DE518929C - Process for the preparation of aromatic amines - Google Patents
Process for the preparation of aromatic aminesInfo
- Publication number
- DE518929C DE518929C DEI30357D DEI0030357D DE518929C DE 518929 C DE518929 C DE 518929C DE I30357 D DEI30357 D DE I30357D DE I0030357 D DEI0030357 D DE I0030357D DE 518929 C DE518929 C DE 518929C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- aromatic amines
- iron
- solution
- reduction
- 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
- 150000004982 aromatic amines Chemical class 0.000 title claims description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 10
- 229910052742 iron Inorganic materials 0.000 claims description 5
- 150000004679 hydroxides Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 239000007900 aqueous suspension Substances 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 150000002828 nitro derivatives Chemical class 0.000 claims 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical class [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910052684 Cerium Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 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 description 1
- 150000001412 amines Chemical class 0.000 description 1
- MMCPOSDMTGQNKG-UHFFFAOYSA-N anilinium chloride Chemical compound Cl.NC1=CC=CC=C1 MMCPOSDMTGQNKG-UHFFFAOYSA-N 0.000 description 1
- -1 aromatic nitro compounds Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 description 1
- VYLVYHXQOHJDJL-UHFFFAOYSA-K cerium trichloride Chemical compound Cl[Ce](Cl)Cl VYLVYHXQOHJDJL-UHFFFAOYSA-K 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 235000015243 ice cream Nutrition 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- YOBAEOGBNPPUQV-UHFFFAOYSA-N iron;trihydrate Chemical compound O.O.O.[Fe].[Fe] YOBAEOGBNPPUQV-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/22—Compounds of iron
- C09C1/24—Oxides of iron
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung aromatischer Amine Durch das Hauptpatent 515 758 und das frühere Zusatzpatent 5 16 999 ist ein Verfahren geschützt, welches gestattet, das. bei der Reduktion von aromatischen Nitroverbindungen zu den entsprechendenAminen verwendete Eisen in Form eines technisch zur Herstellung von Pigmentfarben wertvollen Hydroxyds wiederzugewinnen und das darin besteht, die Reduktion in Gegenwart von wäßrigen Lösungen der Salze des Aluminiums oder anderer drei- und vierwertiger Metalle auszuführen.Process for the production of aromatic amines The main patent 515 758 and the earlier additional patent 5 1 6 999 protect a process which allows the iron used in the reduction of aromatic nitro compounds to the corresponding amines to be recovered in the form of a hydroxide which is technically valuable for the production of pigment colors and that consists in carrying out the reduction in the presence of aqueous solutions of the salts of aluminum or of other trivalent and tetravalent metals.
Es wurde weiter gefunden, daß man an Stelle der wäßr igen Lösungen von Salzen auch die fertig gebildeten Hydroxv_ de oder Oxyde oder deren schwerlösliche basische Salze, zweckmäßig in möglichst feiner, bis zu kolloidaler Verteilung in Wasser aufgeschlämtnt, verwenden und dabei im wesentlichen zu den gleichen Ergebnissen gelangen kann.It has also been found that instead of the aqueous solutions of salts also the completely formed hydroxides or oxides or their sparingly soluble basic salts, expediently in the finest possible, up to colloidal distribution in Slurried water, using it, and doing essentially the same results can get.
Beispiel r Aus einer Lösung von .4o kg wasserhalti-g e M Aluminiumsulfat in 3001 Wasser wird mittels der erforderlichen Menge Natriumcarbonatlösung das Aluminium in Form eines hochbasischen unlöslichen Sulfats in feiner Verteilung ausgefällt. Ohne die Lösung vom Niederschlag zu trennen, gibt man sie zu 200 kg Eisen, fügt eine konzentrierte Lösung von 6o kg Anilinhydrochlorid hinzu und läßt in der bei der Reduktion zu Anilin sonst üblichen Weise Zoo kg Nitrobenzol allmählich unter Rühren bei Siedetemperatur zufließen. Man erhält nach Entfernung des Anilins ein bräunlichgelbes Eiseihvdroz-\,c.t, das beim Brennen ein rotes Oxyd ergibt.Example r from a solution of .4o kg wasserhalti- g e M aluminum sulfate in 3001, water is precipitated, the aluminum in the form of a highly basic sulphate insoluble in fine distribution by means of the required amount of sodium carbonate solution. Without separating the solution from the precipitate, it is added to 200 kg of iron, a concentrated solution of 60 kg of aniline hydrochloride is added, and zoo kg of nitrobenzene is gradually added in the usual way for reduction to aniline while stirring at the boiling point. After the aniline has been removed, a brownish-yellow ice cream is obtained, which on firing gives a red oxide.
