AT239057B - Electrophotographic material with a photoconductive layer made of poly (N-vinylcarbazole) - Google Patents
Electrophotographic material with a photoconductive layer made of poly (N-vinylcarbazole)Info
- Publication number
- AT239057B AT239057B AT350863A AT350863A AT239057B AT 239057 B AT239057 B AT 239057B AT 350863 A AT350863 A AT 350863A AT 350863 A AT350863 A AT 350863A AT 239057 B AT239057 B AT 239057B
- Authority
- AT
- Austria
- Prior art keywords
- vinylcarbazole
- poly
- photoconductive layer
- electrophotographic material
- layer made
- Prior art date
Links
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 title claims description 14
- 239000000463 material Substances 0.000 title description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 5
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 1
- 229910001864 baryta Inorganic materials 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Photoreceptors In Electrophotography (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
<Desc/Clms Page number 1>
Elektrophotographisches Material mit lichtleitender
Schicht aus Poly (N-vinylcarbazol)
EMI1.1
<Desc/Clms Page number 2>
(N-vinylcarbazol)Beispiel 3 : Herstellung von Polyvinylcarbazol durch Polymerisation in Lösung, wobei die Polymerisation durch Ionenbildung mit Schwefelsäure als Katalysator eingeleitet wird.
Eine Lösung von 20 g N-Vinylcarbazol in 100 ml Toluol wird auf -50 abgekühlt und unter kräftigem Rühren tropfenweise mit 5 ml in 20 ml Toluol suspendierter Schwefelsäure versetzt. Die Temperatur steigt schnell auf 350. Nach Abkühlung auf-50 und einstündigem Rühren bei dieser Temperatur werden zu der Reaktionsmischung weitere 50 ml Toluol zugesetzt. Dann wird nochmals 2 h gerührt. Die so erhaltene blaue viskose Lösung wird in Hexan gegossen, und der gebildete Niederschlag wird getrocknet, mit Wasser gewaschen und im Vakuum getrocknet. Das Polymerisat wird durch Auflösen in Benzol, Filtrieren und Fällen in Methanol gereinigt.
Ausbeute : 8 g :
Die Eignung der so gewonnenenN-Vinylcarbazol-Polymerisate zur Herstellung von lichtempfindlichen Schichten für elektrophotographisches Material wird im nachstehenden Beispiel untersucht.
Beispiel : Eine Papierunterlage von 90 g/m2 wird mit einer Barytschicht beschichtet, die pro m2 10 g Bariumsulfat enthält. Vier Streifen (A, B, C und D) dieses Papieres werden jeweils mit einer Schicht aus einer Lösung von 10 g Poly (N-vinylcarbazol) in 100 ml Methylchlorid beschichtet, wobei für jeden.
Streifen ein Poly (N-vinylcarbazol) verschiedenen Ursprungs verwendet wird.
Streifen A : Luvican M 170 (Warenzeichen für ein Poly (N-vinylcarbazol), hergestellt von der Firma Badische Anilin- und Sodafabrik A. G., Ludwigshafen a/Rhein).
Streifen B : Poly (N-vinylcarbazol), hergestellt durch Emulsionspolymerisation nach dem obigen Beispiel 1.
Streifen C : Poly (N-vinylcarbazol), hergestellt durch Polymerisation in Lösung mit Phosphorpentoxyd als Katalysator nach dem obigen Beispiel 2.
Streifen D : Poly (N-vinylcarbazol), hergestellt durch Polymerisation in Lösung mit Schwefelsäure als Katalysator nach dem obigen Beispiel 3.
Jeder dieser Streifen wird durch einen Koronaeffekt hoher Spannung negativ aufgeladen und verschiedene Zeiten zwischen 1 sec und 5 min mit einer 100 Watt-Lampe in einer Entfernung von 10 cm hinter einem Diapositiv belichtet.
Die latenten Bilder werden durch Einstäuben mit einer Pulvermischung der folgenden Zusammensetzung sichtbar gemacht ;
100 Teile Eisenpulver und 6 Teile Toner P 648 (Warenzeichen für einen Entwicklerfarbstoff,'der von der Firma General Photo Products Company, Chatam, N. Y. hergestellt wird). Das vorläufige Pulverbild wird durch Wärme fixiert.
Für die Streifen C und D betrug die Mindest- Belichtungszeit nur'1, 5 sec, während die Streifen A und B eine Mindest-Belichtungszeit von 5 min erforderten.
PATENTANSPRÜCHE :
1. Verwendung von Poly (N-vinylcarbazol), welches in Lösung polymerisiert worden ist und wobei die Polymerisation durch lonenbildung eingeleitet wurde, für die Herstellung der lichtleitfähigen Schicht eines elektrophotographischen Materials.
<Desc / Clms Page number 1>
Electrophotographic material with photoconductive
Layer of poly (N-vinylcarbazole)
EMI1.1
<Desc / Clms Page number 2>
(N-vinylcarbazole) Example 3: Production of polyvinylcarbazole by polymerization in solution, the polymerization being initiated by the formation of ions with sulfuric acid as a catalyst.
A solution of 20 g of N-vinylcarbazole in 100 ml of toluene is cooled to -50 and, with vigorous stirring, 5 ml of sulfuric acid suspended in 20 ml of toluene are added dropwise. The temperature rises rapidly to 350. After cooling to -50 and stirring for one hour at this temperature, a further 50 ml of toluene are added to the reaction mixture. The mixture is then stirred for another 2 hours. The blue viscous solution thus obtained is poured into hexane and the precipitate formed is dried, washed with water and dried in vacuo. The polymer is purified by dissolving in benzene, filtering and precipitating in methanol.
Yield: 8 g:
The suitability of the N-vinylcarbazole polymers obtained in this way for the production of light-sensitive layers for electrophotographic material is examined in the following example.
Example: A paper base of 90 g / m2 is coated with a baryta layer that contains 10 g of barium sulfate per m2. Four strips (A, B, C and D) of this paper are each coated with a layer of a solution of 10 g of poly (N-vinylcarbazole) in 100 ml of methyl chloride, with each.
Strip a poly (N-vinylcarbazole) of various origins is used.
Strip A: Luvican M 170 (trademark for a poly (N-vinylcarbazole), manufactured by Badische Anilin- und Sodafabrik A. G., Ludwigshafen a / Rhein).
Strip B: Poly (N-vinylcarbazole) prepared by emulsion polymerization according to Example 1 above.
Strip C: Poly (N-vinylcarbazole), prepared by polymerization in solution with phosphorus pentoxide as catalyst according to Example 2 above.
Strip D: Poly (N-vinylcarbazole), prepared by polymerization in solution with sulfuric acid as the catalyst according to Example 3 above.
Each of these strips is negatively charged by a corona effect of high voltage and exposed for various times between 1 second and 5 minutes with a 100 watt lamp at a distance of 10 cm behind a slide.
The latent images are visualized by dusting with a powder mixture of the following composition;
100 parts iron powder and 6 parts toner P 648 (a trademark for a dye developer made by General Photo Products Company, Chatam, N.Y.). The preliminary powder image is fixed by heat.
For strips C and D, the minimum exposure time was only 1.5 seconds, while strips A and B required a minimum exposure time of 5 minutes.
PATENT CLAIMS:
1. Use of poly (N-vinylcarbazole), which has been polymerized in solution and wherein the polymerization was initiated by ion formation, for the production of the photoconductive layer of an electrophotographic material.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB332660 | 1960-01-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT239057B true AT239057B (en) | 1965-03-10 |
Family
ID=9756201
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT350763A AT246561B (en) | 1960-01-29 | 1960-02-26 | Electrophotographic material |
| AT620764A AT250782B (en) | 1960-01-29 | 1960-02-26 | Electrophotographic material |
| AT350863A AT239057B (en) | 1960-01-29 | 1960-02-26 | Electrophotographic material with a photoconductive layer made of poly (N-vinylcarbazole) |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT350763A AT246561B (en) | 1960-01-29 | 1960-02-26 | Electrophotographic material |
| AT620764A AT250782B (en) | 1960-01-29 | 1960-02-26 | Electrophotographic material |
Country Status (1)
| Country | Link |
|---|---|
| AT (3) | AT246561B (en) |
-
1960
- 1960-02-26 AT AT350763A patent/AT246561B/en active
- 1960-02-26 AT AT620764A patent/AT250782B/en active
- 1960-02-26 AT AT350863A patent/AT239057B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| AT246561B (en) | 1966-04-25 |
| AT250782B (en) | 1966-11-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1158367B (en) | Process for the production of electrophotographic material with a photoconductive layer made of poly (N-vinylcarbazole) | |
| DE2047695C3 (en) | Electrophotographic recording material | |
| DE1908343B2 (en) | ELECTROPHOTOGRAPHIC RECORDING MATERIAL | |
| DE1908345A1 (en) | Electrophotographic recording material | |
| EP0233544B1 (en) | Electrophotographical toner | |
| DE2630784A1 (en) | MONOMERS WITH ELECTRON ACCEPTOR GROUPS - MANUFACTURING METHOD AND USE | |
| DE1254468B (en) | Photoconductive layer for electrophotographic purposes | |
| DE1572354C3 (en) | Electrophotographic recording material | |
| DE2004766C3 (en) | ||
| DE2627130A1 (en) | RANDOM COPOLYMERE AND AN ELECTROPHOTOGRAPHIC ILLUSTRATION ELEMENT CONTAINING THIS COPOLYMERE | |
| AT239057B (en) | Electrophotographic material with a photoconductive layer made of poly (N-vinylcarbazole) | |
| DE2302625C3 (en) | Electrophotographic recording material | |
| DE1597823B2 (en) | ELECTROPHOTOGRAPHIC RECORDING MATERIAL | |
| DE2048135C3 (en) | Electrophotographic recording material | |
| CH637668A5 (en) | ANTHRACHINOCYCLOALKAN AND DIANTHRACHINOETHEN DYES, AND AN ORGANIC, POLYMER LIGHT-CONDUCTIVE CONTAINING THESE DYES. | |
| DE2123829C3 (en) | Photoconductive mixture with a photoconductor-binder mixture containing a sulfur-containing photoconductor | |
| DE2149714A1 (en) | Organic photoconductive materials for electrophotography | |
| AT223032B (en) | Electrophotographic material | |
| DE2436481A1 (en) | ELECTROPHOTOGRAPHIC REPRODUCTION ELEMENT AND SUITABLE DIMENSIONS | |
| DE2306982C3 (en) | Electrophotographic recording material | |
| DE1959181C3 (en) | Electrophotographic recording material | |
| DE2165032A1 (en) | Poly (1 vinyl 2 phenylbenzimidazole) and process for making same | |
| DE1180243B (en) | Photoconductor layers for electrical purposes | |
| DE1597823C (en) | Electrophotographic recording material | |
| DE2142611C3 (en) | Electrophotographic recording material |