GB1080335A - The preparation of aliphatic tetracarboxylic acids - Google Patents

The preparation of aliphatic tetracarboxylic acids

Info

Publication number
GB1080335A
GB1080335A GB4406464A GB4406464A GB1080335A GB 1080335 A GB1080335 A GB 1080335A GB 4406464 A GB4406464 A GB 4406464A GB 4406464 A GB4406464 A GB 4406464A GB 1080335 A GB1080335 A GB 1080335A
Authority
GB
United Kingdom
Prior art keywords
dicarboxymethyl
methyl
ethyl
azelaic
acids
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
GB4406464A
Inventor
John Francis Edmund Keenan
Stephen Blake
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.)
Geigy Co Ltd
Original Assignee
Geigy Co Ltd
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 Geigy Co Ltd filed Critical Geigy Co Ltd
Priority to GB4406464A priority Critical patent/GB1080335A/en
Priority to CH1472065A priority patent/CH458318A/en
Priority to NL6513996A priority patent/NL6513996A/xx
Priority to BE671541D priority patent/BE671541A/xx
Priority to FR36691A priority patent/FR1451866A/en
Publication of GB1080335A publication Critical patent/GB1080335A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
    • C07C55/24—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms containing more than three 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
    • C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/316—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with oxides of nitrogen or nitrogen-containing mineral acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Epoxy Resins (AREA)
  • Furan Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Anhydrides of tetracarboxylic acids of formula <FORM:1080335/C3/1> wherein R1 and R2 are the same or different and each is hydrogen or a straight or branched chain alkyl group (1-5 C) (see Division C2), e.g. 4,6 - dicarboxymethyl - 5,5 - dimethyl-azelaic and 4,6 -dicarboxymethyl - 5 - methyl-5-ethyl-azelaic acid, are used as curing agents in the curing of epoxy resins.ALSO:Tetracarboxylic acids of formula <FORM:1080335/C2/1> wherein R1 and R2 are the same or different and each is hydrogen or a straight or branched-chain alkyl group (1-5C) specifically, 4,6-dicarboxymethyl - 5,5 - dimethylazelaic and 4,6 - dicarboxymethyl - 5 - methyl - 5 - ethyl-azelaic acids, are prepared by oxidizing a saturated dicyclohexanol compound <FORM:1080335/C2/2> with a solution of nitric acid in a monocarboxylic acid solvent (2-5C). Oxidation catalysts such as ammonium vanadate may be used. The 4,6-dicarboxy-methyl-5- methyl-5-ethyl-azelaic acid may be esterified with methanol to form tetramethyl 4,6-dicarboxymethyl - 5 - methyl - 5 - ethyl - azelate and the acids may form anhydrides by conventional methods. Anhydrides may be used as curing agents.
GB4406464A 1964-10-29 1964-10-29 The preparation of aliphatic tetracarboxylic acids Expired GB1080335A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB4406464A GB1080335A (en) 1964-10-29 1964-10-29 The preparation of aliphatic tetracarboxylic acids
CH1472065A CH458318A (en) 1964-10-29 1965-10-25 Process for producing a tetracarboxylic acid
NL6513996A NL6513996A (en) 1964-10-29 1965-10-28
BE671541D BE671541A (en) 1964-10-29 1965-10-28
FR36691A FR1451866A (en) 1964-10-29 1965-10-29 Oxidation process of cycloaliphatic compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4406464A GB1080335A (en) 1964-10-29 1964-10-29 The preparation of aliphatic tetracarboxylic acids

Publications (1)

Publication Number Publication Date
GB1080335A true GB1080335A (en) 1967-08-23

Family

ID=10431587

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4406464A Expired GB1080335A (en) 1964-10-29 1964-10-29 The preparation of aliphatic tetracarboxylic acids

Country Status (4)

Country Link
BE (1) BE671541A (en)
CH (1) CH458318A (en)
GB (1) GB1080335A (en)
NL (1) NL6513996A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4110306A (en) 1975-12-01 1978-08-29 Argus Chemical Corporation Stabilizers for synthetic polymers comprising 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester, a triphosphite, and an acid phosphite or salt thereof
US4124564A (en) 1976-02-18 1978-11-07 Argus Chemical Corporation Synthetic resin stabilizer comprising a 2,2,6,6-tetramethylpiperidine-4-alcohol ester and an oligomeric carbonate
US4136081A (en) 1975-11-19 1979-01-23 Argus Chemical Corporation 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid esters of aliphatic tetracarboxylic acids as stabilizers for synthetic polymers

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4136081A (en) 1975-11-19 1979-01-23 Argus Chemical Corporation 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid esters of aliphatic tetracarboxylic acids as stabilizers for synthetic polymers
US4110306A (en) 1975-12-01 1978-08-29 Argus Chemical Corporation Stabilizers for synthetic polymers comprising 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester, a triphosphite, and an acid phosphite or salt thereof
US4124564A (en) 1976-02-18 1978-11-07 Argus Chemical Corporation Synthetic resin stabilizer comprising a 2,2,6,6-tetramethylpiperidine-4-alcohol ester and an oligomeric carbonate

Also Published As

Publication number Publication date
CH458318A (en) 1968-06-30
BE671541A (en) 1966-04-28
NL6513996A (en) 1966-05-02

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