WO2010071118A1 - 電子写真感光体、その製造方法および電子写真装置 - Google Patents
電子写真感光体、その製造方法および電子写真装置 Download PDFInfo
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- WO2010071118A1 WO2010071118A1 PCT/JP2009/070856 JP2009070856W WO2010071118A1 WO 2010071118 A1 WO2010071118 A1 WO 2010071118A1 JP 2009070856 W JP2009070856 W JP 2009070856W WO 2010071118 A1 WO2010071118 A1 WO 2010071118A1
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- photosensitive member
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/14—Inert intermediate or cover layers for charge-receiving layers
- G03G5/142—Inert intermediate layers
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/14—Inert intermediate or cover layers for charge-receiving layers
- G03G5/142—Inert intermediate layers
- G03G5/144—Inert intermediate layers comprising inorganic material
Definitions
- the present invention relates to an electrophotographic photosensitive member (hereinafter also simply referred to as “photosensitive member”), a manufacturing method thereof, and an electrophotographic apparatus equipped with the photosensitive member, and more specifically, various electrophotographic apparatuses such as a copying machine, a fax machine, and a printer.
- the present invention relates to an electrophotographic photosensitive member used by being mounted on the same, a manufacturing method thereof, and an electrophotographic apparatus having the photosensitive member mounted thereon.
- an undercoat layer made of an anodized film or a resin film on a conductive substrate such as aluminum, and an organic pigment having photoconductivity such as a phthalocyanine or an azo pigment
- a charge transport layer in which molecules having a partial structure involved in charge hopping conduction such as amine and hydrazone bonded to a ⁇ -electron conjugated system are dissolved in the resin, and if necessary,
- a function separation type photoreceptor in which a protective layer is sequentially laminated.
- a single-layer type photoreceptor in which a single photosensitive layer having both charge generation and charge transport functions is provided on an undercoat layer as necessary.
- a pigment (charge generating material) having functions such as charge generation and light scattering and a charge transport material that plays a role of charge transport are each dissolved or dispersed in an appropriate resin solution.
- a method of dip-coating a conductive substrate on a paint is common because of its excellent mass productivity.
- phthalocyanines have a higher absorbance in the oscillation wavelength region of the semiconductor laser (780 nm) than other charge generation materials and have an excellent charge generation capability. Is widely used. At present, photoreceptors using various phthalocyanines having copper, aluminum, indium, vanadium, titanium, or the like as a central metal are known.
- a non-contact charging method in which a charging member such as scorotron and the photoconductor are not in contact, and a contact in which the charging member using a semiconductive rubber roller or brush contacts the photoconductor.
- the contact charging method is characterized in that less corona discharge occurs in the vicinity of the photoreceptor than in the non-contact charging method, so that ozone is less generated and the applied voltage may be lower. Therefore, since a more compact, low-cost, and low environmental pollution electrophotographic apparatus can be realized, it is mainly used for medium-sized to small-sized apparatuses.
- scraping with a blade As means for cleaning the surface of the photoreceptor, scraping with a blade, a simultaneous development cleaning process, or the like is mainly used.
- cleaning with a blade untransferred residual toner on the surface of the organic photoreceptor may be scraped off by the blade, and the toner may be collected in a waste toner box or returned to the developing device again.
- Such a scraper-type cleaner using a blade requires a collection box for collected toner or a space for recycling, and it is necessary to monitor the fullness of the toner collection box. Further, when paper dust or an external additive stays on the blade, the surface of the organic photoreceptor may be damaged to shorten the life of the electrophotographic photoreceptor.
- the dark portion potential corresponds to the blank portion on the image
- the bright portion potential corresponds to the print portion. Therefore, if there are structural defects such as significant unevenness on the conductive substrate, or defects related to material non-uniformity such as precipitation of impurities, these are image defects such as black spots on the white paper portion and ground fog. It appears. As a result, charge injection from the conductive substrate to the photosensitive layer occurs due to a defect on the conductive substrate, and a local charge level lowering is caused on this defect, thereby causing an image defect. ing.
- an undercoat layer between the conductive substrate and the photosensitive layer.
- Resin films such as polyvinyl alcohol, casein, polyvinyl pyrrolidone, polyacrylic acid, gelatin, polyurethane, and polyamide are used.
- Patent Document 3 discloses a photoreceptor using an anodized film as an undercoat layer
- Patent Documents 4 to 6 disclose photoreceptors having an undercoat layer containing specific nylon.
- these undercoat layers have a problem of solving image defects due to interference fringes due to reflection of exposure light from the substrate.
- copolymer nylon films have been widely used because they have a uniform film thickness by dip coating, are excellent in mass productivity, and are inexpensive.
- Patent Document 7 discloses the use of caprolactam as a constituent monomer of a copolymer nylon resin as a photoreceptor for backside exposure.
- Patent Document 8 discloses that an undercoat layer containing a nylon resin having a specific copolymer composition is excellent in charging and residual potential characteristics.
- Patent Document 9 discloses that a photoreceptor coating solution containing a copolymerized polyamide resin having a specific diamine component is effective in improving coating properties and storage stability.
- Patent Document 10 discloses that a resin layer containing titanium oxide is used for the intermediate layer for the purpose of suppressing environmental dependency.
- Patent Document 11 discloses that moisture resistance can be improved by using a polyamide resin having a specific structure for the intermediate layer.
- Patent Document 12 discloses a photoreceptor containing a copolymerized polyamide resin having a diamine component having a specific structure and an azo pigment.
- Patent Document 13 discloses a photoreceptor using a polyamide resin obtained by condensing a polymerized fatty acid and a diamine.
- Patent Document 14 discloses that scumming due to long-term use can be suppressed by using a photoreceptor using a metal oxide, a specific copolymer and a phthalocyanine pigment.
- Patent Document 15 discloses a polyamide resin containing an aromatic dicarboxylic acid monomer as an undercoat layer. The photoreceptor used is disclosed.
- Patent Document 10 only describes a nylon resin having a specific structure as an example. Moreover, in patent document 11, an aromatic ring is not described in the dicarboxylic structure in a constituent monomer, and sufficient examination about the effect by adding aromatic dicarboxylic acid as a monomer is not made.
- Patent Document 12 describes a photoreceptor containing a copolymerized polyamide resin having a diamine component having a specific structure and an azo pigment, but does not show an effect on the transfer history of the polyamide resin having this structure.
- Patent Document 13 describes a photoconductor using a polyamide resin obtained by condensing a polymerized fatty acid and a diamine.
- the properties of the undercoat layer vary due to oxidation of unsaturated fatty acid in the coating solution. There's a problem.
- Patent Document 14 discloses that scumming due to long-term use can be suppressed by using a photoreceptor using a metal oxide and a specific copolymer and a phthalocyanine pigment.
- the polymerization resin described in Patent Document 14 can suppress the generation of secondary aggregates, sufficient study has been made on potential fluctuations due to transfer effects in a high transfer current device such as a color machine. There is no current situation.
- Patent Document 15 proposes a photoreceptor using a polyamide resin containing an aromatic dicarboxylic acid monomer as an undercoat layer.
- an undercoat layer When such an undercoat layer is used, transfer is performed like a 4-cycle color machine. In a process with a high current, there is a problem that density unevenness occurs in an image due to the influence of transferability.
- An object of the present invention has been made in view of the above problems, coating solution stability is good, metal oxide dispersibility is good, and there are no black spots on white ground, image defects of ground fogging.
