Abstract: A titanylphthalocyanine crystal having an X-ray diffraction spectrum having plural diffraction peaks and a primary particle diameter not greater than 0.2 &mgr;m, wherein a maximum diffraction peak is observed at a Bragg (2&thgr;) angle of 27.2±0.2°; main peaks are observed at 9.4°, 9.6° and 24.0°; and a minimum diffraction peak is observed at 7.3°; and preferably no diffraction peak is observed at an angle greater than 7.3° and less than 9.4° when a specific X-ray of CuK&agr; having a wavelength of 1.542 Å irradiates the titanylphthalocyanine crystal.

Abstract: A crystalline phase of titanyl oxyphthalocyanine, referred to herein as the S-phase, has an internal blend of lattice arrangements is provided by treatment of the gamma-form of titanyl oxyphthalocyanine. The S-phase is a truly new phase, and not a mixture of particles of various phases (e.g., combinations of the beta-phase and the gamma-phase), with internal lattice distributions of atoms and molecules forming a new, non-continuous, non-uniform lattice structure. The x-ray spectrum shows a blend of diffraction peaks, having peaks that have previously been distinctly present only collectively among various crystalline forms of titanyl oxyphthalocyanine, but can now be provided in a single crystalline form. The visible spectra show significant absorption differences. The novel S-form titanyl oxyphthalocyanine is also used in a photoconductor displaying major peaks of Bragg's 2 theta angle to the CuK-alpha characteristic X-ray (wavelength 1.541 Angstrom) at least at 9.5±0.2 degrees, 9.7±0.

Abstract: A di-substituted alkylene glycolate titanium phthalocyanine compound comprising a reaction mixture of a threo-alkanediol having one hydroxy group per each of the two adjacent carbon atoms, said carbon atoms each being a secondary carbon atom, and an oxytitanium phthalocyanine compound, and an organic photoconductor comprising the di-substituted alkylene glycolate titanium phthalocyanine compound are disclosed.

Abstract: The present invention relates to a titanyl phthalocyanine crystal having excellent storage stability of coating solution, to satisfy that (a) the crystal does not have a peak of a change in temperature except for a peak associated with evaporation of adsorbed water in differential scanning calorimetry or that (b) the crystal recovered after dipping in an organic solvent for 24 hours at least a maximum peak at a Bragg angle 2&thgr;±0.2°=27.2° and has no peak at 26.2° in a CuK &agr; characteristic X-ray diffraction spectrum, and a method of producing the same; and an electrophotosensitive material using the above crystal, and a method of producing the same.

Abstract: A composite metal phthalocyanine crystal particle is disclosed. In the composite metal phthalocyanine crystal particle, metal phthalocyanine compound A in an amount of at least 0.001 to less than 0.1 weight part is uniformly dispersed at the molecular level in 100 weight parts of metal phthalocyanine compound B which has a different chemical structure from said metal phthalocyanine compound A.

Abstract: The invention relates to a new polymorphic pigmentary form of phthalocyanines, the preparation therof by salt-milling a phthalocyanine crude in the presence of a water-soluble neutral organic liquid, and some uses thereof. These phthalocyanines are stable &bgr;-like mixed-phase (the &agr; phase being totally absent) and have excellent pigmentary properties, which makes them suitable for example as pigments for electrophotographic toners. wherein M is two hydrogens or monovalent metals, a bivalent metal, or a bivalent oxometal, hydroxymetal or halogenometal moiety, with the proviso that the metal is not copper, and each X independently from all others is hydrogen or halogen.

Abstract: Disclosed are a phthalocyanine composition suitable for use in an electrophotographic photoreceptor that exhibits a high charge potential and a high sensitivity and which exhibits stable performances without causing a change in various properties in repeated use, a process for the production thereof, and an electrophotographic photoreceptor to which the above phthalocyanine composition is applied. The present invention provides a phthalocyanine composition comprising a oxytitanium phthalocyanine and a metal-free phthalocyanine and having a crystal form having peaks at Bragg angles (2&thgr;±0.2°) of 7.0°, 9.0°, 14.1°, 18.0°, 23.7° and 27.3°, and having no peak at a Bragg angle (2&thgr;±0.2°) of 9.5°, in CuK&agr; 1.

Abstract: Iodogallium phthalocyanine and bromogallium phthalocyanine having novel crystalline forms characterized by X-ray diffraction patterns according to CuK&agr; characteristic X-ray diffraction method and exhibiting excellent sensitivity can be obtained through appropriate selection of a reaction solvent, followed by milling or stirring in an appropriate solvent. For example, &agr;-chloronaphthalene is a suitable solvent for reaction between phthalonitrile and gallium triiodide or tribromide to provide iodogallium phthalocyanine or bromogallium phthalocyanine. Reaction of chlorogallium phthalocyanine or hydroxygallium phthalocyanine with hydroiodic (or hydrobromic) acid is also effective for providing a novel crystal form of iodo- (or bromo-) gallium phthalocyanine. Zirconium phthalocyanine exhibiting good electrophotographic performances can be obtained through a similar process.

Abstract: An electrophotographic photosensitive member exhibiting a high sensitivity and a potential stability on repetitive use and capable of suppressing image defects, such as black spots in a reversal development scheme, is provided. The photosensitive member includes a support, and a phthalocyanine layer formed on the support and a novel phthalocyanine crystal, which comprises a phthalocyanine compound and a substituted or unsubstituted condensed polycyclic hydrocarbon compound.

Abstract: Disclosed are a phthalocyanine composition suitable for use in an electrophotographic photoreceptor that exhibits a high charge potential and a high sensitivity and which exhibits stable performances without causing a change in various properties in repeated use, a process for the production thereof, and an electrophotographic photoreceptor to which the above phthalocyanine composition is applied.

Abstract: Disclosed are a phthalocyanine crystal in which an organic acceptor compound is associated with a phthalocyanine molecule, wherein said organic acceptor compound has a reduction potential to a reference electrode (Ag+/Ag) is not less than −1.5 V and not more than −0.5 V, and an electrophotosensitive material containing said phthalocyanine crystal as an electric charge generating material, which exhibits sufficient photosensitivity even in high-speed image forming apparatuses.

Abstract: A process for the preparation of &bgr; phase copper phthalocyanine pigment which includes dry grinding crude copper phthalocyanine in the absence of a grinding aid to obtain a crude mill; and conditioning the crude mill in about 5 to 50 wt. % based on the weight of the crude mill of a conditioning solvent.

Abstract: A composite pigment of a bluish green color comprises copper phthalocyanine and aluminum phthalocyanine which are preferably in the form of a mixture or solid solution. The composite pigment can be produced by mixing copper phthalocyanine and aluminum phthalocyanine into a mixture and then converting said mixture into a pigment form. A coloring composition comprises at least a resin and a pigment which comprises copper phthalocyanine and aluminum phthalocyanine. The coloring composition can be produced by mixing copper phthalocyanine and aluminum phthalocyanine which have been independently comminuted, into a composite pigment, and then kneading the pigment and a resin such that the pigment is dispersed in the resin. An image recording substance is produced using the coloring composition.

Abstract: A mixture is made of a plurality of different titanyltetraazaporphyrin compounds, each of which is represented by formula (1): wherein A, B, C and D are each independently an unsubstituted or substituted benzene ring or pyridine ring, a substituent thereof being selected from the group consisting of nitro group, cyano group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxyl group having 1 to 8 carbon atoms, and an aryl group. The above-mentioned mixture is contained in a photoconductive layer of an electrophotographic photoconductor as a photoconductive material.

Abstract: The present invention provides a process for the production of pigmentary copper phthalocyanine in the beta crystalline phase comprising: a) dry or aqueous milling of crude copper phthalocyanine in combination with a natural or chemically modified resin and, optionally, a grinding auxiliary followed by; b) isolation of the milled mass followed by; c) conditioning treatment of the milled mass.

Abstract: A peroxide-modified titanyl phthalocyanine for use in preparing charge generating layer of a photoreceptor is disclosed. The peroxide-modified titanyl phthalocyanine is obtained by subjecting titanyl phthalocyanine to a peroxide-induced complexation-mediated crystal transformation at a low temperature. The peroxide-modified titanyl phthalocyanine is characterized by having Bragg diffraction angles of 7.3, 9.4, 14.0, 24.1, 25.7, 27.2 and 28.5 degrees, and vibrational absorption resonances at 1486 cm (superscript: −1), 1420 cm (superscript: −1), 1134 cm (superscript: −1), 1078 cm (superscript: −1), 966 cm (superscript: −1), 900 cm (superscript: −1), 762 cm (superscript: −1) and 736 cm (superscript: −1). The photoreceptor exhibits excellent photosensitivity at wavelengths in the near-infrared range and has a unique crystal form, especially the peroxide-modified titanyl phthalocyanine shows a higher distinct absorption peak at the wavelength of 780 nm.

Abstract: Iodogallium phthalocyanine and bromogallium phthalocyanine having novel crystalline forms characterized by X-ray diffraction patterns according to CuK&agr; characteristic X-ray diffraction method and exhibiting excellent zirconium phthalocyanine can be obtained through appropriate selection of a reaction solvent, followed by milling or stirring in an appropriate solvent. For example, &agr;-chloronaphthalene is a suitable solvent for reaction between phthalonitrile and gallium triiodide or tribromide to provide iodogallium phthalocyanine or bromogallium phthalocyanine. Reaction of chlorogallium phthalocyanine or hydroxygallium phthalocyanine with hydroiodic (or hydrobromic) acid is also effective for providing a novel crystal form of iodo-(or bromo-)gallium phthalocyanine. Zirconium phthalocyanine exhibiting good electrophotographic performances can be obtained through a similar process.

Abstract: A photoreceptor including an electroconductive substrate and a photosensitive layer which is formed on the electroconductive substrate and which includes a charge generation material, wherein the charge generation material comprises an organic pigment and wherein the photosensitive layer further includes at least one ion selected from the group consisting of K+, Na+, NO3−, HCOO−, NO2−, Cl−, Br−, and NH4+ or one or more water-soluble inorganic salts.

Abstract: A process for preparing a stable titanyl phthalocyanine crystal showing at least one diffraction peak at a Bragg angle (2&thgr;±0.2) of 27.3° is disclosed, which comprises treating amorphous or quasi-amorphous titanyl phthalocyanine with a solvent selected from an alcohol solvent, an aromatic solvent, a mixed solvent of an alcohol solvent and an aromatic solvent, or a mixed solvent of an alcohol solvent and water. The resulting titanyl phthalocyanine exhibits high photosensitivity and excellent durability as a photoconductive material of an electrophotographic photoreceptor.

Abstract: Oxytitanium phthalocyanine having a novel crystal form having excellent electrophotographic properties, such as a high charge potential, a high sensitivity and stable performances free from causing changes in various properties in repeated use, can be produced in the absence of a halogen substance, by carrying out the crystal transformation of amorphous oxytitanium phthalocyanine in a solvent comprising water and naphthalene.

Abstract: A process for preparing .chi.-form metal free phthalocyanine comprising: dry milling amorphous-like .alpha.-form metal free phthalocyanine to form .chi.-form metal free phthalocyanine partially; and wet milling or dispersing with stirring the resulting polymorph mixture in the presence of a cyclic organic solvent comprising an amide moiety. A simple process for preparing high-pure .chi.-form H2-Pc suitable as a charge generating meterial of an organic photoreceptor is provided, by improving the conventional technique for preparing .chi.-form H2-Pc.

Abstract: A di-substituted alkylene glycolate titanium phthalocyanine compound comprising a reaction mixture of a threo-alkanediol having one hydroxy group per each of the two adjacent carbon atoms, said carbon atoms each being a secondary carbon atom, and an oxytitanium phthalocyanine compound, and an organic photoconductor comprising the di-substituted alkylene glycolate titanium phthalocyanine compound are disclosed.

Abstract: The present invention provides novel .mu.-Oxo-aluminum/gallium phthalocyanine dimer having a structure of the formula (A): ##STR1## The .mu.-oxo-aluminum/gallium phthalocyanine dimer, and the mixed crystals comprising the .mu.-oxo-aluminum/gallium phthalocyanine dimer are suitable as a charge generating material for an organic photoconductive material, such as an electrophotographic photoreceptor.

Abstract: A family of photoreceptors for use in electrophotography are disclosed which contain a binary charge generation composition of oxytitanium phthalocyanine and copper phthalocyanine. The charge generation composition exhibits adjustable photosensitivity by adjusting a ratio between said oxytitanium phthalocyanine and said copper phthalocyanine. To optimize its performance, the charge generation composition is subject to an ammonia-modified complexation-mediated crystal transformation, and the resultant composition is characterized by Bragg diffraction angles (2.theta..+-.2.degree.) of 7.7, 9.4, 10.7, 13.3, 15.2, 15.7, 26.3, 27.4, and 28.4 degrees with respect to the CuK.alpha. characteristic X-ray wavelength at 1.54 .ANG. and absorption maxima centered around 615, 690, and 770 nm in the optical absorption spectrum.

Abstract: Charge generation layers comprise a type I polymorph of titanyl phthalocyanine prepared by pre-milling a type IV polymorph in a media mill. Dual layer photoconductors comprise the charge generation layer in combination with a substrate and a charge transport layer.

Abstract: A process including mixing a slurry of HOGaPc Type I polymorph, under low shear and high flow, in an organic solvent, wherein there results a HOGaPc Type V polymorph with superior electrophotographic imaging properties.

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.

Abstract: A crystalline titanyl phthalocyanine having diffraction peaks at least at 7.4.degree., 9.4.degree., 9.7.degree. and 27.3.degree. of Bragg angle (20.+-.0.2.degree.) in X-ray diffraction pattern with a doublet peak at 9.4.degree. or 9.7.degree., one of the diffraction peaks at 9.4.degree. and 9.7.degree. being the maximum.

Abstract: A process for transforming crude halogenated copper phthalocyanine pigments having a chlorine content of from 4 to 50.3% by weight into a useful pigmentary state comprises treating the crude pigment at elevated temperature with a liquid acidic aromatic organic medium in the presence of a copper phthalocyanine derivative selected from the group consisting of the copper phthalocyanine-sulfonic and -carboxylic acids and their alkali metal, ammonium and alkylammonium salts, the amino-substituted and aminomethylated copper phthalocyanines and their reaction products with alkylating agents, sulfonic acids, sulfonyl chlorides and carbonyl chlorides, the imidomethylene- and amidomethylene-substituted copper phthalocyanines, the alkyl-, aryl- and cyano-substituted copper phthalocyanines and the hydroxyl- and alkoxy-substituted copper phthalocyanines, if desired in the presence of water.

Abstract: A process for preparing metal-free phthalocyanine by reductive cyclization of phthalonitrile in the presence of an aliphatic alcohol, of a redox catalyst and of an inorganic base comprises effecting the cyclization in the presence of one or more phthalocyanine derivatives selected from the group consisting of phthalocyanine-sulfonic acids and -carboxylic acids and their alkali metal, ammonium and alkylarnozium salts, the amino-substituted and aminomethylated phthalocyanines and their reaction products with alkylating agents, sulfonic acids, sulfonyl chlorides and carbonyl chlorides, the imidomethylene- and amidomethylene-substituted phthalocyanines, the alkyl-, aryl- and cyano-substituted phthalocyanines, the hydroxyl- and alkoxy-substituted phthalocyanines and their reaction products with tetraalkyl- and tetraalkoxy-silanes and the halogenated phthalocyanines.

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.

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.

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.

Abstract: A production method of beta-type copper phthalocyanine pigment comprising steps of: a) producing a reaction mixture containing crude copper phthalocyanine in an organic solvent; b) wet-grounding the reaction mixture by mechanical energy to form a suspension; c) removing the organic solvent from the obtained suspension does not contaminate the work environment and represents an improvement in terms of both productivity and economic savings compared with conventional methods. The beta-type copper phthalocyanine pigment produced by this method demonstrates excellent dispersability, such that it may be dispersed without further modification in a resin, varnish, plastic or other medium as required, to produce a paint, ink, or plastic tinting agent, for example.

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.

Abstract: Process for the preparation of pigment preparations, which comprises wet milling the crude pigments which are present in coarsely crystalline state, or prepigments or pigments which are present in a form in which they are difficult to disperse, in a concentration of from 20 to 60% by weight based on the total weight of the pigment preparation, in a flocculation-stable liquid medium and in a stirred ball mill which is operated with a peripheral stirrer speed of more than 12 m/s, under the action of nonmetallic grinding media with a diameter of less than or equal to 1.0 mm, until the desired degree of fine division is reached, and then isolating the pigment preparation.

Abstract: According to the present invention, a resin is added to crude copper phthalocyanine comprising an .alpha.-form and a .beta.-form crystals in combination and dry-milling is performed in a deoxygenated atmosphere, to provide copper phthalocyanine pigment composition of superior quality which reduces considerable expenditure of time and labor associated with the pigmentation process of crude copper phthalocyanine and the printing ink production process of a pigment, and printing ink comprising .beta.-form copper phthalocyanine pigment superior quality.

Abstract: The present invention is a method for preparing a .beta.-form copper phthalocyanine pigment comprising the steps of; dry milling crude copper phthalocyanine at a temperature between 110.degree. and 200.degree. C., and transforming an .alpha.-form crystal to a .beta.-form crystal by treating the resulting .alpha.-.beta. mixture of copper phthalocyanine in an organic solvent or a liquid mixture of water and an organic solvent. The preparation method of the present invention offers a .beta.-form copper phthalocyanine pigment at lower cost having equivalent or superior quality in color strength, clearness, fluidity and hue compared to the pigment produced by the conventional salt milling method.

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.

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.

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..

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.

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.

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.

Abstract: Disclosed is a dichroic crystal including at least one member selected from the group consisting of phtharocyanine, a phtharocyanine derivative, phtharocyanine with a central metal introduced therein, a phtharocyanine derivative with a central metal introduced therein, and iodine. It is precipitated when the iodine is added to a solution containing the member, and it includes the iodine in a form of I.sub.3.sup.- and I.sub.5.sup.- ions. It not only has a high dichroic property but also superb heat resistance and weatherability, so that it is applicable to suspended particles display devices used in severe environments.

Abstract: Titanyl fluorophthalocyanines, and electrophotographic elements, and a method for preparing titanyl fluorophthalocyanine having the steps of: dissolving titanyl fluorophthalocyanine in acid to form a solution; admixing the solution and water to precipitate out amorphous titanyl fluorophthalocyanine; washing the amorphous titanyl fluorophthalocyanine until substantially all of the acid is removed; and retaining the amorphous titanyl fluorophthalocyanine under ambient conditions of wetness/dryness and temperature exclusive of conditions combining both dryness and a temperature of greater than about 50.degree. C.

Abstract: Cocrystallized 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 organic solvent having a gamma.sub.c hydrogen bonding parameter of less than 8.0; and prior to the contacting, substantially excluding the amorphous pigment mixture from contact with organic solvent having a gamma.sub.c hydrogen bonding parameter greater than 9.0.

Abstract: A new crystalline form of oxytitanium phthalocyanine is characterized by main peaks specified by Bragg angles (2.theta..+-.0.2 degrees) of 7.4 degrees, 10.2 degrees, 12.5 degrees, 15.0 degrees. 16.3 degrees, 18.3 degrees, 22.4 degrees, 24.2 degrees, 25.2 degrees and 28.5 degrees in X-ray diffraction pattern based on CuK.alpha. characteristic X-rays. The oxytitanium phthalocyanine is formed by treating amorphous oxytitanium phthalocyanine with a solvent selected from the group consisting of monohydric alcohols having at least two carbon atoms, cellosolves, diethylene glycol monoethers and diacetone alcohol. The oxytitanium phthalocyanine is useful as a charge generating material for providing an electrophotographic photosensitive member, which shows a stably high sensitivity to long wavelength light.

Abstract: Phthalonitrile, an alkali metal or an alkali metal compound, and a hydrogen donor compound are heated in an organic solvent to synthesize a partially hydrogenated alkali metal phthalocyanine, which is then brought into contact with a dealkalizing agent to effect substitution with hydrogen of the partially hydrogenated alkali metal phthalocyanine to thereby obtain high-purity metal-free phthalocyanine. FX-type metal-free phthalocyanine as obtained according to the foregoing procedure may be used as a charge-generating substance to produce an electrophotographic photoconductor of high image quality which is highly sensitive to near infrared rays.

Abstract: According to the present invention, a resin is added to crude copper phthalocyanine comprising an &agr;-form and a &bgr;-form crystals in combination and dry-milling is performed in a deoxygenated atmosphere, to provide copper phthalocyanine pigment composition of superior quality which reduces considerable expenditure of time and labor associated with the pigmentation process of crude copper phthalocyanine and the printing ink production process of a pigment, and printing ink comprising &bgr;-form copper phthalocyanine pigment superior quality.