GB1090593A - New polyesters - Google Patents

New polyesters

Info

Publication number
GB1090593A
GB1090593A GB11211/64A GB1121164A GB1090593A GB 1090593 A GB1090593 A GB 1090593A GB 11211/64 A GB11211/64 A GB 11211/64A GB 1121164 A GB1121164 A GB 1121164A GB 1090593 A GB1090593 A GB 1090593A
Authority
GB
United Kingdom
Prior art keywords
acids
water
benzene
acid
dicarboxylic acid
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
GB11211/64A
Inventor
John Leslie Hugh Allan
Alan Ferguson
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 GB11211/64A priority Critical patent/GB1090593A/en
Priority to FR9629A priority patent/FR1427453A/en
Priority to NL6503379A priority patent/NL6503379A/xx
Publication of GB1090593A publication Critical patent/GB1090593A/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
    • C08G63/66Polyesters containing oxygen in the form of ether groups
    • C08G63/668Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • 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
    • C08G63/123Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/127Acids containing aromatic rings

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

A polyester is prepared by heating together a benzene o-dicarboxylic acid, a polyhydric alcohol and a monohydric alkanol, alkenol or cycloalkanol having at least 5 C atoms; the product is converted into a hydrophilic salt by treatment with ammonia or an amine; a part of the benzene-o-dicarboxylic acid may be replaced by one or more other polycarboxylic acids and/or one or more monocarboxylic acids, provided that at most 30% by weight of the carbonyl-contributing (i.e. acid) components are acids whose ethyl esters have alkaline dissociation constants in water at 25 DEG C. greater than 10-2 litres/mole/second. Acids of the category limited to 30 weight per cent include castor, dehydrated castor, coconut, cottonseed, train, soyabean, perilla and tall oil fatty acids, succinic, adipic, maleic, acrylic, isophthalic and trimellitic acids. Acids not so limited include, besides the o-benzene dicarboxylic acids, benzoic acid and aliphatic monocarboxylic acids in which the a carbon atom carries 2 or 3 alkyl groups, e.g. 2-methylnonanoic acid. Suitable polyols include ethylene, diethylene, polyethylene, propylene and polypropylene, butylene-1:3 and - 1:4 and pentylene 1:5 glycols and 2-methylpentane-2:4 diol; glycerol, hexane-1:2:6-triol, trimethylolpropane, trimethylolethane, pentaerythritol, dipentaerythritol and sorbitol. Suitable monohydric alcohols include amyl, cyclohexyl, octyl, decyl, lauryl and stearyl alcohols and " oxo " alcohols. These polyesters may be used in aqueous coating, impregnating, adhesive or textile treating compositions. The compositions may also comprise a curable aminoplast condensate, an organic water-miscible co-solvent and optionally pigments and flow agents, e.g. silicones, cellulose ethers, and wetting agents. Suitable aminoplasts are methylolated urea, ethyleneurea, uron, melamine, acetoguanamine or benzoguanamine and ethers thereof. In examples, phthalic anhydride is condensed with trimethylolpropane, or (in Examples 5 and 6) with hexane-1:2:6-triol, and isodecanol, and the product is further condensed with phthalic anhydride, or (in Example 6) with maleic anhydride, then treated with triethylamine and dissolved in water or water/ ethylene glycol monobutyl ether, the solution of Example 1 is mixed with methoxymethylmelamine (c. 4.5 methoxy groups per melamine residue) and rutile TiO2 to give a stoving varnish in which steel plates are dip-coated.ALSO:Coating compositions comprise polyesters prepared by condensing a benzene-o-dicarboxylic acid with a polyol and a monohydric alkanol, alkenol, or cycloalkanol having at least 5C atoms to give a polyester having free carboxyl groups which is then neutralized with ammonia or an amine. A part of the benzene-o-dicarboxylic acid may be replaced by one or more other polycarboxylic acids or monocarboxylic acids, provided that at most 30 wt. % of the acid components are acids whose ethyl esters have akaline dissociation constants in water greater than 10-2 litres/mole/second (see Division C3). In Example 7 steel plates are dip coated in a stoving lacquer containing 6 p.b.w. water, 1.5 p.b.w. ethylene glycol monobutyl ether, 2.5 p.b.w. rutile TiO2, 1 p.b.w. of polymethoxymethylmelamine and 4 p.b.w. of the triethylamine salt of a condensate of phthalic anhydride, trimethylolpropane and isodecanol.
GB11211/64A 1964-03-17 1964-03-17 New polyesters Expired GB1090593A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB11211/64A GB1090593A (en) 1964-03-17 1964-03-17 New polyesters
FR9629A FR1427453A (en) 1964-03-17 1965-03-17 Polyesters suitable for use in coating compositions
NL6503379A NL6503379A (en) 1964-03-17 1965-03-17

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB11211/64A GB1090593A (en) 1964-03-17 1964-03-17 New polyesters
FR9629A FR1427453A (en) 1964-03-17 1965-03-17 Polyesters suitable for use in coating compositions

Publications (1)

Publication Number Publication Date
GB1090593A true GB1090593A (en) 1967-11-08

Family

ID=26162474

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11211/64A Expired GB1090593A (en) 1964-03-17 1964-03-17 New polyesters

Country Status (2)

Country Link
FR (1) FR1427453A (en)
GB (1) GB1090593A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4299742A (en) 1977-06-13 1981-11-10 Internationale Octrooi Maatschappij "Octropa" B.V. Alkyds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4299742A (en) 1977-06-13 1981-11-10 Internationale Octrooi Maatschappij "Octropa" B.V. Alkyds

Also Published As

Publication number Publication date
FR1427453A (en) 1966-02-04

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