- An object of the present invention is to provide an electrophotographic photosensitive member having good image characteristics in each environment. It is another object of the present invention to provide an electrophotographic photosensitive member that has particularly good image gradation and color reproducibility in a color machine.
- an object of the present invention is to provide an electrophotographic photosensitive member having high image uniformity and no transfer history as an image memory by not causing potential fluctuations due to transfer effects even in a device having a high transfer current such as a color machine, That is, an object of the present invention is to provide an electrophotographic photosensitive member that can provide stable and good image quality.
- an object of the present invention is to provide a method for producing the electrophotographic photosensitive member and an electrophotographic apparatus equipped with the electrophotographic photosensitive member.
- the present inventors have intensively studied. As a result, a polyamide resin synthesized using a specific raw material with its acid value and base value controlled within an appropriate range is used. It has been found that the above problems can be solved by using the undercoat layer in which the oxide is dispersed, and the present invention has been completed. That is, an electrophotographic photosensitive member having good environmental characteristics, good image gradation and color reproducibility on a color machine, good dispersibility of metal oxides, and preventing black spots on the white background and ground fog image defects can be obtained. As a result, the present invention has been completed.
- the electrophotographic photoreceptor of the present invention comprises an undercoat layer and a photosensitive layer sequentially laminated on a conductive substrate, and the undercoat layer comprises an aromatic dicarboxylic acid and one or two carbon atoms of 8 or more. It contains, as a main component, a resin polymerized using at least one kind of aliphatic dicarboxylic acid and one or more kinds of diamines having a cycloalkane structure as raw materials, and further contains a metal oxide.
- the aromatic dicarboxylic acid is 0.1 to 10 mol%, and both the acid value and base value of the resin are 10 KOH mg / g or less.
- the resin is Amol% of the total of the aromatic dicarboxylic acid and one or two or more aliphatic dicarboxylic acids having 8 or more carbon atoms and one or two having a cycloalkane structure.
- the total of the diamines of at least species is Bmol%, the following formula (1), ⁇ 2.0 mol% ⁇ AB ⁇ 2.0 mol% (1) To be mixed and polymerized.
- an undercoat layer and a photosensitive layer are sequentially laminated on a conductive substrate, and the undercoat layer comprises an aromatic dicarboxylic acid and one type of fatty acid having 8 or more carbon atoms.
- the aromatic dicarboxylic acid is 0.1 to 10 mol%, and both the acid value and base value of the resin are 10 KOH mg / g or less.
- the resin contains Amol% of the total of the aromatic dicarboxylic acid and one kind of the aliphatic dicarboxylic acid having 8 or more carbon atoms, and the amount of the one kind of diamine having a cycloalkane structure.
- Bmol% the following formula (1), ⁇ 2.0 mol% ⁇ AB ⁇ 2.0 mol% (1) To be mixed and polymerized.
- the method for producing an electrophotographic photoreceptor of the present invention is a method for producing the electrophotographic photoreceptor, and includes a step of forming an undercoat layer by applying a coating solution for an undercoat layer on a conductive substrate.
- a coating solution is polymerized using aromatic dicarboxylic acid, one or more aliphatic dicarboxylic acids having 8 or more carbon atoms, and one or more diamines having a cycloalkane structure as raw materials.
- the aromatic dicarboxylic acid is 0.1 to 10 mol%, and the acid value and base value of the resin are both 10 KOHmg / mg. g or less.
- the electrophotographic apparatus of the present invention is equipped with the electrophotographic photosensitive member.
- the above configuration makes the dispersion stability in the coating solution extremely high, and the concentration drop due to the increase in the light potential in a low temperature and low humidity environment is small by dispersing the metal oxide in the undercoat layer.
- An electrophotographic photoreceptor can be realized.
- an electrophotographic photosensitive member that does not cause image defects such as black spots on white paper and ground fog derived from these secondary aggregates is realized. it can.
- the hole transport capability of the undercoat layer is improved by using such an undercoat layer.
- the transfer potential When the transfer potential is changed to a high voltage, the amount of trapped holes derived from the undercoat layer is reduced, and the next process It is possible to reduce the amount of decrease in charged surface potential. Therefore, by mounting the electrophotographic photosensitive member of the present invention in an electrophotographic apparatus, not only in a normal use environment, but also in a low temperature and low humidity environment, there is no density reduction or memory, even in a high temperature and high humidity environment, It is possible to obtain a good image without occurrence of ground fog or black spots. Further, even in an apparatus with a high transfer current such as a color machine, a photoconductor free from image defects due to transfer effects can be obtained.
- FIG. 2 is a schematic cross-sectional view showing a configuration example of a negatively charged function-separated laminated electrophotographic photosensitive member according to the present invention.
- 1 is a schematic configuration diagram of an electrophotographic apparatus according to the present invention.
- 2 is an infrared absorption spectrum of the resin obtained in Example 1. It is sectional drawing of the electrophotographic apparatus used for evaluation of charging potential difference.
- the electrophotographic photoreceptor includes both a negatively charged laminated type photoreceptor and a positively charged single layer type photoreceptor.
- FIG. 1 shows a schematic cross-sectional view of the negatively charged laminated type electrophotographic photoreceptor.
- the electrophotographic photoreceptor 7 of the present invention is a negatively charged laminated photoreceptor
- an undercoat layer 2 and a charge generation layer 4 having a charge generation function are provided on a conductive substrate 1.
- a photosensitive layer 3 composed of a charge transport layer 5 having a charge transport function is sequentially laminated.
- FIG. 1 shows a function-separated stacked type composed of the charge generation layer 4 and the charge transport layer 5, but the photosensitive layer 3 may be a single layer type composed of a single photosensitive layer. Good.
- the undercoat layer 2 has an aromatic dicarboxylic acid of 0.1 to 10 mol%, one or more aliphatic dicarboxylic acids having 8 or more carbon atoms, and a cycloalkane structure. It contains as a main component a resin obtained by polymerizing one or two or more diamines having a starting material, and further contains a metal oxide. Moreover, both the acid value and base number of this resin are 10 KOHmg / g or less. In addition, the denominator of the content rate of each component of the resin raw material in the present invention is the sum of the resin raw materials.
- the reaction of the polymer is a polymerization by a dehydration condensation reaction between a carboxylic acid and an amine.
- the acid value and the base value show the lowest limit values close to 0.
- the obtained resin has a molecular weight enough to provide solubility in a solvent.
- solvent solubility is obtained, and the acid value and the base value may be 10.0 KOHmg / g or less, so the lower limit is not particularly specified.
- the resin used for the undercoat layer 2 has an aromatic dicarboxylic acid mole number of 0.1 to 10 mol%.
- the resin is composed of Amol% of the total of the aromatic dicarboxylic acid and one or more aliphatic dicarboxylic acids having 8 or more carbon atoms, and one or more diamines having a cycloalkane structure.
- the total is Bmol%, the following formula (1), ⁇ 2.0 mol% ⁇ AB ⁇ 2.0 mol% (1) To be mixed and polymerized.
- the resin used for the undercoat layer 2 has a total of Amol% of the aromatic dicarboxylic acid and one aliphatic dicarboxylic acid having 8 or more carbon atoms and a cycloalkane structure.
- the total of one kind of diamine is Bmol%, the following formula (1), ⁇ 2.0 mol% ⁇ AB ⁇ 2.0 mol% (1) It is also possible to mix and polymerize so as to satisfy the above.
