JPH1138667A - Noncontact type fixing toner - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a noncontact type fixing toner high in infrared absorbing power and good in flash fixability and economical in cost. SOLUTION: The noncontact type fixing toner comprises at least a binder resin and a colorant and an infrared absorber and this infrared absorber is a phthalocyanine compound represented by the formula, in which at least one of X<1> -X<16> is an NH-R group; R is a 1-8C alkyl group or an optionally substituted aryl group; and M is a metal-free or metal or metal oxide or metal carbonyl or metal halide.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a non-contact fixing toner. More specifically, the present invention has good flash fixability and excellent color tone, chargeability and other properties,
It also relates to an economically inexpensive non-contact fixing toner.

[0002]

2. Description of the Related Art As an image fixing method for an object to be printed in an electrophotographic method, a heat roll method is mainly used conventionally. However, in this method, a printing material such as paper on which an image is formed with toner is passed between heating rolls, and the toner is thermocompression-bonded to the printing material.
There are problems such as clogging in the fixing unit, a reduction in resolution due to crushing of the image, and a limitation on the types of printing materials.

The flash fixing method is a type of non-contact fixing method and is an excellent fixing method without any problem in the heat roll method as described above. However, the light of a xenon flash lamp, particularly infrared light, is applied to the toner. Is fused and fixed by the absorption of the component (1), a fixing failure occurs in a color toner that does not have infrared light absorption capability or uses a large amount of a weak colorant.

As a method for solving such a problem of poor fixing, JP-A-63-161460 discloses a method of dispersing and blending an infrared absorbent having a light absorption peak at a wavelength of 800 to 1100 nm in a non-contact fixing toner. It has been proposed.

[0005] Japanese Patent Application Laid-Open No. 3-48585 discloses that
It is disclosed that a phthalocyanine compound having an aliphatic polyaminoammonium or substituted guanidinium ion at the end can be used as an energy absorber in a flash fixing toner.

[0006]

SUMMARY OF THE INVENTION Japanese Patent Application Laid-Open No. 63-1614
In the toner disclosed in Japanese Patent Publication No. 6 (1994), since the infrared absorbent is dispersed in the binder resin, it is necessary to sufficiently dissolve the binder resin by the heat generation of the infrared absorber. And the amount of addition increases, which is not only inefficient but also economically disadvantageous. Further increase in the amount of addition causes problems such as an influence on the color tone of the toner and an effect on the chargeability. If the amount of the infrared absorbing agent to be dispersed and blended is small, sufficient heat generation is not performed and partial fixing occurs, resulting in defective fixing. Therefore, it is necessary to increase the flash irradiation energy. Further, when the flash irradiation energy is increased in this way, the local heat generation temperature increases in the infrared absorbing portion, and the infrared absorbing agent itself and the binder resin may be thermally decomposed. It can also be a cause.

Further, the phthalocyanine compound disclosed in JP-A-3-48585 has poor solubility in a binder resin used in a flash fixing toner.
When such a phthalocyanine compound is to be added to a flash fixing toner as an infrared absorbing agent, the amount of addition is inevitably increased, and as described above, the problem of affecting the color tone and the chargeability occurs, and the terminal hydrophilic group In addition, there is a problem that the environmental resistance is reduced due to the above.

Accordingly, an object of the present invention is to provide a novel non-contact fixing toner. Another object of the present invention is to provide an economically inexpensive non-contact fixing toner having high infrared absorbing ability, good flash fixing property, and economical cost.

[0009]

The above objects are achieved by the following (1) to (5).

(1) A non-contact fixing toner comprising at least a binder resin, a colorant and an infrared absorbing agent, wherein the infrared absorbing agent is a phthalocyanine compound represented by the following general formula (I): Non-contact fixing toner characterized by the following.

[0011]

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(Wherein at least one of the substituents X ^{1 to} X ¹⁶ is NH—R (where R is an alkyl group having 1 to 8 carbon atoms, or an aryl which may have a substituent) And M is a metal, a metal, a metal oxide, a metal carbonyl, or a metal halide.) (2) The phthalocyanine-based compound has a wavelength of 750 to 750.
The non-contact fixing toner according to the above (1), which has a maximum absorption wavelength peak at 1100 nm.

