CN1308775C - Monolayer organic light receptor positive charged as well as dedicated material and preparation method - Google Patents
Monolayer organic light receptor positive charged as well as dedicated material and preparation method Download PDFInfo
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- CN1308775C CN1308775C CNB031008216A CN03100821A CN1308775C CN 1308775 C CN1308775 C CN 1308775C CN B031008216 A CNB031008216 A CN B031008216A CN 03100821 A CN03100821 A CN 03100821A CN 1308775 C CN1308775 C CN 1308775C
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Abstract
The present invention relates to a monolayer organic light receptor of positive charge, a special raw material and preparation methods thereof. A preparation method and a purification method of a new nano-class phthalocyanine photoconductive material, and a preparation method of the light receptor are established. A phthalocyanine organic photoconductive material is composed of nano particles and nano lines, wherein the average particle diameter of the nano particles is from 2 to 100 nm and is particularly within the range of 2 to 50; the average diameter of the nano lines is from 2 to 30 nm and particularly from 2 to 10 nm. The monolayer organic light receptor of positive charge of the present invention is characterized in that a monolayer uniformly coated on a conductive substrate comprises polymer resin, the nano particles of the phthalocyanine organic photoconductive material, and the nano lines, wherein the nano particles are dispersed in the monolayer. The light receptor has the advantages of good photoconductive comprehensive performance and excellent stability, and is applied to the manufacture of core components of laser printers and electrostatic copiers.
Description
Technical field
The present invention relates to a kind of single layer structure organic light receptor and preparation method thereof and special raw material and method for making of just charging, particularly adopt by the nano particle of phthalocyanines organic light-guide material and just charging single layer structure organic light receptor of nano wire preparation and preparation method thereof.
Background technology
As the core component of laser printer and Xerox, light receptor has experienced the evolution that is become organic light-guide material by inorganic light-guide material.United States Patent (USP) U.S.Pat.No.4 for example, 265,990 have described a kind of preparation method of function divergence type organic light receptor.In the practical application at present is function divergence type bilayer or sandwich construction organic light receptor, and it produces layer by restraining barrier, charge carrier and electric charge migrating layer is formed.Because the research to hole transporting material is comparatively ripe, the working method that the light receptor in the practicality at present adopts the surface to fill negative electricity.Very high to the coating quality requirement in the organic light receptor preparation process, the multi-layer coated cost that makes significantly increases; Need to inject migrating layer after charge carrier produces during the work of multilayer light receptor, quantum yield is descended; When filling negative electricity, charger unit produces O
3Working environment is worsened, and device is easy to oxidation; The negative charging of corona discharger duty is not as the stable working state of just charging.From reducing production costs, improve the photoconduction current sensitivity, improve working environment, improve light receptor life-span, constant product quality, and aspect such as machine works state stability sets out, the surface single layer structure organic light receptor that just charging is from now on an important development direction.In addition, still there is some other key factors individual layer light receptor that determined just to charge to have very wide application prospect.
On the other hand, the light receptor skin that uses at present is electric charge migrating layer, and it is made of the complex that unsaturated organic compound and resin as transport materials form, and the stability of these compounds can not show a candle to phthalocyanines light-guide material itself.Therefore reduce this type of charge transporting material or do not use this type of charge transporting material to help improving the life-span of organic photoconductor fully.The phthalocyanine light-guide material that is used to make organic light receptor at present is the nano particle of size in sub-micrometer range, the size that further reduces light-guide material helps improving the spatial resolution of light receptor, improve the light transmission of light receptor, increase the light-guide material specific surface, produce efficient thereby improve charge carrier.Use the light-guide material nano wire can increase the charge separation degree, reduce the charge recombination probability, thereby improve light receptor photoconductivity energy.Chinese invention patent ZL95,117928.4 have at first reported a kind of manufacture method of ultrafine nanometer phthalocyanines optical conductor particle, and have prepared the ultrafine nanometer phthalocyanines organic light-guide material of the function admirable that is used to constitute the double-decker light receptor.
