DE2726479A1 - Bisphosphinsaeureanhydride und verfahren zu ihrer herstellung - Google Patents
Bisphosphinsaeureanhydride und verfahren zu ihrer herstellungInfo
- Publication number
- DE2726479A1 DE2726479A1 DE19772726479 DE2726479A DE2726479A1 DE 2726479 A1 DE2726479 A1 DE 2726479A1 DE 19772726479 DE19772726479 DE 19772726479 DE 2726479 A DE2726479 A DE 2726479A DE 2726479 A1 DE2726479 A1 DE 2726479A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- bisphosphinic
- carbon atoms
- anhydrides
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title description 6
- 150000008065 acid anhydrides Chemical class 0.000 title 1
- 239000002253 acid Substances 0.000 claims description 24
- -1 inorganic acid chlorides Chemical class 0.000 claims description 21
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 13
- 150000008064 anhydrides Chemical class 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 229920006395 saturated elastomer Polymers 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 239000012442 inert solvent Substances 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 125000000732 arylene group Chemical group 0.000 claims description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000000047 product Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- BCDIWLCKOCHCIH-UHFFFAOYSA-N methylphosphinic acid Chemical compound CP(O)=O BCDIWLCKOCHCIH-UHFFFAOYSA-N 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 150000003254 radicals Chemical class 0.000 description 6
- 238000007711 solidification Methods 0.000 description 6
- 230000008023 solidification Effects 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 150000004820 halides Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000013558 reference substance Substances 0.000 description 5
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 4
- 150000001350 alkyl halides Chemical class 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- ZWVMLYRJXORSEP-LURJTMIESA-N (2s)-hexane-1,2,6-triol Chemical compound OCCCC[C@H](O)CO ZWVMLYRJXORSEP-LURJTMIESA-N 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- KTLVBRGYKPPKFL-UHFFFAOYSA-N CCCCOP(C)=O Chemical compound CCCCOP(C)=O KTLVBRGYKPPKFL-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- UOQACRNTVQWTFF-UHFFFAOYSA-N decane-1,10-dithiol Chemical compound SCCCCCCCCCCS UOQACRNTVQWTFF-UHFFFAOYSA-N 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- XJRIDJAGAYGJCK-UHFFFAOYSA-N (1-acetyl-5-bromoindol-3-yl) acetate Chemical compound C1=C(Br)C=C2C(OC(=O)C)=CN(C(C)=O)C2=C1 XJRIDJAGAYGJCK-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- NZUVXULECBSHCI-UHFFFAOYSA-N 2,4-dimethyl-3-oxa-2$l^{5},4$l^{5}-diphosphabicyclo[3.2.2]nona-1(7),5,8-triene 2,4-dioxide Chemical compound CP1(=O)OP(C)(=O)C2=CC=C1C=C2 NZUVXULECBSHCI-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- GLDVODPJAYNITN-UHFFFAOYSA-N 2-dimethylphosphoryloxypropane;methane Chemical compound C.CC(C)OP(C)(C)=O GLDVODPJAYNITN-UHFFFAOYSA-N 0.000 description 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
- BTOJSYRZQZOMOK-UHFFFAOYSA-N 4-chloro-7-(4-methylphenyl)sulfonylpyrrolo[2,3-d]pyrimidine Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1C2=NC=NC(Cl)=C2C=C1 BTOJSYRZQZOMOK-UHFFFAOYSA-N 0.000 description 1
- JKTORXLUQLQJCM-UHFFFAOYSA-N 4-phosphonobutylphosphonic acid Chemical compound OP(O)(=O)CCCCP(O)(O)=O JKTORXLUQLQJCM-UHFFFAOYSA-N 0.000 description 1
- TYFJTEPDESMEHE-UHFFFAOYSA-N 6,8-dihydroxy-3-[2-(4-methoxyphenyl)ethyl]-3,4-dihydroisochromen-1-one Chemical compound C1=CC(OC)=CC=C1CCC1OC(=O)C2=C(O)C=C(O)C=C2C1 TYFJTEPDESMEHE-UHFFFAOYSA-N 0.000 description 1
- NAEOSXHUIQHPDF-UHFFFAOYSA-N CCCCP(=O)OC Chemical compound CCCCP(=O)OC NAEOSXHUIQHPDF-UHFFFAOYSA-N 0.000 description 1
- MYSWFUBOALATLA-UHFFFAOYSA-N CP(=O)OCCCl Chemical compound CP(=O)OCCCl MYSWFUBOALATLA-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 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
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000005202 decontamination Methods 0.000 description 1
- 230000003588 decontaminative effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- NNPRNEBNSYYCNM-UHFFFAOYSA-N ethyl-[4-[ethyl(hydroxy)phosphoryl]phenyl]phosphinic acid Chemical compound CCP(O)(=O)C1=CC=C(P(O)(=O)CC)C=C1 NNPRNEBNSYYCNM-UHFFFAOYSA-N 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- QTBFPMKWQKYFLR-UHFFFAOYSA-N isobutyl chloride Chemical compound CC(C)CCl QTBFPMKWQKYFLR-UHFFFAOYSA-N 0.000 description 1
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 description 1
- BCDIWLCKOCHCIH-UHFFFAOYSA-M methylphosphinate Chemical compound CP([O-])=O BCDIWLCKOCHCIH-UHFFFAOYSA-M 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/32—Esters thereof
- C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/3235—Esters of poly(thio)phosphinic acids
-
- 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
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/305—Poly(thio)phosphinic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Furan Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772726479 DE2726479A1 (de) | 1977-06-11 | 1977-06-11 | Bisphosphinsaeureanhydride und verfahren zu ihrer herstellung |
| EP78100072A EP0000043B1 (de) | 1977-06-11 | 1978-06-01 | Bisphosphinsäureanhydride und Verfahren zu ihrer Herstellung |
| DE7878100072T DE2861500D1 (en) | 1977-06-11 | 1978-06-01 | Bisphosphinic acid anhydrides and process for its preparation |
| IT24423/78A IT1096717B (it) | 1977-06-11 | 1978-06-09 | Anidridi di acidi bisfosfinici e processo per la loro preparazione |
| JP6899778A JPS545964A (en) | 1977-06-11 | 1978-06-09 | Production of bisphosphinic acid anhydride |
| US06/010,065 US4196141A (en) | 1977-06-11 | 1979-02-07 | Bisphosphinic acid anhydrides and process for their preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772726479 DE2726479A1 (de) | 1977-06-11 | 1977-06-11 | Bisphosphinsaeureanhydride und verfahren zu ihrer herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2726479A1 true DE2726479A1 (de) | 1978-12-21 |
Family
ID=6011359
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772726479 Withdrawn DE2726479A1 (de) | 1977-06-11 | 1977-06-11 | Bisphosphinsaeureanhydride und verfahren zu ihrer herstellung |
| DE7878100072T Expired DE2861500D1 (en) | 1977-06-11 | 1978-06-01 | Bisphosphinic acid anhydrides and process for its preparation |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE7878100072T Expired DE2861500D1 (en) | 1977-06-11 | 1978-06-01 | Bisphosphinic acid anhydrides and process for its preparation |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0000043B1 (it) |
| JP (1) | JPS545964A (it) |
| DE (2) | DE2726479A1 (it) |
| IT (1) | IT1096717B (it) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2811628A1 (de) * | 1978-03-17 | 1979-09-27 | Hoechst Ag | Alkan-bis-alkyl-phosphinsaeureanhydride und verfahren zur herstellung von alkanphosphon- und alkan-bis-alkylphosphinsaeureanhydriden |
| US4321187A (en) * | 1980-07-03 | 1982-03-23 | American Cyanamid Company | Phosphinic acid flame retardants for polyphenylene ether resins |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2328343C3 (de) * | 1973-06-04 | 1981-10-15 | Hoechst Ag, 6000 Frankfurt | Schwer entflammbare Fäden und Fasern aus Polyester |
| GB1469622A (en) * | 1974-03-20 | 1977-04-06 | Exxon Research Engineering Co | Olefin sulphide reaction products their derivatives and use thereof as oil and fuel additives |
-
1977
- 1977-06-11 DE DE19772726479 patent/DE2726479A1/de not_active Withdrawn
-
1978
- 1978-06-01 DE DE7878100072T patent/DE2861500D1/de not_active Expired
- 1978-06-01 EP EP78100072A patent/EP0000043B1/de not_active Expired
- 1978-06-09 JP JP6899778A patent/JPS545964A/ja active Pending
- 1978-06-09 IT IT24423/78A patent/IT1096717B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| JPS545964A (en) | 1979-01-17 |
| EP0000043B1 (de) | 1982-01-06 |
| IT7824423A0 (it) | 1978-06-09 |
| DE2861500D1 (en) | 1982-02-25 |
| EP0000043A1 (de) | 1978-12-20 |
| IT1096717B (it) | 1985-08-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2700017C2 (de) | Verfahren zur Herstellung von N-Phosphonomethylglycin | |
| DE2033359C3 (de) | Acylpropandiol-(l,3)-phosphorsäuremono-cholinester und Verfahren zu deren Herstellung | |
| DE2726479A1 (de) | Bisphosphinsaeureanhydride und verfahren zu ihrer herstellung | |
| DE2225545C3 (de) | Verfarhen zur Herstellung von Phosphinsäureanhydriden | |
| EP0090213A1 (de) | Verfahren zur Herstellung von Derivaten der Vinylphosphon- oder Vinylpyrophosphonsäure | |
| DE2129583C3 (de) | Verfahren zur Herstellung von Phosphinsäureanhydriden | |
| EP0074582B1 (de) | Verfahren zur Herstellung von Dialkylphosphinsäurehalogeniden | |
| DE3149937A1 (de) | Verfahren zur herstellung von methyldichlorphosphan | |
| DE19502331C1 (de) | Verfahren zur Herstellung von Alkalimetallsalzen von Phosphonsäuremonomethylestern | |
| DE2036048B1 (de) | Verfahren zur Herstellung substituierter Thionophosphorsäurechloride | |
| DE2259241A1 (de) | Verfahren zur herstellung von halogenmethylphosphinsaeurehalogeniden | |
| US4196141A (en) | Bisphosphinic acid anhydrides and process for their preparation | |
| DE1670591C3 (de) | Verfahren zur Herstellung von Halogenphenoxy-s-triazinphosphonsäureestern | |
| DE2035073C3 (de) | Verfahren zur Herstellung von Salzen der O-Alkyl-N-monoalkylamidodithiophosphorsäure | |
| DE1668040C3 (de) | Verfahren zur Herstellung von Bromalkyl-S-alkyl-bzw.-aryHdi)thiolphosphorsäurediester-bzw.-esteramidchloriden | |
| DE1793287B2 (de) | Verfahren zur herstellung von n- substituierte n-acylcarbamidsaeurehalogeniden | |
| DE2148225A1 (de) | Perchlor-diaza-polycyclen | |
| DE1131670B (de) | Verfahren zur Herstellung organischer Phosphordisulfide und -oxysulfide | |
| DE2338005A1 (de) | Verfahren zur herstellung von tris(2-halogenalkyl)-phosphiten und ihre verwendung | |
| DE2357678A1 (de) | Verfahren zur herstellung von alkenphosphonsaeurechloriden und alkenphosphinsaeurechloriden | |
| DE2847048A1 (de) | Verfahren zur herstellung von phosphorhaltigen organozinntrihalogeniden und ihre verwendung | |
| DE3707639A1 (de) | Cyanomethansaeurehalogenide des phosphors, verfahren zu ihrer herstellung und das vorprodukt cyanomethyl-methylphosphinsaeureaethylester | |
| EP0268898A1 (de) | Verfahren zur Herstellung eines Isomerengemisches bicyclischer Phosphinsäurechloride | |
| DE2552945A1 (de) | Verfahren zur herstellung von o,s-dimethylphosphoramidothioaten | |
| DE1816093A1 (de) | Thionophosphor- und Thionophosphonsaeureester |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |