JP2006023562A5 - - Google Patents

Download PDF

Info

Publication number
JP2006023562A5
JP2006023562A5 JP2004201902A JP2004201902A JP2006023562A5 JP 2006023562 A5 JP2006023562 A5 JP 2006023562A5 JP 2004201902 A JP2004201902 A JP 2004201902A JP 2004201902 A JP2004201902 A JP 2004201902A JP 2006023562 A5 JP2006023562 A5 JP 2006023562A5
Authority
JP
Japan
Prior art keywords
charge transport
transport material
compound
photosensitive member
electrophotographic photosensitive
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
Application number
JP2004201902A
Other languages
Japanese (ja)
Other versions
JP2006023562A (en
JP4366260B2 (en
Filing date
Publication date
Application filed filed Critical
Priority to JP2004201902A priority Critical patent/JP4366260B2/en
Priority claimed from JP2004201902A external-priority patent/JP4366260B2/en
Publication of JP2006023562A publication Critical patent/JP2006023562A/en
Publication of JP2006023562A5 publication Critical patent/JP2006023562A5/ja
Application granted granted Critical
Publication of JP4366260B2 publication Critical patent/JP4366260B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Claims (15)

基の存在下でのアミン化合物によるハロゲン化芳香族化合物またはハロゲン化複素環化合物のアミノ化反応によって、電子写真感光体用の電荷輸送物質を合成する方法において、
金属含有化合物および少なくとも1つのアミノ基が結合したリン原子を有するアミノ置換リン化合物を触媒として用いることを特徴とする電子写真感光体用の電荷輸送物質合成方法。
I by the amination of halogenated aromatic compounds or halogenated heterocyclic compound with an amine compound in the presence of alkalis, a method for synthesizing the charge-transporting material for electrophotographic photoreceptors,
A method for synthesizing a charge transport material for an electrophotographic photoreceptor, comprising using a metal-containing compound and an amino-substituted phosphorus compound having a phosphorus atom bonded to at least one amino group as a catalyst.
前記少なくとも1つのアミノ基が結合したリン原子を有するアミノ置換リン化合物が、下記式(1)で示される構造を有する化合物である請求項1に記載の電子写真感光体用の電荷輸送物質合成方法。
Figure 2006023562
(式(1)中、R11〜R13は、それぞれ独立に、炭素原子数1〜4のアルキル基を示す。)
The synthesis of a charge transport material for an electrophotographic photoreceptor according to claim 1, wherein the amino-substituted phosphorus compound having a phosphorus atom to which at least one amino group is bonded is a compound having a structure represented by the following formula (1). Method.
Figure 2006023562
(In Formula (1), R < 11 > -R < 13 > shows a C1-C4 alkyl group each independently.)
前記少なくとも1つのアミノ基が結合したリン原子を有するアミノ置換リン化合物が、下記式(2)で示される構造を有する化合物である請求項1に記載の電子写真感光体用の電荷輸送物質合成方法。
Figure 2006023562
(式(2)中、R21〜R23は、それぞれ独立に、炭素原子数1〜4のアルキル基を示し、R24は、水素原子または炭素原子数1〜4のアルキル基を示す。)
The synthesis of a charge transport material for an electrophotographic photoreceptor according to claim 1, wherein the amino-substituted phosphorus compound having a phosphorus atom to which at least one amino group is bonded is a compound having a structure represented by the following formula (2). Method.
Figure 2006023562
(In formula (2), R 21 to R 23 each independently represents an alkyl group having 1 to 4 carbon atoms, and R 24 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.)
前記少なくとも1つのアミノ基が結合したリン原子を有するアミノ置換リン化合物が、下記式(3)で示される構造を有する化合物である請求項1に記載の電子写真感光体用の電荷輸送物質合成方法。
Figure 2006023562
(式(3)中、R31〜R34は、それぞれ独立に、炭素原子数1〜4のアルキル基を示す。)
The synthesis of a charge transport material for an electrophotographic photoreceptor according to claim 1, wherein the amino-substituted phosphorus compound having a phosphorus atom to which at least one amino group is bonded is a compound having a structure represented by the following formula (3). Method.
Figure 2006023562
(In formula (3), R 31 to R 34 each independently represents an alkyl group having 1 to 4 carbon atoms.)
前記式(3)中のR33およびR34の少なくとも一方がターシャリーブチル基である請求項4に記載の電子写真感光体用の電荷輸送物質合成方法。 The method for synthesizing a charge transport material for an electrophotographic photosensitive member according to claim 4, wherein at least one of R 33 and R 34 in the formula (3) is a tertiary butyl group. 前記少なくとも1つのアミノ基が結合したリン原子を有するアミノ置換リン化合物が、下記式(4)で示される構造を有する化合物である請求項1に記載の電子写真感光体用の電荷輸送物質合成方法。
Figure 2006023562
(式(4)中、R41〜R45は、それぞれ独立に、炭素原子数1〜4のアルキル基を示す。)
The synthesis of a charge transport material for an electrophotographic photosensitive member according to claim 1, wherein the amino-substituted phosphorus compound having a phosphorus atom bonded to at least one amino group is a compound having a structure represented by the following formula (4): Method.
