专利摘要:
This invention relates to a method of making an electrophotographic imaging element, the resulting element, and the process of utilizing the element in electrophotographic processes. In its present form the element is generally of the known multi-layered type including a conductive substrate, a layer of charge generating photoconductive material, and a charge transport layer. The charge generating photoconductive layer requires no binder matrix and is comprised primarily of an organic dye material selected from organic primary amine soluble charge generating monoazo and disazo compounds and from organic primary amine soluble charge generating derivatives of squaric acid. The preferred element is produced by dissolving the charge generating material in an organic primary amine solvent or solvent mixture containing an organic primary amine, coating the resulting solution onto a conductive substrate to form a charge generating layer, and then after the solution has dried, overcoating the charge generating layer with a charge transport layer to form an electrophotographic imaging element. In other embodiments polymers or charge transport materials can be incorporated in the solution with the charge generating dye and coated with it to form a composite layer.
公开号:SU738526A3
申请号:SU762395306
申请日:1976-09-07
公开日:1980-05-30
发明作者:Пол Хейл Уолтер;Бернард Склав Дэвид
申请人:Интернэшнл Бизнес Машинз Корпорейшн (Фирма);
IPC主号:
专利说明:

foot group, diazo color,
having a structural formula
X
- g t
where A - the groups corresponding to the formulas
HE
,HE
(AND
wherein R in formula a represents an alkyl radical or an ester group, and X and Y denote nitro groups, nitrile groups, hydrogen atoms, methyl radicals, methoxyl residues, ethoxy residues, hydroxyl groups, chlorine or bromine atoms, and dimethylamino groups.
The dye-derived, 3-dioxy-1-cyclobutadiene has the structural formula
e
where B - residues corresponding to the formulas
and Z represents a hydrogen atom, a hydroxyl group, or a methyl radical.
These groups of dyes contain top dyes that can create a charge and that are dissolved in plants containing one or more organic amines.
The dye solution is used to create a thin layer applied from the solution. The dye layer is covered with a layer of transferable charge material.
Electrophotographic element contains a substrate that can be obtained from
any supplying conductive material (aluminum, steel, brass). Half a cup may have. a structured structure, for example, consisting of a thin conductive coating on a paper substrate; synthetic polymeric material that is coated with TOFI with a conductive layer of aluminum or copper and glass that is coated with a thin conductive layer of chromium or zinc oxide.
When the structure contains a transferring charge - material in the form of a coating, any transparent material can be used for this purpose, which is able to keep injecting light-excited carrier in the form of holes and electrons from the charge-producing photoconductive layer. Yes, through a charge transporting layer, which selectively discharges a charge on the surface of the imaging layer.
An active transporting material may have either electronic conductivity or a hole, depending on the type and mode of action of the charge-producing photoconductive material and the corona charge on the surface of the imaging element.
Before Cajesing, the majority of materials displaced by charge are dispersed in a suitable polymeric binder.
In addition, each polymer contains particles that allow the corresponding aromatic or hetero-cyclic movement of the charge carrier, such as carbazole, tetradene, pyrene, or .2,4,7-trinitro-o-fluorene, and can act as an active transferring material. Polyesters, polysiloxanes, polyamides / dyons, polyurethanes and zapoxides, as well as copolymer layers or graft copolymers, which contain the aromatic portion, are various types of copolymers that can be used as charge transfer materials.
When the moving charge layer is between the light source and the charge generating layer, the transparency of the charge transfer layer must be so great that enough light passes through the charge transfer layer enough for the photoconductive layer to be able to function 1D as a charge creating layer.
When, for example, a complex structure with a transparent substrate is used, irradiation can also be carried out through the substrate, in which case it is not necessary for the light to pass through the charge transporting layer.
The thickness of the photo conductor of the charge-producing layer is approximately 0.025 to 0.05 mm. In another embodiment of the electrographic element, the substrate is covered with a layer of adhesive or a polymer layer before the application of the application creating a row of photoconductive layer from the solution. The solvent with a primary organic amine is an amine of the general formula R (NH where n is 12 or 3 and the residue R contains from to carbon atoms. Chloroic is used as the diazo dye, which is dissolved in a mixture and 30-60 wt.% Tetrahydrofuran, 10 -40% by weight of ethylenediamine and 10-40% by weight of u-butylamine. Chloridian blue is first mixed with ethylene diamine until complete solution of the dyes, and then «-butylamine and tetrohydrofuran are added. The final solution contains 0.5% by weight of chloridian Silicone based wetting agent is added to the solvent. of a new oil of about 0.5 wt.% based on the weight of chlordian blue Example. A solution of dye chlordian blue with a concentration of 0.5 wt.% is obtained in a mixture of solvents with a volume ratio of methylamine and u-butylamine of 1: 1. The resulting solution is The meniscus coating device is coated on the surface of a layer of polyethylene tereft with an aluminum fiber and coated with aluminum. The resulting coating has excellent adhesion to the substrate. Without additional treatment, the resulting coating is coated with a moving charge layer on Deaspin Vitel RK-200, linear saturated polyester Croodgear Fire Rubber Ck) mp DEASP short for transferable material, which is fully named 1-phenyl-3 / y-dimethylamine, 1-5 - / i-d ethylaminophenyl / pyrazolen. nony4eHjHbA. The electrophotographic element for imaging shows good photosensitivity and can be used as an electrophotographic element for image acquisition. When an element is charged in the dark to 700 V, 1.1 j / cm is needed in order to discharge this element to -200 V. Chlordian blue has good properties as a charge-generating photoconductive material and experiments were performed to determine the solubility Chloride Blue in various primary organic amines, diamines, mixtures of amines and mixtures of amines with other solvents. 66 It has been established that liquid ammonia, which is not a primary organic amine, is suitable as a solvent. QiCTeMbJ Solvent (g / L) Mon Chlordane Blue Liquid Ammonia1.5 Methylamine 50 4: 1 Dimethyl Forms} D / Methylamine 60 Ethyl.min.min 10) 20 1: 1 Methylamine / Butyl min 75 1: 1 Ethylamine / Tetrahydrofuran5 Maximum plant growth isopropylamine is not determined; but lordian blue is dissolved in egilands) {e and a solution is obtained with concentration. 1.5 wt./T. The resulting solution is applied with a meniscus device for a coated coating on the surface of a layer of fibrous polyethylene terephthalate fiber coated with aluminum, and dried, followed by the formation of a continuous coating consisting of chlordian blue, the dry weight of the dye is determined, which is approximately 0 0155 mg / cm (0.1 mg / inch). Then the dye applied from the solution is coated with a layer of DEASP by analogy with Example 1. The resulting element is suitable for use as an electrographic element {m. The material is so sensitive that when it is charged in the dark to 700 V with a corona charge and then irradiated with a green copier, it takes 0.65 J / cm in order to discharge it to -200 V. measure 3. The diazo dyes used are dissolved in primary amines used as a solvent. In each case, the resulting solutions are deposited on a substrate of an aluminum-coated conductive poly: 1tg penterephthalate, after which they are coated with a charge transfer layer. The sensitivity of each electrophotographic element obtained, indicated in the form of a discharge from -700 to -200 V. It was found that the element in each case is suitable for obtaining and: n1b) as an electrophotographic method.
Diazo dye
naphthol-AS-SR
3: 1 ethylamine / ethylenediamine and dichlorobenzidane
naphthol-AS-SR
3: 1 ethyl / ethylenediamine and benzidine
The structures of the diazo dye according to the example and 2
Chlordian blue, the bottom of the coloration is from naphthol AS (ct 37505) and dichlorobenzidine.
The structure of example 3.
ABOUT
 -ONS1
V1J.
SNZH / RAL; / CH
- / U)) -Ch ()) () V- / p: - /: ±.
/ - (O) (O / -
 - / -iiiH%.
(./h) -
Cho,
AS-SR naphthol diazo dye (ct 37590) and dichlorobenzidine.
the structure of example 4.
oh II
ONON, d
СНз шЬ ::: /; B t
)
one
tt
Diazo-dye from AS-SR naphthol (ct 37590) and benzene,
权利要求:
Claims (3)
[1]
Invention Formula
1. A method for producing a photoconductive material of an electrofoyugraphic element containing a monoazo dye, a diazo dye or a dye derivative, 1,3-Dioxycyclo butadiene, characterized in that
738526
I Chuvs Solvent
Т tweeteness 1d l;)
3.93
2.44
he is with
Oh and
h)
OSSN
in order to increase the photosensitivity of the element and simplify its manufacture, it additionally contains a solvent with a primary organic amine.
2. The composition according to claim 1, characterized in that the primary organic amine is an amine of the general formula R (NH2) n,
[2]
9 73852610
in which n is 1, 2 or 3, and the rest of R contains a mixture of 30-60 wt.% tetragish) ofuran,
Lives from 1 to 4 carbon atoms. 10-40 weight. % ethylenediamine and 10-40 weight. %
3. The composition according to claim 1, distinguishing - "- butylamine.
[3]
so that cma-6 is added to the solvent. The composition according to p. 5, about t l-and h and y and a yachitel based on silicone oil. 5 in that the solution contains 0.5 wt.% Chlorine 4. Composition according to claim 1, about t and h and y y and y-dian blue.
with the fact that as a daazokrasitel primot-Sources of information,
hdordyanovy blue comes. taken into account during the examination
5. The composition according to claim 4, of tl and h a y i and d-1. US patent number 3824099, CL. 96-1.5, so that qto chlordian blue is dissolved 10 1974.
