DE2726114A1 - Eisen(ii)-, eisen(iii)-, kupfer(ii)-, zink-, mangan(ii)-, kobalt(ii)- und nickel (ii)-chelate von n,n'-bis-(2-hydroxybenzyl)- harnstoffderivaten, solche enthaltende pflanzenkunstduenger und n,n'-bis-(2-hydroxybenzyl)-harnstoffderivate sowie verfahren zur herstellung der letzteren und der ersteren - Google Patents
Eisen(ii)-, eisen(iii)-, kupfer(ii)-, zink-, mangan(ii)-, kobalt(ii)- und nickel (ii)-chelate von n,n'-bis-(2-hydroxybenzyl)- harnstoffderivaten, solche enthaltende pflanzenkunstduenger und n,n'-bis-(2-hydroxybenzyl)-harnstoffderivate sowie verfahren zur herstellung der letzteren und der ersterenInfo
- Publication number
- DE2726114A1 DE2726114A1 DE19772726114 DE2726114A DE2726114A1 DE 2726114 A1 DE2726114 A1 DE 2726114A1 DE 19772726114 DE19772726114 DE 19772726114 DE 2726114 A DE2726114 A DE 2726114A DE 2726114 A1 DE2726114 A1 DE 2726114A1
- Authority
- DE
- Germany
- Prior art keywords
- iron
- bis
- urea
- hydroxybenzyl
- iii
- 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.)
- Ceased
Links
- 229910052757 nitrogen Inorganic materials 0.000 title claims description 50
- 238000000034 method Methods 0.000 title claims description 13
- AUQMULMWZOKOPN-UHFFFAOYSA-N 1,3-bis[(2-hydroxyphenyl)methyl]urea Chemical class OC1=CC=CC=C1CNC(=O)NCC1=CC=CC=C1O AUQMULMWZOKOPN-UHFFFAOYSA-N 0.000 title claims description 11
- 239000011701 zinc Substances 0.000 title claims description 11
- 229910052725 zinc Inorganic materials 0.000 title claims description 11
- 238000002360 preparation method Methods 0.000 title claims description 10
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims description 9
- VEQPNABPJHWNSG-UHFFFAOYSA-N Nickel(2+) Chemical compound [Ni+2] VEQPNABPJHWNSG-UHFFFAOYSA-N 0.000 title claims description 8
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 title claims description 7
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 title claims description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims 2
- 229910052802 copper Inorganic materials 0.000 title claims 2
- 239000010949 copper Substances 0.000 title claims 2
- OCNWVUOTEMCHSM-UHFFFAOYSA-N (2-hydroxyphenyl)methylurea Chemical class NC(=O)NCC1=CC=CC=C1O OCNWVUOTEMCHSM-UHFFFAOYSA-N 0.000 title description 3
- UCNNJGDEJXIUCC-UHFFFAOYSA-L hydroxy(oxo)iron;iron Chemical compound [Fe].O[Fe]=O.O[Fe]=O UCNNJGDEJXIUCC-UHFFFAOYSA-L 0.000 title description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 title 1
- 239000004202 carbamide Substances 0.000 claims description 30
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 23
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 23
- 239000003337 fertilizer Substances 0.000 claims description 23
- -1 monoethylamino group Chemical group 0.000 claims description 23
- 150000002989 phenols Chemical class 0.000 claims description 18
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 17
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims description 9
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 claims description 9
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims description 8
- 229910052742 iron Inorganic materials 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000004606 Fillers/Extenders Substances 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical group 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- UPBBCQPWXXMKLT-UHFFFAOYSA-N 1,1-bis[(2-hydroxyphenyl)methyl]urea Chemical class C=1C=CC=C(O)C=1CN(C(=O)N)CC1=CC=CC=C1O UPBBCQPWXXMKLT-UHFFFAOYSA-N 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000013589 supplement Substances 0.000 claims description 2
- UQBKQFMSHMLFJK-UHFFFAOYSA-N copper;zinc Chemical compound [Cu+2].[Zn+2] UQBKQFMSHMLFJK-UHFFFAOYSA-N 0.000 claims 3
