JPS61171771A - 電子写真用感光体の製造方法 - Google Patents
電子写真用感光体の製造方法Info
- Publication number
- JPS61171771A JPS61171771A JP60012194A JP1219485A JPS61171771A JP S61171771 A JPS61171771 A JP S61171771A JP 60012194 A JP60012194 A JP 60012194A JP 1219485 A JP1219485 A JP 1219485A JP S61171771 A JPS61171771 A JP S61171771A
- Authority
- JP
- Japan
- Prior art keywords
- methylpyrrolidone
- metal phthalocyanine
- purification
- dyes
- titanium
- 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.)
- Granted
Links
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 25
- 239000002184 metal Substances 0.000 title claims abstract description 25
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 238000000746 purification Methods 0.000 title description 9
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims description 17
- 238000011282 treatment Methods 0.000 claims description 17
- 230000001747 exhibiting effect Effects 0.000 abstract description 2
- 239000003504 photosensitizing agent Substances 0.000 abstract 1
- 108091008695 photoreceptors Proteins 0.000 description 17
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000000975 dye Substances 0.000 description 14
- 239000010936 titanium Substances 0.000 description 13
- 229910052719 titanium Inorganic materials 0.000 description 13
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 12
- 239000000725 suspension Substances 0.000 description 11
- 239000003960 organic solvent Substances 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000012535 impurity Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000000921 elemental analysis Methods 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 230000035945 sensitivity Effects 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- -1 polyazo Polymers 0.000 description 5
- 238000000862 absorption spectrum Methods 0.000 description 4
- 238000007740 vapor deposition Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical class [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000000151 deposition Methods 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- XQZYPMVTSDWCCE-UHFFFAOYSA-N phthalonitrile Chemical compound N#CC1=CC=CC=C1C#N XQZYPMVTSDWCCE-UHFFFAOYSA-N 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 238000000859 sublimation Methods 0.000 description 3
- 230000008022 sublimation Effects 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 2
- NQMUGNMMFTYOHK-UHFFFAOYSA-N 1-methoxynaphthalene Chemical compound C1=CC=C2C(OC)=CC=CC2=C1 NQMUGNMMFTYOHK-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 238000000944 Soxhlet extraction Methods 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical compound C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- BSZXAFXFTLXUFV-UHFFFAOYSA-N 1-phenylethylbenzene Chemical compound C=1C=CC=CC=1C(C)C1=CC=CC=C1 BSZXAFXFTLXUFV-UHFFFAOYSA-N 0.000 description 1
- QGJXVBICNCIWEL-UHFFFAOYSA-N 9-ethylcarbazole-3-carbaldehyde Chemical compound O=CC1=CC=C2N(CC)C3=CC=CC=C3C2=C1 QGJXVBICNCIWEL-UHFFFAOYSA-N 0.000 description 1
- 229930192627 Naphthoquinone Natural products 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000011362 coarse particle Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- USEGOPGXFRQEMV-UHFFFAOYSA-N fluoro hypofluorite titanium Chemical compound [Ti].FOF USEGOPGXFRQEMV-UHFFFAOYSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 239000000113 methacrylic resin Substances 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- PWEBUXCTKOWPCW-UHFFFAOYSA-N squaric acid Chemical compound OC1=C(O)C(=O)C1=O PWEBUXCTKOWPCW-UHFFFAOYSA-N 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 150000003608 titanium Chemical class 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0014—Influencing the physical properties by treatment with a liquid, e.g. solvents
- C09B67/0016—Influencing the physical properties by treatment with a liquid, e.g. solvents of phthalocyanines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0025—Crystal modifications; Special X-ray patterns
- C09B67/0026—Crystal modifications; Special X-ray patterns of phthalocyanine pigments
-
- 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
- G03G5/0664—Dyes
- G03G5/0696—Phthalocyanines
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60012194A JPS61171771A (ja) | 1985-01-25 | 1985-01-25 | 電子写真用感光体の製造方法 |
| US06/782,473 US4664997A (en) | 1985-01-25 | 1985-10-01 | Crystalline oxytitanium phthalocyanine and photoreceptor for use in electrophotography |
| DE1985113922 DE180930T1 (de) | 1984-11-01 | 1985-10-31 | Kristallinisches phthalocyanin-oxytitanium und photorezeptor fuer die elektrophotographie. |
| DE8585113922T DE3576744D1 (de) | 1984-11-01 | 1985-10-31 | Kristallinisches phthalocyanin-oxytitanium und photorezeptor fuer die elektrophotographie. |
| EP19850113922 EP0180930B1 (en) | 1984-11-01 | 1985-10-31 | Crystalline oxytitanium phthalocyanine and photoreceptor for use in electrophotography |
| CA000494375A CA1253487A (en) | 1984-11-01 | 1985-10-31 | Crystalline oxytitanium phthalocyanine and photoreceptor for use in electrophotography |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60012194A JPS61171771A (ja) | 1985-01-25 | 1985-01-25 | 電子写真用感光体の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61171771A true JPS61171771A (ja) | 1986-08-02 |
| JPH0453307B2 JPH0453307B2 (enExample) | 1992-08-26 |
Family
ID=11798593
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60012194A Granted JPS61171771A (ja) | 1984-11-01 | 1985-01-25 | 電子写真用感光体の製造方法 |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US4664997A (enExample) |
| JP (1) | JPS61171771A (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01204969A (ja) * | 1988-02-12 | 1989-08-17 | Toyo Ink Mfg Co Ltd | チタニウムフタロシアニン化合物およびそれを用いた電子写真感光体 |
| US5153094A (en) * | 1990-06-14 | 1992-10-06 | Xerox Corporation | Processes for the preparation of photogenerating pigments |
| US5225551A (en) * | 1990-06-04 | 1993-07-06 | Xerox Corporation | Imaging member containing titanium phthalocyanines |
| US5459004A (en) * | 1992-03-31 | 1995-10-17 | Fuji Xerox Co., Ltd. | Process for preparing hydroxygallium phthalocyanine crystals and electrophotographic photoreceptor using the crystals |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH075846B2 (ja) * | 1986-04-30 | 1995-01-25 | 三菱化学株式会社 | Ａ型オキシチタニウムフタロシアニンの製造方法 |
| EP0288876B1 (en) * | 1987-04-22 | 1994-07-20 | Hitachi Chemical Co., Ltd. | Electrophotographic plate |
| DE3823363C2 (de) * | 1987-07-10 | 2000-05-25 | Konishiroku Photo Ind | Elektrofotografisches Aufzeichnungsmaterial und Verfahren zu seiner Herstellung |
| US4898799A (en) * | 1987-07-10 | 1990-02-06 | Konica Corporation | Photoreceptor |
| US4971877A (en) * | 1987-10-26 | 1990-11-20 | Mita Industrial Co., Ltd. | α-type titanyl phthalocyanine composition, method for production thereof, and electrophotographic sensitive material using same |
| JP2782765B2 (ja) * | 1988-04-15 | 1998-08-06 | 日本電気株式会社 | フタロシアニン結晶の製造方法 |
| US5183886A (en) * | 1989-05-22 | 1993-02-02 | Mitsubishi Kasei Corporation | Process for preparation of crystalline oxytitanium phthalocyanine showing A,B or C form |
| US5272264A (en) * | 1989-05-22 | 1993-12-21 | Mitsubishi Kasei Corporation | Process for preparation of crystalline oxytitanium phthalocyanine |
| JP2754739B2 (ja) * | 1989-06-06 | 1998-05-20 | 日本電気株式会社 | フタロシアニン結晶とその製造方法及びこれを用いた電子写真感光体 |
| JPH0715067B2 (ja) * | 1989-07-21 | 1995-02-22 | キヤノン株式会社 | オキシチタニウムフタロシアニン、その製造方法およびそれを用いた電子写真感光体 |
| EP0409737B1 (en) * | 1989-07-21 | 1994-03-02 | Canon Kabushiki Kaisha | Oxytitanium phthalocyanine, process for producing same and electrophotosensitive member using same |
| EP0428102B1 (en) * | 1989-11-13 | 1996-09-25 | Canon Kabushiki Kaisha | Photosensitive member, electrophotographic apparatus and image forming method using same |
| US5530115A (en) * | 1989-12-08 | 1996-06-25 | Canon Kabushiki Kaisha | Process for producing crystalline I-type oxytitanium phthalocyanine |
| EP0433172B1 (en) * | 1989-12-13 | 1996-03-06 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member |
| JPH07103322B2 (ja) * | 1990-03-20 | 1995-11-08 | 富士ゼロックス株式会社 | チタニルフタロシアニン結晶の製造方法 |
| US5166339A (en) * | 1990-06-04 | 1992-11-24 | Xerox Corporation | Processes for the preparation of titanium phthalocyanines |
| CA2041936C (en) * | 1990-06-14 | 2000-06-06 | Ah-Mee Hor | Photoconductive imaging members with titanium phthalocyanine |
| DE69116085T2 (de) * | 1990-10-23 | 1996-06-13 | Canon Kk | Lichtempfindliches elektrophotographisches Element |
| EP0482922B1 (en) * | 1990-10-24 | 1997-01-08 | Canon Kabushiki Kaisha | Process for producing crystalline oxytitanium phthalocyanine |
| JP2934983B2 (ja) * | 1990-11-20 | 1999-08-16 | コニカ株式会社 | 塗布液 |
| JPH04189873A (ja) * | 1990-11-22 | 1992-07-08 | Fuji Xerox Co Ltd | オキシチタニウムフタロシアニン水和物結晶及びそれを用いた電子写真感光体 |
| JPH04198367A (ja) * | 1990-11-28 | 1992-07-17 | Fuji Xerox Co Ltd | チタニルフタロシアニン結晶及びそれを用いた電子写真感光体 |
| US5164493A (en) * | 1991-02-28 | 1992-11-17 | Xerox Corporation | Processes for the preparation of titanyl phthalocyanines type I with phthalonitrile |
| US5189156A (en) * | 1991-04-01 | 1993-02-23 | Xerox Corporation | Processes for the preparation of titanium-phthalocyanine Type X |
| US5206359A (en) * | 1991-04-11 | 1993-04-27 | Xerox Corporation | Processes for preparation of titanyl phthalocyanines type x |
| US5189155A (en) * | 1991-04-11 | 1993-02-23 | Xerox Corporation | Titanyl phthalocyanine Type I processes |
| US5182382A (en) * | 1991-05-28 | 1993-01-26 | Xerox Corporation | Processes for the preparation of titaniumphthalocyanine type x |
| DE69225766T2 (de) * | 1991-10-25 | 1998-12-03 | Canon K.K., Tokio/Tokyo | Elektrophotographisches, lichtempfindliches Element, elektrophotographisches Gerät, Vorrichtungseinheit und Faksimiliegerät unter Verwendung desselben |
| US5310613A (en) * | 1991-12-16 | 1994-05-10 | Xerox Corporation | High sensitivity visible and infrared photoreceptor |
| US5238764A (en) * | 1992-02-13 | 1993-08-24 | Eastman Kodak Company | Electrophotographic elements containing a titanyl fluorophthalocyanine pigment |
| US5238766A (en) * | 1992-02-13 | 1993-08-24 | Eastman Kodak Company | Coating compositions containing a titanyl fluorophthalocyanine pigment |
| US5330867A (en) * | 1992-08-24 | 1994-07-19 | Xerox Corporation | Photogenerating titanyl phthalocyanine and processes thereof |
| US5384625A (en) * | 1992-12-28 | 1995-01-24 | Canon Kabushiki Kaisha | Image forming method |
| US5420268A (en) * | 1993-05-27 | 1995-05-30 | Xerox Corporation | Oxytitanium phthalocyanine imaging members and processes thereof |
| US5371213A (en) * | 1993-08-23 | 1994-12-06 | Xerox Corporation | Titanium phthalocyanine imaging member |
| JP2907121B2 (ja) * | 1996-05-29 | 1999-06-21 | 日本電気株式会社 | オキシチタニウムフタロシアニン結晶、その製造方法およびそれを用いた電子写真感光体 |
| US6225015B1 (en) * | 1998-06-04 | 2001-05-01 | Mitsubishi Paper Mills Ltd. | Oxytitanium phthalocyanine process for the production thereof and electrophotographic photoreceptor to which the oxytitanium phthalocyanine is applied |
| JP2000206714A (ja) * | 1999-01-07 | 2000-07-28 | Fuji Denki Gazo Device Kk | 電子写真用感光体およびそれを有する電子写真装置 |
| US6558863B2 (en) * | 1999-12-13 | 2003-05-06 | Ricoh Company Limited | Electrophotographic photoreceptor, electrophotographic image forming method and apparatus using the photoreceptor |
| JP3874633B2 (ja) | 2001-07-18 | 2007-01-31 | 三菱化学株式会社 | 電子写真感光体 |
| KR100528735B1 (ko) | 2003-10-08 | 2005-12-27 | (주)프탈로스 | 옥시티타늄 프탈로시아닌 전하발생물질의 제조 방법 및이를 위한 장치 |
| WO2006028418A1 (en) * | 2004-09-07 | 2006-03-16 | Agency For Science, Technology And Research | Differential geometry-based method and apparatus for measuring polarization mode dispersion vectors in optical fibers |
| JP4760600B2 (ja) * | 2005-11-25 | 2011-08-31 | 富士ゼロックス株式会社 | 画像形成装置 |
| JP2007277467A (ja) * | 2006-04-10 | 2007-10-25 | Sony Chemical & Information Device Corp | 硬化性樹脂組成物 |
| US7947825B2 (en) * | 2007-02-13 | 2011-05-24 | Xerox Corporation | Process for making titanyl phthalocyanine |
| US20090004586A1 (en) * | 2007-06-29 | 2009-01-01 | Mark Thomas Bellino | Polymer Blends For Light Sensitive Photoconductor |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2933896A1 (de) * | 1979-08-22 | 1981-03-12 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von leicht dispergierbarenund farbstarken pigmentformen des kupferphthalocyanins. |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US27117A (en) * | 1860-02-14 | Brick-press | ||
| US3155503A (en) * | 1959-02-26 | 1964-11-03 | Gevaert Photo Prod Nv | Electrophotographic material |
| US3816118A (en) * | 1964-06-15 | 1974-06-11 | Xerox Corp | Electrophotographic element containing phthalocyanine |
| US3357989A (en) * | 1965-10-29 | 1967-12-12 | Xerox Corp | Metal free phthalocyanine in the new x-form |
| USRE27117E (en) | 1968-06-10 | 1971-04-20 | Metal free tothalocyanine in the new x-porm | |
| JPS49544A (enExample) * | 1972-04-17 | 1974-01-07 | ||
| JPS57148745A (en) * | 1981-03-11 | 1982-09-14 | Nippon Telegr & Teleph Corp <Ntt> | Lamination type electrophotographic receptor |
| US4426434A (en) * | 1981-06-23 | 1984-01-17 | Nippon Telegraph & Telephone Public Corp. | Electrophotographic photoreceptor and preparation thereof |
| US4471039A (en) * | 1982-11-22 | 1984-09-11 | Eastman Kodak Company | Photoconductive elements sensitive to radiation in the infrared region of the spectrum |
-
1985
- 1985-01-25 JP JP60012194A patent/JPS61171771A/ja active Granted
- 1985-10-01 US US06/782,473 patent/US4664997A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2933896A1 (de) * | 1979-08-22 | 1981-03-12 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von leicht dispergierbarenund farbstarken pigmentformen des kupferphthalocyanins. |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01204969A (ja) * | 1988-02-12 | 1989-08-17 | Toyo Ink Mfg Co Ltd | チタニウムフタロシアニン化合物およびそれを用いた電子写真感光体 |
| US5225551A (en) * | 1990-06-04 | 1993-07-06 | Xerox Corporation | Imaging member containing titanium phthalocyanines |
| US5153094A (en) * | 1990-06-14 | 1992-10-06 | Xerox Corporation | Processes for the preparation of photogenerating pigments |
| US5459004A (en) * | 1992-03-31 | 1995-10-17 | Fuji Xerox Co., Ltd. | Process for preparing hydroxygallium phthalocyanine crystals and electrophotographic photoreceptor using the crystals |
Also Published As
| Publication number | Publication date |
|---|---|
| US4664997A (en) | 1987-05-12 |
| JPH0453307B2 (enExample) | 1992-08-26 |
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