Abstract: Provided is a phthalocyanine compound which is halogen-free and which has a green hue, excellent resistance to organic solvents and acids, and high chroma. Also provided are a metal-free phthalocyanine compound or a metal phthalocyanine compound represented by specified general formula (1-1) or (1-2) and having a N,N?-disubstituted imidazolone structure or piperazinedione structure introduced therein, and a coloring composition including the compound and a synthetic resin. The phthalocyanine compound of the present invention exhibits a clear green color and is halogen-free, and is thus useful as a clear green pigment for coloring materials such as a coating material, plastic, a printing ink, rubber, leather, textile printing, a color filter, a jet ink, a heat transfer ink, etc.

Abstract: A process for preparing phthalocyanine or metallo-phthalocyanine dyes and salts thereof. Also novel compounds, inks, printing processes, printed materials and ink-jet cartridges.

Abstract: A process for preparing azaphthalocyanine or metallo-azaphthalocyanine dyes and salts thereof. Also novel compounds, inks, printing processes, printed materials (including color filters) and ink-jet cartridges.

Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.

Abstract: The invention relates to a pigment composition of C.I. Pigment Blue 15:6, containing 0.5% to 15% by weight of an additive of the formula (1), based on the weight of the pigment, in which R1, R2, R3, R4, R5 and R6 independently of one another are hydrogen; C1-C22 alkyl or C2-C22 alkenyl, whose carbon chain in each case may be interrupted by one or more moieties —O—, —S—, NR9—, —CO— or —SO2— and/or may be substituted one or more times by hydroxyl, halogen, aryl, heteroaryl, C1-C4 alkoxy and/or acetyl; C3-C8 cycloalkyl, whose carbon framework may be interrupted by one or more moieties —O—, —S—, —NR10—, —CO— or —SO2— and/or may be substituted one or more times by hydroxyl, halogen, aryl, heteroaryl, C1-C4 alkoxy and/or acetyl; dehydroabietyl or aryl or heteroaryl, with R9 and R10 independently of one another being hydrogen or C1-C22 alkyl. The pigment composition of the invention is produced with application of a wet grinding process, more particularly a salt kneading operation.

Abstract: A process which comprises treating a hydroxygallium phthalocyanine Type I with a weak acid having a pKa of at least equal to or greater than about ?3, and subsequently contacting the hydroxygallium phthalocyanine Type I with an organic solvent.

Abstract: Provided is a method for producing a pigment, in particular, a metal phthalocyanine, in high yield and in a green process. The method has (1) a step of obtaining a solution mixture by mixing at least one type of compound serving as a raw material for a pigment with a solvent, and (2) a step of obtaining the pigment by reacting the compound while holding the solution mixture at not less than a temperature where a subcritical state or a supercritical state of the solvent occurs.

Abstract: In a process for forming a nanoparticulate crystalline titanium phthalocyanine pigment composition, a titanium phthalocyanine pigment is contacted with substantially pure 1,1,2-trichloroethane (TCE) under conditions effective to convert the titanium phthalocyanine pigment to the nanoparticulate crystalline composition.

Abstract: In a process for forming a nanoparticulate crystalline titanium phthalocyanine pigment composition, a titanium phthalocyanine pigment is contacted with substantially pure 1,1,2-trichloroethane (TCE) under conditions effective to convert the titanium phthalocyanine pigment to the nanoparticulate crystalline composition.

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: The invention relates to a novel phthalocyanine compound which absorbs in a near-infrared region of 700˜1000 nm with little absorption in the visible region of the spectrum and can be applied with advantage to a near-infrared light-absorbing filter for plasma display, a secret ink and other applications and to a process for producing the phthalocyanine compound. The above phthalocyanine compound has the following general formula (I). A near-infrared light-absorbing material containing the same is also provided.

