Polycyclo Ring System Having The Hetero Ring As One Of The Cyclo Systems Patents (Class 430/78)
  • Patent number: 5910384
    Abstract: The present invention provides .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph. The .mu.-oxo-gallium phthalocyanine dimer may be applied as a charge generator for an organic photoconductive material, such as a photoreceptor of practical use and a high-gamma photoreceptor. The resulting organic photoconductive material has good stability and good electronic properties. The .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (2 .theta..+-.0.2.degree.) of 6.8.degree., 12.9.degree., 19.0.degree., 19.6.degree., 20.3.degree., 25.5.degree., 25.9.degree. and 26.9.degree. in an X-ray diffraction spectrum by CuK .alpha.-ray.
    Type: Grant
    Filed: August 29, 1997
    Date of Patent: June 8, 1999
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Kazuyoshi Kuroda, Kenji Takaki
  • Patent number: 5905009
    Abstract: A charge generation material for an electrophotographic photoconductor includes a titanyloxyphthalocyanine molecular aggregate. The titanyloxyphthalocyanine molecular aggregate contains between 0.006 to 1.000 water molecules per titanyloxyphthalocyanine molecule. The titanyloxyphthalocyanine molecular aggregate exhibits an X-ray diffraction spectrum, measured using CuK.alpha. radiation, having clear peaks at angles of 7.2.degree., 9.6.degree., 11.6.degree., 13.4.degree., 14.9.degree., 18.3.degree., 23.6.degree., 24.1.degree. and 27.3.degree., the peak at 9.6.degree. being the highest, the spectrum lacking a peak at 26.3.degree., and the angles being 2 .theta..+-.0.2.degree., where .theta. is a diffraction angle. A function-separation-type electrophotographic photoconductor includes the titanyloxyphthalocyanine molecular aggregate of the present invention in the charge generation layer.
    Type: Grant
    Filed: October 8, 1997
    Date of Patent: May 18, 1999
    Assignee: Fuji Electric Co., Ltd.
    Inventors: Yoichi Nakamura, Kazumi Egota, Toshio Tsubota, Makoto Miyazawa
  • Patent number: 5895739
    Abstract: Titanium dioxide added to oxo-titanyl phthalocyanine in a resin binder forming a charge generation layer having significantly improved dark decay and sensitivity. Added sensitivity is obtained when the X-form is precipitated from a dichloromethane/trifluoroacetic acid/oxo-titanyl phthalocyanine mixture by adding a water/methanol mixture containing titanium dioxide.
    Type: Grant
    Filed: November 25, 1997
    Date of Patent: April 20, 1999
    Assignee: Lexmark International, Inc.
    Inventors: Ronald Harold Levin, Scott Thomas Mosier, Catherine Mailhe Randolph
  • Patent number: 5891594
    Abstract: An electrophotographic imaging member having a perylene-containing charge generating layer is prepared by forming a dispersion of a perylene-containing charge generating material and a solvent including n-butylacetate and applying the dispersion to an electrophotographic imaging member layer by solution coating. The solvent may include n-butylacetate and a second solvent having a boiling point lower than that of n-butylacetate.
    Type: Grant
    Filed: January 13, 1997
    Date of Patent: April 6, 1999
    Assignee: Xerox Corporation
    Inventors: Huoy-Jen Yuh, John S. Chambers
  • Patent number: 5885737
    Abstract: An electrophotographic photosensitive member having a high sensitivity to long-wavelength light as emitted by a semiconductor laser and causing little change in potential change during repetitive use is formed by using as a charge-generating material a hydroxygallium phthalocyanine having a crystal form characterized by a strongest peak at a Bragg angle (2.theta..+-.0.2 deg.) of 28.1 deg. in a CuK.sub..alpha. characteristic X-ray diffraction pattern. The hydroxygallium phthalocyanine may preferably be produced through a process including treating a halogenated gallium phthalocyanine for conversion into a hydrous hydroxygallium phthalocyanine, freeze-drying the hydrous hydroxygallium phthalocyanine into a low-crystallinity hydroxygallium phthalocyanine, and milling the low-crystallinity hydroxygallium phthalocyanine.
    Type: Grant
    Filed: April 22, 1997
    Date of Patent: March 23, 1999
    Assignee: Canon Kabushiki Kaisha
    Inventor: Masato Tanaka
  • Patent number: 5876891
    Abstract: An alternating copolymer comprising a repeating unit of the formula:--Z--(X--Y).sub.n-- (I)wherein n is at least 2, X is O, S, Se or Te, and Y and Z are independently an aromatic or substituted aromatic group, and at least one other repeating unit, which is useful as a photosensitive material used in a spatial light modulator.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: March 2, 1999
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Akio Takimoto, Hirofumi Wakemoto, Eiichiro Tanaka, Masanori Watanabe, Junko Asayama, Hisahito Ogawa, Shigehiro Sato, Fumiko Yokotani
  • Patent number: 5876887
    Abstract: An electrophotographic imaging member has a support, and at least one photoconductive layer having from about 90% by weight to about 10% by weight of the photoconductive particles of a photosensitive substituted perylene pigment, and, correspondingly, from about 10% by weight to about 90% by weight of at least one other n-type photosensitive pigment that is sensitive to shorter wavelength light than is the perylene pigment.
    Type: Grant
    Filed: February 26, 1997
    Date of Patent: March 2, 1999
    Assignee: Xerox Corporation
    Inventors: John S. Chambers, Huoy-Jen Yuh, James M. Markovics, Yonn K. Rasmussen
  • Patent number: 5874570
    Abstract: A titanyloxyphthalocyanine crystal to be used as a charge generation material for an electrophotographic photoreceptor, having a maximum diffraction intensity observed at Bragg angle (2 .theta.) of 9.6.degree..+-.0.2.degree. and clear peaks of diffraction intensity observed at 7.22.degree..+-.0.2.degree., 9.60.degree..+-.0.2.degree., 11.60.degree..+-.0.2.degree., 13.40.degree..+-.0.2.degree., 14.88.degree..+-.0.2.degree.,18.34.degree..+-.0.2.degree., 23.62.degree..+-.0.2.degree., 24.14.degree..+-.0.2.degree., and 27.32.degree..+-.0.2.degree., respectively, in an X-ray diffraction spectrum obtained by performing an x-ray diffraction method using CuK.alpha. as a source of radiation. A method for preparing the crystal includes dispersing a predetermined amount of amorphous titanyloxyphthalocyanine in an aqueous solution in which ionic substances are dissolved, under mechanical force at a temperature of under 50.degree. C.
    Type: Grant
    Filed: January 26, 1998
    Date of Patent: February 23, 1999
    Assignee: Fuji Electric Co., Ltd.
    Inventors: Shinichi Tamura, Youichi Tei, Naoki Itoh, Kazumi Egota, Kenichi Ohkura
  • Patent number: 5863683
    Abstract: An electrophotographic photoconductor composed of an electroconductive support and a photoconductive layer formed thereon, which contains as a charge generating material an azo pigment subjected to a salt milling process.
    Type: Grant
    Filed: September 30, 1996
    Date of Patent: January 26, 1999
    Assignee: Ricoh Company, Ltd.
    Inventors: Katsuichi Ohta, Masaomi Sasaki, Tamotsu Aruga
  • Patent number: 5858594
    Abstract: An electrophotographic photoreceptor comprising an electroconductive substrate and at least a photosensitive layer formed on the substrate, wherein the photosensitive layer contains a carrier generation material having a sensitivity in a near-infrared wavelength region and a coloring matter having no substantial sensitivity in a visible light region and a near-infrared wavelength region.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: January 12, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Shusuke Notsu, Akihiko Yagishita, Masayuki Hiroi
  • Patent number: 5856471
    Abstract: An electrophotographic photoreceptor comprising a conductive substrate having thereon a photosensitive layer, the photosensitive layer containing a hydroxymetal or hydroxysilicon phthalocyanine pigment represented by formula (I) as a charge generating material, the phthalocyanine pigment having been treated with an orcanometallic compound having a hydrolyzable functional group or a hydrolysis product thereof: ##STR1## wherein Me represents A, Ga, In, Si, Ge or Sn; X representsH, C, Br or I; m represents an integer of from I to 4; and n represents 1 where Me is A, Ga or In, or 2 where Me is Si, Ge or Sn.
    Type: Grant
    Filed: January 29, 1997
    Date of Patent: January 5, 1999
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Hidemi Nukada, Takahiro Suzuki, Katsumi Nukada, Katsumi Daimon, Yasuo Sakaguchi
  • Patent number: 5851712
    Abstract: An electrophotosensitive material of the present invention is formed by providing a photosensitive layer containing a bis-azo pigment expressed in formula (1): ##STR1## wherein A.sup.1, A.sup.2, R.sup.1 and n are as defined, as a charge generating material, and a diamine compound expressed in formula (2): ##STR2## wherein R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 p and q k, l, m and o are as defined, as a charge-trasferring material, on a conductive substrate. As a charge generating material, a perylene pigment, anthanthrone pigment, X-type metal-free phthalocyanine pigment, imidazoleperylene pigment or perylene bis-azo pigment are preferable used together with the bis-azo pigment. Thus, photosensitive material is excellent in sensitivity and durability.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: December 22, 1998
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Nariaki Muto, Keisuke Sumida, Hiroaki Iwasaki, Tsuneo Oki, Eiichi Miyamoto, Yasuyuki Hanatani, Hiroaki Sakai
  • Patent number: 5846679
    Abstract: An electrophotographic photoreceptor containing an intermediate layer provide between a support and a photosensitive layer is disclosed. The intermediate layer contains at least one of an organic metal compound and a silane coupling agent or a product therefrom and its membranaceous index is 0.5 or more and 10 or less. The electrophotographic photoreceptor has low residual potential wherein no image defects such as spotting are caused over a long period of use.
