CH95507A - A method of manufacturing phthalic anhydride. - Google Patents
A method of manufacturing phthalic anhydride.Info
- Publication number
- CH95507A CH95507A CH95507DA CH95507A CH 95507 A CH95507 A CH 95507A CH 95507D A CH95507D A CH 95507DA CH 95507 A CH95507 A CH 95507A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfuric acid
- phthalic anhydride
- reduction
- iron
- manufacturing
- Prior art date
Links
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 title claims description 7
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 8
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- RJKGJBPXVHTNJL-UHFFFAOYSA-N 1-nitronaphthalene Chemical compound C1=CC=C2C([N+](=O)[O-])=CC=CC2=C1 RJKGJBPXVHTNJL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 150000002828 nitro derivatives Chemical class 0.000 claims description 2
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 1
- 239000010931 gold Substances 0.000 claims 1
- 229910052737 gold Inorganic materials 0.000 claims 1
- 239000007789 gas Substances 0.000 description 2
- -1 iron or zinc Chemical class 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Description
Procédé de fabrication d'anhydride phtalique. La présente invention a pour objet un procédé de fabrication d'anhydride phtalique, en partant, de la nitronaphtaline.
Suivant ce procédé, on réduit la nitro- naphtaline, à température élevée, avec un métal communément employé pour la réduc tion des nitrocomposés, tel -que le fer ou le zinc, et une grande quantité d'acide sulfu rique et on oxyde dans la même opération par l'acide sulfurique en présence la naphta- line, résultant de ladite réduction.
Dans le nouveau procédé la nitronaphta= fine, au lieu d'être réduite comme à l'ordi naire en naphtylamine, est réduite en naphtaline, en raison du fait qu'elle y est soumise à, une très vigoureuse réduction à haute température avec une grande quantité d'acide sulfurique et un métal tel que des alésures de fer, suivant l'équation
EMI0001.0011
La naphtaline prenant ainsi naissance est oxydée directement par l'acide sulfurique, aussitôt qu'elle se produit, et on obtient ainsi de l'anhydride phtalique; conformément à l'équation suivante":
EMI0001.0012
On peut ainsi obtenir aisément de l'an hydride phtalique avec de l'acide sulfurique ordinaire; mais on peut, dans le but d'obte nir un meilleur rendement, aussi faire usage d'acide sulfurique concentré ou d'acide sul furique fumant.
<I>Exemple:</I> Dans un récipient, de préférence grand, on chauffe, à<B>1500-1600</B> C; 450 kg d'acide sulfurique ordinaire à 65 Baumé, puis on y ajoute 35 kg de nitronaphtaline. Lorsque cette dernière est dissoute dans l'acide sul furique on y ajoute, en agitant, de<B>80</B> à 90 kg d'alésures de fer ou de -poudre ou limaille de zinc. La réaction est très vigou- yeuse, tous les gaz comme l'acide sulfureux, l'acide carbonique etc. se dégageant en bouil lonnant. Après que ces gaz ont tous distillé à la température de 200 C, on distille de l'anhydride phtalique dans ,un vide conve nable, à environ 300 C.
A method of manufacturing phthalic anhydride. The present invention relates to a process for the manufacture of phthalic anhydride, starting from nitronaphthaline.
According to this process, nitro-naphthalene is reduced at elevated temperature with a metal commonly used for the reduction of nitrocompounds, such as iron or zinc, and a large quantity of sulfuric acid and oxidized in the mixture. same operation with sulfuric acid in the presence of naphthalin, resulting from said reduction.
In the new process the nitronaphtha = fine, instead of being reduced as usual to naphthylamine, is reduced to naphthalene, due to the fact that it is subjected to a very vigorous reduction at high temperature with a large amount of sulfuric acid and a metal such as iron rims, according to the equation
EMI0001.0011
The mothballs thus arising is oxidized directly by sulfuric acid, as soon as it is produced, and thus phthalic anhydride is obtained; according to the following equation ":
EMI0001.0012
It is thus easily possible to obtain phthalic anhydride with ordinary sulfuric acid; but it is also possible, in order to obtain a better yield, to use concentrated sulfuric acid or fuming sulfuric acid.
<I> Example: </I> In a container, preferably a large one, heat to <B> 1500-1600 </B> C; 450 kg of ordinary sulfuric acid at 65 Baumé, then 35 kg of nitronaphthaline are added to it. When the latter is dissolved in sulfuric acid, <B> 80 </B> to 90 kg of iron bores or zinc powder or filings are added to it with stirring. The reaction is very vigorous, all gases such as sulfurous acid, carbonic acid etc. freeing himself in a boiling air. After these gases have all distilled off at a temperature of 200 C, phthalic anhydride is distilled off in, a suitable vacuum, at about 300 C.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH95507T | 1920-12-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH95507A true CH95507A (en) | 1922-07-17 |
Family
ID=4353152
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH95507D CH95507A (en) | 1920-12-14 | 1920-12-14 | A method of manufacturing phthalic anhydride. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH95507A (en) |
-
1920
- 1920-12-14 CH CH95507D patent/CH95507A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH95507A (en) | A method of manufacturing phthalic anhydride. | |
| CH276548A (en) | Process for the manufacture of the semi-carbazone of 5-nitro-2-furaldehyde. | |
| CH285676A (en) | Process for preparing cyclohexadecanol-1-one-2. | |
| CH158824A (en) | A method of manufacturing a benzanthrone derivative. | |
| CH207309A (en) | Process for the preparation of 2- (para-amino-benzenesulfamido) -pyridine. | |
| CH159151A (en) | A process for the manufacture of 2-acetylaminoanthrahydroquinone-9: 10-disulfuric ester. | |
| BE555653A (en) | ||
| CH138020A (en) | Process for preparing ethyl diacetylacetate. | |
| CH150303A (en) | Process for the manufacture of 5.8-dichlor-quinizarin. | |
| CH222734A (en) | Process for the preparation of a derivative of para-amino-benzene-sulfonamide. | |
| CH276043A (en) | Process for the preparation of cycloheptadecanone. | |
| CH220046A (en) | Process for the preparation of a derivative of para-amino-benzene-sulfonamide. | |
| CH128439A (en) | Process for the production of a solid preparation based on sodium hypochlorite. | |
| BE498029A (en) | ||
| BE452466A (en) | ||
| CH159066A (en) | Process for the manufacture of 1-chloro-4-aminoanthraquinone. | |
| CH222732A (en) | Process for the preparation of a derivative of para-amino-benzene-sulfonamide. | |
| CH298379A (en) | Process for the preparation of allo-1-p-nitrophenyl-2- (ortho-carboxybenzoyl) -amino-propanediol-1,3. | |
| CH86196A (en) | A method of making a black dye. | |
| CH104790A (en) | Process for preparing a derivative of naphthoquinone. | |
| CH297837A (en) | Process for preparing 1-chloro-4-methylthiaxanthone. | |
| CH311201A (en) | Process for the preparation of maleuric acid. | |
| CH204855A (en) | Process for the preparation of 1, 4, 5, 8 tetraminoanthraquinone. | |
| CH285682A (en) | Process for preparing cycloheptadecanol-1-one-2. | |
| CH222733A (en) | Process for the preparation of a derivative of para-amino-benzene-sulfonamide. |