JP2007055968A5 - - Google Patents
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- JP2007055968A5 JP2007055968A5 JP2005245863A JP2005245863A JP2007055968A5 JP 2007055968 A5 JP2007055968 A5 JP 2007055968A5 JP 2005245863 A JP2005245863 A JP 2005245863A JP 2005245863 A JP2005245863 A JP 2005245863A JP 2007055968 A5 JP2007055968 A5 JP 2007055968A5
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- photosensitive member
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- 239000000463 material Substances 0.000 claims description 23
- -1 amine compound Chemical class 0.000 claims description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 238000004140 cleaning Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims 1
- 230000000052 comparative effect Effects 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 230000002194 synthesizing Effects 0.000 description 8
- 239000010410 layer Substances 0.000 description 7
- 239000002245 particle Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N Cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000011241 protective layer Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
Description
本発明は、前述の電荷輸送材料に要求される特性を満たすアミン化合物、アミン化合物を用いた電子写真感光体、該電子写真感光体を有するプロセスカートリッジ及び電子写真装置を提供することを目的とする。即ち、様々な使用環境の差、並びに搭載されるプロセスカートリッジ及び電子写真装置の仕様の差に対しても、安定して高い感度を有し、繰り返し使用時の電位が安定に維持することにより色再現性が優れた高画質な感光体を提供することを目的とする。さらに、製造が容易でかつ安価である新規なアミン化合物を提供することを目的とする。 It is an object of the present invention to provide an amine compound that satisfies the characteristics required for the above-described charge transport material, an electrophotographic photosensitive member using the amine compound, a process cartridge having the electrophotographic photosensitive member, and an electrophotographic apparatus. . In other words, it has a stable and high sensitivity to the difference in various usage environments and the specifications of the process cartridge and the electrophotographic apparatus to be mounted. An object of the present invention is to provide a high-quality photoreceptor having excellent reproducibility. Furthermore, it aims at providing the novel amine compound which is easy to manufacture and is cheap.
本発明によると、下記一般式（１）で示されるアミン化合物が提供される。 According to the present invention, an amine compound represented by the following general formula (1) is provided.
（一般式（１）中、Ｒ１〜Ｒ３０は、それぞれ独立に、水素原子、置換若しくは無置換のフェニル基、置換若しくは無置換のアルキル基、又は、置換若しくは無置換のアルコキシ基を示し、但し、Ｒ１１〜Ｒ３０のうち一つは、置換若しくは無置換のフェニル基、又は、置換若しくは無置換のアルキル基であることを示す。また、Ａは、下記式
(In the general formula (1) , R 1 to R 30 each independently represent a hydrogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted alkoxy group, However, one of R 11 to R 30 represents a substituted or unsubstituted phenyl group or a substituted or unsubstituted alkyl group, and A represents the following formula:
又は下記式
Or the following formula
を示し、Ｒ３１は、水素原子又はアルキル基を示し、Ａｒは、置換又は無置換のフェニル基を示す。）
R 31 represents a hydrogen atom or an alkyl group, and Ar represents a substituted or unsubstituted phenyl group. )
また、本発明によると、一般式（１）で示されるアミン化合物の中間体として有用な下記一般式（２）で示されるアミン化合物が提供される。 Moreover, according to this invention, the amine compound shown by following General formula (2) useful as an intermediate body of the amine compound shown by General formula (1) is provided .
（一般式（２）中、Ｒ１２、Ｒ１３、Ｒ１４、Ｒ１５、Ｒ２１、Ｒ２２、Ｒ２３、Ｒ２４ 及びＲ２５は、それぞれ独立に、水素原子、置換若しくは無置換のフェニル基、置換若しくは無置換のアルキル基、又は、置換若しくは無置換のアルコキシ基を示し、但し、Ｒ１２、Ｒ１３、Ｒ１４、Ｒ１５、Ｒ２１、Ｒ２２、Ｒ２３、Ｒ２４ 及びＲ２５のうち一つは、置換若しくは無置換のフェニル基、又は、置換若しくは無置換のアルキル基であることを示す。）
(In the general formula (2) , R 12 , R 13 , R 14 , R 15 , R 21 , R 22 , R 23 , R 24 and R 25 are each independently a hydrogen atom, a substituted or unsubstituted phenyl group. Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted alkoxy group, provided that R 12 , R 13 , R 14 , R 15 , R 21 , R 22 , R 23 , R 24 and R 25 of one is a substituted or unsubstituted phenyl group, or indicates a substituted or unsubstituted alkyl group.)
