GB766771A - Process for the manufacture of epoxide compounds - Google Patents

Process for the manufacture of epoxide compounds

Info

Publication number
GB766771A
GB766771A GB2322553A GB2322553A GB766771A GB 766771 A GB766771 A GB 766771A GB 2322553 A GB2322553 A GB 2322553A GB 2322553 A GB2322553 A GB 2322553A GB 766771 A GB766771 A GB 766771A
Authority
GB
United Kingdom
Prior art keywords
dicarboxylic
dipotassium
specified
salts
carboxy phenyl
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
GB2322553A
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of GB766771A publication Critical patent/GB766771A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/02—Polycondensates containing more than one epoxy group per molecule
    • C08G59/12—Polycondensates containing more than one epoxy group per molecule of polycarboxylic acids with epihalohydrins or precursors thereof

Abstract

Synthetic resins containing epoxide groups are made by reacting a salt of a polybasic organic acid with an epoxide containing replaceable halogen at an elevated temperature and at a pressure which exceeds atmospheric pressure by an amount equal at least to the pressure of said epoxide at said temperature. Specified acids are oxalic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, dichlorosuccinic, nitrilotriacetic, thiodiglycollic, maleic, fumaric, citraconic, itaconic, mesaconic, phthalic, isophthalic, terephthalic, mellitic, pyromellitic, naphthalic, 2 : 6-naphthylene dicarboxylic, tetrachlorphthalic, cyanuric, diphenyl - o - o1- dicarboxylic, diphenyl - p - p1-dicarboxylic, ethylene glycol bis(p-carboxy phenyl)ether, trimethylene and tetramethylene glycol-(p-carboxy phenyl)ether and beta-bis-(p-carboxy phenyl)ethane. Also salts of polyesters derived from these acids and glycol, glycerine, pentaerythritol or mannitol may be used. Specified salts are the lithium, potassium and sodium salts. Specified halo-epoxy compounds are epichlorhydrin, epibromhydrin and 1-chlor-3 : 4-epoxy butane. Reaction is preferably effected at 115-180 DEG C. and 5-50 atmos., and may be effected in presence of a solvent (e.g. dioxan) or a small amount of water. In examples, resins are made by reacting epichlorhydrin with (1)-(4) dipotassium phthalate, the resin of Example (1) being soluble in acetone, methylene chloride and ethyl acetate; (5) disodium phthalate; (6) dipotassium adipate; (7) dipotassium maleate; (8) the potassium salt of poly-1 : 4-butanediol phthalate; (9) the potassium salt of poly-1 : 4-butanediol adipate; (10) disodium adipate; (11) dipotassium phthalate and glycerine-alpha-gamma-dichlorhydrin (12) the reaction product of dipotassium phthalate with glycerine-alpha-gamma dichlorhydrin; and (13) dipotassium terepthalate.ALSO:Compounds containing epoxide groups are made by reacting a salt of a polybasic organic acid with an epoxide containing replaceable halogen at an elevated temperature and at a pressure which exceeds atmospheric by an amount equal at least to the pressure of said epoxide at said temperature. Specified acids are oxalic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, dichlorosuccinic, nitrilotriacetic, thiodiglycollic, maleic, fumaric, citraconic, itaconic, mesaconic, phthalic, isophthalic, terephthalic, mellitic, pyromellitic, naphthalic, 2 : 6 - naphthalene dicarboxylic, tetrachlorophthalic, cyanuric, diphenyl-o-o1-dicarboxylic, diphenyl - p - p1 - dicarboxylic, ethylene glycol bis-(p-carboxy phenyl) ether, trimethylene and tetramethylene glycol bis-(p-carboxy phenyl) ether and beta-bis-(p-carboxy phenyl) ethane. Specified salts are the lithium, potassium and sodium salts. Specified halo-epoxy compounds are epichlorhydrin, epibromhydrin and 1 - chlor - 3 : 4 - epoxy butane. Reaction is preferably effected at 115-180 DEG C. and 5-50 atmos., and may be effected in presence of a solvent (e.g. dioxan) or a small amount of water. Formul are given of monomeric compounds obtainable from salts of phthalic acid and epichlorhydrin. Other products obtained are resinous (see Group IV (a)).
GB2322553A 1952-09-05 1953-08-24 Process for the manufacture of epoxide compounds Expired GB766771A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEH24678A DE1030824B (en) 1952-09-05 1952-09-05 Process for the preparation of epoxy ester mixtures

