Classifications

• • 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
  • G03G5/02—Charge-receiving layers
  • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
  • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
  • G03G5/07—Polymeric photoconductive materials
  • G03G5/071—Polymeric photoconductive materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • G03G5/072—Polymeric photoconductive materials obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising pending monoamine groups
  • G03G5/073—Polymeric photoconductive materials obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising pending monoamine groups comprising pending carbazole groups
• • 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
  • G03G5/02—Charge-receiving layers
  • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
  • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
  • G03G5/07—Polymeric photoconductive materials
  • G03G5/071—Polymeric photoconductive materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • G03G5/072—Polymeric photoconductive materials obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising pending monoamine groups
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S534/00—Organic compounds -- part of the class 532-570 series
  • Y10S534/03—Polymeric azo compounds or azo compounds containing polymeric moieties

Definitions

• the present invention is concerned with an electrophotographic copying paper which is provided, on one surface thereof, with a light-sensitive layer which contains an organic photoconductive material. More particularly, the present invention is related to an electrophotographic copying paper which is provided, on one surface thereof, with a light-sensitive layer which contains poly-N-vinyl-3-azo carbazole as the photoconductive substance.
• an electrophotographic copying paper which is obtained .by the employment of anorganic photoconductive substance is of an advantage that it can be used also as the copying paper which is intended for the preparation of a secondary original adapted for the copying process which utilizes diazotype copying papers.
• Those organic photoconductive substances which have been used in the past, however, are poor in their sensitiveness to light.
• these conventional organic photoconductive substances have a further inconvenience that it is difficult to uniformly disperse them in a mixture which is prepared for use in the coating of the supports.
• -R represents a residual radical of a diazo compound.
• R and R are selected from the group consisting of H, -OCH OC H -OC H and -OC H a f Q wherein R and R are selected from the group consisting of H, -CH -OCH -OC H 0C H and OC4H9.
• R and R are selected from the group consisting of H, -OCH3, -'OCZH5, '-'OC3H7 and -OC4Hg- I IIa
• R and R are selected from the group consisting of H,
• R and R are selected from the group consisting of -H,
• R is selected from the group consisting of-CH and C2H5;
• R is selected from the group consisting of --OH C H and -4C2H5.
• the diazo compounds which are suited for the object and of the present invention are prepared by using the follow- OH ing substances including: 1
• a photoconductive substance of the present invention can be prepared also by causing a reaction S02E15 between a compound expressed by any one of the following chemical formulas and poly-N-vinyl carbazole:
• R is selected from the group consisting of (1H3 it 20 N ⁇ N -o o- N S 02R and wherein R is selected from the group consisting of wherein R is selected from the group consisting of (ID @U wherein R is selected from the group consisting of wherein R is selected from the group consisting of 11 on +112 Q e CH2 CH2 and i t 03 03) ll. 1%.
• R is selected from the group consisting of l ilnn-o o-HN-@ s 0311
• the poly-N-vinyl-3-azo carbazole which is employed in the present invention is, in itself, of a quite superior photoconducting property, and therefore, it can be directly used as the material for the formation of a light-sensitive layer by applying the same onto one surface of a support by relying on an appropriate coating technique such as spraying, brushing or coating by means of rollers.
• said azo carbazole may be treated with alcohol to be refined, and then the refined substance may be dissolved in an organic solvent, and the resulting solution may be applied onto one surface of a support to form a light-sensitive layer thereon.
• sensitizing dyestuff and/ or an assistant sensitizer jointly with the aforesaid photoconductive substance.
• the sensitizing dyestuffs the employment of such substance as Brilliant Green, Victoria Blue B, Methyl Violet, Crystal Violet, Acid Violet, Rhodamine B Extra, Sulforhodamine B, Fluorescein, Methylene Blue, Acridine Yellow and Acridine Orange, is suitable.
• the assistant sensitizer As the assistant sensitizer, the employment of such acids as acetic acid, monochloro acetic acid and dichloro acetic acid, or their salts; or metal halides such as antimony pentachloride and stannous chloride; or quinones such as p-benzoquinone and p-chloranil, is suitable.
• acids as acetic acid, monochloro acetic acid and dichloro acetic acid, or their salts
• metal halides such as antimony pentachloride and stannous chloride
• quinones such as p-benzoquinone and p-chloranil
• the light-sensitive layer of the electrophotographic copying paper of the present invention is impressed with a positive or a negative charge by means of corona discharge
• the charged copying paper will exhibit sensitivity to light having a wavelength ranging from 3600 A. to 7000 A. Therefore, a very clear copied image will be obtained by exposing the charged copying paper to light for an extremely short period of time, utilizing a tungsten lamp as the light source.
• a light-sensitive layer which has a much better sensitivity to light is obtained by including the aforesaid sensitizing dyestuff and/or an assistant sensitizer at the time said light-sensitive layer is formed.
• the support may be made with a film or a sheet material made of a material including aluminium, zinc or copper; paper; cellulose esters such as cellulose acetate and butyl cellulose; polyolefins such as polyethylene and polypropylene; polyvinyl compounds such as polystyrol, polyvinyl chloride and polyvinlidene chloride; polyacryl compounds such as polyacrylonitrile and polymethacrylate; polyesters such as polyterephthalic acid and glycol esters; and plastics such as polyamides and polyurethanes.
• These films and sheet materials other than the metal sheets are used after they have been given an electroconducting treatment according to the known process.
• the present invention contemplates the provision of a novel electrophotographic copying paper having a light-sensitive layer formed on one surface of a support, said light-sensitive layer being prepared essentially with a photoconductive substance consisting of a polyvinyl azo compound.
• This electrophotographic copying paper obtained according to the present invention is of a number of advantages and conveniences such that the copying paper can be manufactured easily; that it is free from the fear of a reduction in its sensitivity to light during the storage lasting for an extended period of time, meaning that this copying paper has a very good shelf-life; and also that copying paper which is manufactured by the use of a transparent support can be utilized as a secondary original which is suitable for diazotype copying papers.
• Example 1 To gr. of 5% monochloro benzene solution of poly-N-vinyl carbazole was added 2 cc. of 5% methanol solution of a double salt of p-diazo-2,5-dimethoxy-l-ptoluylmercaptobenzene and zinc chloride. After stirring the resulting mixed solution, the latter was added with 0.2 cc. of 5% methanol solution of potassium hydroxide. This mixed liquid was allowed for reaction therebetween at a temperature ranging from 45 C. to 50 C. for 10 minutes, while stirring the same. Thus, a solution for use in the formation of a light-sensitive layer was prepared.
• Example 2 To 100 gr. of 5% monochloro benzene solution of poly-N-vinyl carbazole was added 3 cc. of 5% methanol solution of a double salt of p-diazo-l-morpholino benzene and zinc chloride. After stirring this mixed solution, the latter was added with 0.2 cc. of 5% methanol solution of potassium hydroxide. After allowing the resulting mixed liquid to react therebetween at a temperature ranging from 45 C. to 50 C. for 10 minutes While stirring the liquid, the latter was added further with 0.5 cc. of 5% methanol solution of Methylene Blue FZ and also with 1.5 cc. of 10% methanol solution of aluminum nitrate, followed by a thorough stirring.
• a solution for use in the formation of a light-sensitive layer was prepared.
• This solution was applied onto one surface of a cellulose acetate film which had been priorly given an electroconducting treatment, and the same was dried, with a result that an electrophotographic copying paper was obtained.
• a control electrophotographic copying paper was manufactured by first preparing a solution for the formation of a light-sensitive layer by adding the methanol solutions of Methylene Blue FZ and aluminium nitrate, respectively, to poly-N-vinyl carbazole, and then applying this solution onto one surface of a support similar to the one used in this instant example, and then drying the same.
• These two copying papers were then processed in the same way as that described in Example 1, and thus, copied images were produced.
• the sensitivities of these two copying papers Were compared based on the effects of the two copies obtained. It was found that the copying paper of the present invention had a light-sensitivity which was 1.5 times higher than that of the control copying paper.
• Example 3 To 100 gr. of monochloro benzene solution of poly- N-vinyl carbazole was added 4 cc. of 5% methanol solution of p-diazo-diphenylaniline. After stirring the resulting mixture, the latter was added with 0.2 cc. of 5% methanol solution of potassium hydroxide. While stirring the mixed liquid, the latter was allowed for reaction at a temperature ranging from 45 C. to 50 C. for 15 minutes. Thereafter, the resulting liquid was added further with 0.5 cc. of 5% methanol solution of Methylene Blue FZ and also with 1.5 cc. of methanol solution of aluminium nitrate, followed by a thorough stirring.
• a solution for use in the formation of a lightsensitive layer was prepared.
• This solution was applied onto one surface of a tracing paper having priorly been given an electroconducting treatment, and the same was dried, with a result that an electrophotographic copying paper was obtained.
• This copying paper was then subjected to a process in a manner similar to that described in Example 1 to form a copied image.
• the copied image thus obtained was noted to be a very clear one.
• the exposure to light in this example used a tungsten lamp of 100 watts as the light source which was disposed at a distance of 100 cm. from the light-sensitive layer and the exposure lasted for 3 seconds.
• R represents a residual radical of a diazo. compound.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Photoreceptors In Electrophotography (AREA)
• Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=11971711

Family Applications (1)

Country Status (3)

Cited By (7)

Families Citing this family (1)

• 1968
  • 1968-03-18 US US714092A patent/US3583869A/en not_active Expired - Lifetime
  • 1968-03-22 BE BE712615D patent/BE712615A/xx unknown
  • 1968-03-22 DE DE1772035A patent/DE1772035C3/de not_active Expired

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