IL23400A - Organoantimony compounds,method and compositions for protection against microorganisms and articles thus protected - Google Patents

Organoantimony compounds,method and compositions for protection against microorganisms and articles thus protected

Info

Publication number: IL23400A
Authority: IL; Israel
Prior art keywords: antimony; compounds; compound; compositions; phenyl
Prior art date: 1964-04-24

Application number

IL23400A

Other languages

English (en)

Original Assignee

M & T Chemicals Inc

Priority date (The priority date 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 date listed.)

1964-04-24

Filing date

1965-04-20

Publication date

1969-02-27

1965-04-20 Application filed by M & T Chemicals Inc filed Critical M & T Chemicals Inc

1969-02-27 Publication of IL23400A publication Critical patent/IL23400A/en

Links

150000001875 compounds Chemical class 0.000 title claims description 72
239000000203 mixture Substances 0.000 title claims description 32
238000000034 method Methods 0.000 title claims description 22
244000005700 microbiome Species 0.000 title claims description 16
-1 phenyl antimony phenyl antimony tributyl triphenyl antimony Chemical compound 0.000 claims description 41
239000000463 material Substances 0.000 claims description 14
239000011734 sodium Substances 0.000 claims description 12
229910052708 sodium Inorganic materials 0.000 claims description 12
229920003023 plastic Polymers 0.000 claims description 11
239000004033 plastic Substances 0.000 claims description 11
ZDUWWYGMPBROEJ-UHFFFAOYSA-N phenylantimony Chemical compound [Sb]C1=CC=CC=C1 ZDUWWYGMPBROEJ-UHFFFAOYSA-N 0.000 claims description 10
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 claims description 7
150000001463 antimony compounds Chemical class 0.000 claims description 6
125000000753 cycloalkyl group Chemical group 0.000 claims description 6
230000012010 growth Effects 0.000 claims description 6
229920002554 vinyl polymer Polymers 0.000 claims description 6
125000000129 anionic group Chemical group 0.000 claims description 4
229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 claims description 3
LRPDOGHXAWETLI-UHFFFAOYSA-N antimony Chemical compound [Sb].[Sb].[Sb].[Sb] LRPDOGHXAWETLI-UHFFFAOYSA-N 0.000 claims 1
125000000101 thioether group Chemical group 0.000 claims 1
229910052787 antimony Inorganic materials 0.000 description 25
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 24
238000006243 chemical reaction Methods 0.000 description 19
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
241000894006 Bacteria Species 0.000 description 14
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 14
239000000047 product Substances 0.000 description 14
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
125000000217 alkyl group Chemical group 0.000 description 11
230000000694 effects Effects 0.000 description 11
239000003973 paint Substances 0.000 description 10
125000003118 aryl group Chemical group 0.000 description 9
YKLQULRUZFJECG-UHFFFAOYSA-L dichloro(phenyl)stibane Chemical compound Cl[Sb](Cl)C1=CC=CC=C1 YKLQULRUZFJECG-UHFFFAOYSA-L 0.000 description 9
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
241000233866 Fungi Species 0.000 description 8
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 8
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
125000003342 alkenyl group Chemical group 0.000 description 8
SSXPEHBFLFUZCU-UHFFFAOYSA-M chloro(diphenyl)stibane Chemical compound C=1C=CC=CC=1[Sb](Cl)C1=CC=CC=C1 SSXPEHBFLFUZCU-UHFFFAOYSA-M 0.000 description 8
238000010992 reflux Methods 0.000 description 8
125000000304 alkynyl group Chemical group 0.000 description 7
235000019441 ethanol Nutrition 0.000 description 7
239000000344 soap Substances 0.000 description 7
150000004703 alkoxides Chemical group 0.000 description 6
WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 6
239000000123 paper Substances 0.000 description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
239000000243 solution Substances 0.000 description 6
239000002904 solvent Substances 0.000 description 6
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 5
238000002815 broth microdilution Methods 0.000 description 5
125000000392 cycloalkenyl group Chemical group 0.000 description 5
238000009472 formulation Methods 0.000 description 5
150000004820 halides Chemical group 0.000 description 5
229920000915 polyvinyl chloride Polymers 0.000 description 5
239000004800 polyvinyl chloride Substances 0.000 description 5
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 5
BXJWDOYMROEHEN-UHFFFAOYSA-N tributylstibane Chemical compound CCCC[Sb](CCCC)CCCC BXJWDOYMROEHEN-UHFFFAOYSA-N 0.000 description 5
HVYVMSPIJIWUNA-UHFFFAOYSA-N triphenylstibine Chemical compound C1=CC=CC=C1[Sb](C=1C=CC=CC=1)C1=CC=CC=C1 HVYVMSPIJIWUNA-UHFFFAOYSA-N 0.000 description 5
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
241000588915 Klebsiella aerogenes Species 0.000 description 4
229920001131 Pulp (paper) Polymers 0.000 description 4
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
239000006227 byproduct Substances 0.000 description 4
150000007942 carboxylates Chemical group 0.000 description 4
239000007788 liquid Substances 0.000 description 4
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
239000000376 reactant Substances 0.000 description 4
239000011780 sodium chloride Substances 0.000 description 4
239000004753 textile Substances 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
229920001817 Agar Polymers 0.000 description 3
WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
SXZDTYABFPAVOF-UHFFFAOYSA-N CCCC[Sb] Chemical compound CCCC[Sb] SXZDTYABFPAVOF-UHFFFAOYSA-N 0.000 description 3
241000192125 Firmicutes Species 0.000 description 3
238000002768 Kirby-Bauer method Methods 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
239000008272 agar Substances 0.000 description 3
229910052783 alkali metal Inorganic materials 0.000 description 3
229910021529 ammonia Inorganic materials 0.000 description 3
235000019270 ammonium chloride Nutrition 0.000 description 3
230000000844 anti-bacterial effect Effects 0.000 description 3
239000002585 base Substances 0.000 description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
239000003599 detergent Substances 0.000 description 3
YFEPPSDKRDHTLB-UHFFFAOYSA-N diphenylantimony Chemical compound C=1C=CC=CC=1[Sb]C1=CC=CC=C1 YFEPPSDKRDHTLB-UHFFFAOYSA-N 0.000 description 3
HHFAWKCIHAUFRX-UHFFFAOYSA-N ethoxide Chemical compound CC[O-] HHFAWKCIHAUFRX-UHFFFAOYSA-N 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
239000000706 filtrate Substances 0.000 description 3
238000001914 filtration Methods 0.000 description 3
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
238000007689 inspection Methods 0.000 description 3
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
239000011707 mineral Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
235000015097 nutrients Nutrition 0.000 description 3
239000003921 oil Substances 0.000 description 3
235000019198 oils Nutrition 0.000 description 3
235000015096 spirit Nutrition 0.000 description 3
238000003756 stirring Methods 0.000 description 3
125000000547 substituted alkyl group Chemical group 0.000 description 3
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
238000011282 treatment Methods 0.000 description 3
FECHVIJLJQUVMZ-UHFFFAOYSA-N tripropylstibane Chemical compound CCC[Sb](CCC)CCC FECHVIJLJQUVMZ-UHFFFAOYSA-N 0.000 description 3
PMBXCGGQNSVESQ-UHFFFAOYSA-N 1-Hexanethiol Chemical compound CCCCCCS PMBXCGGQNSVESQ-UHFFFAOYSA-N 0.000 description 2
WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
241000222122 Candida albicans Species 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
241001136494 Talaromyces funiculosus Species 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 description 2
230000001580 bacterial effect Effects 0.000 description 2
239000003139 biocide Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
LOCHFZBWPCLPAN-UHFFFAOYSA-N butane-2-thiol Chemical compound CCC(C)S LOCHFZBWPCLPAN-UHFFFAOYSA-N 0.000 description 2
