Branched alkenyl functional polyester

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From phenol – phenol ether – or inorganic phenolate

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Details

C08G 6300

Patent

active

059902604

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to a highly branched alkenyl functional polyester having at least one allylic or acrylic unsaturation. Said unsaturation is introduced by addition of at least one allyl or acryl functional monomer or polymer to terminal hydroxyl groups in a prepolymer obtained by condensing at least one hydroxyfunctional monocarboxylic acid. The alkenyl functional polyester of the invention has, contrary to ordinary randomly branched alkenyl functional polyesters, a controlled branching and a structure wherein all introduced allylic or acrylic unsaturations substantially are pointed in the same molecular direction. In a further aspect, the invention refers to a resin composition comprising said alkenyl functional polyester and in yet another aspect to a thermosetting material produced from said resin composition.
Alkenyl functional ester and polyesters, such as unsaturated ester and polyesters having maleic, allylic, acrylic and/or aromatic unsaturation and drying alkyds, are well-known and have been manufactured for a very long time. The unsaturation of ordinary unsaturated esters and polyesters are normally derived from unsaturated carboxylic acids, such as acrylic acids, fatty acids, maleic anhydride or from unsaturated alcohols, such as alkanol allyl ethers. Alkanol allyl ethers are for instance frequently used as polyester and alkyd components to impart oxygen and heat convertible properties plus improved physical and chemical properties to resins. A further class of alkenyl functional resins can be exemplified by allyl functional polyesters obtained by co-esterifying for instance a hydroxy or carboxyfunctional allyl ether or ester with mono or difunctional carboxylic acids and mono, di, tri and polyfunctional alcohols. Yet a further class can be exemplified by esters and polyesters having one or more acrylic unsaturations derived from for instance acrylic acid, methacrylic acid, crotonic acid (.beta.-methacrylic acid) or glycidyl(meth)acrylate. Esters and polyester having one or more maleic unsaturations derived from maleic anhydride or fumaric acid are also well-known and frequently used. A separate and widely used class of unsaturated polyester are drying alkyds wherein the unsaturation substantially are derived from one or more drying oils or fatty acids. Various combinations of said unsaturations are of course possible and well-known in the art.
Allyl ethers as disclosed above can suitably be exemplified by the commonly used alkanol allyl ethers glycerol mono or diallyl ether, trimethylolpropane mono or diallyl ether and pentaerythritol mono, di or triallyl ether. Further well-known examples of hydroxyfunctional allyl ethers include allyl ethers or monosaccharides and sugar alcohols and the like, such as glycosides, galactosides, talitol, mannitol, dulcitol, iditol, sobitol, arabinitol and xylitol. A general procedure for preparation of allyl ethers is reacting a hydroxyfunctional compound, such as an alcohol, with for instance allyl chloride in a caustic medium.
Ordinary branched alkenyl functional polyesters, such as said unsaturated polyesters and said alkyds based on or containing for instance allylic, acrylic and/or maleic unsaturation exhibit many good properties but are also submitted to some drawbacks related to for instance, drying or curing properties, rheological properties and ratio between viscosity and molecular weight. A branched alkenyl functional polyester is normally a high molecular and randomly branched compound with a broad dispersivity and exhibits due to this a very high viscosity in relation to its molecular weight.
Various unsaturated compounds and reactions therewith are thoroughly disclosed and discussed in available literature on chemical as well as polymer science and technology, such as Kirk-Ottmer, "Encyclopedia of Chemical Technology"--Wiley-Interscience Publication, 1980. vol. 1 pp.386-413 "Acrylic Ester Polymers" and vol. 2, pp. 97-106 "Allyl Compounds" and "Encyclopedia of Polymer Science and Technology"--John Wiley & Sons, Inc. 1967, vol. 2, pp. 75

REFERENCES:
patent: 3669939 (1972-06-01), Baker et al.
Kirk-Othmer Encyclopedia of Chemical Technology, Third Edition, vol. 1, pp. 386-413 ("acrylic ester polymers"), John Wiley & Sons (1978).
Kirk-Othmer Encyclopedia of Chemical Technology, Third Edition, vol. 2, pp. 97-106 ("allyl compounds"), John Wiley & Sons (1978).

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