Boron, Germanium, Phosphorus Or Silicon Containing Patents (Class 540/128)
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Patent number: 5360475Abstract: A process for preparing a hydroxymetal phthalocyanine pigment containing a central metal atom selected from aluminum, gallium, indium, silicon, germanium and tin and having a novel crystal form is disclosed, comprising treating a precursor of a hydroxymetal phthalocyanine pigment with an acid and treating the precipitated hydroxymetal phthalocyanine pigment with a solvent under an acidic condition. The resulting hydroxymetal phthalocyanine pigment includes hydroxygallium crystals showing distinct diffraction peaks at Bragg angles (2.theta..+-.0.2.degree.) of (1) 8.2.degree., 12.4.degree., 16.5.degree. and 26.3.degree. or (2) 6.8.degree., 12.5.degree. and 26.4.degree.. The resulting hydroxymetal phthalocyanine pigment exhibits high photosensitivity and excellent stability as a charge generating material of an electrophotographic photoreceptor.Type: GrantFiled: October 5, 1993Date of Patent: November 1, 1994Assignee: Fuji Xerox Co., Ltd.Inventors: Katsumi Nukada, Katsumi Daimon, Yasuo Sakaguchi
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Patent number: 5348840Abstract: An optical recording medium which has physical and chemical stability, has high sensitivity to laser light and permits accurate recording and highly reliable reproduction. The medium comprises a transparent substrate and a recording layer formed on the substrate, the recording layer being formed of an organic thin layer containing at least one of phthalocyanine compounds of the formula [1].Type: GrantFiled: May 5, 1993Date of Patent: September 20, 1994Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Makoto Sakamoto, Michiko Tamano
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Patent number: 5346670Abstract: Red-shifted, water-soluble, fluorescent, monomerically-tetherable derivatives having the formula: ##STR1##wherein, M represents either H.sub.2 or is selected from among the following metals: aluminum, silicon, phosphorus, gallium, germanium, cadmium, scandium, magnesium, tin, and zinc. Each R.sub.1 is independently selected from --XYW, --YW, and --W. X represents either a carbon, or heteroatom selected from among oxygen, nitrogen, sulfur, phosphorus, silicon, and selenium; Y represents a linking group; and W represents a water solubilizing group. The substituent R.sub.2 is selected from among --A, --Y'A, --XA, and --XY'A, where A denotes a biological entity such as an antibody, antibody fragment, nucleotide, nucleic acid probe, antigen, oligonucleotide, deoxynucleotide, dideoxynucleotide, avidin, streptavidin or membrane probe, or R.sub.2 is a reactive or activatable group suitable for conjugating to a biological entity.Type: GrantFiled: June 8, 1992Date of Patent: September 13, 1994Assignee: British Technology Group U.S.A. Inc.Inventors: George E. Renzoni, Deborah C. Schindele, Louis J. Theodore, Clifford C. Leznoff, Karen L. Fearon, Barry V. Pepich
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Patent number: 5322760Abstract: A nonlinear optical element comprising a tetraazaporphyrin compound represented by the formula (I): ##STR1## This nonlinear optical element is excellent in that it is improved over low switching speed of the conventional inorganic materials and over small nonlinearity and poor chemical and physical stability and workability of the conventional organic materials.Type: GrantFiled: November 29, 1991Date of Patent: June 21, 1994Assignee: Hitachi, Ltd.Inventors: Yuzo Itoh, Atsushi Kakuta, Akio Mukoh
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Patent number: 5284943Abstract: Special tetraazaporphins containing Si, Ge or Sn as the central metal are useful for forming a recording layer in an optical recording medium.Type: GrantFiled: January 22, 1992Date of Patent: February 8, 1994Assignee: Hitachi Chemical Company, Co.Inventors: Seiji Tai, Nobuyuki Hayashi, Koichi Kamijima, Mitsuo Katayose, Takayuki Akimoto, Hideo Hagiwara
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Patent number: 5280114Abstract: Halogenated alkoxyphthalocyanine having a controlled grade of halogenation can be prepared by reacting a single compound or a mixture of phthalocyanine represented by the formula (1): ##STR1## wherein R.sup.1 is a substituted or unsubstituted alkyl group and may be the same or different, and Met is two hydrogen atoms, a divalent metal atom or a trivalent or tetravalent metal derivative, with 1 to 6 mole ratio of a halogenating agent at 0.degree. to 260.degree. C. in a solvent of from 1 to 1000 times by weight.Type: GrantFiled: July 12, 1991Date of Patent: January 18, 1994Assignees: Mitsui Toatsu Chemicals, Incorporated, Yamamoto Chemicals, IncorporatedInventors: Hisato Itoh, Takahisa Oguchi, Shin Aihara
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Patent number: 5270463Abstract: A method for preparing a halogenated alkoxyphthalocyanine represented by the formula (7) ##STR1## wherein R.sup.3 to R.sup.6 may be different and each of them is a secondary alkyl group, X is a halogen atom, n is the number of X and in the range of from 1 to 4, and Met is two hydrogen atoms, a divalent metal atom, or a trivalent or a tetravalent metallic derivative, which comprises the step of reacting a metal or a metallic compound with one to four kinds of raw materials selected from the group consisting of phthalonitriles represented by the following formula (1) and diiminoisoindolines represented by the following formula (2) ##STR2## wherein R.sup.1 is a secondary alkyl group, X is a halogen atom, and each of p and q is 0 or 1, but in at least one raw material, p or q is 1, and halogenated alkoxyphthalocyanine prepared by said method.Type: GrantFiled: July 1, 1991Date of Patent: December 14, 1993Assignees: Mitsui Toatsu Chemicals, Incorporated, Yamamoto Chemicals, IncorporatedInventors: Hisato Itoh, Katashi Enomoto, Takahisa Oguchi, Tutomu Nishizawa
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Patent number: 5260435Abstract: A derivative of naphthalocyanine containing a perfluoroalkyl group and having a particular structure for ensuring excellent weather-proof properties, extremely high solubility in various solvents and capability of forming a film, and an optical recording medium prepared by using the derivative and capable of recording while using a focused beam of a semiconductor laser or the like. The derivative of naphthalocyanine containing a perfluoroalkyl group may be prepared by reacting a perfluoroalkanoyl peroxide having a particular structure with a naphthalocyanine.Type: GrantFiled: March 18, 1992Date of Patent: November 9, 1993Assignees: Nippon Oil and Fats Co., Ltd., Hitachi Chemical Co., Ltd.Inventors: Hideo Sawada, Motohiro Mitani, Masaharu Nakayama, Yoshii Morishita, Mitsuo Katayose, Tadashi Okamoto, Nobuyuki Hayashi
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Patent number: 5219706Abstract: There are disclosed a novel naphthalocyanine derivative represented by the general formula [I] or [II] shown below, a process for preparing said derivative, an optical information recording medium using said derivative, and a process for preparing thereof: ##STR1## wherein M is a metal, metal oxide, metal hydroxide and the like, R.sup.1 is an alkyl group of 1-22 carbon atoms, n is an integer of 1 to 4, and Y.sub.1 and Y.sub.2 aryloxy group and the like.Type: GrantFiled: January 21, 1992Date of Patent: June 15, 1993Assignee: Hitachi, Ltd.Inventors: Seiji Tai, Shigeru Hayashida, Nobuyuki Hayashi, Yasushi Iwakabe, Shunichi Numata, Noriyuki Kinjo, Susumu Era, Setsuo Kobayashi, Akio Mukoh, Yoshio Sato
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Patent number: 5217856Abstract: Special tetraazaporphins containing Si, Ge or Sn as the central metal are useful for forming a recording layer in an optical recording medium.Type: GrantFiled: April 6, 1989Date of Patent: June 8, 1993Assignee: Hitachi Chemical Co., Ltd.Inventors: Seiji Tai, Nobuyuki Hayashi, Koichi Kamijima, Mitsuo Katayose, Takayuki Akimoto, Hideo Hagiwara
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Patent number: 5166197Abstract: The present invention relates to a series of novel phthalocyanine compositions (or compounds) suitable for use as photosensitizers for photodynamic therapy. Specifically, the invention relates to a series of new aluminum (Al) and/or silicon (Si) phthalocyanines having substituted amine or quaternary ammonium axial ligands attached to the central metal, and the use of these new phthalocyanine compositions for the treatment of cancer through photosensitization. Moreover, the present invention is directed to the methods of preparing these compositions for use in photodynamic therapy.Type: GrantFiled: July 17, 1990Date of Patent: November 24, 1992Inventors: Malcolm E. Kenney, Nancy L. Oleinick, Boris D. Rihter
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Patent number: 5149847Abstract: Disclosed is a novel naphthalocyanine compound which strongly absorbs light of near infrared region and which is chemically stable and highly soluble to an organic solvent. The naphthalocyanine compound is represented by the following formula [1]; ##STR1## wherein X represents ##STR2## (provided that R.sup.1 and R.sup.2 respectively represent a hydroxyl group, an alkyl group, an aryl group or an alkoxy group,) and M represents 2H, a metal atom, a metal oxide residue or a metal chloride residue. The present invention also provides a process for producing the naphthalocyanine compound, an intermediate thereof and a process for producing the intermediate.Type: GrantFiled: May 15, 1991Date of Patent: September 22, 1992Assignee: Orient Chemical Industries, Ltd.Inventor: Yasuhiro Yamasaki
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Patent number: 5135717Abstract: Red-shifted, water-soluble, fluorescent, monomerically-tetherable derivatives having the formula: ##STR1## wherein, M represents either H.sub.2 or is selected from among the following metals: aluminum, silicon, phosphorus, gallium, germanium, cadmium, scandium, magnesium, tin, and zinc. Each R.sub.1 is independently selected from --XYW, --YW, and --W. X represents either a carbon, or heteroatom selected from among oxygen, nitrogen, sulfur, phosphorus, silicon, and selenium; Y represents a linking group; and W represents a water solubilizing group. The substituent R.sub.2 is selected from among --A, --Y'A, --XA, and --XY'A, where A denotes a biological entity such as an antibody, antibody fragment, nucleotide, nucleic acid probe, antigen, oligonucleotide, deoxynucleotide, dideoxynucleotide, avidin, streptavidin or membrane probe, or R.sub.2 is a reactive or activatable group suitable for conjugating to a biological entity.Type: GrantFiled: August 29, 1989Date of Patent: August 4, 1992Assignee: British Technology Group USA Inc.Inventors: George E. Renzoni, Deborah C. Schindele, Louis J. Theodore, Clifford C. Leznoff, Karen L. Fearon, Barry V. Pepich
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Patent number: 5081236Abstract: An electrophotographic plate comprising an electroconductive support and a photoconductive layer containing a naphthalocyanine compound having siloxy groups bonded to the central metal silicon as a charge generating substance has high sensitivity to the longer wavelength light of about 800 nm without conducting a special treatment.The naphthalocyanine compound having siloxy groups bonded to the central metal silicon has the following formula: ##STR1## wherein L is a group of the formula: R.sub.1 R.sub.2 R.sub.3 Si--O--; and R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen, an alkyl group or an alkoxy group.Type: GrantFiled: May 3, 1989Date of Patent: January 14, 1992Assignee: Hitachi Chemical Company, Ltd.Inventors: Shigeru Hayashida, Seiji Tai
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Patent number: 5075203Abstract: A naphthalocyanine derivative having at least one substituent of the formula: SO.sub.2 R.sup.1, wherein R.sup.1 is an alkyl group, a substituted alkyl group or an aryl group is excellent in ability to absorb diode laser beams and suitable for use in an optical recording medium.Type: GrantFiled: August 22, 1989Date of Patent: December 24, 1991Assignee: Hitachi Chemical Company, Ltd.Inventors: Mitsuo Katayose, Nobuyuki Hayashi, Seiji Tai, Takayuki Akimoto, Koichi Kamijima, Hideo Hagiwara
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Patent number: 5068339Abstract: Triggerable dioxetanes with a fluorescent molecule containing group bonded or tethered in the dioxetane so as to produce fluorescence from the group are described. The compounds are useful in immunoassays and in probes using enzymes or other chemicals for triggering the dioxetanes to produce light from the flurorescent molecule in the group as a signal.Type: GrantFiled: November 13, 1989Date of Patent: November 26, 1991Assignee: Board of Governors of Wayne State UniversityInventors: Arthur P. Schaap, Hashem Akhavan-Jaffi
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Patent number: 5064951Abstract: Disclosed is a novel naphthalocyanine compound which strongly absorbs light or near infrared region and which is chemically stable and highly soluble to an organic solvent. The naphthalocyanine compound is represented by the following formula [1]; ##STR1## wherein X represents ##STR2## (provided that R.sup.1 and R.sup.2 respectively represent a hydroxyl group, an alkyl group, an aryl group or an alkoxy group.) and M represents 2H, a metal atom, a metal oxide residue or a metal chloride residue. The present invention also provides a process for producing the naphthalocyanine compound, an intermediate thereof and a process for producing the intermediate.Type: GrantFiled: April 4, 1990Date of Patent: November 12, 1991Assignee: Orient Chemical Industries, Ltd.Inventor: Yasuhiro Yamasaki
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Patent number: 5061596Abstract: Thin radiation sensitive coating films contain silicon naphthalocyanines of the formula ##STR1## where Nc is the radical of a naphthalocyanine system which may be substituted by C.sub.1 -C.sub.10 -alyl or C.sub.1 -C.sub.10 -alkoxy, andR.sup.1 and R.sup.2 are indentical or different and each is independently of the other a radical of the formula ##STR2## where R.sup.3 is branched C.sub.6 -C.sub.20 -alkyl of the formula ##STR3## where n is from 1 to 5 and R.sup.6 and R.sup.7 independently of each other are C.sub.1 -C.sub.16 -alkyl, and R.sup.4 and R.sup.5 are independently of each other C.sub.1 -C.sub.10 -alkyl or the radical OR.sup.3 where R.sup.3 is as defined above, or the radical R.sup.1 may also be C.sub.1 -C.sub.10 -alkyl.Type: GrantFiled: March 10, 1989Date of Patent: October 29, 1991Assignee: BASF AktiengesellschaftInventors: Bernhard Albert, Peter Neumann, Sibylle Brosius
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Patent number: 5059510Abstract: Provided is an information recording medium, e.g., an optical recording medium, and a method for recording information thereon. The information layer of the recording medium comprises an organo macrocyclic chromophore containing a central hetero atom or two central hydrogen atoms or isotopes of hydrogen, e.g., a naphthalocyanine having silicon as the hetero atom, which chromophore is substituted with at least one substituent conferring film forming properties to the chromophore, e.g., a monomer or oligomeric substituent comprised of acid, amide or ester units. The information layer thereby offers excellent thermomechanical properties and exhibits excellent absorption properties all in a single component material. By utilizing a single component material, the problem of dye/polymer phase separation frequently encountered in dye/polymer mixtures is also overcome.Type: GrantFiled: August 22, 1989Date of Patent: October 22, 1991Assignee: Hoechst Celanese Corp.Inventors: R. Sidney Jones, Jr., David E. Nikles, Malcolm E. Kenney
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Patent number: 5047312Abstract: An optical recording medium contains silicon naphthalocyanines of the formula ##STR1## where Nc is the radical of a naphthalocyanine system which may be substituted by alkyl, alkoxy, aryl or aralkyl, andR.sup.1 and R.sup.2 are each independently of the other a radical of the formula (O).sub.n R.sup.3, where n is 0 or 1 and R.sup.3 is an unsubstituted radical, or ##STR2## where R.sup.3 is as defined above and R.sup.4 and R.sup.5 are each independently of the other alkyl, alkoxy or (O).sub.n R.sup.3 or R.sup.1 is alkyl.Type: GrantFiled: August 22, 1989Date of Patent: September 10, 1991Assignee: BASF AktiengesellschaftInventors: Bernhard Albert, Peter Neumann, Sibylle Brosius
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Patent number: 5039600Abstract: A naphthalocyanine derivative having as substituents at least one group of a formula: SR.sup.1 wherein R.sup.1 is --(CR.sup.2 R.sup.3).sub.x SiR.sup.4 R.sup.5 R.sup.6, in which R.sup.2 to R.sup.6 are H, alkyl groups, etc. is excellent in solubility in saturated hydrocarbon solvents and in absorption of semiconductor laser lights and thus, is suitable for producing optical recording media.Type: GrantFiled: January 4, 1990Date of Patent: August 13, 1991Assignee: Hitachi Chemical Company, Ltd.Inventors: Seiji Tai, Nobuyuki Hayashi, Koichi Kamijima, Takayuki Akimoto, Mitsuo Katayose, Hideo Hagiwara
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Patent number: 5039798Abstract: Provided are novel naphthalocyanine dimer compounds of the general formula:RO--YNc--O--NcY--OR (I)wherein Nc represents a naphthalocyanine moiety, which can be substituted or unsubstituted; Y represents a central hetero atom of the naphthalocyanine moiety; and, OR represents an alkoxide cap bonded to the central hetero atom Y, with the first carbon atom of the alkoxide (OR) capping group being a tertiary carbon. Also provided is a method for preparing the dimer compounds, which method comprises reacting a naphthalocyanine dihalide in solution with a tertiary alcohol and a nucleophile. The process efficiently and reproducibly provides a naphthalocyanine oxo-bridged dimer having terminal alkoxide caps.Type: GrantFiled: March 1, 1990Date of Patent: August 13, 1991Assignee: Hoechst Celanese Corp.Inventor: Robert E. Johnson
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Patent number: 5034309Abstract: Novel naphthalocyanine derivatives are disclosed in the specification are useful for forming a recording layer in an optical recording medium. These derivatives are represented by the following formula (I): ##STR1## in which k, l, m and n, which may be the same or different, are zero or integers of 1 to 4, k+l+m+n being an integer of 1 or more; R.sup.1 's in a number of (k+l+m+n), which may be the same or different, are alkyl groups, substituted alkyl groups, or aryl groups; M is Si, Ge or Sn; and two Y's, which may be the same or different, are aryloxyl groups, alkoxyl groups, trialkylsiloxyl groups, triarylsiloxyl groups, trialkoxysiloxyl groups, triaryloxysiloxyl groups, trityloxyl groups, or acyloxyl groups. These derivatives are especially useful in the preparation of an optical recording medium.Type: GrantFiled: June 24, 1988Date of Patent: July 23, 1991Assignees: Hitachi Chemical Co., Ltd., Hitachi, Ltd.Inventors: Seiji Tai, Shigeru Hayashida, Nobuyuki Hayashi, Hideo Hagiwara, Mitsuo Katayose, Koichi Kamijima, Takayuki Akimoto, Susumu Era, Setsuo Kobayashi, Akio Mukoh
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Patent number: 5032495Abstract: An optical recording medium contains tetraazaporphyrins of the formula ##STR1## where L.sup.1, L.sup.2, L.sup.3 and L.sup.4 are each independently of the others the radical of a bicyclic aromatic heterocycle containing 1 to 3 identical or different heteroatoms selected from the group consisting of N, O and S, which may be substituted, andR.sup.1 and R.sup.2 have defined meanings.Type: GrantFiled: August 18, 1989Date of Patent: July 16, 1991Assignee: BASF AktiengesellschaftInventors: Bernhard Albert, Peter Neumann, Rolf-Dieter Kohler
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Patent number: 5024926Abstract: Near-infrared absorbers which contain phthalocyanine derivatives in which the four benzene rings contained in the molecule independently have 1 to 4 substituents are light and thermal resistant and possess high molar extinction coefficients. Such near-infrared absorbers are useful in optical recording media, near-infrared absorption filters, and liquid crystal display devices.Type: GrantFiled: October 1, 1990Date of Patent: June 18, 1991Assignees: Mitsui Toatsu Chemicals, Incorporated, Yamamoto Chemicals, IncorporatedInventors: Hisato Itoh, Katashi Enomoto, Takahisa Oguchi, Tsutomu Nishizawa
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Patent number: 5023168Abstract: Provided is a method for preparing polysiloxy containing naphthalocyanine compounds. The method comprises reacting a cyclosiloxane with a nucleophile to open the ring of the cyclosiloxane. The ring opened cyclosiloxane is then reacted with a naphthalocyanine precursor and a capping group compound. The nucleophile can perform the dual role of the nucleophile and the capping group compound. The method permits the preparation of siloxane containing naphthalocyanine compounds in a more proficient manner through the use of cyclosiloxanes as reactants.Type: GrantFiled: March 1, 1990Date of Patent: June 11, 1991Assignee: Hoechst Celanese Corp.Inventor: Robert E. Johnson
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Patent number: 5021563Abstract: A metal naphthalocyanine derivative and process for producing said derivative which is represented by the following formula (I): ##STR1## wherein M represents germanium or tin; L and L' each independently represent a halogen, a hydroxyl group, an alkyl group, an alkoxy group or a siloxy group of the formula R.sub.1 R.sub.2 R.sub.3 SiO-- (wherein R.sub.1, R.sub.2 and R.sub.3 each independently represent a hydrogen atom, an alkyl group, an alkoxy group or an aryl group).Type: GrantFiled: October 6, 1989Date of Patent: June 4, 1991Assignees: Hitachi Chemical Company, Ltd., Hitachi, Ltd.Inventors: Shigeru Hayashida, Seiji Tai, Nobuyuki Hayashi, Yasushi Iwakabe, Noriyuki Kinjo, Shunichi Numata
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Patent number: 5009986Abstract: A novel naphthalocyanine based compound having Si atom as a central metal and groups selected from ##STR1## CN, and --CH.dbd.CH.sub.2 which is bonded to said Si atom via a specific hydrocarbon group, by which solubility in an organic solvent, compatibility with a polymeric substance and durability against an infrared ray are improved. The compound may be incorporated into a polymeric substance layer to form a recording layer of an optical recording medium.Type: GrantFiled: January 17, 1990Date of Patent: April 23, 1991Assignee: Teijin LimitedInventors: Takayuki Kawaguchi, Takashi Shiro, Kaoru Iwata, Takahiro Daido
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Patent number: 4977068Abstract: Provided is a novel aromatic ether capped naphthalocyanine compound containing a central hetero atom having a siloxy group substituent off of said hetero atom, with said siloxy substituent having the formula--OSiR.sub.1 R.sub.2 --ZArwhereinR.sub.1 and R.sub.2 can be the same or different, and can be alkyl having from 1 to about 18 carbons; aryl having from 6 to 10 carbons; cycloalkyl having at least 4 carbons or alkoxy having at least 3 carbons,Z is O or S, andAr is an aromatic moiety.Also provided is a process for preparing a naphthalocyanine compound containing a central hetero atom having a siloxy group substituent off of said hetero atom, with said siloxy group containing a terminal ether function, which process comprises reacting in the presence of a nucleophile in a moisture free environment(i) a naphthalocyanine dihydroxy compound,(ii) a compound of the formula SiR.sub.1 R.sub.2 L.sub.2, wherein R.sub.1 and R.sub.Type: GrantFiled: March 9, 1990Date of Patent: December 11, 1990Assignee: Hoechst Celanese Corp.Inventor: Palaiyur S. Kalyanaraman
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Patent number: 4977291Abstract: A process of producing a silanic or siloxanic compound containing at least one cycloalkyl ring by the hydrogenation of a corresponding compound containing at least one aromatic ring, in the presence of a Raney nickel catalyst having a granulometry comprised essentially between 10 and 150 micrometers and a surface area of at least 80 m.sup.2 /g.Type: GrantFiled: September 15, 1989Date of Patent: December 11, 1990Assignee: Istituto Guido Donegani S.p.A.Inventors: Francesco Gementi, Loris Sogli, Raffaele Ungarelli
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Patent number: 4943681Abstract: An optical recording medium which comprises an organic thin film layer containing at least one of phthalocyanine compounds, due to which high light absorptivity to laser beams and high recording sensitivity can be obtained. The optical recording medium provided by the present invention has high chemical and physical stability. There is also disclosed a process for the production of the optical recording medium.Type: GrantFiled: December 22, 1989Date of Patent: July 24, 1990Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Takeshi Sato, Shuji Miyazaki, Makoto Sakamoto, Motonori Ando
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Patent number: 4927735Abstract: Disclosed are a novel naphthalocyanine dye shown in the specification, a method for preparing the same, and an optical information recording medium employing the same.According to the present invention, there can be obtained a novel naphthalocyanine dye, a method for preparing the same, and an optical information recording medium employing the same, which has excellent characteristics in recording/reading out property and in reading stability.Type: GrantFiled: December 31, 1987Date of Patent: May 22, 1990Assignee: Hitachi Chemical Company, Ltd.Inventors: Susumu Era, Setsuo Kobayashi, Akio Mukoh
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Patent number: 4900817Abstract: Compounds are disclosed which comprise parallel, multiring, porphyrin-related compounds, particularly two-ring phthalocyanine compounds, which have a coordinating atom, either a metal or a metalloid, located at their center. The coordinating atoms in adjacent rings are connected by an oxygen bridge along an axial backbone disposed at right angles to the rings, and the coordinating atom and the ring on one end of the axis has a hydrophilic group attached thereto, while the coordinating atom in the ring at the other end of the axis has a hydrophobic group attached to it. Semiconducting films made from such compounds and devices made from such films, especially gas sensors, are also disclosed.Type: GrantFiled: May 31, 1988Date of Patent: February 13, 1990Assignee: Edison Polymer Innovation CorporationInventors: Daniel A. Batzel, Scott E. Rickert, Malcolm E. Kenney
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Patent number: 4842970Abstract: There is disclosed an electrophotographic plate comprising an electroconductive supporting substrate and a photoconductive layer formed thereon, wherein the photoconductive layer contains an organic photoconductive material as a charge generation material, said organic photoconductive material being a naphthalocyanine compound represented by the formula ##STR1## or the general formula ##STR2## wherein M denotes one member selected from the group consisting of Cu, Zn, Mg, OTi, OV, ClAl ClGa, ClIn, Cl.sub.2 Si, Cl.sub.2 Ge, and Cl.sub.2 Sn.Type: GrantFiled: April 20, 1988Date of Patent: June 27, 1989Assignee: Hitachi Chemical Co., Ltd.Inventors: Seiji Tai, Shigeru Hayashida, Nobuyuki Hayashi
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Patent number: 4814256Abstract: An optical recording material possesses a light-absorbing layer on a base, the said layer containing one or more colorants of the formula (I) ##STR1## where M is two hydrogen atoms or Fe, Cu, Co, Ni, Pb, Cr, Mn, VO, TiO, ZrO, Nb, Ta, Pd, SiCl.sub.2, Sn or SnX.sub.2, X is Cl, Br or I, and A is a divalent radical of an unsaturated, unsubstituted or substituted carbocyclic ring system.The colorants (I) present on the novel recording materials have a high absorption in the range from 650 to 850 nm and accordingly can be written on and read by means of a laser. The colorants can be applied as 20-1000 nm layers on a suitable base by vapor deposition or as a solution or dispersion, with or without the addition of a polymeric binder, by a conventional method.The layers are very stable to atmospheric influences and daylight.Type: GrantFiled: July 2, 1987Date of Patent: March 21, 1989Assignee: BASF AktiengesellschaftInventors: Reinhard Aldag, Peter Neumann
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Patent number: 4783386Abstract: Provided is an optical information recording medium and a method of recording information thereon. The information layer of the recording medium comprises an anthracyanine or phenanthracyanine chromophore compound. In a preferred embodiment, the chromophore is substituted with at least one substituent conferring film forming properties to the chromophore, e.g., a monomer or oligomeric substituent comprised of acid, amide or ester units. The resulting information layer exhibits strong absorption in the range of from about 780-850 nm. Employing an anthracyanine or phenanthracyanine chromophore substituted with a film forming substituent further offers the advantages of a single component material exhibiting good thermomechanical properties.Type: GrantFiled: January 12, 1987Date of Patent: November 8, 1988Assignee: Hoechst Celanese CorporationInventors: David E. Nikles, R. Sidney Jones, Jr., James E. Kuder
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Patent number: 4745187Abstract: Water-soluble phthalocyanine dyestuffs having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups are prepared by reaction of phthalocyanine sulfonyl chlorides, which may contain sulfo groups, with a primary or secondary amine having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups and, if appropriate, with a second primary or secondary amine of the aliphatic, heterocyclic or aromatic series, in the presence of a pyridinesulfonamide or pyridinecarboxamide.Type: GrantFiled: January 29, 1987Date of Patent: May 17, 1988Assignee: Hoechst AktiengesellschaftInventor: Hartmut Springer
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Patent number: 4652635Abstract: A method for converting ether groups such as alkyl or aryl ether groups including hydroquinone ether groups to hydroxyl groups and ester groups such as alkyl or aryl ester groups to carboxylic acid groups which comprises reacting a compound including at least one ether and/or ester group with a 2-halo-1,3,2-benzodioxaborole to form an intermediate and hydrolyzing the intermediate such as by quenching it into water to form the desired final product.Type: GrantFiled: June 15, 1984Date of Patent: March 24, 1987Assignee: Polaroid CorporationInventor: Patrick F. King
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Patent number: 4648992Abstract: Novel phthalocyanine compounds are described, which have the formula ##STR1## in which MePc is the Si(IV)-, P(V)-, Ti(IV)-, Ge(IV)-, Cr(IV)-, Ga(III)-, Zr(IV)-, In(III)-, Sn(IV)- or Hf(IV)- phthalocyanine or -naphthalocyanine ring system, A is an anionic, nonionic or cationic group which imparts solubility in water, Z is the counter-ion to A, if the latter is an ionic group, and is 0 if A is a nonionic group, n is any desired number from 1 to 8, Y is a neutral substituent which does not impart solubility in water and p is any desired number from 0 to 6, it being possible for the groups AZ and Y present in the molecule to be identical or different in either case, and the sum of n+p being not more than 8 and MePc not being the Sn(IV)-phthalocyanine or Sn(IV)-naphthalocyanine ring system if p is 0 and if the only groups imparting water-solubility in the molecule are sulfo groups.Type: GrantFiled: February 11, 1985Date of Patent: March 10, 1987Assignee: Ciba-Geigy CorporationInventors: Gregor Graf, Gerd Holzle, Gerhard Reinert
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Patent number: 4606859Abstract: An infra-red absorbing phthalocyanine compound in which each of at least five of the peripheral carbon atoms in the 1, 4, 5, 8, 9, 12, 13 or 16 positions (the "3,6-positions") of the phthalocyanine nucleus, as shown in Formula I, is linked by an atom from Group VB or Group VIB of the Periodic Table, other than oxygen, to a carbon atom of an organic radical. In preferred compounds each of the eight 3,6-positions is linked by an atoms from Group VB or Group VIB, especially sulphur, selenium or nitrogen, to an organic radical.Type: GrantFiled: March 21, 1985Date of Patent: August 19, 1986Assignee: Imperial Chemical Industries PLCInventors: Peter J. Duggan, Paul F. Gordon