect upon the amount of dust raised during the cooling operation This method of in the use of these synthetic detergent particles. ti th mi 1 i1 1 1 This was due to the fact that the most troublei g 1 g? 2 y E as a so some or irritating dust is produced by the disin- 32 23 13 2.923? g g fi g ai 2: 2: 3 irsleagggfiign of ti}? coarser pariztmlles durmg no granulation Of a mechanical mixture of detergent m mg m a par mu any fi! 1e P 35 chips or flakes and dry builders. In general, in g sma Percentage but Very obJf'ctlonable the manufacture of synthetic detergent products 533 g i gfigiz g gg gfi g ii zfi i fi' other than mechanical mixes, the mineral oil may be added in bulk to the detergent material .0 it i more convenien us, t e a i ion of the known, has given a satisfactory solution upon a eral oil to the crutcher mix requires no greater i l? 21 2 b co t: i grz zfi invention to pro 5 it and, in general, also yields Satisac ory resu s. vide an improved process for treating synthetic The present process is applicable to the treatt t uring the manufacture of said dement of various water-soluble, non-fatty acid tergents in spr ye ranul t d nd hip f rm soap, organic detergents, such as the salts of to reduce dust therein, whereby detergent parorganic sulphates and sulphonates, with or withticles having grgatly reduced irritant efiect in out any of the builders or fillers usually employed use are pr uce by the art. A preferred roduct com rises the It is also an object of this invention to provide sodium salt of sulphated coconut oil ?atty acid a process for preparing detergents of the type monoglyceride as the active ingredient. Other of organic sulphates andsulphonates in particudetergents suitable for treatment include salts late form having only slight dust-forming tendof sulphonated and sulphated long-chain fatty encies. alcohols. Thus, mineral oil can be added in Another object of the invention is to provid any of the manners described to synthetic detertions.
gents containing the sulphuric esters of oleyl alcohol, of lauryl alcohol or of primary stearyl alcohol, salts thereof, including sodium lauryl sulphate or the like, etc., to produce our novel compositions and to achieve the desirable results pertaining thereto and herein described.
In selecting a. petroleum fraction for use in accordance with the invention, kerosene (astral 011), white mineral oil, and heavy mineral oils of various viscosities are especially suitable for reducing dust-forming tendencies when incorporated in the detergent. Of these, the higher fractions are somewhat more desirable in that smaller proportions of the oil can be used and that there is less odor. Specifications for suitable oils are as follows:
Kerosene A. P. I. gravity 46.0 Flash point F. 127 Initial boiling point F.. 350 Final dr p TL. 536
' White mineral oil Specific gravity, 15.6 0.845 to 0.855 Viscosity Saybolt, 100 F sec 80 to 90 Initial boiling point F 572 90% distilled at F 748 Residue per cent 10 Heaoy mineral oils N o. 1 No. 2 N0. 3
300 365 ass Initial boiling point, "n... 568 609 597 Final distillation point, F 754 737 711 Distilled, percent 95 80 40 Residue, percent 5 20 60 Still higher boiling fractions, having Saybolt viscosities of more than 600 seconds, give very satisfactory results. Q
It is advantageous to employ oils with flash points high enough to avoid fire hazards, especially where the oil is incorporated in the detergent before spraying, as the high temperature of the spraying tower must be taken into consideration. In selecting the mineral oil, the viscosity of the oil is not of great efiect, although slightly better results are obtained with oils of higher viscosity. This may be due, in part, to the fact that these oil in general represent higher frac- If the oil is too viscous, it is diflicult to handle and can therefore be inconvenient.
Using such oils as hereinbefore described, proportions of the mineral oil of about 0.5% to about 8.0% (on the basis of the finished product) reduce the dust-forming tendencies in synthetic detergent particles. When using oils of relatively high boiling fractions, about 0.5% to about 3.0% of oil is suitable, about 0.5% to about 1.5% of m.'.1- eral oils of this type being preferred. This proportion decreases dust to a minimum, without affecting the detergent properties and handleability of the product. It will be understood that larger proportions of mineral oil must be employed where lighter fractions are used, and, in some cases, even several per cent, e. g., as much as about 2.5% to about 8%, are preferred for reducing dust to the considerable degree desired. Below the optimum proportion of mineral oil, of the preferred type, the best results are not obtained, above this proportion, the treated particles exhibit a certain stickiness, which is undesirable from the standpoints of both the consumer and the packager, and the detergency value of the product is deleteriously affected.
