EP0161005B1 - Composés de "squarium", procédé de leur préparation et récepteurs électrophotographiques les contenant - Google Patents
Composés de "squarium", procédé de leur préparation et récepteurs électrophotographiques les contenant Download PDFInfo
- Publication number
- EP0161005B1 EP0161005B1 EP19850105887 EP85105887A EP0161005B1 EP 0161005 B1 EP0161005 B1 EP 0161005B1 EP 19850105887 EP19850105887 EP 19850105887 EP 85105887 A EP85105887 A EP 85105887A EP 0161005 B1 EP0161005 B1 EP 0161005B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- photoreceptor
- group
- charge generation
- layer
- generation 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
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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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0609—Acyclic or carbocyclic compounds containing oxygen
- G03G5/0611—Squaric acid
-
- 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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0618—Acyclic or carbocyclic compounds containing oxygen and nitrogen
Definitions
- This invention relates to novel squarium compounds having a flat photosensitivity in the wide range from visible ray region to the near infrared ray region as a charge generator, a process for preparing them and electrophotographic photoreceptors containing the squarium compounds.
- inorganic photographic materials such as amorphous selenium, selenium alloys, cadmium sulfide and zinc oxide and organic photographic materials represented by polyvinylcarbazole and polyvinylcarbazole derivatives are widely known as electrophotographic photoreceptors.
- Examples of the squarium compounds of formula (1) above of this invention include the following compounds.
- a solvent coating method and a vacuum evaporation method can be used to prepare the charge generation layer with the squarium compound of this invention without using a binder resin.
Landscapes
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Claims (16)
1. Un composé squarium de formule générale I ci-dessous:
dans laquelle X représente un atome d'halogène ou un groupe nitro, cyano, formyle, acyle, carboxyle ou alcoxycarbonyle, n un entier de 0 à 5 et R un atome d'hydrogène ou le groupe méthyle.
2. Un composé squarium de la revendication 1, de formule générale ci-dessous:
dans laquelle X' représente un atome de fluor ou de chlore et Y un atome d'hydrogène ou de fluor.
3. Un procédé de production d'un composé squarium de formule générale:
dans laquelle X, n et R ont la même signification que ci-dessus, procédé selon lequel on fait réagir une 3,4-dihydroxy-3-cyclobutène-1,2 dione de formule:
avec un dérivé d'aniline de formule générale:
dans laquelle X, n et R ont la même signification que ci-dessus.
4. Un photorécepteur électrophotographique comprenant un support électroconducteur et une couche photosensible qui comprend un composé squarium de formule:
dans laquelle X représente un atome d'halogène ou un groupe nitro, cyano, formyle, acyle, carboxyle ou alcoxycarbonyle, n un entier de 0 à 5 et R un atome d'hydrogène ou le groupe méthyle.
5. Le photorécepteur de la revendication 4 dans lequel la couche photosensible comprend une couche de transport de charges et une couche de production de charges contenant ce composé squarium.
6. Le photorécepteur de la revendication 5 dans lequel la couche de transport de charges comprend un polymère photoconducteur choisi parmi un poly-(vinyldibenzothiophène), un poly-(vinylpyrène), un poly-(vinylanthracène) et un poly-(vinylcarbazole).
7. Le photorécepteur de la revendication 5 dans lequel la couche de transport de charges comprend de la triallylpyrazoline, du triphénylméthane, de l'oxadiazole, de la tétraphénylbenzidine ou de la trinitro- fluorénone avec une résine comme liant.
8. Le photorécepteur de la revendication 5 dans lequel la couche de production de charges est essentiellement formée du composé squarium.
9. Le photorécepteur de la revendication 5 dans lequel la couche de production de charges comprend le composé squarium dans une proportion d'environ 10 à 90% en poids par rapport au poids de cette couche.
10. Le photorécepteur de la revendication 9 dans lequel la proportion du composé squarium est d'environ 10 à 50% du poids de la couche de production de charges.
11. Le photorécepteur de la revendication 5 dans lequel la couche de production de charges a une épaisseur d'environ 0,1 à 3 microns.
12. Le photorécepteur de la revendication 11 dans lequel le rapport de l'épaisseur de la couche de production de charges à l'épaisseur de la couche de transport de charges est compris entre environ 1/2 et 1/200.
13. Le photorécepteur de la revendication 5 dans lequel la couche de production de charges est disposée entre le support et la couche de transport de charges.
14. Le photorécepteur de la revendication 7 dans lequel la couche de transport de charges est disposée entre le support et la couche de production de charges.
15. Le photorécepteur de la revendication 4 dans lequel la couche photosensible comprend une couche contenant le composé squarium et une matière de transport de charges.
16. Le photorécepteur de la revendication 5 dans lequel le composé squarium est dispersé en particules dans la couche de production de charges.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59092769A JPS60260547A (ja) | 1984-05-11 | 1984-05-11 | 新規なスクエアリウム化合物およびその製造方法 |
| JP92769/84 | 1984-05-11 | ||
| JP92771/84 | 1984-05-11 | ||
| JP59092771A JPS60258556A (ja) | 1984-05-11 | 1984-05-11 | 電子写真用感光体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0161005A2 EP0161005A2 (fr) | 1985-11-13 |
| EP0161005A3 EP0161005A3 (en) | 1986-12-10 |
| EP0161005B1 true EP0161005B1 (fr) | 1989-12-20 |
Family
ID=26434143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19850105887 Expired EP0161005B1 (fr) | 1984-05-11 | 1985-05-13 | Composés de "squarium", procédé de leur préparation et récepteurs électrophotographiques les contenant |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0161005B1 (fr) |
| DE (1) | DE3574866D1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12055851B2 (en) | 2020-09-29 | 2024-08-06 | Samsung Sdi Co., Ltd. | Core-shell compound, photosensitive resin composition including the same, photosensitive resin layer, color filter and CMOS image sensor |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4521621A (en) * | 1983-12-05 | 1985-06-04 | Xerox Corporation | Novel squarine systems |
| US4508803A (en) * | 1983-12-05 | 1985-04-02 | Xerox Corporation | Photoconductive devices containing novel benzyl fluorinated squaraine compositions |
-
1985
- 1985-05-13 EP EP19850105887 patent/EP0161005B1/fr not_active Expired
- 1985-05-13 DE DE8585105887T patent/DE3574866D1/de not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12055851B2 (en) | 2020-09-29 | 2024-08-06 | Samsung Sdi Co., Ltd. | Core-shell compound, photosensitive resin composition including the same, photosensitive resin layer, color filter and CMOS image sensor |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3574866D1 (de) | 1990-01-25 |
| EP0161005A3 (en) | 1986-12-10 |
| EP0161005A2 (fr) | 1985-11-13 |
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