GB552644A - Improvements in or relating to resinous ester products - Google Patents

Improvements in or relating to resinous ester products

Info

Publication number
GB552644A
GB552644A GB9825/41A GB982541A GB552644A GB 552644 A GB552644 A GB 552644A GB 9825/41 A GB9825/41 A GB 9825/41A GB 982541 A GB982541 A GB 982541A GB 552644 A GB552644 A GB 552644A
Authority
GB
United Kingdom
Prior art keywords
oil
linseed
glycerol
adduct
fatty acids
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
GB9825/41A
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.)
Bakelite Ltd
Original Assignee
Bakelite 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 Bakelite Ltd filed Critical Bakelite Ltd
Publication of GB552644A publication Critical patent/GB552644A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/08Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
    • 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D155/00Coating compositions based on homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C09D123/00 - C09D153/00
    • C09D155/04Polyadducts obtained by the diene synthesis

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Paints Or Removers (AREA)
  • Phenolic Resins Or Amino Resins (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

552,644. Coating compositions derived from resinous ester products. BAKELITE, Ltd. Aug. 1, 1941, No. 9825. [Class 2 (iii)] Resinous ester products suitable for use alone or with additions as coating compositions, in particular as varnishes, enamels and for coating wires, are prepared by re-acting together a cyclopentadiene adduct of maleic acid or anhydride with a polyhydric alcohol and a monobasic fatty acid derived from a drying or semi-drying oil. Specified alcohols are glycol, glycerol, sorbitol, mannitol and pentaerythritol. Specified monobasic fatty acids are the acids containing oleic, linoleic or linolenic acids derived from drying or semidrying oils ; they may be replaced wholly or partly by their monoglycerides or triglycerides which latter have been oxidized to an iodine value of 105 to 135, the proportion of glycerol being correspondingly reduced. It is preferred that the monobasic acid calculated as triglyceride makes 50 per cent. of the re-action mass. The acid may be wholly or partly replaced by dehydrated castor oil. The cyclopentadiene adducts are referred to in " The Chemistry of Synthetic Resins " (Ellis, 1935 ed.) chap. 40 ; the adduct may be partially replaced by an oil-soluble phenolic resin such as that prepared from an alkyl or aryl substituted phenol or an hydroxy phenol. The resinous ester products may be modified by the addition of alkyd or urea-formaldehyde resins, casein, and plasticisers such as tricresyl phosphate, dibutyl phthalate or the non-drying monobasic fatty acid derived from peanut or cottonseed oils. The resinous ester products are suitable for coating metals, e.g. wires, and for impregnating paper, felt, and cloth and may be used alone, in aqueous emulsion or diluted with thinners. As emulsifying agent triethanolamine is specified, and thinners mentioned include volatile solvents, hydrocarbon thinners and coal tar solvents. The products may be modified by heating with a drying or semidrying oil, e.g. linseed, oiticica, tung or perilla oils which has preferably been pre-heated and are compatible with cellulose esters, e.g. nitrate or ethyl ester. Printing inks may be obtained by modifying the ester products with oil with the addition of pigments such as carbon black or Prussian blue. In examples, a resinous ester product was obtained by heating the maleic anhydride-cyclopentadiene adduct with glycerol and (1) linseed monobasic fatty acids, (2) blown linseed or soya bean oil or (4) linseed and soya bean fatty acids. In (5) the cyclopentadiene maleic anhydride adduct was heated with pentaerythritol and soya bean fatty acids and diluted with xylol with the addition of driers, an enamel being obtained from the varnish by adding titanium oxide, zinc oxide and petroleum thinner, and a lacquer by addition of nitrocellulose and xylol. (6) An oilsoluble resin obtained from p-hydroxy benzoic acid and formaldehyde in the presence of oxalic acid was heated with abietic acid, glycerol, the adduct and linseed and soya bean fatty acids (part of the glycerol could be replaced by polyvinyl alcohol). In (7) linseed oil monoglyceride was obtained by heating linseed oil and glycerol in the presence of litharge; the product was heated with glycerol, and the adduct to form a varnish. A varnish was obtained by diluting the resinous product of (4) with (8) xylol and driers and (9) an enamel by using the product of (4) but made from linseed fatty acids only mixed with coal tar solvent, tung oil and a resin made from p-phenyl phenol and formaldehyde. A wire enamel was made by heating the cyclopentadiene adduct of maleic acid with china wood oil fatty acids and pentaerythritol and adding thinner. Resinous ester products were heated with (11) linseed oil, to give (12) a binder suitable for brake linings ; (13) ester gum and perilla oil or Cumar or Congo resin or rosin ; these modified products could be further diluted to obtain varnishes. Specification 468,542 is referred to.
GB9825/41A 1940-08-03 1941-08-01 Improvements in or relating to resinous ester products Expired GB552644A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US552644XA 1940-08-03 1940-08-03
US351235A US2397240A (en) 1940-08-03 1940-08-03 Ester resin compositions

Publications (1)

Publication Number Publication Date
GB552644A true GB552644A (en) 1943-04-19

Family

ID=26734038

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9825/41A Expired GB552644A (en) 1940-08-03 1941-08-01 Improvements in or relating to resinous ester products

Country Status (2)

Country Link
US (1) US2397240A (en)
GB (1) GB552644A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2518495A (en) * 1946-03-15 1950-08-15 Montelair Res Corp Rosin ester reaction products and the process of making same

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2452992A (en) * 1948-11-02 Coating composition of fatty drying
US2551386A (en) * 1946-04-04 1951-05-01 Pittsburgh Plate Glass Co Wrinkle finish composition
US2600457A (en) * 1950-02-28 1952-06-17 Union Carbide & Carbon Corp Copolymers of fatty oil modified polyesters and vinyl monomers
US2881144A (en) * 1955-08-23 1959-04-07 Exxon Research Engineering Co Alkyd resins from dicyclopentadiene dicarboxylic acids and polyhydric alcohols
US2860112A (en) * 1955-10-31 1958-11-11 Exxon Research Engineering Co Alkyd resins produced from tricarboxylic acids and dibasic alcohols
US3088927A (en) * 1959-09-10 1963-05-07 Velsicol Chemical Corp Oil modified alkyl resins modified with a thermal polymer of dicyclopentadiene
US3448066A (en) * 1966-11-17 1969-06-03 Ppg Industries Inc Air-drying unsaturated polyester resins prepared from a polyol and an adduct of cyclopentadiene and a dicarboxylic acid
DE2618629C3 (en) * 1976-04-28 1982-04-22 Hoechst Ag, 6000 Frankfurt Modified air-drying alkyd resins
US4439623A (en) * 1981-10-05 1984-03-27 Merck & Co., Inc. Process for the preparation of monochloroacetone
WO2010141907A1 (en) 2009-06-04 2010-12-09 Rotation Medical, Inc. Apparatus having bowstring-like staple delivery to a target tissue
CA2965853A1 (en) 2014-11-04 2016-05-12 Rotation Medical, Inc. Medical implant delivery system and related methods
AU2015343273B2 (en) 2014-11-04 2017-12-14 Rotation Medical, Inc. Medical implant delivery system and related methods
US10123796B2 (en) 2014-11-04 2018-11-13 Rotation Medical, Inc. Medical implant delivery system and related methods
WO2017117437A1 (en) 2015-12-31 2017-07-06 Rotation Medical, Inc. Fastener delivery system and related methods

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2518495A (en) * 1946-03-15 1950-08-15 Montelair Res Corp Rosin ester reaction products and the process of making same

Also Published As

Publication number Publication date
US2397240A (en) 1946-03-26

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