JPH10513573A - 電子写真活性なチタニルフタロシアニン変態の製造方法 - Google Patents
電子写真活性なチタニルフタロシアニン変態の製造方法Info
- Publication number
- JPH10513573A JPH10513573A JP8523899A JP52389996A JPH10513573A JP H10513573 A JPH10513573 A JP H10513573A JP 8523899 A JP8523899 A JP 8523899A JP 52389996 A JP52389996 A JP 52389996A JP H10513573 A JPH10513573 A JP H10513573A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- mixture
- titanyl phthalocyanine
- sulfonic acid
- precipitation
- 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
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
- C09B67/0017—Influencing the physical properties by treatment with an acid, H2SO4
- C09B67/0019—Influencing the physical properties by treatment with an acid, H2SO4 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
-
- 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
- G03G9/09—Colouring agents for toner particles
- G03G9/0906—Organic dyes
- G03G9/0918—Phthalocyanine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1. ペンタフルオロプロピオン酸と、(1)ハロゲン化アルカン類、(2)ハ ロゲン化芳香族化合物、及び、(3)ハロゲン化アルカン類及び/又はハロゲン 化芳香族化合物とスルホン酸又はスルホン酸混合物との組み合わせ、からなる群 から選ばれた溶媒との混合物中に、チタニルフタロシアニンを溶解し、このチタ ニルフタロシアニンを水で、必要に応じてさらに別の極性有機溶媒の存在下に、 沈澱させることを特徴とする、電子写真活性なチタニルフタロシアニンを製造す る方法。 2. このハロゲン化アルカンが、メチレン・クロライド、ジクロロエタン、ト リクロロメタン、及びトリクロロエタンの中から選ばれ、好ましくはこれがメチ レン・クロライドであることを特徴とする、請求項1に記載の方法。 3. このスルホン酸が、メタンスルホン酸、トリフルオロメタンスルホン酸の 中から選ばれた脂肪族スルホン酸であることを特徴とする、請求項1に記載の方 法。 4. このスルホン酸が、ベンゼンスルホン酸、p−トルエンスルホン酸、1− ナフタレンスルホン酸、2−ナフタレンスルホン酸の中から選ばれた芳香族スル ホン酸、特にp−トルエンスルホン酸であることを特徴とする、請求項1に記載 の方法。 5. このスルホン酸が、二種以上のスルホン酸の混合物、好ましくは、p−ト ルエンスルホン酸とメタンスルホン酸との混合物であることを特徴とする、請求 項1に記載の方法。 6. 極性有機溶媒/水の混合物中で沈澱を起こさせることを特徴とする、請求 項1に記載の方法。 7. メタノールが40ないし60容量%の範囲内、好ましくはメタノールが45ない し55容量%の範囲内、特に1:1の比率のメタノール/水の混合物の中で沈澱を 起こさせることを特徴とする、請求項6に記載の方法。 8. 用いられるチタニルフタロシアニンがジイミノ−イソインドールから製造 されたものであることを特徴とする、請求項1に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19505784.8 | 1995-02-08 | ||
DE19505784A DE19505784A1 (de) | 1995-02-08 | 1995-02-08 | Verfahren zur Herstellung von elektrofotografisch aktivem Titanylphthalocyanin |
PCT/DE1996/000207 WO1996024638A1 (de) | 1995-02-08 | 1996-02-02 | Verfahren zur herstellung von elektrofotografisch aktivem titanylphthalocyanin |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH10513573A true JPH10513573A (ja) | 1998-12-22 |
JP3718526B2 JP3718526B2 (ja) | 2005-11-24 |
Family
ID=7754511
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP52389996A Expired - Fee Related JP3718526B2 (ja) | 1995-02-08 | 1996-02-02 | 電子写真活性なチタニルフタロシアニン変態の製造方法 |
Country Status (6)
Country | Link |
---|---|
US (1) | US5786121A (ja) |
EP (1) | EP0808344B1 (ja) |
JP (1) | JP3718526B2 (ja) |
AT (1) | ATE184306T1 (ja) |
DE (2) | DE19505784A1 (ja) |
WO (1) | WO1996024638A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007108488A1 (ja) * | 2006-03-20 | 2007-09-27 | Mitsubishi Chemical Corporation | フタロシアニン結晶、並びにそれを用いた電子写真感光体、電子写真感光体カートリッジ、及び画像形成装置 |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10147728A (ja) * | 1996-09-25 | 1998-06-02 | Lexmark Internatl Inc | 高光導電率を有するフタロシアニンチタニルの、タイプiの多形 |
EP0832941B1 (en) * | 1996-09-25 | 2002-07-31 | Lexmark International, Inc. | Process for the preparation of type I titanyl phthalocyanine having enhanced photoconductivity |
AU6299598A (en) * | 1998-03-05 | 1999-09-20 | Zeneca Limited | Titanyl phthalocyanine and its use |
KR100528735B1 (ko) | 2003-10-08 | 2005-12-27 | (주)프탈로스 | 옥시티타늄 프탈로시아닌 전하발생물질의 제조 방법 및이를 위한 장치 |
KR100528734B1 (ko) * | 2003-10-08 | 2006-01-10 | (주)프탈로스 | 옥시티타늄 프탈로시아닌 전하발생물질의 제조방법 및이로부터 제조된 새로운 결정형의 옥시티타늄프탈로시아닌 전하발생물질 |
US20080079941A1 (en) * | 2004-09-07 | 2008-04-03 | Agency For Science, Technology And Research | Differential Geomety-Based Method and Apparatus for Measuring Polarization Mode Dispersion Vectors in Optical Fibers |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3825422A (en) * | 1972-10-26 | 1974-07-23 | Xerox Corp | Imaging process |
JPH0813942B2 (ja) * | 1987-12-28 | 1996-02-14 | 東洋インキ製造株式会社 | 準非結晶性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 |
JP2861090B2 (ja) * | 1989-08-10 | 1999-02-24 | 三菱化学株式会社 | 電子写真感光体の製造方法 |
US5166339A (en) * | 1990-06-04 | 1992-11-24 | Xerox Corporation | Processes for the preparation of titanium phthalocyanines |
EP0482922B1 (en) * | 1990-10-24 | 1997-01-08 | Canon Kabushiki Kaisha | Process for producing crystalline oxytitanium phthalocyanine |
US5206359A (en) * | 1991-04-11 | 1993-04-27 | Xerox Corporation | Processes for preparation of titanyl phthalocyanines type x |
US5182382A (en) * | 1991-05-28 | 1993-01-26 | Xerox Corporation | Processes for the preparation of titaniumphthalocyanine type x |
US5334478A (en) * | 1992-09-14 | 1994-08-02 | Xerox Corporation | Oxytitanium phthalocyanine imaging members and processes thereof |
-
1995
- 1995-02-08 DE DE19505784A patent/DE19505784A1/de not_active Withdrawn
-
1996
- 1996-02-02 DE DE59603001T patent/DE59603001D1/de not_active Expired - Lifetime
- 1996-02-02 EP EP96902220A patent/EP0808344B1/de not_active Expired - Lifetime
- 1996-02-02 AT AT96902220T patent/ATE184306T1/de not_active IP Right Cessation
- 1996-02-02 JP JP52389996A patent/JP3718526B2/ja not_active Expired - Fee Related
- 1996-02-02 US US08/875,616 patent/US5786121A/en not_active Expired - Lifetime
- 1996-02-02 WO PCT/DE1996/000207 patent/WO1996024638A1/de active IP Right Grant
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007108488A1 (ja) * | 2006-03-20 | 2007-09-27 | Mitsubishi Chemical Corporation | フタロシアニン結晶、並びにそれを用いた電子写真感光体、電子写真感光体カートリッジ、及び画像形成装置 |
US8846282B2 (en) | 2006-03-20 | 2014-09-30 | Mitsubishi Chemical Corporation | Phthalocyanine crystal, and electrophotographic photoreceptor, electrophotographic photoreceptor cartridge and image-forming device using the same |
US9296899B2 (en) | 2006-03-20 | 2016-03-29 | Mitsubishi Chemical Corporation | Phthalocyanine crystal, and electrophotographic photoreceptor, electrophotographic photoreceptor cartridge and image-forming device using the same |
US9835961B2 (en) | 2006-03-20 | 2017-12-05 | Mitsubishi Chemical Corporation | Phthalocyanine crystal, and electrophotographic photoreceptor, electrophotographic photoreceptor cartridge and image-forming device using the same |
US10095135B2 (en) | 2006-03-20 | 2018-10-09 | Mitsubishi Chemical Corporation | Phthalocyanine crystal, and electrophotographic photoreceptor, electrophotographic photoreceptor cartridge and image-forming device using the same |
Also Published As
Publication number | Publication date |
---|---|
WO1996024638A1 (de) | 1996-08-15 |
DE59603001D1 (de) | 1999-10-14 |
JP3718526B2 (ja) | 2005-11-24 |
US5786121A (en) | 1998-07-28 |
EP0808344B1 (de) | 1999-09-08 |
ATE184306T1 (de) | 1999-09-15 |
DE19505784A1 (de) | 1996-08-14 |
EP0808344A1 (de) | 1997-11-26 |
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