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 2
MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
AYGZXMNXNSYSKP-UHFFFAOYSA-L dibromoantimony Chemical compound Br[Sb]Br AYGZXMNXNSYSKP-UHFFFAOYSA-L 0.000 description 2
OVMIDELZNGQTSR-UHFFFAOYSA-M dibutyl(chloro)stibane Chemical compound CCCC[Sb](Cl)CCCC OVMIDELZNGQTSR-UHFFFAOYSA-M 0.000 description 2
KIAJFTQCDGDHFO-UHFFFAOYSA-N dibutylantimony Chemical compound CCCC[Sb]CCCC KIAJFTQCDGDHFO-UHFFFAOYSA-N 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
AIZORTUQOHHSEY-UHFFFAOYSA-M diphenylstibanyl acetate Chemical compound C=1C=CC=CC=1[Sb](OC(=O)C)C1=CC=CC=C1 AIZORTUQOHHSEY-UHFFFAOYSA-M 0.000 description 2
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000000835 fiber Substances 0.000 description 2
PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 2
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
230000002401 inhibitory effect Effects 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
238000002156 mixing Methods 0.000 description 2
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
229920002113 octoxynol Polymers 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 2
XEBWQGVWTUSTLN-UHFFFAOYSA-M phenylmercury acetate Chemical compound CC(=O)O[Hg]C1=CC=CC=C1 XEBWQGVWTUSTLN-UHFFFAOYSA-M 0.000 description 2
229910052698 phosphorus Inorganic materials 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 2
VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
239000008247 solid mixture Substances 0.000 description 2
239000007921 spray Substances 0.000 description 2
125000005017 substituted alkenyl group Chemical group 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
239000011593 sulfur Substances 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
239000004408 titanium dioxide Substances 0.000 description 2
NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 1
OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
FVMVDAUPKOXTJX-UHFFFAOYSA-N 8-quinolin-8-yloxyquinoline Chemical compound C1=CN=C2C(OC=3C4=NC=CC=C4C=CC=3)=CC=CC2=C1 FVMVDAUPKOXTJX-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
239000005695 Ammonium acetate Substances 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
241000228197 Aspergillus flavus Species 0.000 description 1
229930185605 Bisphenol Natural products 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
238000009631 Broth culture Methods 0.000 description 1
FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
YZGMRTGGRPEPQG-UHFFFAOYSA-L C(C)(=O)[O-].C(C)(=O)[O-].C(CCC)[Sb+2] Chemical compound C(C)(=O)[O-].C(C)(=O)[O-].C(CCC)[Sb+2] YZGMRTGGRPEPQG-UHFFFAOYSA-L 0.000 description 1
CQQWOKVZSCXJGJ-UHFFFAOYSA-L C(C)(=O)[O-].C(C)(=O)[O-].C1(CCCC1)[Sb+2] Chemical compound C(C)(=O)[O-].C(C)(=O)[O-].C1(CCCC1)[Sb+2] CQQWOKVZSCXJGJ-UHFFFAOYSA-L 0.000 description 1
MLHIATIVDJVTJB-UHFFFAOYSA-M C(C)(=O)[O-].C(C)[Sb+]CC Chemical compound C(C)(=O)[O-].C(C)[Sb+]CC MLHIATIVDJVTJB-UHFFFAOYSA-M 0.000 description 1
XDFBPUBPTVNSBW-UHFFFAOYSA-M C(C)(=O)[O-].C(CCC)[Sb+]CCCC Chemical compound C(C)(=O)[O-].C(CCC)[Sb+]CCCC XDFBPUBPTVNSBW-UHFFFAOYSA-M 0.000 description 1
DEJPJSSGOVWIPQ-UHFFFAOYSA-M C(CCCCCCCCCCC)(=O)[O-].C(CC)[Sb+]CCC Chemical compound C(CCCCCCCCCCC)(=O)[O-].C(CC)[Sb+]CCC DEJPJSSGOVWIPQ-UHFFFAOYSA-M 0.000 description 1
RKKWWROEIUZFHU-UHFFFAOYSA-L C1(CCCCC1)[Sb](Cl)Cl Chemical compound C1(CCCCC1)[Sb](Cl)Cl RKKWWROEIUZFHU-UHFFFAOYSA-L 0.000 description 1
UXQYFPDUYURKKL-UHFFFAOYSA-N C1CCCCC1[Sb]C1CCCCC1 Chemical compound C1CCCCC1[Sb]C1CCCCC1 UXQYFPDUYURKKL-UHFFFAOYSA-N 0.000 description 1
101100028482 Caenorhabditis elegans pal-1 gene Proteins 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
229940126062 Compound A Drugs 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
101100275315 Danio rerio comta gene Proteins 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
241000588724 Escherichia coli Species 0.000 description 1
229920006385 Geon Polymers 0.000 description 1
239000007818 Grignard reagent Substances 0.000 description 1
NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical class OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
229920001756 Polyvinyl chloride acetate Polymers 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
JTCFNJXQEFODHE-UHFFFAOYSA-N [Ca].[Ti] Chemical compound [Ca].[Ti] JTCFNJXQEFODHE-UHFFFAOYSA-N 0.000 description 1
YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
ZOAUFQWZSGJJGU-UHFFFAOYSA-N [O-]CCC.C(C1=CC=CC=C1)[Sb+]CC1=CC=CC=C1 Chemical compound [O-]CCC.C(C1=CC=CC=C1)[Sb+]CC1=CC=CC=C1 ZOAUFQWZSGJJGU-UHFFFAOYSA-N 0.000 description 1
UQCIZMGLLZUHSO-UHFFFAOYSA-N [O-]CCCC.C1(=CC=CC=C1)[Sb+]C1=CC=CC=C1 Chemical compound [O-]CCCC.C1(=CC=CC=C1)[Sb+]C1=CC=CC=C1 UQCIZMGLLZUHSO-UHFFFAOYSA-N 0.000 description 1
DRJAKFNWYULVJF-UHFFFAOYSA-L [acetyloxy(phenyl)stibanyl] acetate Chemical compound CC(=O)O[Sb](OC(C)=O)C1=CC=CC=C1 DRJAKFNWYULVJF-UHFFFAOYSA-L 0.000 description 1
229940022663 acetate Drugs 0.000 description 1
WRYNUJYAXVDTCB-UHFFFAOYSA-M acetyloxymercury Chemical compound CC(=O)O[Hg] WRYNUJYAXVDTCB-UHFFFAOYSA-M 0.000 description 1
229920006397 acrylic thermoplastic Polymers 0.000 description 1
239000011149 active material Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
229940037003 alum Drugs 0.000 description 1
235000019257 ammonium acetate Nutrition 0.000 description 1
229940043376 ammonium acetate Drugs 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
230000003373 anti-fouling effect Effects 0.000 description 1
RPJGYLSSECYURW-UHFFFAOYSA-K antimony(3+);tribromide Chemical compound Br[Sb](Br)Br RPJGYLSSECYURW-UHFFFAOYSA-K 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
YNTQKXBRXYIAHM-UHFFFAOYSA-N azanium;butanoate Chemical compound [NH4+].CCCC([O-])=O YNTQKXBRXYIAHM-UHFFFAOYSA-N 0.000 description 1
239000003899 bactericide agent Substances 0.000 description 1
229940050390 benzoate Drugs 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
235000019445 benzyl alcohol Nutrition 0.000 description 1
UENWRTRMUIOCKN-UHFFFAOYSA-N benzyl thiol Chemical compound SCC1=CC=CC=C1 UENWRTRMUIOCKN-UHFFFAOYSA-N 0.000 description 1
LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 1
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
OWPAOTUJVBAUBW-UHFFFAOYSA-M bromo(dibutyl)stibane Chemical compound CCCC[Sb](Br)CCCC OWPAOTUJVBAUBW-UHFFFAOYSA-M 0.000 description 1
WQAQPCDUOCURKW-UHFFFAOYSA-M butane-1-thiolate Chemical compound CCCC[S-] WQAQPCDUOCURKW-UHFFFAOYSA-M 0.000 description 1
JDZZRLAGJYWAQS-UHFFFAOYSA-L butyl(dichloro)stibane Chemical compound C(CCC)[Sb](Cl)Cl JDZZRLAGJYWAQS-UHFFFAOYSA-L 0.000 description 1
DWZLPILUJRUMNM-UHFFFAOYSA-N butyl(oxo)stibane Chemical compound C(CCC)[Sb]=O DWZLPILUJRUMNM-UHFFFAOYSA-N 0.000 description 1
JYWFAYTYCWOVOA-UHFFFAOYSA-N butyl(sulfanylidene)stibane Chemical compound CCCC[Sb]=S JYWFAYTYCWOVOA-UHFFFAOYSA-N 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
235000009120 camo Nutrition 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
GPUADMRJQVPIAS-QCVDVZFFSA-M cerivastatin sodium Chemical compound [Na+].COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 GPUADMRJQVPIAS-QCVDVZFFSA-M 0.000 description 1
235000005607 chanvre indien Nutrition 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
YJOCLLRQJVXFBP-UHFFFAOYSA-M chloro(dicyclohexyl)stibane Chemical compound C1(CCCCC1)[Sb](C1CCCCC1)Cl YJOCLLRQJVXFBP-UHFFFAOYSA-M 0.000 description 1
LZXGAGOHLCLGNJ-UHFFFAOYSA-M chloro(dimethyl)stibane Chemical compound C[Sb](C)Cl LZXGAGOHLCLGNJ-UHFFFAOYSA-M 0.000 description 1
BULLHNJGPPOUOX-UHFFFAOYSA-N chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 description 1
125000000068 chlorophenyl group Chemical group 0.000 description 1
229920006026 co-polymeric resin Polymers 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
CMKBCTPCXZNQKX-UHFFFAOYSA-N cyclohexanethiol Chemical compound SC1CCCCC1 CMKBCTPCXZNQKX-UHFFFAOYSA-N 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
JVLRYPRBKSMEBF-UHFFFAOYSA-K diacetyloxystibanyl acetate Chemical compound [Sb+3].CC([O-])=O.CC([O-])=O.CC([O-])=O JVLRYPRBKSMEBF-UHFFFAOYSA-K 0.000 description 1
PDEWTNXTQAQGOD-UHFFFAOYSA-L dibromo(octyl)stibane Chemical compound C(CCCCCCC)[Sb](Br)Br PDEWTNXTQAQGOD-UHFFFAOYSA-L 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000945 filler Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
238000004508 fractional distillation Methods 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
WHYHZFHCWGGCOP-UHFFFAOYSA-N germyl Chemical compound [GeH3] WHYHZFHCWGGCOP-UHFFFAOYSA-N 0.000 description 1
235000010985 glycerol esters of wood rosin Nutrition 0.000 description 1
150000004795 grignard reagents Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000011487 hemp Substances 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
OCYSGIYOVXAGKQ-UHFFFAOYSA-N hydron;3-[1-hydroxy-2-(methylamino)ethyl]phenol;chloride Chemical class Cl.CNCC(O)C1=CC=CC(O)=C1 OCYSGIYOVXAGKQ-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
229940035429 isobutyl alcohol Drugs 0.000 description 1
229940070765 laurate Drugs 0.000 description 1
229910052745 lead Inorganic materials 0.000 description 1
GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 1
235000021388 linseed oil Nutrition 0.000 description 1
239000000944 linseed oil Substances 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
239000000391 magnesium silicate Substances 0.000 description 1
229910052919 magnesium silicate Inorganic materials 0.000 description 1
235000019792 magnesium silicate Nutrition 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000005789 organism growth Effects 0.000 description 1
AVIGKMZINWJGRY-UHFFFAOYSA-N oxo(diphenyl)-lambda5-stibane Chemical compound C1(=CC=CC=C1)[SbH](C1=CC=CC=C1)=O AVIGKMZINWJGRY-UHFFFAOYSA-N 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
IZUPBVBPLAPZRR-UHFFFAOYSA-M pentachlorophenolate Chemical compound [O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-M 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
229940067107 phenylethyl alcohol Drugs 0.000 description 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
239000000049 pigment Substances 0.000 description 1
FFNMBRCFFADNAO-UHFFFAOYSA-N pirenzepine hydrochloride Chemical compound [H+].[H+].[Cl-].[Cl-].C1CN(C)CCN1CC(=O)N1C2=NC=CC=C2NC(=O)C2=CC=CC=C21 FFNMBRCFFADNAO-UHFFFAOYSA-N 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
IKNCGYCHMGNBCP-UHFFFAOYSA-N propan-1-olate Chemical compound CCC[O-] IKNCGYCHMGNBCP-UHFFFAOYSA-N 0.000 description 1
239000003380 propellant Substances 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
229960001860 salicylate Drugs 0.000 description 1
238000004513 sizing Methods 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
235000010344 sodium nitrate Nutrition 0.000 description 1
239000004317 sodium nitrate Substances 0.000 description 1
229910052979 sodium sulfide Inorganic materials 0.000 description 1
GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
QJDUDPQVDAASMV-UHFFFAOYSA-M sodium;ethanethiolate Chemical compound [Na+].CC[S-] QJDUDPQVDAASMV-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000011550 stock solution Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
229920003051 synthetic elastomer Polymers 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 description 1
PORFVJURJXKREL-UHFFFAOYSA-N trimethylstibine Chemical compound C[Sb](C)C PORFVJURJXKREL-UHFFFAOYSA-N 0.000 description 1
ZHNFFTWMBZYWNF-UHFFFAOYSA-N trioctylstibane Chemical compound CCCCCCCC[Sb](CCCCCCCC)CCCCCCCC ZHNFFTWMBZYWNF-UHFFFAOYSA-N 0.000 description 1
FTCAEPKFCZFARA-UHFFFAOYSA-N tris(2-phenylethynyl)stibane Chemical compound C1=CC=CC=C1C#C[Sb](C#CC=1C=CC=CC=1)C#CC1=CC=CC=C1 FTCAEPKFCZFARA-UHFFFAOYSA-N 0.000 description 1
ABFAUGNOBBCFOA-UHFFFAOYSA-N tris(4-methylphenyl)stibane Chemical compound C1=CC(C)=CC=C1[Sb](C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 ABFAUGNOBBCFOA-UHFFFAOYSA-N 0.000 description 1
MXZYNPVEAOWKFH-UHFFFAOYSA-N tris(ethenyl)stibane Chemical compound C=C[Sb](C=C)C=C MXZYNPVEAOWKFH-UHFFFAOYSA-N 0.000 description 1
150000003673 urethanes Chemical class 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/90—Antimony compounds
- C07F9/92—Aromatic compounds