About the more existing patent reports of the development of single layer structure light receptor, for example at United States Patent (USP) (U.S.Pat.No.3,121,006) reported a kind of by the electric insulation resin bonding agent be scattered in the photoconduction electrolemma that ultra-fine inorganic light-guide material is wherein formed in, its inorganic light-guide material is mainly ZnO, resin is mainly polycarbonate, polyester and polyamide etc.Day disclosure special permission communique (A) (spy opens flat 7-291876) has been reported a kind of four component surfaces single layer structure organic light receptor that just charging, its carrier generation materials is a metal-free phthalocyanine, contains electron transfer material tetraphenylcyclopentadienone derivant and hole transporting material hydrazone compounds in addition.The spectral response range of metal-free phthalocyanine makes it to be difficult to be applied to the near infrared light of wavelength greater than 760nm.
Summary of the invention
The purpose of this invention is to provide new just charging single layer organic photoreceptor, it has good photoconduction electricity combination property and excellent stability.The present invention also provides the method for making this light receptor and has been used to make the Performances of Novel Nano-Porous meter level phthalocyanines organic light-guide material of this light receptor and makes new method.
The difficulty that runs in the manufacturing of individual layer light receptor mainly is to adopt common material to be difficult to satisfied requirement to the light receptor combination property.For example, good light receptor should have the high charge current potential simultaneously, better photosensitivity, low dark-decay, low rest potential and advantages of excellent stability.Wherein difficult especially is to solve high photoconduction current sensitivity and this a pair of principal contradiction of low dark-decay, and it is the key factor of restriction individual layer light receptor practicability.
Phthalocyanine-like compound (molecular structure as shown in Figure 1) particularly VOPc, TiOPc etc. has the spectral response range that good photo-generated carrier produces performance and broad, is widely used in making the charge carrier generation layer of laser printer light receptor.But (size concentrates on the nano particle between 20～200 nanometers using common phthalocyanines light-guide material, and contain some micro-size particless) when making individual layer light receptor film, because of the phthalocyanines optical conductor itself has dispersion on certain electric conductivity and the unavoidable microcosmic problem of bringing such as inhomogeneous, make some position dark-decay of film very big, and other position photoconductivities are relatively poor.High concentration use common phthalocyanine light-guide material because of dark-decay is too big can't practicability.
The present invention uses specific process to produce Performances of Novel Nano-Porous meter level phthalocyanines organic light-guide material, and it is made of phthalocyanines nano particle and nano wire.Wherein the nano particle mean grain size is in 2～100 nanometers, and 2～50 nanometer range particularly, nano wire mean diameter are in 2～30 nanometers, particularly 2～10 nanometer range.This type of light-guide material is dispersed in the electrical insulating property film forming agent, makes novel individual layer light receptor.Because the thickness of light receptor film to the millimeter level, so is difficult to form the dark conduction passage that runs through at micron in the film, thus when principle has solved higher phthalocyanine light-guide material content the excessive problem of dark conductance.Simultaneously because small size phthalocyanine light-guide material has excellent light transmission and very big specific surface, and suitable spacing is arranged between the particle of high degree of dispersion, the existence of a large amount of light-guide material nano wires increases the charge separation degree, thereby (400～900nm) these light receptors all show good photoconduction performance in the visible-near-infrared spectrum responding range, it is better photosensitivity, low dark-decay, low rest potential and good charged ability.
Particular content of the present invention is as follows:
One, the preparation method of nm-class phthalocyanines organic light-guide material:
1. the thick product with phthalocyanine-like compound is dissolved in the concentrated sulphuric acid, makes finite concentration (0.1～40g/L) concentrated sulfuric acid solution.
2. (concentration is in 0.1～60g/L), makes the stable colloidal solutions of clarification the concentrated sulfuric acid solution of above-mentioned phthalocyanine-like compound to be joined the aqueous solution that contains surfactant.Used surfactant comprises non-ionics, cationic surfactant, anionic surfactant or its potpourri, particularly R (OCH
2CH
2O)
nR ' type surfactant, wherein R is an alkyl, R ' is H or alkyl.
3. press dry after placing ultrafilter with deionized water or organic solvent washing in above-mentioned colloidal solution, the filter cake that obtains is water, alcohol, acetone or the washing of tetrahydrofuran equal solvent again.
