GB896255A - Production of naphthalene polycarboxylic acids and their anhydrides - Google Patents
Production of naphthalene polycarboxylic acids and their anhydridesInfo
- Publication number
- GB896255A GB896255A GB20887/58A GB2088758A GB896255A GB 896255 A GB896255 A GB 896255A GB 20887/58 A GB20887/58 A GB 20887/58A GB 2088758 A GB2088758 A GB 2088758A GB 896255 A GB896255 A GB 896255A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acenaphthene
- bromine
- catalyst
- naphthalene
- anhydrides
- 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
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
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/04—Monocyclic monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/16—1,2 - Benzenedicarboxylic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/24—1,3 - Benzenedicarboxylic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/307—Monocyclic tricarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/33—Polycyclic acids
- C07C63/337—Polycyclic acids with carboxyl groups bound to condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/33—Polycyclic acids
- C07C63/337—Polycyclic acids with carboxyl groups bound to condensed ring systems
- C07C63/34—Polycyclic acids with carboxyl groups bound to condensed ring systems containing two condensed rings
- C07C63/38—Polycyclic acids with carboxyl groups bound to condensed ring systems containing two condensed rings containing two carboxyl groups both bound to carbon atoms of the condensed ring system
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)
Abstract
Naphthalene polycarboxylic acids or their anhydrides are prepared by contacting acenaphthene or a substituted acenaphthene having one or more nuclear aliphatic substituents of from 1 to 4 carbon atoms, in the liquid phase at an elevated temperature with molecular oxygen-containing gas in the presence of a catalyst system comprising a heavy metal oxidation catalyst and bromine until the oxygen content of the gases in contact with the reaction mixture is essentially constant and thereafter further contacting the reaction mixture with a further quantity of molecular oxygen for a further period of 0.5 to 4 hours. The reaction is preferably carried out in a carboxylic acid solvent medium, preferably acetic acid. Specified heavy metal catalysts are bismuth, lead, copper, vanadium, tin, chromium, cerium molybdenum and preferably, manganese and cobalt. The bromine may be used as such, in the form of an inorganic bromide or an organic bromine-containing compound. Specified substituted acenaphthenes include compounds wherein the aliphatic substituent is attached to two different nuclear carbon atoms, e.g. bi-acenaphthene and periacenaphthen-indandione which gives naphthalene-1 : 4 : 5 : 8-tetracarboxylic acid on oxidation. In examples a mixture of acenaphthene and glacial acetic acid was oxidised with air using cobalt acetate, manganese acetate and ammonium bromide as catalyst at 400 DEG F. and 400 p.s.i.g. to give naphthalic anhydride.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US896255XA | 1957-07-01 | 1957-07-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB896255A true GB896255A (en) | 1962-05-16 |
Family
ID=22218683
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB20887/58A Expired GB896255A (en) | 1957-07-01 | 1958-06-30 | Production of naphthalene polycarboxylic acids and their anhydrides |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB896255A (en) |
-
1958
- 1958-06-30 GB GB20887/58A patent/GB896255A/en not_active Expired
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