US4423129A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Electrophotographic member having layer containing methylidenyl hydrazone compound
Assignee: Canon Inc
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Filing: 1981-11-30
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Granted: 1983-12-27
•
Expires: 2001-11-30
Abstract
Abstract An electrophotographic photosensitive member is characterized by having a layer which contains at least one hydrazone compound represented by the following formula (1) or (2): ##STR1## wherein R 11 represents substituted or unsubstituted naphthyl; R 12 represents substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl; R 13 represents hydrogen, alkyl, or alkoxy; R 14 and R 15 each represent substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl; n is 0 or 1; when n=1, R 14 and R 15 , together with the nitrogen which links them, may complete a cyclic amino group; X represents a group necessary for completing a benzene ring or naphthalene ring; R 21 and R 22 each represent hydrogen, halogen, alkyl, alkoxy or disalkylamino; and R 23 , R 24 , R 25 , R 26 and R 27 each represent substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl.
Inventors
- 👤 Yoshio Takasu
- 👤 Kiyoshi Sakai
- 👤 Minoru Mabuchi
- 👤 Shozo Ishikawa
- 👤 Katsunori Watanabe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 16:03
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0601; G03G5/0612; G03G5/0616; C; C09; C09B; C09B23/00; C09B23/16; C09B23/162; C09B23/166; C09B26/00; C09B26/02; G03G5/0664; G03G5/0666; G03G5/0668; G03G5/067
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
163 words
An electrophotographic photosensitive member characterized by having a charge transport layer or photosensitive layer which contains at least one hydrazone compound represented by the following formula (1) or (2): ##STR17## wherein R 11 represents substituted or unsubstituted naphthyl; R 12 represents substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl; R 13 represents hydrogen, alkyl, or alkoxy; R 14 and R 15 each represent substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl; n is 0 or 1; when n=1, R 14 and R 15 , together with the nitrogen which links them, may complete a cyclic amino group; X represents a group necessary for completing a benzene ring or naphthalene ring; R 21 and R 22 each represent hydrogen, halogen, alkyl, alkoxy, or dialkylamino; and R 23 , R 24 , R 25 , R 26 and R 27 each represent substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl.
Claim 2
Dependent Claim
163 words
An electrophotographic photosensitive member characterized by having a charge transport layer or photosensitive layer which contains at least one hydrazone compound represented by the following formula (1) or (2): ##STR17## wherein R 11 represents substituted or unsubstituted naphthyl; R 12 represents substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl; R 13 represents hydrogen, alkyl, or alkoxy; R 14 and R 15 each represent substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl; n is 0 or 1; when n=1, R 14 and R 15 , together with the nitrogen which links them, may complete a cyclic amino group; X represents a group necessary for completing a benzene ring or naphthalene ring; R 21 and R 22 each represent hydrogen, halogen, alkyl, alkoxy, or dialkylamino; and R 23 , R 24 , R 25 , R 26 and R 27 each represent substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl.
Claim 3
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 1, wherein R 14 and R 15 each are alkyl.
Claim 4
Dependent Claim
26 words
An electrophotographic photosensitive member according to claim 2, wherein R 14 l and R 15 each are a group selected from methyl, ethyl, propyl, and butyl.
Claim 5
Dependent Claim
16 words
An electrophotographic photosensitive member according to claim 3, wherein R 14 and R 15 are ethyl.
Claim 6
Dependent Claim
19 words
An electrophotographic photosensitive member according to claim 1, wherein R 11 is a group selected from α-naphthyl and β-naphthyl.
Claim 7
Dependent Claim
23 words
An electrophotographic photosensitive member according to claim 5, wherein R 12 is a group selected from methyl, ethyl, benzyl, phenyl, α-naphthyl, and β-naphthyl.
Claim 8
Dependent Claim
13 words
An electrophotographic photosensitive member according to claim 1, wherein R 13 is hydrogen.
Claim 9
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 1, wherein R 23 and R 24 each are alkyl.
Claim 10
Dependent Claim
25 words
An electrophotographic photosensitive member according to claim 8, wherein R 23 and R 24 each are a group selected from methyl, ethyl, propyl, and butyl.
Claim 11
Dependent Claim
16 words
An electrophotographic photosensitive member according to claim 9, wherein R 23 and R 24 are methyl.
Claim 12
Dependent Claim
20 words
An electrophotographic photosensitive member according to claim 8, wherein R 23 , R 24 and R 25 each are alkyl.
Claim 13
Dependent Claim
28 words
An electrophotographic photosensitive member according to claim 11, wherein R 23 , R 24 and R 25 each are a group selected from methyl, ethyl, propyl and butyl.
Claim 14
Dependent Claim
19 words
An electrophotographic photosensitive member according to claim 12, wherein R 23 , R 24 and R 25 are methyl.
Claim 15
Dependent Claim
20 words
An electrophotographic photosensitive member according to claim 1, wherein R 26 is a group selected from phenyl, α-naphthyl and β-naphthyl.
Claim 16
Dependent Claim
24 words
An electrophotographic photosensitive member according to claim 14, wherein R 26 and R 27 each are a group selected from phenyl, α-naphthyl and β-naphthyl.
Claim 17
Dependent Claim
19 words
An electrophotographic photosensitive member according to claim 14, wherein R 27 is a group selected from methyl and ethyl.
Claim 18
Dependent Claim
16 words
An electrophotographic photosensitive member according to claim 1, wherein R 21 and R 22 are hydrogen.
Claim 19
Dependent Claim
23 words
An electrophotographic photosensitive member according to claim 1, wherein comprises a charge transport layer containing said hydrazone compound and a charge generation layer.
Claim 20
Dependent Claim
20 words
An electrophotographic photosensitive member according to claim 18, wherein said charge transport layer is laid on said charge generation layer.
Claim 21
Dependent Claim
23 words
An electrophotographic photosensitive member according to claim 19, wherein a bond layer is laid between said charge generation layer and a conductive layer.
Claim 22
Dependent Claim
58 words
An electrophotographic photosensitive member according to claim 18, wherein said charge generation layer contains a charge-generating material selected from selenium, selenium-tellurium, selenium-arsenic, cadmium sulfide, amorphous silicon, pyrylium dyes, thiopyrylium dyes, triarylmethane dyes, thiazine dyes, cyanine dyes, phthalocyanine pigments, perylene pigments, indigo pigments, thioindigo pigments, quinacridone pigments, methine dyes derived from squaric acid, azo pigments, and polycyclic quinone pigments.
Claim 23
Dependent Claim
20 words
An electrophotographic photosensitive member according to claim 21, wherein said charge generation layer comprises a vacuum deposition layer of selemium-tellurium.
Claim 24
Dependent Claim
22 words
An electrophotographic photosensitive member according to claim 21, wherein said charge generation layer comprises a vacuum deposition layer of a perylene pigment.
Claim 25
Dependent Claim
23 words
An electrophotographic photosensitive member according to claim 21, wherein said charge generation layer comprises an amorphous silicon layer formed by a glow discharge.
Claim 26
Dependent Claim
46 words
An electrophotographic photosensitive member according to claim 21, wherein said charge generation layer comprises at least a binder and a charge-generating material selected from azo pigments phtalocyanine pigmetns, perylene pigments, indigo pigments, thioindigo pigments, quinacridione pigments, methine dyes derived from squaric acid and polycyclic quinone pigments.
Claim 27
Dependent Claim
22 words
An electrophotographic photosensitive member according to claim 25, wherein said charge generation layer comprises at least a disazo pigment and a binder.
Claim 28
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 26, wherein said disazo pigment has the following formula ##STR18##
Claim 29
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 26, wherein said disazo pigment has the following formula ##STR19##
Claim 30
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 26, wherein said disazo pigment has the following formula ##STR20##
Claim 31
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 26, wherein said disazo pigment has the following formula ##STR21##
Claim 32
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 25, wherein said perylene pigment has the following formula ##STR22##
Claim 33
Dependent Claim
17 words
An electrophotographic photosensitive member according to claim 25, wherein said perylene pigment has the following formula ##STR23##
Claim 34
Dependent Claim
21 words
An electrophotographic photosensitive member according to claim 26, wherein said binder is a high-molecular materials selected from poly(vinyl butyral) and polyesters.
Claim 35
Dependent Claim
14 words
An electrophotographic photosensitive member according to claim 33, wherein said binder is poly(vinyl butyral).
Claim 36
Dependent Claim
22 words
An electrophotographic photosensitive member according to claim 18, wherein said charge transport layer comprises at least said hydrazone compound and a binder.
Claim 37
Dependent Claim
24 words
An electrophotographic photosensitive member according to claim 35, wherein said binder is a high-molecular material selected from acrylic resins, polyester resins and polycarbonate resins.
Claim 38
Dependent Claim
16 words
An electrophotographic photosensitive member according to claim 20, wherein said bond layer contains casein or hydroxypropyl-cellulose.
Claim 39
Dependent Claim
25 words
An electrophotographic photosensitive member according to claim 1, which has a photosensitive layer comprising at least said hydrazone compound, a charge-generating material and a binder.
Claim 40
Dependent Claim
31 words
An electrophotographic photosensitive member according to claim 1, which has a photosensitive layer comprising at least said hydrazone compound, an electron attracting material, a charge generating material and a photoconductive polymer.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-12-26 | 1987-06-27 | 1987-12-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-12-26 | 1991-06-27 | 1991-12-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-12-26 | 1995-06-27 | 1995-12-27 | $7700.00 | Window Closed / Lapsed |