IL24191A - Metal-free seed treating agent - Google Patents
Metal-free seed treating agentInfo
- Publication number
- IL24191A IL24191A IL2419165A IL2419165A IL24191A IL 24191 A IL24191 A IL 24191A IL 2419165 A IL2419165 A IL 2419165A IL 2419165 A IL2419165 A IL 2419165A IL 24191 A IL24191 A IL 24191A
- Authority
- IL
- Israel
- Prior art keywords
- preparation
- parts
- seed
- active substance
- talcum
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 description 40
- 239000013543 active substance Substances 0.000 description 18
- 235000013339 cereals Nutrition 0.000 description 14
- 229910052623 talc Inorganic materials 0.000 description 14
- 235000012222 talc Nutrition 0.000 description 14
- 239000000454 talc Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 11
- 241000196324 Embryophyta Species 0.000 description 8
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 8
- 229910052753 mercury Inorganic materials 0.000 description 8
- 206010061217 Infestation Diseases 0.000 description 5
- 230000010076 replication Effects 0.000 description 5
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 4
- 241000223218 Fusarium Species 0.000 description 4
- GCAXGCSCRRVVLF-UHFFFAOYSA-N 3,3,4,4-tetrachlorothiolane 1,1-dioxide Chemical compound ClC1(Cl)CS(=O)(=O)CC1(Cl)Cl GCAXGCSCRRVVLF-UHFFFAOYSA-N 0.000 description 3
- 241000722093 Tilletia caries Species 0.000 description 3
- 241000514371 Ustilago avenae Species 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 description 3
- LKPLKUMXSAEKID-UHFFFAOYSA-N pentachloronitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LKPLKUMXSAEKID-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 3
- 229960002447 thiram Drugs 0.000 description 3
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 2
- UPTVJAJPBGIRLZ-UHFFFAOYSA-N 2-(trichloromethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 UPTVJAJPBGIRLZ-UHFFFAOYSA-N 0.000 description 2
- 239000005745 Captan Substances 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- 241001459558 Monographella nivalis Species 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 229940117949 captan Drugs 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- XQTLDIFVVHJORV-UHFFFAOYSA-N tecnazene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl XQTLDIFVVHJORV-UHFFFAOYSA-N 0.000 description 2
- IUKSAQNYBBNVGF-UHFFFAOYSA-N 2,2,3,3-tetrachlorothiolane 1,1-dioxide Chemical compound ClC1(Cl)CCS(=O)(=O)C1(Cl)Cl IUKSAQNYBBNVGF-UHFFFAOYSA-N 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- 241000722133 Tilletia Species 0.000 description 1
- 206010070863 Toxicity to various agents Diseases 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 210000005069 ears Anatomy 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 150000002731 mercury compounds Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
- C07C25/12—Hexachloro-benzene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/12—Radicals substituted by halogen atoms or nitro or nitroso radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
P A T E N T S & D E S.I G N S O R D I N A N C E 13580/65 SPECIFICATION RETAL»EBEB SEED TREATING AGBKT WE, FAHBW2RKE H0ECBS3T AICTIMGESBLLSCHAFT, voHnale Heis er Lucius & Brtining, a Gonaan Aktiengesellschaft, of ftraakfurt amaHain, Germany, O HEREBY DECLARE the nature of this invention and in what manner the same is to be performed to be particularly described and ascertained in and by the following statement: Metal-free seed treating agent (Case Pw 5ΘΟ) For protecting against various fungus diseases, for example Tilletia oaries, Fusarium disease or Bhizoktonia solani, seeds are nowadays generally treated with mercury- containing preparations. Beoause of the objectionable toxioo- logioal properties of suoh preparations, especially of organio mercury compounds also used for seed treatment, attempts have been made to develop meroury-free seed treating agents. The compounds and combinations hitherto proposed have the disadvantage, however, that they are effeotive only against part of the fungi oonoerned. Moreover, many of these oompounds cause damages to the germs which lead to considerable orop losses. In German Patent 1,140,392, for example, 3,3,4,4-tetra- ohlorotetrahydrothiophene-l,l-dioxide has been desoribed as an effeotive oompound for soil and seed treatment in pea oultiva- tion (of. also U.S. Patent 2,957,887). When this oompound was used for treating oereale, for example wheat and barley, it has been found, however, that its phytotoxioity is too high in the ranges of oonoentration in whioh it is fully effeotive so that it oannot be used in praotioe as a so-called universal seed protectant.
She present invention provides seed protectants containing as aotive substance a combination of 3,3>4,4-tetraohlorotetra- nufacture of said combinations and their application as seed treating agents.
As results from the Examples, the above combination has a stronger action on the fungi than its individual constituents. The active substance combination is applied in admixture with an inert substance.
EXAMPLE 1·. ■ Winter wheat infested with Tilletia tritici was treated with a preparation (A) containing as active substance parts 3,3,4,4-tetrachlorotetrahydrothiophene-dioxide combined with parts pentachloronitrobenzene and 80 parts talcum as inert material.