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Saccharide Compounds (AREA)

IL23400A 1964-04-24 1965-04-20 Organoantimony compounds,method and compositions for protection against microorganisms and articles thus protected IL23400A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US36248364A	1964-04-24	1964-04-24
US362484A US3367954A (en)	1964-04-24	1964-04-24	Process for preparing diorganoantimony compounds r2sboocr' and novel products so prepared

Publications (1)

Publication Number	Publication Date
IL23400A true IL23400A (en)	1969-02-27

Family

ID=27001691

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
IL23400A IL23400A (en)	1964-04-24	1965-04-20	Organoantimony compounds,method and compositions for protection against microorganisms and articles thus protected
IL23401A IL23401A (en)	1964-04-24	1965-04-20	Organoantimony compounds and a process for their preparation

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
IL23401A IL23401A (en)	1964-04-24	1965-04-20	Organoantimony compounds and a process for their preparation

Country Status (11)

Country	Link
US (1)	US3367954A (de)
JP (1)	JPS4816916B1 (de)
CH (3)	CH466277A (de)
DE (1)	DE1492405B2 (de)
DK (1)	DK124373B (de)
ES (1)	ES312162A1 (de)
GB (1)	GB1106035A (de)
IL (2)	IL23400A (de)
IT (1)	IT1158509B (de)
NL (1)	NL146691B (de)
SE (2)	SE327782B (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0031295B1 (de) *	1979-11-08	1983-05-18	Ciba-Geigy Ag	Neue organische Antimon-Schwefel-Verbindungen, ihre Verwendung als Stabilisatoren für chlorhaltige Thermoplaste und die so stabilisierten Thermoplaste
US4806270A (en) *	1987-02-06	1989-02-21	Synthetic Products Company	Stain-resistant antimony organic sulfur-containing compounds and vinyl halide resins containing same
WO2006067800A1 (en) *	2004-12-24	2006-06-29	Council Of Scientific And Industrial Research	Triorganoantimony compounds for pesticidal use
DE102007018456B4 (de) *	2007-04-19	2022-02-24	Novaled Gmbh	Verwendung von Hauptgruppenelementhalogeniden und/oder -pseudohalogeniden, organisches halbleitendes Matrixmaterial, elektronische und optoelektronische Bauelemente

1964
- 1964-04-24 US US362484A patent/US3367954A/en not_active Expired - Lifetime
1965
- 1965-04-20 IL IL23400A patent/IL23400A/en unknown
- 1965-04-20 IL IL23401A patent/IL23401A/xx unknown
- 1965-04-21 DE DE1965M0064947 patent/DE1492405B2/de active Granted
- 1965-04-22 CH CH556665A patent/CH466277A/de unknown
- 1965-04-22 CH CH556465D patent/CH556465A4/xx unknown
- 1965-04-22 CH CH556465A patent/CH509739A/de not_active IP Right Cessation
- 1965-04-23 NL NL656505223A patent/NL146691B/xx not_active IP Right Cessation
- 1965-04-23 DK DK206865AA patent/DK124373B/da unknown
- 1965-04-23 GB GB17288/65A patent/GB1106035A/en not_active Expired
- 1965-04-23 IT IT09386/65A patent/IT1158509B/it active
- 1965-04-23 SE SE05337/65A patent/SE327782B/xx unknown
- 1965-04-23 SE SE5338/65A patent/SE344468B/xx unknown
- 1965-04-23 ES ES0312162A patent/ES312162A1/es not_active Expired
1969
- 1969-02-10 JP JP44009359A patent/JPS4816916B1/ja active Pending

Also Published As

Publication number	Publication date
DE1492405A1 (de)	1969-12-18
ES312162A1 (es)	1966-02-01
CH466277A (de)	1968-12-15
IL23401A (en)	1969-02-27
DE1492405B2 (de)	1976-09-30
NL6505223A (de)	1965-10-25
US3367954A (en)	1968-02-06
CH556465A4 (de)	1971-01-29
GB1106035A (en)	1968-03-13
JPS4816916B1 (de)	1973-05-25
DK124373B (da)	1972-10-16
SE344468B (de)	1972-04-17
CH509739A (de)	1971-07-15
NL146691B (nl)	1975-08-15
IT1158509B (it)	1987-02-18
SE327782B (de)	1970-08-31

Publication	Publication Date	Title
US3214453A (en)	1965-10-26	Bis-tributyltin carbonate and a method for the preparation thereof
US3530158A (en)	1970-09-22	Organo antimony mercaptides and the preparation thereof
NO772932L (no)	1978-02-28	Pesticide midler.
US3239411A (en)	1966-03-08	Organo bismuth biocide
JPH0129194B2 (de)	1989-06-08
US3179676A (en)	1965-04-20	Organotin-organophosphorus compounds and a method for preparing the same
US2977379A (en)	1961-03-28	Oxyalkylated organo-tin carboxylates
US3247051A (en)	1966-04-19	Method of protection against growth of microorganisms with organo-bismuth compound
US3558783A (en)	1971-01-26	Method of inhibiting the growth of bacteria and fungi with organoantimony compounds
IL23400A (en)	1969-02-27	Organoantimony compounds,method and compositions for protection against microorganisms and articles thus protected
US3287210A (en)	1966-11-22	Antimony compounds and compositions and method for protecting against microorganisms
US3247050A (en)	1966-04-19	Organo bismuth biocide
US3533993A (en)	1970-10-13	Vinyl chloride resins stabilized with 2 - mercaptopyridine - 1 - oxide and derivatives
US3256143A (en)	1966-06-14	Controlling gram negative bacteria with n-propyl ten halides and oxides
GB1598451A (en)	1981-09-23	Antifungal and/or antibacterial organotin compounds there preparation and uses
CA1164883A (en)	1984-04-03	Bis(substituted phenyl)alkyltin compounds
DE3327795C2 (de)	1988-02-04
US3579553A (en)	1971-05-18	Phenylmercury compounds
CA1055955A (en)	1979-06-05	Organotin mercapto dicarboxylic acid esters and compositions
US3382264A (en)	1968-05-07	Organotin metal carboxylate antimicrobials
US3134802A (en)	1964-05-26	2-benzyl-4-chlorophenyl hydrocarbyl carbonates
US3544588A (en)	1970-12-01	Organotin imides
CH520465A (de)	1972-03-31	Verwendung organischer Antimonverbindungen zur Bekämpfung von Mikroorganismen
DE1233395B (de)	1967-02-02	Verfahren zur Herstellung von hydroxymethylsubstituierten Organosiloxanen
US3124607A (en)	1964-03-10	Organic carbonate esters