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
Grant status
Application
Patent type
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

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates 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
    • C08G59/02Polycondensates containing more than one epoxy group per molecule
    • C08G59/12Polycondensates 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)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE1952H0024678 DE1030824B (en) 1952-09-05 1952-09-05 A process for preparing epoxy ester mixtures

Publications (1)

Publication Number Publication Date
GB766771A true 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 (4)

* 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

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1254795B (en) * 1962-01-11 1967-11-23 Henkel & Cie Gmbh Adhesive for bonding elastomers with solid materials
DE2522045C2 (en) * 1975-05-17 1982-05-19 Chemische Werke Huels Ag, 4370 Marl, De
DE2522043A1 (en) * 1975-05-17 1976-11-25 Huels Chemische Werke Ag liquid coating agents
DE2522044C2 (en) * 1975-05-17 1982-05-19 Chemische Werke Huels Ag, 4370 Marl, De
DE3126411A1 (en) * 1981-07-04 1983-01-13 Degussa A process for the production of aromatic glycidyl esters
NL9201443A (en) * 1992-08-12 1994-03-01 Dsm Nv Glycidyl ester terminated polyesters and the use thereof 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 Preparing glycidol esters
US2537981A (en) * 1949-10-28 1951-01-16 American Cyanamid Co Method of producing a glycidyl ester

Cited By (4)

* 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

Also Published As

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

Similar Documents

Publication Publication Date Title
US3427287A (en) Method for preparing polyester resins
US3533973A (en) Polyester polycondensation in the presence of a catalytic amount of a trivalent aluminum salt
US3494885A (en) Polycarbonate and polyester compositions stabilized with substituted phenothiazines
US3249652A (en) Segmented copolyester of 2, 2, 4, 4-tetramethyl-1, 3-cyclobutylene terephthalate andethylene terephthalate
US3028364A (en) Production of linear aromatic polyesters
US3298998A (en) Bisglycidyl ethers of bisphenols
US4020049A (en) Process for preparing polyester resin
US2741607A (en) Triglycidyl cyanurate and polymers thereof
US4873279A (en) Copolyester-carbonate and polyester resin blends exhibiting improved color properties
US3337509A (en) Hardened epoxide resins with high temperature stability of triglycidyl ester of isocyanuric acid and curing agent
US3956241A (en) Latent catalysts for epoxy resins
US2683131A (en) Acidic polyester-ethoxyline resinous compositions
US3395119A (en) Process for the preparation of linear thermoplastic mixed polyesters
US4356299A (en) Catalyst system for a polyethylene terephthalate polycondensation
US3842041A (en) Solid state manufacture of polyesters
US3345339A (en) Novel polyester process
US3444141A (en) Addition of phenol carbonate derivatives in polyester condensation
US3707526A (en) Resins produced from the reaction of epoxides and dimethylol-propionic acid
US4131595A (en) Thermoplastic moulding compositions
US3978026A (en) Catalysts of the oxirane-anhydride reaction
US3220976A (en) Process for the preparation of copolyesters comprising reacting a bishaloformate of a dihydroxy compound with a difunctional carboxylic acid in a solution containing tertiary amine
US3859314A (en) Process for preparing glycidyl esters of polycarboxylic acids
US2631138A (en) Curing resin-forming compositions with sulfonic acids
US5610231A (en) Preparation of thermoplastic polyesters
US2965607A (en) Ethers of epoxy-substituted phenols and their polymers