- the amount of aromatic dicarboxylic acid in the resin raw material needs to be 0.1 to 10 mol%, preferably 2 to 8 mol%. If the amount of the aromatic dicarboxylic acid is small, the hygroscopicity of the resin increases, and the environmental variation of the electrical characteristics of the photoreceptor 7 increases, so that fogging and black spot defects occur in a high temperature and high humidity environment. On the other hand, when the amount of the aromatic dicarboxylic acid exceeds 10 mol%, the dispersibility deteriorates.
- the aromatic dicarboxylic acid used in the present invention the following general formula (2), (Wherein, X represents a hydrogen atom, an alkyl group, an allyl group, a halogen atom, an alkoxy group, an aryl group or an alkylene group) is preferred.
- phthalic acid, isophthalic acid , Terephthalic acid, and compounds in which X is an alkyl group, an allyl group, a halogen atom, an aryl group, or an alkylene group isophthalic acid, phthalic acid, terephthalic acid, isophthalic acid, or a fluorinated product, chlorinated product, or brominated product thereof is preferable.
- the one or two or more fatty acid dicarboxylic acids having 8 or more carbon atoms include any one of dodecane diacid, undecane diacid, sebacic acid, tridecane diacid or a combination thereof. Among them, dodecanedioic acid is particularly preferable.
- the one or more diamines having a cycloalkane structure include 5-amino-1,3,3-trimethylcyclohexanemethylamine (sometimes referred to as isophoronediamine), 1,2-diaminocyclohexane. 1,3-diaminocyclohexane, 1,4-diaminocyclohexane, decahydronaphthalene-2,6-diamine, and decahydronaphthalene-2,7-diamine. Of these, isophoronediamine is particularly preferred.
- Examples of polymerizing resins using these raw materials are shown below.
- the above-mentioned various raw materials are mixed at an arbitrary ratio satisfying the above formula (1), and heated to 200 to 350 ° C. at normal pressure while flowing nitrogen gas through the reaction system, and then subjected to a polycondensation reaction. I do.
- the system is depressurized and the reaction is further carried out for several hours at the same temperature.
- the obtained resin is measured for acid value and base value by a titration method to confirm that both the acid value and base value are 10.0 KOHmg / g or less. When either one or both of the acid value and the base value exceeds 10.0 KOH mg / g, good dispersibility cannot be obtained, and the reaction is further continued. Further, by performing H 1 -NMR and C 13 -NMR measurements of the obtained resin, it can be confirmed whether or not the desired copolymer is obtained according to the raw material ratio.
- metal oxide used in the present invention examples include titanium oxide, zinc oxide, tin oxide, zirconium oxide, silicon oxide, copper oxide, magnesium oxide, antimony oxide, vanadium oxide, yttrium oxide, niobium oxide, and complex metal oxides. One or more of these can be used.
- these metal oxides may be subjected to a surface treatment in order to improve the dispersibility.
- an organic silane coupling agent can be suitably used, and one or more organic compounds selected from the group consisting of a siloxane compound, an alkoxysilane compound and a silane coupling agent are used. Can do.
- a metal oxide those having both an acid value and a base value of 20.0 KOHmg / g or less are suitable.
- the acid value and base number of the metal oxide dispersed in the undercoat layer 2 exceed 20 KOH mg / g, the dispersibility with the undercoat resin may deteriorate and image defects may occur.
- the base value of the metal oxide used in combination is preferably higher than the acid value of the metal oxide.
- the base value of the undercoat layer resin is higher than the acid value of the undercoat layer resin, it is preferable that the acid value of the metal oxide used in combination is higher than the base value of the metal oxide.
- the acid-base interaction between the undercoat layer resin and the metal oxide it is preferable to have such a relative relationship because the dispersion stability is further improved.
- the acid value of the metal oxide is measured by putting a sample into a butylamine-methanol solution having a known concentration, dispersing for 1 hour with ultrasonic waves, centrifuging, and titrating the supernatant.
- a blank test is performed, and the amount of consumed butylamine is expressed as KOH mg / g (consumption mg in terms of KOH per 1 g).
- the base number is measured by putting a sample into an acetic acid-methanol solution having a known concentration and dispersing the centrifuged supernatant for 1 hour and titrating the centrifuged supernatant.
- the amount of acetic acid consumed by performing a blank test at the same time is indicated by KOH mg / g (mg consumption of acid per gram in terms of KOH).
- the metal oxide and the resin binder in the coating solution are mixed so that the ratio of the resin binder is 5 to 80 parts by mass with respect to 100 parts by mass of the solid content of the undercoat layer. It is desirable to adjust the ratio.
- a particularly preferred composition is 95 to 40 parts by mass of metal oxide, 5 to 60 parts by mass of resin binder, more preferably 90 to 70 parts by mass of metal oxide, and 10 to 10 parts of resin binder with respect to 100 parts by mass of the solid content of the undercoat layer. 30 parts by mass.
- the resin of the present invention may be used alone, but other resins such as polyamide, polyester, polyurethane, melamine, epoxy, polyvinyl acetal are used in an amount that does not cause a problem in photoreceptor characteristics and coating liquid dispersibility.
- Polyvinyl butyral, phenoxy resin, silicone resin, polyvinyl chloride, polyvinylidene chloride, polyvinyl acetate, cellulose resin and the like can be mixed and used.
- the amount of the resin to be mixed is 100 to 50 parts by mass of the resin of the present invention and 0 to 50 parts by mass of the other resins described above with respect to 100 parts by mass of the resin, as long as the effect of the present invention is obtained.
- the thickness of the undercoat layer 2 is preferably in the range of 0.1 to 10 ⁇ m, more preferably 0.3 to 5 ⁇ m, and even more preferably 0.5 to 3.0 ⁇ m.
- the configuration of the other layers is not particularly limited, and can be appropriately selected according to a conventional method.
- the configuration of the photosensitive layer 3 may be either a function-separated laminated type composed of the charge generation layer 4 and the charge transport layer 5 as described above, or a single layer type composed of a single photosensitive layer. .
- the structure of each layer is demonstrated taking the case of a function separation laminated type as an example.
- the conductive substrate various metals such as an aluminum cylinder or a conductive plastic film can be used.
- the electrode to moldings, sheet materials, etc., such as glass, acrylic, polyamide, and polyethylene terephthalate can also be used.
- the charge generation layer 4 can be formed using various organic pigments as a charge generation material together with a resin binder.
- a resin binder As the charge generating material, metal-free phthalocyanine having various crystal forms, various phthalocyanines having copper, aluminum, indium, vanadium, titanium, or the like as a central metal, various bisazo pigments, and trisazo pigments are particularly suitable. These organic pigments are used in a state where the particle diameter is adjusted to 50 to 800 nm, preferably 150 to 500 nm, and dispersed in a resin binder.
- the performance of the charge generation layer 4 is also affected by the resin binder.
- the resin binder is not particularly limited, and an appropriate one can be selected from various types of polyvinyl chloride, polyvinyl butyral, polyvinyl acetal, polyester, polycarbonate, acrylic resin, phenoxy resin, and the like.
- the film thickness is preferably 0.1 to 5 ⁇ m, particularly 0.2 to 0.5 ⁇ m.
- the selection of the coating solution solvent is also important.
- aliphatic halogenated hydrocarbons such as methylene chloride and 1,2-dichloroethane, ether type hydrocarbons such as tetrahydrofuran, ketones such as acetone, methyl ethyl ketone and cyclohexanone, esters such as ethyl acetate and ethyl cellosolve, etc.
- a particularly preferable composition of the charge generation layer 4 is 60 to 40 parts by mass of the charge generation material with respect to 40 to 60 parts by mass of the resin binder.
- the above-described composition is appropriately blended to prepare a coating solution, and the coating solution is further processed using a dispersion processing apparatus such as a sand mill or a paint shaker to form organic pigment particle particles. It can be used for coating by adjusting the diameter to the desired size.
- a charge transport material alone or a coating solution in which the charge transport material is dissolved in an appropriate solvent together with a resin binder is prepared, and this is used for the charge generation layer 4 by using a dipping method or an applicator method. It can be formed by applying and drying on.
- a material having a hole transporting property or a material having an electron transporting property is appropriately used depending on the charging method of the photoconductor 7 in a copying machine, a printer, a fax transceiver, or the like.
- These substances can be selected from the known substances (for example, exemplified in Borsenberger, P.M. and Weiss D.S.
- Examples of the hole transport material include various hydrazones, styryl, diamine, butadiene, enamine, indole compounds or mixtures thereof, and examples of the electron transport material include various benzoquinone derivatives, phenanthrenequinone derivatives, stilbene quinone derivatives, azoquinone derivatives, and the like.
- polycarbonate polymers are widely used from the viewpoint of film strength and wear resistance.
- these polycarbonate polymers include bisphenol A type, C type, and Z type, and copolymers containing monomer units constituting them may be used.
- the optimum molecular weight range of such a polycarbonate polymer is 10,000 to 100,000.
- polyethylene, polyphenylene ether, acrylic, polyester, polyamide, polyurethane, epoxy, polyvinyl acetal, polyvinyl butyral, phenoxy resin, silicone resin, polyvinyl chloride, polyvinylidene chloride, polyvinyl acetate, cellulose resin and their co-polymers A coalescence can also be used.
- the film thickness of the charge transport layer 5 is preferably formed in the range of 3 to 50 ⁇ m in consideration of the charging characteristics and abrasion resistance of the photoreceptor 7. In order to obtain surface smoothness, silicone oil may be appropriately added. Furthermore, a surface protective layer 6 may be provided on the charge transport layer 5 as necessary.
- the single-layer type photosensitive layer mainly comprises a charge generation material, a hole transport material, an electron transport material (acceptor compound), and a resin binder.
- a charge generation material various organic pigments similar to those in the laminated type can be used.
- metal-free phthalocyanines having various crystal forms and various phthalocyanines having various metal forms such as copper, aluminum, indium, vanadium, and titanium, various bisazo, and trisazo pigments are preferable.
- examples of the hole transport material include various hydrazones, styryl, diamine, butadiene, indole compounds or mixtures thereof, and examples of the electron transport material include various benzoquinone derivatives, phenanthrenequinone derivatives, stilbene quinone derivatives, and azoquinone derivatives. It can be used alone or in combination of two or more.
- polycarbonate resin alone or polyester resin polyvinyl acetal resin, polyvinyl butyral resin, polyvinyl alcohol resin, vinyl chloride resin, vinyl acetate resin, polyethylene, polypropylene, polystyrene, acrylic resin, polyurethane resin, epoxy resin, Resins such as melamine resin, silicone resin, silicone resin, polyamide resin, polystyrene resin, polyacetal resin, polyarylate resin, polysulfone resin, methacrylic ester polymer, and copolymers thereof can be used in appropriate combinations. It is. Moreover, you may mix and use the same kind of resin from which molecular weight differs.
- the film thickness of the single-layer type photosensitive layer is preferably in the range of 3 to 100 ⁇ m, more preferably 10 to 50 ⁇ m, in order to maintain a practically effective surface potential.
- silicone oil may be appropriately added to obtain surface smoothness.
- a surface protective layer 6 may be provided on the photosensitive layer as necessary.
- the method for producing the electrophotographic photoreceptor 7 is a method for producing the electrophotographic photoreceptor 7 of the present invention.
- the method for producing the electrophotographic photoreceptor 7 of the present invention includes a step of forming the undercoat layer 2 by applying a coating solution for the undercoat layer 2 on the conductive substrate 1. Further, such a coating solution is polymerized using aromatic dicarboxylic acid, one or more aliphatic dicarboxylic acids having 8 or more carbon atoms, and one or more diamines having a cycloalkane structure as raw materials.
- the main component is contained, and a metal oxide is further contained.
- the aromatic dicarboxylic acid is 0.1 to 10 mol%, and the acid value and base value of the polymerized resin are both 10 KOH mg / g or less.
- an undercoat layer 2 formed by dip coating from the above coating solution is formed on the conductive substrate 1, and charge is generated by dip coating from the coating solution in which the above-described charge generating material is dispersed in a resin binder.
- Layer 4 is formed.
- the negatively charged photoreceptor 7 can be manufactured by laminating the charge transport layer 5 formed by dip coating from a coating solution in which the above-described charge transport material is dispersed or dissolved in a resin binder.
- the electrophotographic photosensitive member 7 of the present invention can achieve the desired effect when applied to various machine processes. Specifically, a charging process such as a contact charging method using a roller or a brush, a non-contact charging method using a corotron or scorotron, and a developing method such as a non-magnetic one component, a magnetic one component, or a two component are used. A sufficient effect can be obtained even in the development process such as the contact development and the non-contact development.
- FIG. 2 shows a schematic configuration diagram of an electrophotographic apparatus according to the present invention.
- the electrophotographic apparatus 60 of the present invention includes the electrophotographic photoreceptor 7 of the present invention including the conductive substrate 1, the undercoat layer 2 and the photosensitive layer 3 coated on the outer peripheral surface thereof. Further, the electrophotographic apparatus 60 includes a roller charging member 21, a high-voltage power source 22 that supplies an applied voltage to the roller charging member 21, an image exposure member 23, and a developing device, which are disposed on the outer peripheral edge of the photoreceptor 7.
- a developing device 24 having a roller 241, a paper feeding member 25 having a paper feeding roller 251 and a paper feeding guide 252, a transfer charger (direct charging type) 26, and a cleaning device 27 having a cleaning blade 271; And a static elimination member 28.
- the electrophotographic apparatus 60 of the present invention can be a color printer.
- Example 1 Isophthalic acid 4 mol%, dodecanedioic acid 46 mol%, and isophoronediamine 50 mol% were used as resin raw materials, and these were mixed in a 2000 mL four-necked flask so that the total mass would be 1 kg. While flowing nitrogen into the reaction system, the temperature is raised to 200 ° C. to collect the distilled water. After 1 hour, the temperature was further raised to 300 ° C., the reaction was carried out until there was no more water, and polymerization was carried out to obtain the resin of Example 1. The infrared absorption spectrum of the obtained resin is shown in FIG.
- the acid value of the obtained resin was 3.29 KOH mg / g, and the base value was 1.92 KOH mg / g.
- the obtained slurry was treated with a processing liquid flow rate of 300 mL / min and a disk peripheral speed of 4 m using a disk type bead mill filled with zirconia beads having a bead diameter of 0.3 mm at a bulk filling rate of 80 v / v% with respect to the vessel capacity.
- An undercoat layer coating liquid (hereinafter also referred to as “UC liquid”) was obtained by performing 20 passes at / s.
- an undercoat layer 2 was formed on a cylindrical aluminum substrate (conductive substrate) 1 by dip coating.
- the film thickness after drying of the undercoat layer 2 obtained by drying under conditions of a drying temperature of 135 ° C. and a drying time of 20 min was 1.5 ⁇ m.
- the processing liquid flow rate was 300 mL / min, and the disk peripheral speed was 3 m.
- the charge generation layer coating solution was obtained by treating 10 passes at / s.
- a charge generation layer 4 was formed on the conductive substrate 1 coated with the undercoat layer 2.
- the post-drying film thickness of the charge generation layer 4 obtained by drying under the conditions of a drying temperature of 80 ° C. and a drying time of 30 min was 0.1 to 0.5 ⁇ m.
- Example 2 A resin of Example 2 was obtained in the same manner as in Example 1 except that 2 mol% of isophthalic acid, 48 mol% of dodecanedioic acid, and 50 mol% of isophoronediamine were used as resin raw materials.
- the acid value of the obtained resin was 3.58 KOH mg / g, and the base value was 3.25 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 3 A resin of Example 3 was obtained in the same manner as in Example 1 except that 6 mol% of isophthalic acid, 44 mol% of dodecanedioic acid, and 50 mol% of isophorone diamine were used as resin raw materials.
- the acid value of the obtained resin was 3.35 KOH mg / g, and the base value was 2.78 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 4 A resin of Example 4 was obtained in the same manner as in Example 1 except that 0.1 mol% of isophthalic acid, 49.9 mol% of dodecanedioic acid, and 50 mol% of isophorone diamine were used as resin raw materials.
- the acid value of the obtained resin was 3.25 KOH mg / g, and the base value was 3.66 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 5 A resin of Example 5 was obtained in the same manner as in Example 1 except that 10 mol% of isophthalic acid, 40 mol% of dodecanedioic acid, and 50 mol% of isophoronediamine were used as resin raw materials.
- the acid value of the obtained resin was 4.25 KOH mg / g, and the base value was 4.38 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 6 The resin of Example 6 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 45.5 mol% of dodecanedioic acid, and 50.5 mol% of isophoronediamine were used as resin raw materials.
- the acid value of the obtained resin was 2.45 KOH mg / g, and the base value was 5.05 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 7 A resin of Example 7 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 45 mol% of dodecanedioic acid, and 51 mol% of isophoronediamine were used as resin raw materials.
- the acid value of the obtained resin was 1.82 KOH mg / g, and the base value was 6.10 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 8 The resin of Example 8 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 46.5 mol% of dodecanedioic acid, and 49.5 mol% of isophoronediamine were used as resin raw materials.
- the acid value of the obtained resin was 5.09 KOH mg / g, and the base value was 2.66 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 9 A resin of Example 9 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 47 mol% of dodecanedioic acid, and 49 mol% of isophoronediamine were used as resin raw materials.
- the acid value of the obtained resin was 6.20 KOH mg / g, and the base value was 1.51 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 10 When the raw materials used in Example 1 were mixed and polymerized by heating, the resin obtained when the acid value was 10.0 KOH mg / g and the base value was 10.0 KOH mg / g in the polymerization stage was used as Example 1.
- the undercoat layer coating solution was prepared in the same manner as in Example 1, and the photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 11 A resin of Example 11 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 23 mol% of dodecanedioic acid, 23 mol% of sebacic acid, and 50 mol% of isophoronediamine were used as the resin raw material.
- the obtained resin had an acid value of 3.45 KOH mg / g and a base value of 2.96 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 12 The resin of Example 12 was used in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 23 mol% of dodecanoic acid, 23 mol% of sebacic acid, 25 mol% of isophorone diamine, and 25 mol% of 1,4-diaminocyclohexane were used as the resin raw material. Obtained.
- the acid value of the obtained resin was 3.91 KOH mg / g, and the base value was 3.82 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 13 A resin of Example 13 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 46 mol% of sebacic acid, and 50 mol% of isophorone diamine were used as resin raw materials.
- the acid value of the obtained resin was 3.14 KOH mg / g, and the base value was 2.95 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor 7 was prepared in the same manner as in Example 1.
- Example 14 The titanium oxide used in Example 1 was surface-treated with a surface treatment material in which fine particle titanium oxide (JMT500) manufactured by Teika Co., Ltd. was mixed with an aminosilane coupling agent and an isobutylsilane coupling agent in 1/1.
- a subbing layer coating solution was prepared in the same manner as in Example 1 except that 400 parts by mass of titanium oxide was used, and a photoreceptor 7 was prepared.
- the acid value of this titanium oxide at this time was 2.00 KOH mg / g, and the base value was 1.00 KOH mg / g.
- Example 15 An undercoat layer coating solution was prepared in the same manner as in Example 1 except that the titanium oxide used in Example 1 was replaced with titanium oxide (SI-UFTR-Z) manufactured by Miyoshi Kasei Co., Ltd. did.
- the acid value of this titanium oxide at this time was 0.53 KOH mg / g, and the base value was 0.28 KOH mg / g.
- Example 16 (Example 16) Implementation was performed except that the titanium oxide used in Example 1 was replaced with tin oxide obtained by treating fine tin oxide manufactured by C-I Kasei Co., Ltd. with 1/1 of an aminosilane coupling agent and an isobutylsilane coupling agent.
- An undercoat layer coating solution was prepared in the same manner as in Example 1 to prepare a photoreceptor 7.
- the acid value of the tin oxide was 5.00 KOH mg / g
- the base value was 5.70 KOH mg / g.
- Example 17 An undercoat layer coating solution was prepared in the same manner as in Example 1 except that the charge generation material used in Example 1 was replaced with titanyl phthalocyanine having a crystal type of Y type, and Photoreceptor 7 was prepared.
- Example 18 An undercoat layer coating solution was prepared in the same manner as in Example 1 except that the charge generation material used in Example 1 was replaced with metal-free phthalocyanine having an X-type crystal form, and Photoreceptor 7 was prepared.
- Example 19 An undercoat layer coating solution was prepared in the same manner as in Example 1 except that the charge transporting material used in Example 1 was replaced with 10 parts by mass of the compound represented by the following structural formula (5) to prepare a photoreceptor 7. .
- Example 20 An undercoat layer coating solution was prepared in the same manner as in Example 1 except that the charge transporting material used in Example 17 was replaced with 10 parts by mass of the compound represented by the above structural formula (5), whereby Photoreceptor 7 was prepared. .
- Comparative Example 1 A resin of Comparative Example 1 was obtained in the same manner as in Example 1 except that 12 mol% of isophthalic acid, 38 mol% of dodecanedioic acid, and 50 mol% of isophoronediamine were used as the resin raw material.
- the acid value of the obtained resin was 4.20 KOH mg / g, and the base value was 4.50 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 2 A resin of Comparative Example 2 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 47.5 mol% of dodecanedioic acid, and 48.5 mol% of isophoronediamine were used as resin raw materials.
- the acid value of the obtained resin was 10.20 KOH mg / g, and the base value was 0.01 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 3 A resin of Comparative Example 3 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 49 mol% of dodecanedioic acid, and 47 mol% of isophorone diamine were used as resin raw materials.
- the acid value of the obtained resin was 12.1 KOH mg / g, and the base value was 0.02 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 4 A resin of Comparative Example 4 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 44.5 mol% of dodecanedioic acid, and 51.5 mol% of isophoronediamine were used as the resin raw material.