(3) The non-contact fixing toner according to the above (1) or (2), wherein the phthalocyanine compound is a phthalocyanine compound represented by the following general formula (II).

[0014]

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(Where Y is an alkyl or alkoxyl group having 1 to 4 carbon atoms, and a is 1 or 2.) (4) The phthalocyanine compound is represented by the following general formula (II)
The non-contact fixing toner according to the above (1) or (2), which is a phthalocyanine compound represented by I).

[0016]

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(Where Z is a phenylthio group which may have a substituent, a phenoxy group which may have a substituent, an alkoxyl group having 1 to 8 carbon atoms, an alkylthio group having 1 to 8 carbon atoms And b is 6 to 10
Is an integer. (5) The non-contact fixing method according to any one of the above (1) to (4), wherein 0.01 to 5 parts by weight of the infrared absorbent is added to 100 parts by weight of the binder resin. toner.

(6) The non-contact fixing toner according to any one of (1) to (4), wherein the colorant is a colorant other than black.

[0019]

As described above, in the present invention, the phthalocyanine compound represented by the above general formula (I) is used as the infrared absorption added to the non-contact fixing toner. The phthalocyanine compound represented by the general formula (I) has good compatibility with the binder resin used in the non-contact fixing toner, and easily dissolves or becomes fine when added to the binder resin. It exhibits a dispersed state.

In the case of flash fixing, since heat is locally generated at the portion of the infrared absorber, the infrared absorber is well mixed with the binder resin constituting the matrix of the toner particles. Desirably, it is more desirable that the infrared absorbent be present in the resin in a kind of dissolved state, that is, finely dispersed at the molecular level, rather than being present in a mere mixed and dispersed state. When the infrared absorbing agent is dissolved in the matrix, that is, finely dispersed at the molecular level, even if the amount added is small, the inherent function of the infrared absorbing agent is sufficiently exhibited, and sufficient heat is generated in the entire toner particles. , It can be expected that good fixability can be obtained, and it has been found that when the phthalocyanine-based compound according to the present invention is used, sufficient fixability can be obtained with a small amount of addition. It is.

Further, in the non-contact fixing toner of the present invention, since the infrared absorbing agent is uniformly present in the matrix, the local heat generation at the time of flash irradiation is small. Further, the phthalocyanine compound itself has high heat resistance. Therefore, there is no thermal decomposition of the infrared absorbing agent or the binder resin due to the flash irradiation, and voids (white spots) in the fixed image.
The problem such as generation of hardly occurs.

In addition, as described above, in the present invention, the addition amount of the infrared absorbing agent may be small, so that the addition of the infrared absorbing agent hardly affects the color tone and chargeability of the toner, and is economically advantageous. It becomes something.

[0023]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described in more detail based on embodiments.

The binder resin used in the non-contact fixing toner of the present invention is not particularly limited.
For example, polystyrene, copolymers containing styrene with styrene and (meth) acrylate, acrylonitrile or maleate, poly (meth) acrylate, polyester, polyamide, epoxy, phenol, carbonized Hydrogen-based, petroleum-based resins and the like are mentioned, and preferably, polyester resins and epoxy resins such as bisphenol A / epichlorohydrin are mentioned. These resins can be used alone or in combination of two or more, and further other resins and additives can be used in combination.

As the coloring agent, any conventionally known coloring agents can be used. For example, black coloring agents such as carbon black, furnace black and acetylene black, graphite, cadmium yellow, yellow iron oxide, titanium yellow, chrome yellow, Yellow colorants such as naphthol yellow, hansa yellow, pigment yellow, benzidine yellow, permanent yellow, quinoline yellow lake, anthrapyrimidine yellow, permanent orange, molybdenum orange,
Orange colorants such as Vulcan Fast Orange, Benzine Orange, Indanthrene Brilliant Orange, brown colorants such as iron oxide, amber, permanent brown,
Vengara, Rose Vengara, antimony powder, permanent red, fire red, brilliant carmine,
Light fast red toner, permanent carmine, pyrazolone red, bordeaux, helio bordeaux, rhodamine lake, dupont oil red, thioindigo red, thioindigo maroon, watching red strontium and other red coloring agents, cobalt purple, first violet, dioxane violet, methyl Purple colorants such as violet lake, methylene blue, aniline blue, cobalt blue, cerulean blue, calco oil blue, metal-free phthalocyanine blue, phthalocyanine blue, ultramarine blue, indanthrene blue, blue colorants such as indigo, chrome green, Cobalt Green, Pigment Green B, Green Gold, Phthalocyanine Green, Malachite Green Oxalate, Polyc Can be exemplified a pigment or dye such green colorants such as Muburomu copper phthalocyanine,
These pigments or dyes can be used alone or in combination.

Since the non-contact fixing toner of the present invention has improved the flash fixing property by adding an infrared absorbing agent, it is particularly effective for a color toner using a coloring agent other than black. It is big.

The colorant is not particularly limited, but preferably 3 to 15 parts by weight based on 100 parts by weight of the binder resin in the toner composition.

In the non-contact fixing toner of the present invention, an infrared absorbing agent represented by the following general formula (I) is used.

[0029]

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(Wherein, in the formula, at least one of the substituents X ^{1 to} X ¹⁶ is NH—R (where R is an alkyl group having 1 to 8 carbon atoms, or an aryl which may have a substituent) Group, preferably a phenyl group which may have a substituent, and M is a metal-free, metal, metal oxide, metal carbonyl, or metal halide.) Formula (I) The metal as M in the compound includes, for example, copper, zinc, cobalt, nickel, iron, vanadium, titanium, indium, aluminum, tin, gallium, germanium and the like, and the halide of the metal is fluoride, chloride, A central atom or an atomic group M, preferably, copper, zinc, cobalt,
Those having nickel, iron, vanadyl, titanyl, chloroindium, tin chloride, gallium chloride, dichlorogermanium, indium iodide, aluminum iodide, gallium iodide, cobalt carbonyl, or iron carbonyl are desired. Particularly, those having vanadyl or tin chloride are desired.

In the general formula (I), at least one, more preferably three or more, particularly preferably 4 to 10 NH-NH-substituents in the aromatic ring of the phthalocyanine skeleton are represented by X ^{1 to} X ^16. It may have an R group.

Specific NH-R substituents include, for example, methylamino, ethylamino, p-propylamino, isopropylamino, n-butylamino, isobutylamino, tert-butylamino, n-pentylamino,
an alkylamino group such as n-octylamino, or anilino, o-toluidino, p-toluidino, m-
Toluidino, 2,4-xyridino, 2,6-xyridino, 2,4-ethylanilino, 2,6-ethylanilino, o-methoxyanilino, p-methoxyanilino, m
-Methoxyanilino, o-ethoxyanilino, p-ethoxyanilino, m-ethoxyanilino, 2,4-ethoxyanilino, 2,6-ethoxyanilino, o-fluoroanilino, p-fluoroanilino And arylamino or substituted arylamino groups such as tetrafluoroanilino and p-ethoxycarbonylanilino.

In the general formula (I), other substituents which may be present as the substituents represented by X ^{1 to} X ¹⁶ include:
Hydrogen atom, halogen atom,

[0034]

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(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, and a carbon atom; 1 to
Represents four alkoxyl groups or halogen; d and e are each independently an integer of 1 to 5; ) Are included.

Here, the alkyl group having 1 to 4 carbon atoms means methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl and tert-butyl.
It means a butyl group. The alkyl group having 1 to 8 carbon atoms means a linear or branched pentyl group, a linear or branched hexyl group, a linear or branched heptyl group, in addition to the above-mentioned alkyl groups. , A linear or branched octyl group. An alkoxyl group having 1 to 4 carbon atoms includes a methoxyl group, an ethoxyl group, an n-propoxyl group, an n-
Butoxyl, isobutoxyl and tert-butoxyl are meant. An acyl group having 1 to 4 carbon atoms includes a formyl group, an acetyl group, a propionyl group, a butyryl group,
It means an isobutyryl group.

Examples of the halogen atom as another substituent include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, among which a fluorine atom and a chlorine atom are preferable, and a fluorine atom is particularly preferable. It is. By having a fluorine atom substituent, improvement in solubility can be expected.

As the substituent represented by the general formula (1) as another substituent, specifically, for example, phenoxy,
o-methyl-phenoxy, o-methoxy-phenoxy,
Examples include o-fluoro-phenoxy, tetrafluorophenoxy, p-methyl-phenoxy, p-fluoro-phenoxy and the like.

Specific examples of the substituent represented by the general formula (2) as another substituent include, for example, phenylthio, o-methyl-phenylthio, o-methoxy-phenylthio, o-fluoro-phenylthio, Examples include tetrafluorophenylthio, p-methyl-phenylthio, and the like.

Specific examples of the substituent represented by the general formula (3) as another substituent include, for example, methoxy, ethoxy, p-propyloxy, isopropoxy, n-butoxy, isobutoxy, tert- Butoxy, n-pentyloxy, n-octyloxy and the like can be exemplified.

Examples of the other substituents represented by the general formula (4) include, for example, methylthio, ethylthio,
Examples thereof include p-propylthio, isopropylthio, n-butylthio, isobutylthio, tert-butylthio, n-pentylthio, and n-octylthio.

As described above, the phthalocyanine-based compound represented by the general formula (I) includes, among the substituents X ^{1 to} X ¹⁶ ,
At least one, more preferably three or more, and particularly preferably four to ten substituents may be the substituents represented by NH-R, and furthermore, they are represented by M in the general formula (I). It is preferred that the central atom or central group is vanadyl or tin chloride. More preferably, NH
All of the residues other than the substitution position in the substituent represented by -R are a fluorine atom or the above general formula (1), (2),
It is preferable to have a substituent represented by (3) or (4). By having a substituent represented by NH-R, and further having the central metal M of VO or SnCl ₂ , the solubility of the phthalocyanine compound in the binder resin is improved and the desired wavelength region of 750 to 1100 nm Is expected to shift to the longer wavelength side, and among the other substituents mentioned above, in particular, a fluorine atom or the above general formula (1), (2), (3) or This is because, by having the substituent represented by (4), improvement in solubility or shift of the maximum absorption peak to the longer wavelength side can be expected. However, of course, any of the above substituents (excluding hydrogen atoms) can improve the solubility in the binder resin and / or shift the maximum absorption peak to the longer wavelength side in the desired wavelength region of 750 to 1100 nm. Can contribute.

As the phthalocyanine compound represented by the general formula (I), those represented by the following general formula (II) or (III) are preferable. Among them, those represented by the general formula (III) are particularly preferred.

[0044]

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(Where Y is an alkyl or alkoxyl group having 1 to 4 carbon atoms, and a is 1 or 2)

[0046]

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(Where Z is a phenylthio group which may have a substituent, a phenoxy group which may have a substituent, an alkoxyl group having 1 to 8 carbon atoms, and an alkylthio group having 1 to 8 carbon atoms. A group or a fluorine atom, more preferably a fluorine atom, and b is an integer of 6 to 10.) Further, the phthalocyanine-based compound represented by the general formula (I) is only one example. For example, for example, octakis (anilino) -octafluorovanadyl phthalocyanine, octakis (anilino)
-Octakis (phenylthio) vanadyl phthalocyanine, 4-tetrakis (anilino) -3,5,6-dodecafluorotin chloride phthalocyanine, 4-tetrakis (o
-Ethoxyanilino) -3,5,6-dodecafluorotin chloride phthalocyanine, 4-tetrakis (2,6-ethylanilino) -3,5,6-dodecafluorotin chloride phthalocyanine, 4-tetrakis (2,4-dimethoxy) Anilino) -3,5,6-dodecafluorotin phthalocyanine chloride. In the names of these compounds, the substitution position numbers 4 and 5 of the parent structure are
In the general formula (I), X ¹ , X ⁴ , X ⁵ , X ⁸ , X ⁹ , X
^{And 12} and X ¹³ and X ¹⁶ represent substituents, and the 3- and 6-positions are represented by X ² , X ⁶ , X ⁷ , X ¹⁰ , X ¹¹ , X ¹⁴ ,
X ^{15 represents} a substituent.

The infrared absorbent comprising the phthalocyanine compound represented by the general formula (I) has good compatibility with the binder resin and is dissolved or finely dispersed in the binder resin. When the infrared absorbing agent is dissolved in the binder resin, the infrared absorbing agent incorporated in the binder resin is dispersed at the molecular level. This is because, even if the amount is sufficient, the binder resin can be effectively melted by the heat generation effect at the time of flash fixing.

The phthalocyanine compound represented by the general formula (I) according to the present invention exhibits good compatibility with a binder resin, but if necessary, further improves the phthalocyanine compound. It is also possible to mix a resin or the like having compatibility as a compatibilizer.

As a method of evaluating the dissolution state of the infrared absorbent in the resin, there is a method of measuring the turbidity of the resin containing the infrared absorbent. The turbidity value shown in the present specification is obtained by adding 0.1 part of an infrared absorbing agent to 100 parts by weight of a binder resin (including a compatibilizing agent if added), A resin containing an infrared absorber melt-kneaded at 120 ° C. for 10 minutes into a 0.3 mm-thick film, and this film is turbidity meter (ND-1).
000DP, manufactured by Nippon Denshoku Industries Co., Ltd.).

The phthalocyanine compound represented by the general formula (I) used as an infrared absorbent in the present invention has a turbidity of 10% or less when the phthalocyanine compound is added to a binder resin to be used. Is 8
% Is desirable. When the turbidity exceeds 10%, it is necessary to increase the amount of the infrared absorbing agent to obtain sufficient fixability by flash fixing. This may cause an adverse effect on the chargeability and the like, and is extremely disadvantageous in terms of cost.

The flash fixing differs from the heat roll fixing in that the xenon flash lamp irradiates the light (mainly near-infrared light having a wavelength of 800 nm to 1100 nm) to generate heat. The temperature reaches about 600 ° C. Therefore, if the thermal decomposition start temperature, that is, the heat-resistant temperature of the infrared absorbent is low, the decomposition gas may cause voids (white spots) in the fixed image. Accordingly, the heat-resistant temperature of the phthalocyanine-based compound represented by the general formula (I) used as an infrared absorber is preferably 300 ° C or higher, more preferably 350 ° C or higher.

In the non-contact fixing toner of the present invention, the amount of such an infrared absorber added is from 0.01% by weight to 5% by weight, more preferably from 0.01% by weight to 1% by weight of the whole toner composition. And the ratio of That is, if the amount added is less than 0.01% by weight, even if the infrared absorbent is dissolved in the binder resin and dispersed at the molecular level, there is a high possibility that it will be difficult to obtain sufficient fixing properties, while If the addition amount exceeds 5% by weight, there is no problem in terms of fixability, but it is not only economically disadvantageous, but also may adversely affect the color tone, chargeability and the like of the toner. That's why.

The non-contact fixing toner of the present invention can further contain additives such as a wax component, a charge controlling agent, and a fluidizing agent, if necessary.

As the wax component, a polyolefin wax, a natural wax and the like can be used. As the polyolefin wax, polyethylene, polypropylene, polybutylene, ethylene-propylene copolymer,
Ethylene-butene copolymer, ethylene-pentene copolymer, ethylene-3-methyl-1-butene copolymer, or olefin and other monomers such as vinyl esters, haloolefins, and (meth) acrylic acid Examples thereof include copolymers with esters, (meth) acrylic acid or derivatives thereof, and the like.
Desirably, it is about 0 to 45000. Examples of the natural wax include carnauba wax, montan wax, and natural paraffin.