また、本発明によると、支持体及び該支持体上に形成された感光層を有する電子写真感光体において、該感光層が上述のアミン化合物を含有することを特徴とする電子写真感光体が提供される。 Also, when according to the present invention, an electrophotographic photosensitive member comprising a support and a photosensitive layer formed on the support, the electrophotographic photosensitive member in which the photosensitive layer is characterized by having containing an amine compound of the above mentioned is Provided .
また、本発明によると、電子写真装置本体に対して着脱自在に構成されたプロセスカートリッジであって、上述の電子写真感光体と、該電子写真感光体の表面を帯電する帯電手段、該電子写真感光体の表面に形成された静電潜像をトナーで現像してトナー像を形成する現像手段及び前記トナー像が転写された後に該電子写真感光体の表面に残ったトナーを除去するクリーニング手段からなる群より選ばれる少なくとも一つの手段とを一体に支持することを特徴とするプロセスカートリッジが提供される。 Also, if Ru good in the present invention, there is provided a electrophotographic apparatus a process cartridge which is detachably attached to for the body, an electrophotographic photosensitive member, the charging means for charging the surface of the electrophotographic photosensitive member, said removing toner Tsu remaining on the surface of the electrophotographic photosensitive member after developing means and the toner image to form a toner image an electrostatic latent image formed on the surface of the electrophotographic photosensitive member is developed with toner is transferred A process cartridge is provided that integrally supports at least one means selected from the group consisting of cleaning means.
さらに、本発明によると、上述の電子写真感光体と、電子写真感光体の表面を帯電する帯電手段と、帯電された電子写真感光体の表面に像露光により静電潜像を形成する像露光手段と、電子写真感光体の表面の静電潜像をトナーで現像してトナー像を形成する現像手段と、電子写真感光体の表面のトナー像を転写材に転写する転写手段とを有することを特徴とする電子写真装置が提供される。 Furthermore, the Ru good in the present invention, to form an electrophotographic photosensitive member described above, a charging unit for charging the surface of an electrophotographic photosensitive member, an electrostatic latent image by image exposure to the charged surface of the electrophotographic photosensitive member An image exposing unit; a developing unit that develops an electrostatic latent image on the surface of the electrophotographic photosensitive member with toner to form a toner image; and a transferring unit that transfers the toner image on the surface of the electrophotographic photosensitive member to a transfer material. There is provided an electrophotographic apparatus characterized by comprising:
上記式（１）及び（２）のアルキル基としては、メチル基、エチル基、プロピル基等が挙げられる。また、式（１）及び（２）のアルコキシ基としては、メトキシ基、エトキシ基、プロポキシ基等が挙げられる。
一般式（１）で示されるアミノ化合物についてその代表的な具体例を下記に示す。但し、これらの化合物に限定されるものではない。
Examples of the alkyl group of the above formulas (1) and (2) include a methyl group, an ethyl group, and a propyl group. Moreover, as an alkoxy group of Formula (1) and (2), a methoxy group, an ethoxy group, a propoxy group etc. are mentioned.
Typical specific examples of the amino compound represented by the general formula (1) are shown below. However, it is not limited to these compounds.
（一般式（３）中、Ｒ１〜Ｒ１０ 及びＡは、前記一般式（１）中のＲ １ 〜Ｒ １０ 及びＡと同じ）
本発明の電子写真感光体は、支持体上に形成された、一般式（１）で示されるアミン化合物からなる電荷輸送材料と適当な電荷発生材料とを含有する感光層を有する。
(In the general formula (3), R 1 to R 1 0 及 beauty A is the same as R 1 to R 10 and A in the general formula (1))
The electrophotographic photoreceptor of the present invention has a photosensitive layer containing a charge transporting material formed of an amine compound represented by the general formula (1) and a suitable charge generating material formed on a support.
