BE579108A - - Google Patents
Info
- Publication number
- BE579108A BE579108A BE579108DA BE579108A BE 579108 A BE579108 A BE 579108A BE 579108D A BE579108D A BE 579108DA BE 579108 A BE579108 A BE 579108A
- Authority
- BE
- Belgium
- Prior art keywords
- epoxy
- octahydro
- temperature
- hexachloro
- dimethanonaphthalene
- Prior art date
Links
- -1 1,2 - epoxypropyl Chemical group 0.000 claims description 26
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 150000001875 compounds Chemical class 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 16
- 239000004593 Epoxy Substances 0.000 claims description 10
- ZSWFCLXCOIISFI-UHFFFAOYSA-N Cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 9
- 125000003700 epoxy group Chemical group 0.000 claims description 7
- MGNZXYYWBUKAII-UHFFFAOYSA-N 1,3-Cyclohexadiene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 claims description 5
- GXBYFVGCMPJVJX-UHFFFAOYSA-N epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 claims description 5
- VUNCWTMEJYMOOR-UHFFFAOYSA-N Hexachlorocyclopentadiene Chemical compound ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C1Cl VUNCWTMEJYMOOR-UHFFFAOYSA-N 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- HGCIXCUEYOPUTN-UHFFFAOYSA-N Cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims description 2
- GWYPDXLJACEENP-UHFFFAOYSA-N 1,3-Cycloheptadiene Chemical compound C1CC=CC=CC1 GWYPDXLJACEENP-UHFFFAOYSA-N 0.000 claims 2
- SJHPCNCNNSSLPL-CSKARUKUSA-N (4E)-4-(ethoxymethylidene)-2-phenyl-1,3-oxazol-5-one Chemical compound O1C(=O)C(=C/OCC)\N=C1C1=CC=CC=C1 SJHPCNCNNSSLPL-CSKARUKUSA-N 0.000 claims 1
- RTRNDKFYOYTEAT-UHFFFAOYSA-N 2-buta-1,3-dienyloxirane Chemical compound C=CC=CC1CO1 RTRNDKFYOYTEAT-UHFFFAOYSA-N 0.000 claims 1
- SPXXVGQMQJYJJO-UHFFFAOYSA-N 2-prop-2-enyloxirane Chemical compound C=CCC1CO1 SPXXVGQMQJYJJO-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000002361 compost Substances 0.000 claims 1
- 150000001993 dienes Chemical class 0.000 claims 1
- 150000002500 ions Chemical class 0.000 claims 1
- 230000000749 insecticidal Effects 0.000 description 13
- 229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 description 11
- 239000007795 chemical reaction product Substances 0.000 description 10
- 150000002118 epoxides Chemical class 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 241000238631 Hexapoda Species 0.000 description 7
- 239000002917 insecticide Substances 0.000 description 7
- 238000009833 condensation Methods 0.000 description 6
- 230000005494 condensation Effects 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 241000239223 Arachnida Species 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000002588 toxic Effects 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 241000239290 Araneae Species 0.000 description 2
- 231100000614 Poison Toxicity 0.000 description 2
- 125000002619 bicyclic group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NUYUCYZVFLZIPX-UHFFFAOYSA-N 1,2,3,4,5,5-hexabromocyclopenta-1,3-diene Chemical compound BrC1=C(Br)C(Br)(Br)C(Br)=C1Br NUYUCYZVFLZIPX-UHFFFAOYSA-N 0.000 description 1
- PHUGIZJFOVEVPA-UHFFFAOYSA-N 1,2,3,5,5-pentachlorocyclopenta-1,3-diene Chemical compound ClC1=CC(Cl)(Cl)C(Cl)=C1Cl PHUGIZJFOVEVPA-UHFFFAOYSA-N 0.000 description 1
