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GB585496A - New alkyd resins - Google Patents

New alkyd resins

Info

Publication number
GB585496A
GB585496A GB99645A GB99645A GB585496A GB 585496 A GB585496 A GB 585496A GB 99645 A GB99645 A GB 99645A GB 99645 A GB99645 A GB 99645A GB 585496 A GB585496 A GB 585496A
Authority
GB
United Kingdom
Prior art keywords
cyclopentadiene
fumaric acid
glycerol
stirred
hours
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
GB99645A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB99645A priority Critical patent/GB585496A/en
Publication of GB585496A publication Critical patent/GB585496A/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
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/54Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/553Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

Modified or unmodified alkyd resins are prepared from a polyhydric alcohol, e.g. ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, glycerol, polyglycerol, sorbitol, mannitol and pentaerythritol and a polybasic acid, which is an adduct of cyclopentadiene and fumaric acid mixed, if desired, with succinic, glutaric, adipic, sebacic, maleic, fumaric, itaconic, acetylene dicarboxylic, malic, tartaric, citric, phthalic or terephthalic acid or a corresponding anhydride. Suitable modifying agents are coconut oil, palm oil, castor oil, cottonseed oil, soya bean oil, sunflower seed oil, poppyseed oil, linseed, tung, perilla and oiticica oil, fatty acids derived from these oils, or other acids, e.g. butyric, benzoic or acrylic acids, also natural resins, e.g. rosin or colophony, synthetic resins, e.g. urea - formaldehyde, phenol - formaldehyde, melamine - formaldehyde, polyvinyl acetate, polyvinyl chloride, polyacrylic and polymethacrylic esters or polystyrene. The reaction is carried out preferably in a solvent which will form an azeotropic mixture with water, e.g. toluene or xylene, in a vessel fitted for azeotropic distillation. The addition product of cyclopentadiene and fumaric acid may be prepared as described in Specification 578,867. The resins may be incorporated in coating compositions with drying oils, thinners, cobalt naphthenate as additional drier, and pigments in stoving finishes and in air-drying coating compositions with, e.g. white spirit as a thinner. In examples: (1) the monoglyceride of linseed oil fatty acids (hydroxyl content 6.3 per cent), a cyclopentadiene and fumaric acid adduct and glycerol are stirred and heated in an atmosphere of carbon dioxide for 1 3/4 hours at 180-185 DEG C. (2) The monoglyceride of linseed oil fatty acids, an addition product of cyclopentadiene and fumaric acid and glycerol are stirred and heated in carbon dioxide at 190-195 DEG C. for 1 1/4 hours. Alkali-refined linseed oil is then added and the heating is continued. (3) The monoglyceride of linseed oil fatty acids, and a cyclopentadiene-fumaric acid adduct are stirred and heated in an atmosphere of carbon dioxide for 5 3/4 hours at 185-190 DEG C. (4) Linseed oil fatty acids, glycerol, cyclopentadiene-fumaric acid adduct and xylene are stirred and heated at 185-190 DEG C. for 8 hours in an atmosphere of carbon dioxide in a vessel equipped for azeotropic distillation. (5) The monoglyceride of soya bean oil fatty acids, cyclopentadiene-fumaric acid adduct, glycerol and white spirit are stirred and heated at 190-200 DEG C. for 12 hours in an atmosphere of carbon dioxide in a vessel equipped for azeotropic distillation. (6) The monoglyceride of linseed oil fatty acids, cyclopentadiene-fumaric acid adduct, phthalic anhydride, glycerol and xylene are stirred and heated at 165-175 DEG C. for 3 1/2 hours in an atmosphere of carbon dioxide in a vessel equipped for azeotropic distillation. Alkali refined linseed oil is then added and heating continued. (7) Castor oil, cyclopentadiene-fumaric acid adduct and glycerol are stirred and heated in an atmosphere of carbon dioxide for 4 hours at 175-180 DEG C. (8) Mixed partial esters of glycerol and pentaerythritol and linseed oil fatty acids, cyclopentadiene-fumaric acid adduct, pentaerythritol and white spirit are stirred and heated in an atmosphere of carbon dioxide in a vessel equipped for azeotropic distillation for 5 hours at 185-200 DEG C.
GB99645A 1945-01-12 1945-01-12 New alkyd resins Expired GB585496A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB99645A GB585496A (en) 1945-01-12 1945-01-12 New alkyd resins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB99645A GB585496A (en) 1945-01-12 1945-01-12 New alkyd resins

Publications (1)

Publication Number Publication Date
GB585496A true GB585496A (en) 1947-02-07

Family

ID=9714185

Family Applications (1)

Application Number Title Priority Date Filing Date
GB99645A Expired GB585496A (en) 1945-01-12 1945-01-12 New alkyd resins

Country Status (1)

Country Link
GB (1) GB585496A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2627508A (en) * 1949-06-27 1953-02-03 California Research Corp Long oil alkyd resins
DE943495C (en) * 1951-03-15 1956-05-24 Philips Nv Process for the production of plastics as such or as fillers or coating compounds for electrical insulation
US4100120A (en) * 1976-03-02 1978-07-11 Hitachi Chemical Company, Ltd. Resinous composition
EP0063292A1 (en) * 1981-04-14 1982-10-27 Bayer Ag Process for preparing polyesters and alkyde resins, resins obtainable by this process and their use as binders in varnishes

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2627508A (en) * 1949-06-27 1953-02-03 California Research Corp Long oil alkyd resins
DE943495C (en) * 1951-03-15 1956-05-24 Philips Nv Process for the production of plastics as such or as fillers or coating compounds for electrical insulation
US4100120A (en) * 1976-03-02 1978-07-11 Hitachi Chemical Company, Ltd. Resinous composition
EP0063292A1 (en) * 1981-04-14 1982-10-27 Bayer Ag Process for preparing polyesters and alkyde resins, resins obtainable by this process and their use as binders in varnishes

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