Toner for electrophotography

[Detailed Description of the Invention]

The "Field of the Invention" present invention relates to the toner for electro-photography. "PRIOR ART" Static electricity was used. Image formation processes, such as electrostatic record, electrostatic printing, and an electrostatic photograph, are a zinc oxide and a cadmium sulfide, He is a carrier (iron powder) about the coloring particulates prepared by 10~50 micro called the process in which an electrostatic latent image is formed with a lightwave signal on the photo conductor obtained by applying selenium etc. on substrates, such as A.I. Artificial Intelligence and paper, and a toner. You carry out contact electrification by glass Peace and aluminum powder 1 grade, and make it act on the electrostatic latent image, and it comprises a process made to form into wM image. An electric charge with a toner for development opposite to the polarity of an electrostatic latent image used in this process needs to be held. Coloring particulates generally called a toner are constituted from colorant, a Charge control agent, etc. by subject in binder resin. a Charge control agent with work which controls maintenance of an electric charge by friction electrification with inside [ this ] Carrier, and the Charge characteristic of a toner -- the inside of a toner ingredient -- especially -- 1 -- it is a Essential ingredient. Although it is possible for the toner produced only with 1 colorant and binder resin without the Charge control agent to also make an electric charge hold by friction with a career, since the electrostatic property is inferior, he cannot wear, a phenomenon cannot get up and it can obtain only the extremely inferior picture. It adds to electrostatic property and is 1 to a toner! Although to excel in temporal stability, a Dynamic, fixability, etc. is demanded as a quality characteristic Request(ed), each of these is greatly influenced by the Charge control agent used. As a Charge control agent for toners, they are 2:1 type Gold complex salt dye (JP,45-26478,B, the 4l.-201531) lid Longanin paints (JP,52-45931,A) as a negative charge control agent conventionally, The metal complex (JP,55-122726,A) of salicylic acid, the metal complex (JP,59-7384,B) of aromatic series Daika Lebon acid, and the toner used as a nigrosine series stain agent as a positive charge control agent do not fully satisfy the quality characteristic required of toners, such as electrostatic property and temporal stability. For example, in order for the toner using 2:1 Gold complex salt dye known as a negative charge control agent to be inferior to a practical use level in the adhesion over the substrate of a certain thing about the amount of electrifications and not to fully satisfy moisture resistance, temporal stability is bad and, as a result, has a fault which is inferior in repetitive image formation ability. Since 2:1 Gold complex salt dye essentially has the hue centering on black in itself one, it has a fault which can be used only for the toner of the hue limited extremely. Although the metal complex of aromatic series Gui carboxylic acid is mentioned as a negative charge control agent near colorlessness (Japanese Patent Publication No. 5q-y384), this thing has a point which cannot become colorlessness [ perfect ], and a fault which is inferior in the amount of electrifications compared with 2=1 metal-containing complex salt dye. Since each of these is the compounds containing a heavy metal, they has the danger of environmental pollution. If the picture obtained using the conventional toner contacts a synthetic resin and its note, or a film, it has the fault of a picture being confused and causing plain-hot-water contamination with the plasticizer contained in them. It is "problem which invention tends to solve" colorlessness, is a large Charge control agent of a scope, and is electrostatic property. excelling in temporal stability -- See again -- having had -- development of a toner with the good plain-hot-water contamination nature of a picture is desired. The Charge control agent which does not contain a heavy metal from a viewpoint of environmental pollution prevention is desirable. "The means for solving a problem" As a result of trying hard wholeheartedly that these artificers should develop the toner which fills hope which was described above, inside R of a formula (1) [type (1), R2, and R3 and R4 are Alkyl, Allyl, or halogen of H1 carbon number 1~8 again - xH-s 5 -- 4 Alkyl -- expressing -- when the toner was made to contain the compound denoted by] expressed respectively, it found out that the electrostatic property of a toner, temporal stability, and plain-hot-water contamination nature were improved sharply, and completed the present invention. the case where the compound of the formula (1) worked as a Charge control agent, this thing had good compatibility with binder resin, and it makes a Lari toner contain -- the ratio of a toner -- since the amount of electrifications is highly excellent in the temporal stability based on moisture