Patent GB-1002326-A (GB)
Title: Flame-retarding curable mixtures
IPC: C08G59/14
Filed: 1962-07-05
Abstract: A curable, flame retarding composition comprises (1) a curing agent for epoxy resins, and (2) either (a) the product formed by reacting a dialkyl or dialkenyl phosphite with an excess of an epoxy resin, or (b) an epoxy resin and a dialkyl or dialkenyl phosphite, or (c) an epoxy resin and the product formed by reacting a dialkyl or dialkenyl phosphite with not more than an equivalent amount of a mono- or polyepoxide; the amount of dialkyl or dialkenyl phosphite used in the formation of component (2) being at least equivalent to 25% of the epoxide groups used on the formation of component (2). Specified epoxy resins are the polyglycidyl ethers of phenol-novolacs, cresol-novolacs, resorcinol, pyrocatechol, hydroquinone, 1 : 4 - dihydroxy naphthalene, bis - [4-hydroxyphenyl] - tolyl methane, bis - [4-hydroxyphenyl] - methylphenylmethane, 4 : 41-dihydroxy - diphenyl, bis - [4 - hydroxyphenyl]-sulphone and bis - phenol - A-, polyglycidyl esters of oxalic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, phthalic, isophthatic, terephthalic, 2 : 6-naphthalene dicarboxylic and diphenyl-o : o1-dicarboxylic acids; 1 : 2 : 4 : 5-diepoxycyclohexane, dicyclopentadiene diepoxide, dipentene diepoxide, epoxide, vinyl cyclohexene diepoxide; methyl-9 : 10 : 12 : 13-diepoxy stearate, the dimethyl ester of 6 : 7 : 10 : 11-diepoxyhexadecane-1 : 16-dicarboxylic acid and epoxidized mono-, di- or poly-ethers, mono-, di- or polyesters and mono-, di- or polyacetals containing at least one cycloaliphatic 5- or 6-membered rings to which at least one 1 : 2-epoxide group is linked.  Specified mono-epoxides are <FORM:1002326/C3/1> and <FORM:1002326/C3/2> Specified phosphites are dimethyl, diethyl, dipropyl, dibutyl, diallyl and dibutenyl phosphite. Many conventional epoxy curing agents are specified.  Plasticizers, e.g. dibutylphthalate, dioctylphthalate, or tricresyl phosphate, reactive diluents, e.g. butyl or cresyl glycine and fillers, e.g. asphalt, butumen, glass fibres, mica, quartz meal, cellulose, kaolin, ground dolomite, colloidal silica or aluminium powder may be included in the compositions.ALSO:In the examples: (1) an adduct of the formula <FORM:1002326/C2/1> is made by reacting hexachlorocyclopentadiene with 2-butenediol-1 : 4-diglycidyl ether; (2) an adduct of the formula <FORM:1002326/C2/2> is made by reacting hexachlorocyclopentadiene with the diglycidyl ether of 1 : 1-bis-[hydroxymethyl] - cyclohexene - 3; (5) a compound of the formula <FORM:1002326/C2/3> is made by reacting the acetal from D 3-tetrahydrobenzaldehyde and glycerol with peracetic acid; (6) a compound of the formula <FORM:1002326/C2/4> is made by reacting the acetal from 1 : 1-bis-[hydroxymethyl]-cyclohexene-3 and acrolein with peracetic acid; (7) a diglycidyl ether of the formula <FORM:1002326/C2/5> is made by reacting bromine with D 3-cyclohexene - 1 : 1 - dimethanol - bis(a -monochlorhydrin)-ether and (8) a diepoxide of the formula <FORM:1002326/C2/6> is made by epoxidizing D 3-tetrahydrobenzal-D 31 - cyclohexene - 11 : 1 - dimethanol with peracetic acid. Phosphorus-containing reaction products are made by reacting a dialkyl or dialkenyl phosphite with not more than an equivalent amount of a mono- or poly-epoxide.  Specified phosphites are dimethyl, diethyl, dipropyl, dibutyl, diallyl and dibutenyl phosphite.  In the examples: (1) dimethyl phosphite is heated with <FORM:1002326/C2/7> (2) dimethyl phosphite is heated with <FORM:1002326/C2/8> (3) diethyl phosphite is reacted with the diglycidyl ether of bis-phenol-A; (4) dimethyl phosphite is reacted with 1 : 4-butanediol diglycidyl ether; (5) dimethyl phosphite is reacted with <FORM:1002326/C2/9> (6) dimethyl phosphite is reacted with <FORM:1002326/C2/100> (7) dimethyl phosphite is reacted with <FORM:1002326/C2/111> (8) dimethyl phosphite is reacted with <FORM:1002326/C2/122> (9) dimethyl phosphite is reacted with 3 : 4-epoxy - 6 - methylcyclohexane - carboxylic acid-3 : 4 - epoxy - 6 - methylcyclohexylmethyl ester; (10) dimethyl phosphite is reacted with vinyl cyclohexene dioxide and (11) dimethyl phosphite is reacted with <FORM:1002326/C2/133>ALSO:A flame-proofing solution of a phosphorus-containing epoxy resin made from dimethylphosphite and 3:4-dibromocyclohexene-1:1-dimethanol diglycidyl ether in:- (18) trichlorethylene is mixed with (a) triethylene tetramine and (b) a polymerised fatty acid polyamide and used to impregnate textile materials of polyamide, polyester or polyacrylonitrile and (19) chloroform, carbon tetrachloride or trichlorethylene is mixed with triethylene tetramine and used to impregnate a bleached or dyed cotton fabric.  The impregnated fabrics are dried by heating.