Publications (1)

Publication Number Publication Date
GB766771A true GB766771A (en) 1957-01-23

Family

ID=7149834

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2322553A Expired GB766771A (en) 1952-09-05 1953-08-24 Process for the manufacture of epoxide compounds

Country Status (2)

Country Link
DE (1) DE1030824B (en)
GB (1) GB766771A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3106536A (en) * 1960-03-21 1963-10-08 Shell Oil Co Epoxy esters of polyhalopolycyclic acids
US3142686A (en) * 1960-05-16 1964-07-28 Shell Oil Co Process for preparing epoxy esters of alpha, alpha-dialkyl monocarboxylic acids
US3178454A (en) * 1959-05-19 1965-04-13 Shell Oil Co Epoxy esters of alpha, alpha-dialkyl monocarboxylic acids
US3459733A (en) * 1964-10-15 1969-08-05 Mobil Oil Corp Monomeric polyesters of polyhydroxy compounds and process for preparing same
AU688885B2 (en) * 1994-03-24 1998-03-19 Shell Internationale Research Maatschappij B.V. Outdoor durable powder coating compositions
US11203661B2 (en) 2016-07-13 2021-12-21 Akzo Nobel Coatings International B.V. Process for the manufacture of an epoxy-functional polyester, epoxy-functional polyester obtained by such process and coating composition comprising such epoxy-functional polyester

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL285022A (en) * 1962-01-11 1900-01-01
DE2522045C2 (en) * 1975-05-17 1982-05-19 Chemische Werke Hüls AG, 4370 Marl Use of a liquid, low-solvent or solvent-free coating agent for the production of coatings
DE2522044C2 (en) * 1975-05-17 1982-05-19 Chemische Werke Hüls AG, 4370 Marl Use of a liquid, low-solvent or solvent-free coating agent for the production of coatings.
DE2522043A1 (en) * 1975-05-17 1976-11-25 Huels Chemische Werke Ag LIQUID COATING AGENTS
DE3126411A1 (en) * 1981-07-04 1983-01-13 Degussa Ag, 6000 Frankfurt METHOD FOR PRODUCING AROMATIC GLYCIDYL ESTERS
NL9201443A (en) * 1992-08-12 1994-03-01 Dsm Nv Glycidyl ester terminated polyesters and their use in the preparation of powder paints.
US6187875B1 (en) 1997-03-25 2001-02-13 Shell Oil Company Acid functional polyester resins and lower temperature curable powder coating compositions comprising them

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2448602A (en) * 1943-08-21 1948-09-07 Us Agriculture Glycidyl esters
FR1011410A (en) * 1949-02-02 1952-06-23 Saint Gobain Preparation of glycide esters
US2537981A (en) * 1949-10-28 1951-01-16 American Cyanamid Co Method of producing a glycidyl ester

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3178454A (en) * 1959-05-19 1965-04-13 Shell Oil Co Epoxy esters of alpha, alpha-dialkyl monocarboxylic acids
US3106536A (en) * 1960-03-21 1963-10-08 Shell Oil Co Epoxy esters of polyhalopolycyclic acids
US3142686A (en) * 1960-05-16 1964-07-28 Shell Oil Co Process for preparing epoxy esters of alpha, alpha-dialkyl monocarboxylic acids
US3459733A (en) * 1964-10-15 1969-08-05 Mobil Oil Corp Monomeric polyesters of polyhydroxy compounds and process for preparing same
AU688885B2 (en) * 1994-03-24 1998-03-19 Shell Internationale Research Maatschappij B.V. Outdoor durable powder coating compositions
CN1080734C (en) * 1994-03-24 2002-03-13 国际壳牌研究有限公司 Outdoor durable powder coating compositions
US11203661B2 (en) 2016-07-13 2021-12-21 Akzo Nobel Coatings International B.V. Process for the manufacture of an epoxy-functional polyester, epoxy-functional polyester obtained by such process and coating composition comprising such epoxy-functional polyester

Also Published As

Publication number Publication date
DE1030824B (en) 1958-05-29

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