The followin example is merely illustrative of the present invention, and it will be understood that the invention is not limited thereto.
Example About 0.65 part of a heavy mineral oil (mineral oil No. 3) is added to 99.35 parts of an organic detergent solution in a crutcher. The detergent solution has the following composition, the active 1 ingredient being the sodium salt of sulphated coconut oil fatty acid monoglyceride:
I'he materials are thoroughly mixed, and the mixture is passed to a spray tower for spraying in a usual manner.
Upon spray drying, about 59.2% of the crutched material is lost as moisture. The dried product gives the following analysis, the mineral oil showing up with any unreacted material:
Per cent Moisture About 1.0 Inorganic salts About 61.4 Active ingredient About 32.6 Unreacted (raw material) About 3.4 Mineral oil About 1.6
The results obtained according to the present invention are superior to those obtained by the prior art. Even where part of the fines in synthetic detergent particles has been removed by sizing, the dust raised with such material is much greater than with the oil-treated material of this invention.
The term particle used in the present specification and in the appended claims is intended to include sizes and shapes of material having at least one dimension of relatively low order, such as grains, beads, chips, flakes and other forms having proportionately large surface area. Similarly, the term particulate as applied to synthetic detergents is intended to include those forms having at least one small dimension. Particles having solid centres are usually referred to as grains, while hollow particles are generally known as beads. Grains and beads frequently occur together and are distinguishable from chips and flakes in that all of their dimensions are of relatively low order.
The present application is a division of our prior application Serial No. 388,989, filed April 17, 1941.
The present invention has been described with reference to illustrative examples and proportions, but it will be appreciated by those skilled in the art that other variations and modifications of our invention can be employed and that equivalents can be substituted therefor, without departing from the principles thereof.
We claim: 1. A process of preparing detergent particles which comprises forming particles of a synthetic organic non-soap water-soluble detergent of the class consisting of sulphates and sulphonates, and spraying said particles after formation with an initial boiling point about 0.5% to about 3% of a mineral oil fraction having an initial boiling point of about 350 F., said percentage being based upon the amount of mineral oil in the final product, whereby improved particles having only slight dust-forming tendencies are produced.
2. A process of preparing detergent particles which comprises spraying about 0.5% to 8% of a mineral oil fraction havin an initial boiling point of at least about 350 F. upon preformed particles of a synthetic organic non-soap watersoluble detergent of the class consisting of sulphates and sulphonates, said percentage being based on the amount of mineral oil in the final product, whereby particles having reduced dustforming tendencies are produced.
3. A process of preparing detergent particfes having only slight dust-forming tendencies which comprises mixing a mineral oil fraction having of at least about 350 F. with a synthetic organic non-soap water-soluble detergent of the class consisting of sulphates and sulphonates in fluid form, and then forming said mixture into particles, the amount of said oil being within the range of about 0.5% to 8% by weight of said particles.
4. A process of preparing detergent particles having only slight dust-forming tendencies which comprises mixing a mineral oil fraction having an initial boiling point of at least about 350 F. with a synthetic organic non-soap water-soluble detergent of the class consisting of sulphates and sulphonates, and then spray drying said mixture, the amount of said mineral oil being within the range of about 0.5% to 8% by weight of the spray dried product.
ROBERT FRANKLIN HEALD.