で示される硬化性モノマー化合物３２部、平均粒径０．２μｍのポリテトラフルオロエチレン粒子４部及び平均粒径０．１μｍ以下のポリテトラフルオロエチレン粒子４部を、ｎ−プロピルアルコール６０部に混合した後に分散処理を行い、表面保護層用塗料を調製した。この塗料を用いて、前記電荷輸送層上に保護層を塗布した後、窒素中において加速電圧８０ｋＶ、線量１．５Ｍｒａｄの条件で電子線を照射した後、同雰囲気下、１５０℃で５分間加熱処理を行った。このときの酸素濃度は２０ｐｐｍであった。さらに、感光体を大気中で１４０℃、１時間後乾燥させて、膜厚５μｍの保護層を形成し、電子写真感光体１を作製した。
32 parts of a curable monomer compound represented by the formula, 4 parts of polytetrafluoroethylene particles having an average particle diameter of 0.2 μm and 4 parts of polytetrafluoroethylene particles having an average particle diameter of 0.1 μm or less are mixed in 60 parts of n-propyl alcohol. Then, a dispersion treatment was performed to prepare a coating material for the surface protective layer. Using this paint, a protective layer was applied on the charge transport layer, then irradiated with an electron beam in nitrogen under conditions of an acceleration voltage of 80 kV and a dose of 1.5 Mrad, and then heated at 150 ° C. for 5 minutes in the same atmosphere. Processed. The oxygen concentration at this time was 20 ppm. Further, the photoconductor was dried in the air at 140 ° C. for 1 hour to form a protective layer having a thickness of 5 μm, and thus an electrophotographic photoconductor 1 was produced.
で示されるアゾ化合物１０部をシクロヘキサノン２００部と直径０．８ｍｍのガラスビーズ４７０部と共にサンドミル装置で６時間分散した後、同サンドミル装置に、ブチラール樹脂（商品名：エスレックＢＬ−Ｓ、積水化学工業（社）製）２部をシクロヘキサノン１８に溶解させたバインダー溶液を加えた。更に同サンドミルで２時間分散させ、シクロヘキサノン１００部と酢酸エチル２８０部を加えて電荷発生層用分散液を調製した。これを浸漬コーティング法で塗布し、８０℃で１０分間乾燥して、膜厚が０．１７μｍの電荷発生層を形成した。
10 parts of an azo compound represented by the formula (1) together with 200 parts of cyclohexanone and 470 parts of glass beads having a diameter of 0.8 mm are dispersed in a sand mill for 6 hours. A binder solution prepared by dissolving 2 parts in cyclohexanone 18 was added. Further, the mixture was dispersed for 2 hours in the same sand mill, and 100 parts of cyclohexanone and 280 parts of ethyl acetate were added to prepare a charge generation layer dispersion. This was applied by a dip coating method and dried at 80 ° C. for 10 minutes to form a charge generation layer having a thickness of 0.17 μm.
（比較例１）
実施例１において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）の代わりに下記構造式（６）で示される電荷輸送材料に代えた以外は、実施例１と同様の方法を用いて比較感光体１を作製した。
(Comparative Example 1)
Except that instead of the charge transporting material represented by the following structural formula (6) in place of the exemplary compound obtained in Synthesis Example (3) as a charge transporting material in Example 1 (A-3), as in Example 1 The comparative photoreceptor 1 was prepared using the method described above.
得た比較感光体１の評価を実施例１と同様に行った。評価結果を表８〜１２に示す。
The obtained comparative photoreceptor 1 was evaluated in the same manner as in Example 1. The evaluation results are shown in Tables 8-12.
（比較例２）
実施例１において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）の代わりに下記構造式（７）で示される電荷輸送材料に代えて、実施例１と同様の方法を用いて比較感光体２を作製しようとしたが、下記構造式（７）で示される電荷輸送材料の溶解性が悪く電荷輸送層用塗料の調製が出来なかった。
(Comparative Example 2)
Instead of the exemplary compound (A-3) obtained in Synthesis Example (3) as the charge transport material in Example 1, instead of the charge transport material represented by the following structural formula (7) , the same method as in Example 1 I tried to prepare a comparative photoreceptor 2 with, but solubility of the charge transport material represented by the following Symbol structural formula (7) could not be prepared in poor charge transport layer coating.
（比較例３）
実施例１において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）１７部の代わりに上記構造式（７）で示される電荷輸送材料７部に代えた以外は、実施例１と同様の方法を用いて比較感光体３を作製した。
(Comparative Example 3)
In Example 1, except that 17 parts of the exemplary compound (A-3) obtained in Synthesis Example (3) was replaced with 7 parts of the charge transporting material represented by the above structural formula (7) as the charge transporting material. A comparative photoreceptor 3 was produced using the same method as in Example 1.