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: A compound of the Formula (1) and salts thereof: ##STR1## wherein: M is a metal or hydrogen;Pc is a phthalocyanine nucleus;R.sup.1 and R.sup.2 are each independently H or optionally substituted alkyl, aryl or aralkyl;R.sup.3 is an aminoalkyl group;L is a divalent organic linking group;x and y each independently have a value of 0.5 to 3.5; and(x+y) is from 3 to 4.A process for making the compounds of Formula (1). The compounds of Formula (1) are useful as colorants for inks which are used in for example ink jet printing of substrates such as paper, plastics, textile materials, metal or glass.

Abstract: The invention relates to a novel phthalocyanine compound absorbing in the near infrared region of the spectrum with a high absorption coefficient which features high solubility in solvents, good compatibility with resins and high aging resistance, thus finding application as a near infrared ray absorbing material or a light-heat conversion material with great advantage and to a process for producing the phthalocyanine compound. The novel phthalocyanine compound has the following general formula: ##STR1## wherein R represents alkyl or alkoxyalkyl; X represents halogen, alkylthio, phenylthio which may be substituted, or naphthylthio which may be substituted; M represents a couple of hydrogen atoms, a divalent metal, or a trivalent or tetravalent metal derivative. The near infrared ray absorbing and light-heat conversion materials containing the above phthalocyanine compound are also described.

Abstract: The present invention provides a deodorizer consisting of the water-soluble metallophthalocyanine represented by the formula: ##STR1## wherein, "Met" is a central metal, X is an acidic group or alkali metal salt thereof, m and p are respectively an integer of from 1 to 15, and m+p is not more than 16. The deodorizer shows excellent deodorizing ability for an aldehyde-origin odor.

Abstract: Copper phthalocyanine is prepared by heating and reacting phthalic acid or a derivative thereof, urea or a derivative thereof and copper or a copper compound in the presence of molybdenum or a molybdenum compound as a catalyst and sulfur.

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: 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: A process for the production of a highly pure copper phthalocyanine at high yields while improving the state of a reaction system, the improvement in which a dispersing agent of the formula (1) in the form of a polymer is added to the reaction system,A--(O--R.sup.1 --CO).sub.n --B (1)wherein A is hydrogen, a linear or branched alkyl group having 1 to 20 carbon atoms, a linear or branched alkenyl group having 1 to 20 carbon atoms or a polyisobutylene residue having a polymerization degree of 50 to 500, R.sup.1 is a linear or branched aliphatic residue having up to 20 carbon atoms, n is a number in the range of 0.ltoreq.n.ltoreq.20, and when n=0, B is a compound of the formula (2), ##STR1## wherein P is (CH.sub.2 CH.sub.2 NH).sub.k CH.sub.2 CH.sub.2 NH.sub.2 in which k is an integer of 0 to 20 or an alkyleneamine group having 3 to 20 carbon atoms, or when n.noteq.0, B is a compound of the formula (3),--X--(C.sub.m --H.sub.2m)--Q (3)wherein X is --NH-- or --O--, m is a number of 0 to 6 and Q is --NR.sup.2 R.sup.

Abstract: A process for the preparation of hydroxygallium phthalocyanines Type A, Type B, Type C, or Type D, which comprises contacting Type V hydroxygallium phthalocyanine with an alcohol.

Abstract: A process is described for preparing alkoxy-octasubstituted metal-free or metal-containing naphthalocyanines by etherification of 1,4-dihydroxy-2,3-dicyanonaphthalene and formation of the metal-free naphthalocyanine with or without subsequent metallization.

Abstract: A novel phthalocyanine compound having improved solubility and high purity and containing a polymerizable vinyl group within its molecule is provided. Intermediates to this phthalocyanine compound also have improved solubility and high purity. Further, with the novel phthalocyanine compound used as a starting monomer, a novel polymer is obtained which has a high content of (metal) phthalocyanine and is easy to control the orientation of phthalocyanine rings. The polymer having improved solubility and high purity is expected of use as functional material such as catalysts and recording material.

