EP0681225B1 - Elektrostatische Toner, enthaltend Phenacylverbindungen - Google Patents
Elektrostatische Toner, enthaltend Phenacylverbindungen Download PDFInfo
- Publication number
- EP0681225B1 EP0681225B1 EP95106323A EP95106323A EP0681225B1 EP 0681225 B1 EP0681225 B1 EP 0681225B1 EP 95106323 A EP95106323 A EP 95106323A EP 95106323 A EP95106323 A EP 95106323A EP 0681225 B1 EP0681225 B1 EP 0681225B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- compound
- toner
- alkyl
- electrostatic
- 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
- G03G9/09733—Organic compounds
- G03G9/09758—Organic compounds comprising a heterocyclic ring
-
- 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
- G03G9/09741—Organic compounds cationic
Definitions
- Tetrafluoroborate is an anion.
- Example 2 The title compound was analogous to Example 2 from 4-methoxyphenacylpyridinium bromide and sodium tetrafluoroborate in a yield manufactured by 85%.
- the toner was almost completely removed from the carrier particles by means of a strong air flow (approx. 4,000 cm 3 / min) and simultaneous suction, the latter remaining in the measuring cell.
- the charge on the carrier was registered on the electrometer. It corresponded to the amount of charging of the toner particles, but with the opposite sign. The amount of q with the opposite sign was therefore used to calculate the q / m value.
- the mass of blown-off toner was determined by weighing the measuring cell back and the electrostatic charge q / m was calculated therefrom.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Developing Agents For Electrophotography (AREA)
Description
der Ring A benzoanelliert sein kann und
Het⊕ den positiv geladenen Rest eines Heterocyclus der Formel worin
- X1, X2, X3 und X4
- unabhängig voneinander jeweils für Wasserstoff oder C1-C6-Alkyl und
- X5
- für Wasserstoff, Carboxyl, Carbamoyl oder C1-C4-Alkoxycarbonyl stehen,
- L
- C1-C8-Alkylen,
- R
- Wasserstoff, gegebenenfalls substituiertes C1-C6-Alkyl, gegebenenfalls substituiertes Phenyl, Hydroxy, C1-C4-Alkoxy, gegebenenfalls substituiertes Phenoxy, Amino, C1-C4-Mono- oder Dialkylamino, gegebenenfalls substituiertes Mono- oder Diphenylamino oder gegebenenfalls substituiertes N-(C1-C4-Alkyl)-N-phenylamino und
- An⊖
- das Äquivalent eines Anions bedeuten,
- Fähigkeit zur Entwicklung des latenten elektrostatischen Bildes zu einem farbstarken sichtbaren Bild.
- Leichte Verteilbarkeit in der Tonerzubereitung, um ein störungsfreies, konturenscharfes, gleichförmiges Bild zu erzeugen.
- Unempfindlichkeit gegen Feuchtigkeit.
- Hohe Thermostabilität.
Beispiel Nr. | Verbindung aus Beispiel | Zubereitung des Toners | Aufladung nach einer Aktivierung von | |||
10 min | 30 min | 60 min | 120min | |||
[µC/g] | ||||||
A1 | H1 | G | 6,8 | 5,5 | 5,1 | 4,2 |
A2 | H1 | K | 4,2 | 2,9 | 2,6 | 2,8 |
A3 | H2 | G | 20,6 | 22,7 | 24,7 | 24,0 |
A4 | H2 | K | 7,5 | 7,1 | 7,6 | 7,6 |
A5 | H3 | K | 11,6 | 13,6 | 12,9 | 12,1 |
A6 | H5 | G | 24,5 | 24,3 | 25,7 | 24,7 |
A7 | H5 | K | 10,5 | 11,2 | 10,5 | 11,5 |
A8 | H6 | K | 13,7 | 13,7 | 13,6 | 13,6 |
A9 | H7 | G | 9,3 | 7,0 | 6,6 | 6,2 |
A10 | H8 | G | 6,7 | 5,1 | 4,4 | 3,8 |
A11 | H9 | G | 1,8 | 1,7 | 1,5 | 1,4 |
A12 | H10 | G | 1,9 | 2,2 | 1,8 | 1,8 |
A13 | H11 | G | 6,7 | 4,6 | 3,1 | 2,2 |
Claims (6)
- Elektrostatische Toner, enthaltend ein polymeres Bindemittel und als Ladungsstabilisator eine Verbindung der Formel I in der
der Ring A benzoanelliert sein kann und- Het⊕
- den positiv geladenen Rest eines Heterocyclus, der Formel
- X1, X2, X3 und X4
- unabhängig voneinander jeweils für Wasserstoff oder C1-C6-Alkyl und
- X5
- für Wasserstoff, Carboxyl, Carbamoyl oder C1-C4-Alkoxycarbonyl stehen,
- L
- C1-C8-Alkylen,
- R
- Wasserstoff, gegebenenfalls substituiertes C1-C6-Alkyl, gegebenenfalls substituiertes Phenyl, Hydroxy, C1-C4-Alkoxy, gegebenenfalls substituiertes Phenoxy, Amino, C1-C4-Mono- oder Dialkylamino, gegebenenfalls substituiertes Mono- oder Diphenylamino oder gegebenenfalls substituiertes N-(C1-C4-Alkyl)-N-phenylamino und
- An⊖
- das Äquivalent eines Anions bedeuten.
- Elektrostatische Toner nach Anspruch 1, enthaltend eine Verbindung der Formel I, in der Het⊕ sich von einem Heterocyclus der Formel IIc ableitet.
- Elektrostatische Toner nach Anspruch 1, enthaltend eine Verbindung der Formel I, in der L C1-C6-Alkylen bedeutet.
- Elektrostatische Toner nach Anspruch 1, enthaltend eine Verbindung der Formel I, in der der Ring A nicht benzoanelliert ist und R Wasserstoff, C1-C4-Alkyl, C1-C4-Alkoxy oder Phenyl bedeutet.
- Elektrostatische Toner nach Anspruch 1, enthaltend 0,01 bis 10 Gew.-%, bezogen auf das Gewicht des Toners, einer Verbindung der Formel I.
- Verwendung der Verbindungen der Formel I gemäß Anspruch 1 als Ladungsstabilisatoren in elektrostatischen Tonern.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4416265 | 1994-05-07 | ||
DE4416265A DE4416265A1 (de) | 1994-05-07 | 1994-05-07 | Elektrostatische Toner, enthaltend Phenacylverbindungen |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0681225A1 EP0681225A1 (de) | 1995-11-08 |
EP0681225B1 true EP0681225B1 (de) | 1998-11-18 |
Family
ID=6517632
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95106323A Expired - Lifetime EP0681225B1 (de) | 1994-05-07 | 1995-04-27 | Elektrostatische Toner, enthaltend Phenacylverbindungen |
Country Status (6)
Country | Link |
---|---|
US (1) | US5541032A (de) |
EP (1) | EP0681225B1 (de) |
JP (1) | JPH07306547A (de) |
BR (1) | BR9501924A (de) |
CA (1) | CA2148405A1 (de) |
DE (2) | DE4416265A1 (de) |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4265990A (en) * | 1977-05-04 | 1981-05-05 | Xerox Corporation | Imaging system with a diamine charge transport material in a polycarbonate resin |
JPS62166359A (ja) * | 1986-01-20 | 1987-07-22 | Nippon Kayaku Co Ltd | 電子写真用トナ− |
EP0382285B1 (de) * | 1989-02-08 | 1994-10-26 | Agfa-Gevaert N.V. | Partikeltonermaterial |
US5147749A (en) * | 1990-07-31 | 1992-09-15 | Eastman Kodak Company | Toners and developers containing n-substituted quinolinium salts as charge control agents |
WO1992002504A1 (en) * | 1990-07-31 | 1992-02-20 | Eastman Kodak Company | N-substituted pyridiniumborates |
US5102765A (en) * | 1990-08-06 | 1992-04-07 | Eastman Kodak Company | Toner compositions containing 2-imidazolines, imidazoles or benzimidazoles as charge control agents |
US5196539A (en) | 1991-07-18 | 1993-03-23 | Eastman Kodak Company | Ester-containing quaternary pyridinium salts |
US5196538A (en) | 1991-07-18 | 1993-03-23 | Eastman Kodak Company | Ester-containing quaternary pyridinium salts |
EP0548348B1 (de) | 1991-07-18 | 1996-03-20 | Eastman Kodak Company | Toner und entwickler welche ester-haltige quaternäre pyridinium-salze als ladungssteuerungsmittel enthalten |
US5212035A (en) | 1991-07-18 | 1993-05-18 | Eastman Kodak Company | Toners and developers containing ester-containing quaternary pyridinium salts as charge control agents |
-
1994
- 1994-05-07 DE DE4416265A patent/DE4416265A1/de not_active Withdrawn
-
1995
- 1995-04-27 DE DE59504247T patent/DE59504247D1/de not_active Expired - Lifetime
- 1995-04-27 EP EP95106323A patent/EP0681225B1/de not_active Expired - Lifetime
- 1995-05-01 US US08/432,064 patent/US5541032A/en not_active Expired - Fee Related
- 1995-05-01 JP JP7107604A patent/JPH07306547A/ja not_active Withdrawn
- 1995-05-02 CA CA002148405A patent/CA2148405A1/en not_active Abandoned
- 1995-05-05 BR BR9501924A patent/BR9501924A/pt not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
DE59504247D1 (de) | 1998-12-24 |
CA2148405A1 (en) | 1995-11-08 |
US5541032A (en) | 1996-07-30 |
EP0681225A1 (de) | 1995-11-08 |
BR9501924A (pt) | 1996-03-05 |
DE4416265A1 (de) | 1995-11-09 |
JPH07306547A (ja) | 1995-11-21 |
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