Patent GB-1106915-A (GB)
Title: Novel polymers and process for the production thereof
Inventor: MERTEN RUDOLF
IPC: C08G73/06
Filed: 1966-03-22
Abstract: Hydantoin polymers contain the repeating unit <FORM:1106915/C3/1> in which Ar represents an aromatic hydrocarbon radical, which may be substituted by alkyl, halogen, nitro, alkoxy, dialkylamino, acyl, carbalkoxy and/or cyano radicals.  R4 is hydrogen or a C1-C6 alkyl radical.  Y is either an aromatic hydrocarbon radical or a C4-C10 alkylene radical or a C4-C10 alkylene radical in which one or more of the carbon atoms is replaced by O or S.  Examples of Ar are radicals derived from benzene, azobenzene, naphthalene, anthracene, diphenyl, triphenylmethane, a diphenylalkane, diphenylether, diphenylthioether or a polyphenylether.  The polymer may consist of 20 to 5000 units of I.  Preferred polymers have the repeating units II, III and IV. <FORM:1106915/C3/2> <FORM:1106915/C3/3> <FORM:1106915/C3/4> The polymers may be prepared by heating a glycine compound: Ar[NHC(R1)2COR2]x at 80-500 DEG  C. with an aromatic di- or polyisocyanate. Ar is an aromatic radical; R1 is H or an alkyl radical; R2 is either a hydroxyl, amino, alkylamino, dialkylamino, alkoxy or aroxy radical; x is 2, 3 or 4.  Derivatives of dior polyisocyanates may also be used (e.g. blocked isocyanates). Alternatively, the polymers may be prepared by reacting at 80 DEG  to 500 DEG  C. a mixture of an N-carboxy glycine compound Ar[N(COR3)C(R1)2COR2]x, in which R3 is a dialkylamino alkoxy or aroxy radical and Ar, R1 and R2 have the meanings defined above, with an aliphatic, cycloaliphatic, or aromatic diamine.  The polymers may be used as solutions in an organic solvent as coatings especially for wires and other metallic surfaces; the polymer may be formed on the substrate by applying a mixed solution of a glycine compound described above and a polyisocyanate to the substrate followed by heating at 80-500 DEG  C.  Lacquer compositions are also disclosed in which polymers according to the invention are mixed with a further polymer, e.g. a polyester, polyamide, polyurethane, polyolefin, polyacetal, polyepoxide, polyimide, or a polyester containing imide groups.  Using a polyester containing hydroxyl groups, a mixed polyhydantoin-polyurethane may be obtained.ALSO:Coatings especially on metals, glass, ceramics, asbestos fibres, copper wire are applied from solutions of polymers containing hydantoin rings and having the repeating unit I.  <FORM:1106915/B1-B2/1> Ar represents an unsubstituted aromatic nucleus or an aromatic nucleus substituted by alkyl, halogen, nitro, alkoxy, dialkylamino, acyl, carbalkoxy and/or cyano radicals.  R4 is H or a C1-C6 alkyl radical.  Y is either an aromatic hydrocarbon or a C4-C10 alkylene radical in which one or more of the carbon atoms may be replaced by O or S.  The coatings may be formed in situ on the wire by reaction of a glycine compound and a polyisocyanate.  Lacquer compositions are also disclosed in which the hydantoin polymers according to the invention are mixed with other polymers, e.g. a polyester, polyamide, polyurethane, polyolefin, polyacetal, polyepoxide, polyimide or a polyester containing imide groups or hydroxyl groups.