DE2642458C3 - Verfahren zur Gewinnung von kristallinem Acrylamid - Google Patents
Verfahren zur Gewinnung von kristallinem AcrylamidInfo
- Publication number
- DE2642458C3 DE2642458C3 DE2642458A DE2642458A DE2642458C3 DE 2642458 C3 DE2642458 C3 DE 2642458C3 DE 2642458 A DE2642458 A DE 2642458A DE 2642458 A DE2642458 A DE 2642458A DE 2642458 C3 DE2642458 C3 DE 2642458C3
- Authority
- DE
- Germany
- Prior art keywords
- acrylamide
- water
- acrylonitrile
- nitrile
- reaction mixture
- 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
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 title claims description 32
- 238000000034 method Methods 0.000 title claims description 25
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 34
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 150000002825 nitriles Chemical class 0.000 claims description 25
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 22
- 239000003054 catalyst Substances 0.000 claims description 20
- 239000011541 reaction mixture Substances 0.000 claims description 14
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- WSGYTJNNHPZFKR-UHFFFAOYSA-N 3-hydroxypropanenitrile Chemical compound OCCC#N WSGYTJNNHPZFKR-UHFFFAOYSA-N 0.000 description 1
- FBQAJUWWJNIGSN-UHFFFAOYSA-N O.C=CC#N.NC(=O)C=C Chemical compound O.C=CC#N.NC(=O)C=C FBQAJUWWJNIGSN-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000003863 metallic catalyst Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000009666 routine test Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/72—Copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/06—Preparation of carboxylic acid amides from nitriles by transformation of cyano groups into carboxamide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (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 |
|---|---|---|---|
| US05/637,252 US3997606A (en) | 1975-12-03 | 1975-12-03 | Method of producing dry acrylamide |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2642458A1 DE2642458A1 (de) | 1977-06-08 |
| DE2642458B2 DE2642458B2 (de) | 1980-08-21 |
| DE2642458C3 true DE2642458C3 (de) | 1981-04-02 |
Family
ID=24555174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2642458A Expired DE2642458C3 (de) | 1975-12-03 | 1976-09-21 | Verfahren zur Gewinnung von kristallinem Acrylamid |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3997606A (enExample) |
| JP (1) | JPS5268119A (enExample) |
| CA (1) | CA1068722A (enExample) |
| DE (1) | DE2642458C3 (enExample) |
| ES (1) | ES451932A1 (enExample) |
| FR (1) | FR2333777A1 (enExample) |
| GB (1) | GB1516260A (enExample) |
| IT (1) | IT1066319B (enExample) |
| ZA (1) | ZA765648B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4329500A (en) * | 1970-11-19 | 1982-05-11 | The Dow Chemical Company | Catalysts for the hydration of nitriles to amides |
| IT1043441B (it) * | 1975-10-17 | 1980-02-20 | Snam Progetti | Procedimento per la idratazione di nitrili ad ammidi catalizzatore ivi impiegato e procedimento per la sua preparazione |
| US4096184A (en) * | 1976-01-19 | 1978-06-20 | Sumitomo Chemical Company, Limited | Process for preparing acid amides |
| US4069255A (en) * | 1976-09-30 | 1978-01-17 | Uop Inc. | Preparation of acrylamide |
| FR2414496A1 (en) * | 1978-01-16 | 1979-08-10 | Uop Inc | High yield hydrolysis of acrylonitrile to acrylamide - using a catalyst obtd. by cooling volatilised copper and organic solvent |
| US4381977A (en) * | 1980-04-01 | 1983-05-03 | The Standard Oil Company | Electrochemical maintenance of optimum catalytic activity in copper-catalyzed nitrile hydrolysis processes |
| US4313803A (en) * | 1980-04-01 | 1982-02-02 | The Standard Oil Company | Electrochemical maintenance of optimum catalytic activity in copper-catalyzed nitrile hydrolysis processes |
| US4322532A (en) * | 1980-11-17 | 1982-03-30 | Nalco Chemical Company | Solvents for the catalytic production of acrylamide from acrylonitrile and water |
| US4581137A (en) * | 1984-10-19 | 1986-04-08 | Ozonics Corporation | Gas diffuser tube assembly |
| CA1293583C (en) * | 1986-10-23 | 1991-12-24 | Dodd Wing Fong | Method for preparing n-sulfomethyl acrylamide, acrylic acid terpolymers from polyacrylonitrile |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL125055C (enExample) * | 1963-07-09 | |||
| US3597481A (en) * | 1969-01-16 | 1971-08-03 | Dow Chemical Co | Heterogeneous catalyst for the liquid phase hydrolysis of nitriles to amides |
| US3686307A (en) * | 1969-02-07 | 1972-08-22 | Standard Oil Co | Conversion of nitriles to amides in the presence of alkaline catalysts |
| US3666809A (en) * | 1969-10-08 | 1972-05-30 | Mitsubishi Chem Ind | Method for the production of acrylamide crystals |
| US3624154A (en) * | 1970-03-26 | 1971-11-30 | Dow Chemical Co | Concentration of aqueous acrylamide |
| US3674848A (en) * | 1970-08-19 | 1972-07-04 | American Cyanamid Co | Hydration of nitriles using metal salts of cation exchange resins |
| BE792366A (fr) * | 1971-12-06 | 1973-03-30 | Mitsui Toatsu Chemicals | Procede de raffinage d'une solution aqueuse d'acrylamide |
| BE792339A (fr) * | 1971-12-06 | 1973-03-30 | Mitsui Toatsu Chemicals | Procede de concentration d'une solution aqueuse d'acrylamide |
| US3956387A (en) * | 1973-04-19 | 1976-05-11 | Basf Aktiengesellschaft | Manufacture of concentrated aqueous (meth)acrylamide solutions by catalytic addition of water to (meth)acrylonitrile |
| JPS6012344B2 (ja) * | 1973-06-05 | 1985-04-01 | 三井東圧化学株式会社 | アクリルアミド水溶液の処理方法 |
| US3920740A (en) * | 1973-10-19 | 1975-11-18 | Nalco Chemical Co | Method of producing acrylamide with a raney copper catalyst |
-
1975
- 1975-12-03 US US05/637,252 patent/US3997606A/en not_active Expired - Lifetime
-
1976
- 1976-08-09 CA CA258,736A patent/CA1068722A/en not_active Expired
- 1976-09-20 GB GB38809/76A patent/GB1516260A/en not_active Expired
- 1976-09-21 DE DE2642458A patent/DE2642458C3/de not_active Expired
- 1976-09-21 ZA ZA765648A patent/ZA765648B/xx unknown
- 1976-09-28 ES ES451932A patent/ES451932A1/es not_active Expired
- 1976-09-29 IT IT51489/76A patent/IT1066319B/it active
- 1976-10-01 JP JP51117365A patent/JPS5268119A/ja active Pending
- 1976-10-01 FR FR7629601A patent/FR2333777A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| AU1797176A (en) | 1977-11-10 |
| GB1516260A (en) | 1978-06-28 |
| US3997606A (en) | 1976-12-14 |
| IT1066319B (it) | 1985-03-04 |
| JPS5268119A (en) | 1977-06-06 |
| DE2642458A1 (de) | 1977-06-08 |
| ZA765648B (en) | 1977-08-31 |
| FR2333777A1 (fr) | 1977-07-01 |
| ES451932A1 (es) | 1977-12-01 |
| CA1068722A (en) | 1979-12-25 |
| DE2642458B2 (de) | 1980-08-21 |
| FR2333777B1 (enExample) | 1978-11-03 |
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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 |