DE2710469A1 - Stabilisierte metallsalze der aethylen-bis-dithiocarbamidsaeure, diese enthaltende zusammensetzungen und verfahren zur stabilisierung - Google Patents
Stabilisierte metallsalze der aethylen-bis-dithiocarbamidsaeure, diese enthaltende zusammensetzungen und verfahren zur stabilisierungInfo
- Publication number
- DE2710469A1 DE2710469A1 DE19772710469 DE2710469A DE2710469A1 DE 2710469 A1 DE2710469 A1 DE 2710469A1 DE 19772710469 DE19772710469 DE 19772710469 DE 2710469 A DE2710469 A DE 2710469A DE 2710469 A1 DE2710469 A1 DE 2710469A1
- Authority
- DE
- Germany
- Prior art keywords
- ethylene
- bis
- cinnamaldehyde
- salt
- dithiocarbamic acid
- 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.)
- Withdrawn
Links
- 150000003839 salts Chemical class 0.000 title claims description 82
- 239000000203 mixture Substances 0.000 title claims description 77
- 229910052751 metal Inorganic materials 0.000 title claims description 41
- 239000002184 metal Substances 0.000 title claims description 41
- AWYFNIZYMPNGAI-UHFFFAOYSA-N ethylenebis(dithiocarbamic acid) Chemical compound SC(=S)NCCNC(S)=S AWYFNIZYMPNGAI-UHFFFAOYSA-N 0.000 title claims description 32
- 238000000034 method Methods 0.000 title claims description 31
- 230000006641 stabilisation Effects 0.000 title claims description 12
- 238000011105 stabilization Methods 0.000 title claims description 12
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims description 76
- 229940117916 cinnamic aldehyde Drugs 0.000 claims description 76
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 claims description 76
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 claims description 47
- 239000004563 wettable powder Substances 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 12
- 239000000843 powder Substances 0.000 claims description 12
- 239000003381 stabilizer Substances 0.000 claims description 12
- 238000009472 formulation Methods 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- 239000007900 aqueous suspension Substances 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 10
- 239000000725 suspension Substances 0.000 claims description 10
- 230000000087 stabilizing effect Effects 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 8
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- 239000002244 precipitate Substances 0.000 claims description 8
- 150000001299 aldehydes Chemical class 0.000 claims description 7
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 229910052748 manganese Inorganic materials 0.000 claims description 6
- 239000011572 manganese Substances 0.000 claims description 6
- 239000011701 zinc Substances 0.000 claims description 6
- 229910052725 zinc Inorganic materials 0.000 claims description 6
- 239000002671 adjuvant Substances 0.000 claims description 4
- 238000003786 synthesis reaction Methods 0.000 claims description 4
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 claims description 4
- 238000010298 pulverizing process Methods 0.000 claims description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims description 2
- 238000012824 chemical production Methods 0.000 claims description 2
- 238000009826 distribution Methods 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 239000006194 liquid suspension Substances 0.000 claims description 2
- 229920000940 maneb Polymers 0.000 description 43
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 38
- 239000011717 all-trans-retinol Substances 0.000 description 19
- 235000019169 all-trans-retinol Nutrition 0.000 description 19
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 10
- 238000003860 storage Methods 0.000 description 10
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 9
- 239000011575 calcium Substances 0.000 description 9
- 229910052791 calcium Inorganic materials 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000000377 silicon dioxide Substances 0.000 description 8
- 238000013459 approach Methods 0.000 description 7
- 235000012239 silicon dioxide Nutrition 0.000 description 7
- PDQAZBWRQCGBEV-UHFFFAOYSA-N Ethylenethiourea Chemical compound S=C1NCCN1 PDQAZBWRQCGBEV-UHFFFAOYSA-N 0.000 description 6
- 230000008859 change Effects 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 238000007429 general method Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 235000019645 odor Nutrition 0.000 description 4
- 230000009965 odorless effect Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- JMZRZEXRYJUHEB-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;zinc Chemical compound [Zn].NC(=S)SCCSC(N)=S JMZRZEXRYJUHEB-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 230000000855 fungicidal effect Effects 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 229940099596 manganese sulfate Drugs 0.000 description 3
- 239000011702 manganese sulphate Substances 0.000 description 3
- 235000007079 manganese sulphate Nutrition 0.000 description 3
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 3
