GB868106A - Unsaturated ª- diketones - Google Patents

Unsaturated ª- diketones

Info

Publication number
GB868106A
GB868106A GB32393/57A GB3239357A GB868106A GB 868106 A GB868106 A GB 868106A GB 32393/57 A GB32393/57 A GB 32393/57A GB 3239357 A GB3239357 A GB 3239357A GB 868106 A GB868106 A GB 868106A
Authority
GB
United Kingdom
Prior art keywords
diketone
acetone
methacrylyl
aqueous solution
diketones
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
GB32393/57A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB868106A publication Critical patent/GB868106A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/203—Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J45/00—Ion-exchange in which a complex or a chelate is formed; Use of material as complex or chelate forming ion-exchangers; Treatment of material for improving the complex or chelate forming ion-exchange properties
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/36—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by a ketonic radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Polymerized methacrylyl acetone is prepared by allowing the monomer to stand at room temperature. The preparation of the monomer is described (see Group IV(b)). Specification 868,107 is referred to.ALSO:Unsaturated b -diketones of the general formula <FORM:0868106/IV (b)/1> R4 wherein R1 and R2 each represent hydrogen or an alkyl radical, R3 represents hydrogen, halogen or an alkyl radical, R4 represents hydrogen or an alkyl group containing up to 3 carbon atoms and n is zero or 1-5, are prepared by reacting an ester of an unsaturated carboxylic acid of the general formula CR1R2 =CR3-(CH2)n COOH with a methyl ketone CH3COCH2R4 in a Claisen condensation with cooling. It is stated that the product may contain some b -diketone CR1R2=CR3-(CH2)n CO-CHR4COCH3. The diketone methacrylyl acetone is claimed as a new compound. The condensation is effected in the presence of an alkali metal or alcoholate or amide thereof preferably using an ester of for example acrylic, a -substituted acrylic or b -substituted vinyl acetic acid, which has been stabilised with a basic polymerisation inhibitor, in the presence of an inert solvent at about 0 DEG C. The b -diketone is preferably isolated in the form of an aqueous solution of its alkali metal salt which is then acidified to liberate the free diketone. It may be purified by treating with an aqueous solution of ferric ions, e.g. aqueous ferric chloride, separating the resulting aqueous solution of the ferric complex of the diketone, acidifying to decompose the complex and extracting the diketone with a solvent e.g. chloroform. After removal of solvent, the pure monomeric diketone may be separated by fractional crystallisation or distillation from minor amounts of polymer. An example describes the preparation of methacrylyl acetone from acetone and ethyl methacrylate. The use of some of the diketones in the manufacture of ion-exchange resins forms the subject-matter of Specification 868,107.
GB32393/57A 1956-10-16 1957-10-16 Unsaturated ª- diketones Expired GB868106A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
YU868106X 1956-10-16

Publications (1)

Publication Number Publication Date
GB868106A true GB868106A (en) 1961-05-17

Family

ID=25559966

Family Applications (2)

Application Number Title Priority Date Filing Date
GB32393/57A Expired GB868106A (en) 1956-10-16 1957-10-16 Unsaturated ª- diketones
GB37539/60A Expired GB868107A (en) 1956-10-16 1957-10-16 Cross-linked polymers and copolymers of unsaturated ª- diketones

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB37539/60A Expired GB868107A (en) 1956-10-16 1957-10-16 Cross-linked polymers and copolymers of unsaturated ª- diketones

Country Status (1)

Country Link
GB (2) GB868106A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0302436A2 (en) * 1987-08-07 1989-02-08 Air Products And Chemicals, Inc. Metal-diketone absorbents for carbon monoxide or olefins
WO2002062738A1 (en) * 2001-02-02 2002-08-15 Roche Vitamins Ag Process for the purification of 1,3-diketones

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0302436A2 (en) * 1987-08-07 1989-02-08 Air Products And Chemicals, Inc. Metal-diketone absorbents for carbon monoxide or olefins
EP0302436A3 (en) * 1987-08-07 1989-12-13 Air Products And Chemicals, Inc. Metal-diketone absorbents for carbon monoxide or olefins
WO2002062738A1 (en) * 2001-02-02 2002-08-15 Roche Vitamins Ag Process for the purification of 1,3-diketones
US6844470B2 (en) 2001-02-02 2005-01-18 Roche Vitamins Inc. Process for the purification of 1,3-diketones

Also Published As

Publication number Publication date
GB868107A (en) 1961-05-17

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