Photoconductive recording material with special outermost layer

• US 5,208,127 A
• Filed: 11/09/1990
• Issued: 05/04/1993
• Est. Priority Date: 11/13/1989
• Status: Expired due to Term

• Current Assignee: Aeg Elektrofotografie
• Original Assignee: Agfa-Gevaert N.V.
• Inventors: Horlacher, Peter, Serini, Volker, Grigo, Ulrich, Terrell, David R., De Meutter, Stefaan K.
• Primary Examiner(s): McCamish, Marion E.
• Assistant Examiner(s): ROSASCO, STEPHEN D
• Application Number:
  US07/611,087
• Time in Patent Office: 907 Days
• Field of Search: 430/59, 430/66, 430/58, 430/96
• US Class Current: 430/58.5
• CPC Class Codes: G03G 5/0578 Polycondensates comprising silicon atoms in the main chain
• CPC Class Codes: G03G 5/0592 Macromolecular compounds characterised by their structure or by their chemical properties, e.g. block polymers, reticulated polymers, molecular weight, acidity
• CPC Class Codes: G03G 5/14752 Polyesters
• CPC Class Codes: G03G 5/14756 Polycarbonates
• CPC Class Codes: G03G 5/14773 Polycondensates comprising silicon atoms in the main chain
• CPC Class Codes: G03G 5/14791 Macromolecular compounds characterised by their structure, e.g. block polymers, reticulated polymers, or by their chemical properties, e.g. by molecular weight or acidity

Abstract

Photoconductive recording material which incorporates in an outermost layer a siloxane-copolymer including at least one polysiloxane block that is copolymerized with aromatic ester units or with aromatic carbonate units and aromatic ester units, wherein the polysiloxane block(s) consist(s) of 5 to 200 chemically bonded diorgano siloxy units in which the organic substituents are selected from the group consisting of an alkyl, an aralkyl, an alkaryl and an aryl group and said block(s) is (are) present in an amount by weight in the range 0.3% to 80% with respect to the total weight of said copolymer.

Claims

1. A photoconductive recording material which incorporates in an outermost layer a siloxane-copolymer including at least one polysiloxane block that is copolymerized with aromatic ester units or with aromatic carbonate units and aromatic ester units, wherein the polysiloxane block(s) consist(s) of 5 to 200 chemically bonded diorgano siloxy units in which the organic substituents are selected from the group consisting of an alkyl, an aralkyl, an alkaryl and an aryl group, and said block(s) is (are) present in an amount by weight in the range of 0.3% to 80% with respect to the total weight of said copolymer, and wherein the aromatic carbonate part of said copolymer is present in the range of 0 to 94.7% by weight of said copolymer, and in said part the aromatic carbonate units correspond to the following general formula (I) :

##STR15## in which;

X represents S, SO₂, ##STR16## each of R¹, R², R³, R⁴, R⁷ and R⁸ (same or different) represents hydrogen, halogen, an alkyl group or an aryl group, and

each of R⁵ and R⁶ (same or different) represents hydrogen, an alkyl group, an aryl group or together represent the necessary atoms to close a cycloaliphatic ring, and

wherein the aromatic ester unit part of said copolymer is present in said copolymer in the range of 5 to 99.7% by weight and consists of a type of units within the scope of one of following structural formula (II) or (111) or consists of a mixture of both types of said units ;

##STR17## in which;

X, R¹, R², R³ and R⁴ have the same meaning as described above.

2. A photoconductive recording material according to claim 1, wherein in said siloxane-copolymer the siloxane blocks are present in an amount by weight in the range 0.5% to 40% with respect to the total weight of said copolymer, the aromatic carbonate part is present in the range of 0 to 7.5% by weight of said copolymer, and the aromatic ester part is present in the range of 20 to 99.5% by weight of said copolymer.

3. A photoconductive recording material according to claim 1, wherein said outermost layer serves as protective layer and consists of one or more of said siloxane-copolymers.

4. A photoconductive recording material according to claim 1, wherein in said outermost layer at least one of said siloxane-copolymers are present as binding agent for a charge generating and/or charge transporting substance.

5. A photoconductive recording material according to claim 1, wherein said outermost layer serving as protective layer contains said siloxane-copolymer in combination with at least one other binding agent polymer.

6. A photoconductive recording material according to claim 4, wherein in said outermost layer said siloxane-copolymer is present in combination with at least one other binding agent polymer.

7. A photoconductive recording material according to claim 5, wherein said siloxane-copolymer is present in combination with at least one other polymer selected from the group consisting of an acrylate and methacrylate resin, copolyester of a diol with isophthalic and/or terephthalic acid, polyvinyl acetal, polyurethane, polyester-urethane, aromatic polycarbonate, and polyestercarbonate, wherein the combination contains at least 2% by weight of said siloxane-copolymer in the total binder content.

8. A photoconductive recording material according to claim 1, wherein the siloxane concentration in the binder or binder mixture content of the outermost layer is in the range of 0.1 to 30% by weight.

9. A photoconductive recording material according to claim 1, wherein the siloxane concentration in the binder or binder mixture content of the outermost layer is in the range of 0.5 to 20% by weight.

10. A photoconductive recording material according to claim 1, wherein the number averaged molecular weight of siloxane-copolymer is in the range cf 10,000 to 400,000.

11. A photoconductive recording material according to claim 1, wherein in said siloxane-copolymer the aromatic polyester groups are derived from either isophthalic or terephthalic acid or both isophthalic and terephthalic acid.

12. A photoconductive recording material according to claim 1, wherein said recording material comprises an electrically conductive substrate with a charge carrier generating layer and a charge transfer layer superposed on said substrate, wherein said siloxane-copolymer is present in the outermost layer of said material.

13. A photoconductive recording material according to claim 1, wherein said recording material comprises as a charge generating substance metal-free X-phthalocyanine or 4,10-dibromo anthanthrone, and as a charge transporting substance tris(p-tolyl)amine or 1,2-his(1,2-dihydro-2,2,4-trimethyl-quinolin-1-yl) ethane.