Beispiel e Aus einer Lösung von ro kg Cerchlorid in z So l Wasser wird durch Zusatz von d.o kg Anilin unter Rühren das Cer in Form eines fein verteilten Hydroxyds ausgefällt. Man fügt dann Zoo kg Nitrobenzol hinzu und reduziert in bekannter `'eise durch allmähliche Zugabe von Zoo kg Eisen. Man erhält als Rückstand ein Eisenh_vdrox_vd von braunroter Farbe.Example e From a solution of ro kg cerium chloride in z sol water by adding d.o kg of aniline while stirring the cerium in the form of a finely divided Hydroxyds precipitated. Then zoo kg of nitrobenzene is added and reduced to a known value by the gradual addition of zoo kg of iron. A Eisenh_vdrox_vd is obtained as the residue of brownish red color.
Beispiel 3 Zu einer Lösung von 4o kg Eisenchlorid in i 6o l Wasser fügt man 26 kg gemahlene Kreide und Zoo kg Nitrobenzol, worauf man mittels 22j kg Eisen wie in Beispiel 2 reduziert und aufarbeitet.Example 3 To a solution of 40 kg of iron chloride in 16o l of water add 26 kg of ground Chalk and zoo kg nitrobenzene, what one reduced and worked up using 22j kg of iron as in Example 2.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI30357D DE518929C (en) | 1927-02-16 | 1927-02-16 | Process for the preparation of aromatic amines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI30357D DE518929C (en) | 1927-02-16 | 1927-02-16 | Process for the preparation of aromatic amines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE518929C true DE518929C (en) | 1931-02-21 |
Family
ID=7187599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI30357D Expired DE518929C (en) | 1927-02-16 | 1927-02-16 | Process for the preparation of aromatic amines |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE518929C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2826941A1 (en) * | 1978-06-20 | 1980-01-10 | Bayer Ag | METHOD FOR PRODUCING IRON OXIDE RED PIGMENTS |
| US5665157A (en) * | 1995-10-26 | 1997-09-09 | Bayer Ag | Clean color shade, yellow-tinged red iron oxide pigments, and a process for their manufacture, and their use |
| JPH11240724A (en) * | 1997-11-19 | 1999-09-07 | Bayer Ag | Iron oxide yellow pigment stable to heat |
| US7235127B2 (en) | 2004-12-14 | 2007-06-26 | Lanxess Deutschland Gmbh | Reduction- and oxidation-stable iron oxide black pigments having high colour strength for colouring plastics and building materials, their preparation and their use |
-
1927
- 1927-02-16 DE DEI30357D patent/DE518929C/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2826941A1 (en) * | 1978-06-20 | 1980-01-10 | Bayer Ag | METHOD FOR PRODUCING IRON OXIDE RED PIGMENTS |
| US5665157A (en) * | 1995-10-26 | 1997-09-09 | Bayer Ag | Clean color shade, yellow-tinged red iron oxide pigments, and a process for their manufacture, and their use |
| JPH11240724A (en) * | 1997-11-19 | 1999-09-07 | Bayer Ag | Iron oxide yellow pigment stable to heat |
| US7235127B2 (en) | 2004-12-14 | 2007-06-26 | Lanxess Deutschland Gmbh | Reduction- and oxidation-stable iron oxide black pigments having high colour strength for colouring plastics and building materials, their preparation and their use |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE518929C (en) | Process for the preparation of aromatic amines | |
| DE615707C (en) | Process for the preparation of 1-alkylamino-4-arylaminoanthraquinones | |
| DE516999C (en) | Process for the preparation of aromatic amines | |
| DE609019C (en) | Process to prevent metals from dissolving in acids | |
| DE703416C (en) | Manufacture of iron oxide pigments | |
| CH193238A (en) | Process for the preparation of a complexed metal-containing dye. | |
| DE2049519B2 (en) | Process for making an improved chrome pigment | |
| AT141163B (en) | Cleaning and cleaning products. | |
| DE728974C (en) | Improvement of chromium-containing colored bodies | |
| CH138018A (en) | Process to produce an iron hydroxide suitable for processing on pigment paints when reducing aromatic nitro compounds to amines. | |
| DE482795C (en) | Process for the preparation of secondary amines from the corresponding N-nitroso derivatives and their core substitution products | |
| DE488537C (en) | Process for the preparation of nitrogenous cow dyes | |
| DE525654C (en) | Process for the preparation of an o-amino-p-cresol carbonic acid | |
| DE537453C (en) | Process for the preparation of 1,4-dichloro-2-oxybenzene-3-carboxylic acid | |
| DE546911C (en) | Process for printing on acetate silk or on substances containing cellulose ether and esters | |
| DE764868C (en) | Process for the preparation of o-oxyazo dyes | |
| AT123810B (en) | Method for fixing vat dyes. | |
| DE873998C (en) | Manufacture of hydrazine | |
| DE525302C (en) | Process for the production of real colorations and prints with ester salts of Kuepen dyes | |
| AT146967B (en) | Process for the production of heavy metal compounds of the porphine series. | |
| DE692831C (en) | Process for the production of matt glazes by the wet method | |
| DE908548C (en) | Process for the electrolytic polishing of metals | |
| DE502570C (en) | Process for the preparation of acidic wool dyes | |
| DE748475C (en) | Process for the preparation of disazo dyes | |
| DE477284C (en) | Process for the preparation of Kuepen dyes of the anthraquinone series |