DE2304303A1 - Verfahren zur reinigung von hexamethylendiamin - Google Patents
Verfahren zur reinigung von hexamethylendiaminInfo
- Publication number
- DE2304303A1 DE2304303A1 DE19732304303 DE2304303A DE2304303A1 DE 2304303 A1 DE2304303 A1 DE 2304303A1 DE 19732304303 DE19732304303 DE 19732304303 DE 2304303 A DE2304303 A DE 2304303A DE 2304303 A1 DE2304303 A1 DE 2304303A1
- Authority
- DE
- Germany
- Prior art keywords
- hexamethylenediamine
- base
- distillation
- added
- sodium hydroxide
- 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.)
- Ceased
Links
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 title claims description 41
- 238000000034 method Methods 0.000 title claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 39
- 239000002585 base Substances 0.000 claims description 16
- 238000004821 distillation Methods 0.000 claims description 14
- 150000004985 diamines Chemical class 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- FHKPTEOFUHYQFY-UHFFFAOYSA-N 2-aminohexanenitrile Chemical compound CCCCC(N)C#N FHKPTEOFUHYQFY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 238000000998 batch distillation Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 1
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
- C07C209/48—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24642572A | 1972-04-21 | 1972-04-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2304303A1 true DE2304303A1 (de) | 1973-11-08 |
Family
ID=22930626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732304303 Ceased DE2304303A1 (de) | 1972-04-21 | 1973-01-30 | Verfahren zur reinigung von hexamethylendiamin |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS4914409A (enExample) |
| BE (1) | BE794576A (enExample) |
| CA (1) | CA1000230A (enExample) |
| DE (1) | DE2304303A1 (enExample) |
| FR (1) | FR2180653A1 (enExample) |
| GB (1) | GB1378273A (enExample) |
| IT (1) | IT978438B (enExample) |
| NL (1) | NL7301392A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4223776C1 (en) * | 1992-07-18 | 1993-09-16 | Mercedes-Benz Aktiengesellschaft, 70327 Stuttgart, De | Recycling amine from sand moulding process - by progressively increasing pH of used gases in solution and removing amine by gravity separation |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4687850A (en) * | 1984-12-03 | 1987-08-18 | The B.F. Goodrich Company | Purification of 1-(2-amino-2-alkylpropyl)-3,3,5,5-tetraalkylpiperazinones |
-
0
- BE BE794576D patent/BE794576A/xx unknown
-
1973
- 1973-01-19 GB GB289773A patent/GB1378273A/en not_active Expired
- 1973-01-24 CA CA161,920A patent/CA1000230A/en not_active Expired
- 1973-01-24 IT IT1956973A patent/IT978438B/it active
- 1973-01-30 DE DE19732304303 patent/DE2304303A1/de not_active Ceased
- 1973-01-30 FR FR7303247A patent/FR2180653A1/fr not_active Withdrawn
- 1973-01-31 JP JP1207173A patent/JPS4914409A/ja active Pending
- 1973-01-31 NL NL7301392A patent/NL7301392A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4223776C1 (en) * | 1992-07-18 | 1993-09-16 | Mercedes-Benz Aktiengesellschaft, 70327 Stuttgart, De | Recycling amine from sand moulding process - by progressively increasing pH of used gases in solution and removing amine by gravity separation |
Also Published As
| Publication number | Publication date |
|---|---|
| BE794576A (fr) | 1973-07-26 |
| CA1000230A (en) | 1976-11-23 |
| JPS4914409A (enExample) | 1974-02-07 |
| IT978438B (it) | 1974-09-20 |
| NL7301392A (enExample) | 1973-10-23 |
| FR2180653A1 (enExample) | 1973-11-30 |
| GB1378273A (en) | 1974-12-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8131 | Rejection |