Azole Moiety-containing Patents (Class 503/223)
  • Patent number: 4818742
    Abstract: A heat responsive recording element having a recording layer containing a colorless di- or tri- aryl compound having a closed ring moiety incorporating the meso carbon atom and containing a nitrogen atom directly bonded to the meso carbon. The nitrogen atom is also bonded to an arylating group that has a displaceable entity. Upon heating the recording layer imagewise the arylating group effects intramolecular arylation of the nitrogen atom with irreversible breaking of the meso carbon atom-nitrogen atom bond rendering the compound colored in the imagewise heating pattern.
    Type: Grant
    Filed: September 28, 1987
    Date of Patent: April 4, 1989
    Assignee: Polaroid Corporation
    Inventor: Ernest W. Ellis
  • Patent number: 4814320
    Abstract: Disclosed herein is a heat-sensitive recording material in which a chromogenic dye-procursor comprises:(A) a mixture comprising at least two divinyl phthalide compounds represented by the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 represent respectively alkyl group of 1 to 6 carbon atoms, alkyl group of 1 to 4 carbon atoms having an alkoxy group of 1 to 4 carbon atoms or cycloalkyl group of 5 to 7 carbon atoms, X.sup.1 and X.sup.2 represent respectively hydrogen atom, alkyl group of 1 to 8 carbon atoms, alkoxy group of 1 to 8 carbon atoms, alkoxy group of 1 to 4 carbon atoms having an alkoxy group of 1 to 4 carbon atoms, cycloalkoxy group of 5 to 7 carbon atoms, alkenyloxy group of 3 to 8 carbon atoms, benzyloxy group, substituted benzyloxy group, furfurloxy group, tetrahydrofurfuryloxy group, phenyl group, substituted phenyl group, phenoxy group, substituted phenoxy group, fluorine atom, chlorine atom or bromine atom, m and n represent 0 or integer of 1 to 4, m+n=4 and R.sup.1 and R.sup.
    Type: Grant
    Filed: June 8, 1987
    Date of Patent: March 21, 1989
    Assignee: Yamada Chemical Co., Ltd.
    Inventors: Hajime Kawai, Masatoshi Taniguchi, Katsuhiko Tsunemitsu
  • Patent number: 4812440
    Abstract: A recording material comprises a layer containing a leuco dye provided on a support, characterized in that the leuco dye has the following formula (I): ##STR1## in which each of R.sup.1 and R.sup.2 independently is an alkyl group, an aralkyl group or an aryl group; R.sup.3 is an alkyl group or an aralkyl group; X is ##STR2## and each of R.sup.1, R.sup.2, R.sup.3, X and the benzene rings A, B, C and D may have one or more substituent groups.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: March 14, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toru Harada, Ken Iwakura
  • Patent number: 4808566
    Abstract: A recording material comprising an electron-donating colorless dye and an electron-accepting compound, wherein said colorless dye is a dimer of a 3-(4-substituted aminoaryl)-3-(substituted indol-3-yl)phthalide compound. The recording material provides an image exhibiting satisfactory fastness, and particularly fastness to light even when preserved in a transparent polyvinyl chloride film.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: February 28, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masanobu Takashima, Ken Iwakura, Masato Satomura, Katsumi Matsuoka
  • Patent number: 4808567
    Abstract: Disclosed herein are novel divinyl compounds represented by the formula (I): ##STR1## and a recording-material prepared by utilizing the divinyl compounds. The present divinyl compound is in itself almost colorless, extremely stable in the atmosphere and develops rapidly blakish color by a developer. The color image given by the present divinyl compound is excellect in light-resistance and moisture-resistance and the letters developed can be read by an optical letter-reading apparatus or a barcord reading apparatus.
    Type: Grant
    Filed: April 13, 1987
    Date of Patent: February 28, 1989
    Assignee: Yamada Chemical Co., Ltd.
    Inventors: Hajime Kawai, Yoshiharu Fujino, Youji Shimizu, Seiichi Nieda, Kazuhiko Gendai, Katsuhiko Tsunemitsu
  • Patent number: 4803192
    Abstract: A recording material containing the combination of a colorless dye comprising a p-substituted aminophenylindolylphthalide moiety and an electron-accepting compound comprising an organic acid having at least one phenolic hydroxyl group. The dye image obtained by the recording material is stable.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: February 7, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiso Saeki, Masanobu Takashima, Ken Iwakura
  • Patent number: 4803193
    Abstract: In a heat-sensitive recording material comprising on a substrate a recording layer containing a colorless or pale-colored basic dye and an electron accepting reactant material, the heat-sensitive recording material which is characterized in that the basic dye comprises at least one chromeno compound represented by the formula [I] below ##STR1## wherein G and R.sub.1 .about.R.sub.4 are defined in the specification.