resistance, repetitive image formation ability is very excellent. Since Fumitake's (1) compound is colorless, it can change the hue of a toner arbitrarily by combined use of colorant. While further 2:1 type Gold complex salt dye etc. go away and all the pole compounds include the risk of environmental pollution, fear of environmental pollution l Makes the compound of a formula (1) Ho excluding a heavy metal, and When is the feature also with big there being also nothing. The following is mentioned as a concrete example of the compound of a formula (1) used by the present invention. As a method of manufacturing a toner using the compound of a formula (1), it is under fusion about the compound of 1 colorant and binder resin 1 formula (1) by the device in which heating mixing processes, such as a heating kneader 1 2 roll, are possible, The direction obtained by grinding what kneaded and carried out cooling solidification to 1~50-micro particle diameter with grinders, such as a jet mill and a ball mill The compound of colorant and a binder resin pipe type (1) is dissolved in a solvent together, reprecipitation dregs are carried out to law to underwater after churning processing, and there is the method of acquiring by grinding to 1~50-micro particle diameter with grinders, such as a ball mill, after filtration and dryness. As binder resin, an acrylic resin, polystyrene resin, a styrene methacrylate copolymer, epoxy fat, polyester resin, etc. are as colorant again, For example, it Kayaatheta Carries out and is Yellow E-L 2R (Nippon Kayaku 1.c). EngineeringPigment Yellow142, 'Kayaeet Red A-G (same, C1■, Solvgnt Red 179), Kayaset Blue FR (same, C, Engineering, 8o1ventBlue 105). C, 1, Disperse YelloW 114, car Ho y black etc. are used. The amount of the compound used of a formula (1) is 0.5~30 weight sections, preferably 10-fold [ 0.5~] Shaking part to 100 weight sections of binders. The flow agent like silicon oxide, the Kabushu prevention agent like mineral oil, metal soap, etc. may be added to a toner if needed. "EFFECT OF THE INVENTION" Since the compound of a formula (1) is colorless, it does not check the original hue of dyes and pigments at all according to the hue required of a toner so that it is possible to select the dyes and pigments of arbitrary hue. Similarly the toner which contained the compound of the formula (1) while it of a colorless system control agent like the metal complex of salicylic acid publicly known about the electrostatic property which is the characteristic important as a Charge control agent was 40~50microC/IP in measurement by a prore-off measuring instrument is 90~100microe/f. 2= 1 type Metal complexphi More than salt dye (70~80microC / A) is in a level, and it can obtain a very clear picture. Since the toner containing Fumitake's (1) compound is excellent in moisture resistance compared with the toner using the conventional control agent, it is the feature that 1 repetition image formation ability is very good. Since the compound of a formula (1) does not contain the heavy metal, its plain-hot-water contamination nature of the picture as which fear of environmental pollution was also regarded small is good. "EXAMPLE" Opinion ! Ming makes the present invention concrete according to an example below. . Especially the inside of an example "part" expresses unlimited @ Weight part. Example 1 With 2 rolls, fusion mixture was carried out, coarse grinding was carried out in the after-cooling hammermill, the pulverization 1 part class was carried out to 1~10 micro with the jet mill which subsequently attached the classify apparatus, and the toner was obtained. He is mixed Si about the obtained toner at the iron powder career of about 200 mesh, and the weight ratio of 5+95 (toner: iron powder career), the ratio after neglecting it for one week with a blowoff device in the amount of initial ratio electrifications of this toner, and 100 Chi humidity -- when the amount of electrifications was measured, he was an each-24microC/1 *-24microC/person. After neglecting it for one week immediately after mixture and in 100 Chi humidity using what mixed Carrier of the account of +II, and a toner, When 5000 copying machine (made by RICOPY IFT-5050■ Ricoh) K The copied, the clear picture excellent in the story tonality which does not have a difference between the 1st copy and the 5000th sheet was obtained with the toner immediately after mixture and after one-week neglect. Example 2 Fusion mixture is carried out in a heating kneader, and it is after cooling.. The pulverization 1 part class was carried out to 5~10 micro by the jet and Mill who did coarse grinding, ranked next in Namamiru, and attached the classify apparatus, and the toner was obtained. after mixing with Carrier like [ toner / which was obtained ] an example (1) -- a blowoff device -- the ratio before and behind the one-week neglect in 100% humidity -- the place which measured the amount of electrifications -- respectively -- 126microC/9 + -2amuC?