Abstract: An object of the present invention is to provide an aqueous pigment dispersion that provides an aqueous ink for inkjet recording that contains a reduced number of coarse particles, is excellent in ejection stability, and is applicable to a printer equipped with a high-resolution inkjet head and to provide the aqueous ink for inkjet recording. The present invention relates to an aqueous pigment dispersion containing: a polymer (A) that has anionic groups, has a solubility in water of 0.1 g/100 mL or less and a number average molecular weight within the range of 1,000 to 6,000, and forms fine particles in water when the degree of neutralization of the anionic groups with a basic compound is 100%; a polyhalogenated metal phthalocyanine pigment or a diketopyrrolopyrrole pigment; and water. The invention also relates to an aqueous ink for inkjet recording.

Abstract: It is an object of the present technology to overcome the disadvantages of conventional chlorination of a copper phthalocyanine which produces copper phthalocyanine, wherein the number of chlorines is less than or equal to 4. The pigments described herein contain less chlorine than standard commercial grades of tetrachlorinated (or greater) copper phthalocyanine pigments while achieving similar color space, chromaticity, fastness properties, and color travel in automotive waterborne and solvent borne systems. The inventive pigments are more advantageous from a toxicity and environmental perspective, and allow the manufacturer to produce pigments in a safe and economical manner.

Abstract: The problem addressed by the present invention is to provide a high heat-resistant phthalocyanine. The phthalocyanine is separated by mixing a phthalocyanine separation solvent and a phthalocyanine solution wherein a phthalocyanine starting material is dissolved in a solvent. THe phthalocyanine is wherein having high heat resistance, the decomposition temperature of the separated phthalocyanine being at least 10° C. higher than the decomposition temperature of the phthalocyanine starting material. Also, the phthalocyanine solution may be the result of dissolving at least two types of phthalocyanine starting material in the solvent, the separated phthalocyanine being wherein containing a solid solvent of the at least two types of phthalocyanine starting material and by the decomposition temperature of the separated phthalocyanine being at least 10° C.

Abstract: Organo-metallic materials with reduced steric hindrance and the ability to aggregate ar disclosed. The metal remains capable of binding additional molecules. As an example, Zn complexes that prove aggregation are provided. Such aggregation may help improve or trigger new surface properties of the materials, alone or in combination with others. In a further implementation of the present disclosure, a robust molecule that resists degradation via nucleophilic, electrophilic and radical attacks is provided. Coordinated O2 is reduced catalytically, producing efficiently thyil radicals in spite of the extreme electronic deficiency of the catalyst.

Abstract: A color filter having a filter layer comprising a fluorinated phthalocyanine pigment and at least one second pigment. In one embodiment, the second pigment has a maximum absorption at a wavelength from 400 to 500 nm to create a green color filter.

Abstract: The present invention provides a mixed crystal having absorption properties that are excellent for color reproducibility as a blue pigment, and including a compound represented by the following Formula (I) and a compound represented by the following Formula (II), and a colored pigment dispersion composition including the mixed crystal and a medium. In Formula (I), X represents —SO—Z, —SO2—Z, —SO2NR1R2, —SO3R1, —CONR1R2 or —CO2R1; Z, R1 and R2 each independently represent an alkyl group, an aryl group, a heterocyclic group or the like; Y represents a monovalent substituent; M1 represents a hydrogen atom, a metal element or the like; and a and b are integers from 0 to 16 and satisfy the relationship of 0?a+b?16. In Formula (II), G1 to G4 and Q1 to Q4 each independently represent a carbon atom or a nitrogen atom, and A1 to A4 each independently represent a group of atoms necessary for forming an aromatic ring or heterocycle with the respective G1 to G4 and Q1 to Q4.

Abstract: A phthalocyanine composite with high sensitivity and low environmental dependence is provided. It comprises both at least one phthalocyanine compound expressed by general formula (1) and at least one phthalocyanine compound expressed by general formula (2): where, in the general formulae (1) and (2), M1 represents at least one arbitrary atom or atomic group that is capable of binding to a phthalocyanine, M2 represents an atom, or an atomic group containing an atom, selected from the second and subsequent periods of the periodic table and capable of binding to a phthalocyanine, M1 and M2 being different in kind from each other, X1-X4 represent, independently of each other, a halogen atom, and a, b, c, and d represent, independently of each other, an integer between 0 and 4 and satisfy a+b+c+d?1.

Abstract: The present invention relates to the use of halogenated phthalocyanines as charge transport materials and/or as absorber materials.

