DE3024694C2 - - Google Patents
Info
- Publication number
- DE3024694C2 DE3024694C2 DE19803024694 DE3024694A DE3024694C2 DE 3024694 C2 DE3024694 C2 DE 3024694C2 DE 19803024694 DE19803024694 DE 19803024694 DE 3024694 A DE3024694 A DE 3024694A DE 3024694 C2 DE3024694 C2 DE 3024694C2
- Authority
- DE
- Germany
- Prior art keywords
- cycle
- acetic anhydride
- taed
- daed
- acetic acid
- 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 - Fee Related
Links
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 143
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 103
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 32
- 239000011541 reaction mixture Substances 0.000 claims description 19
- 239000007788 liquid Substances 0.000 claims description 16
- 238000004821 distillation Methods 0.000 claims description 15
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 13
- 238000001953 recrystallisation Methods 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 238000005191 phase separation Methods 0.000 claims description 5
- 238000010626 work up procedure Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 239000002002 slurry Substances 0.000 claims description 3
- WNYIBZHOMJZDKN-UHFFFAOYSA-N n-(2-acetamidoethyl)acetamide Chemical compound CC(=O)NCCNC(C)=O WNYIBZHOMJZDKN-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000012545 processing Methods 0.000 claims description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 229960000583 acetic acid Drugs 0.000 description 32
- 238000006243 chemical reaction Methods 0.000 description 9
- 150000008064 anhydrides Chemical class 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 230000021736 acetylation Effects 0.000 description 2
- 238000006640 acetylation reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000052 vinegar Substances 0.000 description 2
- 235000021419 vinegar Nutrition 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000012958 reprocessing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/90—Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/90—Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated
- C07C233/91—Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated with carbon atoms of the carboxamide groups bound to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803024694 DE3024694A1 (de) | 1980-06-30 | 1980-06-30 | Multicyclisches verfahren zur herstellung von n,n,n',n' -tetraacetylaethylendiamin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803024694 DE3024694A1 (de) | 1980-06-30 | 1980-06-30 | Multicyclisches verfahren zur herstellung von n,n,n',n' -tetraacetylaethylendiamin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3024694A1 DE3024694A1 (de) | 1982-01-28 |
| DE3024694C2 true DE3024694C2 (enrdf_load_stackoverflow) | 1991-03-07 |
Family
ID=6106011
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803024694 Granted DE3024694A1 (de) | 1980-06-30 | 1980-06-30 | Multicyclisches verfahren zur herstellung von n,n,n',n' -tetraacetylaethylendiamin |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE3024694A1 (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3127435A1 (de) * | 1981-07-11 | 1983-02-03 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von gereinigtem tetraacetylethylendiamin (taed) |
| DE3609735A1 (de) | 1986-03-22 | 1987-09-24 | Henkel Kgaa | Verfahren zur reinigung von tetraacetylethylendiamin |
| IT1245724B (it) * | 1990-11-09 | 1994-10-14 | Caffaro Spa Ind Chim | Procedimento di purificazione della taed |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3824286A (en) * | 1970-07-07 | 1974-07-16 | Lever Brothers Ltd | Preparation of polyacetylalkylene diamines |
| DE2816174A1 (de) * | 1978-04-14 | 1979-10-25 | Hoechst Ag | Verfahren zur herstellung von n,n,n',n'-tetraacetylaethylendiamin |
| DE2832021A1 (de) | 1978-07-21 | 1980-01-31 | Basf Ag | Verfahren zur herstellung von tetraacetylaethylendiamin |
-
1980
- 1980-06-30 DE DE19803024694 patent/DE3024694A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE3024694A1 (de) | 1982-01-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8172 | Supplementary division/partition in: |
Ref country code: DE Ref document number: 3051126 Format of ref document f/p: P |
|
| Q171 | Divided out to: |
Ref country code: DE Ref document number: 3051126 |
|
| 8127 | New person/name/address of the applicant |
Owner name: WARWICK INTERNATIONAL LTD., LEEDS, GB |
|
| 8128 | New person/name/address of the agent |
Representative=s name: DANNENBERG, G., DIPL.-ING., 6000 FRANKFURT WEINHOL |
|
| 8127 | New person/name/address of the applicant |
Owner name: WARWICK INTERNATIONAL LTD., LEEDS, GB |
|
| 8128 | New person/name/address of the agent |
Representative=s name: DANNENBERG, G., DIPL.-ING., 6000 FRANKFURT WEINHOL |
|
| AH | Division in |
Ref country code: DE Ref document number: 3051126 Format of ref document f/p: P |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: WARWICK INTERNATIONAL GROUP PLC, LEEDS, GB |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: WARWICK INTERNATIONAL GROUP LTD., LEEDS, GB |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: WARWICK INTERNATIONAL GROUP LTD., LEEDS, GB |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: WARWICK INTERNATIONAL GROUP LTD., LEEDS, GB |
|
| 8339 | Ceased/non-payment of the annual fee |