/It came out. Like the example (1), when copied using this toner for development, it was accepted that the clear yellow picture which is the original hue of Kayaset QYellow E-L2R of colorant is obtained, and the compound of one formula (5) does not check the original hue of colorant at all. The continuation copy of 5000 more sheets does not have the grace fall of a copy picture, either, and it was obtained in the copy of the outstanding picture. Example 3 It is, this mixed-solution is carried out under the churning lower part to underwater [ of the +oooo section ], and the toner of a coarse particle is obtained by carrying out filtration dryness. This thing was further ground in the ball mill for 20 hours, the part class was carried out to the size of 5~10 micro, and the toner was obtained. making it be the same as that of Example 1 using this toner -- Toner +e for development 14 [-- the following result was obtained, when the make Si copying machine (FUJI XKROX 3500) performed s and a o o o sheet copy and contamination test was carried out about s and o o o sheet copy *. Contamination test: (Note) It is companion a basis to J Engineering 5L-0823. The solid picture top of the 5.000th sheet is rubbed 100 times with a Gakushin-type rubbing tester with an elastic VCM/PVC white sheet (what comprised 50 copies of poly chlorination Vinyl J fat, 45 copies of Dioctyl phthalate, and five copies of titanium oxide). The degree of contamination of the chlorination vinyl sheet after friction was judged in the gray scale for J Engineering S contamination. A decision value means that there is so little contamination that a numerical value is large by the five-step display of the 1~5th class. difference from a table -- it is -- even if the toner using a formula (4) has good contamination nature and it compared the 1st sheet with the 5000th copy like again (a sooo sheet), deterioration of the grace in a continuation copy was not accepted, but the clear copy of the picture was obtained. Example 4 Evokin resin 200-copy Kayaeet Blue FR (made in C, Engineering, and a Sol-B-105 Japan A U town) Five-copy titanium oxide (it is <- Ri R-820 Ishihara Sangyo # to a person) Compound shown by a 0.5-copy formula (5) In the First ball mill, mixed pulverization was carried out, it ranked next one, and melt kneading was carried out in the heating kneader, after cooling solidification, the pulverization part class was carried out with the jet mill with a classify apparatus, and a 5~10-micro toner was obtained. the ratio before and behind the one-week neglect in 100% humidity of the toner for development obtained by carrying out the same processing as an example (1) -- the place which measured the amount of electrifications -- respectively -19, 0microC/?, -19, and 0microC?/It came out. The clear high picture of gradation with original hue was obtained. The grace difference was not observed in the copy picture of the start when a copy-ed [ 5000 sheet ] is carried out, and the end at all. Example 5~11 preparing the toner for development like Example 1 using the compound and colorant which are shown in the column of the structural formula of Table 1 -- a ratio -- the amount of electrifications was measured and the contamination test of the picture copied and seen was carried out. The result was shown in Table 1. the toner using which compound -- a ratio -- the contamination nature of the picture as which change of the amount of electrifications is small, namely, temporal stability was often regarded was very excellent. The amount of 1 table (1) China-Filipino electrifications (muC/2) is the measured value of (A) and back (B) before the one-week neglect in 100% humidity. [ when 5000 sheets were copied like that when a contamination test is carried out like Examples / the degree of picture silver of the 1st sheet ], it wears, a phenomenon occurs and the 5000th sheet is .. It was not clear and deterioration of the grace in a continuation copy was accepted. (Compound given in JP,52-45931,A) It processed like Example 2 using the metal complex of the Gui carboxylic acid denoted by the following structural formula instead of the compound shown by (3) formulas in comparative example 2 Example 2, and prepared the toner for development. When copied like Example 1 using this toner for development, the yellow picture of the strong Obscurity side of greenishness was obtained. Compared with the picture of Example 2, image concentration is clearly low, and it is not clear. the ratio of this toner for development -- the result of the contamination test of the amount of electrifications and the obtained picture comes out like the former husband (1). (Example 1 of JP,59-7384,B) the toner which contained the compound of the formula (1) from the above controlled study -- a ratio -- it is in difference that the amount of electrifications surpasses the publicly known toner in that the two characteristics that it is large and the temporal stability is good are served as and offered. It turns out that the toner of the present invention excels the publicly known toner also in the point that the contamination nature of a picture is small.