Figure 2006023562
(In formula (4), R 41 to R 45 each independently represents an alkyl group having 1 to 4 carbon atoms.)
前記式(4)中のR43がターシャリーブチル基である請求項6に記載の電子写真感光体用の電荷輸送物質合成方法。 The method for synthesizing a charge transport material for an electrophotographic photosensitive member according to claim 6, wherein R 43 in the formula (4) is a tertiary butyl group. 記金属含有化合物の金属がパラジウムである請求項1〜7のいずれかに記載の電子写真感光体用の電荷輸送物質合成方法。 Synthesis of the charge transport material for an electrophotographic photosensitive member according to any one of claims 1 to 7 metal before Kikin genus containing compound is palladium. 記金属含有化合物が、Pd(Oac)、Pd(acac)、(CHCN)Pd(NO)Cl、(C10PdCl、Pd(dba)およびPdClからなる群より選択される少なくとも1種の金属含有化合物である請求項8に記載の電子写真感光体用の電荷輸送物質合成方法。 Before Kikin genus containing compound, Pd (Oac) 2, Pd (acac) 2, (CH 3 CN) 2 Pd (NO 2) Cl, (C 10 H 8 N 2) 2 PdCl 2, Pd 2 (dba) 3 and at least one synthetic method of the charge transport material for an electrophotographic photosensitive member according to claim 8 which is a metal-containing compound selected from the group consisting of PdCl 2. 記塩基がアルカリ金属アルコシキドである請求項1〜9のいずれかに記載の電子写真感光体用の電荷輸送物質合成方法。 Synthesis of the charge transport material for an electrophotographic photosensitive member according to any one of claims 1 to 9 before Kishio group is an alkali metal alkoxide. 記ハロゲン化芳香族化合物が臭化芳香族化合物である請求項1〜10のいずれかに記載の電子写真感光体用の電荷輸送物質合成方法。 Synthesis of the charge transport material for an electrophotographic photosensitive member according to any one of claims 1 to 10 before KIHA halogenated aromatic compound is bromide aromatic compound. 支持体および該支持体上に形成された電荷輸送物質を含有する層を有する電子写真感光体を製造する方法であって、
請求項1〜11のいずれかに記載の合成方法によって該電荷輸送物質を合成する電荷輸送物質合成工程と、
該電荷輸送物質合成工程で合成された電荷輸送物質を用いて該電荷輸送物質を含有する層用の塗布液を調製する塗布液調製工程と、
該塗布液調製工程で調製された塗布液を用いて該電荷輸送物質を含有する層を形成する層形成工程と
を有することを特徴とする電子写真感光体の製造方法。
A method for producing an electrophotographic photosensitive member having a support and a layer containing a charge transport material formed on the support,
A charge transport material synthesis step of synthesizing the charge transport material by the synthesis method according to claim 1;
A coating solution preparation step of preparing a coating solution for a layer containing the charge transport material using the charge transport material synthesized in the charge transport material synthesis step;
A layer forming step of forming a layer containing the charge transport material using the coating solution prepared in the coating solution preparing step;
A process for producing an electrophotographic photosensitive member, comprising:
請求項12に記載の製造方法により製造されたことを特徴とする電子写真感光体。 An electrophotographic photosensitive member manufactured by the manufacturing method according to claim 12 . 請求項13に記載の電子写真感光体と、帯電手段、現像手段、転写手段およびクリーニング手段からなる群より選択される少なくとも1つの手段とを一体に支持し、電子写真装置本体に着脱自在であることを特徴とするプロセスカートリッジ。 The electrophotographic photosensitive member according to claim 13 and at least one means selected from the group consisting of a charging means, a developing means, a transfer means, and a cleaning means are integrally supported and detachable from the main body of the electrophotographic apparatus. A process cartridge characterized by that. 請求項13に記載の電子写真感光体、帯電手段、露光手段、現像手段および転写手段を有することを特徴とする電子写真装置。 An electrophotographic apparatus comprising the electrophotographic photosensitive member according to claim 13 , a charging unit, an exposure unit, a developing unit, and a transfer unit.
JP2004201902A 2004-07-08 2004-07-08 Method for synthesizing charge transport material for electrophotographic photosensitive member, method for producing electrophotographic photosensitive member, electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus Expired - Fee Related JP4366260B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2004201902A JP4366260B2 (en) 2004-07-08 2004-07-08 Method for synthesizing charge transport material for electrophotographic photosensitive member, method for producing electrophotographic photosensitive member, electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2004201902A JP4366260B2 (en) 2004-07-08 2004-07-08 Method for synthesizing charge transport material for electrophotographic photosensitive member, method for producing electrophotographic photosensitive member, electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

Publications (3)

Publication Number Publication Date
JP2006023562A JP2006023562A (en) 2006-01-26
JP2006023562A5 true JP2006023562A5 (en) 2007-08-09
JP4366260B2 JP4366260B2 (en) 2009-11-18

Family

ID=35796860

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2004201902A Expired - Fee Related JP4366260B2 (en) 2004-07-08 2004-07-08 Method for synthesizing charge transport material for electrophotographic photosensitive member, method for producing electrophotographic photosensitive member, electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

Country Status (1)

Country Link
JP (1) JP4366260B2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5536054B2 (en) * 2008-06-30 2014-07-02 ユニバーサル・ディスプレイ・コーポレーション Hole transport material having sulfur-containing groups
JP5374966B2 (en) * 2008-08-25 2013-12-25 三菱化学株式会社 Manufacturing method of amine compound, and electrophotographic photosensitive member, photosensitive member cartridge, and manufacturing method of image forming apparatus
JP6210828B2 (en) * 2013-10-04 2017-10-11 株式会社Adeka Thin film forming raw material
DE102015200690A1 (en) * 2015-01-19 2016-07-21 Siemens Aktiengesellschaft Proazaphosphatrans as n-dopants in organic electronics

Similar Documents

Publication Publication Date Title
JP2006143720A (en) Method for preparing arylamine
JP4975303B2 (en) Arylamine production method
JP2013137523A5 (en)
JP5841969B2 (en) Triphenylamine derivative, process for producing the same, and electrophotographic photoreceptor
JP2011145659A5 (en)
JP3899600B2 (en) Silane compound and method for producing the same
JP5420870B2 (en) Electrophotographic photoreceptor containing a triphenylamine derivative
JP2005181992A5 (en)
JP2011095665A5 (en)
JP2014123104A5 (en)
JP2014134773A5 (en)
JP2014119560A5 (en)
JP2007264611A5 (en)
JP2006023562A5 (en)
JP2004277303A5 (en)
JP5060773B2 (en) Diphenylamine derivative, process for producing the same, and electrophotographic photoreceptor
JP3793035B2 (en) Electrophotographic photosensitive member, process cartridge and electrophotographic apparatus having the electrophotographic photosensitive member, and method for producing the electrophotographic photosensitive member
JP2014134772A5 (en)
JP5339829B2 (en) Triphenylamine derivative, process for producing the same, and electrophotographic photoreceptor
JP2014029485A5 (en)
JP5879310B2 (en) Triphenylamine derivative, process for producing the same, and electrophotographic photoreceptor
JP2005530844A (en) Process for producing arylhydrazine and substituted indoles
JP3596235B2 (en) Silane compound and method for producing the same
JP2007240952A5 (en)
JP4366260B2 (en) Method for synthesizing charge transport material for electrophotographic photosensitive member, method for producing electrophotographic photosensitive member, electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus