JP2012168500A - Toner for electrostatic charge image development - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a toner for electrostatic charge image development, having excellent rising property upon charging, having excellent developing property, hardly inducing problems such as toner scattering even when the toner is stirred in a developing device for a long period of time, and having excellent durability.SOLUTION: The toner is obtained by dispersing a charge controlling resin in a polyester resin as a binder resin to form domains of the charge controlling resin. The charge controlling resin comprises a quaternary ammonium salt functional group-containing resin, which is a copolymer of an addition polymerizable monomer having a quaternary ammonium salt functional group and a styrene and/or acrylic monomer. The percentage by number of domains of the charge controlling resin having a domain diameter of 0.01 μm or more and less than 0.3 μm, measured by a predetermined method, is controlled to 98 number% or more with respect to the number of domains of the charge controlling resin having a domain diameter of 0.01 μm or more.

Description

  The present invention relates to a positively chargeable electrostatic image developing toner.

  In general, in an image forming method such as electrophotography or electrostatic recording, the surface of an electrostatic latent image carrier (photoconductor) is charged by corona discharge or the like, and then exposed by a laser or the like to form an electrostatic latent image. The electrostatic latent image is developed with toner to form a toner image, and the toner image is transferred to a recording medium to obtain a high quality image. In general, the toner used for forming the toner image is mixed with a binder resin such as a thermoplastic resin, a colorant, a charge control agent, a release agent, a magnetic material and the like, kneaded, pulverized, and classified to have an average particle size of 5 A toner particle having a particle size of ˜15 μm is used. For the purpose of imparting fluidity to the toner, controlling the charge amount of the toner, and improving the cleaning property of the toner remaining on the photoreceptor without being transferred, inorganic fine particles such as silica and titanium oxide are used. Powder and inorganic metal fine powder are externally added to the toner.

  In recent years, in an image forming apparatus using an electrophotographic method, an electrostatic recording method, or the like, in addition to an improvement in image quality, a longer life and a higher speed are required. In order to meet such a demand for the image forming apparatus, it is important to have a good toner charge start-up property that can stably charge the toner to a desired charge amount in a short time. When the toner charge rise is insufficient, development is performed with a poorly charged toner, so the two-component developer has problems such as an increase in image density, image fogging, and scattering of toner in the image forming apparatus. One-component developer tends to cause problems such as insufficient image density and image unevenness.

  In order to solve the problem of charge rising property and charge stability related to toner, for example, an emulsion composed of an aqueous medium containing an organic solvent and a positively chargeable charge control resin, and a binder resin that is a polyester resin A toner is proposed in which a suspension of toner base particles containing a colorant is mixed and a positively chargeable charge control resin is adhered to the surface of the toner base particles (Patent Document 1).

JP 2008-186002 A

  The toner described in Patent Document 1 is excellent in initial chargeability and excellent in initial developability because the toner can be charged to a desired charge amount in a short time. However, in the toner described in Patent Document 1, since the positively chargeable charge control resin is simply attached to the toner base particles, printing with a low printing rate is performed over a long period of time. When the toner is stirred for a long time, the charge control resin tends to fall off the surface. In such a case, since the toner base particles made of polyester resin are negatively charged, the toner base particles are likely to repel negatively charged carriers and the like, and the inside of the image forming apparatus is likely to be contaminated by toner scattering.

  The present invention has been made in view of such circumstances, has excellent charge rising properties, has excellent developability, and hardly causes problems such as toner scattering even when the toner is stirred for a long time in the developing device. Another object of the present invention is to provide a toner for developing an electrostatic image having excellent durability.

  The present inventors include a quaternary ammonium salt functional group which is a copolymer of an addition-polymerizable monomer having a quaternary ammonium salt functional group and a styrene and / or acrylic monomer in a polyester resin which is a binder resin. The charge control resin containing resin is dispersed to form domains of the charge control resin, and the domain diameter is 0.01 μm or more with respect to the number of domains of the charge control resin having a domain diameter of 0.01 μm or more, which is measured by a predetermined method. It has been found that the above problem can be solved by setting the number% of domains of the charge control resin of less than 0.3 μm to 98% or more, and the present invention has been completed. Specifically, the present invention provides the following.

  (1) The binder resin has a domain composed of a charge control resin, the binder resin is a polyester resin, the charge control resin includes an addition-polymerizable monomer having a quaternary ammonium salt functional group, styrene, And / or a quaternary ammonium salt functional group-containing resin that is a copolymer with an acrylic monomer, and using a 10,000-fold image obtained by a scanning electron microscope, a domain comprising 50 or more charge control resins. N1 to N29 (Nn is the number of domains composed of the charge control resin having a dispersion diameter of (0.01 × n) μm or more and less than (0.01 × (n + 1)) μm when the dispersion diameter is measured. , N is a positive integer greater than or equal to 1.) The number% of the sum of the domains of the charge control resin whose dispersion diameter is measured is 98% by number or more. toner.

  (2) The electrostatic image developing toner according to (1), wherein a ratio of a sum of areas of the domains made of the charge control resin to an area of a cross section of the toner is 1 to 10 area%.

  (3) The electrostatic image developing toner according to (1) or (2), wherein the charge control resin is a mixture of the quaternary ammonium salt functional group-containing resin and a styrene resin.

  (4) The content of the styrenic resin in the mixture of the quaternary ammonium salt functional group-containing resin and the styrene resin is 40 to 200 mass with respect to 100 parts by mass of the quaternary ammonium salt functional group-containing resin. The toner for developing an electrostatic charge image according to (3), which is a part.

  (5) In the quaternary ammonium salt functional group-containing resin, the repeating unit derived from the addition-polymerizable monomer having the quaternary ammonium salt functional group with respect to all the repeating units constituting the quaternary ammonium salt functional group-containing resin. The toner for developing an electrostatic charge image according to any one of (1) to (4), wherein the ratio is from 0.1 to 20 mol%.

  According to the present invention, the electrostatic charge is excellent, has excellent chargeability, has excellent developability, hardly causes problems such as toner scattering even when the toner is stirred in the developing device for a long time, and has excellent durability. An image developing toner can be provided.

  Hereinafter, embodiments of the present invention will be described in detail. However, the present invention is not limited to the following embodiments, and can be implemented with appropriate modifications within the scope of the object of the present invention. In addition, although description may be abbreviate | omitted suitably about the location where description overlaps, the summary of invention is not limited.

  The toner for developing an electrostatic charge image of the present invention (hereinafter also simply referred to as toner) includes a polyester resin that is a binder resin, an addition-polymerizable monomer having a quaternary ammonium salt functional group, and a styrene and / or acrylic monomer. The charge control resin containing a quaternary ammonium salt functional group-containing resin, which is a copolymer of the above, is dispersed to form a domain of the charge control resin, and the domain of the charge control resin is measured by a predetermined method. The number% of domains of the charge control resin having a dispersion diameter of 0.01 μm or more and less than 0.3 μm (hereinafter also referred to as microdomain ratio) is 98% by number or more with respect to the number of domains of the charge control resin having a diameter of 0.01 μm or more. So that it is dispersed in the polyester resin. The toner of the present invention may contain a colorant, a release agent, and a charge control agent as necessary in the binder resin. The toner of the present invention may have a surface treated with an external additive as desired. Furthermore, the toner of the present invention can be mixed with a desired carrier and used as a two-component developer.

  Hereinafter, the binder resin, charge control resin, colorant, charge control agent, external additive and the toner of the present invention, which are essential or optional components constituting the toner of the present invention, are used as a two-component developer. The carrier used in this case and the method for producing the electrostatic image developing toner will be described.

[Binder resin]
The toner for developing an electrostatic charge image of the present invention uses a polyester resin as a binder resin. As the polyester resin, those obtained by condensation polymerization or co-condensation polymerization of an alcohol component and a carboxylic acid component can be used. The components used when synthesizing the polyester resin include the following alcohol components and carboxylic acid components.

  A divalent or trivalent or higher alcohol can be used as the alcohol component. Specific examples of the divalent or trivalent or higher alcohol component include ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,4-butanediol, neopentyl glycol, 1 Diols such as 1,4-butenediol, 1,5-pentanediol, 1,6-hexanediol, 1,4-cyclohexanedimethanol, dipropylene glycol, polyethylene glycol, polypropylene glycol, polytetramethylene glycol; bisphenol A, Bisphenols such as hydrogenated bisphenol A, polyoxyethylenated bisphenol A, polyoxypropylenated bisphenol A; sorbitol, 1,2,3,6-hexanetetrol, 1,4-sorbitan, Entaerythritol, dipentaerythritol, tripentaerythritol, 1,2,4-butanetriol, 1,2,5-pentanetriol, glycerol, diglycerol, 2-methylpropanetriol, 2-methyl-1,2,4- Examples include trivalent or higher alcohols such as butanetriol, trimethylolethane, trimethylolpropane, and 1,3,5-trihydroxymethylbenzene.

  As the carboxylic acid component, a divalent or trivalent or higher carboxylic acid can be used. Specific examples of the divalent or trivalent or higher carboxylic acid component include maleic acid, fumaric acid, citraconic acid, itaconic acid, glutaconic acid, phthalic acid, isophthalic acid, terephthalic acid, cyclohexanedicarboxylic acid, succinic acid, adipic acid, Sebacic acid, azelaic acid, malonic acid, or n-butyl succinic acid, n-butenyl succinic acid, isobutyl succinic acid, isobutenyl succinic acid, n-octyl succinic acid, n-octenyl succinic acid, n-dodecyl succinic acid, n-dodecenyl succinic acid Divalent carboxylic acids such as acids, isododecyl succinic acid, isododecenyl succinic acid and the like or alkyl or alkenyl succinic acid; 1,2,4-benzenetricarboxylic acid (trimellitic acid), 1,2,5-benzenetricarboxylic acid Acid, 2,5,7-naphthalenetricarboxylic acid, 1,2,4-naphtha Tricarboxylic acid, 1,2,4-butanetricarboxylic acid, 1,2,5-hexanetricarboxylic acid, 1,3-dicarboxyl-2-methyl-2-methylenecarboxypropane, 1,2,4-cyclohexanetricarboxylic acid , Tetra (methylenecarboxyl) methane, 1,2,7,8-octanetetracarboxylic acid, pyromellitic acid, emporic trimer acid, and other trivalent or higher carboxylic acids. These divalent or trivalent or higher carboxylic acid components may be used as ester-forming derivatives such as acid halides, acid anhydrides, and lower alkyl esters. Here, “lower alkyl” means an alkyl group having 1 to 6 carbon atoms.

  The softening point of the polyester resin is preferably 80 to 150 ° C, more preferably 90 to 140 ° C.

[Charge Control Resin (CCR)]
The toner for developing an electrostatic charge image of the present invention is obtained by mixing an essential charge control resin and optional components such as a colorant, a release agent, a charge control agent, and a binder resin, and then melt-kneading the mixture to charge the toner surface. A positively chargeable domain made of a control resin is formed. As the charge control resin, a quaternary ammonium salt functional group-containing resin can be used as it is, or a resin obtained by mixing a quaternary ammonium salt functional group-containing resin with a polystyrene resin as necessary.

  The amount of charge control resin used is not particularly limited as long as the object of the present invention is not impaired. The amount of charge control resin used is typically such that the area ratio of the charge control resin domain, which is the ratio of the sum of the areas of the charge control resin domains in the toner cross section to the toner cross section area, is 1 to 10 area%. Is preferable, and an amount of 1.5 to 5.0 area% is more preferable. If the area ratio of the domain of the charge control resin is excessively small, it is difficult to charge the toner to a desired charge amount. If the area ratio of the domain of the charge control resin is excessive, the toner tends to be excessively charged and an image defect occurs. It's easy to do.

  The ratio of the sum of the area of the charge control resin domain in the toner cross section to the area of the toner cross section is adjusted by adjusting the amount of charge control resin used or adjusting the ratio of the polystyrene resin contained in the charge control resin. it can. Since the quaternary ammonium salt functional group-containing resin has a polar group, even if it is incompatible with the polyester resin, it is slightly compatible with the polyester resin. However, the polarity of the charge control resin as a whole can be lowered by increasing the content of the polystyrene resin in the charge control resin. For this reason, by increasing the content of the polystyrene-based resin in the charge control resin, the amount of the charge control resin that is compatible with the polyester resin is reduced, and the area ratio of the domain of the charge control resin can be increased.

  The charge control resin has a domain diameter of 0 with respect to the number of domains of the charge control resin having a dispersion diameter (hereinafter also referred to as domain diameter) of 0.01 μm or more, as measured by a method described later. The charge control resin is dispersed in the binder resin so that the number% (micro domain ratio) of the charge control resin having a diameter of 0.01 μm or more and less than 0.3 μm is 98% by number or more. Furthermore, the domain diameter of the charge control resin is preferably a dispersion diameter of 99% by number, from 0.05 to 0.15 μm. By dispersing the charge control resin in the binder resin in this manner, a toner having excellent developability and durability can be obtained.

  The number of domains of the charge control resin having a domain diameter of 0.01 μm or more and less than 0.3 μm with respect to the number of domains of the charge control resin having a domain diameter of 0.01 μm or more (fine domain ratio), and the charges dispersed in the binder resin The domain diameter and domain area ratio of 99% by number from the smallest of the control resin are the melt-kneaded product of the binder resin and the charge control resin obtained during the production of the toner, or the toner embedded in an ultraviolet curable resin or the like. It can be measured using a wrapped sample. Specifically, the domain diameter and domain area ratio of the charge control resin can be measured according to the following method. First, after polishing the cross section of the sample and finishing it to a mirror surface, the sample was heated at 58 ° C. for 12 hours, and then immersed in an ethanol aqueous solution (ethanol: water = 80: 20 (volume ratio)) to obtain a super A sample from which the domain of the charge control resin has fallen off can be prepared by ultrasonic treatment for 5 minutes with a sonic cleaning device (UT-105S (manufactured by Sharp Corporation)). A cross-section of the melt-kneaded product or toner is photographed with a scanning electron microscope to obtain a secondary electrophotographic image (10,000 magnifications) of the traces of the domain of the charge control resin dispersed in the binder resin. The binarized image was binarized with image analysis software (WinROOF (manufactured by Mitani Corp.)), and the diameter of the drop mark of the charge control resin domain and the area ratio of the charge control resin domain on the surface of the sample were measured. it can. The measurement of the microdomain ratio, the domain diameter, and the area ratio of the charge control resin domain is performed on the domain of the charge control resin having a domain diameter of 0.01 μm or more. This is because it is difficult to observe a domain having a domain diameter of less than 0.01 μm in an electron microscope image with a magnification of 10,000 times.

  According to the above method, 50 or more, preferably 100 to 1000 domain diameters are measured, and N1 to N29 (Nn is a dispersion diameter of (0.01 × n) μm or more (0.01 × (n + 1)) μm. The number of domains consisting of less than charge control resin and n is a positive integer of 1 or more), and calculating the number% of the total number of domains consisting of charge control resin whose dispersion diameter was measured, The number of domains of the charge control resin having a dispersion diameter of 0.01 μm or more and less than 0.3 μm to the number of domains of the charge control resin of 0.01 μm or more can be obtained.

  Further, the minimum value of n is calculated such that the sum of N1 to Nn and the number% of the total number of domains made of the charge control resin whose dispersion diameter is measured becomes 99% when the first decimal place is rounded off. , (0.01 × n) μm is defined as the domain diameter (μm) of 99% by number from the smaller domain of the charge control resin dispersed in the binder resin.

  The quaternary ammonium salt functional group-containing resin uses a copolymer of an addition-polymerizable monomer having a quaternary ammonium salt functional group and a styrene and / or acrylic monomer. Since the quaternary ammonium salt functional group-containing resin is incompatible with the polyester resin as the binder resin, it is well dispersed in the polyester, so that the charge control resin domain dispersed in a desired state on the surface of the toner. Easy to form.

  The addition-polymerizable monomer having a quaternary ammonium salt functional group is derived from a dialkylaminoalkyl (meth) acrylate, dialkyl (meth) acrylamide, or dialkylaminoalkyl (meth) acrylamide through a quaternization step. Monomers are used. Specific examples of the dialkylaminoalkyl (meth) acrylate include dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dipropylaminoethyl (meth) acrylate, dibutylaminoethyl (meth) acrylate and the like. Specific examples of dialkyl (meth) acrylamide include dimethylmethacrylamide, and specific examples of dialkylaminoalkyl (meth) acrylamide include dimethylaminopropylmethacrylamide. Specific examples of the reagent used for the quaternization of the tertiary amino group include alkyl halides having 1 to 6 carbon atoms such as methyl chloride, methyl bromide and ethyl chloride; 1 carbon atom such as dimethyl sulfate and diethyl sulfate. Sulfuric acid ester which is an alkyl ester of -6; Aralkyl halide having 7 to 10 carbon atoms such as benzyl chloride. Two or more kinds of addition-polymerizable monomers having a quaternary ammonium salt functional group can be used.

  The amount of the repeating unit derived from the addition-polymerizable monomer having a quaternary ammonium salt functional group in the quaternary ammonium salt functional group-containing resin is not particularly limited as long as the object of the present invention is not impaired. A suitable amount of the repeating unit derived from the addition-polymerizable monomer having a quaternary ammonium salt functional group is specifically 0.1% with respect to all the repeating units constituting the quaternary ammonium salt functional group-containing resin. -20 mol% is preferable and 0.5-10 mol% is more preferable. When the amount of the repeating unit derived from the addition-polymerizable monomer having a quaternary ammonium salt functional group is too small, it is difficult to stably charge the toner to a desired charge amount. Image defects and toner scattering in the image forming apparatus are likely to occur. When the amount of the repeating unit derived from the addition-polymerizable monomer having a quaternary ammonium salt functional group is excessive, an image defect due to charging failure is likely to occur.

  Various acrylic acid derivatives or methacrylic acid derivatives can be used as the acrylic monomer used in the production of the quaternary ammonium salt functional group-containing resin. Specific examples of suitable acrylic monomers are methyl acrylate, ethyl acrylate, n-butyl acrylate, isobutyl acrylate, dodecyl acrylate, n-octyl acrylate, 2-chloroethyl acrylate, phenyl acrylate, α-chloro. (Meth) acrylic acid esters such as methyl acrylate, methyl methacrylate, ethyl methacrylate and butyl methacrylate; and other acrylic acid derivatives such as acrylonitrile, methacrylonitrile and acrylamide. These acrylic monomers can be used in combination of two or more.

