JP2007045719A5 - - Google Patents

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JP2007045719A5
JP2007045719A5 JP2005229462A JP2005229462A JP2007045719A5 JP 2007045719 A5 JP2007045719 A5 JP 2007045719A5 JP 2005229462 A JP2005229462 A JP 2005229462A JP 2005229462 A JP2005229462 A JP 2005229462A JP 2007045719 A5 JP2007045719 A5 JP 2007045719A5
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arylamine compound
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上述の課題に鑑み、鋭意検討した結果、以下に示す発明をするに至った。
つまり、本明は、下記構造式(1)で表される構造を有するアリールアミン化合物である
As a result of intensive investigations in view of the above-mentioned problems, the inventors have made the invention described below.
That is, the present onset Ming is an arylamine compound having a structure represented by the following structural formula (1).


(式(1)中、R、R、R及びRは、それぞれ独立に、置換若しくは無置換で炭素数が14のアルキル基、置換若しくは無置換のアリール基、ハロゲン基、ニトロ基、シアノ基又は置換若しくは無置換で炭素数が14のアルコキシ基を表す。Ar、Ar、Ar、Ar、Ar及びArは、それぞれ独立に、置換若しくは無置換で一価の芳香環基又は置換若しくは無置換で一価の複素環基を表し、Ar及びArは、それぞれ独立に、置換若しくは無置換で二価の芳香環基又は置換若しくは無置換で二価の複素環基を表す。n及びmは、それぞれ独立に、0又は1の整数を表す。w、x、y及びzは、04のいずれかの整数であり、アリーレン基上のR、R、R、Rの置換数を表す。

(In the formula (1) , R 1 , R 2 , R 3 and R 4 are each independently a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, a substituted or unsubstituted aryl group, a halogen group, A nitro group, a cyano group, or a substituted or unsubstituted alkoxy group having 1 to 4 carbon atoms, Ar 1 , Ar 2 , Ar 4 , Ar 5 , Ar 7 and Ar 8 are each independently substituted or unsubstituted. Represents a monovalent aromatic ring group or a substituted or unsubstituted monovalent heterocyclic group, and Ar 3 and Ar 6 are each independently substituted or unsubstituted divalent aromatic ring group or substituted or unsubstituted. Represents a divalent heterocyclic group, n and m each independently represent an integer of 0 or 1. w, x, y and z are each an integer of 0 to 4 on the arylene group; This represents the number of substitutions of R 1 , R 2 , R 3 , R 4 . )

また、本発明は、導電性支持体及び導電性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記アリールアミン化合物を有することを特徴とする電子写真感光体であるThe present onset Ming, an electrophotographic photosensitive member having a photosensitive layer formed on the conductive support and electrically conductive substrate, the photosensitive layer is characterized and Turkey that Yusuke containing the arylamine compound An electrophotographic photoreceptor .

さらに、本発明は、上記の電子写真感光体と、帯電手段、現像手段及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プロセスカートリッジである。 Furthermore, the onset Ming, the electrophotographic photosensitive member of the charging unit, integrally supports at least one means selected from the group consisting of the developing means and cleaning means, which is detachably attached to an electrophotographic apparatus main body Ru process cartridge der.

さらに、本発明は、上記の電子写真感光体、帯電手段、露光手段、現像手段及び転写手段を有する電子写真装置である。 Furthermore, the onset Ming, the electrophotographic photosensitive member described above, a charging means, an exposure means, Ru electrophotographic apparatus der having a developing means and a transfer means.


上記式(1)中、、R、R 及び それぞれ独立に、置換若しくは無置換で炭素数が1〜4のアルキル基、置換若しくは無置換のアリール基、ハロゲン基、ニトロ基、シアノ基又は置換若しくは無置換で炭素数が1〜4のアルコキシ基を表す。中でも上述のアルキル基としては、メチル基、エチル基、プロピル基、ブタジエニル基、プロピレニル基、エチレニル基などが挙げられ、上述のアリール基としては、フェニル基、メチルフェニル基、ジメチルフェニル基、トリメチルフェニル基、ベンジル基などが挙げられ、上述のハロゲン基としては、フッ素原子、塩素原子、臭素原子などが挙げられ、上述のアルコキシ基としては、メトキシ基、エトキシ基などが挙げられる。

In the above formula (1) , R 1 , R 2 , R 3 and R 4 are each independently a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, a substituted or unsubstituted aryl group, a halogen group, A nitro group, a cyano group, or a substituted or unsubstituted alkoxy group having 1 to 4 carbon atoms is represented. Among them, examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butadienyl group, a propylenyl group, and an ethylenyl group. Examples of the aryl group include a phenyl group, a methylphenyl group, a dimethylphenyl group, and a trimethylphenyl group. Group, benzyl group, and the like. Examples of the halogen group include a fluorine atom, a chlorine atom, and a bromine atom. Examples of the alkoxy group include a methoxy group and an ethoxy group.

また、上記式(1)中、Ar、Ar、Ar、Ar、Ar 及びAr それぞれ独立に、置換若しくは無置換で一価の芳香環基又は置換若しくは無置換で一価の複素環基を表す。一価の芳香環基のなかでも好ましくは、フェニル基、ビフェニル基、メチルフェニル基、ジメチルフェニル基、トリメチルフェニル基、メトキシフェニル基、フッ化フェニル基、臭化フェニル基、塩化フェニル基等であり、一価の複素環基のなかでも好ましくは、ピリジル基、ビピリジル基、フラニル基、ベンゾフラニル基、ジベンゾフラニル基、チオフェニル基、ベンゾチオフェニル基、ジベンゾチオフェニル基、キノリニル基である。 In the formula (1) , Ar 1 , Ar 2 , Ar 4 , Ar 5 , Ar 7 and Ar 8 are each independently a substituted or unsubstituted monovalent aromatic ring group or a substituted or unsubstituted one. Represents a valent heterocyclic group. Among the monovalent aromatic ring groups, a phenyl group, a biphenyl group, a methylphenyl group, a dimethylphenyl group, a trimethylphenyl group, a methoxyphenyl group, a fluorinated phenyl group, a brominated phenyl group, and a phenyl chloride group are preferable. Among the monovalent heterocyclic groups, a pyridyl group, a bipyridyl group, a furanyl group, a benzofuranyl group, a dibenzofuranyl group, a thiophenyl group, a benzothiophenyl group, a dibenzothiophenyl group, and a quinolinyl group are preferable.

また上記式(1)中のAr 及びArとしては、それぞれ独立に、置換若しくは無置換で二価の芳香環基又は置換若しくは無置換の二価の芳香族複素環基を表す。二価の芳香環基のなかでも、置換若しくは無置換のフェニレン基、置換若しくは無置換のビフェニレン基又は置換若しくは無置換のフルオレニレン基が好ましく、二価の芳香族複素環基のなかでも、置換若しくは無置換のジベンゾフラニレン基又は置換若しくは無置換のジベンゾチオフェニレン基が好ましい。 As the Ar 3 and Ar 6 in the above formula (1) each independently represents a divalent aromatic ring group or a substituted or unsubstituted divalent aromatic heterocyclic group substituted or unsubstituted. Among the divalent aromatic ring groups, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group or a substituted or unsubstituted fluorenylene group is preferable, and among the divalent aromatic heterocyclic groups, a substituted or unsubstituted phenylene group is preferable. An unsubstituted dibenzofuranylene group or a substituted or unsubstituted dibenzothiophenylene group is preferred.

また上記式(1)で示されるw、x、y及びzは、0〜4のいずれかの整数であり、アリーレン基上の、R、R 及び置換数それぞれ表し、w、x、y及びzが2以上である場合には、R、R、R 及びはそれぞれ同一の置換基でなくてもよい。 In addition , w, x, y and z represented by the above formula (1) are any integers of 0 to 4, and the number of substitutions of R 1 , R 2 , R 3 and R 4 on the arylene group , respectively. And when w, x, y and z are 2 or more, R 1 , R 2 , R 3 and R 4 may not be the same substituent.

本発明の電子写真感光体に用いる支持体としては、導電性を有するもの(導電性支持体)であればいずれのものでもよく、例えば、アルミニウム、銅、クロム、ニッケル、亜鉛、ステンレスなどの金属をドラム又はシート状に成型したもの、アルミニウムや銅などの金属箔をプラスチックフィルムにラミネートしたもの、アルミニウム、酸化インジウム、酸化スズなどをプラスチックフィルムに蒸着したものなどが挙げられる。 The support used in the electrophotographic photosensitive member of the present invention may be any one as long as it has conductivity (conductive support) , for example, metals such as aluminum, copper, chromium, nickel, zinc, and stainless steel. Or a metal foil such as aluminum or copper laminated on a plastic film, or aluminum, indium oxide, tin oxide or the like deposited on a plastic film.