MINOR LESLIE GIVAN.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 1,715,999 Flammer et a1 June 4, 1929 2,016,289 McGill Oct. 8, 1935 2,206,289 McDaniel July 2, 1940 2,130,362 Muncle Sept. 20, 1938 1,886,632 Broeman Nov. 8, 1982 1,479,757 Trent Jan, 1, 1924 2,296,121 Smith Sept. 15, 1942 2,356,443 Bissinger Aug. 22, 1944 FOREIGN PATENTS Number Country Date 23,054 Great Britain 1894 447,521 Great Britain Dec. 28, 1937 OTHER REFERENCES Dyestuffs-Booklet of Allied Chem. 8: Dye
Com, N. Y., Sept. 1942, page 205.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US504160A US2423450A (en) | 1941-04-17 | 1943-09-28 | Preparation of synthetic organic detergent particles having only slight dust-forming tendencies |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US388989A US2423449A (en) | 1941-04-17 | 1941-04-17 | Preparation of spray dried soap particles having only slight dustforming tendencies |
| US504160A US2423450A (en) | 1941-04-17 | 1943-09-28 | Preparation of synthetic organic detergent particles having only slight dust-forming tendencies |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2423450A true US2423450A (en) | 1947-07-08 |
Family
ID=27012507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US504160A Expired - Lifetime US2423450A (en) | 1941-04-17 | 1943-09-28 | Preparation of synthetic organic detergent particles having only slight dust-forming tendencies |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2423450A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2742436A (en) * | 1956-04-17 | Preparation of non-dusting organic | ||
| US2812018A (en) * | 1953-03-02 | 1957-11-05 | Colgate Palmolive Co | Process for drying synthetic organic detergent compositions and the like |
| US2988510A (en) * | 1956-06-01 | 1961-06-13 | Monsanto Chemicals | Non-dusting detergent and bleaching composition |
| US3837835A (en) * | 1971-10-25 | 1974-09-24 | Oesterr Stickstoffwerke Ag | Preparation of non-dusting and non-caking granular fertilisers |
| EP0337523A1 (en) * | 1988-03-21 | 1989-10-18 | Unilever N.V. | Detergent powders and process for preparing them |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB189423054A (en) * | 1894-11-28 | 1894-12-29 | Henry Heaton | Improvements in Dry Soap. |
| US1479757A (en) * | 1919-11-12 | 1924-01-01 | Trent Process Corp | Art of treating coal |
| US1715999A (en) * | 1924-11-20 | 1929-06-04 | Flammer Ernst | Manufacture of soap |
| US1886632A (en) * | 1929-05-14 | 1932-11-08 | Frank C Broeman | Method for handling coal |
| US2016289A (en) * | 1928-02-17 | 1935-10-08 | Alryc U Mcgill | Cleaning and scouring material |
| GB447521A (en) * | 1934-07-21 | 1936-05-20 | Franco Wyoming Oil Co | Improvements relating to the froth flotation concentration of copper sulphides |
| US2130362A (en) * | 1935-06-27 | 1938-09-20 | Colgate Palmolive Peet Co | Detergent and method of preparation |
| US2206289A (en) * | 1936-07-02 | 1940-07-02 | Diamond Alkali Co | Stable, hydrous, alkaline silicates |
| US2296121A (en) * | 1939-06-19 | 1942-09-15 | James A Smith | Germicidal soap |
| US2356443A (en) * | 1940-07-16 | 1944-08-22 | Drew Associates Inc | Method of making a composition for use in detergents |
-
1943
- 1943-09-28 US US504160A patent/US2423450A/en not_active Expired - Lifetime
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB189423054A (en) * | 1894-11-28 | 1894-12-29 | Henry Heaton | Improvements in Dry Soap. |
| US1479757A (en) * | 1919-11-12 | 1924-01-01 | Trent Process Corp | Art of treating coal |
| US1715999A (en) * | 1924-11-20 | 1929-06-04 | Flammer Ernst | Manufacture of soap |
| US2016289A (en) * | 1928-02-17 | 1935-10-08 | Alryc U Mcgill | Cleaning and scouring material |
| US1886632A (en) * | 1929-05-14 | 1932-11-08 | Frank C Broeman | Method for handling coal |
| GB447521A (en) * | 1934-07-21 | 1936-05-20 | Franco Wyoming Oil Co | Improvements relating to the froth flotation concentration of copper sulphides |
| US2130362A (en) * | 1935-06-27 | 1938-09-20 | Colgate Palmolive Peet Co | Detergent and method of preparation |
| US2206289A (en) * | 1936-07-02 | 1940-07-02 | Diamond Alkali Co | Stable, hydrous, alkaline silicates |
| US2296121A (en) * | 1939-06-19 | 1942-09-15 | James A Smith | Germicidal soap |
| US2356443A (en) * | 1940-07-16 | 1944-08-22 | Drew Associates Inc | Method of making a composition for use in detergents |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2742436A (en) * | 1956-04-17 | Preparation of non-dusting organic | ||
| US2812018A (en) * | 1953-03-02 | 1957-11-05 | Colgate Palmolive Co | Process for drying synthetic organic detergent compositions and the like |
| US2988510A (en) * | 1956-06-01 | 1961-06-13 | Monsanto Chemicals | Non-dusting detergent and bleaching composition |
| US3837835A (en) * | 1971-10-25 | 1974-09-24 | Oesterr Stickstoffwerke Ag | Preparation of non-dusting and non-caking granular fertilisers |
| EP0337523A1 (en) * | 1988-03-21 | 1989-10-18 | Unilever N.V. | Detergent powders and process for preparing them |
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