US3730711A - Photoconductive material for electrophotography - Google Patents
Photoconductive material for electrophotography Download PDFInfo
- Publication number
- US3730711A US3730711A US00063619A US3730711DA US3730711A US 3730711 A US3730711 A US 3730711A US 00063619 A US00063619 A US 00063619A US 3730711D A US3730711D A US 3730711DA US 3730711 A US3730711 A US 3730711A
- Authority
- US
- United States
- Prior art keywords
- group
- lower alkyl
- film
- electrophotography
- sensitive layer
- 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
- 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
- G03G5/0622—Heterocyclic compounds
- G03G5/0624—Heterocyclic compounds containing one hetero ring
- G03G5/0627—Heterocyclic compounds containing one hetero ring being five-membered
- G03G5/0629—Heterocyclic compounds containing one hetero ring being five-membered containing one hetero atom
-
- 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
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0661—Heterocyclic compounds containing two or more hetero rings in different ring systems, each system containing at least one hetero ring
Definitions
- R represents a hydrogen, a halogen atom, a lower alkyl --NO --OR or COOR group (R being a lower alkyl group); R represents H, OR CN or a phenyl group (R being H or a lower alkyl group); n is an integer having the value of l-4; X represents either a single bond or NH- group.
- R is a hydrogen, a halogen atom, a lower alkyl, -NO OR or COOR group (R being a lower alkyl group): R is H, --R CN or a phenyl group (R being H or a lower alkyl group): n is an'integer having" the value of 1-4; X is either a single bond or -NH.
- R, R R R n and X have the meanings given in general Formula I, R, is an alkyl, an alkenyl, an aryl, or an aralkyl group; and R is a divalent linking radical like:
- the lower alkyl group represents an alkyl group having 1-4 carbon atoms.
- the foregoing compounds have new structures entirely different from those of the conventionally known organic photoconductive materials for use in electrophotography.
- those in which X is -NH-- are synthesized by the reaction Z-methylene indoline derivatives with isocyanates (refer to 0, Mumm, Ber 72 2107 (1939)) and further those in which X is a single bond are synthesized by the reaction of 2-methylene indoline derivatives with chlorides of acids (refer to Piccinini; Gazg, chim, ital, 28 (i), 187 (1898)).
- resinous film forming binders usable in this case, there may be cited styrene-butadiene copolymer, polystyrene, chlorinated rubber, polyvinyl chloride, vinyl chloride/vinyl acetate copolymer, polyvinylidene chloride, nitrocellulose, polyvinyl acetate, polyvinyl acetal, polyvinyl ether, silicone resin, methacrylic resin, acrylic resin, phenol resin, alkyd resin, urea/ aldehyde. resin, etc.
- the plasticizers usable include chlorinated biphenyl, chlorinated paraffin, phosphate type plasticizers, and phthalate type plasticizers.
- sensitizers those which are known commonly are useful, including tetracyanoethylene, tetracyanodimethane, chloranil, naphthoquinone, anthraquinone, methylene blue, crystal violet, malachite green, etc.
- the sensitive layer is deposited to a, dry thickness of 2-20,u. on the electroconductive base.
- the organic photoconductive component accounts for more than-% by weight all of the film composition, theproduct is found to exhibit satisfactory properties from the electrophotographic point of view.
- EXAMPLE 1 One-half (0.5) g. of Compound No. 1 given in Table 1 and 20 cc. of 10% benzene solution of polystyrene were mixed homogeneously. The resultants solution was spread to a dry film thickness of 5p. on a base of aluminum plate to obtain a sensitive layer. After drying of the solvent, the sensitive layer was positively charged in a dark place. With a film containing a positive image placed thereon, the sensitive layer was exposed through the film to a highvoltage mercury bulb (made by Toshiba, SHL-lOO) placed at a distance of 30 cm. above for about '8 seconds.
- a highvoltage mercury bulb made by Toshiba, SHL-lOO
- EXAMPLE 5 styrene; The final-solution 'was spread to a dry film thickness of 5 1. on an aluminum plate to form a sensitive layer. After drying of the solvent, the said sensitive layer was charged positively in a dark place. With a positive image film placed on top thereof, the sensitive layer was exposed through the film to a high-voltage mercury bulb placed at a distance of 30 cm. above for a second. Through the steps of developing and fixing, there was obtained a clear positive image.
- R is a hydrogen, a halogen atom, a lower alkyl, -N0 -OR or -COOR group (R being a lower alkyl group); R is H, -OR -CN or a phenyl group (R being H or a lower alkyl group); n is an integer having the value of 1-4; X is either a single bond or -NH--; R is an alkyl, an alkenyl, an aryl, or an aralkyl group;
- R is a divalent linking radical selected from the 6.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP44064037A JPS4832381B1 (enrdf_load_stackoverflow) | 1969-08-13 | 1969-08-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3730711A true US3730711A (en) | 1973-05-01 |
Family
ID=13246502
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00063619A Expired - Lifetime US3730711A (en) | 1969-08-13 | 1970-08-13 | Photoconductive material for electrophotography |
Country Status (7)
Country | Link |
---|---|
US (1) | US3730711A (enrdf_load_stackoverflow) |
JP (1) | JPS4832381B1 (enrdf_load_stackoverflow) |
BE (1) | BE754699A (enrdf_load_stackoverflow) |
CA (1) | CA925087A (enrdf_load_stackoverflow) |
DE (1) | DE2040152B2 (enrdf_load_stackoverflow) |
FR (1) | FR2056709A5 (enrdf_load_stackoverflow) |
GB (1) | GB1272720A (enrdf_load_stackoverflow) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3798031A (en) * | 1971-11-10 | 1974-03-19 | Agfa Gevaert Nv | Photoconductive 1,2,3,4-tetrahydroquinolines employed in electrophotography |
US3852208A (en) * | 1968-12-30 | 1974-12-03 | Canon Kk | Photoconductive toner composition |
US3874943A (en) * | 1972-05-31 | 1975-04-01 | Fuji Photo Film Co Ltd | Sensitizers for electrophotography |
US3930851A (en) * | 1971-10-06 | 1976-01-06 | Fuji Photo Film Co., Ltd. | Electrophotographic process using methylene indoline photoconductive derivatives |
US3933664A (en) * | 1968-12-30 | 1976-01-20 | Canon Inc. | Organic photoconductive toner materials |
US4465753A (en) * | 1982-07-08 | 1984-08-14 | Dainippon Ink And Chemicals Inc. | Indoline electrophotoconductor |
US20110105362A1 (en) * | 2003-08-11 | 2011-05-05 | Life Technologies Corporation | Cyanine compounds and their application as quenching compounds |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5299185U (enrdf_load_stackoverflow) * | 1976-01-23 | 1977-07-26 | ||
JPS5368787U (enrdf_load_stackoverflow) * | 1976-11-11 | 1978-06-09 | ||
JPS5594799U (enrdf_load_stackoverflow) * | 1979-12-20 | 1980-07-01 | ||
JPS6017693U (ja) * | 1983-07-15 | 1985-02-06 | 安藤 通男 | 円孔付き巻たばこ火消し器 |
-
0
- BE BE754699D patent/BE754699A/xx unknown
-
1969
- 1969-08-13 JP JP44064037A patent/JPS4832381B1/ja active Pending
-
1970
- 1970-08-07 FR FR7029185A patent/FR2056709A5/fr not_active Expired
- 1970-08-12 DE DE2040152A patent/DE2040152B2/de active Granted
- 1970-08-12 GB GB38932/70A patent/GB1272720A/en not_active Expired
- 1970-08-12 CA CA090530A patent/CA925087A/en not_active Expired
- 1970-08-13 US US00063619A patent/US3730711A/en not_active Expired - Lifetime
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3852208A (en) * | 1968-12-30 | 1974-12-03 | Canon Kk | Photoconductive toner composition |
US3933664A (en) * | 1968-12-30 | 1976-01-20 | Canon Inc. | Organic photoconductive toner materials |
US3930851A (en) * | 1971-10-06 | 1976-01-06 | Fuji Photo Film Co., Ltd. | Electrophotographic process using methylene indoline photoconductive derivatives |
US3798031A (en) * | 1971-11-10 | 1974-03-19 | Agfa Gevaert Nv | Photoconductive 1,2,3,4-tetrahydroquinolines employed in electrophotography |
US3874943A (en) * | 1972-05-31 | 1975-04-01 | Fuji Photo Film Co Ltd | Sensitizers for electrophotography |
US4465753A (en) * | 1982-07-08 | 1984-08-14 | Dainippon Ink And Chemicals Inc. | Indoline electrophotoconductor |
US20110105362A1 (en) * | 2003-08-11 | 2011-05-05 | Life Technologies Corporation | Cyanine compounds and their application as quenching compounds |
US9150922B2 (en) | 2003-08-11 | 2015-10-06 | Life Technologies Corporation | Cyanine compounds and their application as quenching compounds |
Also Published As
Publication number | Publication date |
---|---|
FR2056709A5 (enrdf_load_stackoverflow) | 1971-05-14 |
CA925087A (en) | 1973-04-24 |
DE2040152A1 (de) | 1971-03-11 |
DE2040152B2 (de) | 1974-03-28 |
DE2040152C3 (enrdf_load_stackoverflow) | 1974-10-31 |
JPS4832381B1 (enrdf_load_stackoverflow) | 1973-10-05 |
BE754699A (fr) | 1971-01-18 |
GB1272720A (en) | 1972-05-03 |
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