GB757573A - Process for the production of synthetic resins - Google Patents

Process for the production of synthetic resins

Info

Publication number
GB757573A
GB757573A GB25013/54A GB2501354A GB757573A GB 757573 A GB757573 A GB 757573A GB 25013/54 A GB25013/54 A GB 25013/54A GB 2501354 A GB2501354 A GB 2501354A GB 757573 A GB757573 A GB 757573A
Authority
GB
United Kingdom
Prior art keywords
unsaturated
pentaerythritol
prepared
acid
group
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
GB25013/54A
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.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
Deutsche Gold und Silber Scheideanstalt
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 Degussa GmbH, Deutsche Gold und Silber Scheideanstalt filed Critical Degussa GmbH
Publication of GB757573A publication Critical patent/GB757573A/en
Expired legal-status Critical Current

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
    • C08G4/00Condensation polymers of aldehydes or ketones with polyalcohols; Addition polymers of heterocyclic oxygen compounds containing in the ring at least once the grouping —O—C—O—
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F24/00Homopolymers 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 a heterocyclic ring containing oxygen

Landscapes

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

Abstract

Synthetic resins are prepared by reacting by addition an unsaturated cycloacetal containing the group <FORM:0757573/IV(a)/1> <FORM:0757573/IV(a)/2> with one or more unsaturated compounds containing one or more OH groups, and copolymerizing the unsaturated addition compound thus formed with one or more vinyl and/or vinylidene compounds. Preferred cycloacetals are those formed by condensation of pentaerythritol with acrolein, particularly diallylidene pentaerythritol; other cycloacetals may be prepared from trimethylol ethane, trimethylol propane or glycerine condensed with a ,b -unsaturated aldehydes. The unsaturated compounds containing hydroxyl groups may be unsaturated di- or poly-carboxylic acids, their esterification or amidation products which still carry at least one free OH group, polyhydric unsaturated alcohols or their esterification products with at least one free OH group or unsaturated hydroxycarboxylic acids; suitable unsaturated compounds are maleic acid, fumaric acid, the dehydration products of citric acid and dihydromuconic acid, esters of maleic anhydride and polyhydric alcohols or phenols, butene-2-diol-1,4 and esters thereof. The vinyl and/or vinylidene compound may be triallyl cyanurate, diallyl phthalate, styrene, an acrylate or methacrylate, or vinyl acetate, and copolymerization may be effected in the presence of a catalyst such as benzoyl peroxide.ALSO:Diallylidene pentaerythritol of formula <FORM:0757573/IV(a)/1> is prepared by reacting acrolein with pentaerythritol in the presence of small quantities of hydroquinone and oxalic acid. Ethylene glycol bis-(monomaleic ester) is prepared by bringing 1 mol. of ethylene glycol and 2 mols. of maleic acid anhydride into solution at about 40 DEG C. and heating for 3-4 hours at 100 DEG C. Pentaerythritol tetra-(monomaleic ester) is prepared by esterifying 1 mol. of pentaerythritol with 4 mols. of maleic acid anhydride.
GB25013/54A 1953-09-05 1954-08-27 Process for the production of synthetic resins Expired GB757573A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE757573X 1953-09-05

Publications (1)

Publication Number Publication Date
GB757573A true GB757573A (en) 1956-09-19

Family

ID=6660058

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25013/54A Expired GB757573A (en) 1953-09-05 1954-08-27 Process for the production of synthetic resins

Country Status (3)

Country Link
FR (1) FR1111187A (en)
GB (1) GB757573A (en)
NL (1) NL86076C (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3008919A (en) * 1958-11-24 1961-11-14 Union Carbide Corp Acrolein-pentaerythritol resin compositions
US3010923A (en) * 1957-09-10 1961-11-28 Du Pont Chemical compounds
US3010924A (en) * 1958-06-09 1961-11-28 Du Pont Air-drying anti-corrosion paints for metal protection
US3053792A (en) * 1958-08-05 1962-09-11 Du Pont Sealant compositions comprising polyacetal compound, filler and drier
US3074896A (en) * 1958-09-24 1963-01-22 Du Pont Upgraded oil comprising at least one unsaturated oil which is an ester of a c to c fatty acid and an at least trihydric alcohol
US3247282A (en) * 1960-08-25 1966-04-19 Albert Ag Chem Werke Copolymers of diallylidene pentaerythritol with hydroxyl terminated unsaturated esters and vinyl monomers
US3296337A (en) * 1962-01-13 1967-01-03 Albert Ag Chem Werke Air drying unsaturated polyesters from diallylidene pentaerythritol, hydroxyl terminated esters, and allyl and benzyl ethers
US3931353A (en) * 1973-10-18 1976-01-06 Showa High Polymer Co., Ltd. Polymerizable cycloacetal resinous composition
US3933857A (en) * 1973-10-18 1976-01-20 Showa Highpolymer Co., Ltd. Polymerizable cycloacetal resinous composition
US3978155A (en) * 1974-12-27 1976-08-31 Showa High Polymer Co., Ltd. Curable resinous composition comprising combination of polymerizable cycloacetal compound with unsaturated polyester
US3993663A (en) * 1974-12-27 1976-11-23 Showa High Polymer Co., Ltd. Curable resinous composition

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3010923A (en) * 1957-09-10 1961-11-28 Du Pont Chemical compounds
US3010918A (en) * 1957-09-10 1961-11-28 Du Pont Chemical compounds
US3010924A (en) * 1958-06-09 1961-11-28 Du Pont Air-drying anti-corrosion paints for metal protection
US3053792A (en) * 1958-08-05 1962-09-11 Du Pont Sealant compositions comprising polyacetal compound, filler and drier
US3074896A (en) * 1958-09-24 1963-01-22 Du Pont Upgraded oil comprising at least one unsaturated oil which is an ester of a c to c fatty acid and an at least trihydric alcohol
US3008919A (en) * 1958-11-24 1961-11-14 Union Carbide Corp Acrolein-pentaerythritol resin compositions
US3247282A (en) * 1960-08-25 1966-04-19 Albert Ag Chem Werke Copolymers of diallylidene pentaerythritol with hydroxyl terminated unsaturated esters and vinyl monomers
US3296337A (en) * 1962-01-13 1967-01-03 Albert Ag Chem Werke Air drying unsaturated polyesters from diallylidene pentaerythritol, hydroxyl terminated esters, and allyl and benzyl ethers
US3931353A (en) * 1973-10-18 1976-01-06 Showa High Polymer Co., Ltd. Polymerizable cycloacetal resinous composition
US3933857A (en) * 1973-10-18 1976-01-20 Showa Highpolymer Co., Ltd. Polymerizable cycloacetal resinous composition
US3978155A (en) * 1974-12-27 1976-08-31 Showa High Polymer Co., Ltd. Curable resinous composition comprising combination of polymerizable cycloacetal compound with unsaturated polyester
US3993663A (en) * 1974-12-27 1976-11-23 Showa High Polymer Co., Ltd. Curable resinous composition

Also Published As

Publication number Publication date
FR1111187A (en) 1956-02-23
NL86076C (en)

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