- AXMVYSVVTMKQSL-UHFFFAOYSA-N UNPD142122 Natural products OC1=CC=C(C=CC=O)C=C1O AXMVYSVVTMKQSL-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- IFWWJINCMFJOAU-UHFFFAOYSA-N diazanium dicarbamodithioate Chemical compound C(N)([S-])=S.[NH4+].[NH4+].C(N)([S-])=S IFWWJINCMFJOAU-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000002696 manganese Chemical class 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 235000014036 Castanea Nutrition 0.000 description 1
- 241001070941 Castanea Species 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- -1 ethylene bisdithiocarbamic acid Manganese ethylene-bis-dithiocarbamate Chemical compound 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 239000011872 intimate mixture Substances 0.000 description 1
- 229940018564 m-phenylenediamine Drugs 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- AWTNYZMRDAMOGW-UHFFFAOYSA-L manganese(2+);dicarbamodithioate Chemical compound [Mn+2].NC([S-])=S.NC([S-])=S AWTNYZMRDAMOGW-UHFFFAOYSA-L 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- WWJZWCUNLNYYAU-UHFFFAOYSA-N temephos Chemical compound C1=CC(OP(=S)(OC)OC)=CC=C1SC1=CC=C(OP(=S)(OC)OC)C=C1 WWJZWCUNLNYYAU-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7606814A FR2343726A1 (fr) | 1976-03-10 | 1976-03-10 | Sels metalliques stabilises de l'acide ethylene bis dithiocarbamique, procede de preparation et compositions les contenant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2710469A1 true DE2710469A1 (de) | 1977-09-22 |
Family
ID=9170211
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772710469 Withdrawn DE2710469A1 (de) | 1976-03-10 | 1977-03-10 | Stabilisierte metallsalze der aethylen-bis-dithiocarbamidsaeure, diese enthaltende zusammensetzungen und verfahren zur stabilisierung |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS52116421A (enExample) |
| AR (1) | AR219703A1 (enExample) |
| BE (1) | BE852247A (enExample) |
| BR (1) | BR7701452A (enExample) |
| CA (1) | CA1091863A (enExample) |
| CH (1) | CH597173A5 (enExample) |
| DE (1) | DE2710469A1 (enExample) |
| DK (1) | DK102677A (enExample) |
| FR (1) | FR2343726A1 (enExample) |
| GB (1) | GB1530744A (enExample) |
| IE (1) | IE44643B1 (enExample) |
| IT (1) | IT1086779B (enExample) |
| LU (1) | LU76922A1 (enExample) |
| NL (1) | NL7702528A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2278882A2 (en) * | 2008-04-01 | 2011-02-02 | Dow AgroSciences LLC | Compositions and methods to control oomycete fungal pathogens |
| EP3133941B1 (en) * | 2014-03-20 | 2020-07-01 | Société des Produits Nestlé S.A. | Composition for using cinnamaldehyde and zinc for weight management |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2096963A6 (en) * | 1970-07-21 | 1972-03-03 | Aries Robert | Long-acting organophosphorus pesticidal compsns - contg a cinnamic acid deriv |
| DE1593282B2 (de) * | 1965-12-01 | 1973-11-15 | Procida, Marseille (Frankreich) | Stabilisiertes Mangansalz von Äthylen bis dithiocarbaminsaure und seine Verwendung |
-
1976
- 1976-03-10 FR FR7606814A patent/FR2343726A1/fr active Granted
-
1977
- 1977-03-09 DK DK102677A patent/DK102677A/da not_active Application Discontinuation
- 1977-03-09 IT IT4840077A patent/IT1086779B/it active
- 1977-03-09 AR AR26679377A patent/AR219703A1/es active
- 1977-03-09 CA CA273,545A patent/CA1091863A/fr not_active Expired
- 1977-03-09 BE BE175609A patent/BE852247A/xx not_active IP Right Cessation
- 1977-03-09 LU LU76922A patent/LU76922A1/xx unknown
- 1977-03-09 NL NL7702528A patent/NL7702528A/xx not_active Application Discontinuation
- 1977-03-09 CH CH297177A patent/CH597173A5/xx not_active IP Right Cessation
- 1977-03-10 BR BR7701452A patent/BR7701452A/pt unknown
- 1977-03-10 IE IE52977A patent/IE44643B1/en unknown
- 1977-03-10 JP JP2550777A patent/JPS52116421A/ja active Pending
- 1977-03-10 DE DE19772710469 patent/DE2710469A1/de not_active Withdrawn
- 1977-03-10 GB GB1013477A patent/GB1530744A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1593282B2 (de) * | 1965-12-01 | 1973-11-15 | Procida, Marseille (Frankreich) | Stabilisiertes Mangansalz von Äthylen bis dithiocarbaminsaure und seine Verwendung |
| FR2096963A6 (en) * | 1970-07-21 | 1972-03-03 | Aries Robert | Long-acting organophosphorus pesticidal compsns - contg a cinnamic acid deriv |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7702528A (nl) | 1977-09-13 |
| CA1091863A (fr) | 1980-12-23 |
| IE44643B1 (en) | 1982-02-10 |
| BE852247A (fr) | 1977-09-09 |
| FR2343726B1 (enExample) | 1979-06-29 |
| JPS52116421A (en) | 1977-09-29 |
| IE44643L (en) | 1977-09-10 |
| CH597173A5 (enExample) | 1978-03-31 |
| BR7701452A (pt) | 1977-11-08 |
| GB1530744A (en) | 1978-11-01 |
| IT1086779B (it) | 1985-05-31 |
| DK102677A (da) | 1977-09-11 |
| LU76922A1 (enExample) | 1978-10-18 |
| AR219703A1 (es) | 1980-09-15 |
| FR2343726A1 (fr) | 1977-10-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8128 | New person/name/address of the agent |
Representative=s name: ZUMSTEIN SEN., F., DR. ASSMANN, E., DIPL.-CHEM. DR |
|
| 8139 | Disposal/non-payment of the annual fee |