KR100452672B1 - Flash fixing toner - Google Patents

Abstract

A flash fixing toner comprising a binder resin, a colorant, and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and the infrared absorber is dissolved or undispersed in the binder resin. Flash fixing toner.

Description

Flash fixing toner

The present invention relates to a flash fixing toner, and more particularly, to a flash fixing toner having good flash fixing property and low cost.

In the electrophotographic method, as the image fixing method on a to-be-printed object, the heat roll method was mainly used conventionally. However, this method is to pass a to-be-printed object such as a paper on which an image is formed by the toner through a heating roll, and thermally compresses the toner to the to-be-printed object, which causes clogging in the fixing unit or the image is crushed. There exists a problem of being reduced, the kind of to-be-printed object, etc. being limited.

The flash fixing method is a non-contact fixing method, which is an excellent fixing method without the same problem as the heat roll method. However, since the component in the toner absorbs the light of the xenon flash lamp, especially the infrared light, Fixing defects occur in color toners that do not have the ability to absorb external light or use a lot of weak colorants.

As a method of solving such a problem of fixing failure, Japanese Unexamined Patent Application Publication No. 63-161460 proposes to disperse and mix an infrared absorber having a light absorption peak at a wavelength of 800 to 1100 nm in a flash fixing toner.

In addition, Japanese Patent Application Laid-Open No. 60-57858, Japanese Patent Application Laid-Open No. 60-63546, and Japanese Patent Application Laid-Open No. 61-132959 disclose specific compounds having a light absorption peak at 800 to 1100 nm with respect to the toner composition. It is proposed to add 10% by weight.

Further, Japanese Patent Laid-Open No. 3-48585 discloses that a phthalocyanine compound having an aliphatic polyamino ammonium or substituted guanidium ion at its terminal can be used as an energy absorber in a toner for flash fixing.

In the toner disclosed in Japanese Unexamined Patent Application Publication No. 63-16146, the infrared absorber is dispersed in the binder resin, so that in order to dissolve the binder resin sufficiently by the exothermic action of the infrared absorber, the amount of addition is inevitably large and inefficient. Rather, it is economically disadvantageous. In addition, since the addition amount increases, there is a problem that the toner affects color tone, chargeability, and the like. For example, when the addition amount of the infrared absorber to be dispersed and blended is small, sufficient heat generation does not occur, and partial fixation is caused to cause fixation failure. Therefore, it is necessary to increase the flash irradiation energy. In addition, when the flash irradiation energy is increased in this way, the local heat generation temperature increases in the infrared absorber portion, and the infrared absorber itself and the binder resin may be thermally decomposed, which may cause the generation of voids in the fixed image.

In addition, in the toners described in Japanese Patent Application Laid-Open No. 60-57858, Japanese Patent Application Laid-Open No. 60-63546, and Japanese Patent Application Laid-Open No. 61-132959, in addition to the relatively high amounts of additions as described above, the compounds disclosed in these publications have a visible range. As a material having a dark hue even though the absorption is small, color contamination by an infrared absorber becomes a problem, and a problem related to the chargeability of the toner also arises from the structure and functional groups of these compounds.

In addition, the phthalocyanine compound disclosed in Japanese Patent Laid-Open No. 3-48585 lacks solubility in a binder resin used in a flash fixing toner, and when such a phthalocyanine compound is to be added to the flash fixing toner as an infrared absorber, Inevitably, the addition amount increases, and as described above, there arises a problem related to color tone and chargeability, and also a problem of deterioration in environmental resistance due to the hydrophilic group at the terminal.

In addition, all of the flash fixing toners described in the above-mentioned prior documents are toners obtained by a pulverization method.

The toner produced by the pulverization method is difficult to obtain a toner having a small particle size, has an irregular shape, and is difficult to obtain sufficient fluidity. For this reason, the high resolution of flash fixing cannot be fully exhibited.

In addition, no particular consideration is given to the dispersion of the infrared absorber, so that the dispersion of the infrared absorber is not sufficient. Therefore, in order to sufficiently dissolve the binder resin by the exothermic action by the light absorption of the infrared absorber, the amount of the infrared absorber added is inevitably increased, inefficient, and uneconomical.

Moreover, since the addition amount increased, the problem concerning color contamination by the color tone which an infrared absorber has, and chargeability by the compound structure or functional group thereof, etc. also generate | occur | produced.

Accordingly, an object of the present invention is to provide a novel flash fixing toner.

Further, an object of the present invention is to provide a toner for flash fixing having high infrared absorption ability, good flash fixability and low cost.

The flash fixing toner according to the first aspect of the present invention for achieving the above object is a flash fixing toner containing a binder resin, a colorant, and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm. And an infrared absorber is dissolved in the binder resin, and the amount of the infrared absorber added is in the range of 0.01% by weight to 1% by weight of the entire toner composition.

In the flash fixing toner of the first aspect, the turbidity measured when the infrared absorber is added in an amount of 0.1 parts by weight based on 100 parts by weight of the binder resin is preferably 10 or less, and the colorant is other than black. It is preferable that it is a coloring agent.

Thus, in the 1st aspect of this invention, the infrared absorber added in the flash fixing toner is mix | blended in the state melt | dissolved in the binder resin which comprises the matrix of toner particle. In flash fixing, since heat is generated locally in the infrared absorber portion, if the infrared absorber is undispersed in the dissolved state, that is, at the molecular level, in the matrix, sufficient fixability can be expected even if the addition amount is small. In addition, since the infrared absorber is uniformly present in the matrix, there is little local heat generation during flash irradiation, and there is no partial fixing failure since it generates heat uniformly. In addition, since the addition amount is reduced in this way, the color tone and chargeability of the toner are hardly affected by the addition of the infrared absorber, which is economically advantageous.

The flash fixing toner according to the second aspect of the present invention for achieving the above object is a flash fixing toner containing a binder resin, a colorant and an infrared absorber, wherein the infrared absorber is represented by the following formula (1) It is a phthalocyanine type compound, It is characterized by the above-mentioned.

[Formula 1]

( ^Wherein at least one of the substituents X ^{1 to} X ¹⁶ is NH-R (wherein R is an alkyl group having 1 to 8 carbon atoms or an aryl group which may have a substituent).) M is a metal-free , Metal, metal oxide, metal carbonyl, or metal halide).

In the second aspect, the phthalocyanine compound preferably has a maximum absorption wavelength peak at a wavelength of 750 to 1100 nm.

Moreover, in 2nd aspect, it is preferable that the said phthalocyanine type compound is a phthalocyanine type compound represented by following General formula (2) or (3).

[Formula 2]

(Wherein Y is an alkyl or alkoxy group having 1 to 4 carbon atoms and a is 1 or 2)

[Formula 3]

(Wherein Z is a phenylthio group which may have a substituent, a phenoxy group which may have a substituent, an alkoxy group having 1 to 8 carbon atoms, an alkylthio group having 1 to 8 carbon atoms or a fluorine atom, b is 6 to 6) Is an integer of 10.)

Moreover, in the said 2nd aspect, it is preferable that 0.01-5 weight part of said infrared absorbers are added with respect to 100 weight part of said binder resins.

Moreover, in a 2nd aspect, it is preferable that the said coloring agent is coloring agents other than black.

Thus, in the 2nd aspect of this invention, the phthalocyanine type compound represented by the said General formula (1) is used as an infrared rays absorber added in a flash fixing toner. The phthalocyanine-based compound represented by the general formula (1) has good compatibility with the binder resin used in the flash fixing toner, and is easily dissolved or undispersed when added to the binder resin. For the reason as described above, in the case of flash fixing, it is preferable that the mixed state of the infrared absorber into the binder resin constituting the matrix of the toner particles is satisfactory. In this case, even if the addition amount is small, the original function of the infrared absorber is sufficient. It can be expected that good fixability can be obtained, and in fact, when the phthalocyanine-based compound according to the present invention is used, it has been found that sufficient fixability can be obtained by adding a small amount. In addition, since the phthalocyanine compound is uniformly present in the matrix of the toner, the phthalocyanine compound uniformly generates heat during flash irradiation, and there is no partial fixing failure. Moreover, the heat resistance of this phthalocyanine type compound itself is also high. Therefore, there is no thermal decomposition of the infrared absorber and the binder resin due to flash irradiation, and problems such as generation of voids in a fixed image are also less likely to occur. In addition, since the addition amount of the infrared absorber is small as described above, the color tone and chargeability of the toner are hardly affected by the addition of the infrared absorber, which is economically advantageous.

The flash fixing toner according to the third aspect of the present invention for achieving the above objects is a polymerized toner prepared by polymerizing a polymerizable monomer composition comprising a polymerizable monomer, a colorant and an infrared absorber, wherein the infrared absorber has a wavelength of 750. It has a maximum absorption wavelength at -1100 nm, and the addition amount of the said infrared absorber exists in the range of 0.01 to 5 weight% of the said polymeric monomer composition whole.

In the third aspect, the colorant is preferably a colorant other than black.

In the third aspect, the infrared absorber is preferably included in toner particles.

Further, in the third aspect, a flash toner polymerizing toner produced by polymerizing a polymerizable monomer composition comprising a polymerizable monomer, a colorant and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, The volume average particle diameter of the toner is 3 to 15 mu m, and the value of the shape coefficient is 100 to 160.

As described above, in the third aspect of the present invention, since the flash fixing toner is manufactured by the polymerization method, a small particle size toner having a volume average particle size of about 3 to 10 µm can be easily obtained, and the value of the toner shape coefficient is Since the toner has a shape slightly released from the spherical shape of 100 to 160, the fluidity is good, and the feature capable of obtaining the high resolution of the flash fixing method can be sufficiently exhibited. In addition, in the polymerization method, various methods can be employed as the microdispersion method of the infrared absorber, so that it can be uniformly dispersed in the toner particles and within the particles. As a result, the addition efficiency of the infrared absorber is high, and a small amount of addition allows a fixed image of 70% or more of fixation degree to be obtained, and it is economically advantageous, and there is little effect on color contamination problem and charging property.

The flash fixing toner according to the fourth aspect of the present invention for achieving the above objects is a flash fixing polymerized toner produced by polymerizing a polymerizable monomer composition comprising a polymerizable monomer, a colorant and an infrared absorber, wherein the infrared absorber Has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and the infrared absorber is dissolved in the polymerizable monomer composition, and the amount of the infrared absorber added is 0.01% to 3% by weight of the entire polymerizable monomer composition. Characterized in that.

In the fourth aspect, the colorant is preferably a colorant other than black.

In the method for producing a polymerized toner according to the fourth aspect, the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, the infrared absorber is dissolved in the polymerizable monomer composition, and the amount of the infrared absorber added is increased. It is characterized by being in the range of 0.01 to 3% by weight of the entire monomer composition.

Moreover, in this manufacturing method, it is preferable that the said superposition | polymerization is by suspension polymerization.

Moreover, in this manufacturing method, it is a method of dissolving the said infrared absorber in a polymerizable monomer composition, using an infrared absorber which shows solubility with respect to a polymerizable monomer, or an infrared absorber to resin which shows solubility with respect to a polymerizable monomer. After melt-kneading in advance, it is possible to dissolve the resin containing the infrared absorber in the polymerizable monomer and to carry out.

As described above, even in the fourth aspect of the present invention, the flash fixing toner is produced by the polymerization method, and thus, similarly to the third aspect, the small particle size toner can be easily obtained, and because it is spherical, the fluidity is good and the flash fixing The characteristic which can obtain the high resolution which a law has can fully be exhibited. In addition, since the infrared absorber is dissolved in the polymerizable monomer composition, the uniformity of the amount of the infrared absorber between toner particles obtained by polymerization is increased, and the physical properties of the individual particles are uniform. Moreover, also in resin which comprises the matrix of the toner particle obtained by superposition | polymerization, an infrared absorber will be in the dissolved state or the state which is extremely finely disperse | distributed. For this reason, an infrared absorber works very efficiently, and with a small amount addition, favorable fixability of 70% or more of fixation degree is exhibited. In addition, since the desired fixability can be obtained by adding a small amount in this way, it is economically advantageous, and there is little problem of color pollution and influence on chargeability.

