Patent GB-884028-A (GB)
Title: Linear addition polymers of n-(ª--trichloro-ª--hydroxy-ethyl)-amides
IPC: C08G59/44
Filed: 1960-01-21
Abstract: Relates to copolymers of N-mono-(b -trichloro-a -hydroxyethyl)-amides with an ethylenically unsaturated compound containing at least one basic tertiary amino group.  The compound of the former type may be N-b (-trichloro-a -hydroxy-ethyl)-acrylamide, -methacrylamide or -crotonamide or may be N:N1-(b -trichloro-a -hydroxyethyl)-fumaric acid diamide, and the basic monomer may be a basic amide or ester of an aliphatic a :b -unsaturated dicarboxylic or monocarboxylic acid, a basic vinyl ether, a basic heterocyclic vinyl compound, a basic vinylaryl compound or an allylamine containing a tertiary amino group.  The Specification contains many examples of such basic compounds of which the following are typical: acrylic acid-g -diethylaminopropylamide, acrylic acid-b -N-morpholinoethylamide, diethanolaminopropyl acrylamide, dimethyl and diethyl-aminoethyl methacrylate, di (b -dimethylaminoethyl) fumarate, b -diethylaminoethyl-vinyl ether, 4-vinyl pyridine, 4-(dimethylamino)-styrene and dimethylalkylamine.  The copolymers may also be derived from other monomers such as vinyl acetate, formate, butyrate and benzoate, vinyl methyl ketone, vinyl chloride vinyl fluoride, vinylidene chloride, styrene, acrylonitrile, acrylamide, ethyl butyl or dodecyl acrylate, methacrylate, a -chloracrylate, crotonate, maleate or fumarate, isobutylene, butadiene or 2-chlorobutadiene. Polymerization may be carried out in bulk, in emulsion or preferably in solution in a solvent such as methanol, ethanol, propanol, isopropanol, acetone, methylene chloride, 1:2-dichloroethane and benzene, in the presence of a catalyst such as peracetic acid, acetyl, benzoyl, benzoyl-acetyl, lauroyl or hydrogen peroxide, cumene, tertiary butyl or paramenthane hydroperoxide, a ,a 1-azodiisobutyronitrile or a :a -azo-bis-(isobutyramidine hydrochloride), and if desired in the presence of a regulator such as a mercaptan or a terpene or an activator such as sulphur dioxide, sodium bisulphite, ammonium bisulphite, sodium hydrosulphite, sodium thiosulphate, triethanolamine or diethylethanolamine.  The copolymers of the invention are of particular use as hardeners for polyepoxy compounds, being especially suitable as accelerators in the hardening of polyepoxy compounds with polycarboxylic acid anhydrides.  The Specification lists many suitable polyepoxy compounds of which the following are the main types: diglycidyl and polyglycidyl ethers of dihydroxy or polyhydroxy compounds, polyglycidyl esters of polycarboxylic acids, polyglycidyl ethers or esters obtained by polymerizing an unsaturated glycidyl ether or ester, polyglycidyl thioethers of polythiols, polyepoxy compounds obtained by reacting a polyphenol with an aliphatic polyepoxy compound, polyglycidylamines, aliphatic and cycloaliphatic polyepoxides obtained by epoxidizing an unsaturated compound with a per-acid or hydrogen peroxide, particularly the monomeric and polymeric glycidyl ethers of dihydric phenols obtained by reacting epichlorhydrin with a dihydric phenol in an alkaline medium, and epoxidized esters or acetals of D 3-tetrahydrobenzyl alcohol or 1:1-dimethylol-3-cyclohexene. Specification 835,579 is referred to.