DE932372C - Process for the pure preparation of ªÏ-aminocarboxylic acids - Google Patents
Process for the pure preparation of ªÏ-aminocarboxylic acidsInfo
- Publication number
- DE932372C DE932372C DET4871D DET0004871D DE932372C DE 932372 C DE932372 C DE 932372C DE T4871 D DET4871 D DE T4871D DE T0004871 D DET0004871 D DE T0004871D DE 932372 C DE932372 C DE 932372C
- Authority
- DE
- Germany
- Prior art keywords
- pure preparation
- aminocarboxylic
- aminocarboxylic acids
- patent specification
- aminocarboxylic 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
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000002253 acid Substances 0.000 title claims description 3
- 150000007513 acids Chemical class 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 4
- 238000007127 saponification reaction Methods 0.000 claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims description 2
- 229910001863 barium hydroxide Inorganic materials 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 150000004679 hydroxides Chemical class 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000003463 adsorbent Substances 0.000 claims 1
- 235000011116 calcium hydroxide Nutrition 0.000 claims 1
- 239000000920 calcium hydroxide Substances 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 5
- 239000002699 waste material Substances 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- LSTJLLHJASXKIV-UHFFFAOYSA-N amino hexanoate Chemical compound CCCCCC(=O)ON LSTJLLHJASXKIV-UHFFFAOYSA-N 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Removal Of Specific Substances (AREA)
Description
Verfahren zur Reindarstellung von a)-Aminocarbonsäuren Es wurde gefunden, daß man aus Polyamidkondensaten, die aus einem co-Aminocarbonsäurekondensatbestehen, durchVerseifungmit einer mäßig konzentrierten Schwefelsäure zu äußerst reinen monomeren Produkten gelangen kann, wenn man die Verseifung in Gegenwart von solchen Metallsalzen ausführt, diewie die des Eisens,Aluminiums und Chroms gelartige Oxydhydrate zu bilden vermögen, wobei anschließend Oxyde, Hydroxyde oder Carbonate der Erdalkalien bis zur Neutralisation zugegeben werden. Man filtriert von dem gebildeten Niederschlag ab und isoliert in bekannter Weise aus dem Filtrat die (t)-Aminocarbonsäure.Process for the pure preparation of a) -aminocarboxylic acids It was found that from polyamide condensates, which consist of a co-aminocarboxylic acid condensate, by saponification with a moderately concentrated sulfuric acid to extremely pure monomers Products can get if one saponification in the presence of such metal salts which, like those of iron, aluminum and chromium, form gel-like hydrated oxides ability, with then oxides, hydroxides or carbonates of alkaline earths up to be added for neutralization. The precipitate formed is filtered off from and isolates the (t) -aminocarboxylic acid from the filtrate in a known manner.
Die erfindungsgemäße Maßnahme besitzt eine erhebliche technische und auch wirtschaftliche Bedeutung. In letzter Zeit haben bekanntlich die linearen Superpolyamide großes Interesse erlangt. Sie finden hauptsächlich Verwendung zur Herstellung von Fasern, Fäden, Borsten und auch von Spritzgußartikeln. Bei der Herstellung fallen nicht unbeträchtliche Mengen an Abfallprodukten an. Die Verwendung dieser Abfallprodukte durch eine Neuverspinnung oder durch erneutes Verspritzen ist kaum möglich, da die Superpolyamide in erhitztem Zustande verhältnismäßig stark gegen Sauerstoff empfindlich sind. Das Verfahren gemäß der Erfindung gestattet es nun, aus solchen Abfallprodukten bzw. auch aus Produkten, die sonstwie unbrauchbar geworden sind, die monomeren Ausgangskomponenten auf einfachem Wege in besonders reinem Zustand zu erhalten. Die erhaltene cu-Aminocarbonsäure kann dann sofort zu neuen Kondensationen Verwendung finden.The measure according to the invention has a considerable technical and also economic importance. Lately it is well known that the linear superpolyamides aroused great interest. They are mainly used for the production of Fibers, threads, bristles and also injection molded articles. Fall in manufacture not inconsiderable amounts of waste products. The use of these waste products by re-spinning or re-spraying is hardly possible, since the When heated, super polyamides are relatively sensitive to oxygen are. The method according to the invention now allows such waste products or from products that have otherwise become unusable, the monomeric starting components easy to keep in a particularly pure state. The cu-aminocarboxylic acid obtained can then be used immediately for new condensations.
Beispiel Polyamidabfälle, die aus einem s-Aminocapronsäurekondensat bestehen, werden mit 4o°/aiger Schwefelsäure bei ioo bis iao° mehrere Stunden verseift. Alsdann wird die Lösung auf einen Gehalt von io bis 2o°/aSchwefelsäure verdünnt, mit 5-Gewichtsteilen Ferrosulfat versetzt, i Stunde gekocht und dann mit Bariumhydroxyd heiß oder auch in der Kälte gerade neutralisiert. Zur besseren Filtration wird nochmals kurz aufgekocht. Der Niederschlag wird abfiltriert, das Filtrat ist voll= kommen farblos. Aus dem Filtrat erhält man in bekannter Weise die reine 8-Aminocapronsäure.Example polyamide waste from an s-aminocaproic acid condensate exist, are with 40% sulfuric acid at 100 to iao ° for several hours saponified. The solution is then diluted to a content of 10 to 20% sulfuric acid, mixed with 5 parts by weight of ferrous sulfate, boiled for 1 hour and then with barium hydroxide hot or just neutralized in the cold. For better filtration is done again briefly boiled. The precipitate is filtered off, the filtrate is full colorless. Pure 8-aminocaproic acid is obtained from the filtrate in a known manner.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DET4871D DE932372C (en) | 1943-05-01 | 1943-05-01 | Process for the pure preparation of ªÏ-aminocarboxylic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DET4871D DE932372C (en) | 1943-05-01 | 1943-05-01 | Process for the pure preparation of ªÏ-aminocarboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE932372C true DE932372C (en) | 1955-08-29 |
Family
ID=7544790
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DET4871D Expired DE932372C (en) | 1943-05-01 | 1943-05-01 | Process for the pure preparation of ªÏ-aminocarboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE932372C (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2130948A (en) * | 1937-04-09 | 1938-09-20 | Du Pont | Synthetic fiber |
| BE445556A (en) * | 1941-05-15 | 1942-06-30 | Thueringische Zellwolle Ag | Process for the preparation, in the pure state, of amino carbonic acids from oximes |
-
1943
- 1943-05-01 DE DET4871D patent/DE932372C/en not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2130948A (en) * | 1937-04-09 | 1938-09-20 | Du Pont | Synthetic fiber |
| BE445556A (en) * | 1941-05-15 | 1942-06-30 | Thueringische Zellwolle Ag | Process for the preparation, in the pure state, of amino carbonic acids from oximes |
| FR881969A (en) * | 1941-05-15 | 1943-05-13 | Thueringische Zellwolle Ag | Process for the preparation, in the pure state, of amino carbonic acids from oximes |
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