Patent GB-1000501-A (GB)
Title: Polyesters
Inventor: WATKINS NATHANIEL L
IPC: C08G63/06
Filed: 1961-07-21
Abstract: New curable polyesters are characterized in being liquefiable at a temperature up to 50 DEG  C., having an acid content of 0.1 to 3 mill. equivalents per gramme, having an average of more than two carboxyl groups per molecule, being substantially free from unreacted hydroxy groups, and having an average molecular weight of 700 to 10,000.  The polymers are made by polycondensing one or more constituents necessary to produce a linear polyester (i.e. a hydroxy acid or lactone thereof or a mixture of a dicarboxylic acid and a diol) together with a polyfunctional compound containing 3-6 functional groups, the reaction mixture containing a 5-15% excess of carboxyl groups over hydroxyl groups.  Curing of the polyesters may be effected by a compound having at least two aziridine rings (see Specification 954,195), a polyisocyanate, a divinyl ether or an epoxy resin.  Fillers, dyes, accelerators, antioxidants or catalysts may be added to the curable composition.  The compositions, possibly dissolved in an organic solvent, or in the form of an aqueous dispersion (possibly together with a dispersing agent or an organic solvent) may be used for coating surfaces (see Division B2). Specified polyesters are those made by reacting (a) succinic acid, neopentyl glycol and glycerol; (b) adipic acid, diethylene glycol and trimethylol propane; (c) diglycolic acid, neopentyl glycol and trimethylol propane; (d) adipic acid, diethylene glycol and glycerol; (e) thiadropionic acid, polyethylene glycol (M.W. 200-4000) and trimethylol propane; (f) oxydipropionic acid, diethylene glycol, polyethylene glycol (M.W. 200-4000) and trimethynl ethane; (g) azelaic acid, 2,2-bis-[4-(2-hydroxypropoxy) phenyl]-propane and trimethylol propane; (h) diglycolic acid, diethylene glycol and mannitol; (h) isophthalic acid, sebacic acid, propylene glycol and pentaerythritol; (i) azeloic acid, 3-methyl-3-azapentanediol-1,5 and trimethylol propane; (j) adipic acid, diethylene glycol and trimesic acid; (k) sebacic acid, fumaric acid, di-1,4-(2-hydroxypropoxy) benzene and citric acid; (1) adipic acid, propylene glycol, 1,4-butanediol and benzene-1,2, 4,5-tetracarboxylic acid; (m) diglycolic acid, 2,2 - diethyl - 1,3 - propanediol and benzene-1,2,4,5-tetracarboxylic acid; (n) adipic acid, 1,1,5,5 - tetrahydroperfluoropentanediol and trimethylol propane; (o) adipic acid, tetrahydroperfluoroether glycol and trimethylol propane; (p) adipic acid, diethylene glycol and pyromellitic dianhydride; (q) sebacic acid, neopenlyl glycol and trimethylol propane; (r) isosebacic acid, neopenly glycol and trimethylol propane; (s) sebacic acid, isophthalic acid, neopentyl glycol and trimethylol propane; (t) azelaic acid, ethylene glycol, neopentyl glycol and trimethylol propane; (u) 12-hydroxystearic acid and polymerylic acid; (v) hydracrylic acid and polyacrylic acid; (w) gamma-methyl-epsilon-caprolactone and benzene-1,2,4,5-tetracarboxylic acid.  In Examples (6) polyester (q) was cured by heating it with N,N1-bis-ethyleneisophthalamide in the presence of silica and di-betanaphthyl - para - phenylenediamine; (7) polyester (a) was cured with N,N1-bis-ethyleneisophthalamide; (8) polyester (b) was cured by heating it with N,N1-bis-1,2-ethyleneisosebacamide in the presence of carbon black; (9) a composition of polyester (b), N,N1-bis-ethyleneisosebacamid and toluene was sprayed on to leather. The polyesters, with their curing agents, may be used and non-migratory plasticizers for vinyl resins, e.g. polymers and copolymers of vinyl chloride, vinyl fluoride, vinyl acetate, vinylidene chloride, vinylidene fluoride, styrene, maleic anhydride, butadiene, vinylpyrrolidene and trifluorochloroethylene. Particularly suitable vinyl resins are the elastomeric copolymers of vinylidene fluoride with trifluorochloroethylene and perfluoropropene.  In Examples (10) a mixture of polyvinyl chloride and polyester (t) or (q) was cured with N,N1-bis-1,2-ethyleneisosebacamide (11) nylon was coated with a mixture of polyvinyl chloride, polyester (t), N,N1 - bis - 1,2 - ethyleneisosebacamide, titanium dioxide and N,N1 - bis - (betanaphthyl)-p-phenylene diamine; (12) nylon was coated with a mixture of polyvinyl chloride, polyester (t), trisaziridinyl phosphine oxide, butylated bis-phenol-A, antimony trioxide and silica; (13) nylon was coated with a mixture of polyvinyl chloride, polyester (q), tricresyl phosphate, a chlorinated alkyl, dibasic lead phosphite, butylated bisphenol-A, antimony trioxide, silica, N,N1-bis-ethyleneisosebacamide and a red pigment; (14) an adhesive comprised a mixture of polyvinyl chloride, polyester (b) and N,N1 - bis - 1,2 - ethyleneisosebacamide: the mixture containing also antimony trioxide was used for coating; (15) a mixture of a vinylidene fluoride-propylene hexafluoride elastomer, polyester (q), N,N1 - bis - ethyleneisophthalamide, silica and N,N1 - bis - (beta - naphthyl) - p - phenylene diamine was coated on to glass braid.ALSO:Leather, nylon, polyethylene terephthalate or glass braid is coated with a composition of (a) a polyester of molecular weight 700-10,000 having an average of more than two carboxyl groups per molecule, and (b) a curing agent, and the composition then cured. The composition may be an ingredient of a vinyl resin plastisol. In examples, (9) leather was sprayed with a composition of a trimethylol propanediethylene glycol-adipic acid polyester, N,N1-bis-ethyleneisosebacamide and toluene and the composition allowed to cure at ambient temperature; (11) nylon fabric was coated with a composition of polyvinyl chloride, a trimethylol propane - ethylene glycol - neopentylene glycol - azelaic acid polyester, N,N1-bis-1,2-ethyleneiso-sebacamide, titanium dioxide and N,N1-bis-(beta-naphthyl)-p-phenylene diamine; (12) nylon fabric was coated with a composition of polyvinyl chloride, a polyester as in Example 11, antimony trioxide, silica, butylated bis phenol-A and trisaziridinyl phosphine oxide; (13) nylon fabric was coated with a composition of polyvinyl chloride, a trimethylol propane - neopentylene glycol-sebacic acid polyester, triuresyl phosphate, a chlorinated alkyd, dibasic lead phosphite, butylated bisphenol-A, antimony trioxide, silica, N,N1-bis-ethyleneisosebacamide and a red pigment; (14) nylon or polyethylene terephthalate fabric was treated with a composition of a trimethylol propane-diethylene glycoladipic acid polyester, polyvinyl chloride, N,N1-bis-1,2-ethyleneisosebacamide and antimony trioxide; (15) glass braid was treated with a composition of a trimethylol propane - neopentylene glycol-sebacic acid polyester, a vinylidene fluoride-propylene hexafluoride elastomeric copolymer, silica, N,N1-bis-(beta-naphthyl)-p-phenylene diamine and N,N1-bis-ethylenisophthalamide to obtain an electrical insulator.