4. the phthalocyanines organic light-guide material after will washing is dry under-5～150 ℃, particularly in 20～60 ℃ of dryings.Drying means is not limit.Make ultrafine nanometer phthalocyanines light-guide material thus.This type of phthalocyanines organic light-guide material is made up of nano particle and nano wire.Wherein the mean grain size of nano particle is 2～100 nanometers, and 2～50 nanometers particularly, nano wire mean diameter are in 2～30 nanometers, particularly 2～10 nanometer range.The phthalocyanines light-guide material that the present invention relates to comprises ranadylic phthalocyanine (VOPc), TiOPc (TiOPc), metal-free phthalocyanine (H
2Pc), phthalocyanine chlorine aluminium (AlClPc) and phthalocyanine chlorine indium (InClPc).
Two, just the charging preparation of nanostructured single layer organic photoreceptor:
1, the nm-class phthalocyanines organic light-guide material that the present invention is prepared is scattered in and makes stable colloid coating fluid in the organic solution that contains fluoropolymer resin.Wherein the mean grain size of nano particle is 2～100 nanometers, and 2～50 nanometers particularly, nano wire mean diameter are in 2～30 nanometers, particularly 2～10 nanometer range.The ratio of phthalocyanines organic light-guide material and resin is 4～60%, and particularly suitable ratio is 20～50%.Solvent in the described coating fluid comprises chloralkane (as 1,2-ethylene dichloride, chloroform etc.), aromatic hydrocarbon solvent (as toluene etc.), ether solvent (as tetrahydrofuran, dioxane etc.), alcohols solvent is (as ethanol, isopropyl alcohol etc.) and ketones solvent (as acetone, butanone, cyclohexanone etc.) etc.Dispersion process can adopt methods such as electromagnetic agitation, ultrasonic Treatment or ball milling.
2, with the colloid coating fluid that makes at conductive substrates upper berth generate film, and promptly make described individual layer light receptor (as shown in Figure 2) in 20～60 ℃ of dryings.
The fluoropolymer resin that the present invention relates to comprises polycarbonate, polyolefin, polystyrene, polyamide, the resin that electrical insulating properties such as polyester are good.
ZL95, No. 117928.4 Chinese patents have adopted steps such as ion-exchange and adding acetone breakdown of emulsion to phthalocyanine colloidal solution when preparation ultrafine nanometer phthalocyanine light-guide material particle.The former may introduce small amounts of inorganic impurity when a large amount of the manufacturing, the latter then may cause double team in the light-guide material that the surfactant molecule of antistatic effect is arranged on a small quantity, not only some is loaded down with trivial details for such preparation method, and when its product is applied to make individual layer light receptor of the present invention, may cause dark-decay to increase, and production cost is higher.In order to address these problems, the present invention has set up new preparation of nanoscale light-guide material and purification process, develop and more be applicable to nm-class phthalocyanines organic light-guide material and its stable coating fluid of making the individual layer light receptor, this type of light-guide material is the novel light-guide material of a class, be made up of nano particle and a large amount of nano wire, its ratio depends on preparation condition.
The present invention has successfully prepared by simple method and has been applicable to the Performances of Novel Nano-Porous meter level phthalocyanines organic light-guide material of constructing the individual layer light receptor.This material mixes with fluoropolymer resin, can make the described single layer organic photoreceptor that just charging under the situation that does not add other carrier transmission material.Single layer organic photoreceptor of the present invention has low dark-decay, high photoconduction current sensitivity, more highly charged current potential and low rest potential, and its preparation method is simple, only needs a coating film forming, can reduce production costs significantly.In addition, the organic light receptor that just charging of the present invention has also been complied with the requirement of the environmentally friendly materials of people, has embodied the development in future trend.
Description of drawings
The schematic arrangement of Fig. 1 phthalocyanine-like compound
Fig. 2 individual layer light receptor sectional schematic diagram that just charging of the present invention
The ultraviolet-visible absorption spectroscopy of Fig. 3 individual layer light receptor of the present invention (adopting TU-1211 type ultraviolet-visible pectrophotometer to record)
Embodiment
In order to be described more specifically the present invention, now provide some embodiment.But content involved in the present invention is not limited only to these embodiment.
Embodiment one:
1, the thick product with VOPc is dissolved in the concentrated sulphuric acid, makes the concentrated sulfuric acid solution that concentration is 10g/L.
2, under mechanical raking and sonicated condition, the concentrated sulfuric acid solution of this VOPc is added drop-wise in the aqueous solution that the concentration that contains polyoxyethylene non-ionic surfactant (commodity are called Brij35) is 10g/L and goes, make the stable colloidal solutions of clarification.
