Anthraquinone compounds and polarizing film containing the same

Information

  • Patent Grant
  • 4921959
  • Patent Number
    4,921,959
  • Date Filed
    Thursday, April 27, 1989
    35 years ago
  • Date Issued
    Tuesday, May 1, 1990
    34 years ago
Abstract
An anthraquinone compound represented by formula: ##STR1## wherein R and X are as defined in the specification, and a polarizing film containing the same. The anthraquinone compound exhibits satisfactory compatibility with organic polymers and high dichroism, and the polarizing films have excellent performance characteristics.
Description
Claims
  • 1. An anthraquinone compound represented by formula: ##STR84## wherein two R, which may be the same or different, each represents a hydrogen atom, --NHCOR.sup.1, or --CONHR.sup.1, wherein R.sup.1 represents an alkyl group, a substituted or unsubstituted aryl group, or a substituted cycloalkyl group; and two X, which may be the same or different, each represents a hydrogen atom or an amino group, provided that X and R are not simultaneously a hydrogen atom.
  • 2. An anthraquinone compound as claimed in claim 1, wherein R.sup.1 represents a straight chain or branched alkyl group having from 1 to 8 carbon atoms, a phenyl group, a phenyl group substituted with an alkyl group having from 1 to 8 carbon atoms, a phenyl group substituted with an alkoxy group having from 1 to 8 carbon atoms, a biphenyl group, a heterocyclic group, a naphthyl group, an anthraquinon-2-yl group, an alkylcarbonylamino-substituted phenyl group, an arylcarbonylamino-substituted phenyl group, a 4-cyclohexylphenyl group, a cyclohexylphenyl group substituted with a trans-4-alkyl group having from 1 to 8 carbon atoms, a cyclohexyl group, a cyclohexyl group substituted with a trans-4-alkyl group having from 1 to 8 carbon atoms, or a 4-cyclohexylcyclohexyl group.
  • 3. The compound of claim 2 wherein R' represents a straight chain or alkyl group having from 1 to 8 carbon atoms.
Priority Claims (2)
Number Date Country Kind
62-5569 Jan 1987 JPX
62-28696 Feb 1987 JPX
PRIOR APPLICATION

This application is a divisional of U.S. patent application Ser. No. 143,366 filed January 12, 1988 now U.S. Pat. No. 4,891,057, which claims the priority of Japanese Applications 5569/87 and 28696/87, filed January 13, 1987 and February 10, 1987, respectively. This invention relates to a novel anthraquinone compound and a polarizing film containing the same. Conventionally known polarizing films include polyvinyl alcohol (PVA) base films dyed with iodine or a dichroic dye. Since these polarizing films, though exhibiting excellent polarizing performance, are inferior in heat resistance, moisture resistance, and the like, an acetyl cellulose film or the like film has been laminated thereon for practical use. Nevertheless, the laminated polarizing films still have insufficient moisture resistance depending on use. Polarizing films comprising, as a film base material, a hydrophobic polymer other than PVA have been proposed, in which a vinyl halide polymer, e.g., polyvinyl chloride (PVC), polyvinylidene chloride (PVDC), etc., is dehydrohalogenated to form a polyene structure. However, they have not yet become so popular not only because they are also unsatisfactory in stability to heat, light or oxygen but because a free choice in hue is not allowed. Further, polyamide base polarizing films have also been proposed as disclosed in Japanese Patent Publication No. 3944/74 and Japanese Patent Application (OPI) No. 45153/79 (the term "OPI" as used herein means "unexamined published Japanese patent application"). Although the polyamide-dye type polarizing films are superior to PVA-iodine polarizing films, PVA-dichroic dye polarizing films, or polyene type polarizing films in terms of heat resistance, moisture resistance, dynamic strength, and the like, they are inferior in polarizing performance to these three types of polarizing films. One object of this invention is to provide a novel anthraquinone compound having satisfactory compatibility with an organic polymer and high dichroism. Another object of this invention is to provide a polarizing film having excellent characteristics, such as polarizing performance, heat resistance, moisture resistance, weather resistance, transparency, and the like. The present invention relates to an anthraquinone compound represented by formula (I) shown below and a polarizing film containing the same. Formula (I) is represented by ##STR2## wherein two R, which may be the same or different, each represents a hydrogen atom, --NHCOR.sup.1, --CONHR.sup.1, or ##STR3## wherein R.sup.1 represents an alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted cycloalkyl group; ring A represents a substituted or unsubstituted aromatic or aliphatic ring; and two X, which may be the same or different, each represents a hydrogen atom or an amino group, provided that X and R are not simultaneously a hydrogen atom.

US Referenced Citations (5)
Number Name Date Kind
4136100 Epple Jan 1979
4528113 Imazeki et al. Jul 1985
4596666 Blunck et al. Jun 1986
4689171 Blunck et al. Aug 1987
4755012 Kojima Jul 1988
Divisions (1)
Number Date Country
Parent 143366 Jan 1988