    Type: Grant
    Filed: July 17, 1996
    Date of Patent: December 8, 1998
    Assignee: Konica Corporation
    Inventors: Yohko Kitahara, Eiichi Sakai, Kenichi Yasuda, Hiroaki Minemura, Fumitaka Mochizuki
  • Patent number: 5843606
    Abstract: In accordance with the present invention, there is provided a phenanthrylenediamine derivative represented by the general formula (1). The derivative is excellent in the electric charge transferring capability, the compatibility with a binding resin and the stability, thereby providing a photosensitive material which is highly sensitive and excellent in the durability. ##STR1## ?wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each represent a halogen atom, an alkyl group, an alkoxy group or an aryl group; and a, b, c and d each represent an integer from 0 to 5!.
    Type: Grant
    Filed: September 18, 1997
    Date of Patent: December 1, 1998
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Eiichi Miyamoto, Mikio Kakui, Hideo Nakamori, Yukikatsu Imanaka, Yasuyuki Hanatani
  • Patent number: 5837411
    Abstract: Disclosed is a phthalocyanine composition which comprises having clear diffraction peaks at 17.9.degree., 24.0.degree., 26.2.degree. and 27.2.degree. of Bragg angles (2.theta..+-.0.2.degree.) in an X-ray diffraction spectrum with Cu K.alpha., a process for preparing the same, an electrophotographic photoreceptor using the same and a coating solution for forming a charge generation layer containing the same.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: November 17, 1998
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Yoshii Morishita, Megumi Matsui, Shigeru Hayashida, Takayuki Akimoto, Mikio Itagaki
  • Patent number: 5834149
    Abstract: Hydroxygallium phthalocyanine crystals and an electrophotographic photoreceptor comprising the same. The hydroxygallium phthalocyanine crystals contain at least one of a polar organic solvent selected from the group consisting of a compound having an amido group, a compound having a sulfoxide group, and an organic amine.
    Type: Grant
    Filed: May 27, 1997
    Date of Patent: November 10, 1998
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Fumiaki Tambo, Katsumi Daimon, Yasuo Sakaguchi, Kazuo Yamasaki
  • Patent number: 5834147
    Abstract: A photosensitive member for electrophotography having excellent electrophotographic characteristics such as chargeability, photosensitivity and dark attenuation, excellent corona resistance and excellent durability, which comprises an electrically conductive support and a photosensitive layer containing a resin binder and particles of a photoconductive phthalocyanine compound dispersed in said binder, said photosensitive layer containing at least one member selected from the group consisting of an electron acceptive material, a coupling agent, an antioxidant and a hydroxyl group-containing polymer.
    Type: Grant
    Filed: August 2, 1996
    Date of Patent: November 10, 1998
    Assignee: Mitsubishi Denki Kabushiki Kaisha
    Inventors: Suguru Nagae, Kazuko Wakita, Toshio Kobayashi, Yoshimi Sugimoto, Sei Tsunoda, Kikuo Hayama, Koe Enmanji
  • Patent number: 5831084
    Abstract: A photoreceptor for electrophotography comprises a photosensitive layer containing an effective amount of oxytitanium phthalocyanine crystal having strong peaks at 9.6.degree., 24.2.degree. and 27.3.degree. and weak and broad peaks at approximately 11.6.degree., 13.5.degree., 14.3.degree. and 18.1.degree. in Bragg angle 2.theta..+-.0.2.degree. by CuK.alpha. characteristic X-ray diffraction, and an exothermic peak at 266.degree. C. in differential scanning calorimetry. The oxytitanium phthalocyanine crystal has a small grain size and a high stability and the photoreceptor has a high photosensitivity to light having a long wavelength.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: November 3, 1998
    Assignee: NEC Corporation
    Inventors: Satoru Toguchi, Akira Hirano
  • Patent number: 5830615
    Abstract: The present invention provides a novel naphthylenediamine derivative which is superior in electric charge transferring capability, compatibility with binding resin and stability, and an electrophotosensitive material which has a higher sensitivity and an excellent durability. The above naphthylenediamine derivative is represented by the following general formula (1), and the electrophotosensitive material is formed by providing a photosensitive layer having this naphthylenediamine derivative as an electric charge transferring material on a conductive substrate. ##STR1## wherein R.sup.1 to R.sup.4, R.sup.5a to R.sup.5f and a to d are as defined.
    Type: Grant
    Filed: May 29, 1997
    Date of Patent: November 3, 1998
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Eiichi Miyamoto, Mikio Kakui, Hideo Nakamori, Yukikatsu Imanaka, Tadashi Sakuma, Maki Uchida, Hiroaki Iwasaki, Yasuyuki Hanatani, Nariaki Tanaka, Yuka Nakamura
  • Patent number: 5821021
    Abstract: A photosensitive material for electrophotography, wherein the charge-generating agent comprises a P-type charge-generating pigment and an N-type charge-generating pigment in combination, at least part of these pigments being present in the form of aggregates in the photosensitive layer. The photosensitive material will assume the form of either a single dispersion type or a laminated layer type, and exhibits very high carrier generation efficiency, strikingly improved sensitivity on the side of long wavelengths, excellent balance in the spectral sensitivity and property after repetitively used, and can hence be effectively used for forming image by the electrophotography.
