DE2125160C3 - Verfahren zur Herstellung von aliphatischen Percarbonsäuren mit 2 bis 5 Kohlenstoffatomen - Google Patents
Verfahren zur Herstellung von aliphatischen Percarbonsäuren mit 2 bis 5 KohlenstoffatomenInfo
- Publication number
- DE2125160C3 DE2125160C3 DE2125160A DE2125160A DE2125160C3 DE 2125160 C3 DE2125160 C3 DE 2125160C3 DE 2125160 A DE2125160 A DE 2125160A DE 2125160 A DE2125160 A DE 2125160A DE 2125160 C3 DE2125160 C3 DE 2125160C3
- Authority
- DE
- Germany
- Prior art keywords
- acid
- hydrogen peroxide
- reaction
- carbon atoms
- percarboxylic acids
- 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.)
- Expired
Links
- 239000002253 acid Substances 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 11
- 150000007513 acids Chemical class 0.000 title claims description 6
- 125000001931 aliphatic group Chemical group 0.000 title claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 39
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- YZYDPPZYDIRSJT-UHFFFAOYSA-K boron phosphate Chemical compound [B+3].[O-]P([O-])([O-])=O YZYDPPZYDIRSJT-UHFFFAOYSA-K 0.000 claims description 4
- 229910000149 boron phosphate Inorganic materials 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 3
- ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 claims description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 2
- 239000012050 conventional carrier Substances 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 10
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 8
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 235000019260 propionic acid Nutrition 0.000 description 6
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 6
- 239000012071 phase Substances 0.000 description 5
- CZPZWMPYEINMCF-UHFFFAOYSA-N propaneperoxoic acid Chemical compound CCC(=O)OO CZPZWMPYEINMCF-UHFFFAOYSA-N 0.000 description 5
- 239000011552 falling film Substances 0.000 description 4
- 150000004965 peroxy acids Chemical class 0.000 description 4
- 239000012159 carrier gas Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- IWOUKMZUPDVPGQ-UHFFFAOYSA-N barium nitrate Chemical compound [Ba+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O IWOUKMZUPDVPGQ-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000251730 Chondrichthyes Species 0.000 description 1
- 241000589614 Pseudomonas stutzeri Species 0.000 description 1
- 150000008043 acidic salts Chemical class 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 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
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000008246 gaseous mixture Substances 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
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2125160A DE2125160C3 (de) | 1971-05-21 | 1971-05-21 | Verfahren zur Herstellung von aliphatischen Percarbonsäuren mit 2 bis 5 Kohlenstoffatomen |
| NL7203881A NL7203881A (enExample) | 1971-05-21 | 1972-03-23 | |
| DD162313A DD94989A5 (enExample) | 1971-05-21 | 1972-04-14 | |
| SU1778187A SU530641A3 (ru) | 1971-05-21 | 1972-04-26 | Способ получени алифатических надкарбоновых кислот |
| CH677872A CH572469A5 (enExample) | 1971-05-21 | 1972-05-08 | |
| GB2158172A GB1382293A (en) | 1971-05-21 | 1972-05-09 | Production of percarboxylic acids |
| US00252194A US3849484A (en) | 1971-05-21 | 1972-05-11 | Process for the production of percarboxylic acid |
| FR727217507A FR2138719B1 (enExample) | 1971-05-21 | 1972-05-16 | |
| CA142,599A CA963020A (en) | 1971-05-21 | 1972-05-19 | Process for producing percarboxylic acids |
| AT441372A AT335991B (de) | 1971-05-21 | 1972-05-19 | Verfahren zur herstellung von percarbonsauren |
| BE783769A BE783769A (fr) | 1971-05-21 | 1972-05-19 | Procede pour la fabrication d'acides |
| IT68593/72A IT958923B (it) | 1971-05-21 | 1972-05-19 | Procedimento per la preparazione di acidi percarbossilici |
| JP5063072A JPS5440528B1 (enExample) | 1971-05-21 | 1972-05-22 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2125160A DE2125160C3 (de) | 1971-05-21 | 1971-05-21 | Verfahren zur Herstellung von aliphatischen Percarbonsäuren mit 2 bis 5 Kohlenstoffatomen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2125160A1 DE2125160A1 (enExample) | 1972-11-30 |
| DE2125160B2 DE2125160B2 (de) | 1979-09-06 |
| DE2125160C3 true DE2125160C3 (de) | 1980-05-22 |
Family
ID=5808484
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2125160A Expired DE2125160C3 (de) | 1971-05-21 | 1971-05-21 | Verfahren zur Herstellung von aliphatischen Percarbonsäuren mit 2 bis 5 Kohlenstoffatomen |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3849484A (enExample) |
| JP (1) | JPS5440528B1 (enExample) |
| AT (1) | AT335991B (enExample) |
| BE (1) | BE783769A (enExample) |
| CA (1) | CA963020A (enExample) |
| CH (1) | CH572469A5 (enExample) |
| DD (1) | DD94989A5 (enExample) |
| DE (1) | DE2125160C3 (enExample) |
| FR (1) | FR2138719B1 (enExample) |
| GB (1) | GB1382293A (enExample) |
| IT (1) | IT958923B (enExample) |
| NL (1) | NL7203881A (enExample) |
| SU (1) | SU530641A3 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4079074A (en) * | 1977-01-06 | 1978-03-14 | Pennwalt Corporation | Unsymmetrical diperoxides and processes of use in polymerizing unsaturated monomers |
| US4172086A (en) * | 1977-03-28 | 1979-10-23 | Fmc Corporation | Process for the manufacture of peroxycarboxylic acids |
| GB9305223D0 (en) * | 1993-03-13 | 1993-04-28 | Solvay Interox Ltd | Oxidation of ketones |
-
1971
- 1971-05-21 DE DE2125160A patent/DE2125160C3/de not_active Expired
-
1972
- 1972-03-23 NL NL7203881A patent/NL7203881A/xx not_active Application Discontinuation
- 1972-04-14 DD DD162313A patent/DD94989A5/xx unknown
- 1972-04-26 SU SU1778187A patent/SU530641A3/ru active
- 1972-05-08 CH CH677872A patent/CH572469A5/xx not_active IP Right Cessation
- 1972-05-09 GB GB2158172A patent/GB1382293A/en not_active Expired
- 1972-05-11 US US00252194A patent/US3849484A/en not_active Expired - Lifetime
- 1972-05-16 FR FR727217507A patent/FR2138719B1/fr not_active Expired
- 1972-05-19 IT IT68593/72A patent/IT958923B/it active
- 1972-05-19 AT AT441372A patent/AT335991B/de not_active IP Right Cessation
- 1972-05-19 BE BE783769A patent/BE783769A/xx not_active IP Right Cessation
- 1972-05-19 CA CA142,599A patent/CA963020A/en not_active Expired
- 1972-05-22 JP JP5063072A patent/JPS5440528B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATA441372A (de) | 1976-08-15 |
| BE783769A (fr) | 1972-09-18 |
| DE2125160B2 (de) | 1979-09-06 |
| CH572469A5 (enExample) | 1976-02-13 |
| IT958923B (it) | 1973-10-30 |
| FR2138719B1 (enExample) | 1974-07-05 |
| FR2138719A1 (enExample) | 1973-01-05 |
| DD94989A5 (enExample) | 1973-01-12 |
| JPS5440528B1 (enExample) | 1979-12-04 |
| AT335991B (de) | 1977-04-12 |
| NL7203881A (enExample) | 1972-11-23 |
| DE2125160A1 (enExample) | 1972-11-30 |
| SU530641A3 (ru) | 1976-09-30 |
| GB1382293A (en) | 1975-01-29 |
| CA963020A (en) | 1975-02-18 |
| US3849484A (en) | 1974-11-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |