US3826747A - Toner for electrophotography - Google Patents
Toner for electrophotography Download PDFInfo
- Publication number
- US3826747A US3826747A US00358534A US35853473A US3826747A US 3826747 A US3826747 A US 3826747A US 00358534 A US00358534 A US 00358534A US 35853473 A US35853473 A US 35853473A US 3826747 A US3826747 A US 3826747A
- Authority
- US
- United States
- Prior art keywords
- toner
- electrophotography
- image
- metal
- developer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09783—Organo-metallic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
- G03G9/09775—Organic compounds containing atoms other than carbon, hydrogen or oxygen
Definitions
- a positive chargeable toner for electrophotography is prepared by dispersing a coloring agent and a chelate compound of ethylene diamine tetraacetic acid and a metal of bi-, trior tetravalence, into a binding resin.
- the invention of the present application relates to a positively chargeable toner used for development of electric image in a process of electrophotography or a process of electrostatic recording.
- the toner used for the above mentioned developing method is positively chargeable or negatively chargeable, which is used properly at need.
- chargeability of the toner has been controlled with a binding resin, a dye and the like. Accordingly, when positively chargeable toner is prepared, combination of a binding resin and a dye or pigment is limited, and consequently it has been difficult to obtain a toner satisfying all of fixability, chargeability, colorability, stability during storage and the like. Particularly, in the toner for coloring since selecting of a binding resin is difiicult on account of limiting of a kind of dye used, it is difficult to obtain a satisfactory positively chargeable toner by only combination of a binding resin and a dye.
- a gilsonite has been added to control positive chargeability. Since the gilsonite is natural resin so that it is suffered from fluctuation of quality among lots and further it is black, it has not been used for the color toner at all.
- a toner In case of a liquid developer, a toner is sometimes coated with a charge controlling agent, such as resinous materials but it is preferable that the toner itself has strong positive chargeability.
- a charge controlling agent such as resinous materials but it is preferable that the toner itself has strong positive chargeability.
- An object of the present invention is to provide a positively chargeable toner which is free from usual faults as mentioned above and is not limited by a binding resin and coloring agent.
- Another object of the present invention is to provide particularly preferable positively chargeable toner using for coloring electrophotographic method.
- a further object is to provide a positively chargeable toner for an electrophotography which comprises dispersing into a binding resin a coloring agent (dye or pigment) and a chelate compound of ethylene diamine tetraacetic acid (EDTA) and a metal of bis-, trior tetravalence represented by the following formula:
- the strong positive chargeability of the toner is controlled by adding a chelate compound of the above mentioned ethylene diamine tetraacetate and a metal free from limitation of a binding resin and a coloring agent (dye or pigment), and a metal chelate compounds used in the present invention are shown in Table 1.
- metal chelate compounds are all useful for the present invention, but white compounds are preferable for coloring electrophotography.
- Metals used may be those of di-, trior tetravalence capable of forming a metal chelate with ethylene diamine tetraacetate.
- the amount of a metal chelate in the present invention is 1-15% by weight, preferably 2-8% by weight.
- the amount of 1% or below does not give a large effect of controlling positive chargeability and is not preferable.
- the amount of over 15% does not increase the effect of controlling chargeability and is not preferable for fixability and stability during storage.
- resins used for usual toner may be used, in which polystyrene, polyester, epoxy resin, acryl resins, styrene-maleic acid copolymer, hydrocarbons having high softening point, polyethylene, polyvinyl chloride, maleic acid resin, phenalic resin and the like are particularly preferable.
- dyes and pigments used for usual electrophotography may be used.
- Carbon Black, Orasol Brilliant Blue, Orasol Red, Orasol Yellow, Oil Yellow, Neozapan Blue, Lumogen Yellow, Microlich Blue and the like are used.
- the toner of the present invention is used for various developing method.
- Said toner is mixed with iron powder, for or glass beads as a carrier in the case of using for a dry type developenand is dispersed into higher insulating liquid in the-case of using for wet type developer.
- Said higher insulating liquid may be that used for a usual developer.
- aromatic hydrocarbon, paraffin series hydrocarbon and the like having volume resistivity of higher than ,10 ohm.cm. and dielectric constant of less than 3 are used.