- 239000003513 alkali Substances 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 150000003672 ureas Chemical class 0.000 claims 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 229910001385 heavy metal Inorganic materials 0.000 description 20
- 239000002738 chelating agent Substances 0.000 description 14
- 229910052700 potassium Inorganic materials 0.000 description 13
- 239000011591 potassium Substances 0.000 description 13
- 239000011541 reaction mixture Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 9
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 8
- 238000000354 decomposition reaction Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- DIZBQMTZXOUFTD-UHFFFAOYSA-N 2-(furan-2-yl)-3h-benzimidazole-5-carboxylic acid Chemical compound N1C2=CC(C(=O)O)=CC=C2N=C1C1=CC=CO1 DIZBQMTZXOUFTD-UHFFFAOYSA-N 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 6
- 150000004697 chelate complex Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 239000013522 chelant Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 229910052749 magnesium Inorganic materials 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 239000001103 potassium chloride Substances 0.000 description 4
- 235000011164 potassium chloride Nutrition 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 3
- 208000027219 Deficiency disease Diseases 0.000 description 3
- IPOJYSJCMKRFTL-UHFFFAOYSA-N OC(=O)C1=CC=C(O)C(CNC(=O)NCC=2C(=CC=C(C=2)C(O)=O)O)=C1 Chemical compound OC(=O)C1=CC=C(O)C(CNC(=O)NCC=2C(=CC=C(C=2)C(O)=O)O)=C1 IPOJYSJCMKRFTL-UHFFFAOYSA-N 0.000 description 3
- YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical compound [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 230000004720 fertilization Effects 0.000 description 3
- 239000008240 homogeneous mixture Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000618 nitrogen fertilizer Substances 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000002426 superphosphate Substances 0.000 description 3
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229940068911 chloride hexahydrate Drugs 0.000 description 2
- JZCCFEFSEZPSOG-UHFFFAOYSA-L copper(II) sulfate pentahydrate Chemical compound O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O JZCCFEFSEZPSOG-UHFFFAOYSA-L 0.000 description 2
- 239000008098 formaldehyde solution Substances 0.000 description 2
- VOAPTKOANCCNFV-UHFFFAOYSA-N hexahydrate;hydrochloride Chemical compound O.O.O.O.O.O.Cl VOAPTKOANCCNFV-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- KSYGTIIHOXDNEA-UHFFFAOYSA-N 4-hydroxybenzoic acid;potassium Chemical compound [K].OC(=O)C1=CC=C(O)C=C1 KSYGTIIHOXDNEA-UHFFFAOYSA-N 0.000 description 1
- 150000005168 4-hydroxybenzoic acids Chemical class 0.000 description 1
- 101100071254 Mus musculus Hnrnpul2 gene Proteins 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000003862 amino acid derivatives Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 description 1
- 229910000387 ammonium dihydrogen phosphate Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229930002875 chlorophyll Natural products 0.000 description 1
- 235000019804 chlorophyll Nutrition 0.000 description 1
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 1
- RKHIMHXZBHFPNA-UHFFFAOYSA-N cobalt(2+);nickel(2+) Chemical compound [Co+2].[Ni+2] RKHIMHXZBHFPNA-UHFFFAOYSA-N 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000005165 hydroxybenzoic acids Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 235000019837 monoammonium phosphate Nutrition 0.000 description 1
