PL80791B1 - Recycle process for the preparation and processing of a hydroxylammonium salt solution[gb1283496a] - Google Patents
Recycle process for the preparation and processing of a hydroxylammonium salt solution[gb1283496a] Download PDFInfo
- Publication number
- PL80791B1 PL80791B1 PL1970145607A PL14560770A PL80791B1 PL 80791 B1 PL80791 B1 PL 80791B1 PL 1970145607 A PL1970145607 A PL 1970145607A PL 14560770 A PL14560770 A PL 14560770A PL 80791 B1 PL80791 B1 PL 80791B1
- Authority
- PL
- Poland
- Prior art keywords
- hydroxylamine
- synthesis
- zone
- oxime
- nitrate ions
- Prior art date
Links
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims abstract description 17
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000012266 salt solution Substances 0.000 title claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 37
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 34
- 239000007788 liquid Substances 0.000 claims abstract description 25
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 claims abstract description 20
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000003054 catalyst Substances 0.000 claims abstract description 16
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910002651 NO3 Inorganic materials 0.000 claims abstract description 13
- -1 nitrate ions Chemical class 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 9
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 9
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- QAOWNCQODCNURD-UHFFFAOYSA-M bisulphate group Chemical group S([O-])(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims abstract 2
- 150000002923 oximes Chemical class 0.000 claims description 26
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 10
- 229910017604 nitric acid Inorganic materials 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 9
- 239000000872 buffer Substances 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- 239000012429 reaction media Substances 0.000 claims description 6
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 4
- 239000012535 impurity Substances 0.000 claims description 4
- 229910017912 NH2OH Inorganic materials 0.000 claims 1
- 239000003929 acidic solution Substances 0.000 claims 1
- 239000008366 buffered solution Substances 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 210000002445 nipple Anatomy 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 9
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 239000012431 aqueous reaction media Substances 0.000 abstract description 2
- 239000000356 contaminant Substances 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 description 15
- 150000002576 ketones Chemical class 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- 239000000203 mixture Substances 0.000 description 7
- 229910001868 water Inorganic materials 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000012295 chemical reaction liquid Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 231100000572 poisoning Toxicity 0.000 description 2
- 230000000607 poisoning effect Effects 0.000 description 2
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 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
- 230000003139 buffering effect Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 125000002243 cyclohexanonyl group Chemical group *C1(*)C(=O)C(*)(*)C(*)(*)C(*)(*)C1(*)* 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 239000002912 waste gas Substances 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
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
- C01B21/14—Hydroxylamine; Salts thereof
- C01B21/1409—Preparation
- C01B21/1418—Preparation by catalytic reduction of nitrogen oxides or nitrates with hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
- C07C249/08—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes by reaction of hydroxylamines with carbonyl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6918366A NL6918366A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1969-12-06 | 1969-12-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL80791B1 true PL80791B1 (en) | 1975-08-30 |
Family
ID=19808575
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1970145607A PL80791B1 (en) | 1969-12-06 | 1970-12-05 | Recycle process for the preparation and processing of a hydroxylammonium salt solution[gb1283496a] |