Abstract: A process for the production of a copper phthalocyanine by a urea method, which enables the production of a highly pure copper phthalocyanine and/or its derivative by a uniform reaction, i.e., is free from problems of an insufficient mixing, nonuniformity in heat transfer and adhesion of the reaction mixture to a reactor wall, the process comprising heating a raw material mixture containing a phthalic acid, a nitrogen source, a copper compound and a catalyst in an inert solvent, the process being carried out in the presence of a surfactant which enables the raw material mixture and a reaction product to be dispersed in the inert solvent while the raw materials are being reacted and which can be removed or deactivated by hydrolysis with an acid or an alkali at a step of purifying the reaction product or forming the reaction product into a pigment after the reaction.

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: A process for the preparation of hydroxygallium phthalocyanines which comprises hydrolyzing a gallium phthalocyanine precursor pigment by dissolving said hydroxygallium phthalocyanine in a strong acid and then reprecipitating the resulting dissolved pigment in basic aqueous media; removing any ionic species formed by washing with water, concentrating the resulting aqueous slurry comprised of water and hydroxygallium phthalocyanine to a wet cake; removing water from said slurry by azeotropic distillation with an organic solvent, and subjecting said resulting pigment slurry to mixing with the addition of a second solvent to cause the formation of said hydroxygallium phthalocyanine polymorphs.

Abstract: A process for the production of an aluminum phthalocyanine composition or a halogenated aluminum phthalocyanine composition in high yield and purity is provided which entails bringing a molten salt of aluminum chloride and/or aluminum bromide and a phthalocyanine compound having a central element other than aluminum into contact with each other in a predetermined temperature range thereby to substitute aluminum for the central element. Alternatively, the process involves conducting the aforementioned step, and introducing a halogen into the resultant reaction mixture.

Abstract: This invention relates to a process for preparing alpha-phase metal phthalocyanine pigments from crude metal phthalocyanine pigments comprising(a) acid pasting or acid swelling a crude metal phthalocyanine pigment;(b) dry milling the acid-pasted or acid-swelled metal phthalocyanine pigment in the presence of 5 to 50 parts by weight of a stabilizer per 100 parts by weight of the crude metal phthalocyanine pigment until the average particle size is reduced to less than about 0.5 .mu.m;(c) finishing the milled metal phthalocyanine pigment by thoroughly mixing said milled metal phthalocyanine pigment with a finishing solvent mixture comprising 3 to 6 parts by weight, relative to the crude metal phthalocyanine pigment, of water and 0.4 to 1.

Abstract: A process for the preparation of Type V hydroxygallium phthalocyanine which comprises the in situ formation of an alkoxy-bridged gallium phthalocyanine dimer, hydrolyzing said alkoxy-bridged gallium phthalocyanine dimer to hydroxygallium phthalocyanine, and subsequently converting the hydroxygallium phthalocyanine product obtained to Type V hydroxygallium phthalocyanine.

Abstract: A method for producing copper phthalocyanine, which comprises heating and reacting phthalic acid or a phthalic acid derivative, urea or a urea derivative, and a copper compound, using molybdenum or a molybdenum compound as a catalyst, in the presence or absence of an inert organic solvent, wherein at least one compound selected from the group consisting of an aromatic dithiol compound of the following formula (I), a saturated aliphatic dithiol compound of the following formula (II), and their precursors, or at least one compound selected from the group consisting of a ruthenium compound and an osmium compound, is added to the reaction system: ##STR1##C.sub.m H.sub.2m-x R.sub.x (SH).sub.2 (II)wherein ring A in the formula (I) is a 6-membered single carbon ring or polycyclic condensed carbon ring aromatic compound, R for R.sub.n in the formula (I) or for R.sub.

Abstract: A process for preparing hydroxygallium phthalocyanine comprising reacting a gallium trialkoxide and phthalonitrile or diiminoisoindoline in an alcohol solvent, preferably an alcohol having a boiling point of not lower than 150.degree. C., such as ethylene glycol, and hydrolyzing the resulting gallium phthalocyanine, preferably in an aqueous solution of an acid, such as sulfuric acid. The resulting hydroxygallium phthalocyanine exhibits stable electrophotographic characteristics, particularly photosensitivity, charging properties, and a dark decay rate.