Abstract: Fluorinated bis-(phthalocyanylaluminoxy)silyl bridged cyan or blue-green pigments according to formula (I): wherein R1 and R2 are independently substituted or unsubstituted alkyl, alkenyl, alkynyl, or cycloalkyl groups with eight or less carbon atoms or aryl groups with ten or less carbon atoms; R3 is a divalent linking group comprising oxygen, R1R2Si, substituted or unsubstituted alkyl, alkenyl, alkynyl cycloalkyl or aryl groups; R1, R2, and R3 may comprise the elements of a cyclic ring; n is 1-4; and z is 1-4.

Abstract: A method for preparing a nanodispersion comprising the steps of: (i) introducing into a milling apparatus a solid fluorinated phthalocycanine pigment according to Formula (I): Wherein M is a metal cation chosen from Groups 1b, 2b, 2a or 3a of the Periodic Table of the Elements; R is fluorine, a perfluoroalkyl or a perfluoroaryl group; z is 1 to 4; L is an anionic ligand; and n is 0 or 1 such that the overall charge on the molecular unit is neutral; followed by milling with agitation the solid fluorinated phthalocyanine in an organic solvent into a suspension of particles so that at least 80 volume % of the particles have a particle size of less than 100 nm.

Abstract: A process is described for preparing chlorides of phthalocyanine derivatives comprising at least a quaternary ammonium group, products useful as photosensitising agents in photodynamic therapy.

Abstract: A method for the production of a phthalocyanine pigment preparation includes finely distributing a crude phthalocyanine pigment by dry milling, wet milling, salt kneading, acid pasting or acid swelling to give a pre-pigment, the pre-pigment is subjected to a finishing treatment in a mixture of water and an organic solvent at alkaline pH, increased temperature and in the presence of at least one pigment dispersant from the group of phthalocyanine sulphonic acids, phthalocyanine carboxylic acids, phthalocyanine sulphonate salts, phthalocyanine carboxylate salts and phthalocyanine suiphonamides.

Abstract: The present invention relates to a phthalocyanine colorant characterized in that it has, as substituents, at least one unsubstituted sulfamoyl group and at least one substituted sulfamoyl group, the total number of these groups being 2 to 4, the substituent on the substituted sulfamoyl group has a substituted triazinyl group bonded thereto through a crosslinking group, and the unsubstituted sulfamoyl group and the substituted sulfamoyl group are bonded to the phthalocyanine ring at the ?-position. Said phthalocyanine colorant is suitable for use in an ink, especially a cyan ink, for an ink-jet printer. A printed matter obtained by printing with said ink is excellent in light fastness, ozone fastness and moisture fastness.

Abstract: A process for warpage-free pigmentation of a plastic pigmented by a phthalocyanine pigment which was heated to not less than 80° C. as a suspension in a organic solvent in the presence of a carboxylic acid containing 2, 3 or 4 carboxyl groups or a salt of such a carboxylic acid.

Abstract: A method for distortion-free pigmentation of partly-crystalline plastics, characterized in that a phthalocyanine pigment is used which has been heated to a temperature of at least 80° C. as a suspension in an acid-free organic medium in the presence of a base.

Abstract: A pigment composition composed of 50 to 95% by weight of a phthalocyanine, 1 to 45% by weight of a halogenated phthalocyanine of which the number of substituents of a halogen atom is 1 to 9 and the average number of the substituents is 2.0 to 4.0 and 0.1 to 10% by weight of a phthalocyanine derivative of the formula (1) or a phthalimide methylated phthalocyanine derivative, a colorant containing the above pigment composition and a molded article obtained from a plastic containing the above colorant, P—(X)m??(1) wherein P represents a phthalocyanine structure, X represents an alkyl group having 12 to 18 carbon atoms, an alkoxy group having 12 to 18 carbon atoms, —SO2NHR, —SO2NR2, —NR2, —CONR2, —CONHR or —SR (wherein R represents an alkyl group or an alkenyl group which has 12 to 18 carbon atoms), and m is an integer of 1 to 4.

Abstract: The present invention relates to a novel titanyl phthalocyanine crystal which can prepare a coating solution having excellent storage stability because it satisfies both of the following two characteristics (a) and (b), a method of producing the same, an electrophotosensitive material using the above crystal as an electric charge generating material. (a) The crystal has a maximum peak at a Bragg angle 2?±0.2°=27.2° and has no peak at 7.4° in a CuK? characteristic X-ray diffraction spectrum. (b) The crystal does not have a peak of a change in temperature within a range from 50 to 400° C. except for a peak associated with evaporation of adsorbed water in differential scanning calorimetry.

Abstract: In a process for forming an amorphous TiOPc/TiOFPc pigment mixture containing a low concentration of TiOFPc, a mixture containing phthalonitrile and titanium tetrachloride is subjected to reaction conditions effective to form lightly chlorine-substituted crude crystalline Cl—TiOPc. The lightly chlorine-substituted crude crystalline Cl—TiOPc is combined with crude crystalline TiOFPc in a weight ratio from about 75:25 Cl—TiOPc:TiOFPc to about 99.5:0.5 Cl—TiOPc:TiOFPC to form a crude crystalline pigment mixture, which is treated under conditions effective to form a substantially amorphous pigment mixture of Cl—TiOPc and TiOFPc. The substantially amorphous mixture can subsequently be converted to a nanocrystalline Cl—TiOPc/TiOFPc pigment composition containing a low concentration of TiOFPc.

Abstract: Incipiently chlorinated copper phthalocyanine pigments having a chlorine content of from 10 to 40% by weight and a dispersion harshness ≦10 in LDPE are useful for coloring plastics.

Abstract: Mixtures of metallocenyl phthalocyanines obtainable by reacting a mixture A comprising two phthalocyanines (I) and (II) with a metallocene derivative in the presence of a catalyst, and also oligomeric metallocenyl phthalocyanines, processes for preparing them, their use for, inter alia, optical recording and optical recording media.

Abstract: In a process for forming an amorphous TiOPc/TiOFPc pigment mixture containing a low concentration of TiOFPc, a mixture containing phthalonitrile and titanium tetrachloride is subjected to reaction conditions effective to form lightly chlorine-substituted crude crystalline Cl—TiOPc. The lightly chlorine-substituted crude crystalline Cl—TiOPc is combined with crude crystalline TiOFPc in a weight ratio from about 75:25 Cl—TiOPc:TiOFPc to about 99.5:0.5 Cl—TiOPc:TiOFPC to form a crude crystalline pigment mixture, which is treated under conditions effective to form a substantially amorphous pigment mixture of Cl—TiOPc and TiOFPc. The substantially amorphous mixture can subsequently be converted to a nanocrystalline Cl—TiOPc/TiOFPc pigment composition containing a low concentration of TiOFPc.

Abstract: Incipiently chlorinated copper phthalocyanine pigments having a chlorine content of from 10 to 40% by weight and a dispersion harshness ≦10 in LDPE are useful for coloring plastics.

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: Phthalocyanine compounds of the formulas I and II: wherein X1-8 are each halogen and R1-8 are each independently halogen or an anti-stacking moiety; and [MxLySz]Cw  (II) wherein M is a metal, L is an anion of a phthalocyanine compound of formula I as defined above, S is an organic or inorganic ligand, C is a counterion, x and y are numbers greater than zero, and z and w are numbers zero or greater, are disclosed. Pharmaceutical compositions comprising the compounds and methods of using the compounds, for example for treatment of cancer, are also disclosed.

Abstract: The invention relates to phthalocyanine compounds and are represented by the formula: The compounds are used as a colorant and a pigment precursor, especially in light-sensitive compositions for color filters.

Abstract: A process for the preparation of a Halogenated Metal Phthalocyanine catalyst of formula 1.

Abstract: A mixture is made of a plurality of different titanyltetraazaporphyrin compounds, each of which is represented by formula (1): 1

Abstract: A phthalocyanine compound is provided which exhibits particularly high transmittance to a visible ray, offers a highly efficient cut of a near infrared ray, excels in the ability to effect selective absorption in a near infrared region, excels in the solubility in a solvent, excels in the compatibility with a resin, and excels in heat resistance, light resistance, and weatherability, a method for the production thereof, a near infrared absorbable dye using the same, and a heat ray shielding material, a plasma display grade filter and a near infrared absorbable material formed thereof.

Abstract: A phthalocyanine radical anion stable in ambient atmosphere, which is formed by subjecting a salt containing dihalogeno(phthalocyaninato)antimony (V) cation to a one-electron reduction. According to the present invention, a phthalocyaninc radical stable in ambient atmosphere, which is expected to be developed as an n-type organic semiconductor, is provided.

Abstract: This invention relates to a phthalocyanine or its metal complex of a divalent metal, oxometal, halogenometal or hydroxymetal, which comprises at least one unsubstituted or substituted formyl, carbonyl, hydroxymethyl or carboxyl group which as attached at the peripheral carbon skeleton.These phthalocyanines or their derivatives are used in recording layers of optical recording media.There is also claimed a novel process for the preparation of some of these compounds corresponding to formula III ##STR1## wherein M is a divalent metal, oxometal, halogenometal or hydroxymetal, or 2 hydrogen atoms,X is halogen, or 2 X in vicinal position on a phenyl ring form together a --C.dbd.C--C.dbd.C-- bridge so that an additional phenyl ring is obtained,Y is --OR.sub.1, --OOC--R.sub.2, --NHR.sub.1, --N(R.sub.1)R.sub.2 or --SR.sub.

Abstract: Compounds of formulaA(B).sub.x (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine, diketopyrrolopyrrole or azo series, which radical A contains x N-atoms linked with B, preferably with at least one immediately adjacent or conjugated carbonyl group.B is a group of formula ##STR1## and, if x=2, 3 or 4, can also be one, two or three hydrogen atom(s), and wherein Q is a group of formula ##STR2## These soluble chromophores can be readily converted to the corresponding pigments by heating, even in the substrate into which they can be incorporated without any difficulty in dissolved form.R.sub.1 -R.sub.9 are as defined herein.

Abstract: A method for producing a novel phthalocyanine compound which excels in yield and purity, allows no introduction of a chlorine atom into the phthalocyanine skeleton, and possesses relatively bulky substituents is provided. This method is characterized by causing an orthophthalonitrile compound having a substituent exhibiting smaller .sigma..sub.p values than .sigma..sub.m values in the Hammett's rule to react with a metal oxide in the presence of a compound forming in the aqueous solution thereof at 25.degree. C. an acid or conjugate acid having a dissociation index pKa (the logarithmic value of the reciprocal of the dissociation constant of the acid or conjugate acid) of not more than 7.0.

Abstract: Disclosed herein is a selective method for the preparation of single positional isomers of monosulphonated metallo derivatives of compounds selected from the group consisting of monosulphophthalocyanines, monosulphonaphthobenzoporphyrazines and monosulphotetraphenylporphyrins.

Abstract: Cobalt dihalodihydroxydisulfophthalocyanines are useful in the extraction of low molecular weight mercaptans from petroleum (e.g., crude oil) or gas condensate.

Abstract: The use of substituted phthalocyanines for the generation of singlet oxygen in which at least one of the peripheral carbon atoms in the 1-16 positions of the phthalocyanine nucleus (M.sub.k Pc) of Formula (1): ##STR1## wherein: M is selected from H, metal, halometal, oxymetal and hydroxymetal; andk is the inverse of 1/2 of the valency of M; is linked via an oxygen atom to an aromatic radical and the remaining peripheral carbon atoms are unsubstituted or substituted by any combination of atoms or groups and sulphonated derivatives thereof provided that the phthalocyanine absorbs electromagnetic radiation at a wavelength from 650 nm to 800 nm.

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: The present invention provides a phthalocyanine of Formula (1): ##STR1## wherein: MPc is a phthalocyanine nucleus of Formula (2); ##STR2## in which M is a metal atom, a chloro-metal group, an oxy-metal group or hydrogenX is halogenR.sup.1 is an benzylamino or N-alkyl aminoalkylR.sup.2 is H or an optionally substituted alkyla has an average value from 15 to 8b has an average value from 1 to 8a+b is from 4 to 16.

Abstract: A green or near infrared light absorbing water-soluble phthalocyanine or naphthalocyanine derivative which has excellent water resistance after dyeing, is provided. The present invention provides a phthalocyanine or naphthalocyanine derivative represented by the formula: ##STR1## wherein X represents a halogen atom substituted at nucleus; M represents two hydrogen atoms, a divalent metal atom, a trivalent mono-substituted metal atom, or a tetravalent di-substituted metal atom; m represents 4 or 8; and n represents an integer of 0 to 12.

