SE405859B - Sett att framstella tertiera fosfinoxider genom att fran dihydroximetylfosfoniumhalogenider i smelt tillstand avspalta formaldehyd och halogenvete - Google Patents
Sett att framstella tertiera fosfinoxider genom att fran dihydroximetylfosfoniumhalogenider i smelt tillstand avspalta formaldehyd och halogenveteInfo
- Publication number
- SE405859B SE405859B SE7503560A SE7503560A SE405859B SE 405859 B SE405859 B SE 405859B SE 7503560 A SE7503560 A SE 7503560A SE 7503560 A SE7503560 A SE 7503560A SE 405859 B SE405859 B SE 405859B
- Authority
- SE
- Sweden
- Prior art keywords
- reaction
- hydrogen
- formaldehyde
- halogen
- completion
- Prior art date
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims description 49
- 238000000034 method Methods 0.000 title claims description 22
- 229910052736 halogen Inorganic materials 0.000 title claims description 4
- 150000002367 halogens Chemical class 0.000 title claims description 3
- 239000000155 melt Substances 0.000 title description 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 title 2
- 241000209140 Triticum Species 0.000 title 1
- 235000021307 Triticum Nutrition 0.000 title 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 claims description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 17
- 239000000047 product Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 14
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 14
- -1 alkaline earth metal carbonate Chemical class 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 239000011541 reaction mixture Substances 0.000 claims description 8
- 229910000039 hydrogen halide Inorganic materials 0.000 claims description 7
- 239000012433 hydrogen halide Substances 0.000 claims description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 claims description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- 238000000746 purification Methods 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 229910001615 alkaline earth metal halide Inorganic materials 0.000 claims description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 238000002425 crystallisation Methods 0.000 claims description 3
- 230000008025 crystallization Effects 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 229910001508 alkali metal halide Inorganic materials 0.000 claims description 2
- 229910052786 argon Inorganic materials 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Chemical group 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000012043 crude product Substances 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 150000002903 organophosphorus compounds Chemical class 0.000 claims 1
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 5
- 239000007789 gas Substances 0.000 description 4
- 150000004714 phosphonium salts Chemical group 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229910001923 silver oxide Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- LRMLWYXJORUTBG-UHFFFAOYSA-N dimethylphosphorylmethane Chemical compound CP(C)(C)=O LRMLWYXJORUTBG-UHFFFAOYSA-N 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- 239000004332 silver Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- DJFBJKSMACBYBD-UHFFFAOYSA-N phosphane;hydrate Chemical group O.P DJFBJKSMACBYBD-UHFFFAOYSA-N 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- TWQSQPQSQXIKOD-UHFFFAOYSA-N 1-[ethyl(methyl)phosphoryl]ethane Chemical compound CCP(C)(=O)CC TWQSQPQSQXIKOD-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- ZMGNUXSLBINHJX-UHFFFAOYSA-M bis(hydroxymethyl)-dimethylphosphanium;chloride Chemical compound [Cl-].OC[P+](C)(C)CO ZMGNUXSLBINHJX-UHFFFAOYSA-M 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000003776 cleavage reaction Methods 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
- 239000003599 detergent Substances 0.000 description 1
- OSBLMJBMSIOAAV-UHFFFAOYSA-M dicyclohexyl-bis(hydroxymethyl)phosphanium;chloride Chemical compound [Cl-].C1CCCCC1[P+](CO)(CO)C1CCCCC1 OSBLMJBMSIOAAV-UHFFFAOYSA-M 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- KEBHLNDPKPIPLI-UHFFFAOYSA-N hydron;2-(3h-inden-4-yloxymethyl)morpholine;chloride Chemical compound Cl.C=1C=CC=2C=CCC=2C=1OCC1CNCCO1 KEBHLNDPKPIPLI-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 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
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2415801A DE2415801C2 (de) | 1974-04-01 | 1974-04-01 | Verfahren zur Herstellung von tertiären Phosphinoxiden |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7503560L SE7503560L (xx) | 1975-10-02 |
| SE405859B true SE405859B (sv) | 1979-01-08 |
Family
ID=5911870
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7503560A SE405859B (sv) | 1974-04-01 | 1975-03-26 | Sett att framstella tertiera fosfinoxider genom att fran dihydroximetylfosfoniumhalogenider i smelt tillstand avspalta formaldehyd och halogenvete |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US3997611A (xx) |
| JP (1) | JPS5756920B2 (xx) |
| AT (1) | AT330797B (xx) |
| BE (1) | BE827309A (xx) |
| CA (1) | CA1030161A (xx) |
| CH (1) | CH599237A5 (xx) |
| DD (1) | DD119245A5 (xx) |
| DE (1) | DE2415801C2 (xx) |
| DK (1) | DK134648C (xx) |
| FR (1) | FR2265754B1 (xx) |
| GB (1) | GB1471240A (xx) |
| IT (1) | IT1032477B (xx) |
| NL (1) | NL7503760A (xx) |
| SE (1) | SE405859B (xx) |
| SU (1) | SU576953A1 (xx) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2498191B1 (fr) * | 1981-01-19 | 1986-01-17 | Poudres & Explosifs Ste Nale | Procede de synthese d'oxydes et de sulfures de phosphines tertiaires et nouveaux oxydes et sulfures de phosphines tertiaires |
| JPS61287731A (ja) * | 1985-06-14 | 1986-12-18 | トステム株式会社 | 接着一体化発泡樹脂層を有する窯業系サイデイング |
| GB8704240D0 (en) * | 1987-02-24 | 1987-04-01 | Albright & Wilson | Phosphine oxides |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3732316A (en) * | 1970-11-12 | 1973-05-08 | Hooker Chemical Corp | Process for producing methyl phosphine oxides |
-
1974
- 1974-04-01 DE DE2415801A patent/DE2415801C2/de not_active Expired
-
1975
- 1975-03-21 GB GB1192975A patent/GB1471240A/en not_active Expired
- 1975-03-25 CA CA222,998A patent/CA1030161A/en not_active Expired
- 1975-03-25 CH CH379375A patent/CH599237A5/xx not_active IP Right Cessation
- 1975-03-26 US US05/562,222 patent/US3997611A/en not_active Expired - Lifetime
- 1975-03-26 SE SE7503560A patent/SE405859B/sv not_active IP Right Cessation
- 1975-03-26 DK DK133675A patent/DK134648C/da not_active IP Right Cessation
- 1975-03-27 NL NL7503760A patent/NL7503760A/xx not_active Application Discontinuation
- 1975-03-27 IT IT48810/75A patent/IT1032477B/it active
- 1975-03-28 BE BE154875A patent/BE827309A/xx not_active IP Right Cessation
- 1975-03-31 DD DD185113A patent/DD119245A5/xx unknown
- 1975-03-31 JP JP50039012A patent/JPS5756920B2/ja not_active Expired
- 1975-04-01 SU SU7502117907A patent/SU576953A1/ru active
- 1975-04-01 AT AT244175A patent/AT330797B/de not_active IP Right Cessation
- 1975-04-01 FR FR7510170A patent/FR2265754B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE827309A (fr) | 1975-09-29 |
| DK134648C (da) | 1977-05-23 |
| GB1471240A (en) | 1977-04-21 |
| CA1030161A (en) | 1978-04-25 |
| FR2265754B1 (xx) | 1978-06-23 |
| IT1032477B (it) | 1979-05-30 |
| SE7503560L (xx) | 1975-10-02 |
| SU576953A3 (ru) | 1977-10-15 |
| DE2415801A1 (de) | 1975-10-16 |
| CH599237A5 (xx) | 1978-05-31 |
| DD119245A5 (xx) | 1976-04-12 |
| DK134648B (da) | 1976-12-13 |
| DE2415801C2 (de) | 1982-12-23 |
| FR2265754A1 (xx) | 1975-10-24 |
| JPS5756920B2 (xx) | 1982-12-02 |
| US3997611A (en) | 1976-12-14 |
| ATA244175A (de) | 1975-10-15 |
| NL7503760A (nl) | 1975-10-03 |
| JPS50137929A (xx) | 1975-11-01 |
| AT330797B (de) | 1976-07-26 |
| DK133675A (xx) | 1975-10-02 |
| SU576953A1 (en) | 1977-10-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
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