Abstract: A process for the preparation of alkoxy-bridged metallophthalocyanine dimers by the reaction of a trivalent metal compound with ortho-phthalodinitrile or 1,3-diiminoisoindoline in the presence of a diol.

Abstract: A naphthalocyanine derivative of the formula: ##STR1## wherein M, Y, R.sup.1, k, l, m, n are as defined in the specification, is an effective substance for forming a recording layer on a substrate of an optical recording medium having high sensitivity with good properties.

Abstract: A process for the preparation of a more perfect crystalline form of the Type I polymorph of titanyl phthalocyanine which comprises dissolving a precursor titanyl phthalocyanine Type I in a solution of trihaloacetic acid and alkylene chloride; adding the resultant solution to a solvent thereby enabling precipitation of Type X titanyl phthalocyanine; separating the titanyl phthalocyanine Type X from the solution; followed by a first washing with an organic solvent and a second washing with water; slurrying the resulting Type X titanyl phthalocyanine in an organic solvent enabling conversion of said Type X to Type IV titanyl phthalocyanine; and thereafter, subjecting the Type IV titanyl phthalocyanine obtained to treatment with an organic solvent to enable said crystalline form of titanyl phthalocyanine Type I.

Abstract: There is here disclosed a method for preparing an alkoxyphthalocyanine represented by the formula (1): ##STR1## wherein each of Rs is independently a secondary alkyl group having 3 to 20 carbon atoms, Met is a divalent metal atom or an oxy metal, and the substitution positions of -ORs are the 1- or 4-position, the 5- or 8-position, the 9- or 12 position, and the 13- or 16-position, which comprises the steps of heating a mixture of 3-alkoxyphthalonitrile and an organic base in an alcohol to 90.degree.-120.degree. C., adding a metal derivative at the same temperature, and then carrying out reaction, or alternatively the step of reacting a mixture of a 1,3-diimino-4-alkoxyisoindoline and a metal derivative in the presence or absence of an organic base in an aliphatic alcohol having 6 or more carbon atoms. In addition, the ratio of isomers of the alkoxyphthalocyanine can be controlled by regulating the addition time of the organic base.

Abstract: A process for producing a metal phthalocyanine pigment which comprises the steps of: reacting phthalic anhydride or a derivative thereof with urea or a derivative thereof with heating in the presence of a catalyst either in the presence or absence of an organic solvent; adding to the reaction mixture of the preceding step a metal or its compound capable of constituting the core of the metal phthalocyanine either alone or together with urea or a derivative thereof, without isolating the reaction product from the reaction mixture of the preceding step; and allowing the reaction mixture to react while simultaneously applying a mechanical grinding force in the presence or absence of a grinding agent.

Abstract: A process for preparing an oxytitanium phthalocyanine hydrate crystal which, when dried at 100.degree. C. and 0.1 mmHg for 8 hours and then allowed to stand in air at room temperature for 12 hours, has a structural formula of TiOPc.multidot.(H.sub.2 O).sub.n, wherein Pc represents a phthalocyanine nucleus, and n represents a number of from 0.15 to 1, and elemental analysis values of C: 65.0 to 66.3%, H: 2.5 to 3.1%, and N: 18.5 to 19.3% is disclosed, which process comprises the steps of: mechanically grinding a mixture of oxytitanium phthalocyanine and an inorganic salt to convert the crystal form of the oxytitanium phthalocyanine to a crystal form showing a distinct peak in its X-ray diffraction pattern at a Bragg angle (2.theta..+-.0.2.degree. ) of 27.3.degree. and treating the resulting oxytitanium phthalocyanine crystal with a mixed solvent of water and a water-insoluble organic solvent.