  The quaternary ammonium salt functional group-containing resin is an addition-polymerizable monomer having a quaternary ammonium salt functional group, a styrene and / or acrylic monomer, and other additions of these monomers as long as the object of the present invention is not impaired. It may be a resin copolymerized with a polymerizable copolymerizable monomer. Specific examples of the copolymerization monomer include p-chlorostyrene; vinyl naphthalene; ethylene unsaturated monoolefins such as ethylene, propylene, butylene, and isobutylene; vinyl halides such as vinyl chloride, vinyl bromide, and vinyl fluoride; vinyl acetate. Vinyl esters such as vinyl propionate, vinyl benzoate and vinyl butyrate; vinyl ethers such as vinyl methyl ether and vinyl isobutyl ether; vinyl ketones such as vinyl methyl ketone, vinyl ethyl ketone and methyl isopropenyl ketone; N-vinyl pyrrole N-vinyl compounds such as N-vinylcarbazole, N-vinylindole, and N-vinylpyrrolidene. These copolymerizable monomers can be copolymerized with a styrene monomer in combination of two or more.

  In the quaternary ammonium salt functional group-containing resin, the amount of repeating units derived from addition copolymerizable monomers having a quaternary ammonium salt functional group, styrene, and other copolymerization monomers of acrylic monomers hindered the purpose of the present invention. The range is not particularly limited. Typically, it is preferably 30 mol% or less, more preferably 10 mol% or less, based on all repeating units constituting the quaternary ammonium salt functional group-containing resin.

  The quaternary ammonium salt functional group-containing resin can be prepared by copolymerizing the above-described monomers in combination at a desired ratio. The polymerization method for producing the quaternary ammonium salt functional group-containing resin is not particularly limited, and any method such as solution polymerization, bulk polymerization, emulsion polymerization, suspension polymerization and the like can be selected.

  As the charge control resin, a quaternary ammonium salt functional group-containing resin can be used alone, but a quaternary ammonium salt functional group-containing resin and a polystyrene resin can also be mixed and used. When mixing and using a quaternary ammonium salt functional group-containing resin and a polystyrene resin, the charge control resin is particularly dispersed in the binder resin when the binder resin and the charge control resin are melt-kneaded during toner production. It is easy to manufacture the toner in which the domain of the charge control resin is formed in a desired state.

  When the quaternary ammonium salt functional group-containing resin and the polystyrene resin are mixed and used, the mixing method is not particularly limited as long as both are uniformly mixed. Specific examples of the method of mixing the quaternary ammonium salt functional group-containing resin and the polystyrene resin include melt-kneading using a single screw extruder or a twin screw extruder or the quaternary ammonium salt functional group containing resin and the polystyrene resin. Can be dissolved in an organic solvent, and then the organic solvent is removed.

  The polystyrene resin mixed with the quaternary ammonium salt functional group-containing resin may be a polymer of styrene alone or may be a copolymer of styrene and a copolymerization monomer other than styrene. Specific examples of copolymerizable monomers that can be used with styrene include methyl acrylate, ethyl acrylate, n-butyl acrylate, isobutyl acrylate, dodecyl acrylate, n-octyl acrylate, 2-chloroethyl acrylate, phenyl acrylate, (Meth) acrylic esters such as methyl α-chloroacrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate; other acrylic acid derivatives such as acrylonitrile, methacrylonitrile, acrylamide; p-chlorostyrene; vinyl Naphthalene; Ethylene unsaturated monoolefins such as ethylene, propylene, butylene, and isobutylene; Vinyl halides such as vinyl chloride, vinyl bromide, and vinyl fluoride; Vinyl such as vinyl acetate, vinyl propionate, vinyl benzoate, and vinyl butyrate Vinyl esters such as vinyl methyl ether and vinyl isobutyl ether; vinyl ketones such as vinyl methyl ketone, vinyl ethyl ketone and methyl isopropenyl ketone; N-vinyl pyrrole, N-vinyl carbazole, N-vinyl indole, N-vinyl N-vinyl compounds such as pyrrolidene. These copolymerizable monomers can be copolymerized with a styrene monomer in combination of two or more.

  The amount of repeating units derived from styrene in the polystyrene resin is preferably 70 mol% or more, more preferably 90 mol% or more, based on the total amount of repeating units constituting the polystyrene resin. The number of domains of the charge control resin having a domain diameter of 0.01 μm or more and less than 0.3 μm with respect to the number of domains of the charge control resin having a domain diameter of 0.01 μm or more measured by a predetermined method, and the toner in the toner cross section Of the polystyrene resins, polystyrene, which is a homopolymer of styrene, is particularly preferred because the ratio of the sum of the area of the charge control resin domains to the area of the cross section is easily adjusted to a predetermined range.

  When the quaternary ammonium salt functional group-containing resin and the polystyrene resin are used in combination, the amount of the polystyrene resin used is not particularly limited as long as the object of the present invention is not impaired. The amount of polystyrene-based resin used is typically preferably 40 to 200 parts by weight, more preferably 20 to 120 parts by weight, and more preferably 20 to 70 parts by weight with respect to 100 parts by weight of the quaternary ammonium salt functional group-containing resin. Is particularly preferred.

[Colorant]
The toner for developing an electrostatic charge image of the present invention may contain a colorant in the binder resin. As the colorant that can be blended in the binder resin, known pigments and dyes can be used according to the color of the toner. Specific examples of suitable colorants to be added to the toner include black pigments such as carbon black, acetylene black, lamp black, and aniline black; yellow lead, zinc yellow, cadmium yellow, yellow iron oxide, mineral fast yellow, nickel titanium yellow , Yellow pigments such as Navels Yellow, Naphthol Yellow S, Hansa Yellow G, Hansa Yellow 10G, Benzidine Yellow G, Benzidine Yellow GR, Quinoline Yellow Lake, Permanent Yellow NCG, Tartrazine Lake; Red Yellow Yellow Lead, Molybdenum Orange, Permanent Orange Orange pigments such as GTR, Pyrazolone Orange, Vulcan Orange, Indanthrene Brilliant Orange GK; Bengala, Cadmium Red, Lead Tan, Mercury Cadmium, Permanent Red 4R, Lithium Red pigments such as Lured, Pyrazolone Red, Watching Red Calcium Salt, Lake Red D, Brilliant Carmine 6B, Eosin Lake, Rhodamine Lake B, Alizarin Lake, Brilliant Carmine 3B; Purple such as Manganese Purple, Fast Violet B, Methyl Violet Lake Pigment: Blue pigment such as bitumen, cobalt blue, alkali blue lake, Victoria blue partially chlorinated, First Sky Blue, Indanthrene Blue BC; Chrome Green, Chrome Oxide, Pigment Green B, Malachite Green Lake, Final Yellow Green G, etc. Green pigments; white pigments such as zinc white, titanium oxide, antimony white, zinc sulfide; barite powder, barium carbonate, clay, silica, white carbon, talc, alumina white, etc. It includes the quality pigments. These colorants may be used in combination of two or more for the purpose of adjusting the toner to a desired hue.

