Toner for electrostatic image development, production method of the toner and image formation method

A technology of electrostatic charge image and manufacturing method, which is applied in the directions of developer, electrography, instrument, etc., can solve the problems of charge quantity fluctuation, browning, color development obstacle of color toner, etc. The effect of the change in electricity

Active Publication Date: 2014-09-24

KONICA MINOLTA INC

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AI-Extracted Technical Summary

Problems solved by technology

[0006] However, when a compound having such a furfural skeleton is used as the binder resin, the binder resin may be colored or browned due to oxidation or the like

In addition, the binder resin tends to interact with moisture in the atmosphere under high tem...

Method used

As the manufacturing method of the toner for electrostatic image development of the present invention, since the production of the toner for electrostatic image development can suppress the environmental load, it is preferably as follows The production method of the present invention comprises: a monomer production step of producing a monomer having a furfural skeleton; a hydrogenation reaction step of hydrogenating a furan ring in the furfural skeleton of the monomer obtained in the monomer production step; A monomer polymerization step in which the above-mentioned monomer obtained by hydrogenation is polymerized in the step. In addition, in the hydrogenation reaction step, since the monomer produced in the monomer production step is hydrogenated, it is less costly than hydrogenating the monomer after polymerization, so it is preferable.

[0054] In the general formula (1), it is particularly preferred that X represents an oxygen atom. As a result, variations in the charge amount due to ...

Abstract

The present invention provides a toner for electrostatic image development that suppresses the fluctuation of electrostatic charge amount in accordance with environmental fluctuation and has good color reproducibility (wide color gamut), a producing method of the toner, and an image forming method using the toner for electrostatic image development. The toner for electrostatic image development of the invention includes a toner particle that contains at least a binder resin. The toner particle includes a polymer having a structural unit represented by a following general formula (1) as the binder resin.

Application Domain

Developers

Technology Topic

Structural unitEngineering +2

Image

Examples

Experimental program(14)
Effect test(1)

Example Embodiment

[0199] Example 1

[0200] Hereinafter, the present invention will be specifically described with examples, but the present invention is not limited to these. It should be noted that in the examples, the expression "parts" or "%" is used, and unless otherwise specified, it means "parts by mass" or "% by mass".

[0201] [Synthesis of monomer]

[0202]

[0203] To a dichloromethane solution (200ml) of 5-hydroxymethylfurfural (12.6g, 100mmol) and triethylamine (29.2ml, 210mmol), under nitrogen flow, methacryloyl chloride (8.5ml) was added dropwise at 0°C , 105mmol), stirred at room temperature for one day to prepare a reaction mixture. Use 1N-HCL (200ml×2), saturated NaHCO 3 After washing the reaction mixture with aqueous solution (200ml×1) and saturated NaCl aqueous solution (200ml×1), use anhydrous MgSO 4 Dry and filter. The solvent of the filtrate thus obtained was distilled off under reduced pressure to obtain a crude monomer A. It was separated by silica gel column chromatography using a mixed solution of n-hexane/ethyl acetate (4/1→2/1) as the developing solvent to obtain monomer A.

[0204]

[0205] 20.0 g of sodium alginate was dissolved in 200 ml of distilled water, and 10.0 g of L-glutamic acid was dissolved in 100 ml of distilled water in another container. After mixing the two, 30.0 g of silica gel was added, followed by 60 ml of 1M-HCl to generate a precipitate. The precipitate was heated and pulverized, washed with distilled water until the pH became 7 and then dried to obtain 58.0 g of a white powdery silica-alginic acid-glutamic acid ligand.

[0206]

[0207] 10.0 g of the silica-alginic acid-glutamic acid ligand and 1.04 g of hexachloroplatin (IV) hexahydrate obtained in Synthesis 1 of the catalyst were heated to reflux for 4 hours while stirring in ethanol under a nitrogen environment. After the completion of the reaction, the reaction product was filtered and dried to obtain 10.0 g of a gray powdery silica-alginic acid-glutamic acid-platinum catalyst.

[0208]

[0209] The 5.0g silica-alginic acid-glutamic acid-platinum catalyst obtained in the synthesis of the catalyst and 5-hydroxymethylfurfural (5.7g, 45.0mmol), 500ml of ethanol at 30℃, 1 atmosphere of steam Degassing and injecting hydrogen are repeated 100 times alternately. After the completion of the reaction, the complex was filtered and removed to obtain 5-hydroxymethylcyclofuran formed by hydrogenation.

[0210] In the synthesis of monomer A, except that 5-hydroxymethylcyclofuran was used instead of 5-hydroxymethylfurfural, monomer B was obtained in the same manner.

[0211]

[0212] In the synthesis of monomer A, except that furfuryl alcohol was used instead of 5-hydroxymethylfurfural, monomer C was obtained in the same manner as that.

[0213]

[0214] In the synthesis of monomer A, except that tetrahydrofurfuryl alcohol was used instead of 5-hydroxymethylfurfural, monomer D was obtained in the same manner as the same.

[0215]

[0216] In the synthesis of the monomer A, except that methacrylic acid and 2-chlorothiophene were used instead of 5-hydroxymethylfurfural and methacryloyl chloride, the monomer E was obtained in the same manner as the same.

[0217]

[0218] Similar to the synthesis of monomer B, 2-chlorotetrahydrothiophene is obtained by hydrogenating 2-chlorothiophene. After that, in the synthesis of monomer E, except that 2-chlorotetrahydrothiophene was used instead of 2-chlorothiophene, monomer F was obtained in the same manner as that.

[0219] The following chemical formulas represent the monomers A to F obtained as described above.

[0220]

[0221] [Manufacturing of Orange Toner]

Example Embodiment

[0222]

[0223] (1) Preparation process of colorant particle dispersion liquid

[0224] 11.5 parts by mass of sodium lauryl sulfate was put into 160 parts by mass of ion-exchanged water, dissolved and stirred to prepare an aqueous surfactant solution. To this surfactant aqueous solution, slowly add 15 parts by mass of colorant (CI Pigment Orange 36), and then use a mechanical disperser "CREARMIX" (manufactured by M-Technique) to perform dispersion treatment to prepare dispersed colorant particles Colorant particle dispersion liquid [Or].

[0225] (2) Preparation of resin particle dispersion [A1]

[0226] (A) The first step of polymerization

[0227] The surface activity obtained by dissolving 4 parts by mass of polyoxyethylene (2) sodium lauryl ether sulfate in 3000 parts by mass of ion-exchanged water is added to a reaction vessel equipped with a stirring device, a temperature sensor, a condenser, and a nitrogen introduction device. The internal temperature of the agent solution was raised to 80°C while stirring at a stirring speed of 230 rpm under a nitrogen stream.

[0228] To this surfactant solution, an initiator solution prepared by dissolving 5 parts by mass of a polymerization initiator (potassium persulfate: KPS) in 200 parts by mass of ion-exchanged water was added, and the liquid temperature was set to 80°C. Then, 560 parts by mass A monomer mixture composed of monomer A, 240 parts by mass of butyl acrylate, and 68 parts by mass of methacrylic acid was subjected to mixing and dispersion treatment for 1 hour, thereby preparing a resin fine particle dispersion liquid [A1-a].

[0229] (B) Step 2 polymerization

[0230] Using the mechanical disperser "CREARMIX", 132 mass parts of monomer A, 57 mass parts of butyl acrylate, 20 mass parts of methacrylic acid, 0.5 mass parts of n-octyl mercaptan and 82 mass parts of "WEP-5" (Japanese The monomer mixture composed of the oil company) was mixed and dispersed for 1 hour to prepare an emulsified particle-containing emulsified dispersion [A1-b].

[0231] The surface activity obtained by dissolving 2 parts by mass of polyoxyethylene (2) sodium lauryl ether sulfate in 1270 parts by mass of ion-exchanged water is added to a reaction vessel equipped with a stirring device, a temperature sensor, a condenser, and a nitrogen introduction device. After heating the agent solution to 80°C, the above-mentioned resin fine particle dispersion [A1-a] converted to a solid content of 40 parts by mass was added, and after the liquid temperature was set to 80°C, the emulsified dispersion [A1-b] was added.

[0232] An initiator solution prepared by dissolving 5 parts by mass of potassium persulfate (KPS) in 100 parts by mass of ion-exchanged water was added thereto, and the system was heated and stirred at 80° C. for 1 hour to polymerize, thereby preparing resin particle dispersion Liquid [A1].

[0233] (3) Formation of toner particles [A1]

[0234] Put 1250 parts by mass of resin particle dispersion [A1], 2000 parts by mass of ion exchange water and 165 parts by mass of colorant particle dispersion [Or] into a reaction vessel equipped with a temperature sensor, a condenser, a nitrogen introduction device, and a stirring device Stir and prepare the solution for association. After adjusting the internal temperature of the associative solution to 30°C, a 5mol/L sodium hydroxide aqueous solution was added to adjust the pH to 10.0, and then, under stirring, 52.6 parts by mass of magnesium chloride hexahydrate was dissolved in the solution at 30°C for 10 minutes. An aqueous solution obtained by exchanging 72 parts by mass of ionized water. After standing for 3 minutes, the temperature began to rise, and the system was heated to 90°C over 6 minutes (heating rate=10°C/min).

[0235] In this state, the average particle diameter of the associated particles was measured with "Multisizer3" (manufactured by Beckman Coulter), and when the volume-based median diameter reached 6.7 μm, 115 parts by mass of sodium chloride were dissolved in 700 parts by mass. A portion of the aqueous solution obtained by ion-exchange water stops the particle growth, and heats and stirs at a solution temperature of 90°C ± 2°C for 6 hours to continue fusion. The roundness of the associated particles was measured with "FPIA-2100" (manufactured by Sysmex), and the average roundness was 0.958.

[0236] Next, it was cooled to 30°C under the condition of 6°C/min, the associated particles were filtered, washed repeatedly with 45°C ion exchange water, and dried with 40°C hot air, thereby obtaining toner base particles [A1].

[0237] To 100 parts by mass of the toner base particles [A1] were added 1.0 parts by mass of hexamethyldisilazane treated with silica (average primary particle size 12nm, hydrophobicity 68) and 0.3 parts by mass of n-octane An external additive composed of titanium dioxide (average primary particle size 20nm, hydrophobicity 63) treated with silane is externally added with a "Henschel Mixer" (manufactured by Mitsui Miike Mining Co., Ltd.) to produce an orange tint Agent [A1].

[0238] In addition, the external addition treatment performed by the Henschel mixer was performed under the conditions of the peripheral speed of the stirring blade of 35 m/sec, the treatment temperature of 35° C., and the treatment time of 15 minutes.

Example Embodiment

[0239]

[0240] Except for changing the monomer A to the monomer B, an orange toner [B1] was prepared in the same manner as in Preparation Example 1 of the orange toner.

PUM

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