NO115996B - - Google Patents
Info
- Publication number
- NO115996B NO115996B NO157828A NO15782865A NO115996B NO 115996 B NO115996 B NO 115996B NO 157828 A NO157828 A NO 157828A NO 15782865 A NO15782865 A NO 15782865A NO 115996 B NO115996 B NO 115996B
- Authority
- NO
- Norway
- Prior art keywords
- diamide
- adipic acid
- caprolactam
- dioxane
- approx
- Prior art date
Links
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 28
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 19
- 239000003054 catalyst Substances 0.000 claims description 17
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 239000001361 adipic acid Substances 0.000 claims description 10
- 235000011037 adipic acid Nutrition 0.000 claims description 10
- 229910021529 ammonia Inorganic materials 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 3
- 239000007791 liquid phase Substances 0.000 claims description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- 238000002844 melting Methods 0.000 description 7
- 230000008018 melting Effects 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 239000007868 Raney catalyst Substances 0.000 description 4
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 4
- 229910000564 Raney nickel Inorganic materials 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 230000007306 turnover Effects 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 150000002923 oximes Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- VIZORQUEIQEFRT-UHFFFAOYSA-N Diethyl adipate Chemical compound CCOC(=O)CCCCC(=O)OCC VIZORQUEIQEFRT-UHFFFAOYSA-N 0.000 description 1
- 239000005569 Iron sulphate Substances 0.000 description 1
- 229910003310 Ni-Al Inorganic materials 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 150000001278 adipic acid derivatives Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 239000000852 hydrogen donor Substances 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- NJNQUTDUIPVROZ-UHFFFAOYSA-N nitrocyclohexane Chemical compound [O-][N+](=O)C1CCCCC1 NJNQUTDUIPVROZ-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B25/00—Phosphorus; Compounds thereof
- C01B25/16—Oxyacids of phosphorus; Salts thereof
- C01B25/26—Phosphates
- C01B25/45—Phosphates containing plural metal, or metal and ammonium
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05B—PHOSPHATIC FERTILISERS
- C05B13/00—Fertilisers produced by pyrogenic processes from phosphatic materials
- C05B13/06—Alkali and alkaline earth meta- or polyphosphate fertilisers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
- Fertilizers (AREA)
- Polyamides (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR972468A FR1410227A (fr) | 1964-04-27 | 1964-04-27 | Procédé de préparation de compositions à base de polyphosphates mixtes de sodiumet de potassium et produits en résultant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO115996B true NO115996B (fr) | 1969-01-13 |
Family
ID=8828783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO157828A NO115996B (fr) | 1964-04-27 | 1965-04-26 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3455649A (fr) |
| BE (1) | BE663002A (fr) |
| DE (1) | DE1567745B1 (fr) |
| ES (1) | ES312317A1 (fr) |
| FR (1) | FR1410227A (fr) |
| GB (1) | GB1102892A (fr) |
| NL (1) | NL149135B (fr) |
| NO (1) | NO115996B (fr) |
| SE (1) | SE309579B (fr) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE34022B1 (en) * | 1968-09-20 | 1975-01-08 | Goulding Ltd W & H M | The production of fertilisers |
| US3770410A (en) * | 1971-09-10 | 1973-11-06 | Occidental Petroleum Corp | Production of potassium polyphosphates from phosphate acid sludges |
| ES405110A1 (es) * | 1972-07-24 | 1975-07-16 | Cros Sa | Procedimiento para la preparacion de composiciones orto y polifosfatadas. |
| SE411818B (sv) * | 1976-03-17 | 1980-02-04 | Amp Inc | Sett att avsluta en trad samt elektriskt kontaktorgan for utforande av forfarandet |
