Polymer from nitrile terminated compounds having Schiff bonds and process for preparing the same
AssigneeHitachi, Ltd.
InventorsAkio Nishikawa, Toru Koyama, Hideki Asano, Toshikazu Narahara
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Abstract
There are disclosed a nitrile-terminated Schiff compound represented by the formula X--Z--Y--C.tbd.N).sub.m (I) wherein n is 1 or 2, Z is --CH.dbd.N-- or --N.dbd.CH-- and Y is a divalent organic group such as phenylene and the like, and X is the same as Y when n=2 or H, lower alkyl group etc. when n=1; polymers obtained by polymerizing said Schiff compound alone or together with other monomers, and a process for preparing such a polymer therefrom.
Claims22
A polymer obtained by polymerizing a nitrile-terminated Schiff compound monomer by heating said monomer to a temperature sufficient to cause polymerization but below the temperature at which an exothermic reaction occurs, said monomer represented by the formula:
- X--(Z--Y--C.tbd.N).sub.n
- wherein
- n is a number of 1 or 2;
- Z represents --CH.dbd.N-- or --N.dbd.CH--;
- when n is 1, X represents a member of the group consisting of a C.sub.1 -C.sub.8 alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a C.sub.3 -C.sub.6 cycloalkyl group;
- Y represents a member of the group consisting of a straight or branched alkylene group having 2 to 12 carbon atoms, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted anthracene group, a substituted or unsubstituted phenathrene group, a substituted or unsubstituted pyrene group, or a divalent organic group represented by the formula ##STR37## wherein Q represents O, S, SO.sub.2, --(CH.sub.2)m--, CO, --(CF.sub.2).sub.m --, ##STR38## m represents a number of 1 to 12, and R.sup.1 and R.sup.2 are the same or different from one another and represent a member of the group consisting of H, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3, ##STR39## and when n is 2, X represents one of the divalent organic groups specified above wherein X and Y are the same or different from one another and a
- first Y the same or different from a second Y.
A polymer obtained by polymerizing a monomer of a nitrile-terminated Schiff compound represented by the formula
- X--(Z--Y--C.tbd.N).sub.2
- wherein
- Z represents --CH.dbd.N-- or --N.dbd.CH--;
- Y represents a straight or branched alkylene group having 1 to 12 carbon atoms, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted anthracene group, a substituted or unsubstituted phenanthrene group, a substituted or unsubstituted pyrene group or a divalent organic group represented by the formula ##STR46## wherein Q represents O, S, SO.sub.2, --CH.sub.2).sub.m --, CO, --(CF.sub.2).sub.m --, ##STR47## m represents a number of 1 to 12, and R.sup.1 and R.sup.2 are the same or different from one another and represent a member selected from the group consisting of H, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3, ##STR48## and X represents one of the divalent organic groups specified above wherein X and Y are the same or different from one another and a first Y is the same or different from a second Y.
A process for producing a polymer, the process comprising:
- providing a nitrile-terminated Schiff compound monomer represented by the formula
- X--(Z--Y--C.tbd.N).sub.2
- wherein
- Z represents --CH.dbd.N-- or --N.dbd.CH--;
- Y represents a straight or branched alkylene group having 1 to 12 carbon atoms, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted anthracene group, a substituted phenanthrene group, a substituted or unsubstituted pyrene group or a divalent organic group consisting of ##STR53## wherein Q represents O, S, SO.sub.2, --(CH.sub.2).sub.m --, CO, --CF.sub.2).sub.m --, ##STR54## m represents a number of 1 to 12, and R.sup.1 and R.sup.2 are the same or different from one another and represent a member selected from the group consisting of H, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3, ##STR55## and X represents one of the divalent organic groups specified above wherein X and Y are the same or different from one another and a first Y is the same or different from a second Y;
- applying heat energy to the nitrile-terminated Schiff compound at a temperature sufficient to polymerize the same.
A process for producing a polymer, the process comprising:
- providing a nitrile terminated Schiff compound monomer represented by the formula
- X--(Z--Y--C.tbd.N).sub.n
- wherein
- n is a number of 1 or 2;
- Z represents a --CH.dbd.N-- or --N.dbd.CH--;
- when n is 1, X represents a member of the group consisting of a C.sub.1 -C.sub.8 alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a C.sub.3 -C.sub.6 cycloalkyl group;
- and
- Y represents a member of the group consisting of a straight or branched alkylene group having 2 to 12 carbon atoms, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted anthracene group, a substituted or unsubstituted phenathrene group, a substituted or unsubstituted pyrene group, or a divalent organic group represented by the formula ##STR56## wherein Q represents O, S, SO.sub.2, --(CH.sub.2).sub.m --, CO, --(CF.sub.2).sub.m --, ##STR57## m represents a number of 1 to 12, and R.sup.1 and R.sup.2 are the same or different from one another and represent a member of the group consisting of H, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3, ##STR58## and when n is 2, X represents one of the divalent organic groups specified above wherein X and Y are the same or different from one another and a first Y is the same or different from a second Y;
- giving heat energy to the monomer at a temperature between about 120.degree. C. and 180.degree. C. to polymerize the monomer.
Dependencies are inferred from the claim text.