Claims (9)

下記構造式(1)で表される構造を有するアリールアミン化合物。

(式(1)中、R、R、R及びRは、それぞれ独立に、置換若しくは無置換で炭素数が14のアルキル基、置換若しくは無置換のアリール基、ハロゲン基、ニトロ基、シアノ基又は置換若しくは無置換で炭素数が14のアルコキシ基を表す。Ar、Ar、Ar、Ar、Ar及びArは、それぞれ独立に、置換若しくは無置換で一価の芳香環基又は置換若しくは無置換で一価の複素環基を表し、Ar及びArは、それぞれ独立に、置換若しくは無置換で二価の芳香環基又は置換若しくは無置換で二価の複素環基を表す。n及びmは、それぞれ独立に、0又は1の整数を表す。w、x、y及びzは、04のいずれかの整数であり、アリーレン基上のR、R、R、Rの置換数を表す。)。
An arylamine compound having a structure represented by the following structural formula (1).

(In the formula (1) , R 1 , R 2 , R 3 and R 4 are each independently a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, a substituted or unsubstituted aryl group, a halogen group, A nitro group, a cyano group, or a substituted or unsubstituted alkoxy group having 1 to 4 carbon atoms, Ar 1 , Ar 2 , Ar 4 , Ar 5 , Ar 7 and Ar 8 are each independently substituted or unsubstituted. Represents a monovalent aromatic ring group or a substituted or unsubstituted monovalent heterocyclic group, and Ar 3 and Ar 6 are each independently substituted or unsubstituted divalent aromatic ring group or substituted or unsubstituted. Represents a divalent heterocyclic group, n and m each independently represent an integer of 0 or 1. w, x, y and z are each an integer of 0 to 4 on the arylene group; This represents the number of substitutions of R 1 , R 2 , R 3 , R 4 . ).
前記n1である請求項1に記載のアリールアミン化合物。 Arylamine compound according to Motomeko 1 wherein n is Ru 1 der. 前記n及び前記m1である請求項1又は2に記載のアリールアミン化合物。 Wherein n and the m arylamine compound according to Motomeko 1 or 2 Ru 1 der. 導電性支持体及び導電性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請求項13のいずれかに記載のアリールアミン化合物を有することを特徴とする電子写真感光体。 An electrophotographic photosensitive member comprising a conductive support and a conductive support a photosensitive layer formed on the support, wherein the photosensitive layer has contains an arylamine compound of any crab of claims 1 to 3, Electrophotographic photoreceptor. 前記感光層が電荷発生層及び電荷輸送層をこの順に積層してなる積層型の感光層であり、該電荷輸送層が前記アリールアミン化合物を含有する請求項4に記載の電子写真感光体。  The electrophotographic photoreceptor according to claim 4, wherein the photosensitive layer is a laminated photosensitive layer in which a charge generation layer and a charge transport layer are laminated in this order, and the charge transport layer contains the arylamine compound. 前記感光層に含有される前記アリールアミン化合物の質量(X  The mass of the arylamine compound contained in the photosensitive layer (X 1 )の、前記感光層に含有される電荷輸送材料の全質量(Y) Of the charge transport material contained in the photosensitive layer (Y 1 )に対する比の値(X) Ratio value (X 1 /Y/ Y 1 )が、0.0001以上0.90以下である請求項4又は5に記載の電子写真感光体。) Is 0.0001 or more and 0.90 or less. The electrophotographic photosensitive member according to claim 4 or 5. 前記感光層に含有される前記アリールアミン化合物の質量(X  The mass of the arylamine compound contained in the photosensitive layer (X 1 )の、前記感光層に含有される電荷輸送材料の全質量(Y) Of the charge transport material contained in the photosensitive layer (Y 1 )に対する比の値(X) Ratio value (X 1 /Y/ Y 1 )が、0.001以上0.50以下である請求項6に記載の電子写真感光体。) Is 0.001 or more and 0.50 or less. The electrophotographic photosensitive member according to claim 6. 請求項47のいずれかに記載の電子写真感光体と、帯電手段、現像手段及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プロセスカートリッジ。 An electrophotographic photosensitive member of any crab of claims 4-7, charging means, and at least one means selected from the group consisting of the developing means and cleaning means integrally supported, detachably attached to an electrophotographic apparatus main body der Help Russia Seth cartridge. 請求項47のいずれかに記載の電子写真感光体、帯電手段、露光手段、現像手段及び転写手段を有する電子写真装置。 The electrophotographic photosensitive member any crab of claims 4-7, a charging means, an exposure means, that having a developing means and a transfer means electronic photographic apparatus.
JP2005229462A 2005-08-08 2005-08-08 Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus Expired - Fee Related JP4914042B2 (en)

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JPH1017531A (en) * 1996-07-05 1998-01-20 Fuji Photo Film Co Ltd Production of aromatic tertiary amine compound and its synthetic intermediate
JP2002040687A (en) * 2000-07-28 2002-02-06 Sharp Corp Electrophotographic photoreceptor, process cartridge and electrophotographic device
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