（比較例４）
実施例１において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）の代わりに下記構造式（８）で示される電荷輸送材料に代えた以外は、実施例１と同様の方法を用いて比較感光体４を作製した。
(Comparative Example 4)
Except that instead of the charge transporting material represented by the following structural formula (8) in place of the exemplary compound obtained in Synthesis Example (3) as a charge transporting material in Example 1 (A-3), as in Example 1 A comparative photoconductor 4 was prepared using the above method.
得た比較感光体４の評価を実施例１と同様に行った。評価結果を表８に示す。
The obtained comparative photoreceptor 4 was evaluated in the same manner as in Example 1. The evaluation results are shown in Table 8.
（比較例５）
実施例１において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）１７部の代わりに上記構造式（８）で示される電荷輸送材料７部に代えた以外は、実施例１と同様の方法を用いて比較感光体５を作製した。
(Comparative Example 5)
In Example 1, except that 17 parts of the exemplary compound (A-3) obtained in Synthesis Example (3) was replaced with 7 parts of the charge transporting material represented by the above structural formula (8) as the charge transporting material. A comparative photoconductor 5 was prepared using the same method as in Example 1.
（比較例６）
実施例４において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）の代わりに上記構造式（６）で示される電荷輸送材料に代えた以外は、実施例４と同様の方法を用いて比較感光体６を作製した。
(Comparative Example 6)
Except that instead of the charge transporting material represented by the above Symbol structural formula (6) in place of the exemplary compound obtained in Synthesis Example (3) as a charge transporting material in Example 4 (A-3), and Example 4 A comparative photoreceptor 6 was produced using the same method.
（比較例７）
実施例４において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）１７部の代わりに上記構造式（７）で示される電荷輸送材料７部に代えた以外は、実施例４と同様の方法を用いて比較感光体７を作製した。
(Comparative Example 7)
Except that instead of the charge transport material 7 parts indicated above Symbol structural formula (7) in place of Example 4 Exemplified Compound obtained in Synthesis Example (3) as a charge transporting material in (A-3) 17 parts, A comparative photoconductor 7 was produced using the same method as in Example 4.
（比較例８）
実施例４において電荷輸送材料として合成例（３）で得られた例示化合物（Ａ−３）１
７部の代わりに前記構造式（８）で示される電荷輸送材料７部に代えた以外は、実施例４と同様の方法を用いて比較感光体８を作製した。
(Comparative Example 8)
Example Compound (A-3) 1 obtained in Synthesis Example (3) as a charge transport material in Example 4
A comparative photoconductor 8 was produced in the same manner as in Example 4 except that 7 parts was replaced with 7 parts of the charge transport material represented by the structural formula (8).
Claims (8)
（一般式（１）中、Ｒ１〜Ｒ３０は、それぞれ独立に、水素原子、置換若しくは無置換のフェニル基、置換若しくは無置換のアルキル基、又は、置換若しくは無置換のアルコキシ基を示し、但し、Ｒ１１〜Ｒ３０のうち一つは、置換若しくは無置換のフェニル基、又は、置換若しくは無置換のアルキル基であることを示す。また、Ａは、下記式
又は下記式
を示し、Ｒ３１は、水素原子又はアルキル基を示し、Ａｒは、置換又は無置換のフェニル基を示す。） An amine compound represented by the following general formula (1) .
(In the general formula (1) , R 1 to R 30 each independently represent a hydrogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted alkoxy group, However, one of R 11 to R 30 represents a substituted or unsubstituted phenyl group or a substituted or unsubstituted alkyl group, and A represents the following formula:
Or the following formula
R 31 represents a hydrogen atom or an alkyl group, and Ar represents a substituted or unsubstituted phenyl group. )
（一般式（２）中、Ｒ１２、Ｒ１３、Ｒ１４、Ｒ１５、Ｒ２１、Ｒ２２、Ｒ２３、Ｒ２４ 及びＲ２５は、それぞれ独立に、水素原子、置換若しくは無置換のフェニル基、置換若しくは無置換のアルキル基、又は、置換若しくは無置換のアルコキシ基を示し、但し、Ｒ１２、Ｒ１３、Ｒ１４、Ｒ１５、Ｒ２１、Ｒ２２、Ｒ２３、Ｒ２４ 及びＲ２５のうち一つは、置換若しくは無置換のフェニル基、又は、置換若しくは無置換のアルキル基であることを示す。） An amine compound represented by the following general formula (2) .
(In the general formula (2) , R 12 , R 13 , R 14 , R 15 , R 21 , R 22 , R 23 , R 24 and R 25 are each independently a hydrogen atom, a substituted or unsubstituted phenyl group. Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted alkoxy group, provided that R 12 , R 13 , R 14 , R 15 , R 21 , R 22 , R 23 , R 24 and R 25 of one is a substituted or unsubstituted phenyl group, or indicates a substituted or unsubstituted alkyl group.)
（一般式（３）中、Ｒ １ 〜Ｒ １０ 及びＡは、前記一般式（１）中のＲ １ 〜Ｒ １０ 及びＡと同じ。） Preparation of an amine compound characterized by obtaining the amine compound according to any one of claims 1 to 3 by the Ullman reaction with an amine compound represented by the amine compound with the following formula according (3) to 請 Motomeko 4 Method.
(In General Formula (3), R 1 to R 10 and A are the same as R 1 to R 10 and A in General Formula (1) .)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005245863A JP4871547B2 (en) | 2005-08-26 | 2005-08-26 | Amine compound, electrophotographic photoreceptor having amine compound, process cartridge and electrophotographic apparatus having the electrophotographic photoreceptor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005245863A JP4871547B2 (en) | 2005-08-26 | 2005-08-26 | Amine compound, electrophotographic photoreceptor having amine compound, process cartridge and electrophotographic apparatus having the electrophotographic photoreceptor |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007055968A JP2007055968A (en) | 2007-03-08 |
| JP2007055968A5 true JP2007055968A5 (en) | 2008-10-09 |
| JP4871547B2 JP4871547B2 (en) | 2012-02-08 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005245863A Expired - Fee Related JP4871547B2 (en) | 2005-08-26 | 2005-08-26 | Amine compound, electrophotographic photoreceptor having amine compound, process cartridge and electrophotographic apparatus having the electrophotographic photoreceptor |
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| JP (1) | JP4871547B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5470750B2 (en) * | 2008-06-06 | 2014-04-16 | コニカミノルタ株式会社 | Amine compound, electrophotographic photoreceptor, image forming apparatus |
| JP2010202592A (en) * | 2009-03-04 | 2010-09-16 | Konica Minolta Business Technologies Inc | Method for synthesizing charge transport material and electrophotographic photoreceptor |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04330451A (en) * | 1991-04-05 | 1992-11-18 | Konica Corp | Electrophotographic sensitive body |
| JP2873745B2 (en) * | 1991-04-05 | 1999-03-24 | コニカ株式会社 | Bisstyryl compound and electrophotographic photoreceptor |
| JP3269300B2 (en) * | 1994-12-22 | 2002-03-25 | 東洋インキ製造株式会社 | Hole transport material and its use |
| US5648539A (en) * | 1996-02-29 | 1997-07-15 | Xerox Corporation | Low temperature arylamine processes |
| JP3541104B2 (en) * | 1996-06-17 | 2004-07-07 | 株式会社リコー | Dihydroxyl-containing diamine compound |
| JP4098858B2 (en) * | 1997-08-25 | 2008-06-11 | 富士フイルムファインケミカルズ株式会社 | Method for producing arylamine |
| JP4542646B2 (en) * | 1998-09-09 | 2010-09-15 | 出光興産株式会社 | Organic electroluminescence device and phenylenediamine derivative |
| JP4188587B2 (en) * | 2001-11-14 | 2008-11-26 | 保土谷化学工業株式会社 | Bisphenylcyclohexane derivative |
| JP4194882B2 (en) * | 2003-01-28 | 2008-12-10 | 株式会社リコー | Image forming apparatus |
| JP4187637B2 (en) * | 2003-09-12 | 2008-11-26 | 株式会社リコー | Electrophotographic photosensitive member, electrophotographic method using the same, electrophotographic apparatus, and electrophotographic process cartridge |
| JP4406550B2 (en) * | 2003-09-29 | 2010-01-27 | 富士フイルムファインケミカルズ株式会社 | Method for producing arylamine |
-
2005
- 2005-08-26 JP JP2005245863A patent/JP4871547B2/en not_active Expired - Fee Related
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