| US5035871A (en) * | 1990-06-18 | 1991-07-30 | Fmc Corporation | Production of concentrated aqueous polyphosphate solutions |
| US5302363A (en) * | 1993-05-03 | 1994-04-12 | Monsanto Company | Process for preparing anhydrous polyphosphate mixed alkali metal salts |
| EP1223144A1 (fr) * | 1999-06-28 | 2002-07-17 | Astaris Llc | Boisson contenant des polyphosphates mixtes de potassium et de sodium |
| AU5638800A (en) | 1999-06-28 | 2001-01-31 | Astaris Llc | High potassium polyphosphate and method for its preparation |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA622986A (en) * | 1961-06-27 | Beltz Klaus | Process for the manufacture of neutralization products from phosphoric acid and sodium carbonate | |
| US2288418A (en) * | 1939-11-01 | 1942-06-30 | Hall Lab Inc | Manufacture of mixed phosphates |
| US2296716A (en) * | 1940-11-28 | 1942-09-22 | Monsanto Chemicals | Colloidal phosphate |
| US2511249A (en) * | 1944-05-17 | 1950-06-13 | Monsanto Chemicals | Sodium potassium pyrophosphates and method for producing same |
| DE934351C (de) * | 1951-04-24 | 1955-10-20 | Henkel & Cie Gmbh | Verfahren zur Herstellung von Alkalimetaphosphat aus technischer Phosphorsaeure ohnezwischenzeitliche Kristallisation von primaerem Alkaliorthophosphat |
| US2948588A (en) * | 1955-09-13 | 1960-08-09 | Int Minerals & Chem Corp | Method of manufacturing alkali metal tripolyphosphates |
-
1964
- 1964-04-27 FR FR972468A patent/FR1410227A/fr not_active Expired
-
1965
- 1965-04-22 US US449945A patent/US3455649A/en not_active Expired - Lifetime
- 1965-04-24 DE DE1965P0036627 patent/DE1567745B1/de active Pending
- 1965-04-26 NO NO157828A patent/NO115996B/no unknown
- 1965-04-26 NL NL656505306A patent/NL149135B/xx not_active IP Right Cessation
- 1965-04-26 BE BE663002D patent/BE663002A/xx unknown
- 1965-04-27 GB GB17683/65A patent/GB1102892A/en not_active Expired
- 1965-04-27 SE SE5497/65A patent/SE309579B/xx unknown
- 1965-04-27 ES ES0312317A patent/ES312317A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL149135B (nl) | 1976-04-15 |
| GB1102892A (en) | 1968-02-14 |
| DE1567745B1 (de) | 1971-04-08 |
| NL6505306A (fr) | 1965-10-28 |
| BE663002A (fr) | 1965-10-26 |
| US3455649A (en) | 1969-07-15 |
| ES312317A1 (es) | 1965-08-16 |
| FR1410227A (fr) | 1965-09-10 |
| SE309579B (fr) | 1969-03-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3485821A (en) | Process for preparing caprolactam and its alkyl substituted derivatives | |
| WO1996016936A1 (fr) | Procede de fabrication de caprolactame | |
| NO115996B (fr) | ||
| DE69909921T2 (de) | Verfahren zur herstellung von n-methyl-pyrrolidon | |
| US2784191A (en) | Process for the production of lactams | |
| US3109005A (en) | Process for making 2-pyrrolidone from maleic anhydride | |
| DE2313496C3 (de) | Verfahren zur Herstellung von m- und p- Phenylendiamin | |
| EP0376123B1 (fr) | Procédé de préparation de caprolactame | |
| DE1518307B1 (de) | Verfahren zur Herstellung von Nitrodiarylaminen | |
| US3825532A (en) | Process for the preparation of omega laurinolactame | |
| US3016376A (en) | Process of separating epsiloncaprolactam | |
| US4089901A (en) | Process for converting polyaminopolyaryl-methanes into diaminodiarylmethanes | |
| US4504363A (en) | Preparation of cis-2,6-dimethylmorpholine | |
| US3153089A (en) | Production of acetophenone-azine | |
| US3063986A (en) | Process for the production of a | |
| US2840554A (en) | Method of preparing capro lactam | |
| US3401161A (en) | Preparation of epsilon-caprolactam | |
| US2737511A (en) | Extraction of lactam | |
| US2792395A (en) | Preparation of guanamines | |
| US2763644A (en) | Process for the production of caprolactam | |
| US3346636A (en) | Production of cyclohexylamine | |
| CH325080A (de) | Verfahren zur Herstellung von organischen Hydroxylaminverbindungen | |
| US3016287A (en) | Process of separating lactams | |
| DE1100024B (de) | Verfahren zur Herstellung von ª-Caprolactam | |
| NO115740B (fr) |