JPS61156260A - Toner for electrostatic latent image developing - Google Patents

Abstract

PURPOSE:To obtain a toner having good properties of a vivid color tone, a stabilized electrostatic charging amount and a rise of an electrostatic charge due to preventing a thermal decomposition in a kneading step of the preparation of the toner by incorporating a compd. having P-N binding as the charge controlling agent together with a thermoplastic resin to the titled toner. CONSTITUTION:The titled toner is obtained by incorporating as a charge control agent 0.5-10pts.wt. compd. having the P-N binding and capable of giving positive electrostatic charge to the toner such as polysulfone amide, polyphosphorus imido and polyphosphorus amido compds. or comp. having the P-N binding and capable of giving a negative electrostatic charge to the toner shown by the formulas (PNCl2)n (wherein (n) is 2-4), (PNF2)n (wherein (n) is 3-11) on the basis of 100pts.wt. thermoplastic resin. The toner having good properties of the rise of the electrostatic charge, the stabilized electrostatic charging amount and a vivid colored image after copying >=50,000 sheets is obtd.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a toner for developing electrostatic latent images containing a thermoplastic resin and a charge control agent, and is also suitable as a color toner.

2. Description of the Related Art The above-mentioned charge control agent is used in combination with a thermoplastic resin in order to impart good triboelectric charging characteristics to the toner. '11-411,84) etc. were used.

Problems to be Solved by the Invention However, since dyes themselves are colored, they cannot be used in color toners with different tones, and since many amine salt compounds are water-soluble, they cannot be sufficiently charged. In order to obtain the desired amount, it is necessary to increase the amount added, and even in that case, there is a problem that the amount of charge is unstable due to the influence of humidity. Furthermore, 1ζ amino group-containing resin has a problem in terms of heat resistance, and during the toner manufacturing process, it thermally decomposes when kneaded with thermoplastic resin, resulting in variations in the amount of charge for each toner particle, and as a result, toner scattering during continuous copying. There have been problems with fogging and a decrease in image density.

In view of the problems mentioned above, the present invention aims to provide a toner for developing electrostatic latent images that has a good charge level, no variation in the charge amount, and provides a clear color tone. .

The present invention is characterized in that it contains a phosphorus-nitrogen bond compound as a charge controlling agent in order to achieve the object described in item 1.

In other words, by using a phosphorus-nitrogen bond compound with excellent heat resistance, thermal decomposition of the charge control agent that occurs when mixed with a thermoplastic resin during the toner manufacturing process is prevented.

Effects of the invention Therefore, there is no variation in the amount of charge for each toner particle, and a stable image density can be obtained even during continuous copying.
Phosphorus: Because the nitrogen-bonded compound is colorless or light-colored, a clear color tone can be obtained without any adverse effects.

Examples In addition to the thermoplastic resin and the charge control agent, the toner of the present invention may also contain pigments, dyes, etc. as coloring agents, if necessary, and when used as a magnetic toner, it may contain magnetic powder. It is something to do.

As the thermoplastic resin, commercially available ones may be used as they are, and for example, styrene acrylic resins, polyester resins, methacrylic resins, and various dielectrics thereof can be used.

The phosphorus-nitrogen bond compound of the present invention is appropriately selected depending on whether it imparts positive chargeability or negative chargeability to the toner particles, and typical compounds that impart positive chargeability include is polyphenylphosphonic acid amide: polyphosphoric acid amide.

Polylinamide.

(R represents an alkyl group. n≧1), and typical examples that impart negative chargeability include phosphonitrile chloride; (PNCllz)n (n ~2-4) phosphonitrile fluoride : (PNF2)n, (n=3 to 11). If the phosphorus-nitrogen bond compound is less than 0.5 parts by weight per 100 parts of the thermoplastic resin, no effect can be expected, and
If it exceeds 10 parts by weight, the toner itself will have poor melting properties.
Since fixing to recording paper becomes insufficient, the range is preferably 0.5 to 10 parts by weight, preferably 2 to 8 parts by weight.

Examples, comparative examples, and comparative experiment results will be described below.

Example 1 0 Styrene acrylic copolymer resin 100 parts by weight Softening point 130°C Glass transition point Tg: 67°C 0 Carbon black 6 parts by weight (MA-100 manufactured by Mitsubishi Chemical Industries, Ltd.) 0 Offset inhibitor 5 parts by weight (Mitsubishi Chemical Industries, Ltd.) Phosphonitrile chloride (manufactured by Johoku Kagaku Kogyo Co., Ltd.) 8 parts by weight (manufactured by Johoku Kagaku Kogyo Co., Ltd.) The raw materials having the above composition were thoroughly mixed in a Henschel mixer, and then kneaded with three rolls. After cooling, it is finely pulverized with a jet pulverizer and classified with a rotary wind classifier to obtain particles with a particle size of 5 to 5.
A toner having an average particle size of 12 am was obtained. This is called toner A.

Example 2 In Example 1, only 8 parts by weight of phosphonichloride (IJ) was replaced with 4 parts by weight of polyphenylphosphonic acid amide,
A toner having an average particle size of 12 μm was obtained by processing in the same manner. This is called toner B.

Example 3 A toner having an average particle size of 12 μm was obtained in the same manner as in Example 1 except that 8 parts by weight of phosphonylated chloride was replaced with 5 parts by weight of phosphoramide.

This is called toner C.

Comparative Example 1 In Example 1, only 8 parts by weight of phosphonitrile chloride was added to polyamine (Bontron AFP-
B) Substitute 7 parts by weight and process in the same manner to obtain an average particle size of 1
A toner of 2 μm was obtained. This is referred to as toner D.

Comparative Example 2 In Example 1, only 8 parts by weight of phosphonitrile chloride was replaced with 5 parts by weight of cationic quaternary ammonium salt (Alden CP-100, manufactured by Taiwa Chemical Co., Ltd.), and treated in the same manner to obtain an average particle size of 12 μm. I got the toner. This is 1.
Let it be E.

Comparative Example 3 In Example 1, only 8 parts by weight of phosphonitrile chloride was excluded and treated in the same manner as in Example 1 to obtain an average particle size of 12 μm.
I got the toner. This is referred to as toner F.

After performing surface treatment by adding 0.2 wt% of hydrophobic silica (R-976 manufactured by Nippon Aerosil Co., Ltd.) to toners A to F and stirring them, 3 g of each toner was treated with styrene-acrylic resin. It was placed in a polyethylene bottle (capacity 50 QC) together with 37 g of the binder-type magnetic carrier used (average particle size 35 μm), mixed at a rotation speed of 120 r, p, m, and the amount of charge was measured.

Table 1 shows the amount of charge after 3 minutes and 10 minutes for toners A to F.

Table 1 From the results of toner mixing time and charge amount, toner A-C according to the present invention, toner D using polyamine and quaternary ammonium salt
, E, the charging rise is better and the amount of charging is stable.

Next, parts by weight of toner B-FIQ were mixed with 90 parts by weight of the magnetic carrier described above to prepare a two-component developer (symbols B to F, which are the same as those for the toner), and negatively charged type Cd
A copying test was conducted for each developer using a copying machine equipped with an S-based photoreceptor, a magnetic brush developing device, and a blade cleaner. The results are shown in Table-2. −・・・・
・ .

Odor-2 It adheres to the surface and forms a film.

From the above results, with toners B and C according to the present invention, a stable charge amount was obtained, and even after 50,000 copies were made, no filming or fogging occurred (stable image density could be obtained. On the other hand, toners D and E had low chargeability and did not produce sufficient results in terms of filming and fogging.Toner F caused a lot of toner scattering and the test was discontinued after 1000 copies were made.

Next, a case where a color pigment is used as a coloring agent will be described.

Example 4 0 Styrene acrylic copolymer resin 100 (parts by weight)
Same as Example 1) 4 parts by weight of phthalocyanine pigment (7,1onol Blue 5M-7 manufactured by Toyo Ink Co., Ltd.) 5 parts by weight of O offset inhibitor (Example 1)
8 parts by weight of phosphonitrile chloride'' A raw material having the composition described in 1 was treated in the same manner to obtain a toner having an average particle size of 12 μm. This is referred to as toner G.

Example 5 In Example 4, only 8 parts by weight of phosphonitrile chloride was replaced with 2 parts by weight of phosphonitrile fluoride, and a toner having an average particle size of 12 μm was obtained by processing in the same manner as in Example 4. This is referred to as toner H.

Example 6 In Example 4, only 8 parts by weight of phosphonitrile chloride was replaced with 5 parts by weight of polyphosphonic acid amide, and the same procedure was followed to obtain a toner having an average particle size of 12 μm. This is 1.
S-■.

Comparative Example 4 In Example 4, only 8 parts by weight of IJ (phosphonichloride) was added to the dye (Bontron S-34 manufactured by Orient Chemical Co., Ltd.).
5 parts by weight and treated in the same manner to obtain an average particle size of 12μ
1.m of m was obtained. This will be referred to as Toner J.

Comparative Example 5 In Example 4, only 8 parts by weight of the salt rhyfosponitrile was added to the dye (Nigrosine Base EX manufactured by Orient Chemical Co., Ltd.).
5 parts by weight and treated in the same manner to obtain an average particle size of 12μ
rn toner was obtained. Use this as toner.

Comparative Example 6 In Example 4, only 8 parts by weight of phosphonitrile chloride was replaced with 5 parts by weight of cationic quaternary ammonium salt (same as Comparative Example 2).
Instead of parts by weight, the average particle size is 12 μm by processing in the same manner.
I got the toner. This is referred to as toner L.

Regarding the second toners G to L, the above-mentioned toners A to F
Table 3 shows the amount of charge and its color tone, which were measured using the same method as in the case of .

From the above results, in the toners G to ① according to the present invention, a stable charge amount could be changed and a clear color tone could be obtained. On the other hand, toner J in which a metal complex compound dye was used as charge side (111) had unsatisfactory results in terms of color tone.

13-Example 7 In Example 4, only the colorant was Li onol Bl.
From ueSM-7 to Phthalocyanine Green GO (manufactured by Dainichiseika), Lionol Red 2BS (
(manufactured by Toyo Ink).

In place of 4 parts by weight of Fast Yellow GTF219 (manufactured by Dainichiseika), the same method was used to obtain an average particle size of 12.
A μm toner was obtained. These are toners M, N, and
Let it be O.

Example 8 In Example 6, only the colorant was added to L as in Example 7.
Lionol Blue 5M-7 to Phthalocyanine Green-7GO, Lionol Red 2BS, 77-
A toner having an average particle size of 12 μm was obtained by processing in the same manner except that 4 parts by weight of E-r-Ro GTF 219 were used. These are referred to as toners P, Q, and R, respectively.

Table 4 shows the charge amount and color tone of the above toner M-R, which were measured by the same method as in the case of the above-mentioned toners A to F.

Table 4 From the above results, in the present invention, the negatively chargeable toner M
-0 and positively chargeable toner PR both have a stable charge amount, and are green and red.

A clear yellow color tone was obtained.

Claims (1)

[Scope of Claims] 1. In a toner for developing an electrostatic latent image containing a thermoplastic resin and a charge control agent, as the charge control agent, relay
A toner for developing electrostatic latent images characterized by containing a nitrogen bonding compound. 2. The toner for developing electrostatic latent images according to claim 1, which contains 0.5 to 10 parts by weight of the relay-nitrogen bond compound based on 100 parts by weight of the thermoplastic resin. 3. The toner for developing electrostatic latent images according to claim 2, which contains 2 to 8 parts by weight of the phosphorus-nitrogen bond compound based on 100 parts by weight of the thermoplastic resin.