For comparison there were used as preparation (B) containing as active substance parts tetrachlorotetrahydrothiophene dioxide alone and 80 parts talcum as inert material, and a preparation (C) containing as active substance parts pentachloronitrobenzene alone and 80 parts talcum as inert material.
A commercial seed protectant containin 2 % of mercury was used as comparison preparation (D) . Each formulated preparation was applied in a concentration of 100 g, 50 g and 25 g respectively, for 100 kg of seed grains. The treatment was carried out in a conventional drum.
One day after the treatment, the seed grains were sown in 2 lots of 2 m each with 5 replications. On harvesting, the sound ears and those infested with Tilletia tritici were counted and the figures so obtained were compared with those obtained in untreated control plants.
The results set forth in the following Table 1 show that combination (A) consisting of 3,3,4,4-tetrachlorotetrahydro-thiophene-1, 1-dioxide and pentachloronitrobenzene is not only the commercial mercury-containing- product D in the low n centrat ons. Table 1 also shows that the plants were not damaged by preparation (A) whereas pronounced to' strong phyt toxic symptoms were produced by preparation (B) .
T a b l e 1 paraticn Infestation with Tilletia tritici in % Damages tQ with g of preparation per 100 kg of plants seeds with 100 g/100 kg 50 g/100 kg 25 g/100 kg 100£/100 k£ 0.2 - % •10,3 % 18.6 % 1.4 % 4.2 % .7.4 % D 0.5 10 0 Untreated 59.3 60,7 %■ 10 Damages to plants. 0 - no damage = plants died down EXAEIPLE 2 Oats strongly infested artificially with Ustilago avenae (loose smut of oats) were treated v/ith a preparation (A) containing as active substance 10 parts of 3/3,4,4-tetrachloro-tetrahydrothiophene-l,l-dioxide combined with 20 parts. of tetramethylthiuram disulphide (TMTD) and 70 parts of talcum as inert substance.
For comparison there were used a preparation (B), which contained as active substance 20 parts (higher concentrations cause too much damage to the plants) of 3,3,4,4-tetrachloro-tetrahydrothiophene-1, 1-dioxide with 80 parts of talcum as inert material, and a preparation (C) containing as active substance 30 parts of TMTD alone in addition, to 70 parts of talcunio Furthermore, a commercial preparation containing 2 of mercury was used as comparison preparation (D) .
The seed grains were treated for 10 minutes with 100 g, 50 g and 25 gs respectively, of the formulated preparations for 100 k of seed grains and sown after 24 hours in lots of 2 2 m each with 4 replications.
On harvesting, the comparison was evaluated and the numbers of sound panicles and panicles infested with loose smut were determined.
The average result obtained by the four replications is indicated in the following Table 2. It shows that the active substance combination (A) of the invention has a distinctly improved action against Ustilago avenae as compared with that of individual components (B) and (C) . It even shows that the action of active substance combination (A) is distinctly superior to that of mercury preparation (D) .
T a b l e. 2 Preparation Infestation of panicles in % with concentrations of g of preparation for 100 kg of seed grains 100 g/100 kg 50 g /100 kg 25 g/100 k ■ A 0 % 0.1 % 0.8 % B 5.7 % 9.5 % 12.0 % C 8.6 % 13.2 % 15.4 IQ i D 0.7 % . ; 4.3 % 6.8· a io Untreated 23.2 C! 29.6 26.3 C EXAMPLE 3 ^ Cotton seed strongly infested with Rhizoktonia solani was treated with a preparation (A) containing as active substance, a combination of 10 parts 3J3,4i4-tetrachlorotetrahydrothiophene-l,l- dioxide with 60 parts N-trichloromethylmercaptotetrahydrophthalimide (captan) in addition to parts talcum as carrier material. .
For comparison there were used a preparation (B) containing as active substance parts +) 3,3,4,4-tetrachlorotetrahydrothiophene-l, 1- dioxide alone in addition to Γ 1 v.. 80 parts talcum and a preparation (C) containing parts talcum as inert material and 70 parts N-trichloromethylmercaptotetrahydrophthalimide (captan) as active substance.
A commercial seed protectant (D) containing 2 % of mer- 20 cury was also used for comparison.
The formulated preparations were used in concentrations of 400 g, 200 g and 100 g, respectively, . for 100 kg of seed grains. The treatment lasted 10 minutes. The seed grains were sown in a hot-house in pots with six replications and the re- 25 suit was ascertained by the number of the sound plants that had germinated.
The result so obtained is indicated in the following Table 3. The Table shows that combination (A) of the invention has a considerably improved action as compared with all 30 the comparison preparations including mercury seed protectant (D).
T hi her concentration m h a l e 3 Preparation % of germinated sound plants with concentrations of g of preparation for 100 kg of seed grains 400 g/100 kg 200 g/100 kg 100 g/100 kg ■ A 99 % 96 % 84 % B 76 % 65 % 58 % C 81 % 71 % 6 % D 85 % 72 % 60 % Untreated 50 % 49 % 51 % EXAMPLE 4 Winter rye seeds naturally infested to a high degree with Fusarium nivale was treated with a preparation (A) containin as active substance a combination of parts 3,3,4,4-tetrachlorotetrahydrothiophene-l,l-di- oxide and parts hexachlorobenzene in addition to 70 parts talcum as inert material. .