3, gained colloidal solution is placed the ultrafilter deionized water wash, when effluent is neutral (pH～7) it is pressed dry, the filter cake that obtains is water and alternately washing of acetone again.
4, the product vacuum drying at room temperature after the washing makes described ultrafine nanometer VOPc solid.In 1, in the 2-ethylene dichloride, adopt JEM2000FX type transmission electron microscope to characterize this dispersion of materials.The result shows that this material is made of nano wire and nano particle.The nano wire mean diameter is between 3～20 nanometers in this material, and the nano particle mean diameter is between 2～20 nanometers.
5, described nanoscale VOPc is added 1 of polycarbonate, among the 2-dichloroethane solution (wherein the mass ratio of nanoscale VOPc and polycarbonate is 7: 20), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.Solvent in the described coating fluid also can use other chloralkane kind solvents (as chloroform), also can use aromatic hydrocarbon solvent (as toluene etc.), ether solvent (as tetrahydrofuran, dioxane etc.), alcohols solvent (as ethanol isopropyl alcohol etc.) and ketones solvent (as acetone, butanone, cyclohexanone etc.).This coating fluid was promptly made described individual layer light receptor in 3 hours in 60 ℃ of dryings behind the generate film of aluminium base upper berth, the ultraviolet-visible absorption spectroscopy of individual layer light receptor is referring to Fig. 3.
Use the EPA-8200 electrostatic analyzer to characterize, make the light receptor surface fill positive electricity, record its light decay sensitivity E
1/2(550nm) be 1.41 μ J/cm
2, E1/2 (780nm) is 0.82 μ J/cm
2, E
1/2(830nm) be 0.93 μ J/cm
2
Embodiment two:
1, the thick product with VOPc is dissolved in the concentrated sulphuric acid, makes the concentrated sulfuric acid solution that concentration is 0.3g/L.
2, under mechanical raking, the concentrated sulfuric acid solution of this VOPc is added drop-wise in the aqueous solution that the concentration that contains polyoxyethylene non-ionic surfactant (commodity are called Brij35) is 3g/L and goes, make the stable colloidal solutions of clarification.
3, gained colloidal solution is placed the ultrafilter deionized water wash, when effluent is neutral (pH～7) it is pressed dry, the filter cake that obtains is water and alternately washing of acetone again.
4, the product vacuum drying at room temperature after the washing makes described ultrafine nanometer VOPc solid.In 1, in the 2-ethylene dichloride, adopt JEM2000FX type transmission electron microscope to characterize this dispersion of materials.The nano wire mean diameter is between 2～20 nanometers in this material, and the nano particle mean diameter is between 2～10 nanometers.
5, described ultrafine nanometer VOPc is added 1 of polycarbonate, among the 2-dichloroethane solution (wherein the mass ratio of nanoscale VOPc and polycarbonate is 8: 25), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.This coating fluid was promptly made described individual layer light receptor in 3 hours in 60 ℃ of dryings behind the generate film of aluminium base upper berth.
Use the EPA-8200 electrostatic analyzer to characterize, make the light receptor surface fill positive electricity, record its light decay sensitivity E
1/2(550nm) be 1.80 μ J/cm
2, E
1/2(780nm) be 1.08 μ J/cm
2, E
1/2(830nm) be 1.25 μ J/cm
2
Embodiment three:
1, the thick product with VOPc is dissolved in the concentrated sulphuric acid, makes the concentrated sulfuric acid solution that concentration is 3g/L.
2, under mechanical raking, the concentrated sulfuric acid solution of this VOPc is added drop-wise in the aqueous solution that the concentration that contains polyoxyethylene non-ionic surfactant (commodity are called Brij35) is 3g/L and goes, make the stable colloidal solutions of clarification.
3, gained colloidal solution is placed the ultrafilter deionized water wash, when effluent is neutral (pH～7) it is pressed dry, the filter cake that obtains is water and alternately washing of acetone again.
4, the product vacuum drying at room temperature after the washing makes described nanoscale VOPc solid.In 1, in the 2-ethylene dichloride, adopt JEM2000FX type transmission electron microscope to characterize this dispersion of materials.The nano wire mean diameter is between 2～20 nanometers in this material, and the nano particle mean diameter is between 2～10 nanometers.
5, described ultrafine nanometer VOPc is added 1 of polycarbonate, among the 2-dichloroethane solution (wherein the mass ratio of nanoscale VOPc and polycarbonate is 8: 25), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.This coating fluid was promptly made described individual layer light receptor in 3 hours in 60 ℃ of dryings behind the generate film of aluminium base upper berth.
Use the EPA-8200 electrostatic analyzer to characterize, make the light receptor surface fill positive electricity, record its light decay sensitivity E
1/2(550nm) be 1.88 μ J/cm
2, E
1/2(780nm) be 1.13 μ J/cm
2, E
1/2(830nm) be 1.30 μ J/cm
2
Embodiment four:
1, the preparation process of ultrafine nanometer VOPc solid is with embodiment one.
2, described ultrafine nanometer VOPc is added 1 of polycarbonate, among the 2-dichloroethane solution (wherein the mass ratio of nanoscale VOPc and polycarbonate is 1: 2), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.
3, the coating method for making of light receptor is with embodiment one.
Use the EPA-8200 electrostatic analyzer to characterize, positive electricity is filled on the surface, records its light decay sensitivity E
1/2(550nm) be 0.74 μ J/cm
2, E
1/2(780nm) be 0.40 μ J/cm
2, E
1/2(830nm) be 0.49 μ J/cm
2
Embodiment five:
1, the preparation process of ultrafine nanometer VOPc solid is with embodiment one.
2, described ultrafine nanometer VOPc is added 1 of polycarbonate, among the 2-dichloroethane solution (wherein the mass ratio of nanoscale VOPc and polycarbonate is 2: 5), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.
3, the coating method for making of light receptor is with embodiment one.
Use the EPA-8200 electrostatic analyzer to characterize, positive electricity is filled on the surface, records its light decay sensitivity E
1/2(550nm) be 0.92 μ J/cm
2, E
1/2(780nm) be 0.65 μ J/cm
2, E
1/2(830nm) be 0.77 μ J/cm
2
Embodiment six:
1, the preparation process of ultrafine nanometer VOPc solid is with embodiment one.
2, described ultrafine nanometer VOPc is added 1 of polycarbonate, 2-dichloroethane solution
Among (wherein the mass ratio of nanoscale VOPc and polycarbonate is 4: 25), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.
3, the coating method for making of light receptor is with embodiment one.
Use the EPA-8200 electrostatic analyzer to characterize, positive electricity is filled on the surface, records its light decay sensitivity E
1/2(550nm) be 4.11 μ J/cm
2, E
1/2(780nm) be 2.59 μ J/cm
2, E
1/2(830nm) be 2.80 μ J/cm
2
Embodiment seven:
1, the preparation process of ultrafine nanometer VOPc solid is with embodiment one.
2, described ultrafine nanometer VOPc is added 1 of polycarbonate, among the 2-dichloroethane solution (wherein the mass ratio of nanoscale VOPc and polycarbonate is 2: 25), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.
3, the coating method for making of light receptor is with embodiment one.
Use the EPA-8200 electrostatic analyzer to characterize, positive electricity is filled on the surface, records its light decay sensitivity E
1/2(550nm) be 6.54 μ J/cm
2, E
1/2(780nm) be 3.54 μ J/cm
2, E
1/2(830nm) be 3.82 μ J/cm
2
Embodiment eight:
1, the preparation process of ultrafine nanometer VOPc solid is with embodiment one.
2, described ultrafine nanometer VOPc is added 1 of polycarbonate, among the 2-dichloroethane solution (wherein the mass ratio of nanoscale VOPc and polycarbonate is 1: 25), under the ultrasound wave effect, obtain stablizing uniformly coating fluid.
3, the coating method for making of light receptor is with embodiment one.
Use the EPA-8200 electrostatic analyzer to characterize, positive electricity is filled on the surface, records its light decay sensitivity E
1/2(550nm) be 13.45 μ J/cm
2, E
1/2(780nm) be 8.88 μ J/cm
2, E
1/2(830nm) be 9.86 μ J/cm
2
According to the correlated performance parameter of the nanostructured single layer organic photoreceptor that just charges of embodiment 1-8 preparation shown in table 1,2,3:
Just the charging correlated performance parameter (550nm) of single layer organic photoreceptor of table 1 part
| Embodiment number | V 0(V) | Dark-decay (V/s) | V R(V) | E 1/2(μJ/cm 2) |
| One | 576 | 27 | 13 | 1.41 |
| Two | 605 | 20 | 12 | 1.80 |
| Three | 624 | 18 | 10 | 1.88 |
| Four | 518 | 45 | 3 | 0.74 |
| Five | 609 | 38 | 8 | 0.92 |
| Six | 711 | 15 | 25 | 4.11 |
| Seven | 764 | 10 | 40 | 6.54 |
| Eight | 840 | 6 | 133 | 13.45 |
Just the charging correlated performance parameter (780nm) of single layer organic photoreceptor of table 2 part
| Embodiment number | V 0(V) | Dark-decay (V/s) | V R(V) | E 1/2(μJ/cm 2) |
| One | 561 | 25 | 13 | 0.82 |
| Two | 609 | 21 | 9 | 1.08 |
| Three | 623 | 24 | 11 | 1.13 |
| Four | 520 | 44 | 3 | 0.40 |
| Five | 602 | 35 | 7 | 0.65 |
| Six | 712 | 13 | 26 | 2.59 |
| Seven | 760 | 10 | 40 | 3.54 |
| Eight | 812 | 7 | 135 | 8.88 |
Just the charging correlated performance parameter (830nm) of single layer organic photoreceptor of table 3 part
| Embodiment number | V 0(V) | Dark-decay (V/s) | V R(V) | E 1/2(μJ/cm 2) |
| One | 560 | 25 | 14 | 0.93 |
| Two | 612 | 20 | 10 | 1.25 |
| Three | 631 | 19 | 9 | 1.30 |
| Four | 519 | 45 | 0 | 0.49 |
| Five | 623 | 34 | 8 | 0.77 |
| Six | 714 | 12 | 22 | 2.80 |
| Seven | 764 | 10 | 40 | 3.82 |
| Eight | 809 | 6 | 152 | 9.86 |
Claims (12)
1, a kind of nanostructured single layer organic photoreceptor that just charging, it is made up of the single thin film that is coated on the conductive substrates, it is characterized in that: described single thin film is made up of fluoropolymer resin and the nm-class phthalocyanines organic light-guide material that is scattered in wherein; Described nm-class phthalocyanines organic light-guide material, comprise ranadylic phthalocyanine, TiOPc, metal-free phthalocyanine, phthalocyanine chlorine aluminium or phthalocyanine chlorine indium, be made up of nano particle and nano wire, wherein the nano particle mean grain size is in 2～100 nanometers, and the nano wire mean diameter is in 2～30 nanometers.
2, the nanostructured single layer organic photoreceptor that just charging according to claim 1, it is characterized in that: described nano particle mean grain size is in 2～50 nanometers, and the nano wire mean diameter is in 2～10 nanometers.
3, the nanostructured single layer organic photoreceptor that just charging according to claim 1, it is characterized in that: described fluoropolymer resin is polycarbonate, polyolefin, polystyrene, polyamide or polyester.
4, the nanostructured single layer organic photoreceptor that just charging according to claim 1, it is characterized in that: described nm-class phthalocyanines organic light-guide material is 4～60% of a fluoropolymer resin weight.
5, the nanostructured single layer organic photoreceptor that just charging according to claim 4, it is characterized in that: described nm-class phthalocyanines organic light-guide material is 20～50% of a fluoropolymer resin weight.
6, a kind of preparation method of the nanostructured single layer organic photoreceptor that just charging is characterized in that: preparation as follows:
(1) the thick product with phthalocyanine-like compound is dissolved in the concentrated sulphuric acid, makes the concentrated sulfuric acid solution that phthalocyanine-like compound concentration is 0.1～40g/L; Described phthalocyanine-like compound is ranadylic phthalocyanine, TiOPc, metal-free phthalocyanine, phthalocyanine chlorine aluminium or phthalocyanine chlorine indium;
(2) concentrated sulfuric acid solution of above-mentioned phthalocyanine-like compound being joined concentration is that 0.1～60g/L contains in the aqueous solution of surfactant, makes the stable colloidal solutions of clarification;
(3) above-mentioned colloidal solution is placed ultrafilter with deionized water or organic solvent washing, filtration, the filter cake that obtains is water, alcohol, acetone or tetrahydrofuran washing again;
(4) the phthalocyanines light-guide material after will washing in subzero 5 ℃ to 150 ℃ dry down, make nm-class phthalocyanines organic light-guide material thus;
(5) nm-class phthalocyanines organic light-guide material is scattered in makes stable colloid coating fluid in the organic solution that contains fluoropolymer resin; Nm-class phthalocyanines organic light-guide material is 4～60% of a fluoropolymer resin weight; Solvent in the described coating fluid comprises chloralkane, aromatic hydrocarbon solvent, ether solvent, alcohols solvent and ketones solvent; Dispersion process can adopt electromagnetic agitation, ultrasonic Treatment or ball-milling treatment;
(6) with the colloid coating fluid that makes at conductive substrates upper berth generate film, and promptly make the described nanostructured single layer organic photoreceptor that just charging in 20～60 ℃ of dryings.
7, preparation method according to claim 6 is characterized in that: step 2) described surfactant is R (OCH
2CH
2O)
nR ', wherein R is an alkyl; R ' is H or alkyl, 4≤n≤1000.
8, preparation method according to claim 6 is characterized in that: step 2) described surfactant is cationic, anionic, nonionic or its potpourri, or itself and R (OCH
2CH
2O)
nThe potpourri of R ', wherein R is an alkyl; R ' is H or alkyl, 4≤n≤1000.
9, preparation method according to claim 6 is characterized in that: the described baking temperature of step 4) is 20～60 ℃.
10, preparation method according to claim 6 is characterized in that: the described nm-class phthalocyanines organic light-guide material of step 5) is 20～50% of a fluoropolymer resin weight.
11, preparation method according to claim 6 is characterized in that: the solvent in the described coating fluid of step 5) is selected from 1,2-ethylene dichloride, chloroform, toluene, tetrahydrofuran, dioxane, ethanol, isopropyl alcohol, acetone, butanone, cyclohexanone.
12, the application in the described light receptor parts of nanostructured single layer organic photoreceptor in making laser printer and Xerox that just charging of claim 1.
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| CN100537827C (en) * | 2006-07-21 | 2009-09-09 | 中国科学院化学研究所 | Preparation fits in the method for the condensed nucleus aromatic organic semiconductor monocrystal nanostructure of substrate |
| CN101210347B (en) * | 2006-12-29 | 2011-05-04 | 中国科学院化学研究所 | Method for preparing organic compound single-crystal nano structure |
| CN102653679B (en) * | 2011-03-04 | 2014-07-02 | 北京大学 | Y-type titanyl phthalocyanine nano-particles and preparation method and application thereof |
| CN103613598B (en) * | 2013-11-28 | 2016-09-14 | 天津大学 | The preparation method of polymorphic heliosensitivity TiOPc nanoparticle and the application in organic photoconductor thereof |
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| US4814441A (en) * | 1986-11-27 | 1989-03-21 | Basf Aktiengesellschaft | Finely divided transparent metal-free X-phthalocyanine |
| CN1144918A (en) * | 1994-05-31 | 1997-03-12 | 三田工业株式会社 | Image forming apparatus |
| CN1150261A (en) * | 1995-11-01 | 1997-05-21 | 中国科学院化学研究所 | nm-class phthalocyanines organic light-guide material and preparing process and use thereof |
| CN1342729A (en) * | 2000-09-14 | 2002-04-03 | 中国科学院化学研究所 | Process for preparing nm-class Y-type phthalocyanine titanium oxide in batch |
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| US4814441A (en) * | 1986-11-27 | 1989-03-21 | Basf Aktiengesellschaft | Finely divided transparent metal-free X-phthalocyanine |
| CN1144918A (en) * | 1994-05-31 | 1997-03-12 | 三田工业株式会社 | Image forming apparatus |
| CN1150261A (en) * | 1995-11-01 | 1997-05-21 | 中国科学院化学研究所 | nm-class phthalocyanines organic light-guide material and preparing process and use thereof |
| CN1342729A (en) * | 2000-09-14 | 2002-04-03 | 中国科学院化学研究所 | Process for preparing nm-class Y-type phthalocyanine titanium oxide in batch |
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| 酞菁酮纳米微粒的制备及其聚集态行为 楚宪峰，陈红征，汪茫，阙端麟，真空科学与技术，第20卷第1期 2000 * |
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| CN1519656A (en) | 2004-08-11 |
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