  The amount of the colorant used is not particularly limited as long as the object of the present invention is not impaired. Specifically, 1-10 mass parts is preferable with respect to 100 mass parts of binder resin, and 3-7 mass parts is more preferable.

〔Release agent〕
The toner for developing an electrostatic charge image of the present invention may contain a release agent in the binder resin for the purpose of improving the fixing property and offset resistance of the toner. The type of release agent that can be blended into the binder resin is not particularly limited as long as the object of the present invention is not impaired. The mold release agent is preferably a wax, and examples of the wax include polyethylene wax, polypropylene wax, fluororesin-based wax, Fischer-Tropsch wax, paraffin wax, ester wax, montan wax, rice wax and the like. These waxes can be used in combination of two or more. By adding such a release agent to the toner, the occurrence of offset and image smearing (stain around the image when the image is rubbed) can be more efficiently suppressed.

  The amount of the release agent used is not particularly limited as long as the object of the present invention is not impaired. A specific amount of the release agent used is preferably 1 to 5 parts by mass when the total amount of toner is 100 parts by mass. If the amount of release agent used is too small, the desired effect may not be obtained with respect to the suppression of the occurrence of offset and image smearing. If the amount of release agent used is excessive, fusion between toners may occur. Depending on the case, the storage stability may decrease.

(Charge control agent)
The toner for developing an electrostatic charge image of the present invention may contain a positively chargeable charge control agent in the binder resin as long as the object of the present invention is not impaired.

  The type of the charge control agent is not particularly limited as long as the object of the present invention is not impaired, and can be appropriately selected from charge control agents conventionally used in toners. Specific examples of the positively chargeable charge control agent include pyridazine, pyrimidine, pyrazine, orthooxazine, metaoxazine, paraoxazine, orthothiazine, metathiazine, parathiazine, 1,2,3-triazine, 1,2,4-triazine, 1,3,5-triazine, 1,2,4-oxadiazine, 1,3,4-oxadiazine, 1,2,6-oxadiazine, 1,3,4-thiadiazine, 1,3,5-thiadiazine, 1, 2,3,4-tetrazine, 1,2,4,5-tetrazine, 1,2,3,5-tetrazine, 1,2,4,6-oxatriazine, 1,3,4,5-oxatriazine, Azine compounds such as phthalazine, quinazoline, quinoxaline; azine fast red FC, azine fast red 12BK, azine violet BO, azine Direct dyes composed of azine compounds such as Laun 3G, Azin Light Brown GR, Azin Dark Green BH / C, Azin Dep Black EW, and Azin Dee Black 3RL; Nigrosine Compounds such as Nigrosine, Nigrosine Salts, Nigrosine Derivatives; Nigrosine Acid dyes comprising nigrosine compounds such as BK, nigrosine NB, and nigrosine Z; metal salts of naphthenic acid or higher fatty acids; alkoxylated amines; alkylamides; quaternary ammonium salts such as benzylmethylhexyldecylammonium and decyltrimethylammonium chloride It is done. These positively chargeable charge control agents can be used in combination of two or more.

(External additive)
The surface of the toner for developing an electrostatic charge image of the present invention can be treated with an external additive as desired. The type of external additive is not particularly limited as long as it does not impair the object of the present invention, and can be appropriately selected from external additives conventionally used for toners. Specific examples of suitable external additives include metal oxides such as silica, alumina, titanium oxide, magnesium oxide, zinc oxide, strontium titanate, and barium titanate. These external additives can be used in combination of two or more.

  The particle diameter of the external additive is not particularly limited as long as the object of the present invention is not impaired, and typically 0.01 to 1.0 μm is preferable.

  The volume specific resistance value of the external additive can be adjusted by forming a coating layer made of tin oxide and antimony oxide on the surface of the external additive and changing the thickness of the coating layer and the ratio of tin oxide to antimony oxide. .

  The amount of the external additive used is not particularly limited as long as the object of the present invention is not impaired. Typically, the amount of the external additive used is preferably 0.1 to 10 parts by mass, more preferably 0.2 to 5 parts by mass with respect to 100 parts by mass of the toner particles before the external addition process.

[Carrier]
The toner for developing an electrostatic charge image can be mixed with a desired carrier and used as a two-component developer. When preparing a two-component developer, it is preferable to use a magnetic carrier.

  Suitable carriers when the toner for developing an electrostatic charge image of the present invention is a two-component developer include those in which a carrier core material is coated with a resin. Specific examples of carrier core materials include particles of iron, oxidized iron, reduced iron, magnetite, copper, silicon steel, ferrite, nickel, cobalt, etc., and particles of alloys of these materials with manganese, zinc, aluminum, etc. , Particles such as iron-nickel alloy, iron-cobalt alloy, titanium oxide, aluminum oxide, copper oxide, magnesium oxide, lead oxide, zirconium oxide, silicon carbide, magnesium titanate, barium titanate, lithium titanate, lead titanate , Ceramic particles such as lead zirconate and lithium niobate, particles of high dielectric constant materials such as ammonium dihydrogen phosphate, potassium dihydrogen phosphate, and Rochelle salt, resin carriers in which the above magnetic particles are dispersed in a resin, etc. Is mentioned.

  Specific examples of the resin covering the carrier core material include (meth) acrylic polymers, styrene polymers, styrene- (meth) acrylic copolymers, olefin polymers (polyethylene, chlorinated polyethylene, polypropylene, etc. ), Polyvinyl chloride, polyvinyl acetate, polycarbonate, cellulose resin, polyester resin, unsaturated polyester resin, polyamide resin, polyurethane resin, epoxy resin, silicone resin, fluororesin (polytetrafluoroethylene, polychlorotrifluoroethylene, polyfluoride) Vinylidene chloride, etc.), phenol resin, xylene resin, diallyl phthalate resin, polyacetal resin, amino resin and the like. These resins can be used in combination of two or more.

  The particle diameter of the carrier is not particularly limited as long as the object of the present invention is not impaired, but is preferably 20 to 120 μm, more preferably 25 to 80 μm, as measured by an electron microscope.

The apparent density of the carrier is not particularly limited as long as the object of the present invention is not impaired. The apparent density varies depending on the carrier composition and surface structure, but is typically 2.0 to 2.5 g / cm ³ .

  When the toner for developing an electrostatic charge image of the present invention is used as a two-component developer, the toner content is preferably 1 to 20% by mass, and more preferably 3 to 15% by mass with respect to the mass of the two-component developer. By setting the toner content in the two-component developer within such a range, it is possible to maintain an appropriate image density and to suppress contamination of the image forming apparatus and adhesion of toner to transfer paper by suppressing toner scattering.

[Method for producing toner for developing electrostatic image]
Hereinafter, a method for producing the toner for developing an electrostatic charge image of the present invention will be described.

  The toner for developing an electrostatic charge image of the present invention comprises, in a binder resin, a charge control resin, which is an essential component, and, if necessary, components such as a colorant, a release agent, and a charge control agent. After mixing and then melt-kneading with a kneader such as an extruder, the obtained kneaded product can be produced by pulverization and classification. The melt-kneading apparatus used for the production of the electrostatic image developing toner is not particularly limited, and can be appropriately selected from apparatuses used for melt-kneading thermoplastic resins. Specific examples of the kneading apparatus include a uniaxial or biaxial extruder. The average particle size of the pulverized and classified toner is not particularly limited as long as the object of the present invention is not impaired, but generally 5 to 10 μm is preferable.

  The electrostatic charge image developing toner of the present invention is a charge control resin having a domain diameter of 0.01 μm or more and less than 0.3 μm with respect to the number of domains of the charge control resin having a domain diameter of 0.01 μm or more as measured by a predetermined method. The charge control resin is dispersed in the binder resin so that the number% of domains (fine domain ratio) is 98 number% or more. By adjusting the domain diameter of the charge control resin dispersed in the binder resin within such a range, a toner having excellent developability and durability can be obtained.

  The fine domain ratio can be adjusted by appropriately adjusting the melt-kneading conditions. Specific examples of the method for increasing the microdomain ratio include reduction of the amount of material supplied to the kneading apparatus and / or extension of the residence time of the material to be kneaded in the kneading apparatus. When the kneading apparatus is an extruder, the residence time of the material to be kneaded can be extended by lowering the rotational speed of the shaft, using a kneading apparatus having a large L / D, or the like.

  The surface of the toner thus obtained may be treated with an external additive as necessary. The method for treating the toner with the external additive is not particularly limited, and can be appropriately selected from conventionally known methods for treating the external additive. Specifically, the processing conditions are adjusted so that the particles of the external additive are not embedded in the toner base particles, and the processing with the external additive is performed by a mixer such as a Henschel mixer or a Nauter mixer.

  The electrostatic image developing toner of the present invention described above is excellent in charge rising property, has excellent developability, and hardly causes problems such as toner scattering even if the toner is stirred for a long time in the developing device. Since it is excellent in durability, it is suitably used in various image forming apparatuses.

  Hereinafter, the present invention will be described more specifically with reference to examples. In addition, this invention is not limited at all by the Example.

  Hereinafter, the binder resin and the charge control resin used in Examples and Comparative Examples will be described.

In the examples and comparative examples, the following binder resins A to C (BR-A to BR-C) were used as the binder resins.
Binder resin A (BR-A): polyester resin (Tuffton NE-7200 (manufactured by Kao Corporation))
Binder resin B (BR-B): Polyester resin (KM-PC-30 (manufactured by Kao Corporation))
Binder resin C (BR-C): Styrene-acrylic copolymer (Acrybase TIZ354-1 (manufactured by Fujikura Kasei Co., Ltd.))

In Examples and Comparative Examples, the following charge control resins A to D (CCR-A to CCR-D) were used as charge control resins.
Charge control resin A (CCR-A): A mixture of a quaternary ammonium salt functional group-containing resin and styrene prepared in Reference Example 1 below.
Charge control resin B (CCR-B): A mixture of a quaternary ammonium salt functional group-containing resin and styrene prepared in Reference Example 2 below.
Charge control resin C (CCR-C): A mixture of a quaternary ammonium salt functional group-containing resin and styrene prepared in Reference Example 3 below.
Charge control resin D (CCR-D): quaternary ammonium salt functional group-containing resin (FCA-201PS (manufactured by Fujikura Kasei Co., Ltd.)) The content of units derived from monomers having a quaternary ammonium salt functional group is 5 mol%. Is)

[Reference Example 1]
Quaternary ammonium salt functional group-containing resin (FCA-201PS (manufactured by Fujikura Kasei Co., Ltd.), 30 parts by mass of a unit derived from a monomer having a quaternary ammonium salt functional group is 5 mol%) and polystyrene ( 23 parts by mass of G100C (manufactured by Toyo Styrene Co., Ltd.) was dissolved in 500 parts by mass of toluene. The solvent of the obtained solution was removed at 50 ° C. under reduced pressure to obtain CCR-A.

[Reference Example 2]
35 parts by mass of a quaternary ammonium salt functional group-containing resin (FCA-196 (manufactured by Fujikura Kasei Co., Ltd.)) and 25 parts by mass of polystyrene (G100C (manufactured by Toyo Styrene Co., Ltd.)) were dissolved in 500 parts by mass of toluene. The solvent of the obtained solution was removed under reduced pressure at 50 ° C. to obtain CCR-B.

[Reference Example 3]
Quaternary ammonium salt functional group-containing resin (FCA-201PS (manufactured by Fujikura Kasei Co., Ltd.), 30 parts by mass of a unit derived from a monomer having a quaternary ammonium salt functional group is 5 mol%) and polystyrene ( 60 parts by mass of G100C (manufactured by Toyo Styrene Co., Ltd.) was dissolved in 500 parts by mass of toluene. The solvent of the obtained solution was removed under reduced pressure at 50 ° C. to obtain CCR-C.

[Example 1]
Binder resin (BR-A) 100 parts by mass, carnauba wax (release agent, C1 (manufactured by Kato Hiroyuki)) 5.5 parts by mass, carbon black (colorant, MA100 (manufactured by Mitsubishi Chemical Corporation)) 4 The mass part and 5.3 mass parts of charge control resin (CCR-A) were mixed on the conditions of 240 rpm using the Henschel mixer (FM-20B (made by Nippon Coke Co., Ltd.)). The obtained mixture was melt-kneaded using a twin screw extruder (PCM-30 (manufactured by Ikegai Co., Ltd.)) under the conditions of a material supply speed of 5 kg / hr, a shaft rotation speed of 160 rpm, and a cylinder temperature of 100 to 130 ° C. Thereafter, the obtained kneaded product was finely pulverized with a jet mill (ultrasonic jet mill I type (manufactured by Nippon Pneumatic Industry Co., Ltd.)), and the obtained finely pulverized product was elbow jet (EJ-LABO type (Nittetsu Mining). And a black toner having a volume average particle diameter of 6.8 μm was obtained. For 100 parts by mass of the obtained toner, 1 part by mass of hydrophobic silica fine particles (RA-200H (manufactured by Nippon Aerosil Co., Ltd.)) and titanium oxide fine particles (ST-100 (manufactured by Titanium Industry Co., Ltd.) are used as external additives. )) 0.5 parts by mass was added and mixed with a Henschel mixer (FM-20B (manufactured by Nippon Coke Co., Ltd.)) to obtain an externally added toner. For the obtained toner, according to the following method, the number of domains of the charge control resin having a domain diameter of 0.01 μm or more and less than 0.3 μm to the number of domains of the charge control resin having a domain diameter of 0.01 μm or more (micro domain Ratio), the domain number of 99% by number from the smallest of the charge control resin, the area ratio of the sum of the area of the domain of the charge control resin to the area of the toner cross section, developability, and durability were evaluated. Table 1 shows the evaluation results of the microdomain ratio, the domain diameter and area ratio of the charge control resin, the developability, and the durability.

(Measurement of minute domain ratio, dispersion diameter and area ratio of charge control resin domain)
A kneaded product obtained by melt kneading with a twin-screw extruder in a toner production process is mounted on a polishing machine (Doctor Wrap ML-180SL (manufactured by Maruto)), and sand in the order of # 220, # 800, # 2000 Polished with paper. Furthermore, the surface of the kneaded product was mirror-finished by polishing using a diamond slurry having a particle diameter of 3 μm, a diamond slurry having a particle diameter of 1 μm, and alumina having a particle diameter of 0.1 μm in this order. A sample of the melt-kneaded product having a mirror finish was heated at 58 ° C. for 12 hours, and then immersed in an aqueous ethanol solution (ethanol: water = 80: 20 (volume ratio)) to obtain an ultrasonic cleaning device (UT-105S (Sharp Corporation). Sonication) for 5 minutes. By the ultrasonic treatment, the domain of the charge control resin on the sample surface is dropped, and a drop mark of the domain of the charge control resin is formed. After drying the ultrasonically treated sample, a secondary electron photograph image (SEM photograph: 10000 times magnification) of the surface of the sample was obtained using a scanning electron microscope (SEM) (JSM-7600F (manufactured by JEOL Ltd.)). I took a picture. The photographed SEM photograph was binarized by image analysis software (WinROOF (manufactured by Mitani Corporation)), the diameter of the drop mark of the domain of the charge control resin, and the area ratio of the charge control resin domain on the mirror surface of the sample And measured. Note that the measurement of the microdomain ratio, the domain diameter, and the area ratio of the charge control resin domain was performed on a charge control resin domain having a domain diameter of 0.01 μm or more.

  According to the above method, the domain diameters of 328 charge control resin domains were measured, and N1 to N29 (Nn was a dispersion diameter of (0.01 × n) μm or more (0.01 × (n + 1)) μm. The number of domains made of the charge control resin, and n is a positive integer of 1 or more), and calculating the number% of the total number of domains made of the charge control resin whose dispersion diameter was measured. The number% of domains of the charge control resin having a domain diameter of 0.01 μm or more and less than 0.3 μm with respect to the number of domains of the charge control resin of 0.01 μm or more was determined.

  Further, the minimum value of n is calculated such that the sum of N1 to Nn and the number% of the total number of domains made of the charge control resin whose dispersion diameter is measured becomes 99% when the first decimal place is rounded off. , (0.01 × n) μm was defined as the domain diameter (μm) of 99% by number from the smaller domain of the charge control resin dispersed in the binder resin.

(Developability)
The carrier used for the developer for TASKalfa 500ci (manufactured by Powdertech Co., Ltd., volume specific resistance 107 Ωcm, saturation magnetization 70 emu / g, average particle diameter 35 μm) and the externally added toner are used in the total mass of the developer. The toner was mixed so that the ratio of the toner was 12% by mass, and processed with a ball mill for 30 minutes to prepare a two-component developer.
The obtained two-component developer is installed in a black developing unit of a multi-function machine (TASKalfa500ci) manufactured by Kyocera Mita Co., Ltd., and a voltage (ΔV) between the developing sleeve and the magnet roll is 250 V, and an alternating current is applied to the magnet roll. The voltage (Vpp) was set to 2.0 kV, copying was performed without paper, and a 3 cm × 3 cm solid image was developed on the intermediate transfer member. The toner on the intermediate transfer member is collected on a filter having a mesh size of 5 μm using a QM meter (manufactured by Trek Japan Co., Ltd.), and the weight of the collected toner is measured to form the toner on the intermediate transfer member. The toner development amount (mg / cm ² ), which is the toner amount per unit area in the solid image, was measured. Further, the charge amount of the toner was measured with a QM meter (manufactured by TREK, MODEL 210HS-1). Regarding the toner development amount, a toner development amount of 0.8 mg / cm ² or more was determined to be good, and a toner development amount of less than 0.8 mg / cm ² was determined to be poor. Regarding the charge amount, 20 to 27 μC / g was determined to be good, and less than 20 μC / g and more than 27 μC / g were determined to be poor.

(durability)
The multifunctional machine used for the evaluation of developability was put in a state where it can be printed on paper, and an endurance test was performed in which 10,000 sheets were printed at a printing rate of 5% in an environment of 20 ° C. and 60% RH. After the durability test, the weight of the toner scattered inside the multifunction machine was measured. Further, for the toner after the durability test, the amount (% by mass) of the reversely charged toner, which is an index of toner scattering property, was measured using an espart analyzer (EST-III type (manufactured by Hosokawa Micron Corporation)). . Regarding the weight of the scattered toner, 100 mg or less was judged as good, and more than 100 mg was judged as bad. Regarding the amount of the reversely charged toner, 1% by mass or less was determined to be good, and more than 1% by mass was determined to be defective.

[Example 2]
An externally added toner was obtained in the same manner as in Example 1 except that the amount of CCR-A used was changed to 10.6 parts by mass. Table 1 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, the developability, and the durability of the toner obtained in Example 2. The total number of domains of the charge control resin whose domain diameter was measured was 238.

Example 3
An externally added toner was obtained in the same manner as in Example 1 except that the amount of CCR-A used was changed to 2.9 parts by mass. Table 1 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, the developability, and the durability of the toner obtained in Example 3. The total number of domains of the charge control resin whose domain diameter was measured was 203.

Example 4
An externally added toner was obtained in the same manner as in Example 1 except that CCR-B was used as the charge control resin and the amount of the charge control resin used was 6 parts by mass. Table 1 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, the developability, and the durability of the toner obtained in Example 4. The total number of domains of the charge control resin whose domain diameter was measured was 425.

Example 5
An externally added toner was obtained in the same manner as in Example 1 except that BR-B was used as the binder resin. Table 1 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, the developability, and the durability of the toner obtained in Example 5. The total number of domains of the charge control resin whose domain diameter was measured was 546.

Example 6
An externally added toner was obtained in the same manner as in Example 1 except that CCR-C was used as the charge control resin and the amount of charge control resin used was 9 parts by mass. Table 1 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, the developability, and the durability of the toner obtained in Example 6. The total number of domains of the charge control resin whose domain diameter was measured was 739.

Example 7
Using CCR-D as the charge control resin, setting the usage amount of the charge control resin to 3.0 parts by mass, and changing the melt kneading conditions to a material supply speed of 1 kg / hr and a shaft rotation speed of 30 rpm Otherwise, an externally added toner was obtained in the same manner as in Example 1. Table 1 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, the developability, and the durability of the toner obtained in Example 7. The total number of domains of the charge control resin whose domain diameter was measured was 121.

[Comparative Example 1]
An externally added toner was obtained in the same manner as in Example 1 except that the amount of CCR-A used was changed to 14.3 parts by mass. Table 1 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, and the developability of the toner obtained in Comparative Example 1. The toner obtained in Comparative Example 1 was poor in developability and was not evaluated for durability. The total number of domains of the charge control resin whose domain diameter was measured was 84.

[Comparative Example 2]
An externally added toner was obtained in the same manner as in Example 1 except that CCR-D was used as the charge control resin and the amount of the charge control resin used was 3 parts by mass. Table 2 shows the evaluation results of the fine domain ratio, the dispersion diameter and area ratio of the domain of the charge control resin, the developability, and the durability of the toner obtained in Comparative Example 2. The total number of domains of the charge control resin whose domain diameter was measured was 177.

[Comparative Example 3]
An externally added toner was obtained in the same manner as in Example 1 except that BR-C was used as the binder resin. Table 1 shows the evaluation results of the developability of the toner obtained in Comparative Example 3. In the toner obtained in Comparative Example 3, since the binder resin and the charge control resin are compatible, the domain of the charge control resin was not formed. Further, since the toner obtained in Comparative Example 3 had poor developability, the durability was not evaluated.

[Comparative Example 4]
An externally added toner was obtained in the same manner as in Comparative Example 3 except that the amount of CCR-A used was 1.8 parts by mass. Table 1 shows the evaluation results of the developability and durability of the toner obtained in Comparative Example 4. In the toner obtained in Comparative Example 4, since the binder resin and the charge control resin are compatible, the domain of the charge control resin was not formed.

  According to Examples 1 to 7, a polyester resin that is incompatible with the charge control resin is used as the binder resin, a quaternary ammonium salt functional group-containing resin is used as the charge control resin, and the domain diameter of the charge control resin is 0. In the binder resin, the number% (micro domain ratio) of the domain of the charge control resin having a domain diameter of 0.01 μm or more and less than 0.3 μm is 98% by number or more with respect to the number of domains of the charge control resin of .01 μm or more. It can be seen that a toner having excellent developability and durability can be obtained when dispersed in the toner.

  On the other hand, according to Comparative Example 1, even when a polyester resin is used as the binder resin, if the fine domain ratio is much lower than 98% by number, the charge amount is too high due to the influence of coarse domains, so that the development amount decreases. It can be seen that a toner having the desired developability cannot be obtained. Further, according to Comparative Example 2, although the fine domain ratio is less than 98% by number, the desired developability can be obtained if the fine domain ratio is about 97.2% by number, but the durability is still excellent. It can be seen that no toner can be obtained. The toner obtained in Comparative Example 2 is considered to be inferior in durability because a coarse charge control resin domain easily falls off the toner surface.

  Further, according to Comparative Example 3, when a styrene-acrylic resin that is compatible with the charge control resin is used as the binder resin and the domain of the charge control resin is not formed on the toner surface, the amount of the binder resin is 100 parts by mass. It can be seen that when 5.3 parts by mass of the charge control resin is used, since the charge amount is too high, the development amount decreases, and a toner having a desired developability cannot be obtained. According to Comparative Example 4, it can be seen that the charge amount can be adjusted to an appropriate level by reducing the amount of charge control resin used compared to Comparative Example 3, but only a toner having poor durability can be obtained.

Claims (5)

  The binder resin has a domain composed of a charge control resin, the binder resin is a polyester resin, the charge control resin is an addition-polymerizable monomer having a quaternary ammonium salt functional group, and styrene and / or acrylic. Including a quaternary ammonium salt functional group-containing resin that is a copolymer with a monomer, and using a 10,000-fold magnification image obtained by a scanning electron microscope, the dispersion diameter of a domain composed of 50 or more charge control resins is determined. When measured, N1 to N29 (Nn is the number of domains of the charge control resin having a dispersion diameter of (0.01 × n) μm or more and less than (0.01 × (n + 1)) μm, and n is A positive integer greater than or equal to 1). The toner for developing an electrostatic charge image, wherein the number% of the total number of domains of the charge control resin whose dispersion diameter is measured is 98% by number or more.   2. The electrostatic charge image developing toner according to claim 1, wherein a ratio of a sum of areas of the domains made of the charge control resin to an area of a cross section of the toner is 1 to 10 area%.   The electrostatic charge image developing toner according to claim 1, wherein the charge control resin is a mixture of the quaternary ammonium salt functional group-containing resin and a styrene resin.   The content of the styrene resin in the mixture of the quaternary ammonium salt functional group-containing resin and the styrene resin is 40 to 200 parts by mass with respect to 100 parts by mass of the quaternary ammonium salt functional group-containing resin. The toner for developing an electrostatic charge image according to claim 3.   In the quaternary ammonium salt functional group-containing resin, the ratio of the repeating unit derived from the addition-polymerizable monomer having the quaternary ammonium salt functional group to the total repeating units constituting the quaternary ammonium salt functional group-containing resin is The toner for developing an electrostatic charge image according to claim 1, wherein the toner is 0.1 to 20 mol%.