- VUUBHKAISCUGQO-UHFFFAOYSA-N 1,2,4-trimethylcyclopenta-1,3-diene Chemical compound CC1=CC(C)=C(C)C1 VUUBHKAISCUGQO-UHFFFAOYSA-N 0.000 description 1
- JWCGIEPBQUBBCH-UHFFFAOYSA-N 1,2-diethylcyclopenta-1,3-diene Chemical compound CCC1=C(CC)C=CC1 JWCGIEPBQUBBCH-UHFFFAOYSA-N 0.000 description 1
- AHFYHVMKWIXPRN-UHFFFAOYSA-N 1,2-dimethyl-1$l^{3}-silinane Chemical compound CC1CCCC[Si]1C AHFYHVMKWIXPRN-UHFFFAOYSA-N 0.000 description 1
- DNEOFLLNFUWRDY-UHFFFAOYSA-N 1,5,5-trichlorocyclopenta-1,3-diene Chemical compound ClC1=CC=CC1(Cl)Cl DNEOFLLNFUWRDY-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- WZNUGVQVDDBILL-UHFFFAOYSA-N 1-chlorocyclohepta-1,3-diene Chemical compound ClC1=CC=CCCC1 WZNUGVQVDDBILL-UHFFFAOYSA-N 0.000 description 1
- IQSUNBLELDRPEY-UHFFFAOYSA-N 1-ethylcyclopenta-1,3-diene Chemical compound CCC1=CC=CC1 IQSUNBLELDRPEY-UHFFFAOYSA-N 0.000 description 1
- QDXQAOGNBCOEQX-UHFFFAOYSA-N 1-methylcyclohexa-1,4-diene Chemical compound CC1=CCC=CC1 QDXQAOGNBCOEQX-UHFFFAOYSA-N 0.000 description 1
- JZQHTTYHPIAPCZ-UHFFFAOYSA-N 2-prop-1-en-2-yloxirane Chemical compound CC(=C)C1CO1 JZQHTTYHPIAPCZ-UHFFFAOYSA-N 0.000 description 1
- KOHBFAGTEWFCBI-UHFFFAOYSA-N 2-prop-1-enyloxirane Chemical compound CC=CC1CO1 KOHBFAGTEWFCBI-UHFFFAOYSA-N 0.000 description 1
- GQZYIRUXERCXQV-UHFFFAOYSA-N 5,5-dibromocyclopenta-1,3-diene Chemical compound BrC1(Br)C=CC=C1 GQZYIRUXERCXQV-UHFFFAOYSA-N 0.000 description 1
- FJXBWHZXUHQMSG-UHFFFAOYSA-N 5,5-dichlorocyclopenta-1,3-diene Chemical compound ClC1(Cl)C=CC=C1 FJXBWHZXUHQMSG-UHFFFAOYSA-N 0.000 description 1
- PDKZJEILMGDSCG-UHFFFAOYSA-N 5-bromocyclopenta-1,3-diene Chemical compound BrC1C=CC=C1 PDKZJEILMGDSCG-UHFFFAOYSA-N 0.000 description 1
- QVRBGKYLLCLCHL-UHFFFAOYSA-N 5-methylcyclopenta-1,3-diene Chemical compound CC1C=CC=C1 QVRBGKYLLCLCHL-UHFFFAOYSA-N 0.000 description 1
- ILSLNOWZSKKNJQ-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hept-4-ene Chemical compound C1=CCCC2OC21 ILSLNOWZSKKNJQ-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 241000253994 Acyrthosiphon pisum Species 0.000 description 1
- KPHOBSTVDZCCAU-UHFFFAOYSA-N C1=CC=CC2=C3CC3=C(C3)C3=C21 Chemical compound C1=CC=CC2=C3CC3=C(C3)C3=C21 KPHOBSTVDZCCAU-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VKXIAKIRELCMLU-UHFFFAOYSA-N ClC1=C(C=C(C1)Cl)Cl Chemical compound ClC1=C(C=C(C1)Cl)Cl VKXIAKIRELCMLU-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N Diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N Dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 229920002521 Macromolecule Polymers 0.000 description 1
- VNKYTQGIUYNRMY-UHFFFAOYSA-N Methoxypropane Chemical compound CCCOC VNKYTQGIUYNRMY-UHFFFAOYSA-N 0.000 description 1
- 241000257226 Muscidae Species 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- YVDNBGIGOAWOOP-UHFFFAOYSA-N O1CC1C1C=CCCC1 Chemical compound O1CC1C1C=CCCC1 YVDNBGIGOAWOOP-UHFFFAOYSA-N 0.000 description 1
- 241000118205 Ovicides Species 0.000 description 1
- 241000488583 Panonychus ulmi Species 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N Piperylene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- 241001417524 Pomacanthidae Species 0.000 description 1