    Type: Grant
    Filed: December 23, 1987
    Date of Patent: February 7, 1989
    Assignee: Kanzaki Paper Manufacturing Co., Ltd.
    Inventors: Nobuo Kanda, Yukihiro Abe, Mitsuru Kondo
  • Patent number: 4800193
    Abstract: A recording material comprising an electron-donating colorless dye and an electron accepting compound, wherein said electron-donating colorless dye is represented by the following general formula (I): ##STR1## wherein R and R' each represents an alkyl group; R.sub.1 represents an aralkyl group, or an alkyl group substituted with an alkoxy or aryloxy group; R.sub.2 and R.sub.3, which may be the same or different, each represents a hydrogen atom, an alkyl group, or an aryl group; and X, Y, and Z, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryloxy group, a halogen atom, or a substituted amino group.The recording material is excellent in light resistance and solubility in an organic solvent.
    Type: Grant
    Filed: July 28, 1987
    Date of Patent: January 24, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiso Saeki, Masanobu Takashima, Ken Iwakura, Takekatsu Sugiyama, Masato Satomura
  • Patent number: 4795736
    Abstract: 1-A-1-B-3-(2-R.sup.2 -4-N-R-N-R.sup.1 -aminophenyl)-3-(-4-R.sup.3 -phenylsulfonyl)prop-1-ene useful as color formers, particularly in transfer imaging, pressure-sensitive and thermal-responsive carbonless duplicating systems, are prepared by the interaction of the corresponding 1-A-1-B-ethene with the appropriate 2-R.sup.2 -4-N-R-N-4.sup.1 -benzaldehyde and the appropriate 4-R.sup.3 -benzenesulfinic acid in the presence of an acidic catalyst.
    Type: Grant
    Filed: June 1, 1987
    Date of Patent: January 3, 1989
    Assignee: Hilton Davis Co.
    Inventors: William M. Hung, James E. Kassner
  • Patent number: 4794101
    Abstract: In a heat-sensitive recording material incorporating a colorless or pale-colored basic dye and a color acceptor which is reactive with the dye to form a color when contacted therewith, the recording material characterized in that (a) as the basic dye are used 100 parts by weight of a specific phthalide derivative of the formula [I] and 20 to 100 parts by weight of a specific black color-forming fluoran derivative of the formula [II], (b) as the color acceptor is used a polyvalent metal salt of an aromatic carboxylic acid and (c) a recording sensitizer is further used, and whereby the resulting record images are at least 0.75 in PCS value at 800 nm.
    Type: Grant
    Filed: June 8, 1987
    Date of Patent: December 27, 1988
    Assignee: Kanzaki Paper Manufacturing Co., Ltd.
    Inventors: Nobuo Kanda, Kimie Tsuboi, Fumio Seyama, Mitsuru Kondo
  • Patent number: 4786729
    Abstract: Benzimidazolo-quinazolines of the general formula ##STR1## in which Y denotes a radical of the formula ##STR2## Y.sub.1 denotes hydrogen or alkyl, X and X.sub.1, independently of one another, denote hydrogen, alkyl, cycloalkyl, aryl or aralkyl, orX and X.sub.1, together with the nitrogen atom connecting them, denote a 5- or 6-membered ring,X.sub.2 denotes hydrogen, halogen, alkyl, alkoxy or alkoxycarbonyl,X.sub.3 denotes hydrogen, alkyl or aryl,X.sub.4 denotes hydrogen, cyano, halogen, alkyl or alkoxy,Z denotes hydrogen, alkyl, cycloalkyl or aralkyl,D denotes an optionally hydrogenated 5- or 6-membered ring, andm and n, independently of one another, denote 0 or 1,in which a double bond is in the positions labelled with 1 and 2 when m=0 and a single bond is in these positions when m=1, andin which the rings A, B and D are the radicals X, X.sub.1, X.sub.2, X.sub.3, X.sub.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: November 22, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Holger Heidenreich, Gert Jabs
  • Patent number: 4770904
    Abstract: There is disclosed a process for the preparation of a pressure-sensitive recording material which contains in its color forming system a color former and a developer therefor, which process comprises using said color former in the amorphous state.When the color former is in this state, it dissolves more readily and the pressure-sensitive recording material so obtained has good color forming properties and enhanced color strength.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: September 13, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4737587
    Abstract: Disclosed is a colorless dye for use in recording materials comprising a compound represented by the general formula: ##STR1## Said recording materials are of the types which utilize a color developing reaction between an electron-donating colorless dye and an electron-accepting color developer, such as, carbonless pressure-sensitive recording materials, thermosensitive recording materials, etc.
    Type: Grant
    Filed: November 20, 1986
    Date of Patent: April 12, 1988
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Fumio Okumura, Hirokazu Tsukahara, Haruhiko Ikeda
  • Patent number: 4720301
    Abstract: A new reversible heat sensitive recording composition for erasable recording is disclosed which is used as a recording or marking material that is capable of erasure at a specific temperature so that coloring or decoloring can be controlled to occur at desired temperature ranges. This range or the hysteresis value of the composition is determined by the .DELTA.T value of the contained ester compound. In addition, the composition can provide a wide variety of hues and can readily be prepared. The marking or recording drawn in this composition can be maintained at room temperature or less.
    Type: Grant
    Filed: December 11, 1985
    Date of Patent: January 19, 1988
    Assignee: Pilot Ink Co., Ltd.
    Inventors: Tsutomu Kito, Norikazu Nakasuji, Takashi Kataoka, Hiroshi Inagaki, Yutaka Shibahashi
  • Patent number: 4705774
    Abstract: A thermosensitive image transfer medium is disclosed which consists essentially of (i) an image transfer sheet comprising (a) a plastic film, (b) an undercoat layer formed thereon containing a porous filler having an average particle size of 1 to 10 .mu.m and an oil absorption of 200 ml/100 g or less as measured in accordance with the Japanese Industrial Standard K 5101, with a depostion of the porous filler ranging from 1 g/m.sup.2 to 10 g/m.sup.2 and (c) an image transfer layer comprising a leuco dye formed on the undercoat layer, and (ii) an acceptor sheet having an acceptor layer comprising a color developer which is capable of inducing color formation in the leuco dye.
    Type: Grant
    Filed: June 16, 1986
    Date of Patent: November 10, 1987
    Assignee: Ricoh Company, Ltd.
    Inventor: Minoru Hagiri
  • Patent number: 4705776
    Abstract: The invention relates to chromogenic 3,3-bisindolyl-4-azaphthalides of the general formula ##STR1## wherein Y.sub.1 is hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is C.sub.1 -C.sub.12 acyl, benzyl or benzyl substituted halogen, nitro, lower alkyl or lower alkoxy,Y.sub.2 is C.sub.5 -C.sub.12 alkyl, preferably C.sub.6 -C.sub.9 alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, andZ.sub.1 and Z.sub.2, each independently of the other, are hydrogen, lower alkyl or phenyl, and the rings A and B, each independently of the other, are unsubstituted or substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy, lower alkoxycarbonyl, amino, mono-lower alkylamino or di-lower alkylamino.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and produce fast, strong red or violet colorations.
    Type: Grant
    Filed: December 16, 1985
    Date of Patent: November 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Davor Bedekovic, Ian J. Fletcher
  • Patent number: 4705775
    Abstract: Chromogenic bisquinazolines of the formula ##STR1## wherein Q is the direct bond or an aliphatic or cycloaliphatic hydrocarbon radical, or is --CO--, --S-- or --SO.sub.2 --, andY is the radical of a couplable compound, in particular an N-substituted 4-aminophenyl radical or a hydrogenated quinoline radical, and the rings A, B and D are unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, phenyl, benzyl, lower alkoxy or lower alkoxycarbonyl.These compounds are particularly suitable color formers for pressure-sensitive or heat-sensitive recording materials and produce intense yellow or orange colors of excellent fastness to light and, in particular, sublimation.
    Type: Grant
    Filed: August 7, 1986
    Date of Patent: November 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4688059
    Abstract: This invention relates to 3-aryl or heteroaryl-3-alkoxy, phenoxy-, alkylthio- or phenylthiophthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2-(disubstituted amino)phenylcarbonylbenzoic acids with an acid chloride or an anhydride of an alkanoic acid in the first step and a further reaction of the product of the first step with an alcohol, a thioalcohol, a phenol or a thiophenol in a second step.
    Type: Grant
    Filed: October 20, 1986
    Date of Patent: August 18, 1987
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung