Patent GB-1116783-A (GB)
Title: Process for the production of high molecular weight poly-addition products
Inventor: OERTEL GUENTER
IPC: C08G79/02
Filed: 1966-07-12
Abstract: High molecular weight polyaddition polymers containing phosphorus and nitrogen atoms as chain members are prepared by reacting at - 20 DEG to 250 DEG  C. (I) compounds which are free from urethane groups and contain a grouping <FORM:1116783/C3/1> twice or more in the molecule with (II) compounds which may be resinous and which contain at least two azomethine groups in the molecule.  Suitable compounds (I) are polydialkylphosphites prepared by condensing lower dialkylphosphites with monomeric or polymeric polyhydroxyl compounds, e.g. glycols, and their hydroxyalkylation products or hydroxyalkylation products of primary or secondary polyamines, hydroxyalkylamides of polybasic acids, polyesters, polyethers, polyacetals, polyoxymethylenes and polyepoxy resins.  Other suitable compounds (I) are those containing two or more diarylphosphite or aryl-alkyl phosphite groups and those which contain in one and the same molecule dialkylphosphite, diarylphosphite and/or alkylarylphosphite groups, those containing two or more phosphorous acid diamide, monoester monoamide, phosphonous acid monoamide or monoester groups or secondary phosphine oxide groups.  Suitable compounds (II) are reaction products of monoaldehydes and ketones such as isobutyraldehyde, cyclohexanone, benzaldehyde or chloral with polyamines or of primary alkyl and hydroxyalkylamines or polyamines with polyaldehydes.  The reaction may be carried out in the presence of solvents such as hydrocarbons, esters, carbonamides, nitriles, ethers, ketones, alcohols and phenols.  If desired, the polyaddition products may be modified or cross-linked via secondary amino groups in the polymer chains by reaction with polyisocyanates, polyepoxides, polycarboxylic acid anhydrides, esters or chlorides, or formaldehyde or formaldehyde donors or by prolonged heating at 100 DEG  to 250 DEG  C.  In examples, the polyaddition products are cross-linked with (2) hexamethylene diisocyanate, (3) phthalic anhydride, (4) diphenylolpropane-bis-(2,3-epoxypropyl ether), (5a) hexamethylene diisocyanate, (5b) toluylene diisocyanate, (6 and 7) diphenylolpropane - bis - (2,3 - epoxypropyl ether) and (8) toluylene diisocyanate.ALSO:Bis-dialkylphosphites of the formula <FORM:1116783/C2/1> <FORM:1116783/C2/2> are prepared by reacting 1,6-hexanediol with di-(b -chloroethyl)-phosphite and diethyl phosphite respectively. Numerous other polydialkylphosphites which may be prepared by reacting dialkylphosphites with polyalcohols are listed.  Such compounds may be reacted with compounds containing at least two azomethine groups to form polymeric materials (see Division C3)ALSO:Glass plates may be coated with polymers containing phosphorus and nitrogen atoms in the chain which polymers have been prepared by reacting at -20 DEG C to 250 DEG C compounds free from urethane groups and containing a grouping of the formula <FORM:1116783/B1-B2/1> twice or more in the molecule with compounds which may be resinous and which contain at least two azomethine groups in the molecule followed if desired by a thermal after-treatment at 100 to 250 DEG C or cross-linking with polyisocyanates, polyepoxides, polycarboxylic acid anhydrides, -esters or -chlorides or formaldehyde or formaldehyde donors, at -20 to 250 DEG C.  The polymers are usually applied in the form of a solution (optionally with the cross-linking agent) in an organic solvent, and dried over a period of several hours.  Examples are given of several polymers coated onto glass plates.