For comparison, there were used a preparation (B) which contained as active substance +) parts 3,3,4,4-tetrachlorotetrahydrothiophene-l, 1- dioxide alone and 80 parts talcum as inert material and a preparation (C containing as active substance parts hexachlorobenzene alone and 70 parts talcum as inert material.
A commercial seed protectant (D) containing 2 % of mercury was also used as comparison preparation.
The formulated preparations were used in concentrations of 100 g, 50 g and 25 g, respectively, for 100 kg Of seed grai The treatment lasted 10 minutes. 24 hours after the treatment, the treated seed grains were sown in germination boxes with sterile, garden mould with eight replications, each comprising 100 seed grains, and then caused to germinate under optimum infestation conditions in an air-conditioned room at a temperature of 5 to 8°C and 90 to 100 % of relative atmospheric moisture.
The evaluation of the experiment is set forth in the following Table 4 . The Table shows that the effectiveness of, combination (A) is considerably higher than that of the individual components (B) and (C) and reaches that of the mercury, seed protectant (D) .
This result is very surprising since the component hexa-chlorobenzene is almost ineffective against Fusarium when used alone, as can be seen from the Table.
T a b l e Preparation % of infestation with Fusarium with concentr tions of g of preparation for 100 kg of seed grains 100 g/100 kg 50 g/100 kg 25 g/100 kg A 0 . 1.2 or 3.5 % B 2 .7 % 8. 9 iO - 15 .4 % c 29 . 1 % 35 . 0 CI . 40. 3 % D 0. 1 % 0. 8 % 2 . 3 % Untreated 63 % 51.7 % 53 .4 % EXAMPLE 5 Winter rye seeds naturally infested to a high degree w^h Fusarium nivale were treated with a preparation (A) containing as active substance a combination of parts 3,3,4,4-tetrachlorotetrahydrothiophene-l, 1- dioxide and 40 parts tetrachloronitrobenzene in addition to 55 parts talcum as inert material.
For comparison there were used a preparation (B) contain- ing as active substance parts 3,3,4,4-tetrachlorotetrahydrothiophene-l, 1- dioxide alone ill addition to 80 parts talcum as inert material and a preparation (C) containin as active substance 45 parts tetrachloronitrobenzene alone in addition to 55 parts talcum as inert material.
A commercial seed protectant (D) containing 2 % of mercury was also used as comparison preparation.
The formulated preparations were applied in concentra- tions of 100 g, 50 g and 25 g, respectively, for 100 kg of seed grains.
One day after the treatment the seed, grains were sown in T a b l e 5 Preparation % of infestation with Fusarium with concentrations of g of preparation for 100 kg of seed grains 100 g/100 kg 50 g/100 k 25 g/100 kg ■ A 0 to 0.3 0! lo 1.8 % B 2.7 % 7.2 lO . 17.3 % C 3.9 % ■ 20.6 '% 28.3 % D 0 % 0.8 ■% 1.3 % Untreated 57.3 % , 54.8 % ■ 59.3 %
Claims (1)
1. insufficientOCRQuality
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0043873 | 1964-09-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL24191A true IL24191A (en) | 1968-12-26 |
Family
ID=7099767
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL2419165A IL24191A (en) | 1964-09-01 | 1965-08-18 | Metal-free seed treating agent |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT261307B (en) |
| BE (1) | BE669057A (en) |
| CH (1) | CH456244A (en) |
| DE (1) | DE1249004B (en) |
| DK (1) | DK109007C (en) |
| GB (1) | GB1113419A (en) |
| IL (1) | IL24191A (en) |
| LU (1) | LU49402A1 (en) |
| MY (1) | MY6900206A (en) |
| NL (1) | NL6511284A (en) |
-
0
- DE DENDAT1249004D patent/DE1249004B/en active Pending
-
1965
- 1965-08-18 IL IL2419165A patent/IL24191A/en unknown
- 1965-08-27 LU LU49402D patent/LU49402A1/xx unknown
- 1965-08-30 AT AT793665A patent/AT261307B/en active
- 1965-08-30 CH CH1212765A patent/CH456244A/en unknown
- 1965-08-30 NL NL6511284A patent/NL6511284A/xx unknown
- 1965-08-31 DK DK447565A patent/DK109007C/en active
- 1965-09-01 GB GB3737865A patent/GB1113419A/en not_active Expired
- 1965-09-01 BE BE669057D patent/BE669057A/xx unknown
-
1969
- 1969-12-31 MY MY6900206A patent/MY6900206A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH456244A (en) | 1968-05-15 |
| BE669057A (en) | 1966-03-01 |
| DE1249004B (en) | 1967-08-31 |
| AT261307B (en) | 1968-04-25 |
| DK109007C (en) | 1968-03-04 |
| MY6900206A (en) | 1969-12-31 |
| NL6511284A (en) | 1966-03-02 |
| LU49402A1 (en) | 1967-02-27 |
| GB1113419A (en) | 1968-05-15 |
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