http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1281752-A

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filingDate 1969-06-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9554cd8285297c5b6c357416dac87141
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publicationDate 1972-07-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1281752-A
titleOfInvention Unsaturated polyesteramides and their production
abstract 1281752 Unsaturated polyesteramides IMPERIAL CHEMICAL INDUSTRIES Ltd 6 Aug 1970 [5 June 1969] 28457/69 Headings C3P and C3R Hardenable polyesters having improved solvent resistance are derived from one or more diols, at least one of which contains at least one amide group in the chain between the hydroxyl groups, and one or more dicarboxylic acids; at least one of the components containing crosslinkable unsaturation. Preferred polymers are those in which at least 5 mole per cent (based on the total number of diacid and diol residues) of the diacid and/or diol units contain unsaturation and at least some of the diol residues have the Formula (II) where R<SP>1</SP>-R<SP>4</SP> are each selected from hydrogen atoms and monovalent hydrocarbon groups or R<SP>1</SP> and R<SP>2</SP> and/or R<SP>3</SP> and R<SP>4</SP> in combination represent a divalent hydrocarbon group, R<SP>5</SP> and R<SP>7</SP> are each divalent organic groups containing up to 11 atoms between the terminal valencies, a is 0 or 1, Z and Z<SP>1</SP> are each -CO.NH- or -NH.CO- or are both -NH.CO.NH- and R<SP>6</SP> is a divalent organic radical having up to 12 atoms between the valencies or a direct link, in which case Z must be -NH.CO- and Zi -CO.NH-. The polyesteramides are prepared in the normal manner from the diol corresponding to Formula (II), other diols if required, and dicarboxylic acid(s), the latter usually containing the unsaturation. The diols are the reaction products of e.g. (a) an aminoalcohol and a dicarboxylic acid, (b) a hydroxyacid and a diamine, (c) an aminoalcohol and a hydroxyacid, (d) an aminoalcohol, an aminoacid and a hydroxyacid or (e) an aminoalcohol with a carbonic acid derivative or a di-isocyanate. Polyesters in which at least 10% of the diol units have the formula corresponding to (II) and at least 5% of the diol and/or diacid units are unsaturated are claimed per se. The examples describe the use of N,N<SP>1</SP>- di(6 - hydroxycaproyl)hexamethylenediamine, N,N<SP>1</SP> - di(2 - hydroxyethyl)oxamide, N - (6- hydroxycaproyl)isopropanolamine, N,N<SP>1</SP>-di(2- hydroxypropyl)isophthalamide and N,N<SP>1</SP>-di(6- hydroxyhexyl)urea as the amide-containing diol. These are reacted with propylene glycol and maleic anhydride or fumaric acid and also, in some examples, phthalic anhydride. A freeradical inhibitor is added to prevent premature gelation. Hardenable compositions useful e.g. for making glass fibre laminates, comprise a polyesteramide according to the invention together with a vinyl monomer, e.g. styrene or 2-hydroxyethyl methacrylate, and a hardening catalyst.
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