The flash fixing toner according to the fifth aspect of the present invention for achieving the above objects uses particles obtained by directly or agglomerating resin particles obtained by polymerization. A polymerized toner containing at least the resin component, a colorant and an infrared absorber, wherein the infrared absorber is undifferentiated and added to the polymerization system or flocculation system, and the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm. And the addition amount of the infrared absorber is in the range of 0.01% by weight to 3% by weight of the total weight of the toner.

In the fifth aspect, the colorant is preferably a colorant other than black.

In the method for producing a polymerized toner according to the fifth aspect, after the micro-dispersion treatment of the infrared absorber is added to the polymerization system or the flocculation system, the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm. The amount of the infrared absorber added is in the range of 0.01% by weight to 3% by weight of the total weight of the toner.

In the method for producing a polymerized toner according to the fifth aspect, it is preferable that the micro-dispersion treatment of the infrared absorber is performed on a resin which is soluble in a polymerizable monomer, a solvent, an aqueous medium, or a polymerizable monomer.

Thus, even in the fifth aspect of the present invention, since the flash fixing toner is produced by the polymerization method, the fluidity is good and the feature capable of obtaining the high resolution of the flash fixing method can be sufficiently exhibited. In addition, since the infrared absorber added to the toner is added after the microdispersion treatment, the infrared absorber can be uniformly dispersed in the toner particles and within the particles. In addition, the infrared absorber used in the present invention has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and can efficiently absorb xenon flash light. Accordingly, the addition efficiency of the infrared absorber is high, sufficient fixation can be obtained by adding a small amount, and it is economically advantageous, and there is little effect on the problem of color pollution and charging. According to the manufacturing method according to the fifth aspect, even in the case of the infrared absorber which was difficult to use due to the dispersion dispersion caused by the conventional grinding method, fine dispersion is possible and good results can be obtained.

Hereinafter, the present invention will be described in more detail with reference to Examples.

1. Resin for binding

The binder resin used in the flash fixing toner of the present invention is not particularly limited, and for example, a polystyrene-based copolymer, a copolymer system containing styrene of styrene with (meth) acrylic acid ester, acrylonitrile or maleic acid ester, and poly (meth). ) Acrylic resins, polyesters, polyamides, epoxy, phenol, hydrocarbons, petroleum resins, and the like, preferably polyester resins or bisphenol A / epichlorohydrin. Epoxy resins. Although these resin can be used individually or in combination of multiple, other resin and an additive can also be used together.

2. Polymerizable monomer

The flash fixing toner of the present invention can also be produced by a polymerization method. As the polymerizable monomer used in this case, a polymerization method such as suspension polymerization, emulsion polymerization and dispersion polymerization can be obtained as spherical fine particles. If it is polymerizable, it will not specifically limit, Various vinyl monomers generally used in the toner field, for example, styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, (alpha) -methylstyrene, p-meth Styrene monomers such as oxy styrene, p-tert-butyl styrene, p-phenyl styrene, o-chloro styrene, m-chloro styrene and p-coolostyrene; Methyl acrylate, ethyl acrylate, n-butyl acrylate, isobutyl acrylate, dodecyl acrylate, stearyl acrylate, 2-ethylhexyl acrylate, tetrahydropulfuryl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, (Meth) acrylic acid ester monomers such as n-butyl methacrylate, isobutyl methacrylate, n-octyl methacrylate, dodecyl methacrylate, 2-ethylhexyl methacrylate, and stearyl methacrylate; Olefinic monomers such as ethylene, propylene, butylene, and others, acrylic acid, methacrylic acid, vinyl chloride, vinyl acetate, acrylonitrile, acrylamide, methacrylamide, N-vinylpyrrolidone, etc. It can be used in combination.

In addition, when it is desired to obtain a crosslinked structure between molecules, for example, aromatic divinyl compounds such as divinylbenzene, divinyl naphthalin, derivatives thereof, ethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tri Diethylenically unsaturated carboxylic acid esters such as metyrolpropanetriacrylate, aryl methacrylate t-butylaminoethyl methacrylate, tetraethylene glycol dimethacrylate, 1,3-butanediol dimethacrylate, N, All divinyl compounds of N-divinyl aniline, divinyl ether, divinyl sulfide, divinyl sulfonic acid, compounds having three or more vinyl groups, and the like can be added as a crosslinking component. Moreover, polybutadiene, polyisoprene, unsaturated polyester, chloro sulfonated polyolefin, etc. are also effective.

Further, in the polymerizable monomer composition, a (co) polymer or other (co) polymer made of the same polymerizable monomer composition, for example, styrene resin, styrene-acrylate resin, rosin derivative, aromatic petroleum resin, pinene-based resin By adding epoxy resin, coumarone resin, etc., the particle size distribution can be made uniform. Although it does not specifically limit as a polymer, For example, about 500-100000 weight average molecular weight, More preferably, about 1000-50000 are suitable. As for the addition amount of such a (co) polymer, about 0-50 weight part is suitable with respect to 100 weight part of polymerizable monomers.

3. Colorant

As the colorant, any conventionally known one can be used. For example, black colorants such as carbon black, finesblen, acetylene black, sulfur lead, cadmium yellow, yellow iron oxide, titanium sulfur, chrome yellow, naphthol yellow, and Chinese character yellow. Yellow colorants such as pigment yellow, benzidine yellow, permanent yellow, quinoline yellow lake, anthrapyrimidine yellow, permanent orange, molybdenum orange, balkan paste orange, benzidine orange, indanthrene brilliant orange, iron oxide, amba Brown colorants such as, Permanent Brown, Bengara, Rose Bengara (iron oxide), Antimony, Permanent Red, Firered, Brilliant Carmine, Light Fast Tread Toner, Permanent Carmine, Pirazolone Red, Bold, Periobold, Rhodamine Lake, Dupont Bone Oil Red, Thio Indigo Red, Thio Indigo Maroon, Watching Red Strontium Purple colorants such as red colorant, cobalt purple, fast violet, dioxane violet, methyl violet lake, methylene blue, aniline blue, cobalt blue, selianbulo, chacoyl blue, metal phthalocyanine blue, phthalocyanine blue, ultra Pigments or dyes such as blue colorants such as marine blue, indanslene blue, indigo, green colorants such as chrome green, cobalt green, pigment green B, green gold, phthalocyanine green, malachite green oxalate, polychrome bromide phthalocyanine It can illustrate, and these pigment or dye can be used individually or in combination of multiple.

In addition, the flash fixing toner of the present invention is intended to improve flash fixability by addition of an infrared absorber, and therefore is particularly effective in the case of color toners using colorants other than black.

Although such a coloring agent is not specifically limited, It is preferable to mix | blend 3-15 weight part with respect to 100 weight part of binder resin in a toner composition.

4. Infrared absorbers

The flash fixing toner of the present invention is obtained by further adding an infrared absorber. The infrared absorber used in the flash fixing toner of the present invention is suitably selected so as to be uniformly dispersed in the toner particles obtained. When the toner for flash fixing according to the present invention is produced by the polymerization method, it has a relatively high degree of freedom of selection and can be selected from a wide range. However, when the toner for flash fixing is prepared by the pulverization method, It is preferable.

4-1. Infrared absorber soluble in binder resin

As an infrared absorber used in the 1st aspect of this invention, it is preferable that the maximum absorption wavelength is 750-1100 nm, More preferably, it is 800-1100 nm. In the flash fixing toner of the first aspect of the present invention, the infrared absorber is dissolved in a binder resin. When the infrared absorber is dissolved in the binder resin, the infrared absorber blended in the binder resin is dispersed at the molecular level, so that the original capacity of the infrared absorber can be sufficiently expressed. By this, the binder resin can be melted effectively.

In order to make the infrared absorber dissolved in the binder resin, there is a method in which the infrared absorber itself is dissolved in the resin, or a resin in which the infrared absorber is dissolved as a compatibilizer.

As a method of evaluating the dissolution state of an infrared absorber with respect to resin, there exists a method of measuring the turbidity of resin containing an infrared absorber. In addition, the turbidity value shown in this specification adds 0.1 part of infrared absorbers with respect to 100 weight part of binder resins (when adding a compatibilizer), and uses a laboprast mill at 120 degreeC for 10 minutes. The resin containing the melt-kneaded infrared absorber was molded into a 0.3 mm thick film, and the film was measured by a turbidimeter (ND-1000DP, Nippon Denshaku Kogyo Ko).

In this invention, it is preferable to select an infrared absorber so that turbidity at the time of adding to the binder resin using an infrared absorber may be 10% or less, More preferably, 8% or less. If the turbidity exceeds 10%, it is necessary to increase the addition amount of the infrared absorber in order to obtain sufficient fixability by flash fixation, and there is a possibility that adverse effects on the toner color, chargeability, etc. of the infrared absorber may occur due to the increase in the addition amount. It is also uneconomical.

As a specific example of the infrared absorber used in the present invention, since its solubility depends on the kind of the binder resin to be used and the like, it is difficult to express it uniformly. For example, (a) a cyanine compound, a dimonium compound, And an aluminum compound system, or (b) a Ni complex compound system, a phthalocyanine compound system, an anthraquinone compound system, a naphthalocyanine compound system, or the like, which is formed by introducing a functional group as described below to improve solubility, can be used. have.

(In formula, R <^1> -R <^4> is respectively independently C1-C20 alkyl group, a phenyl group, a trilyl group, a xyl group, a naphthyl group, an ethylphenyl group, a propylphenyl group, a butylphenyl group, or a naphthyl group.)

Moreover, what is shown solubility to resin for binder can be used suitably among the thing contained in Section 4.2 of the phthalocyanine-type compound mentioned later.

In addition, since flash fixing is fixed by absorbing and generating heat emitted from xenon flash lamps (mainly near-infrared light having a wavelength of 800 nm to 1100 nm), unlike heatrol fixing, a temperature of about 300 ° C to 600 ° C is instantaneously settled. To reach. Accordingly, if the thermal decomposition start temperature of the infrared absorber, that is, the heat resistance temperature is low, voids may be generated in the fixed image by the decomposition gas. Therefore, it is preferable that the heat resistance temperature of an infrared absorber is 230 degreeC or more, More preferably, it is 250 degreeC or more, Most preferably, it is 300 degreeC or more.

In the flash fixing toner of the first aspect of the present invention, the amount of the infrared absorber added is in the ratio of 0.01% by weight to 1% by weight of the entire toner composition. That is, if the amount is less than 0.01% by weight, even if the infrared absorber is dissolved in the binder resin and dispersed at the molecular level, sufficient fixability is difficult to be obtained. On the other hand, if the amount is more than 1% by weight, there is no problem in terms of fixability. However, this is not only uneconomical but also adversely affects the color tone, chargeability, and the like of the toner.

4-2. Preferred Phthalocyanine-Based Infrared Absorbers

In the flash fixing toner of the second aspect of the present invention, as the infrared absorber, one represented by the following formula (1) is used.

[Formula 1]

( ^Wherein at least one of the substituents X ^{1 to} X ¹⁶ is NH-R (wherein R may have an alkyl group having 1 to 8 carbon atoms or a aryl group which may have a substituent, and preferably may have a substituent) Phenyl group.), And M is a metal, metal, metal oxide, metal carbonyl, or metal halide).

The metal as M in the compound represented by the formula (1) includes, for example, copper, zinc, cobalt, nickel, iron, vanadium, titanium, indium, aluminum, tin, potassium, germanium, and the like, and halides of metals include Fluorides, chlorides, sucrose and the like. As the central atom to atomic group M, preferably, copper, zinc, cobalt, nickel, iron, vanadil, titanyl, chloroindium, tin chloride, gallium chloride, dichlorogermanium, indium iodide, aluminum iodide, gallium iodide, cobaltcar Preference is given to having carbonyl, or iron carbonyl. It is particularly preferable to have vanadil or tin chloride.

In the general formula (1), the substituent represented by X ^{1 to} X ¹⁶ in the aromatic ring of the phthalocyanine skeleton has at least one, more preferably three or more, most preferably 4 to 10 NH-R groups.

Specific NH-R substituents include, for example, alkyl such as methylamino, ethylamino, p-propylamino, isopropylamino, n-butylamino, isobutylamino, tert-butylamino, n-pentylamino, n-octylamino, etc. Amino group or anilino, o-toluidino, p-toluidino, m-toluidino, 2, 4-xyldino, 2, 6-xyldino, 2,4-ethylanilino, 2 , 6-ethylanilino, o-methoxyanilino, p-methoxyanilino, m-methoxyanilino, o-ethoxyanilino, p-ethoxyanilino, m-ethoxyanilino, 2 , Arylamino such as 4-ethoxyanilino, 2,6-ethoxyanilino, o-fluoroanilino, p-fluoroanilino, tetrafluoroanilino, p-ethoxycarbonylanilino, and the like. A substituted arylamino group is mentioned.

In the formula (1), as the substituents represented by X ^{1 to} X ¹⁶ , other substituents that may be present include a hydrogen atom, a halogen atom,

[Formula 1]

(Wherein R ¹ and R ² each independently represent an alkyl group having 1 to 8 carbon atoms; W represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms or a halogen) d and e each independently represent an integer of 1 to 5).

Herein, the alkyl group having 1 to 4 carbon atoms means methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group and tert-butyl group. The alkyl group having 1 to 8 carbon atoms includes, in addition to the alkyl group, a straight or branched pentyl group, a straight or branched hexyl group, a straight or branched heptyl group, and a straight or branched octyl group. The alkoxy group having 1 to 4 carbon atoms means methoxy group, ethoxy group, n-propoxy group, n-butoxy group, isobutoxy group and tert-butoxy group. The acyl group having 1 to 4 carbon atoms means a formyl group, an acetyl group, propionyl group, butyryl group, and isobutyryl group.

As the halogen atom as another substituent, for example, a fluorine atom, a chlorine atom, a cancel atom, an iodine atom, etc. may be mentioned. Among them, a fluorine atom and a chlorine atom are preferable, and a fluorine atom is more preferable. Solubility improvement can be expected by having a substituent of a fluorine atom.

Specific substituents represented by the general formula (1) as other substituents include, for example, phenoxy, o-methyl-phenoxy, o-methoxy-phenoxy, o-fluoro-phenoxy, tetrafluorophenoxy, p- Methyl-phenoxy, p-fluoro-phenoxy and the like can be exemplified.

Specific examples of the substituent represented by the general formula (2) include, for example, phenylthio, o-methyl-phenylthio, o-methoxy-phenylthio, o-fluoro-phenylthio, and tetrafluorophenylthio. , p-methylphenylthio and the like can be exemplified.

As another substituent, specifically, as a substituent represented by General formula (3), For example, methoxy, ethoxy, p-propyloxy, isopropyloxy, n-butoxy isobutoxy, tert-butoxy, n-pentyloxy , n-octyloxy, etc. can be illustrated.

As another substituent, as a substituent represented by General formula (4), For example, methylthio, ethylthio, p-propylthio, isopropylthio, n-bunalthio, isobutylthio, tert-butylthio, n-pentylthio, n-octylthio, etc. can be illustrated.

As described above, the phthalocyanine compound represented by the general formula (1) is at least one, more preferably three or more, most preferably four to ten of the substituents X ^{1 to} X ¹⁶ as NH-R. It is preferable that it is a substituent represented, and it is more preferable that the center atom-center atom group represented by M in General formula (1) is vanadil or tin chloride. More preferably, all of the remaining positions other than the substitution position in the substituent represented by NH-R have a fluorine atom or a substituent represented by the general formula (1), (2), (3) or (4). It is preferable. By having a substituent represented by NH-R, and by the central metal M being VO or S _n Cl ₂ , the solubility of the phthalocyanine-based compound to the binder resin is improved and the maximum in the wavelength range of 750-1100 nm is desired. The absorption peak can be expected to shift to the longer wavelength side, but among the above-mentioned substituents, in particular, the fluorine atom or the substituent represented by the general formulas (1), (2), (3) or (4) This is because an improvement in solubility or a shift to the longer wavelength side of the maximum absorption peak can be expected. However, of course, any of the above substituents (except hydrogen atoms) can contribute to the improvement of the solubility in the binder resin and / or the shift to the long wavelength side of the maximum absorption peak in the wavelength region of the desired 750-1100 nm.

As a phthalocyanine type compound represented by General formula (1), what is represented by General formula (2) or (3) shown below is preferable. Especially, it is preferable to represent with General formula (3).

[Formula 2]

(Wherein Y is an alkyl or alkoxy group having 1 to 4 carbon atoms and a is 1 or 2)

[Formula 3]

(Wherein Z is a phenylthio group which may have a substituent, a phenoxy group which may have a substituent, an alkoxy group having 1 to 8 carbon atoms, an alkylthio group having 1 to 8 carbon atoms or a fluorine atom, more preferably fluorine). Atom, b is an integer of 6 to 10.)

In addition, although the phthalocyanine type compound represented by General formula (1) is only one example, when a preferable thing is concretely illustrated, an octakis (anilino) -octafluoro vanadil phthalocyanine, an octakis (anilino) -octakis (phenyl Thio) vanadilphthalocyanine, 4-tetrakis (anilino) -3,5,6-dodecafluorotintinphthalocyanine, 4-tetrakis (o-ethoxyanilino) -3,5,6-dodeca Fluorotin phthalocyanine, 4-tetrakis (2,6-ethylanilino) -3,5,6-dodecafluorofluorotinphthalocyanine, 4-tetrakis (2,4-dimethoxyanilino) -3 And 5, 6-dodecafluoro tin phthalocyanine. In the names of these compounds, positions 4 and 5 of the substitution position number of the parent structure are represented by Formula (1), and are represented by X ¹ , X ⁴ , X ⁵ , X ⁸ , X ⁹ , X ¹² , X ¹³ , The substituent of X ¹⁶ is represented, and the 3rd and 6th positions represent substituents of X ² , X ⁶ , X ⁷ , X ¹⁰ , X ¹¹ , X ¹⁴ , and X ^{15 in} the general formula (1).

The infrared absorber which consists of a phthalocyanine type compound represented by such a formula (1) shows favorable compatibility with respect to binder resin, and is disperse | distributed in the binder resin or undispersed. When the infrared absorber is dissolved in the binder resin, since the infrared absorber blended in the binder resin is dispersed at the molecular level, the original ability of the infrared absorber can be sufficiently expressed. This is because, even with a small amount of addition, the binder resin can be effectively melted by the exothermic action during flash fixing.

Although the phthalocyanine type compound represented by General formula (1) which concerns on this invention shows favorable compatibility with binder resin, resin etc. which show more favorable compatibility with respect to the said phthalocyanine type compound can also be mix | blended as a compatibilizer as needed. have.

The phthalocyanine compound represented by the general formula (1) used as the infrared absorber in the second aspect of the present invention has a turbidity when the phthalocyanine compound is added to the binder resin to be used in the above-mentioned measuring method. It is preferable to become% or less, More preferably, it is 8% or less. If the turbidity is more than 10%, the amount of addition of the infrared absorber must be increased in order to obtain sufficient fixability by flash fixation, and as the amount is increased, there is a possibility that adverse effects may occur on toner color, chargeability, etc. of the infrared absorber. It is very economically disadvantageous.

The heat resistance temperature of the phthalocyanine compound represented by the general formula (I) used as the infrared absorber is preferably 300 ° C or higher, more preferably 350 ° C or higher, as described above.

In the flash fixing toner of the present invention, the amount of the infrared absorber added is in the ratio of 0.01% by weight to 5% by weight, more preferably 0.01% by weight to 1% by weight of the entire toner composition. That is, if the addition amount is less than 0.01% by weight, even if the infrared absorber is dissolved in the binder resin and dispersed at the molecular level, sufficient fixability is hardly obtained. On the other hand, if the addition amount is more than 5% by weight, there is no problem in terms of fixability. This is because it is not only economical, but also adversely affects the color tone and chargeability of the toner.

4-3. Infrared Absorbers Used in Polymerization

The infrared absorber used in the third aspect of the present invention is not particularly limited as long as it has a maximum absorption wavelength at a wavelength of 750 to 1100 nm as described above. For example, a cyanine compound, a dimonium compound, an aluminum compound, a Ni complex compound, a phthalocyanine compound, an anthraquinone compound, a naphthalocyanine compound, etc. can be illustrated.

Specifically, Kayasorb IR-750, IRG-002, IRG-003, IRG-022, IRG-023, IR-820, CY-2, CY-4, CY-9, CY-10, CY-17, CY-20 and the like, and bis (1,2-diphenylresene-1,2-dioctyl) nickel, octakis (anilino) octakis (phenylthio) vanadil phthalocyanine, octakis (anilino) Octafluoro vanadil phthalocyanine, 4-tetrakis (anilino) -3,5,6-dodecafluoro tin phthalocyanine, etc. are mentioned. In addition, other compounds exemplified as infrared absorbers in the first and second aspects can also be preferably used.

In the flash fixing toner of the third aspect of the present invention, the amount of such infrared absorber added is 0.01 to 5% by weight, preferably 0.01 to 3% by weight, based on the polymerizable monomer. That is, if the addition amount is less than 0.01% by weight, even if the infrared absorber is sufficiently dispersed in the toner particles obtained as a result of polymerizing the polymerizable monomer, it is difficult to obtain sufficient fixability. On the other hand, if the addition amount exceeds 5% by weight, There is no problem, but it is not only economical, but also may adversely affect the color tone, chargeability, and the like of the toner.

The addition time and addition method of the infrared absorber into the polymerizable monomer composition are not particularly limited, and the method of dispersing or dissolving the infrared absorber into the polymerizable monomer is not particularly limited, but is uniform between the toner particles and the toner particles obtained. It is preferable to select a method that can be present in a stable manner and that the presence can be in a dissolved or undispersed state.

As the method, for example, there is a method using a dispersing device such as a ball mill, a paint shaker, a sand mill, a colloid mill, an attritor, a kneader or a three roll.

4-4. Infrared absorber dissolved in polymerizable monomer composition

The infrared absorber used in the fourth aspect of the present invention is not particularly limited as long as it has a maximum absorption wavelength at a wavelength of 750 to 1100 nm and is dissolved in the polymerizable monomer composition as described above.

In addition, in order to dissolve an infrared absorber in a polymerizable monomer composition, the simplest method of dissolving an infrared absorber in a polymerizable monomer, the method of melt | dissolving an infrared absorber by melt-kneading, etc. in resin melt | dissolved in a polymerizable monomer, etc. are mentioned, for example. have. If the infrared absorber is melt-kneaded in the resin which is dissolved in the polymerizable monomer, and then the resin containing the infrared absorber is added to the polymerizable monomer to dissolve, the infrared absorber which does not originally have solubility or low solubility in the polymerizable monomer, The resin can be dissolved in the polymerizable monomer by exhibiting a surface active action.

Thus, in this invention, "dissolving an infrared absorber in a polymerizable monomer composition" is not limited to using the infrared absorber which originally has solubility with respect to a polymerizable monomer, but the state which melt | dissolved the infrared absorber in a polymerizable monomer. Anything that can be done, including the sun, that dissolves with the action of any substance, is included.

Although the solubility depends on the kind of polymerizable monomer used, the kind of resin melt | dissolved in a polymerizable monomer, etc. as a specific example of the infrared absorber which can be used in a 4th aspect, it is difficult to show uniformly, For example, a cyanine compound type, Dimonium compound compounds, aluminum compound compounds, Ni complex compound compounds, phthalocyanine compound compounds, anthraquinone compound compounds, naphthalocyanine compound compounds, and the like, and compounds having functional groups as shown below to improve solubility are exemplified. can do.

(In formula, R <^1> -R <^4> is respectively independently C1-C20 alkyl group, a phenyl group, a trilyl group, a xyl group, a naphthyl group, an ethylphenyl group, a propylphenyl group, a butylphenyl group, or a naphthyl group.)

Specifically, Kayasorb IRG-002 from Nippon Kayaku, IRG-003, etc., and octakis (anilino) octakis (phenylthio) vanadil phthalocyanine, octakis (anilino) octafluoro vanadil phthalocyanine, 4 Tetrakis (anilino) -3,5,6-dodecafluoro chloride tinphthalocyanine etc. are mentioned.

As described above, the heat resistance temperature of the infrared absorber is preferably 23 ° C or higher, more preferably 250 ° C or higher, and most preferably 300 ° C or higher.

In the flashlight polymerizing toner of the fourth aspect, the amount of the infrared absorber added is in the ratio of 0.01% to 3% by weight, more preferably 0.01% to 2% by weight of the polymerizable monomer composition. That is, when the addition amount is less than 0.01% by weight, even if the infrared absorber is dissolved in the resin constituting the matrix in the finally obtained toner particles and dispersed at the molecular level, it becomes difficult to obtain sufficient fixability. On the other hand, if the added amount exceeds 3% by weight, there is no problem in terms of fixability, but it is not only economically disadvantageous but also adversely affects the color tone, chargeability, and the like of the toner.

4-5. Infrared absorbers that do not dissolve in synthetic monomer compositions

The infrared absorber used in the fifth aspect of the present invention has a maximum absorption wavelength at a wavelength of 750 to 1100 nm as described above. There is no particular limitation as long as the polymerizable monomer, solvent, aqueous medium, resin, or the like can be dispersed, but not dissolved.

As a specific example of the infrared absorber which can be used in the present invention, the infrared absorber is intended to be micro-dispersed. Since it also depends on the objects such as the polymerizable monomer, the solvent, the aqueous medium, the resin, and the like, Although it is hard to see, it is a cyanine compound type, a dimonium compound type, an aluminum compound type, a Ni complex compound type, a phthalocyanine compound type, an anthraquinone compound type, a naphtharussian compound type, etc., for example.

Specifically, Kayasorb IR-750, IRG-02223, IRG-023, IR-820 B, CY-2, CY-4, CY-9, CY-17, CY-20, etc. manufactured by Nippon Kayaku Co., Ltd. (1,2-diphenylresene-1,2-dithiol) nickel etc. are mentioned.

In addition, for the above reasons, the heat resistant temperature of the infrared absorber is preferably 230 ° C or higher, more preferably 250 ° C or higher, and most preferably 300 ° C or higher.

In the flash-fixed electrophotographic toner of the fifth aspect of the present invention, the amount of such infrared absorber added is 0.01% to 3% by weight, preferably 0.01% to 2% by weight of the total weight of the finally obtained toner composition. to be. That is, if the added amount is less than 0.01% by weight, even if sufficiently dispersed in the toner particles from which the infrared absorber can be obtained, sufficient fixability is difficult to be obtained. On the other hand, if the added amount is more than 3% by weight, there is no problem in terms of fixability. This is because it is not only economical, but also adversely affects the color tone, chargeability, and the like of the toner.

5. Other additives

In the flash fixing toner of the present invention, additives such as a wax component, a charge control agent and a fluidizing agent can be further blended as necessary.

As the wax component, polyolefin wax, natural wax, or the like can be used. Examples of the polyolefin waxes include polyethylene, polypropylene, polybutylene, ethylene-propylene copolymers, ethylene-butene copolymers, ethylene-pentene copolymers, ethylene-3-methyl-1-butene copolymers, or olefins and other monomers. Examples thereof include vinyl esters, haloolefins, (meth) acrylic acid esters, copolymers with (meth) acrylic acid and derivatives thereof, and the like, and the weight average molecular weight thereof is preferably about 1000 to 45000. Moreover, as natural wax, carbana low, montan low, natural paraffin, etc. can be illustrated.

As charge control agents, for example, nigrosine, monoazo dyes, zinc, hexadecyl succinate, alkyl esters or alkylamides of naphthoic acid, nitrofumic acid, N, N-tetramethyl diaminebenzophenone, N, N-tetramethyl Benzidine, triazine, a metal salicylic acid complex, etc. can be illustrated. In the form of the color toner in which the colorant used in the flash fixing toner of the present invention is other than black, it is preferable that the charge control agent is colorless to light color.

As the fluidizing agent, for example, inorganic fine particles such as colloidal silica, hydrophobic silica, hydrophobic titania, hydrophobic zirconia, talc, and other organic fine particles such as polystyrene bis and (meth) acrylic resin bis may be used.

6. Manufacturing method

6-1.

As a method for producing the flash fixing toner of the first aspect of the present invention which uses an infrared absorber that can be dissolved in a binder resin as described in Section 4-1, the toner particles are prepared in a state in which the infrared absorber is dissolved in the binder resin. As long as it can obtain, it does not specifically limit, A binder resin, a coloring agent, an infrared absorber, and other additives mix | blended according to necessity are mix | blended by predetermined amount, it is melt-kneaded, and it is then pulverized and classified, and toner A suspension polymerization method for obtaining toner particles by polymerizing the monomers by suspending a polymerizable composition comprising a colorant, an infrared absorber, or the like mixed in a melt kneading method for obtaining particles or a monomer forming a binder resin by polymerization in an aqueous medium. And various other known production methods can be employed.

6-2.

In addition, the manufacturing method of the flash fixing toner of the 2nd aspect of this invention using the phthalocyanine type compound represented by General formula (1) as described in the said section 4-2 is not specifically limited, either melt-kneading method or suspension polymerization. Law and various other known production methods may be employed.

6-3.

As described in section 4-3, the method for producing the flash fixing toner of the third aspect of the present invention which can use a relatively arbitrary infrared absorber may be a polymerization method in which a polymer can be obtained as spherical fine particles, and for example, suspension polymerization. The polymerizable monomer composition obtained by mixing a colorant, an infrared absorber, and additives such as the wax component, the charge control agent and the fluidizing agent with the polymerizable monomer can be polymerized on the basis of a method, an emulsion polymerization method, a dispersion polymerization method and the like. .

As a dispersing agent or emulsifier used in suspension polymerization, dispersion polymerization, and emulsion polymerization, polyvinyl alcohol, gelatin, tragant, starch, methylcellulose, carboxymethylcellulose. Polymer dispersants such as hydroxyethyl cellulose, sodium polyacrylate, sodium polymethacrylate, polyvinylpyrrolidone, sodium dodecylbenzenesulfonate, sodium tetradecyl sulfate, sodium pentadecyl sulfate, sodium octyl sulfate, aryl-alkyl-polyethersul Sodium phosphate, sodium oleate, sodium laurate, sodium caprylate, sodium capronate, sodium stearyl acid, potassium oleate, 3,3'-disulfonediphenylurea-4,4'-diazo-bis-amino- 8-naphthol-6-sulfonic acid sodium, ortho-carboxybenzene-azo-dimethylaniline, 2,2 ', 5,5'-tetramethyltriphenylmethane-1,1'-diazo-bis- β -naphthol- Sodium disulfonate, sodium alkylnaphthalenesulfonate, sodium dialkylsulfosulfate, sodium alkyldiphenyletherdisulfonate, sodium polyoxyethylene alkyl sulfate, polyoxyethylene alkyl ether sulfate triethanolamide, polyoxyethylene alkylphenyl ether ammonium sulfate, Kilseol acid sodium, β - naphthalenesulfonic acid formalin condensate sodium salt, special aromatic sulfonic acid formalin condensate sodium salt, referred to the special carboxylic acid type high molecular surface active agent, a polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl Aryl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene sorbitan alkylate, lauryltrimethylammonium chloride, stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, distearyldimethylammonium chloride, alkyl Surfactants such as benzyldimethylammonium, other alginates, zein, casein, barium sulfate, calcium sulfate, barium carbonate, magnesium carbonate, calcium phosphate, talc, clay, silicon earth, bentonite, titanium hydroxide, thorium hydroxide, metal oxide powder, etc. Can be mentioned.

Moreover, as a polymerization initiator used for superposition | polymerization, the fat-soluble peroxide type or azo type initiator used for suspension polymerization and dispersion polymerization can be used normally. As an example, benzoyl peroxide, lauroyl peroxide, octanoyl peroxide, orthochloro benzoyl peroxide, orthomethoxy benzoyl peroxide, methyl ethyl ketone peroxide, diisopropyl peroxydicarbonate, cumene hydroperoxide, cyclohexanone peroxide, peroxide initiators such as t-butylhydroperoxide and diisopropylbenzenehydroperoxide, 2,2'-azobisisobutyronitrile 2,2'-azobis (2,4-dimethylvaleronitrile), 2 , 2'-azobis (2,3-dimethylbutyronitrile), 2,2'-azobis (2-methylbutyronitrile), 2,2'-azobis (2,3,3-trimethylbutyro Nitrile), 2,2'-azobis (2-isopropylbutyronitrile), 1,1'-azobis (cyclohexane-1-carbonitrile), 2,2'-azobis (4-methoxy -2,4-dimethylvaleronitrile), 2- (carbamoylazo) isobutyronitrile, 4,4'-azobis (4-cyanovaleric acid), dimethyl-2,2'-azobisiso bootee Rate and the like. As a water-soluble initiator used for emulsion polymerization, persulfates, such as sodium persulfate, potassium persulfate, and ammonium persulfate, organic peroxides, such as tert-isobutyl hydroperoxide, cumene hydroperoxide, and paramentane hydroperoxide; Logistics, hydrogen peroxide and the like. It is preferable that 0.01-20 weight%, especially 0.1-10 weight% of such a polymerization initiator is used with respect to a polymerizable monomer.

Here, the manufacturing method of the toner by suspension polymerization includes, for example, suspending and polymerizing a polymerizable monomer composition composed of a polymerizable monomer, an infrared absorber, a colorant, a polymerization initiator, a charge control agent, a wax component, etc., if necessary, in an aqueous medium. It is a method of obtaining toner particles by performing filtration, washing and drying. Moreover, in preparation of a polymerizable monomer composition, additives, such as an infrared absorber and a coloring agent, may be finely disperse | distributed with a ball mill etc. In addition, you may add the process of removing a suspension dispersing agent in the middle of a process, the process of performing agglomeration processing of a polymeric particle, etc., and the process of disintegrating if necessary.

In addition, the manufacturing method of the toner by dispersion polymerization uses, for example, a solvent which is compatible with the polymerizable monomer but not compatible with the polymer as a medium, and by adding and polymerizing the polymerizable monomer composition as described above. Thereafter, there is a method of filtration, washing and drying to obtain toner particles, and during the process such as suspension polymerization, a process such as removal of the dispersant, agglomeration of the polymerized particles, and pulverization may be added.

The manufacturing method of the toner by emulsion polymerization is a method of obtaining toner particles by adding and dispersing additives such as an infrared absorber and a colorant in an emulsion polymerization liquid obtained by emulsion polymerization of a polymerizable monomer composition, and performing agglomeration operation. In the middle of the step, such as suspension polymerization, steps such as removal, disintegration, and classification of the dispersant may be added.

6-4

As described in Section 4-4, the manufacturing method of the flash fixing toner of the fourth aspect of the present invention using a soluble infrared absorber in the polymerizable monomer composition is, as described above, spheroidizing the polymer based on the suspension polymerization method. Obtained as microparticles | fine-particles, For example, based on suspension polymerization method, the polymerizable monomer composition which mix | blends a coloring agent, an infrared absorber, additives, such as a wax component, a charge control agent, and a fluidizing agent, as mentioned above on a polymerizable monomer. It can carry out by superposing | polymerizing.

That is, in order to obtain the flash toner polymerization toner of the fourth aspect of the present invention based on the suspension polymerization method, the above-described polymerizable monomer composition is added to an aqueous medium and stirred for droplets having a desired particle size (polymerizable monomer composition). Particles) to form the polymerization. The suspension polymerization is preferably carried out after the droplet diameter is regulated or while the particle diameter is regulated, but particularly after the particle diameter is regulated. The particle size is regulated by stirring a suspension obtained by dispersing a predetermined component in an aqueous medium with a T. K. homomixer. Or it carries out by passing through a high speed stirrer, such as a line mixer (for example, Embaramder) once or several times. In this way, the particle diameter of the droplet is set to a predetermined size, that is, 0.1 to 500 µm, preferably 0.5 to 100 µm, and more preferably about 0.5 to 50 µm. Also in another polymerization method, when superposing | polymerizing based on each polymerization method, it is preferable to regulate the same particle diameter.

As a dispersing agent and a polymerization initiator used in suspension polymerization, what is used for normal suspension polymerization can be used, For example, the thing similar to what was illustrated by the said section 6-3 can be included.

6-5.

As the manufacturing method of the flash fixing toner of the fifth aspect of the present invention, the polymerization method as in the manufacturing method of the flash fixing toner of the third aspect of the present invention described in Section 6-3 can be adopted. However, of these polymerization methods, suspension polymerization is most preferable because a toner having the best physical properties can be obtained.

It is also possible to further aggregate the fine particles obtained by such a polymerization method, particularly an emulsion polymerization method, to obtain toner particles having a desired particle size. In this case, components other than the polymerizable monomer are not added to the polymerization system. It can also be added at the time of agglomeration treatment, and can also be added to both a polymerization system and an aggregation treatment system.

In the fifth aspect of the present invention, in the manufacturing process of the toner by the polymerization method, an infrared absorber which is not dissolved in the polymerizable monomer composition as shown in Section 4-5 is added after undifferentiated treatment. The addition time is not particularly limited as long as it is until the toner particles finally obtained in the preparation step of the polymerizable monomer composition are dried.

Specifically, for example, in the case of carrying out the step of preparing the polymerizable monomer composition in the polymerization system, the step of dispersing the polymerizable monomer composition in the dispersion medium, the step of polymerizing the polymerizable monomer composition, and other agglomeration treatment, the treatment step This can be done at any point in time.

Moreover, various aspects can also be taken as a dispersion method of an infrared absorber, As a specific example, an infrared absorber finely disperses and adds a polymerizable monomer, a solvent, an aqueous medium, resin, etc. which are used in a polymerization system or a flocculation system. A method is mentioned. In addition, among these, resin does not mean spherical fine particles obtained as a result of superposing | polymerizing a polymerizable monomer composition, but resin which can be melt | dissolved in the polymerizable monomer composition which can be added in such a polymerizable monomer composition, or the solvent used for a polymerization system. It means resin which can be added to and melt | dissolved.

The fine dispersion method of the infrared absorber into liquid materials such as polymerizable monomers and solvents is, for example, high-speed shearing dispersers such as homomixers, biomixers, and Ebara Milders, grinding dispersers such as colloid mills and homomixline mills, and ball mills. And media mills such as side grind mills, pearl mills, and attritors.

In addition, the method of dispersing into resin or the like is a roll mill, a kneader, a pressure kneader, a half-barrier mixer, a labo blast mill, a uniaxial or biaxial kneading extruder, and the like. The method of fine-dispersing an infrared absorber in a shaped object is mentioned.

The degree of fine dispersion treatment of the infrared absorber also depends on the type of polymerizable monomer, solvent, aqueous medium, resin, etc. to which the infrared absorber is added to perform the dispersion treatment, but the particle size of the dispersed infrared absorber is 0.5 μm or less, More preferably, it is 0.01 to 0.3 micrometer.

In addition, in the case of finely dispersing the infrared absorber by these methods, the dispersing treatment of colorants such as pigments, charge control agents, waxes, and the like can be performed without any problem, and these dispersions may be performed at high concentration. .

As a dispersing agent, an emulsifier, and a polymerization initiator used in suspension polymerization, dispersion polymerization, and emulsion polymerization, the thing similar to what was illustrated by the said section 6-3 can be contained. Further, even when the production of the toner of the fifth aspect is carried out by the suspension polymerization method or other polymerization method as described above, the same operation as the regulation of the particle size described with respect to the suspension polymerization method in Section 6-4 above is performed. It is preferable.

7. Shape and use of flash fixing toner

The flash fixing toner according to the present invention thus obtained also depends on the resolution and the like which are the objectives in the electrophotographic method, but the volume average particle size is, for example, 3 to 15 µm, preferably 5 to 15 µm, more preferably. 5-10 micrometers. In addition, when obtained by the polymerization method, the shape coefficient of the toner is preferably 100 to 160, more preferably 100 to 140.

When the volume average particle diameter of the toner is more than 15 µm, the toner particle diameter is large and an image of sufficient resolution cannot be obtained. On the contrary, when it is less than 3 micrometers, although the resolution of the image obtained is high, since fluidity is low, an image will not be stabilized and it will cause fog and a cleaning defect. In addition, when the value of the shape coefficient of the toner exceeds 160, the fluidity of the toner is deteriorated and the resolution of the image is reduced.

It is preferable to use a xenon flash lamp for fixing the flash fixing electrophotographic toner according to the present invention, and to set the electrical input energy of the xenon flash lamp at 1.6 to 3 J / cm ² per unit area. If the fixation degree is 70% or more, there is no problem in use, but if it is 70% or less, a deviation occurs in frictional force or the like, causing a problem such as contaminating another contact.

The flash fixing toner of the present invention can be suitably used for various applications such as, for example, barcode printing, label printing, tag printing, printers such as Carlson method or ion flow method, and copying, and is particularly inexpensive even in the colored embodiment. Since a product exhibiting good flash fixability can be provided, it can easily respond to the request of colorization of the image in these uses.

Example

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples. In the following, "%" and "part" are by weight unless otherwise specified.

Example 1

100 parts of polyester resin (Tuffon NEl110, manufactured by Kaow)

Phthalocyanine Blue (Rionol Blue ES, Doyou Ink Products) 5 sheets

1 charge control agent (Bontron E82, product of Orient Kagaku Kogyo)

Infrared absorber 0.3 parts

(Octakis (anilino) octakis (phenylthio) vanadil phthalocyanine)

The toner composition was sufficiently mixed with a powder mixer (High Speed Mixer, manufactured by Shimgang Industrial Co., Ltd.), and then melt-kneaded with a Labolast Mill (manufactured by Doyou Seiki). After this kneaded material was cooled, it was coarsely ground and finely ground with a jet mill. The obtained fine pulverized material was classified by the wind classifier, and the blue powder of 9.2 micrometers of average particle diameters was obtained.

0.4% of hydrophobic silica R972 (manufactured by Nippon Aerosol) was added to 100 parts of the blue powder, and the mixture was uniformly mixed with a Henschel mixer to obtain a toner (1).

The toner 1 thus obtained was evaluated for fixing degree, color tone, fog on the image, and void of the fixing image by the method as described below. The obtained results are shown in Table 1.

In addition, the solubility (turbidity) of the infrared absorber with respect to the binder resin in the said toner composition, the maximum absorption spectrum of the infrared absorber in the state mix | blended with the binder resin, and the heat resistance of an infrared absorber are shown below, respectively. It measured by the same method. The obtained results are shown in Table 2.

Example 2

80 parts of styrene acrylic resin (TS-1000, Sanyou Kasei)

20 parts of styrene acrylic resin (ST-95, Sanyou Kasei)

Red Pigment (Lionel Red CP-A, Doyou Inky) 7

1 charge control agent (Bontron E82, product of Orient Kagaku Kogyo)

Infrared absorber (Kayasoub CY10, Nippon Kayaku) 0.9 parts

Toner 2 was obtained in the same manner as in Example 1 using the above toner composition. Moreover, the average particle diameter of this toner 2 was 9.5 micrometers.

The obtained toner 2 was also evaluated for performance in the same manner as in Example 1. The obtained results are shown in Table 1. Moreover, the characteristic evaluation was performed like Example 1 about the used infrared absorber. The obtained results are shown in Table 2.

Example 3

100 parts of polyester resin (Tafton NEl110, manufactured by Kaow)

Red Pigment (Lionel Red CP-A, Doyou Inky) 5 pcs

One charge control agent (bontlon E82, product of Orient Kagaku Kogyo)

Infrared absorber 0.1 part

(Octakis (anilino) octakis (phenylthio) vanadil phthalocyanine)

Toner 3 was obtained in the same manner as in Example 1 using the above toner composition. Moreover, the average particle diameter of this toner 3 was 8.4 micrometers.

The toner 3 thus obtained was subjected to performance evaluation in the same manner as in Example 1. The results obtained are shown in Table 1.

Example 4

100 parts of polyester resin (Tafton NE1110, product of Kaow)

Phthalocyanine Blue (Lionol Blue ES, Doyou Inky) 5 parts

One charge control agent (bontlon E82, product of Orient Kagaku Kogyo)

Infrared absorber 0.7 parts

(4-tetrakis (anilino) -3,5,6-dodecafluorotin phthalocyanine)

Toner 4 was obtained in the same manner as in Example 1 using the above toner composition. The average particle diameter of this toner 4 was 8.1 mu m. Moreover, the characteristic evaluation was performed like Example 1 about the used infrared absorber. The results obtained are shown in Table 2.

Example 5

100 parts of polyester resin (Tafton NEl110, manufactured by Kaow)

Red Pigment (Lionel Red CP-A, Doyou Inky) 7

One charge control agent (bontlon E84, product of Orient Kagaku Kogyo)

Infrared absorber 0.3 parts

(Octakis (anilino) octafluoro vanadil phthalocyanine)

Toner 5 was obtained in the same manner as in Example 1 using the above toner composition. Moreover, the average particle diameter of this toner 5 was 8.2 micrometers.

The obtained toner 5 was also evaluated for performance as in Example 1. The obtained results are shown in Table 1. Moreover, the characteristic evaluation similar to Example 1 was performed about the used infrared absorber. The obtained results are shown in Table 2.

Example 6

80 parts of styrene acrylic resin (TB-1000, Sanyou Kasei)

Sterenacrylic resin (ST-95, product of Sanyou Kasei). Part 20

Red Pigment (Lionel Red CP-A, Doyou Inky) 7

One charge control agent (bontlon E84, product of Orient Kagaku Kogyo)

Infrared absorber part 5

(Octakis (anilino) octakis (phenylthio) vanadil phthalocyanine)

Toner 6 was obtained in the same manner as in Example 1 using the above toner composition. Moreover, the average particle diameter of this toner 6 was 7.1 micrometers.

The obtained toner 6 was also evaluated for performance as in Example 1. The results obtained are shown in Table 1.

Comparative Examples 1 and 2

In the toner compositions in Examples 1 and 2, comparative toners (C1) and (C2) were obtained using the same method as in Examples 1 and 2, respectively, with the composition without adding an infrared absorber.

These comparative toners (C1) and (C2) were used as color tone standard toners in evaluating color tone. Moreover, about the other performance, it evaluated like Example 1. The results obtained are shown in Table 1.

Comparative Example 3

A comparative toner 3 was obtained in the same manner as in Example 2 except that the infrared absorber was used in three parts of the cyanine compound (Kayasoub CY17, manufactured by Nippon Kayaku). Performance evaluation similar to Example 1 was also performed about the obtained toner 3. The obtained results are shown in Table 1. Moreover, the characteristic evaluation was performed like Example 1 about the used infrared absorber. The results obtained are shown in Table 2.

Comparative Example 4

In Comparative Example 1, a comparative toner 4 was obtained in the same manner as in Example 1 except that the infrared absorber was used as one part of a nickel complex system compound (bis (1,2-diphenylresene-1,2-dithiol) nickel).

As a result of observing the melt kneaded product in the Labo Plast Mill, the particles of the infrared absorber were visually confirmed.

The obtained toner 4 was also evaluated for performance in the same manner as in Example 1. The obtained results are shown in Table 1. Moreover, the characteristic evaluation was performed like Example 1 about the used infrared absorber. The obtained results are shown in Table 2.

Comparative Example 5

Comparative toner C5 was obtained in the same manner as Comparative Toner 3 except that the infrared absorber amount of Comparative Toner 3 was 0.5 part. The obtained toner C5 was also evaluated for performance as in Example 1. The obtained results are shown in Table 1.

Comparative Examples 6 to 8

In the toner compositions of Examples 4 to 6, each composition was prepared without the addition of an infrared absorber, and comparative toners (C6), (C7) and (C8) were obtained using the same method as in Examples 4 to 6. .

These comparative toners (C6), (C7), and (C8) were used as color tone toners in evaluating color tone. Moreover, about the other performance, it evaluated like Example 1. The results obtained are shown in Table 1.

Comparative Example 9

A comparative toner (C9) was obtained in the same manner as in Example 5 except that the infrared absorber was used in 5 parts of the cyanine compound (Kayasoub CY17, manufactured by Nippon Kayaku). The obtained toner C9 was also evaluated for performance in the same manner as in Example 1. The obtained results are shown in Table 1. Moreover, the characteristic evaluation was performed like Example 1 about the used infrared absorber. The obtained results are shown in Table 2.

Comparative Example 10

A comparative toner C10 was prepared in the same manner as in Example 1, except that the infrared absorber of Example 4 was 3.5 parts of a nickel complex system compound (bis (1,2-diphenylresene 1,2-dithiol) nickel). Got it.

The obtained toner C10 was also evaluated for performance as in Example 1. The obtained results are shown in Table 1. Moreover, the characteristic evaluation was performed like Example 1 about the used infrared absorber. The obtained results are shown in Table 2.

Example 7

85 parts of styrene, 15 parts of n-butylacrylate, 0.1 part of divinylbenzene, 2,2'-azobisbutyronitrile (ABNR, manufactured by Nippon Hydrazine Kogyo) 2,2'-azobis (2,4-dimethyl 2 parts of valeronitrile) (ABNV), 6 parts of phthalocyanine blue (Lionol Blue ES, manufactured by Doyou Inky), 1 part of charge control agent (Bontron E82, product of Orient Kagaku Kogyo), infrared absorber (Kayasoub CY- 17, Nippon Kayaku Co., Ltd.) 1 part of the polymerizable monomer composition was put into the 450 m1 mayonnaise bottle with 130 g of glass beads of diameter 2.5mm, and it mixed and mixed for 60 minutes with the paint shaker.

The polymerizable monomer composition was added to 430 parts of a pre-adjusted 0.2% hytenol N08 (Daiichi Kogyo Seiyaku) aqueous solution, mixed uniformly, and then rotated with Ebara Milder (manufactured by Ebara Seisakusho). A suspension was obtained by passing the mixed solution one time under operating conditions of water 12000 rpm and a flow rate of 230 kg / Hr.

Under the nitrogen atmosphere, the suspension was heated up with uniform stirring to the extent that the polymerized particles did not settle, and polymerization was carried out at 75 ° C for 5 hours.

The volume average particle diameter was 6.5 micrometers when the superposition | polymerization particle diameter in this polymerization liquid was measured with the Coulter multisider-II (made by Coulter, Inc.).

Subsequently, after solid-liquid separation and washing were repeated, it dried for 24 hours with the pressure reduction dryer of the temperature of 50 degreeC, and obtained colored resin fine particle (7).

Using this colored resin fine particle 7 as an electrophotographic toner raw material, 0.3% of hydrophobic silica (aerosol R-972, product of Nippon Aerosil) was added thereto and sufficiently mixed to obtain a toner 7. The shape coefficient of this colored resin particle 7 was 105.

The toner 7 thus obtained was evaluated in terms of fixing degree, color tone, fog on the image, and resolution by the following method. The obtained results are shown in Table 3.

Example 8

In Example 7, the infrared absorber was made into 1 part of bis (1,2'-diphenylresene-1,2-dithiol) nickel and the phthalocyanine blue was made into 5 parts of red pigment (Lionel Red CP-A, manufactured by Doyou Inky). A polymerizable monomer composition composed of the same components as in Example 7 except for one was mixed and dispersed with a ball mill for 48 hours.

The polymerizable monomer composition was added to 430 parts of water containing 0.04% of sodium dodecylbenzenesulfonate and 4% of calcium phosphate, which was adjusted in advance, and stirred for 5 minutes at 8000 rpm in a homomixer (manufactured by Tokushu Kikakou). To give a suspension. The polymerization was carried out in the same manner as in Example 7 using this suspension. As a result of measuring the polymerization particle diameter in this polymerization liquid similar to Example 7, the volume average particle diameter was 5.1 micrometers.

Subsequently, after solid-liquid separation and washing were repeated, it dried for 24 hours with the pressure-reduction dryer of the temperature of 50 degreeC, and obtained colored resin microparticles | fine-particles (8). The shape coefficient of this colored resin particle 8 was 108.

Toner 8 was obtained in the same manner as in Example 7 using the colored resin fine particles 8 as the raw material for toner for electrophotography.

The toner 8 thus obtained was also subjected to performance evaluation in the same manner as in Example 7. The obtained results are shown in Table 3.

Example 9

In Example 7, except that the infrared absorber is 0.3 part of octakis (anilino) -octakis (phenylthio) -vanadilphthalocyanine, a polymerizable monomer composition composed of the same components as in Example 7 was prepared and the same method as in Example 7 was carried out. The particle diameter measurement of suspension, superposition | polymerization, and a polymerization liquid was performed. As a result, the volume average particle diameter was 6.8 mu m. 0.5 part of hydrophobic silica (Aerosil R-972, the Nippon Aerosil product) was disperse | distributed to this polymerization liquid in 5 parts of methanol. The dispersion was added, dispersed in a polymerization liquid with a homomixer (manufactured by Tokushu Kikakou), and then heated to 70 ° C. with stirring, held for 60 minutes, subjected to agglomeration / fusion treatment, and then cooled.

Subsequently, after carrying out solid-liquid separation and washing | cleaning repeatedly, it drys for 24 hours in a pressure-reducing dryer with a temperature of 50 degreeC, this dry matter is pulverized with a jet mill, classified with a wind classifier, and the colored resin microparticles | fine-particles 9 of volume average particle diameters 7.1micrometer are carried out. Got it. The shape coefficient of this colored resin particle 9 was 141.

Toner 9 was obtained in the same manner as in Example 7 using the colored resin fine particles 9 as the raw material for toner for electrophotography.

The toner 9 thus obtained was also subjected to performance evaluation in the same manner as in Example 7. The obtained results are shown in Table 1.

Comparative Example 11

80 parts of styrene acrylic resin (TB-1000, Sanyou Kasei)

20 parts of styrene acrylic resin (ST-95, Sanyou Kasei)

Red Pigment (Lionel Red CP-A, Doyou Inky) 5 pcs

1 charge control agent (Bontron E82 Orient Kagaku Kogyo)

Infrared absorber part 3

(Bis (1,2'-diphenylresene-1,2-dithiol) nickel)

The toner composition was sufficiently mixed with a powder mixer (High Speed Mixer, manufactured by Shimgang Industrial Co., Ltd.), and then melt-blended with a Labo Plast Mill (manufactured by Doyou Seiki). The mixture was cooled and coarsely ground, and then finely ground with a jet mill. The obtained pulverized material was classified by the wind classifier, and the comparative colored resin particle (C11) of 10.1 micrometers of volume average particle diameters was obtained. The shape coefficient of this comparative colored resin particle (C11) was 172. Using this comparative colored resin particle (C11) as an electrophotographic toner raw powder, a comparative toner (C11) was obtained in the same manner as in Example 7. The comparative toner C11 thus obtained was subjected to performance evaluation as in Example 1. The obtained results are shown in Table 3.

Comparative Example 12

100 parts of polyester resin (Tafton NEl110, manufactured by Kaow)

Phthalocyanine Blue (Lionol Blue ES, Doyou Inky) 5 pcs

1 charge control agent (Bontron E82, product of Orient Kagaku Kogyo)

Infrared absorber part 1

(Kayasoub CY-17, Nippon Kayaku)

Using the toner composition described above, melt kneading, pulverization and classification were carried out in the same manner as in Comparative Example 11 to obtain colored resin particles (C12) for comparison having a volume average particle diameter of 9.5 µm. The shape coefficient of this comparative colored resin particle (C12) was 175. Using this comparative colored resin particle (C12) as an electrophotographic toner raw material, a comparative toner (C12) was obtained in the same manner as in Example 7. The comparative toner (C12) thus obtained was subjected to performance evaluation as in Example 1. The obtained results are shown in Table 3.

Comparative Example 13

In the polymerizable monomer composition of Example 7, the same composition was obtained except that no infrared absorber was added, and a comparative toner (C13) was obtained in the same manner as in Example 7. The comparative toner C13 thus obtained was subjected to performance evaluation in the same manner as in Example 7. The obtained results are shown in Table 3.

Example 10

0.3 part of styrene, 15 parts of n-butyl acrylate, and 0.1 part of divinylbenzene are added with 0.3 part of an infrared absorber octakis (anilino) octafluorobanadiylphthalocyanine, and are dissolved in 2,2'-azobisbutyro. Nitrile (ABNR, Nippon Hydrazine Kogyo Co., Ltd.) 2 parts, 2,2'-azobis (2,4-dimethylvaleronitrile) (ABNV) 2 parts, phthalocyanine blue (Lionol Blue ES, from Doyou Inky) 6 1 part of a charge control agent (Bontron E82, product of Orient Kagaku Kogyo Co., Ltd.) was added to prepare a polymerizable monomer composition, and the obtained polymerizable monomer composition was prepared using a biomixer (Bio Shiki Co., Ltd.). Show), and mixed for 10 minutes at 20000 rpm.

After adding this polymerizable monomer composition to 430 parts of 0.2% hytenol N08 (Cheil Industrial Co., Ltd.) aqueous solution previously adjusted, and mixing it uniformly, it uses rotation speed 12000rpm and the flow volume 200kg using Ebara Milder (Ebara Corporation). The mixture was passed once under operating conditions of / Hr to obtain a suspension.

Under the nitrogen atmosphere, the suspension was heated to uniformly stirred so that the polymerized particles would not settle, and polymerization was carried out at 75 ° C. for 5 hours.

The volume average particle diameter was 6.9 micrometers when the superposition | polymerization particle diameter in this polymerization liquid was measured with the Coulter Multi Sider II (made by Coulter, Inc.).

Subsequently, after solid-liquid separation and washing | cleaning were repeated, it dried for 24 hours by the pressure reduction dryer at the temperature of 50 degreeC, and obtained colored resin microparticles | fine-particles (10).

Using this colored resin fine particle 10 as an electrophotographic toner raw material, 0.3% of hydrophobic silica (aerosol R-972, manufactured by Nippon Aerosil) was added thereto, and sufficiently mixed to obtain a toner 10.

The toner 10 thus obtained was evaluated in terms of fixing degree, color tone, fog on the image, and resolution by the following method. The obtained results are shown in Table 4.

Example 11

After dissolving 0.2 parts of infrared ray absorbent octakis (anilino) octakis (phenylthio) vanadil phthalocyanine to 89.8 parts of styrene, 10 parts of red pigment (Lionel Red CP-A, manufactured by Doyou Inky), charge control agent (Bontron E82) 1 part of Orient Kagaku Kogyo Co., Ltd.) was added, it mixed and dispersed for 48 hours by the ball mill, and the mill base was created.

50 parts of this Milebes, 40 parts of styrene, 15 parts of n-butylacrylate, 0.1 parts of divinylbenzene, 2 parts of 2,2'-azobisbutyronitrile (ABNR, Nippon Hydrazine Kogyo Co., Ltd.), 2 parts, 2,2 2 parts of '-azobis (2, 4- dimethylvaleronitrile) (ABNV) were stirred and mixed uniformly, and the polymerizable monomer composition was prepared.

This polymerizable monomer composition was added to 430 parts of water containing 0.04% of sodium dodecylbenzenesulfonate and 4% of calcium phosphate which had been adjusted in advance, and stirred for 5 minutes at 8000 rpm in a homomixer (manufactured by Tokushu Kikakou). To give a suspension. The polymerization was carried out as in Example 10 using this suspension. As a result of measuring the polymerization particle diameter in this polymerization liquid similar to Example 10, the volume average particle diameter was 5.7 micrometers.

Subsequently, after solid-liquid separation and washing were repeated, it dried for 24 hours with the pressure-reduction dryer of the temperature of 50 degreeC, and obtained colored resin microparticles | fine-particles (11).

The toner 11 was obtained in the same manner as in Example 10 using the colored resin fine particles 11 as the raw material for toner for electrophotography.

The toner 11 thus obtained was subjected to performance evaluation in the same manner as in Example 10. The obtained results are shown in Table 4.

Example 12

Infrared absorber Kayasoub CY-10 (manufactured by Nippon Kayaku) 0.6 parts, styrene acrylic resin (ST-95, Sanyou Kasei) 60 parts were mixed, melt kneaded at 110 ° C using a labo blast mill and infrared absorber to the resin Was dissolved and this was used as the master batch of the infrared absorber.

5 parts of this infrared absorber masterbatch are added to 81 parts of styrene, 14 parts of n-butylacrylate, and 0.1 part of divinylbenzene, and it melt | dissolves, and further, 2,2'- azobisbutyronitrile (ABNR, Nippon hydrazine nose) Alumni) 2 parts 2,2'-azobis (2,4-dimethylvaleronitrile) (ABNV) 2 parts, phthalocyanine blue-(ionol blue ES, Doyou Inky) 6 parts, charge control agent 1 part of Tron E82 Orient Kagaku Kogyo Co., Ltd. was added to prepare a polymerizable monomer composition, except that the infrared absorber was changed to 0.3 parts of octakis (anilino) -octakis (phenylthio) -vanadilphthalocyanine in Example 10. The polymerizable monomer composition which consists of a component similar to Example 10 was prepared, suspension and superposition | polymerization were performed in the same manner as Example 10 after that, and the particle diameter measurement of the obtained polymerization liquid was performed. As a result, the volume average particle diameter was 7.2 µm.

Subsequently, after carrying out solid-liquid separation and washing repeatedly, it dried with the pressure-reduction dryer of the temperature of 50 degreeC for 24 hours, and obtained colored resin microparticles | fine-particles (12).

Toner 12 was obtained as in Example 10, using the colored resin fine particles 12 as the raw material for toner for electrophotography.

The toner 12 thus obtained was also evaluated for performance as in Example 10. The obtained results are shown in Table 4.

Example 13

The infrared absorber of Example 10 was changed to 0.6 part of Kayasoub CY-17 (manufactured by Nippon Kayaku), and this was added to the polymerizable monomer as in Example 1 and stirred and mixed, but the infrared absorber was not dissolved. Furthermore, the polymerizable monomer composition was prepared in the same manner as in Example 1, suspended and polymerized, and the particle diameter of the obtained polymerization liquid was measured. As a result, the volume average particle diameter was 6.1 mu m.

Thereafter, colored resin particles (13) were obtained in the same manner as in Example 10.

As a result of observing the dispersion state of the infrared absorber in this comparative colored resin fine particle 13 with a TEM photograph, dispersion was uneven and the particle size was mainly 1-3 micrometers.

The toner 13 was obtained like Example 10 using this colored resin particle 13 as an electrophotographic toner raw material. The toner 13 thus obtained was evaluated for performance as in Example 10. The obtained results are shown in Table 4.

Comparative Example 14

Styrene acrylic resin (TB-1000, product of Sanyou Kasei). 80 copies

Styrene acrylic resin (ST-95, product of Sanyou Kasei). Part 20

Red Pigment (Lionel Red CP-A, Doyou Inky) 5 pcs

1 charge control agent (Bontron E82 Orient Kagaku Kogyo)

Infrared absorber (Kayasoub CY-10, Nippon Kayaku) 2 parts

The above toner composition was sufficiently mixed with a powder mixer (High Speed Mixer, manufactured by Deep River Co., Ltd.), and then melt-blended with a Labo Plast Mill (manufactured by Doyou Seiki). The mixture was cooled and coarsely ground, and then finely ground with a jet mill. The obtained fine pulverized object was classified by the wind classifier, and the comparative colored resin particle (C14) of 10.1 micrometers of average particle diameters was obtained.

As a result of observing the dispersion state of the infrared absorber in this comparative colored resin fine particle (C14) by a TEM photograph, it was a very poor dispersion state, The particle size of this infrared absorber was 1-3 micrometers mainly.

Using this comparative colored resin particle (C14) as an electrophotographic toner raw powder, a comparative toner (C14) was obtained in the same manner as in Example 10. The performance was evaluated in the same manner as in Example 10 with respect to the obtained comparative toner C14. The obtained results are shown in Table 4.

Comparative Example 15

In the polymerizable monomer composition of Example l0, the polymerizable monomer composition was prepared, suspended, and polymerized in the same manner as in Example 1 except that the infrared absorber was not added, and the particle size of the polymerization liquid was measured. . As a result, the volume average particle diameter was 6.5 µm.

Next, the comparative colored resin particles (C15) were obtained from the polymerization solution in the same manner as in Example 10.

Using this comparative colored resin particle (C15) as an electrophotographic toner raw material, a comparative toner (C15) was obtained in the same manner as in Example 10. The performance was evaluated as in Example 10 with respect to the obtained comparative toner (C15). The obtained results are shown in Table 4.

Example 14

Styrene 874 parts, infrared absorber bis (1,2'-diphenylresene 1,2-dithiol) nickel 6 parts, red pigment (Lionel Red CP-A, Doyou Inky) 100 parts, charge control agent (Bontron) Mix 20 parts of E82 Orient Kagaku Kogyo Co., Ltd., and fill 1L of Vessel capacity with zirconia beads of 0.8mm of beads in 80% of the vessel capacity. And finely divided for 10 minutes at a flow rate of 1500 m 1 / min to prepare a mill base.

50 parts of this millbase, 41.3 parts of styrene, 15 parts of n-butyl acrylate, 0.1 parts of divinylbenzene, 2 parts of 2,2'-azobis butyronitrile (BNR, Nippon Hydrazine Kogyo Co., Ltd.), 2,2 ' Two parts of azobis (2,4-dimethylvaleronitrile) (ABNV) were uniformly mixed to obtain a polymerizable monomer composition.

The polymerizable monomer composition was added to 430 parts of water containing 0.04% of sodium dodecylbenzenesulfonate and 4% of calcium phosphate, which had been adjusted in advance, and the resultant was mixed at 8000 rpm using a homomixer (manufactured by Tokushugi Kakou). Stirring for minutes gave a suspension.

Under the nitrogen atmosphere, the suspension was heated to uniformly stirred so that the polymerized particles would not settle, and then polymerized at 75 ° C for 5 hours.

The volume average particle diameter was 7.3 micrometers when the superposition | polymerization particle diameter in this polymerization liquid was measured with the Coulter multi-sider II (made by Coulter).

Subsequently, after carrying out solid-liquid separation and washing repeatedly, it dried at 24 degreeC by the pressure reduction dryer for 24 hours, and obtained colored resin microparticles | fine-particles (14).

As a result of observing the infrared absorber dispersion state of this colored resin fine particle 14 with the TEM photograph, it was uniformly disperse | distributed in particle | grains, and the particle size was 0.1 micrometer or less.

The colored resin fine particles 14 were used as an electrophotographic toner raw material, and 0.3% of hydrophobic silica (aerosol R-972, manufactured by Nippon Aerosil) was added thereto and sufficiently mixed to obtain a toner 14.

The toner 14 thus obtained was evaluated in terms of fixation, color tone, fog on image, and resolution in the following manner. The obtained results are shown in Table 5.

Example 15

A polymerizable monomer composition consisting of 70 parts of styrene and 30 parts of n-butyl acrylate was added to 230 parts of an aqueous solution of 0.9% hytenol N08 (manufactured by Daiichi Kogyo Seiyaku) prepared in advance, and polymerized at 70 ° C. for 8 hours while stirring. An emulsion polymer having a solid content of 30% was obtained.

To this emulsion polymer, 100 parts of an infrared absorber dispersion prepared in advance under the following conditions, 100 parts of a dispersion of a pigment and a charge control agent, and 5 parts of a 10% polyaluminum chloride aqueous solution were added, and the temperature was slowly raised under stirring, followed by 1 hour at 70 ° C. Maintained. In the meantime, it was confirmed by the optical microscope that the aggregate which consists of a resin particle, an infrared absorber, a pigment, and a charge control agent is formed.

Thereafter, as in Example 1, solid-liquid separation, washing, and drying were carried out, and further, wind classification was performed to obtain colored resin fine particles 15 having a thickness of about 8 µm.

As a result of measuring the particle diameters of the colored resin fine particles 15 in the same manner as in Example 14, the volume average particle diameter was 7.8 µm.

Toner 15 was obtained in the same manner as in Example 14 using the colored resin fine particles 15 as an electrophotographic toner raw material.

The performance of the toner 15 thus obtained was evaluated in the same manner as in Example 14. The obtained results are shown in Table 5.

Undispersed Treatment of Infrared Absorbers

Infrared absorber Kayasoub CY-10 (manufactured by Nippon Kayaku) 1.5 parts, l45 parts of methanol and 253.5 parts of water are mixed and batch sand mill (1 L of vessel capacity is filled with zirconia beads of 1.2 mm in diameter to 80% of vessel capacity, disk The dispersion | distribution process was performed for 30 minutes at the circumferential speed of 8 m / s), and the infrared absorber / methanol / water dispersion liquid was obtained.

As a result of confirming the particle diameter of an infrared absorber in this dispersion liquid by an optical microscope, it turned out that it is undispersed to 0.3 micrometer or less.

Undispersed Treatment of Pigments and Charge Control Agents

15 parts of phthalocyanine blue (Lionol Blue ES, Doyou Inky), 3 parts of charge control agent (Bontron E82, product of Orient Kagaku Kogyo), 45 parts of methanol, and 237 parts of water Undispersed under the same conditions to obtain a dispersion of the pigment and the charge control agent.

Example 16

2 parts of a polyester resin (Tafton NE1110, manufactured by Kaow) and an infrared absorber Kayasoub CY-17 (manufactured by Nippon Kayaku) were mixed and melt-kneaded for 20 minutes with a heat roll having a roll temperature of 115 ° C. to disperse the infrared absorber in the resin. You have created a master batch.

The master batch was dissolved in toluene (the infrared absorber was not dissolved), and the dispersion particle diameter of the infrared absorber was observed under a microscope. As a result, it was found that the dispersion was undispersed to 0.5 µm or less.

64 parts of styrene, 11.5 parts of n-butyl acrylate, 0.1 part of divinylbenzene, 5 parts of phthalocyanine blue (Lionol Blue ES, manufactured by Doyou Inky), 1 part of charge control agent (Bontron E82 Orient Kagaku Kogyo Co., Ltd.) , 2 parts of 2,2'-azobisbutyronitrile (ABNR, Nippon Hydrazine Co.) and 2 parts of 2,2'-azobis (2,4-dimethylvaleronitrile) (ABNV) The mixture was dispersed for 10 minutes at 20000 rpm using a mixer (Hito Irika instrument, Seisakusho). 25 parts of previously prepared master batches were added and stirred and mixed to prepare a polymerizable monomer composition.

After adding this polymerizable monomer composition to 430 parts of 0.2% hytenol N08 (Daiichi Kogyo Seiyaku) aqueous solution previously adjusted, and mixing it uniformly, it is set as the rotation speed l2000rpm, to Ebara Milder (Ebara Corporation), The mixture was passed through the mixture l times under operating conditions of a flow rate of 230 kg / Hr to obtain a suspension.

This suspension was polymerized in the same manner as in Example 14. As a result of measuring the particle diameter of the obtained polymerization liquid like Example 14, the volume average particle diameter was 5.8 micrometers.

Subsequently, solid-liquid separation, washing | cleaning, and drying were performed, and the colored resin fine particle 16 was obtained.

Using the colored resin fine particles 16 as the electrophotographic toner raw material, the toner 16 was obtained in the same manner as in Example 14.

The performance of the toner 16 thus obtained was evaluated in the same manner as in Example 14. The obtained results are shown in Table 5.

Example 17

85 parts of styrene, 15 parts of n-butyl acrylate, 0.1 parts of divinylbenzene, 2 parts of 2,2'-azobisbutyronitrile (ABNR, manufactured by Nippon Hydrazine Co., Ltd.), 2,2'-azobis (2, 2 parts of 4-dimethylvaleronitrile) (ABNV), 6 parts of phthalocyanine blue (Lionol Blue ES, manufactured by Doyou Inky), 1 part of charge control agent (Bontron E82, product of Orient Kagaku Koyougyo), infrared absorber (Kayasoub CY-17, manufactured by Nippon Kayaku) A polymerizable monomer composition consisting of 0.5 parts was placed in a 450 m1 mayonnaise bottle with 130 g of glass beads having a diameter of 2.5 mm, and mixed with a paint shaker for 60 minutes.

This polymerizable monomer composition was added to 430 parts of water containing 0.04% of sodium dodecylbenzenesulfonate and 4% of calcium phosphate, which had been adjusted in advance, and the resultant was mixed at 8000 rpm using a homomixer (manufactured by Tokushu Kikakou). Stirring for minutes gave a suspension.

This suspension was polymerized in the same manner as in Example 14. As a result of measuring the particle diameter of the obtained polymerization liquid like Example 14, the volume average particle diameter was 6.2 micrometers.

Subsequently, after dissolving tricalcium phosphate with hydrochloric acid, solid-liquid separation and washing were repeatedly performed, it dried for 24 hours with the pressure-reduction dryer of the temperature of 50 degreeC, and the colored resin microparticles | fine-particles (17) were obtained.

As a result of observing the dispersion state of the infrared absorber in this colored resin fine particle 17 by TEM photograph, it was uniformly disperse | distributed in particle | grains, and the particle size was 2 micrometers or less.

This colored resin fine particle 17 was used as an electrophotographic toner raw material, and toner 17 was obtained in the same manner as in Example 14.

The toner 17 thus obtained was also evaluated for performance as in Example 14. The obtained results are shown in Table 5.

Comparative Example 16

Styrene acrylic resin (TB-1000, product of Sanyou Kasei). 80 copies

Styrene acrylic resin (ST-95, product of Sanyou Kasei). Part 20

Red Pigment (Lionel Red CP-A, Doyou Inky) 5 pcs

1 charge control agent (Bontlon E82 Orient Kagaku Kogyo)

Infrared absorber part 3

(Bis (1,2'-diphenylresene-1,2-dithiol) nickel)

The above toner composition was sufficiently mixed with a powder mixer (High Speed Mixer, Fukae Kogyo Co., Ltd.), and then melt mixed with a Labo Plast Mill (manufactured by Toyo Seiki). The mixture was cooled and coarsely ground, and then finely ground with a jet mill. The obtained pulverized material was classified with the wind classifier, and the comparative colored resin particle (C16) of 10.1 micrometers of average particle diameters was obtained. Using this comparative colored resin particle (C16) as an electrophotographic toner raw material, a comparative toner (C16) was obtained in the same manner as in Example 14. The performance of the comparative toner C16 obtained was evaluated in the same manner as in Example 14. The obtained results are shown in Table 1.

Comparative Example 17

In the polymerizable monomer composition in Example 14, a comparative colored resin particle (C17) was obtained in the same composition as in Example 14 except that the infrared absorber was not added.

Toner C17 was obtained in the same manner as in Example 14 using the comparative colored resin fine particles (C17) as the electrophotographic toner raw powder.

The performance was evaluated for the toner C17 thus obtained in the same manner as in Example 14. The obtained results are shown in Table 1.

(Performance evaluation)

Fixation test

A developer consisting of 4 parts of toner and 96 parts of acrylic modified silicone resin coated carrier was set in a commercial copier (Leo Dry 7610, manufactured by Toshiba), an unfixed image was created, and flash-fixed using a xenon flash lamp.

This flash fixing image was used for the tape peeling test using a Scotch Mending Tape (3M product), and the image residual ratio after tape peeling was evaluated as fixation degree.

The image residual ratio after tape peeling measured the image density before and after tape peeling, and computed it according to the following formula.

Settlement rate (%)

= (Image density after tape peeling / image density before tape peeling) x 100

Image density was measured using the Macbeth reflection densitometer type RD514 (manufactured by A division kollmorgen Corp).

Color evaluation

In each of the compositions of the examples and the comparative examples, toners containing no infrared absorber were prepared to be color standard toners. The color tone of the flash fixation image of the toner of the Example and the comparative example and the oven fixation image of the color tone standard toner was compared visually, and the influence of the color tone by an infrared absorber was investigated. In addition, evaluation was based on the following four steps.

◎ No influence on color tone is recognized.

○ Although influence on color tone is recognized a little, there is no problem.

The influence on the color tone is recognized.

× The influence on the color tone is great and the color tone is clearly changed.

Image fog

The toner fog of the white paper image portion was observed and evaluated by using a magnifying glass having a magnification of 20 times. In addition, evaluation was based on the following three steps.

○ No toner fog.

△ Toner fog but no problem.

× Toner fog is a lot of problems.

Void evaluation of settling images

The voids of the beta portion of the fixed image were observed by observing with a microscope (100x magnification). In addition, evaluation was based on the following three steps.

Occurrence of voids is not recognized.

? The void is slightly recognized.

× Void is recognized in large quantities.

-Can not be evaluated as not settled.

·resolution

Using electrophotographic test chart No1-R (1975), 651ine / inch dot reproducibility and 3.2 lines / mm thin line reproducibility were respectively evaluated by taking a stereomicrograph (× 60). In addition, evaluation was based on the following three steps.

There is little thickness or fineness of a dot and a thin wire, and the test chart is reproduced almost.

△ Although the thickness or thinness of a dot and a thin wire is recognized slightly, there is no problem.

The thickness or fineness of a dot and a thin wire is remarkable, and there exists a defect part.

(Characteristic evaluation)

Turbidity (solubility)

In each of the above Examples and Comparative Examples, 0.1 part of the infrared absorber used for 100 parts of the binder resin used in each toner composition was added, and the infrared absorber obtained by melt mixing at 120 ° C. for 10 minutes using a laboblast mill was used. The resin to be included was formed into a 0.3 mm thick film, and the film was measured with a turbidimeter (ND-1000DP, manufactured by Nippon Denshaku Co., Ltd.).

Maximum absorption spectrum

The maximum absorption spectrum (( lambda ) max) is measured with a spectrophotometer using the film used for the measurement of the said turbidity.

Heat resistance

The heat resistance of the used infrared absorber was measured by the following method using the thermal analyzer DTG-50H (manufactured by Shimatsu Seisakusho). The infrared absorber was heated at a temperature increase rate of 20 ° C./min under a nitrogen atmosphere, and a weight loss temperature of 5% was taken from the weight of 100 ° C. to obtain a heat resistance temperature (pyrolysis start temperature).

TABLE 1

* A octakis (anilino) octakis (phenylthio) vanadilphthalocyanine

B Kayasoub CY10, Japanese Gunpowder

C Kayasoub CY10, Japanese Gunpowder

D bis (1,2-diphenylcene-1,2-dithioru) nickel

E 4-tetrakis (anilino) -3,5,6-decacapor chloride tin phthalocyanine

F octakis (anilino) octaple or vanadil phthalocyanine

TABLE 2

TABLE 3

* A octakis (anilino) octakis (phenylthio)

     Vanadilphthalocyanine

C Kayasoub CY-17 Nippon Kayaku Products

D bis (1,2'-diphenylresene-1,2-dithiol) nickel

※ Standard of toner (7)

TABLE 4

* A octakis (anilino) octakis (phenylthio)

     Vanadilphthalocyanine

B Kayasoub CY-10 Nippon Kayaku Products

C Kayasoub CY-17 Nippon Kayaku Products

D-octakis (anilino) octafluorovanadilphthalocyanine

※ Standard of toner (10)

TABLE 5

* B Kayasoub CY-10 Nippon Kayaku

C Kayasoub CY-17 Nippon Kayaku Products

D bis (1,2'-diphenylresene-1,2-dithiol) nickel

※ Standard of toner (14)

According to the present invention, since the flash fixing toner is produced by the polymerization method, the fluidity is good, and the characteristics capable of obtaining the high resolution of the flash fixing method can be sufficiently exhibited. In addition, since the infrared absorber added to the toner is added after the microdispersion treatment, the infrared absorber can be uniformly finely dispersed between and within the toner particles. In addition, the infrared absorber used in the present invention has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and can efficiently absorb xenon flash light. Accordingly, the addition efficiency of the infrared absorber is high, and sufficient fixation can be obtained by adding a small amount, and it is economically advantageous, and there is little effect on the problem of color pollution and charging.

Claims (21)

A flash fixing toner comprising a binder resin, a colorant, and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and the amount of the infrared absorber added is 0.01% by weight to 1% by weight of the entire toner composition. The toner for flash fixing according to the present invention, wherein the infrared absorber has a turbidity measured when 0.1 part by weight of the infrared absorber is added to 100 parts by weight of the binder resin. 2. The flash fixing toner according to claim 1, wherein the colorant is a colorant other than black. A flash fixing toner containing a binder resin, a colorant, and an infrared absorber, wherein the infrared absorber is a phthalocyanine compound represented by the following formula (1). [Formula 1] (Wherein, at least one of the substituents X ^{1 to} X ¹⁶ is NH-R (wherein R is an alkyl group having 1 to 8 carbon atoms or an aryl group which may have a substituent), and M is a metal free, Metal, metal oxide, metal carbonyl, or metal halide). The toner for flash fixing according to claim 3, wherein the phthalocyanine compound has a maximum absorption wavelength peak at a wavelength of 750 to 1100 nm. 4. The flash fixing toner according to claim 3, wherein the phthalocyanine compound is a phthalocyanine compound represented by the following formula (2) or (3). [Formula 2] (Wherein Y is an alkyl or alkoxy group having 1 to 4 carbon atoms and a is 1 or 2) [Formula 3] (Wherein Z is a phenylthio group which may have a substituent, a phenoxy group which may have a substituent, an alkoxy group having 1 to 8 carbon atoms, an alkylthio group having 1 to 8 carbon atoms or a fluorine atom, b is 6 Is an integer of -10.) The toner for flash fixing according to claim 3, wherein the infrared absorber is added in an amount of 0.01 to 5 parts by weight based on 100 parts by weight of the binder resin. 4. The flash fixing toner according to claim 3, wherein the colorant is a colorant other than black. A polymerized toner formed by polymerizing a polymerizable monomer composition comprising at least a liquid polymerizable monomer, a colorant, and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and the amount of the infrared absorber added is The polymerized toner for flash fixing, which is in the range of 0.01% by weight to 5% by weight of the entire polymerizable monomer composition. 9. The flashlight polymerizing toner according to claim 8, wherein the colorant is a colorant other than black. 9. The flashlight fixing polymerized toner according to claim 8, wherein the infrared absorber is contained in toner particles. A flash fixing polymerized toner formed by polymerizing a polymerizable monomer composition comprising a polymerizable monomer, a colorant, and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and a volume average particle diameter of the toner is 3 to. A polymer toner for flash fixing, having a thickness of 15 µm and a shape coefficient value of 100 to 160. A flash fixing polymerizing toner formed by polymerizing a polymerizable monomer composition comprising a liquid polymerizable monomer, a colorant, and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and is contained in the polymerizable monomer composition. A polymerized toner for flash fixing, which is dissolved and has an added amount of the infrared absorber in the range of 0.01% by weight to 3% by weight of the entire polymerizable monomer composition. 13. The polymerized toner for flash fixing according to claim 12, wherein the colorant is a colorant other than black. A method for producing a polymerized toner formed by polymerizing a polymerizable monomer composition comprising a liquid polymerizable monomer, a colorant, and an infrared absorber, wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and in the polymerizable monomer composition. A method for producing a polymerized toner for flash fixing which is dissolved and has an added amount of the infrared absorber in the range of 0.01% by weight to 3% by weight of the entire polymerizable monomer composition. 15. The method for producing a polymerized toner for flash fixing according to claim 14, wherein the polymerization is by suspension polymerization. 15. The method for producing a polymerized toner for flash fixing according to claim 14, wherein dissolving the infrared absorber in the polymerizable monomer composition is performed by using an infrared absorber that exhibits solubility in the polymerizable monomer. The dissolving of the said infrared absorber in a polymerizable monomer composition is melt-kneading an infrared absorber beforehand by resin which shows solubility with respect to a polymerizable monomer, and then melt | dissolves the resin containing this infrared absorber in a polymerizable monomer. A method for producing a polymerized toner for flash fixing, which is achieved by A polymerized toner formed by directly or agglomerating the resin particles obtained by polymerization, wherein the polymer toner contains the resin component, a colorant and an infrared absorber, wherein the infrared absorber is undifferentiated and then polymerized or aggregated. It is added to the system, has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and the addition amount of the infrared absorber is in the range of 0.01% to 3% by weight of the total weight of the toner. 19. The flashlight fixing polymer toner according to claim 18, wherein the colorant is a colorant other than black. A method of producing a polymerized toner, which comprises a resin particle obtained by polymerization or a particle obtained by agglomeration thereof, and which contains a resin component, a colorant and an infrared absorber, wherein the infrared absorber is subjected to microdispersion treatment, followed by polymerization to Wherein the infrared absorber has a maximum absorption wavelength at a wavelength of 750 to 1100 nm, and the amount of the infrared absorber added is in the range of 0.01% to 3% by weight of the total weight of the toner. Method for producing polymerized toner for flash fixing. 21. The method for producing a polymerized toner for flash fixing according to claim 20, wherein the micro-dispersion treatment of the infrared absorber is performed on a resin soluble in a polymerizable monomer, a solvent, an aqueous medium or a polymerizable monomer.