Patent GB-1072695-A (GB)
Title: Novel poly-allyl esters, their production and use
Inventor: GOLDBERG GEOFFREY
IPC: C08K5/11
Filed: 1964-06-25
Abstract: Poly-allyl esters of mono-polyolpoly-(polycarboxylate) ester acids of formula [HO2CRCO2]nZ where R represents the residue of an internal anhydride of an aliphatic or monobenzenoid di- or tri-carboxylic acid having a 5 or 6-membered anhydride ring of formula <FORM:1072695/C2/1> Z is the residue of a polyhdric alcohol of formula (HO)nZ and n is an integer having a value of at least 3, in particular trially trimethylolpropane triphthalate, and triallyl trimethylolpropane tri-succinate, are prepared by reacting allyl chloride with the acid in the presence of a tertiary amine, present in a molecular proportion at least equal to the molecular proportion of allyl chloride theoretically consumed during the reaction. Aliphatic anhydrides may be succinic, glutaric, maleic, citraconic, aconitic, and itaconic and alkyl substituted derivatives, and aromatic anhydrides may be phthalic, trimellitic, lamimellitic and a substituted phthalic.  Polyhydric alcohols mentioned are glycerol, trimethylol-ethane, trimethylol-propane, erythritol, pentaerythritol, pentaerythritol and sorbitol.  The compounds may be used as monomers or comonomers for polymerization by radical addition techniques, and may be used as plasticizers for polymers.ALSO:Poly-alkyl esters of mono-polyol poly(poly-carboxylate) ester acids of formula [HO2CRCO2]nZ where R is a residue of an internal anhydride of an aliphatic or monobenzenoid di- or tri-carboxylic acid having a 5- or 6-membered ring of formula <FORM:1072695/C3/1> Z is the residue of a polyhydric alcohol (HO)nZ and n is an integer of at least 3 (see Division C2), may be polymerized or copolymerized by addition polymerization or may be copolymerized with polyvinyl resins, e.g. polyvinyl chloride or copolymers thereof with vinylidene chloride, or fluoride, vinyl acetate, styrene methyl methacrylate, and/or acrylonitrile.  The esters may also be included in a thermoplastic polymer composition as a plasticizer in the absence of a curing agent or as an adhesive polymer composition with a free-radical initiator. Polyvinyl chloride compositions including dialkyl phthalate ester (C1- 9) basic lead carbonate, tert.-butyl perbenzoate and tri-allyl trimethylolpropane tri-succinate or triallyl trimethylol propane tri-phthalate are described and show adhesive properties.ALSO:Coating compositions which have adhesive properties and may be cured on a substrate comprise poly-alkyl esters of mono-polyol poly (polycarboxylate) ester acids of formula [HO2CRCO2]nZ where R is a residue of an internal anhydride of an aliphatic or monobenzoid di- or tricarboxylic acid having a 5 or 6 membered ring of formula <FORM:1072695/B1-B2/1> , Z is the residue of a polyhydric alcohol (OH)nZ and n is an integer of at least 3 (see Division C2). Synthetic thermoplastic polymers e.g. polyvinyl chloride, up to 70 parts per 100 parts of the polymer, of the polyallyl esters, and from 0.1 to 5 parts by weight of a free-radical initiator are adhesive compositions described and examples describe the application of polyvinyl pastes containing a dialkyl phthalate ester (C7-C9 alkyl), basic lead carbonate, tertiary butyl perbenzoate, and triallyl trimethylol-propane trisuccinate and triallyl trimethylol-propane triphthalate, to woven nylon fabric. The coating is pregelled at 100 DEG C. and a sandwich of two layers of the treated nylon separated by calendered polyvinyl chloride is cured at 160 DEG C. and aged. Ferrous metal substrates may also be used.