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同族专利:
公开号 | 公开日
NL7609701A|1977-03-17|
AU504007B2|1979-09-27|
FR2324030A1|1977-04-08|
BR7606151A|1977-08-23|
US4123270A|1978-10-31|
BE845182A|1976-12-01|
AU1779476A|1978-03-23|
FR2324030B1|1979-09-28|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题

NL175307B|1952-05-31|Air Prod & Chem|PROCESS FOR PREPARING FOAMMABLE VINYL RESIN MIXTURES AND THE FOAM-FORMED OBJECTS MANUFACTURED FROM THIS.|
US3384632A|1965-04-02|1968-05-21|Xerox Corp|Arylazo-4-isopropoxy-1-naphthol compounds|
FR1560532A|1968-01-29|1969-03-21|
DE1772688A1|1968-06-20|1971-05-27|Agfa Gevaert Ag|Sensitized photoconductive layers|
US3925012A|1968-08-02|1975-12-09|Bayer Ag|Process for dyeing fibre material containing nh-groups from organic solvents|
GB1241899A|1968-08-02|1971-08-04|Bayer Ag|Improved exhaustion process for dyeing fibre material containing-nh-groups|
US3549358A|1968-12-23|1970-12-22|Ibm|Electrophotographic process using organic photoconductors having at least two chromophores|
NL6909271A|1969-06-18|1970-12-22|Azo-pigments in electrophoretic copying|
BE754283A|1969-08-01|1970-12-31|Rca Corp|SPECTRALLY SENSITIVE ELECTROPHOTOGRAPHIC MATERIALS|
GB1296390A|1969-12-11|1972-11-15|
US3697595A|1970-03-31|1972-10-10|Ibm|Conjugated nitro amines|
JPS4817353B1|1970-06-11|1973-05-29|
US3879200A|1970-12-01|1975-04-22|Xerox Corp|Novel xerographic plate containing photoinjecting bis-benzimidazole pigments|
US3898084A|1971-03-30|1975-08-05|Ibm|Electrophotographic processes using disazo pigments|
IT946574B|1971-03-30|1973-05-21|Ibm|ELECTROPHOTOGRAPHIC PROCEDURE USING DISAZOPIGMENTS|
US3737311A|1971-06-04|1973-06-05|Xerox Corp|Electrostatic particle transfer imaging process|
DE2246254C2|1972-09-21|1982-07-01|Hoechst Ag, 6000 Frankfurt|Electrophotographic recording material|
US3824099A|1973-01-15|1974-07-16|Ibm|Sensitive electrophotographic plates|
US3837851A|1973-01-15|1974-09-24|Ibm|Photoconductor overcoated with triarylpyrazoline charge transport layer|JPS6027017B2|1977-07-08|1985-06-26|Ricoh Kk|
US4299896A|1977-07-18|1981-11-10|Ricoh Co., Ltd.|Electrophotographic sensitive materials containing a disazo pigment|
NL7808418A|1978-08-14|1980-02-18|Oce Nederland Bv|METHOD FOR MANUFACTURING AN ELECTROPHOTOGRAPHIC ELEMENT.|
US4307167A|1980-03-03|1981-12-22|International Business Machines Corporation|Layered electrophotographic plate having tetramethyl benzidene based disazo dye|
US4321318A|1980-12-23|1982-03-23|International Business Machines Corporation|Disazo photoconductor and process of manufacture of electrophotographic element|
DE3110958A1|1981-03-20|1982-09-30|Basf Ag, 6700 Ludwigshafen|ELECTROPHOTOGRAPHIC RECORDING MATERIAL|
JPS6130265B2|1981-04-21|1986-07-12|Mitsubishi Chem Ind|
US4390610A|1981-10-29|1983-06-28|International Business Machines Corporation|Layered electrophotographic imaging element, apparatus and method sensitive to gallium arsenide laser, the element including two charge generation layers and a polycarbonate adhesive layer|
JPS58178363A|1982-04-13|1983-10-19|Mita Ind Co Ltd|Electrophotographic receptor|
JPH0358107B2|1982-05-10|1991-09-04|Mita Industrial Co Ltd|
JPH0153777B2|1983-04-20|1989-11-15|Canon Kk|
US4606986A|1983-12-05|1986-08-19|Xerox Corporation|Electrophotographic elements containing unsymmetrical squaraines|
US4523035A|1983-12-05|1985-06-11|Xerox Corporation|Process for synthesizing squaraine compositions|
US4508803A|1983-12-05|1985-04-02|Xerox Corporation|Photoconductive devices containing novel benzyl fluorinated squaraine compositions|
US4486520A|1983-12-05|1984-12-04|Xerox Corporation|Photoconductive devices containing novel squaraine compositions|
US4490452A|1983-12-09|1984-12-25|International Business Machines Corporation|Xerographic photoconductors with cross-linked epoxy binder|
US4585884A|1984-05-23|1986-04-29|Xerox Corporation|Silylated compositions, and deuterated hydroxyl squaraine compositions and processes|
US4559286A|1984-09-13|1985-12-17|Xerox Corporation|Mixed squaraine photoconductive compositions|
JPH0541666B2|1985-09-20|1993-06-24|Dainichiseika Color Chem|
JPH0541667B2|1985-09-20|1993-06-24|Dainichiseika Color Chem|
US5039818A|1986-02-27|1991-08-13|SyntexInc.|Squaraine dye|
US4830786A|1986-02-27|1989-05-16|SyntexInc.|Squaraine dyes|
JPH0690523B2|1986-10-09|1994-11-14|ミノルタ株式会社|Photoconductor|
JPS63133155A|1986-11-25|1988-06-04|Minolta Camera Co Ltd|Photosensitive body|
US4917981A|1986-12-25|1990-04-17|Fuji Electric Co., Ltd.|Photosensitive member for electrophotography|
JP2605704B2|1987-02-12|1997-04-30|ミノルタ株式会社|Photoconductor|
JP2646615B2|1987-02-12|1997-08-27|ミノルタ株式会社|Photoconductor|
JP2611209B2|1987-02-17|1997-05-21|ミノルタ株式会社|Photoconductor|
US4945021A|1988-02-16|1990-07-31|Minolta Camera Kabushiki Kaisha|Photosensitive member comprising bisazo pigment|
US4882257A|1987-05-27|1989-11-21|Canon Kabushiki Kaisha|Electrophotographic device|
JP2556079B2|1987-12-29|1996-11-20|ミノルタ株式会社|Photoconductor|
JP2643209B2|1988-01-09|1997-08-20|ミノルタ株式会社|Photoconductor|
JP2679082B2|1988-02-23|1997-11-19|ミノルタ株式会社|Photoconductor|
JPH0524508B2|1988-02-26|1993-04-08|Canon Kk|
US4874682A|1988-10-28|1989-10-17|International Business Machines Corporation|Organic photoconductors with reduced fatigue|
GB2231166B|1989-04-13|1993-05-05|Ind Tech Res Inst|Organic photoreceptor for use in electrophotography|
US5116709A|1989-06-13|1992-05-26|Industrial Technology Research Institute|Electrophotoreceptor using styrene-maleic anhydride copolymer as the polymeric binder|
US5047304A|1989-10-18|1991-09-10|Canon Kabushiki Kaisha|Electrophotographic photosensitive member|
US5093218A|1989-10-19|1992-03-03|Canon Kabushiki Kaisha|Electrophotographic photosensitive member having an azo pigment|
US5164276A|1990-11-27|1992-11-17|Xerox Corporation|Charge generation layers and charge transport, layers for electrophotographic imaging members, and processes for producing same|
US5130217A|1991-09-17|1992-07-14|Lexmark International, Inc.|Squarylium photoconductors with noncrystalline bisphenol a binders|
US6331370B1|1995-06-07|2001-12-18|Xerox Corporation|Squeak and deletion resistant imaging member and system|
NL1006695C2|1997-07-31|1999-02-02|Oce Tech Bv|Azine-containing photoconductive element.|
US6017665A|1998-02-26|2000-01-25|Mitsubishi Chemical America|Charge generation layers and charge transport layers and organic photoconductive imaging receptors containing the same, and method for preparing the same|
US6040098A|1998-11-20|2000-03-21|Lexmark International, Inc.|Solution squarylium charge generation systems incorporating binder blends|
JP5046628B2|2006-12-01|2012-10-10|株式会社リコー|Bisazo compound, 2-hydroxy-3-phenylcarbamoylnaphthalene compound, method for producing bisazo compound, electrophotographic photoreceptor, image forming apparatus and process cartridge|
法律状态:
优先权:
申请号 | 申请日 | 专利标题
US61359575A| true| 1975-09-15|1975-09-15|
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