Examples of the charge control agent include nigrosine, monoazo dye, zinc, hexadecyl succinate,
Alkyl esters or alkylamides of naphthoic acid,
Examples thereof include nitrohumic acid, N, N-tetramethyldiaminebenzophenone, N, N-tetramethylbenzidine, triazine, and salicylic acid metal complex. In the form of a color toner in which the colorant used in the non-contact fixing toner of the present invention is other than black, the charge control agent is preferably colorless or pale.

Examples of the fluidizing agent include inorganic fine particles such as colloidal silica, hydrophobic silica, hydrophobic titania, hydrophobic zirconia, and talc; and organic fine particles such as polystyrene beads and (meth) acrylic resin beads. Can be used.

The method for producing the non-contact fixing toner of the present invention is not particularly limited as long as the toner particles can be obtained in a state where the infrared absorbent is dissolved in the binder resin.
The above-mentioned binder resin, colorant and general formula (I)
Infrared absorber composed of a phthalocyanine-based compound represented by and other additives that are blended as required, are blended by a predetermined amount, after melt-kneading, cooled and pulverized, a melt-kneading method to obtain toner particles, or A toner is prepared by suspending a polymerizable composition obtained by mixing a colorant, an infrared absorber and the like in a monomer that forms a binder resin by polymerization in an aqueous medium and polymerizing the monomer. Various known production methods, such as a suspension polymerization method for obtaining particles, can be employed.

The thus obtained non-contact fixing toner according to the present invention has an average particle size of, for example, 5 to 5 depending on the intended resolution in electrophotography.
It is 15 μm, more preferably about 5 to 10 μm.

The non-contact fixing toner of the present invention can be suitably used for various uses such as printers and copies of bar code printing, label printing, tag printing, light printing, Carlson system or ion flow system, and the like. Yes,
In particular, even in a color embodiment, a product that exhibits good flash fixability at low cost can be provided, so that it is possible to easily respond to a demand for colorization of an image in these applications.

[0061]

The present invention will be described more specifically below with reference to examples. In the following, “%” and “parts” are by weight unless otherwise specified.

Example 1 Polyester resin (Tuffton NE1110, manufactured by Kao) 100 parts Phthalocyanine blue (Lionol Blue ES, manufactured by Toyo Ink) 5 parts Charge control agent (Bontron E82, manufactured by Orient Chemical Industries) 1 part Infrared absorber 0. 7 parts (4-tetrakis (arinino) -3,5,6-dodecafluorotin chloride phthalocyanine) The above toner composition was thoroughly mixed with a powder mixer (High Speed Mixer, manufactured by Fukae Kogyo Co., Ltd.). (Made by Toyo Seiki). After cooling this kneaded material,
It was roughly pulverized and then finely pulverized by a jet mill. The obtained finely pulverized product was classified by an air classifier, and the average particle size was 8.1 μm.
Blue powder was obtained.

100 parts of this blue powder was added to hydrophobic silica R9
72 (manufactured by Nippon Aerosil Co., Ltd.) was added and uniformly mixed with a Henschel mixer to obtain Toner (1).

The toner (1) thus obtained was evaluated for the degree of fixation, color tone, fog on the image, and voids in the fixed image by the following methods.
Table 1 shows the obtained results.

Separately, the solubility (turbidity) of the infrared absorbing agent in the binder resin in the toner composition, the maximum absorption spectrum of the infrared absorbing agent in a state of being mixed with the binder resin, and the heat resistance of the infrared absorbing agent Was measured by the following methods. Table 2 shows the obtained results.

Example 2 Polyester resin (Tuffton NE1110, manufactured by Kao) 100 parts Red pigment (Lionel Red CP-A, manufactured by Toyo Ink) 7 parts Charge control agent (Bontron E84, manufactured by Orient Chemical Industries) 1 part Infrared absorber 0 0.3 parts (Octakis (alinino) octafluorovanadyl phthalocyanine) A toner (2) was obtained in the same manner as in Example 1 using the above toner composition. The average particle size of the toner (2) was 8.2 μm.

Example 1 is also applied to the obtained toner (2).
The performance was evaluated in the same manner as in the above. Table 1 shows the obtained results. Further, characteristics of the used infrared absorbent were evaluated in the same manner as in Example 1. Table 2 shows the obtained results.

Example 3 Styrene acrylic resin (TB-1000, manufactured by Sanyo Chemical) 80 parts Styrene acrylic resin (ST-95, manufactured by Sanyo Chemical) 20 parts Red pigment (Lionel Red CP-A, manufactured by Toyo Ink) 7 parts Electric charge Control agent (Bontron E84, manufactured by Orient Chemical Industries) 1 part Infrared absorber 0.5 part (Octakis (alinino) octakis (phenylthio) vanadyl phthalocyanine) Using the toner composition described above, a toner ( 3) was obtained. The average particle size of the toner (3) was 7.1 μm.

The obtained toner (3) is also used in Example 1.
The performance was evaluated in the same manner as in the above. Table 1 shows the obtained results. Further, characteristics of the used infrared absorbent were evaluated in the same manner as in Example 1. Table 2 shows the obtained results.

Comparative Examples 1 to 3 In the toner compositions of Examples 1, 2 and 3,
Each of the compositions was prepared without adding an infrared absorber.
Comparative toners (C1) and (C
2) and (C3) were obtained.

The comparative toners (C1), (C2),
(C3) was used as a color tone standard toner for color tone evaluation. The other performance was evaluated in the same manner as in Example 1. Table 1 shows the obtained results.

Comparative Example 4 In Example 2, the infrared absorbing agent was replaced with a cyanine compound (K
Comparative toner (C4) was obtained in the same manner as in Example 2, except that Ayasub CY10 (manufactured by Nippon Kayaku) was changed to 5 parts. The performance of the obtained toner (C4) was evaluated in the same manner as in Example 1. Table 1 shows the obtained results. Further, characteristics of the used infrared absorbent were evaluated in the same manner as in Example 1. Table 2 shows the obtained results.

Comparative Example 5 The procedure of Example 1 was repeated except that the infrared absorbent was 3.5 parts of a nickel complex compound (bis (1,2-diphenylene-1,1,2-dithiol) nickel). A comparative toner (C5) was obtained.

The performance of the obtained toner (C5) was evaluated in the same manner as in Example 1. Table 1 shows the obtained results. Further, characteristics of the used infrared absorbent were evaluated in the same manner as in Example 1. Table 2 shows the obtained results.

(Evaluation of Performance) Fixing degree test 4 parts of toner, acrylic-modified silicone resin-coated carrier 9
The developer consisting of 6 parts was supplied to a commercially available copying machine (Leo Dry 76).
10, manufactured by Toshiba Corporation) to form an unfixed image, and then fixed by flash using a xenon flash lamp.

The flash-fixed image was subjected to a tape peeling test using a Scotch mending tape (manufactured by 3M), and the image remaining rate after the tape was peeled was evaluated as the degree of fixing.

The image remaining rate after the tape was peeled was calculated by the following equation by measuring the image density before and after the tape was peeled.

[0078]

## EQU1 ## Degree of fixation (%) = (image density after tape peeling / image density before tape peeling) × 100 The image density is a Macbeth reflection densitometer RD514 type (A div.
ision kollmorgen Corp).

Color tone evaluation The color tone of the flash-fixed image and the color tone of the oven-fixed image of the color tone standard toner (comparative toners (C1), (C2), (C3)) were compared with the naked eye, and the The effects were investigated. The evaluation was based on the following four criteria.

A: No effect on the color tone was observed.

影響 The effect on the color tone was slightly recognized, but there was no problem.

影響 The effect on the color tone is recognized.

X: The influence on the color tone is large, and the color tone is clearly changed.

Fog on Image Toner fog on the white image portion was observed and evaluated using a loupe with a magnification of 20 times. The evaluation was based on the following three criteria.

○ No toner fog.

(4) There is no problem with toner fog.

C: Many problems with toner fog.

Evaluation of voids in fixed image The voids (white spots) in the solid portion of the fixed image were evaluated with a microscope (magnification: 1).
(× 00). The evaluation was based on the following three criteria.

○ No voids were observed.

若干 Some voids are observed.

X: Many voids are observed.

-Unfixed and evaluation not possible.

(Characteristic evaluation) Turbidity (solubility) 0.1 part of an infrared absorber used was added to 100 parts of the binder resin used in each toner composition in each of the above Examples and Comparative Examples. A resin containing an infrared absorbent melt-kneaded at 120 ° C. for 10 minutes using a Labo Plastomill to form a 0.3 mm thick film, and this film is turbidity meter (ND-1000DP, manufactured by Nippon Denshoku Industries) Was measured.

Maximum absorption spectrum The maximum absorption spectrum (λ _max ) was measured with a spectrophotometer using the film used for the above turbidity measurement.

Heat resistance The heat resistance of the used infrared absorbent was measured by a thermal analyzer DTG-5.
It measured by the following method using 0H (made by Shimadzu Corporation).
The temperature of the infrared absorbent was raised at a rate of 20 ° C./min under a nitrogen atmosphere, and the temperature at which the weight of the infrared absorber decreased from 100 ° C. to 10% was defined as the heat-resistant temperature (thermal decomposition starting temperature).

[0096]

[Table 1]

[0097]

[Table 2]

[0098]

As described above, the non-contact fixing toner of the present invention uses a phthalocyanine compound represented by the general formula (I) as an infrared absorbing agent, and is a binder resin of the infrared absorbing agent. Good compatibility, and the infrared absorbent is easily finely dispersed or dissolved in the binder resin, so that the infrared absorbent expresses its effect efficiently, and even if the addition amount is small, it is low. Sufficient fixability can be obtained with flash irradiation energy. Further, since it is uniformly present in the binder resin, local heat generation at the time of flash irradiation is small, and uniform heat generation does not cause partial fixing failure. The phthalocyanine compound represented by the general formula (I) has heat resistance Since it is good, there is no thermal decomposition of the infrared absorbing agent or the binder resin, and there is no danger of generating voids (white spots) in the fixed image due to the decomposition gas.

Further, in addition to the fact that the phthalocyanine-based compound represented by the general formula (I) itself is a substance that hardly affects the color tone and the chargeability of the toner, the addition amount is small as described above. Therefore, characteristics such as toner color tone and chargeability do not decrease. Further, as compared with other components blended in the toner, the infrared absorber is generally expensive, but as described above, in the present invention, it is possible to reduce the amount of the infrared absorber. In addition, the effect of reducing the price of the toner is large, which is economically advantageous.

Claims (6)

[Claims] 1. A non-contact fixing toner comprising at least a binder resin, a colorant and an infrared absorber, wherein the infrared absorber is a phthalocyanine compound represented by the following general formula (I). Characteristic non-contact fixing toner. Embedded image (Wherein, in the formula, at least one of the substituents X ^{1 to} X ¹⁶ is NH—R (where 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 a metal halide. ) 2. The method according to claim 1, wherein the phthalocyanine compound has a wavelength of 7.
2. The non-contact fixing toner according to claim 1, which has a maximum absorption wavelength peak at 50 to 1100 nm. 3. The non-contact fixing toner according to claim 1, wherein the phthalocyanine compound is a phthalocyanine compound represented by the following general formula (II). Embedded image (Where Y is an alkyl or alkoxyl group having 1 to 4 carbon atoms, and a is 1 or 2) 4. The non-contact fixing toner according to claim 1, wherein the phthalocyanine compound is a phthalocyanine compound represented by the following general formula (III). Embedded image (Where Z is a phenylthio group which may have a substituent, a phenoxy group which may have a substituent, an alkoxyl group having 1 to 8 carbon atoms, an alkylthio group having 1 to 8 carbon atoms, or fluorine And b is an integer of 6 to 10.) 5. The non-contact fixing toner according to claim 1, wherein 0.01 to 5 parts by weight of the infrared absorbent is added to 100 parts by weight of the binder resin. 6. The non-contact fixing toner according to claim 1, wherein the colorant is a colorant other than black.