Country Status (15)
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3997607A (en) * | 1974-04-26 | 1976-12-14 | Stamicarbon B.V. | Recycling process for the preparation of cyclohexanone oxime |
| JP4856839B2 (ja) * | 2000-06-05 | 2012-01-18 | ディーエスエム アイピー アセッツ ビー．ブイ． | シクロヘキサノンオキシムの製造法 |
| US7005547B2 (en) * | 2000-06-05 | 2006-02-28 | Dsm Ip Assets B.V. | Process for the preparation of cyclohexanone oxime |
| DE60138025D1 (de) * | 2000-06-05 | 2009-04-30 | Dsm Ip Assets Bv | Verfahren zur herstellung von cyclohexanonoxim |
| AU2002347664A1 (en) * | 2001-12-04 | 2003-06-17 | Dsm Ip Assets B.V. | Process for treating an aqueous medium containing phosphate salt and organic compounds |
| PL1901994T3 (pl) * | 2005-07-08 | 2010-06-30 | Dsm Ip Assets Bv | Sposób ciągłego wytwarzania hydroksyloaminy |
-
0
- BE BE759915D patent/BE759915A/xx unknown
-
1969
- 1969-12-06 NL NL6918366A patent/NL6918366A/xx unknown
-
1970
- 1970-11-30 GB GB56740/70A patent/GB1283496A/en not_active Expired
- 1970-12-01 ZA ZA708125A patent/ZA708125B/xx unknown
- 1970-12-03 DE DE2059582A patent/DE2059582C3/de not_active Expired
- 1970-12-04 FR FR7043713A patent/FR2080887B1/fr not_active Expired
- 1970-12-04 AT AT1092670A patent/AT318540B/de not_active IP Right Cessation
- 1970-12-04 JP JP45107531A patent/JPS4835256B1/ja active Pending
- 1970-12-04 CS CS8201A patent/CS174807B2/cs unknown
- 1970-12-04 ES ES386192A patent/ES386192A1/es not_active Expired
- 1970-12-04 CH CH1801970A patent/CH563355A5/xx not_active IP Right Cessation
- 1970-12-04 CA CA099,821A patent/CA944362A/en not_active Expired
- 1970-12-05 BG BG016224A patent/BG20318A3/xx unknown
- 1970-12-05 PL PL1970145607A patent/PL80791B1/pl unknown
- 1970-12-07 SE SE7016545A patent/SE372525B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4835256B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-10-26 |
| FR2080887A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-11-26 |
| BG20318A3 (bg) | 1975-11-05 |
| BE759915A (fr) | 1971-06-04 |
| NL6918366A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-06-08 |
| ES386192A1 (es) | 1973-03-16 |
| CH563355A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-06-30 |
| ZA708125B (en) | 1971-08-25 |
| GB1283496A (en) | 1972-07-26 |
| DE2059582B2 (de) | 1979-11-22 |
| CA944362A (en) | 1974-03-26 |
| SE372525B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-12-23 |
| AT318540B (de) | 1974-10-25 |
| DE2059582C3 (de) | 1980-08-07 |
| DE2059582A1 (de) | 1971-06-16 |
| CS174807B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1977-04-29 |
| FR2080887B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-05-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101525189A (zh) | 含有氨、钒、铬和硫酸钠废水处理的方法 | |
| CN102892928B (zh) | 从不锈钢酸洗设备的溶液中获得或回收硝酸和氢氟酸的方法 | |
| CN105348145B (zh) | 氨法烟气脱硫副产环己酮肟的方法 | |
| CN108137335A (zh) | 用于汽车环保尿素和硝酸铵尿素的尿素的一体化生产 | |
| PL80791B1 (en) | Recycle process for the preparation and processing of a hydroxylammonium salt solution[gb1283496a] | |
| US10519103B2 (en) | Urea production method | |
| KR100272004B1 (ko) | 히드록실암모늄염 용액의 제조 및 처리방법 | |
| CN106007138A (zh) | 一种湿法铬合金的废水处理系统 | |
| JP4171698B2 (ja) | ホスフェート、シクロヘキサノン及びシクロヘキサノンオキシムを含む水性媒体を処理する方法 | |
| US3335183A (en) | Preparation of oximes | |
| WO2001094297A1 (en) | Process for the production of cyclohexanone oxime | |
| CN105084627A (zh) | 丙烯腈硫铵废水的处理方法 | |
| US3729304A (en) | Process for the preparation of oximes | |
| CN112912168B (zh) | 用于生产肟的改良方法和工厂 | |
| TWI813796B (zh) | 用於生產肟之改良方法 | |
| CN104284882B (zh) | 一种纯化从肟合成区获得的有机物溶液的方法 | |
| EP1123900A1 (en) | Process and apparatus for purifying an aqueous solution which contains ammonium sulfate, ammonium nitrate and organic compounds | |
| US3157466A (en) | Process for producing ammonium nitrate | |
| JPH0418062A (ja) | 塩酸、硫酸およびそのヒドロキシルアンモニウム塩およびアンモニウム塩を含む水性母液の処理法 | |
| US20120128569A1 (en) | Destruction of ammonium ions | |
| WO2014102106A1 (en) | Steam stripping inorganic process liquid discharged from hpo® extraction section and utilizing heat of condensation | |
| US4477424A (en) | Continuous preparation of hydroxylammonium salts | |
| DE2106384C3 (de) | Kreislaufverfahren zur Herstellung von Cyclohexanonoxim | |
| US2798035A (en) | Manufacture of acrylonitrile | |
| CN206705995U (zh) | 用于生产尿素和硝酸铵尿素的集成化系统 |