GB896255A - Production of naphthalene polycarboxylic acids and their anhydrides - Google Patents

Production of naphthalene polycarboxylic acids and their anhydrides

Info

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
Application number
GB20887/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mid Century Corp
Original Assignee
Mid Century Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Mid Century Corp filed Critical Mid Century Corp
Publication of GB896255A publication Critical patent/GB896255A/en
Expired legal-status Critical Current

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.
GB20887/58A 1957-07-01 1958-06-30 Production of naphthalene polycarboxylic acids and their anhydrides Expired GB896255A (en)

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)

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