- REZQBEBOWJAQKS-UHFFFAOYSA-N Triacontanol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 description 1
- 229920004890 Triton X-100 Polymers 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 229910001570 bauxite Inorganic materials 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 150000001602 bicycloalkyls Chemical group 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 125000004432 carbon atoms Chemical group C* 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000001055 chewing Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000001804 emulsifying Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 230000018984 mastication Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011819 refractory material Substances 0.000 description 1
- 230000000717 retained Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE579108A true BE579108A (ja) |
Family
ID=191038
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE579108D BE579108A (ja) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE579108A (ja) |
-
0
- BE BE579108D patent/BE579108A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0267828B1 (fr) | Composés polyfluorés et leur procédé de préparation | |
| US2882279A (en) | Preparation of halogen substituted polycyclic epoxides | |
| BE579108A (ja) | ||
| US3050567A (en) | Polycyclic compounds containing nuclearly substituted halogens | |
| EP0403945A2 (fr) | Carbinols cycloaliphatiques et leur utilisation à titre de produits de départ pour la préparation de dérivés furanniques | |
| US2793975A (en) | Substituted epoxy and epithia dimethanonaphthalenes | |
| US2955141A (en) | Condensation of polyhalocycloalkadienes with non-conjugated cycloalkadienes | |
| US2931803A (en) | Fluorocarbon metalloid compounds of tetrafluoroethylene and sulfur, selenium or phosphorus and their preparation | |
| US3000781A (en) | Fluorine - containing octahalogenous endomethylene - tetrahydrophthalanes | |
| US2929851A (en) | Preparation of polyhalo substituted benzenes | |
| EP0703217A1 (fr) | Esters alkyliques fluorés ayant une fonction uréthane, leur préparation, leur utilisation pour épaissir un milieu non aqueux, les milieux et les compositions les comprenant | |
| US3215744A (en) | Cycloalkenyl adducts of unsaturated sulfones | |
| CH629741A5 (fr) | Arylenedioxy-bis-dicetones, leur preparation et leur utilisation comme medicaments. | |
| US2479815A (en) | Hydrogenation products of n-phenyl-3, 5-diethyl-2-propyldihydropyridine | |
| JPS597712B2 (ja) | γ−ラクトン誘導体の製造法 | |
| US3066152A (en) | Cycloalkenic derivatives of epoxycyclohexanes | |
| FR2563696A1 (fr) | Compositions insecticides, notamment termicides, a base de derives 2,5-disubstitues de la pyrrolidine et/ou de la pyrroline-1 | |
| US2719810A (en) | 1-aryl derivatives of 2-nitro-1-tetrahydronaphthylalkanes, and insecticidal compositions containing the same | |
| BE543377A (ja) | ||
| US3681339A (en) | Nitroalkyl hexahydroazepines useful as insecticides | |
| CH637950A5 (fr) | Derive de phenyl-2 dihydro-5,6 pyrone-4. | |
| BE502641A (ja) | ||
| BE543575A (ja) | ||
| BE463631A (ja) | ||
| JPH01207204A (ja) | 殺線虫剤 |