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: A process for the preparation of a mixture of positionally isomeric brominated tetraalkoxymetal phthalocyanines of the formula I, ##STR1## where Me is Cu(II), Pd(II), Zn(II), Sn(II), Ni(II), Co(II), Pb(II), Mn(O) or V(O), x is a number from 1 to 5, and R.sub.1 to R.sub.4, independently of one another, are linear or branched C.sub.1 -C.sub.16 alkyl, C.sub.3 -C.sub.16 alkenyl or C.sub.3 -C.sub.16 alkynyl radicals which are unsubstituted or substituted by C.sub.1 -C.sub.12 alkoxy, CN, NO.sub.2, halogen, OH, phenyl, cyanophenyl, nitrophenyl, halophenyl, hydroxyphenyl or (C.sub.1 -C.sub.12 alkoxy)phenyl,by reacting a tetraalkoxy metal phthalocyanine of the formula II with bromine, ##STR2## which comprises carrying out the reaction in a halogenated, aromatic solvent, essentially water-immiscible in the presence of a second, aqueous phase.

Abstract: A process for preparing metal-free phthalocyanines which can carry up to 16 halogen atoms, cyano groups, carboxyl groups, sulfo groups, C.sub.1 -C.sub.18 -alkyl groups and/or aryl radicals as substituents by reductive cyclization of ortho-phthalodinitrile substituted ortho-phthalodinitriles or mixtures thereof comprises effecting the cyclization in C.sub.2 -C.sub.4 -alkylene monoglycols, oligoglycols or polyglycols, their mono-C.sub.1 -C.sub.4 -alkyl or -aryl ethers or their mixtures in the presence of an aromatic compound of the formula I ##STR1## where the substituents X can be identical or different and each denotes hydroxyl, mercapto, amino or C.sub.1 -C.sub.6 -alkylamino, the substituents Y can likewise be identical or different and each denotes halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -alkoxycarbonyl, m is from 1 to 4 and n is from 0 to 5, subject to the proviso that m+n .ltoreq.

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: Water-soluble tetraazaporphins with novel structure is suitable as a fluorochrome for labeling and provides a reagent usable for fluorescence analysis process.

Abstract: A process for the production of a halogenated phthalocyanine, in which a solvent can be easily recovered and the produced halogenated phthalocyanine has a reduced residual metal amount, the process comprising forming a complex of aluminum chloride and phthalocyanine in a halogenated hydrocarbon and then halogenating the phthalocyanine.

Abstract: There are here disclosed an amorphous alkoxyphthalocyanine which is a compound or a mixture of compounds represented by the formula (1) shown in claim 1; and a method for preparing this amorphous alkoxyphthalocyanine which comprises the step of heating a crystalline phthalocyanine compound or a mixture of crystalline phthalocyanine compounds in an organic solvent.

Abstract: A dichlorotin phthalocyanine crystal showing, in the X-ray diffractometry using a CuK.sub..alpha. ray, a peak at a Bragg angle (2.theta..+-.0.2.degree.) of 28.2.degree. with any other peak(s) observed at a Bragg angle(s) between 25.degree. and 30.degree. having an intensity of not more than 30% of that of the peak at 28.2.degree.. The crystal is useful as a photoconductive material having sensitivity in the longer wavelength region. The electrophotographic photoreceptor containing the crystal exhibits high sensitivity and excellent durability.

Abstract: A process for producing a polyhalogenated phthalocyanine containing not more than 0.02 part by weight of water-insoluble inorganic impurities derived from aluminum chloride per 100 parts by weight of phthalocyanine before halogenation, which comprises the following steps A, B and C;step A of halogenating phthalocyanine in titanium tetrachloride in the presence of aluminum chloride,step B of evaporating titanium tetrachloride and sublimating aluminum chloride by heating the halogenation reaction mixture, thereby recovering aluminum chloride as a mixture with titanium tetrachloride and obtaining a polyhalogenated phthalocyanine, andstep C of recycling aluminum chloride isolated from the mixture with titanium tetrachloride or said mixture to the step A.

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 process for the production of a .beta.-form copper phthalocyanine having a particle size of 0.005 to 0.2 .mu.m and an aspect ratio of 1 to 3, which comprises the following steps:a. dry-milling a crude copper phthalocyanine in a milling apparatus until the resultant dry-milled product has an .alpha.-crystal content of more than 45% by weight,wet-milling the resultant dry-milled product in the presence of a water-soluble inorganic salt and at least one organic liquid selected from the group consisting of water-soluble alkylene glycols having 2 to 3 carbon atoms and polyoxyalkylene glycols, wherein the inorganic salt is used in an amount that is 2 to 10 times, by weight, as large as that of the dry-milled copper phthalocyanine, and wherein the organic liquid is used in an amount that is 0.1 to 2 times, by weight, as large as that of the dry-milled copper phthalocyanine, andc. removing the inorganic salt and the organic liquid from the resultant wet-milled product.

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.