- 239000006012 monoammonium phosphate Substances 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 150000002897 organic nitrogen compounds Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- RZLVQBNCHSJZPX-UHFFFAOYSA-L zinc sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Zn+2].[O-]S([O-])(=O)=O RZLVQBNCHSJZPX-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05D—INORGANIC FERTILISERS NOT COVERED BY SUBCLASSES C05B, C05C; FERTILISERS PRODUCING CARBON DIOXIDE
- C05D9/00—Other inorganic fertilisers
- C05D9/02—Other inorganic fertilisers containing trace elements
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/20—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
- C07C275/24—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fertilizers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU76PE00000991A HU172701B (hu) | 1976-06-24 | 1976-06-24 | Sposob poluchenija novykh proizvodnykh mocheviny i ikh metallnykh kelatov |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2726114A1 true DE2726114A1 (de) | 1978-01-05 |
Family
ID=11000475
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772726114 Ceased DE2726114A1 (de) | 1976-06-24 | 1977-06-10 | Eisen(ii)-, eisen(iii)-, kupfer(ii)-, zink-, mangan(ii)-, kobalt(ii)- und nickel (ii)-chelate von n,n'-bis-(2-hydroxybenzyl)- harnstoffderivaten, solche enthaltende pflanzenkunstduenger und n,n'-bis-(2-hydroxybenzyl)-harnstoffderivate sowie verfahren zur herstellung der letzteren und der ersteren |
Country Status (11)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3427980A1 (de) * | 1984-07-28 | 1986-01-30 | Basf Ag, 6700 Ludwigshafen | Mehrspurennaehrstoffduenger |
| ES2110894B1 (es) * | 1995-01-11 | 1998-08-16 | Agrides S A | Abono destinado a paliar la clorosis de los vegetales. |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3742002A (en) * | 1971-06-14 | 1973-06-26 | Grace W R & Co | Iron chelates useful for supplying iron to plants growing in calcareous soil |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE511210C (de) * | 1927-12-12 | 1930-11-14 | Heinrich Von Diesbach Dr | Verfahren zur Herstellung von disubstituierten Harnstoffen und deren Umwandlungsprodukten |
-
1976
- 1976-06-24 HU HU76PE00000991A patent/HU172701B/hu unknown
-
1977
- 1977-03-24 AT AT204677A patent/AT351556B/de not_active IP Right Cessation
- 1977-06-07 BG BG036531A patent/BG28046A3/xx unknown
- 1977-06-07 FR FR7717328A patent/FR2355814A1/fr active Granted
- 1977-06-10 DE DE19772726114 patent/DE2726114A1/de not_active Ceased
- 1977-06-11 RO RO7790658A patent/RO70991A/ro unknown
- 1977-06-13 DD DD19946077A patent/DD131016A1/xx not_active IP Right Cessation
- 1977-06-13 CS CS387677A patent/CS196368B2/cs unknown
- 1977-06-16 SU SU772494205A patent/SU841584A3/ru active
- 1977-06-16 IT IT2474377A patent/IT1115529B/it active
- 1977-06-22 NL NL7706918A patent/NL7706918A/xx not_active Application Discontinuation
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3742002A (en) * | 1971-06-14 | 1973-06-26 | Grace W R & Co | Iron chelates useful for supplying iron to plants growing in calcareous soil |
Also Published As
| Publication number | Publication date |
|---|---|
| CS196368B2 (en) | 1980-03-31 |
| FR2355814A1 (fr) | 1978-01-20 |
| BG28046A3 (bg) | 1980-02-25 |
| IT1115529B (it) | 1986-02-03 |
| FR2355814B1 (enrdf_load_stackoverflow) | 1983-08-26 |
| DD131016A1 (de) | 1978-05-24 |
| AT351556B (de) | 1979-08-10 |
| SU841584A3 (ru) | 1981-06-23 |
| HU172701B (hu) | 1978-11-28 |
| NL7706918A (nl) | 1977-12-28 |
| RO70991A (ro) | 1982-02-01 |
| ATA204677A (de) | 1979-01-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OI | Miscellaneous see part 1 | ||
| OI | Miscellaneous see part 1 | ||
| 8110 | Request for examination paragraph 44 | ||
| 8131 | Rejection |