    Type: Grant
    Filed: January 30, 1997
    Date of Patent: October 13, 1998
    Assignee: Mita Industrial Co., Ltd.
    Inventor: Akihiko Kawahara
  • Patent number: 5817264
    Abstract: A process for the preparation of a thermal diffusion transfer component comprising: dissolving an organic pigment in a Lewis acid and a polar aprotic solvent to form a pigment solution; coating the solution on a substrate; optionally washing the coated substrate with a protic solvent to remove the Lewis acid and the aprotic solvent; and optionally drying the coated substrate.
    Type: Grant
    Filed: April 15, 1997
    Date of Patent: October 6, 1998
    Assignee: Xerox Corporation
    Inventor: Bing R. Hsieh
  • Patent number: 5817810
    Abstract: The present invention provides a novel tryptanthrine derivative represented by a general formula: ##STR1## wherein R.sup.1 is an oxygen atom, or group represented by a formula: ##STR2## wherein R.sup.2A and R.sup.2B are the same or different and indicate a hydrogen atom, a cyano group, an acyl group, an alkoxycarbonyl group or an alkyl group, provided that R.sup.2A and R.sup.2B are not hydrogen atoms simultaneously; andR.sup.3A, R.sup.3B, R.sup.3C, R.sup.3D, R.sup.4A, R.sup.4B, R.sup.4C and R.sup.4D are the same or different and indicate a hydrogen atom or an alkyl group which may have a substituent, provided that when R.sup.1 is an oxygen atom, any one of R.sup.3A through R.sup.4D is a cyano group.Such a tryptanthrine derivative has an excellent electron transport capability to be suitably used for the electrophotosensitive material.
    Type: Grant
    Filed: July 24, 1996
    Date of Patent: October 6, 1998
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Fumio Sugai, Syunichi Matsumoto, Nobuko Akiba, Yukimasa Watanabe, Hirofumi Kawaguchi, Sakae Saitoh
  • Patent number: 5811212
    Abstract: The present invention provides an electrophotographic photosensitive member containing an azo-calix ?n! arene compound produced by coupling a calix ?n! arene compound and an azonium compound having at least two azo groups. The present invention also provides an electrophotographic apparatus and a process cartridge each produced with the electrophotographic photosensitive member.
    Type: Grant
    Filed: April 24, 1997
    Date of Patent: September 22, 1998
    Assignee: Canon Kabushiki Kaisha
    Inventor: Masato Tanaka
  • Patent number: 5804346
    Abstract: An electrophotographic photoreceptor for digital photo-input, having a threshold value in its photo-induced decay curve and having a photosensitive layer of titanylphthalocyanine dispersed in a binder resin provided on an electroconductive substrate, wherein the binder resin is a polycarbonate resin and the photosensitive layer contains a compound having a carboxyl group.
    Type: Grant
    Filed: April 7, 1997
    Date of Patent: September 8, 1998
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Toyoshi Ohashi, Masayoshi Yabe, Shinichi Suzuki
  • Patent number: 5773613
    Abstract: The present invention provides a tryptoanthrinimine derivative represented by the general formula (Y): ##STR1## wherein R.sup.A to R.sup.M are as defined. Such a derivative of the general formula (Y) is superior in electron transferring capability. Accordingly, an electrophotosensitive material comprising a photosensitive layer containing this derivative (Y) is superior in sensitivity.
    Type: Grant
    Filed: November 28, 1995
    Date of Patent: June 30, 1998
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Hirofumi Kawaguchi, Nobuko Akiba, Yukimasa Watanabe, Hiroaki Iwasaki, Yasuyuki Hanatani, Yasufumi Mizuta, Fumio Sugai, Sakae Saito, Syunichi Matsumoto, Toshiyuki Fukami, Ichiro Yamazato, Hisakazu Uegaito, Yuji Tanaka
  • Patent number: 5773184
    Abstract: Type I titanyl phthalocyanine is mixed with a solution of one part dihaloacetic acid and four parts methylene chloride by volume. This is then added to a solution of equal parts by volume of water and methanol, and the recovered phthalocyanine is washed. The resulting polymorph has improved photoresponsive speed. A photoconductor employing the polymorph can be an anodized aluminum drum having a coating of the polymorph in a resin binder, with a further coating of a known charge transport material in a resin binder.
    Type: Grant
    Filed: October 2, 1997
    Date of Patent: June 30, 1998
    Assignee: Lexmark International, Inc.
    Inventors: Sterritt Ray Fuller, Jr., Ronald Harold Levin, Jennifer Kaye Neely
  • Patent number: 5773181
    Abstract: Phthalocyanine compositions and prepartion methods. In a method, first, a phthalocyanine mixture is synthesized that has a plurality of differently substituted phthalocyanines selected from the group consisting of compounds having the general structure: ##STR1## M represents a pair of hydrogen atoms or a covalent or coordinate bonded moiety including a metal atom. Each T substituent is independently selected from the group consisting of H, F, Cl, Br, I, and alkyl having from 1 to 18 carbons. There are at least two different T substituents. The smallest T substituent has a van der Waal's radius that differs from the radius of the largest T substituent by less than about 50 percent of the radius of the smallest substituent. The amorphousness of the phthalocyanine mixture is then imcreased. The amorphous mixture is then contacted with organic solvent having a gamma.sub.c hydrogen bonding parameter of less than 8.0.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: June 30, 1998
    Assignee: Eastman Kodak Company
    Inventors: Michel F. Molaire, Jeanne Ellen Kaeding, William Tod Gruenbaum
  • Patent number: 5766810
    Abstract: Amorphous and cocrystallized unsubstituted titanyl phthalocyanine-titanyl fluorophthalocyanine compositions, preparation methods, and electrophotographic elements utilizing the compositions. The method has the steps of: admixing crude titanyl phthalocyanine and crude titanyl fluorophthalocyanine to provide a pigment mixture; increasing the amorphousness of the pigment mixture as determined by X-ray crystallography using X-radiation characteristic of Cu K.alpha. at a wavelength of 1.541 .ANG. of the Bragg angle 2.theta. to provide an amorphous pigment mixture; contacting the amorphous pigment mixture with a non-crystallizing solvent.
    Type: Grant
    Filed: October 23, 1996
    Date of Patent: June 16, 1998
    Assignee: Eastman Kodak Company
    Inventors: Michel F. Molaire, Jeanne E. Kaeding
  • Patent number: 5759726
    Abstract: An excellent electrographic photosensitive member having a high sensitivity, a high chargeability and a low residual potential. The electrographic photosensitive member comprises a photosensitive layer, or a photosensitive layer and an underlayer superimposed over an electroconductive support, wherein the photosensitive layer and/or the underlayer contain a chlorogallium phthalocyanine which is substituted with an electron-withdrawing group and has the following formula: ##STR1## where X represents an electron-withdrawing group such as a halogen atom and n is an integer of 2 to 4.
    Type: Grant
    Filed: January 15, 1997
    Date of Patent: June 2, 1998
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Fumiaki Tambo, Katsumi Daimon, Masakazu Iijima, Kazuo Yamasaki, Ryosaku Igarashi, Yasuhiro Yamaguchi
  • Patent number: 5756247
    Abstract: Hydroxygallium phthalocyanine crystals having intense diffraction peaks at Bragg angles (2.theta..+-.0.2.degree.) of 7.5.degree., 9.9.degree., 12.5.degree., 16.3.degree., 18.6.degree., 25.1.degree. and 28.3.degree. in Cuk.alpha. characteristic X-ray diffractometry, a process for producing the same, and an electrophotographic photoreceptor containing the same are disclosed. The hydroxygallium phthalocyanine crystals are obtained by once preparing impurity-free hydroxygallium phthalocyanine having intense X-ray diffraction peaks at specific Bragg angles, followed by a solvent treatment for crystal transformation, in which the impurity-free crystals are prepared by using excess phthalocyanine ring-forming compound in the synthesis of starting gallium phthalocyanine or by removing insoluble matter from the acid paste of starting gallium phthalocyanine.
    Type: Grant
    Filed: May 23, 1997
    Date of Patent: May 26, 1998
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Fumiaki Tambo, Katsumi Daimon, Yasuo Sakaguchi, Kazuo Yamasaki
  • Patent number: 5753395
    Abstract: There is disclosed an electrophotographic photoreceptor which comprises a titanylphthalocyanine containing 0.2% by weight or less of chlorine in a crystal form with the X-ray diffraction spectrum to Cu--K.alpha. line having peaks at Bragg's angles 2.theta. of 9.5.degree..+-.0.2.degree., 24.1.degree..+-.0.2.degree. and 27.2.degree..+-.0.2.degree..
    Type: Grant
    Filed: March 12, 1996
    Date of Patent: May 19, 1998
    Assignee: Konica Corporation
    Inventors: Akira Kinoshita, Naohiro Hirose, Kazumasa Watanabe, Akihiko Itami
  • Patent number: 5750300
    Abstract: Embodiments of photoconductors and methods of making photoconductors for electophotography are described, each embodiment comprising a complex between metal oxide phthalocyanine compound(s) and hydroxy compound(s). A metal oxide phthalocyanine pigment exhibits extended photoresponse between 850 nm and 1000 nm when it is milled with a specific hydroxy binder, which preferably includes a modified poly-vinyl butyral binder containing a --CH.sub.2 CH.sub.2 OH unit, a cyclohexanol unit, or another hydroxy unit. Optionally, hydroxy solvents or other hydroxy additives may also be included. Preferably, the pigment is dehydrated or hydroxy-starved before milling with the binder and solvents. The metal oxide phthalocyanine pigments and the hydroxy groups form a complex which extends the photo-response of an OPC to wavelengths beyond about 850 nm, in order to achieve higher xerographic speed with higher resolution.
    Type: Grant
    Filed: April 18, 1996
    Date of Patent: May 12, 1998
    Assignee: Hewlett-Packard Company
    Inventor: Khe C. Nguyen
  • Patent number: 5736282
    Abstract: An electrophotographic photoreceptor includes a conductive substrate and a photosensitive layer including a charge generation material and a charge transport material. The charge generation material is a titanyloxyphthalocyanine crystal having a maximum diffraction intensity observed at Bragg angle (2.theta.) of 9.6.degree..+-.0.2.degree. and clear peaks of diffraction intensity observed at 7.22.degree..+-.0.2.degree., 9.60.degree..+-.0.2.degree., 11.60.degree..+-.0.2.degree., 13.40.degree..+-.0.2.degree., 14.88.degree..+-.0.2.degree., 18.34.degree..+-.0.2.degree., 23.62.degree..+-.0.2.degree., 24.14.degree..+-.0.2.degree., and 27.32.degree..+-.0.2.degree., respectively, in a X-ray diffraction spectrum obtained by performing a X-ray diffraction method using CuK.alpha. as a source of radiation, and having a lattice constant of:a=16.3058 .ANG., b=23.078 .ANG., and c=8.7115 .ANG.,.alpha.=101.352.degree., .beta.=23.078.degree., and .gamma.=117.530.degree. ,with an allowable error of .+-.1%.
    Type: Grant
    Filed: May 13, 1996
    Date of Patent: April 7, 1998
    Assignee: Fuji Electric Co., Ltd.
    Inventors: Shinichi Tamura, Youichi Tei, Naoki Itoh, Kazumi Egota, Kenichi Ohkura
  • Patent number: 5731078
    Abstract: A coated donor roll comprises a core with a coating, the coating comprising a charge transporting polymer, an organic acid metal salt compound, and iodine.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: March 24, 1998
    Assignee: Xerox Corporation
    Inventors: Bing R. Hsieh, Joan R. Ewing, Damodar M. Pai, Kathyrn A. Wallace, Jerry H. Taylor, Francois Soos, Joseph R. Weber
  • Patent number: 5725984
    Abstract: The present invention provides .mu.-oxo-aluminum phthalocyanine dimer having a novel polymorph. The .mu.-oxo-aluminum phthalocyanine dimer may be applied to as a charge generator for an organic photoconductive material, such as a high-gamma photoreceptor which is corresponding to a short-wavelength of light sauce (LED). The .mu.-oxo-aluminum phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (20.theta..+-.0.2.degree.) of 6.9.degree., 9.7.degree., 13.8.degree., 15.4.degree., 23.9.degree., and 25.9.degree. in a X-ray diffraction spectrum by CuK .alpha.-ray.
    Type: Grant
    Filed: February 12, 1997
    Date of Patent: March 10, 1998
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Kazuyoshi Kuroda
  • Patent number: 5721080
    Abstract: An electrophotographic recording material comprising a conductive support and a photosensitive layer containing a photoconductive crystalline substituted metal-free phthalocyanine compound and/or mixed crystals of said substituted metal-free phthalocyanine compounds with unsubstituted metal-free phthalocyanine, wherein said substantial metal-free phthalocyanine compound represented by general formula (I) defined herein is substituted with alkyl or alkoxy.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: February 24, 1998
    Assignee: AGFA-GEVAERT, N.V.
    Inventors: David Terrell, Stefaan De Meutter, Bernd Kaletta
  • Patent number: 5718998
    Abstract: The invention is related to an electrophotographic photoreceptor, its preparation, and its use in electrophotography. The instant photoreceptor comprises a conductive substrate and a photosensitive layer containing an organic pigment as a charge generating material, wherein said organic pigment is formed from a soluble organic pigment precursor.Particularly suitable soluble pigment precursors are of formulae (I) or (XIV), ##STR1## wherein A represents a chromophore residue which is a perylene, quinacridone, dioxazine, anthraquinone, azo, phthalocyanine, isoindolinone, isoindoline, indigo, quinophthalone or pyrrolopyrrole with 1 to 5 N atoms bound to the D.sub.1 and D.sub.2 groups, whereby each N atom of A is independently from the other bound to 0, 1 or 2 groups D.sub.1 or D.sub.2 ;D.sub.1 and D.sub.2 are independently a group represented by the general formula ##STR2## x is an integer from 0 to 4; L.sub.1 and L.sub.2 are independently from one other halogen, alkoxy or amino groups, andM.sub.
    Type: Grant
    Filed: December 22, 1995
    Date of Patent: February 17, 1998
    Assignee: Ciba Specialty Chemical Holding, Inc.
    Inventors: Ryuichi Takahashi, Kazuyo Yamamoto, Abul Iqbal, Zhimin Hao
  • Patent number: 5707768
    Abstract: A diamine compound of the following formula (1): ##STR1## wherein R.sub.1 is a hydrogen atom, a lower alkyl group or a lower alkoxy group, each of A.sub.1, A.sub.2 and A.sub.3 which are independent of one another, is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a group of the following formula (2): ##STR2## wherein R.sub.1 is as defined above, and X is a substituted or unsubstituted arylene group or a substituted or unsubstituted heterocyclic bivalent group.
    Type: Grant
    Filed: November 28, 1995
    Date of Patent: January 13, 1998
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Mitsutoshi Anzai, Atsushi Takesue, Takanobu Watanabe, Chieko Inayoshi
  • Patent number: 5688961
    Abstract: A method of manufacturing charge transporting materials which impart a charge transporting property to a polysiloxane resin, and which is soluble in the resin. The charge transporting material is an aromatic substituted tertiary amine with a plurality of aromatic groups, and a silyl group introduced via a hydrocarbon group, into at least one of the aromatic groups. The method is characterized by using an unsaturated aliphatic group bonded to an aromatic group which makes up the silicon-type charge transporting compound, or using a newly bonded unsaturated aliphatic group which is bonded to a silane in which the substituent for silicon is hydrogen or a hydrolyzable group. This is conducted in the presence of a platinum compound as catalyst by means of hydrosilylation. The silicon-type charge transporting material is then brought into contact with an adsorbent for the platinum compound, causing the platinum compound to be adsorbed onto the adsorbent.
    Type: Grant
    Filed: November 4, 1996
    Date of Patent: November 18, 1997
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Nobuo Kushibiki, Kikuko Takeuchi
  • Patent number: 5688619
    Abstract: In a process for producing a chlorogallium phthalocyanine crystal comprising mechanically dry-grinding chlorogallium phthalocyanine and subjected to crystal conversion, the weight ratio of chlorogallium phthalocyanine to the grinding media is set at a range of from 1/5 to 1/000. The resulting chlorogallium phthalocyanine crystal excels in the dispersibility in a binding resin and the stability in the dispersion.
    Type: Grant
    Filed: September 30, 1996
    Date of Patent: November 18, 1997
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Kazuya Hongo, Hitoshi Takimoto
  • Patent number: 5686216
    Abstract: An object of the present invention is to provide a photosensitive member having an excellent durability. A sensitizing solution is prepared by adding a polyester resin (resin A) synthesized using an isophthalic acid, neopentyl glycol, phthalic anhydride and adipic acid, other polyester resins, an X-form metal free phthalocyanine as a phthalocyanine type photoconductive compound and a curing agent to a solvent, and is dip-coated on a polyamide layer on an aluminum plate and then dried and cured to give a photosensitive member.
    Type: Grant
    Filed: November 14, 1995
    Date of Patent: November 11, 1997
    Assignee: Mitsubishi Denki Kabushiki Kaisha
    Inventors: Kazuki Kubo, Takamitsu Fujimoto, Suguru Nagae, Toshio Kobayashi, Kazuko Wakita
  • Patent number: 5683842
    Abstract: Photoconductive imaging members comprised of unsymmetrical dimeric perylene as a charge generator, wherein said perylene is of the following formula ##STR1## wherein R is hydrogen, alkyl, cycloalkyl, substituted alkyl, aryl, substituted aryl, aralkyl or substituted aralkyl group, and X-Y is an unsymmetrical bridging moiety of alkylene, substituted alkylene, arylene, substituted arylene, aralkylene or substituted aralkylene.
    Type: Grant
    Filed: February 26, 1997
    Date of Patent: November 4, 1997
    Assignee: Xerox Corporation
    Inventors: James M. Duff, C. Geoffrey Allen, Ah-Mee Hor, Gordon K. Hamer
  • Patent number: 5677096
    Abstract: An electrophotographic photoconductor, having an electrically conductive supporting substrate, an intermediate layer disposed thereon, a charge generation layer disposed on the intermediate layer, and a charge transport layer disposed on the charge generation layer, wherein the charge generation layer comprises particular titanyl phthalocyanine pigments dispersed in a particular binder resin, is provided which has improved photosensitivity and durability and is readily used for an analogue or digital photocopying machine, laser printer and laser facsimile apparatus.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: October 14, 1997
    Assignee: Ricoh Company, Ltd.
    Inventor: Yasuo Suzuki
  • Patent number: 5656407
    Abstract: A photosensitive material for electrophotography, wherein the charge-generating agent comprises a P-type charge-generating pigment and an N-type charge-generating pigment in combination, at least part of these pigments being present in the form of aggregates in the photosensitive layer. The photosensitive material will assume the form of either a single dispersion type or a laminated layer type, and exhibits very high carrier generation efficiency, strikingly improved sensitivity on the side of long wavelengths, excellent balance in the spectral sensitivity and property after repetitively used, and can hence be effectively used for forming image by the electrophotography.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: August 12, 1997
    Assignee: Mita Industrial Co., Ltd.
    Inventor: Akihiko Kawahara
  • Patent number: 5645965
    Abstract: Photoconductive imaging members comprised of a symmetrical dimeric perylene as a charge generator, wherein said perylene is of the following formulawherein R is hydrogen, alkyl, cycloalkyl, oxaalkyl, substituted alkyl, aryl, substituted aryl, aralkyl or substituted aralkyl, and X is the symmetrical bridging moiety, N--N, alkylene, when n is zero, substituted alkylene, cycloalkylene, arylene, substituted arylene, aralkylene, or substituted aralkylene.
    Type: Grant
    Filed: August 8, 1996
    Date of Patent: July 8, 1997
    Assignee: Xerox Corporation
    Inventors: James M. Duff, Charles G. Allen, Ah-Mee Hor, Gordon K. Hamer
  • Patent number: 5643703
    Abstract: A hydroxygallium phthalocyanine crystal, having distinct diffraction peaks at Bragg angles (20+/-0.2.degree.) of 7.0.degree., 13.4.degree., 16.6.degree., 26.0.degree. and 26.7.degree. to CuK.alpha. characteristic X-ray in X-ray diffraction spectrum; a process for preparing the hydroxygallium phthalocyanine crystal; and a electrophotographic photoreceptor comprising the hydroxygallium phthalocyanine crystal.
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: July 1, 1997
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Katsumi Daimon, Katsumi Nukada, Yasuo Sakaguchi, Ryosaku Igarashi
  • Patent number: 5629116
    Abstract: An electrophotographic photosensitive member and a process cartridge and an electrophotographic apparatus. The process cartridge and the electrophotographic apparatus both contain the electrophotographic photosensitive member. The electrophotographic photosensitive member constitutes a conductive substrate and a photosensitive layer on the substrate.
    Type: Grant
    Filed: March 6, 1995
    Date of Patent: May 13, 1997
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yoshio Kashizaki, Akihiro Senoo, Masato Tanaka
  • Patent number: 5626999
    Abstract: Disclosed are a phthalocyanine composition having main diffraction peaks at 7.5.degree., 22.5.degree., 24.3.degree., 25.3.degree. and 28.6.degree. of Bragg angles (2.theta..+-.0.2.degree.) in an X-ray powder diffraction spectrum with Cu K.alpha. radiation, a process for preparing the same, an electrophotographic photoreceptor using the same and a coating solution for a charge generation layer containing the same. The composition is made from a mixture of a titanylphthalocyanine and a halogenated group IIIA metal phthalocyanine which has been made amorphous by a strong mineral acid and crystallized from an organic solvent.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: May 6, 1997
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Mikio Itagaki, Shigeru Hayashida, Megumi Matsui, Hiroko Ishikawa, Yoshii Morishita, Takayuki Akimoto
  • Patent number: 5622801
    Abstract: An electrophotographic photoreceptor comprising a conductive substrate having thereon a photosensitive layer, the photosensitive layer containing a hydroxymetal or hydroxysilicon phthalocyanine pigment represented by formula (I) as a charge generating material, the phthalocyanine pigment having been treated with an organometallic compound having a hydrolyzable functional group or a hydrolysis product thereof: ##STR1## wherein Me represents Al, Ga, In, Si, Ge or Sn; X represents H, Cl, Br or I; m represents an integer of from 1 to 4; and n represents 1 where Me is Al, Ga or In, or 2 where Me is Si, Ge or Sn.
    Type: Grant
    Filed: October 4, 1995
    Date of Patent: April 22, 1997
    Assignee: Fuji Xerox Co., Ltd
    Inventors: Hidemi Nukada, Takahiro Suzuki, Katsumi Nukada, Katsumi Daimon, Yasuo Sakaguchi
  • Patent number: H1695
    Abstract: A one-step method of manufacturing soluble phthalocyanines and metallophthalocyanines, like zinc phthalocyanine, by converting a phthalocyanine or a metallophthalocyanine to a trialkylsilyl-substituted derivative is disclosed. The phthalocyanine or metallophthalocyanine is converted to a soluble trialkylsilyl-substituted derivative by interacting the phthalocyanine or metallophthalocyanine with an active metal amide, like lithium 2,2,6,6-tetramethylpiperidide, and a halotrialkylsilane, like chlorotrimethylsilane, to provide a phthalocyanine compound, like phthalocyanine monomers, dimers or polymers, metalated or unmetalated, that are soluble in organic media.
    Type: Grant
    Filed: June 1, 1990
    Date of Patent: November 4, 1997
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Jerome W. Rathke, Michael J. Chen, Carol M. Fendrick