- the acid value of the obtained resin was 0.02 KOH mg / g, and the base value was 10.28 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 5 A resin of Comparative Example 5 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 43 mol% of dodecanedioic acid, and 53 mol% of isophorone diamine were used as resin raw materials. The acid value of the obtained resin was 0.01 KOH mg / g, and the base value was 12.9 KOH mg / g. An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 6 An undercoat layer coating solution was prepared in the same manner as in Comparative Example 1 except that the titanium oxide used in Comparative Example 1 was replaced with the titanium oxide used in Example 14, and a photoreceptor was prepared.
- Comparative Example 7 An undercoat layer coating solution was prepared in the same manner as in Comparative Example 1 except that the titanium oxide used in Comparative Example 1 was replaced with the titanium oxide used in Example 15, and a photoreceptor was prepared.
- Comparative Example 8 An undercoat layer coating solution was prepared in the same manner as in Comparative Example 1 except that the titanium oxide used in Comparative Example 1 was replaced with the tin oxide used in Example 16, and a photoreceptor was prepared.
- Example 9 As a resin raw material, a resin described in Example 1 of Japanese Patent Application Laid-Open No. 2007-178660 (or US Patent Application Publication No. 2007/154827) (acid value is 2.11 KOHmg / g, base value is 1.56 KOHmg / g) An undercoat layer coating solution was prepared in the same manner as in Example 1 except that was used, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 10 A resin of Comparative Example 10 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 46 mol% of adipic acid, and 50 mol% of isophorone diamine were used as resin raw materials.
- the acid value of the obtained resin was 2.32 KOH mg / g, and the base value was 2.46 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 11 A resin of Comparative Example 11 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 46 mol% of dodecanedioic acid, and 50 mol% of hexamethylenediamine were used as the resin raw material.
- the acid value of the obtained resin was 3.28 KOH mg / g, and the base value was 3.55 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 12 A resin of Comparative Example 12 was obtained in the same manner as in Example 1 except that 4 mol% of isophthalic acid, 36 mol% of dodecanedioic acid, 40 mol% of isophoronediamine, and 20 mol% of ⁇ -caprolactam were used as resin raw materials.
- the acid value of the obtained resin was 3.28 KOH mg / g, and the base value was 3.55 KOH mg / g.
- An undercoat layer coating solution was prepared using this resin in the same manner as in Example 1, and a photoreceptor was prepared in the same manner as in Example 1.
- Comparative Example 13 An undercoat layer coating solution was prepared in the same manner as in Comparative Example 1 except that the resin used in Comparative Example 1 was replaced with Amilan CM8000 manufactured by Toray Industries, Inc., to prepare a photoreceptor.
- Each photoreceptor obtained in Examples 1 to 20 and Comparative Examples 1 to 13 was mounted on a commercially available printer (CLP300 manufactured by Samsung Electronics Co., Ltd.), and in each environment (high temperature and high humidity: 35 ° C., 85% RH, normal temperature). Image quality at normal humidity: 25 ° C., 50% RH, low temperature, low humidity: 5 ° C., 15% RH) was evaluated. In the evaluation of the image data, the quality of an image obtained by a photoconductor having substantially the same electrical characteristics was determined based on the presence of ground cover and black spots in the white portion of the image.
- the transfer effect between the first sheet and the second sheet shows that when the second image is halftone, the inter-paper part appears as a light / dark difference on the second halftone.
- Judgment of memory between papers ⁇ : Very good level where no memory is seen ⁇ : Level where there is a very slight memory with no problem in actual use ⁇ : Level where memory is clearly seen
- each photoconductor uses a photosensitive drum electrical property measurement system CYNTHIA 91 manufactured by Gentec Co., Ltd., and in accordance with the arrangement of the electrophotographic apparatus shown in FIG. 4, the photoconductor 7, charging roller 8, electrometer 9, transfer roller 10 is arranged.
- the photosensitive member 7 charged to ⁇ 600 V is rotated in the direction of the arrow in FIG. 4 at a peripheral speed of 100 mm / s, the transfer voltage is increased by 3 at 0 kV, subsequently the transfer voltage is increased to 0.2 kV, and then rotated 3 times.
- the transfer voltage is increased by 0.2 kV per rotation and increased to 1.2 kV.
- the undercoat layer has a mol% amount of isophthalic acid within a predetermined range, and is made from isophthalic acid, adipic acid and sebacic acid, hexamethylenediamine and isophoronediamine.
- the UC solution of each Example using a polymerized resin as a coating solution had good stability.
- the photoconductor 7 of each example had good image characteristics under each environment, no image memory due to transfer, and a small potential fluctuation amount of 40 V or less. .
- Example 1 diodecanedioic acid, carbon number 12
- Example 13 sebacic acid, carbon number 8
- Comparative Example 10 adipic acid, carbon number 6
- the photoconductors of Comparative Examples 1 and 6 to 8 having a high isophthalic acid content in the raw material, or Comparative Example 2 having a high AB value in the above formula (1) and a high acid value of the resin In each of the photoconductors No. 3 and No. 3 and the photoconductors of Comparative Examples 4 and 5 having a high resin base number, the dispersibility was deteriorated, and the image characteristics were inferior. Further, it can be seen that in the photoreceptor of Comparative Example 13 using a general-purpose resin not containing an aromatic component, image black spots are generated particularly in a high temperature and high humidity environment. This means that such a problem may occur depending on the type and blending amount of the metal oxide to be combined when the hygroscopicity of the resin is high.
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Abstract
Description
-2.0mol%≦A-B≦2.0mol% (1)
を満足するよう混合され重合されてなる。
-2.0mol%≦A-B≦2.0mol% (1)
を満足するよう混合され重合されてなる。
電子写真感光体は、負帯電積層型感光体と正帯電単層型感光体の両方があるが、ここでは一例として図1に負帯電積層型電子写真感光体の模式的断面図を示す。図示するように、本発明の電子写真感光体7が、負帯電積層型感光体である場合は、導電性基体1の上に、下引き層2と、電荷発生機能を備えた電荷発生層4および電荷輸送機能を備えた電荷輸送層5からなる感光層3とが、順次積層されている。尚、いずれのタイプの感光体7においても、感光層3の上に更に表面保護層6を設けてもよい。また、図1では、電荷発生層4と電荷輸送層5とからなる機能分離積層型を示しているが、感光層3の構成については、単一の感光層からなる単層型であってもよい。
-2.0mol%≦A-B≦2.0mol% (1)
を満足するよう混合され重合されてなる。
-2.0mol%≦A-B≦2.0mol% (1)
を満足するよう混合され重合されてなるものとすることもできる。
(式中、Xは、水素原子、アルキル基、アリル基、ハロゲン原子、アルコキシ基、アリール基またはアルキレン基を示す)で示される構造を有するものが好ましく、具体的には、フタル酸、イソフタル酸、テレフタル酸、およびそれらのXがアルキル基、アリル基、ハロゲン原子、アリール基、アルキレン基である化合物が挙げられる。このうち、イソフタル酸、フタル酸、テレフタル酸、イソフタル酸、またはこれらのフッ素化物、塩素化物、臭素化物が好ましい。
まず、上記の各種原料を、上記式(1)を満足する任意の比率にて混合し、反応系内に窒素ガスを流しながら常圧にて200~350℃に昇温加熱して重縮合反応を行う。次いで、系内を減圧して、同温度にてさらに反応を数時間実施する。得られた樹脂は滴定法により酸価および塩基価を測定して、酸価および塩基価がともに10.0KOHmg/g以下となっていることを確認する。酸価および塩基価のうちのいずれか一方または双方が10.0KOHmg/gを超える場合には良好な分散性が得られないため、さらに反応を継続させる。また、得られた樹脂のH1-NMR、C13-NMR測定を行うことで、原料比率に応じた目的の共重合ポリマーが得られているかどうかを確認することができる。
下引き層2の膜厚は0.1~10μmの範囲が好ましく、より好適には0.3~5μm、さらに好適には0.5~3.0μmである。
(実施例1)
樹脂原料としてイソフタル酸4mol%、ドデカン2酸46mol%、イソホロンジアミン50mol%を用い、これらを全質量が1kgとなるように2000mL4つ口フラスコ中で混合した。反応系内に窒素を流しながら温度を200℃に上げ、溜出する水分を捕集する。1時間後さらに温度を300℃に上げて、水分の溜出がなくなるまで反応を実施し、重合させて実施例1の樹脂を得た。得られた樹脂の赤外吸収スペクトルを図3に示す。
樹脂原料としてイソフタル酸2mol%、ドデカン2酸48mol%、イソホロンジアミン50mol%を用いた以外は実施例1と同様にして、実施例2の樹脂を得た。得られた樹脂の酸価は3.58KOHmg/g、塩基価は3.25KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸6mol%、ドデカン2酸44mol%、イソホロンジアミン50mol%を用いる以外は実施例1と同様にして、実施例3の樹脂を得た。得られた樹脂の酸価は3.35KOHmg/g、塩基価は2.78KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸0.1mol%、ドデカン2酸49.9mol%、イソホロンジアミン50mol%を用いる以外は実施例1と同様にして、実施例4の樹脂を得た。得られた樹脂の酸価は3.25KOHmg/g、塩基価は3.66KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸10mol%、ドデカン2酸40mol%、イソホロンジアミン50mol%を用いる以外は実施例1と同様にして、実施例5の樹脂を得た。得られた樹脂の酸価は4.25KOHmg/g、塩基価は4.38KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸4mol%、ドデカン2酸45.5mol%、イソホロンジアミン50.5mol%を用いる以外は実施例1と同様にして、実施例6の樹脂を得た。得られた樹脂の酸価は2.45KOHmg/g、塩基価は5.05KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸4mol%、ドデカン2酸45mol%、イソホロンジアミン51mol%を用いる以外は実施例1と同様にして、実施例7の樹脂を得た。得られた樹脂の酸価は1.82KOHmg/g、塩基価は6.10KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸4mol%、ドデカン2酸46.5mol%、イソホロンジアミン49.5mol%を用いる以外は実施例1と同様にして、実施例8の樹脂を得た。得られた樹脂の酸価は5.09KOHmg/g、塩基価は2.66KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸4mol%、ドデカン2酸47mol%、イソホロンジアミン49mol%を用いる以外は実施例1と同様にして、実施例9の樹脂を得た。得られた樹脂の酸価は6.20KOHmg/g、塩基価は1.51KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
実施例1で用いた原料を混合、加熱重合させる際に、重合段階で酸価が10.0KOHmg/g、塩基価が10.0KOHmg/gとなったときに得られた樹脂を、実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸4mol%、ドデカン2酸23mol%、セバシン酸23mol%、イソホロンジアミン50mol%を用いる以外は実施例1と同様にして、実施例11の樹脂を得た。得られた樹脂の酸価3.45KOHmg/g、塩基価は2.96KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸4mol%、ドデカン2酸23mol%、セバシン酸23mol%、イソホロンジアミン25mol%、1,4-ジアミノシクロヘキサン25mol%を用いる以外は実施例1と同様にして、実施例12の樹脂を得た。得られた樹脂の酸価は3.91KOHmg/g、塩基価は3.82KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
樹脂原料としてイソフタル酸4mol%、セバシン酸46mol%、イソホロンジアミン50mol%を用いる以外は実施例1と同様にして、実施例13の樹脂を得た。得られた樹脂の酸価は3.14KOHmg/g、塩基価は2.95KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体7を作製した。
実施例1で使用した酸化チタンを、テイカ株式会社製の微粒子酸化チタン(JMT500)をアミノシラン系カップリング剤とイソブチルシラン系カップリング剤とを1/1で混合した表面処理材にて表面処理した酸化チタン400質量部に代えた以外は、実施例1と同様にして下引き層塗布液を作製し、感光体7を作製した。このときのこの酸化チタンの酸価は2.00KOHmg/g、塩基価は1.00KOHmg/gであった。
実施例1で使用した酸化チタンを、三好化成株式会社製酸化チタン(SI-UFTR-Z)に代えた以外は実施例1と同様にして下引き層塗布液を作製し、感光体7を作製した。このときのこの酸化チタンの酸価は0.53KOHmg/g、塩基価は0.28KOHmg/gであった。
実施例1で使用した酸化チタンを、シーアイ化成株式会社製の微粒子酸化スズをアミノシラン系カップリング剤とイソブチルシラン系カップリング剤との1/1で処理してなる酸化スズに代えた以外は実施例1と同様にして下引き層塗布液を作製し、感光体7を作製した。このときのこの酸化スズの酸価は5.00KOHmg/g、塩基価は5.70KOHmg/gであった。
実施例1で使用した電荷発生材を結晶型がY型であるチタニルフタロシアニンに代えた以外は実施例1と同様にして下引き層塗布液を作製し、感光体7を作製した。
実施例1で使用した電荷発生材を結晶型がX型である無金属フタロシアニンに代えた以外は実施例1と同様にして下引き層塗布液を作製し、感光体7を作製した。
実施例1で使用した電荷輸送材を下記構造式(5)で示される化合物10質量部に代えた以外は実施例1と同様にして下引き層塗布液を作製し、感光体7を作製した。
実施例17で使用した電荷輸送材を上記構造式(5)で示される化合物10質量部に代えた以外は実施例1と同様にして下引き層塗布液を作製し、感光体7を作製した。
樹脂原料として、イソフタル酸12mol%、ドデカン2酸38mol%、イソホロンジアミン50mol%を用いた以外は実施例1と同様にして、比較例1の樹脂を得た。得られた樹脂の酸価は4.20KOHmg/g、塩基価は4.50KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
樹脂原料として、イソフタル酸4mol%、ドデカン2酸47.5mol%、イソホロンジアミン48.5mol%を用いた以外は実施例1と同様にして、比較例2の樹脂を得た。得られた樹脂の酸価は10.20KOHmg/g、塩基価は0.01KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
樹脂原料として、イソフタル酸4mol%、ドデカン2酸49mol%、イソホロンジアミン47mol%を用いた以外は実施例1と同様にして、比較例3の樹脂を得た。得られた樹脂の酸価は12.1KOHmg/g、塩基価は0.02KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
樹脂原料として、イソフタル酸4mol%、ドデカン2酸44.5mol%、イソホロンジアミン51.5mol%を用いた以外は実施例1と同様にして、比較例4の樹脂を得た。得られた樹脂の酸価は0.02KOHmg/g、塩基価は10.28KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
樹脂原料として、イソフタル酸4mol%、ドデカン2酸43mol%、イソホロンジアミン53mol%を用いた以外は実施例1と同様にして、比較例5の樹脂を得た。得られた樹脂の酸価は0.01KOHmg/g、塩基価は12.9KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
比較例1で使用した酸化チタンを、実施例14で使用した酸化チタンに代えた以外は比較例1と同様にして、下引き層塗布液を作製し、感光体を作製した。
比較例1で使用した酸化チタンを、実施例15で使用した酸化チタンに代えた以外は比較例1と同様にして、下引き層塗布液を作製し、感光体を作製した。
比較例1で使用した酸化チタンを、実施例16で使用した酸化スズに代えた以外は比較例1と同様にして、下引き層塗布液を作製し、感光体を作製した。
樹脂原料として、特開2007-178660号(または米国特許出願公開第2007/154827号明細書)の実施例1記載の樹脂(酸価は2.11KOHmg/g、塩基価は1.56KOHmg/g)を用いた以外は実施例1と同様にして下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
樹脂原料として、イソフタル酸4mol%、アジピン酸46mol%、イソホロンジアミン50mol%を用いた以外は実施例1と同様にして、比較例10の樹脂を得た。得られた樹脂の酸価は2.32KOHmg/g、塩基価は2.46KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
樹脂原料として、イソフタル酸4mol%、ドデカン2酸46mol%、ヘキサメチレンジアミン50mol%を用いた以外は実施例1と同様にして、比較例11の樹脂を得た。得られた樹脂の酸価は3.28KOHmg/g、塩基価は3.55KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
樹脂原料として、イソフタル酸4mol%、ドデカン2酸36mol%、イソホロンジアミン40mol%、ε-カプロラクタム20mol%を用いた以外は実施例1と同様にして、比較例12の樹脂を得た。得られた樹脂の酸価は3.28KOHmg/g、塩基価は3.55KOHmg/gであった。この樹脂を実施例1と同様に使用して下引き層塗布液を作製し、実施例1と同様にして、感光体を作製した。
比較例1で用いた樹脂を、株式会社東レ製のアミランCM8000に代えた以外は比較例1と同様にして、下引き層塗布液を作製し、感光体を作製した。
用紙間メモリ判定
◎ : メモリは見られず非常に良好なレベル
○ : 実使用上問題の無い極軽微なメモリがあるレベル
× : 明らかにメモリが見られるレベル
2 下引き層
3 感光層
4 電荷発生層
5 電荷輸送層
6 表面保護層
7 電子写真感光体
8 帯電ローラ
9 電位計
10 転写ローラ
21 ローラ帯電部材
22 高圧電源
23 像露光部材(露光光源)
24 現像器
241 現像ローラ
25 給紙部材
251 給紙ローラ
252 給紙ガイド
26 転写帯電器(直接帯電型)
27 クリーニング装置
271 クリーニングブレード
28 除電部材
60 電子写真装置
Claims (17)
- 導電性基体上に下引き層および感光層が順次積層されてなる電子写真感光体において、
前記下引き層が、芳香族ジカルボン酸と、炭素数8以上の1種又は2種以上の脂肪族ジカルボン酸と、シクロアルカン構造をもつ1種又は2種以上のジアミンと、を原料として重合した樹脂を主成分として含有し、さらに金属酸化物を含有してなり、
前記樹脂中、前記芳香族ジカルボン酸が0.1~10mol%であり、前記樹脂の酸価および塩基価がともに10KOHmg/g以下であることを特徴とする電子写真感光体。 - 前記樹脂が、前記芳香族ジカルボン酸と、炭素数8以上の1種又は2種以上の前記脂肪族ジカルボン酸の合計をAmol%、シクロアルカン構造をもつ1種又は2種以上の前記ジアミンの合計をBmol%としたとき、下記式(1)、
-2.0mol%≦A-B≦2.0mol% (1)
を満足するよう混合され重合されてなる請求項1記載の電子写真感光体。 - 導電性基体上に下引き層および感光層が順次積層されてなる電子写真感光体において、
前記下引き層が、芳香族ジカルボン酸と、炭素数8以上の1種の脂肪族ジカルボン酸と、シクロアルカン構造をもつ1種のジアミンと、を原料として重合した樹脂を主成分として含有し、さらに金属酸化物を含有してなり、
前記樹脂中、前記芳香族ジカルボン酸が0.1~10mol%であり、前記樹脂の酸価および塩基価がともに10KOHmg/g以下であることを特徴とする電子写真感光体。 - 前記樹脂が、前記芳香族ジカルボン酸と、炭素数8以上の1種の前記脂肪族ジカルボン酸の合計をAmol%、シクロアルカン構造をもつ1種の前記ジアミンの量をBmol%としたとき、下記式(1)、
-2.0mol%≦A-B≦2.0mol% (1)
を満足するよう混合され重合されてなる請求項3記載の電子写真感光体。 - 前記芳香族ジカルボン酸が、イソフタル酸、フタル酸およびテレフタル酸よりなる群から選ばれる1種以上である請求項5記載の電子写真感光体。
- 炭素数8以上の前記脂肪族ジカルボン酸が、ドデカン2酸、ウンデカン2酸、セバシン酸およびトリデカン2酸よりなる群から選ばれる1種以上を含む請求項1または3記載の電子写真感光体。
- 前記ジアミンがイソホロンジアミンを含む請求項1または3記載の電子写真感光体。
- 前記金属酸化物が、酸化チタン、酸化亜鉛、酸化スズ、酸化ジルコニウム、酸化珪素、酸化銅、酸化マグネシウム、酸化アンチモン、酸化バナジウム、酸化イットリウム、酸化ニオブの単体およびこれらの金属の複合金属酸化物よりなる群から選ばれる1種以上である請求項1または3記載の電子写真感光体。
- 前記金属酸化物が、表面処理を施されている請求項9記載の電子写真感光体。
- 前記金属酸化物が、表面処理を施されている酸化チタンである請求項10記載の電子写真感光体。
- 電荷発生材として、チタニルフタロシアニンおよび無金属フタロシアニンから選ばれる1種以上を用いる請求項1または3記載の電子写真感光体。
- 前記感光層が、電荷発生層と電荷輸送層を積層したものである請求項1または3記載の電子写真感光体。
- 前記感光層が、電荷発生材と電荷輸送材を含有した単層である請求項1または3記載の電子写真感光体。
- 請求項1または3記載の電子写真感光体の製造方法において、
導電性基体上に下引き層用の塗布液を塗布して下引き層を形成する工程を包含し、
前記塗布液が、芳香族ジカルボン酸と、炭素数8以上の1種又は2種以上の脂肪族ジカルボン酸と、シクロアルカン構造をもつ1種又は2種以上のジアミンと、を原料として重合した樹脂を主成分として含有し、さらに金属酸化物を含有してなり、
前記樹脂中、前記芳香族ジカルボン酸が0.1~10mol%であり、前記樹脂の酸価および塩基価がともに10KOHmg/g以下であることを特徴とする電子写真感光体の製造方法。 - 請求項1または3記載の電子写真感光体を搭載したことを特徴とする電子写真装置。
- カラープリンタとして用いられる請求項16記載の電子写真装置。
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JPWO2020004096A1 (ja) * | 2018-06-27 | 2020-07-02 | 三菱瓦斯化学株式会社 | 樹脂組成物および成形品 |
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JP7261663B2 (ja) | 2019-06-14 | 2023-04-20 | シャープ株式会社 | 画像形成装置 |
Also Published As
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CN102047185A (zh) | 2011-05-04 |
KR101304287B1 (ko) | 2013-09-11 |
US20110244381A1 (en) | 2011-10-06 |
TWI453552B (zh) | 2014-09-21 |
JPWO2010071118A1 (ja) | 2012-05-31 |
TW201024935A (en) | 2010-07-01 |
CN102047185B (zh) | 2013-03-27 |
JP5071828B2 (ja) | 2012-11-14 |
US9081319B2 (en) | 2015-07-14 |
KR20110003561A (ko) | 2011-01-12 |
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