- a dispersing agent, a fixing agent and the like may be added to the toner.
- the toner has strong positive chargeability, and may be obtained by preparing the toner composition of the present invention .as described above.
- EXAMPLE 1 Parts Polystyrene (trade name: Piccolastic D-125, manufactured by Esso Co.) 50 Carbon black 6 EDTA metal chelate (Na BaY.2H 15
- the above materials were mixed and melted in a roll mill, and after cooling, said mixture was ground by a jet mill grinder. Said ground powders were sieved to obtain the toner of 30 microns in size.
- Example number Binding resins 2 Polystyrene rln Parts Coloring agents Said toner was mixed with iron powders having particle size of 200-600 mesh to obtain dry type developer.
- the toner content is 5-20% by weight, and preferably about 10%.
- the image was formed by an electrophotographic copying machine (trade name: NP-ll00, manufactured by Canon Co.) with said dry type developer, and there can be obtained from a positive original a clear negative image which has high image density and does not have image tailing, and the back ground is free from fog.
- toners prepared by using polyester resin, epoxy resin, polyvinyl chloride in place of polystyrene resin were used as a dry type developer, and the same results as above were obtained.
- Table 2 shows amounts of charge of various toners of the present invention.
- the toners tested were prepared according to Example 1.
- the amount of charge was measured as follows: about 5 parts by weight of a sample of the toner was mixed with about 95 parts of reduced iron powder of 250-350 mesh, and said mixture was put in a metallic sieve of 400 mesh. The sieve was placed on a completely insulated stand and its frame was connected with a condenser. The toner adhered to the iron powder was sucked and separated through the sieve by sucking from the bottom of the sieve. The iron powder could not pass through the sieve and remained in the sieve, and was electrized in the opposite charge to the toner. Said charge of iron powder was remained in the condenser.
- the relation between electric potential of the condenser (V) and an amount of charge per 1 g. of the toner (Q) is as follows:
- m is an amount g.) of the toner
- C is a capacity (,uf.) of the condenser.
- EXAMPLE 2-50 Dry type developers were prepared following the procedure of Example 1 by using the following composition.
- Neopolymer 140 MB ay 41120 1 Trade name: Neopolymer 140.
- Table 3 shows maximum image density and fog density in case of no addition of EDTA metal chelates (A) and in case of addition of the same amount of gilsonite as that of EDTA metal chelates in place of EDTA metal chelates (B) in Example 2.
- a positive original was adhered to a ZnO photosensitive paper charged with negative corona discharge at 5 kv., was exposed in light of 800 lux/sec. and was developed in said developer to obtain a fogless and clear positive image.
- the developing solution containing 0.5% of the toner (particle size of 1-2 microns) is closed in a transparent tube of diameter of 1.5-1.7 cm. having a silver electrode on both sides. Electric pressure of 500 v. is applied to both sides of the tube, and a positively charged toner migrates in a carrier solution and adheres to the cathode. Charging polarity of the toner is judged by the amount of the toner adhering to the anode or cathode.
- EXAMPLE 52 A color original was exposed through a red filter on a panchromatic sensitized ZnO photoconductive layer which was uniformly electrized by charging with corona discharge at -6 kv., and the resulting negative electrostatic image was developed with the developer of Example 19. The developed image was transferred to a copying paper, heated and fixed. The above image was again exposed through a green filter on the ZnO photoconductivei layer electrized in a way similar to the above mentioned procedure, and the resulting negative electrostatic image was developed with the developer of Example 18. The developed image was transferred to a copying paper and fixed.
- the above image was continuously exposed through a blue filter on the ZnO photoconductive layer electrized in a way similar to the above mentioned procedure, and the resulting negative electrostatic image was developed by the developer of Example 17.
- the developed image was transferred to a copying paper and fixed to obtain a fogless and clear coloring copy.
- a finely divided toner for electrophotography containing a binding resin and a coloring agent selectedfrom the group consisting of dyes and pigments, both adapted for electrophotography and both adapted to be admixed or dispersed with a carrier during development
- an additive for said toner comprising a metallic chelate compound of ethylene diamine tetraacetic acid or derivatives thereof of the following formula CHgCOOM GHaCOOM wherein M represents, similar or dissimilar, hydrogen, alkali metal and NH;, and a metal of bi-, trior tetravalence, said chelate providing enhanced positive chargeability, said chelate present in amounts from about one to 15% by weight based on the total weight of said toner.
- M represents hydrogen, alkali metal, or NH B 1 in which the metallic chelate compound is represented represents a divalent metal
- Y represents by the following general formula: CHZCOO- N-CH2CH2N wherein M represents hydrogen, alkali metal or NH.
- a 5 -OOC-CH CHZCOO represents a trivalent metal
- Y represents References Cited "OOC-CHz CHzOOO" 3 674 736 2 1??? EATES PAITENTS 252 62 1 10 rman et a CHCOO 3,595,662 7/1971 Willems et al. 96109 R 5.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Developing Agents For Electrophotography (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Liquid Developers In Electrophotography (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP47047896A JPS511434B2 (fr) | 1972-05-15 | 1972-05-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3826747A true US3826747A (en) | 1974-07-30 |
Family
ID=12788153
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00358534A Expired - Lifetime US3826747A (en) | 1972-05-15 | 1973-05-09 | Toner for electrophotography |
Country Status (4)
Country | Link |
---|---|
US (1) | US3826747A (fr) |
JP (1) | JPS511434B2 (fr) |
DE (1) | DE2324378A1 (fr) |
GB (1) | GB1375814A (fr) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3951835A (en) * | 1973-02-19 | 1976-04-20 | Konishiroku Photo Industry Co., Ltd. | Toner for developing electrostatic latent images containing an alkylene-bis fatty acid amide |
US3965023A (en) * | 1974-09-24 | 1976-06-22 | Pitney-Bowes, Inc. | Method of producing liquid toners containing furnace black for developing electrostatic images |
US4043820A (en) * | 1975-06-10 | 1977-08-23 | Ozalid Group Holdings, Limited | Ink containing iron chelate and polyhydroxy compound |
US4052325A (en) * | 1974-12-23 | 1977-10-04 | Eastman Kodak Company | Liquid electrographic developer composition containing redispersible polyester toner and process |
US4188303A (en) * | 1974-06-21 | 1980-02-12 | Agence Nationale De Valorisation De La Recherche (Anvar) | Polymeric electrical insulators having increased resistance to partial discharges containing metal chelates |
WO1980002222A1 (fr) * | 1979-04-11 | 1980-10-16 | Neselco As | Procede pour la sensibilisation a sec d'une surface isolante et poudre pour la mise en oeuvre du procede |
US4291111A (en) * | 1977-11-25 | 1981-09-22 | Xerox Corporation | Nitrogen-containing additives for magnetic toners having hydrophobic and hydrophilic moiety |
US4312933A (en) * | 1979-02-09 | 1982-01-26 | Xerox Corporation | Method of imaging using nitrogen-containing additives for magnetic toners |
US4404271A (en) * | 1980-12-22 | 1983-09-13 | Orient Chemical Industries, Ltd. | Metal complexes for use in developers for electrostatic images, charge control function |
US4562135A (en) * | 1984-07-13 | 1985-12-31 | Xerox Corporation | Positively charged color toner compositions |
US4614699A (en) * | 1983-07-14 | 1986-09-30 | Fuji Photo Film Co., Ltd. | Liquid developers for electrostatic images |
US4673631A (en) * | 1984-12-15 | 1987-06-16 | Canon Kabushiki Kaisha | Toner, charge-imparting material and composition containing metal complex |
US4824752A (en) * | 1985-11-19 | 1989-04-25 | Canon Kabushiki Kaisha | Electrophotographic magnetic dry developer containing cerium oxide and hydrophobic silica |
US4859559A (en) * | 1987-03-18 | 1989-08-22 | E. I. Du Pont De Nemours And Company | Hydroxycarboxylic acids as adjuvants for negative liquid electrostatic developers |
US5663028A (en) * | 1993-08-13 | 1997-09-02 | Basf Aktiengesellschaft | Electrostatic toners containing aminodiacetic acid derivatives |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2627615C2 (de) * | 1976-06-19 | 1985-07-11 | Philips Patentverwaltung Gmbh, 2000 Hamburg | Verfahren zur Herstellung von Chrom(III)-N-acyl-anthranilaten |
JPS5375514U (fr) * | 1976-11-26 | 1978-06-23 | ||
FR2478839B1 (fr) * | 1980-03-20 | 1987-07-17 | Bull Sa | Poudre pour le developpement d'images latentes et son procede de fabrication |
EP0178952B1 (fr) * | 1984-10-19 | 1992-04-01 | Canon Kabushiki Kaisha | Toner, matériau de contrôle de charge et composition comprenant un composé chargeable positivement |
-
1972
- 1972-05-15 JP JP47047896A patent/JPS511434B2/ja not_active Expired
-
1973
- 1973-05-09 US US00358534A patent/US3826747A/en not_active Expired - Lifetime
- 1973-05-14 DE DE2324378A patent/DE2324378A1/de active Pending
- 1973-05-15 GB GB2318173A patent/GB1375814A/en not_active Expired
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3951835A (en) * | 1973-02-19 | 1976-04-20 | Konishiroku Photo Industry Co., Ltd. | Toner for developing electrostatic latent images containing an alkylene-bis fatty acid amide |
US4188303A (en) * | 1974-06-21 | 1980-02-12 | Agence Nationale De Valorisation De La Recherche (Anvar) | Polymeric electrical insulators having increased resistance to partial discharges containing metal chelates |
US3965023A (en) * | 1974-09-24 | 1976-06-22 | Pitney-Bowes, Inc. | Method of producing liquid toners containing furnace black for developing electrostatic images |
US4052325A (en) * | 1974-12-23 | 1977-10-04 | Eastman Kodak Company | Liquid electrographic developer composition containing redispersible polyester toner and process |
US4043820A (en) * | 1975-06-10 | 1977-08-23 | Ozalid Group Holdings, Limited | Ink containing iron chelate and polyhydroxy compound |
US4291111A (en) * | 1977-11-25 | 1981-09-22 | Xerox Corporation | Nitrogen-containing additives for magnetic toners having hydrophobic and hydrophilic moiety |
US4312933A (en) * | 1979-02-09 | 1982-01-26 | Xerox Corporation | Method of imaging using nitrogen-containing additives for magnetic toners |
DK153337B (da) * | 1979-04-11 | 1988-07-04 | Neselco As | Fremgangsmaade til toer sensibilisering af en isolerende overflade |
WO1980002222A1 (fr) * | 1979-04-11 | 1980-10-16 | Neselco As | Procede pour la sensibilisation a sec d'une surface isolante et poudre pour la mise en oeuvre du procede |
US4404271A (en) * | 1980-12-22 | 1983-09-13 | Orient Chemical Industries, Ltd. | Metal complexes for use in developers for electrostatic images, charge control function |
US4614699A (en) * | 1983-07-14 | 1986-09-30 | Fuji Photo Film Co., Ltd. | Liquid developers for electrostatic images |
US4562135A (en) * | 1984-07-13 | 1985-12-31 | Xerox Corporation | Positively charged color toner compositions |
US4673631A (en) * | 1984-12-15 | 1987-06-16 | Canon Kabushiki Kaisha | Toner, charge-imparting material and composition containing metal complex |
US4824752A (en) * | 1985-11-19 | 1989-04-25 | Canon Kabushiki Kaisha | Electrophotographic magnetic dry developer containing cerium oxide and hydrophobic silica |
US4859559A (en) * | 1987-03-18 | 1989-08-22 | E. I. Du Pont De Nemours And Company | Hydroxycarboxylic acids as adjuvants for negative liquid electrostatic developers |
US5663028A (en) * | 1993-08-13 | 1997-09-02 | Basf Aktiengesellschaft | Electrostatic toners containing aminodiacetic acid derivatives |
Also Published As
Publication number | Publication date |
---|---|
DE2324378A1 (de) | 1973-12-06 |
JPS511434B2 (fr) | 1976-01-17 |
JPS4912826A (fr) | 1974-02-04 |
GB1375814A (fr) | 1974-11-27 |
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