Abstract: The present invention relates to a process for preparing a beta-phase metal phthalocyanine pigments in which(a) a crude metal phthalocyanine having an average particle size of about 10 to about 200 .mu.M is dry milled until the average particle size is reduced to about 0.01 to about 0.5 .mu.m;(b) the milled metal phthalocyanine is finished by thoroughly mixing said metal phthalocyanine with at least about 4 parts by weight, relative to the metal phthalocyanine, of a finishing solvent containing a mixture of(i) about 5 to 100 percent by weight, based on the total amount of finishing solvent, of a monocarboxylic acid monoester, dicarboxylic acid diester, diol diester, lactone, or cyclic carbonate, or a mixture thereof, and(ii) 0 to about 95 percent by weight, based on the total amount of finishing solvent, of water;(c) the ester used in step (b) is hydrolyzed; and(d) the beta-phase metal phthalocyanine pigment is collected.

Abstract: 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.

Abstract: There is here disclosed a method for preparing an alkoxyphthalocyanine represented by the formula (1): ##STR1##

Abstract: A process for the preparation of titanyl phthalocyanine which comprises the treatment of titanyl phthalocyanine Type X with a halobenzene.

Abstract: A process for the preparation of titanyl phthalocyanine which comprises the reaction of a titanium tetraalkoxide and diiminoisoindolene in the presence of a halonaphthalene solvent; dissolving the resulting Type I titanyl phthalocyanine in a haloacetic acid and an alkylene halide; adding the resulting mixture slowly to a cold alcohol solution; and thereafter isolating the resulting Type X titanyl phthalocyanine with an average volume particle size diameter of from about 0.02 to about 0.5 micron.

Abstract: A process for the preparation of titanyl phthalocyanine Type I which comprises the reaction of titanium tetraalkoxide and diminoisoindolene in the presence of a halonaphthalene solvent.

Abstract: A process for the preparation of crystalline oxytitanium phthalocyanine comprising contacting dichlorotitanium phthalocyanine, dibromotitanium phthalocyanine or a mixture of them with at least one organic solvent selected from the group consisting of aromatic nitro compounds, nitrogen-containing cyclic ethers, aromatic amines, alcohols containing not less than 4 carbon atoms, aldehydes, ketones, lactones, lactams, acid amides, nitriles, alkyl sulfoxides, substituted phenols and non-substituted phenols in association with water.

Abstract: A process for the preparation of titanyl phthalocyanine Type X which comprises dissolving titanyl phthalocyanine Type I in a solution of trifluoroacetic acid and methylene chloride; adding the resultant solution to a solvent enabling precipitation of Type X titanyl phthalocyanine; separating the titanyl phthalocyanine Type X from the solution; followed by a first washing with an organic solvent and a second washing with water; and thereafter a solvent treatment with fluorobenzene.

Abstract: Disclosed are various titanyl phthalocyanine polymorphs such as Type I, Type II, Type III, Type IV, Type Z-1, Type Z-2, and Type X, which phthalocyanines can be prepared by dissolving a titanyl phthalocyanine in a solution of trifluoroacetic acid and a chlorinated hydrocarbon. There is then added to the resulting solution a solvent that will enable precipitation of the titanyl phthalocyanine. Subsequently, the titanyl phthalocyanine product can be separated from the solution by, for example, filtration and the product titanyl phthalocyanine obtained can be washed to remove any residual solvent.

Abstract: A process for the preparation and conditioning of organic pigments, which comprises the use of at least one tricyclodecane alcohol or tricyclodecene alcohol.

Abstract: Copper phthalocyanine pigment which is a coloring material for ink or paint is prepared by allowing, for example, phthalate, urea, and cuprous chloride to react in a hydrophilic solvent in the presence of a catalyst and at least one element selected from the group consisting of aliphatic tetracarboxylic acids, benzophenone 3,3',4,4'-tetracarboxylic acid or anhydride thereof, pyromellitic acid or anhydride thereof, copper phthalocyanine sulfonic acids, copper phthalocyanine carbonyl imide, tetrahydrophthalic acid or derivative thereof, pyromellitic imide or derivative thereof, sulfophthalic acid, derivative thereof or the salt thereof and benzene carboxylic acid.