JP5930925B2 - フッ素化構造化有機フィルムを含む画像形成部材 - Google Patents
フッ素化構造化有機フィルムを含む画像形成部材 Download PDFInfo
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- JP5930925B2 JP5930925B2 JP2012205218A JP2012205218A JP5930925B2 JP 5930925 B2 JP5930925 B2 JP 5930925B2 JP 2012205218 A JP2012205218 A JP 2012205218A JP 2012205218 A JP2012205218 A JP 2012205218A JP 5930925 B2 JP5930925 B2 JP 5930925B2
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- fluorinated
- image forming
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Classifications
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- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/05—Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
- G03G5/0503—Inert supplements
- G03G5/051—Organic non-macromolecular compounds
- G03G5/0514—Organic non-macromolecular compounds not comprising cyclic groups
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- G—PHYSICS
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- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/043—Photoconductive layers characterised by having two or more layers or characterised by their composite structure
- G03G5/047—Photoconductive layers characterised by having two or more layers or characterised by their composite structure characterised by the charge-generation layers or charge transport layers
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
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- G03G5/0603—Acyclic or carbocyclic compounds containing halogens
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
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Description
SOF、例えばフッ素化SOFを製造するプロセスは、典型的には、多くの作業または工程(以下に示す)を含み、任意の適切な順序で行ってもよく、または、2つ以上の作業を同時に行ってもよく、非常に近い時間に行ってもよい。
(a)複数の分子ビルディングブロックを含む液体含有反応混合物を調製する工程であって、それぞれのブロックがセグメント(ここで少なくとも1つのセグメントは、フッ素を含んでいてもよく、得られたセグメントの少なくとも1つは電気活性であり、例えばHTMである)および多数の官能基、ならびに場合によりプレSOFを含む工程と、
(b)濡れたフィルムとして反応混合物を堆積させる工程と、
(c)分子ビルディングブロックを含む濡れたフィルムを、共有結合性有機骨格として配置される複数のセグメントおよび複数のリンカーを含むSOFを含む乾燥フィルムへの変化を促進する工程であって、巨視的レベルでは、共有結合性有機骨格がフィルムである、促進する工程と、
(d)場合により、基材からSOFを取り除き、自立型SOFを得る工程と、
(e)場合により、自立型SOFをロールに処理する工程と、
(f)場合によりSOFをベルトに切断およびシーム加工する工程と、
(g)場合により、上記SOF形成プロセスを、続くSOF形成プロセスのための基材として(上記SOF形成プロセスによって調製された)SOF上にて行う工程と、を含むSOFを調製するためのプロセス。
反応混合物を、多くの液体堆積技術を用い、濡れたフィルムとして種々の基材に適用してもよい。基材としては、例えばポリマー、紙、金属、金属アロイ、周期律表のIII族〜VI族の元素のドープされた形態およびドープされていない形態、金属酸化物、金属カルコゲニド、あらかじめ調製しておいたSOFまたはキャップされたSOFが挙げられる。
いくつかの用途について、任意のカール防止層1が提供され得るが、それは、電気的に絶縁性またはわずかに半導電性であるフィルム形成有機または無機ポリマーを含む。カール防止層は、平坦性および/または摩耗耐性を提供する。
上記で示されるように、感光体は、基材2、すなわち支持体をまず提供することによって調製される。基材は、不透明または実質的に透明であってもよく、所与の必要とされる機械的特性を有するいずれかの追加の好適な材料を含んでいてもよい。
調製された感光体は、電導性または非電導性のいずれかの基材を含む。非伝導性基材が使用される場合、電導性地板3が使用されなければならず、地板は伝導性層として作用する。伝導性基材が使用される場合、基材は、伝導性層として作用し得るが、伝導性地板も備えていてもよい。
電導性地板層の堆積後、電荷ブロッキング層4がそこに適用されてもよい。正に帯電した感光体の電子ブロッキング層により、正孔を、感光体の画像形成表面から伝導性層の方向に移動させることができる。負に帯電した感光体について、伝導性層から反対側の光伝導性層への正孔注入を防止するためにバリアを形成できるいずれかの好適な正孔ブロッキング層が利用されてもよい。
ブロッキング層と電荷発生層との間に中間層5が、所望により、接着を促進するために提供されてもよい。浸漬コーティングされたアルミニウムドラムは接着剤層を有することなく利用されてもよい。
画像形成層は、電荷発生材料、電荷輸送材料または電荷発生材料および電荷輸送材料の両方を含有する層を指す。
例示的な有機光伝導性電荷発生材料はアゾ顔料を含む。
例示的な電荷輸送材料としては、例えば主鎖または側鎖に多環式芳香族環または窒素含有ヘテロ環を有する化合物から選択される、正の正孔輸送材料が挙げられる。典型的な正孔輸送材料としては、電子供与材料、例えばカルバゾール、N−エチルカルバゾール、N−イソプロピルカルバゾール、N−フェニルカルバゾール、テトラフェニルピレン、1−メチルピレン、ペリーレン、クリセン、アントラセン、テトラフェン、2−フェニルナフタレン、アゾピレン、1−エチルピレン、アセチルピレン、2,3−ベンゾクリセン、2,4−ベンゾピレン、1,4−ブロモピレン、ポリ(N−ビニルカルバゾール)、ポリ(ビニルピレン)、ポリ(ビニルテトラフェン)、ポリ(ビニルテトラセン)およびポリ(ビニルペリーレン)が挙げられる。好適な電子輸送材料としては、電子受容体、例えば2,4,7−トリニトロ−9−フルオレノン、2,4,5,7−テトラニトロ−フルオレノン、ジニトロアントラセン、ジニトロアクリデン、テトラシアノピレン、ジニトロアントラキノン、およびブチルカルボニルフルオレンマロノニトリルが挙げられる。
例示的な電荷輸送SOFとしては、例えば、多環芳香族環、例えばアントラセン、ピレン、フェナントレン、コロネンなど)、または窒素を含有するヘテロ環、例えばインドール、カルバゾール、オキサゾール、イソオキサゾール、チアゾール、イミダゾール、ピラゾール、オキサジアゾール、ピラゾリン、チアジアゾール、トリアゾール、ヒドラゾン化合物を有する化合物から選択される正の正孔輸送材料が挙げられる。典型的な正孔輸送SOFセグメントとしては、電子供与材料、例えばカルバゾール、N−エチルカルバゾール、N−イソプロピルカルバゾール、N−フェニルカルバゾール、テトラフェニルピレン、1−メチルピレン、ペリーレン、クリセン、アントラセン、テトラフェン、2−フェニルナフタレン、アゾピレン、1−エチルピレン、アセチルピレン、2,3−ベンゾクリセン、2,4−ベンゾピレン、および1,4−ブロモピレンが挙げられる。好適な電子輸送SOFセグメントとしては、電子受容体、例えば2,4,7−トリニトロ−9−フルオレノン、2,4,5,7−テトラニトロ−フルオレノン、ジニトロアントラセン、ジニトロアクリデン、テトラシアノピレン、ジニトロアントラキノン、およびブチルカルボニルフルオレンマロノニトリルが挙げられる。他の正孔輸送SOFセグメントとしては、アリールアミンN,N’−ジフェニル−N,N’−ビス(アルキルフェニル)−(1,1’−ビフェニル)−4,4’−ジアミンが挙げられ、ここでアルキルは、メチル、エチル、プロピル、ブチル、ヘキシルなどからなる群から選択される。
本明細書に記載される材料および手順は、バインダー、電荷発生材料および電荷輸送材料を含有する単一画像形成層タイプの感光体を製作するために使用されてもよい。
本明細書に記載される材料および手順は、電荷発生材料および電荷輸送SOFを含有する単一画像形成層タイプの感光体を製作するために使用されてもよい。例えば、単層画像形成層のための分散液における固体含有量は、分散液の重量に基づいて約2重量%〜約30重量%の範囲であってもよい。
オーバーコーティング層または層8は、電荷発生層上にわたって、または電荷輸送層上にわたって配置されてもよい。この層は、電気的に絶縁性またはわずかに半導電性であるSOFを含んでいてもよい。
接地ストリップ9は、フィルム形成バインダーおよび電導性粒子を含んでいてもよい。セルロースは、伝導性粒子を分散させるために使用されてもよい。いずれかの好適な電気伝導性粒子は、電気伝導性接地ストリップ層8に使用されてもよい。
(作用A)反応混合物を含有する液体の調製。以下を組み合わせた:ビルディングブロックのオクタフルオロ−1,6−ヘキサンジオール[セグメント=オクタフルオロ−1,6−ヘキシル、Fg=ヒドロキシル(−OH)、(0.43g,1.65mmol)]、第2のビルディングブロックN4,N4,N4’,N4’−テトラキス(4−(メトキシメチル)フェニル)ビフェニル−4,4’−ジアミン[セグメント=N4,N4,N4’,N4’−テトラ−p−トリルビフェニル−4,4’−ジアミン、Fg=メトキシエーテル(−OCH3)、(0.55g,0.82mmol)]、反応混合物を含有する液体を得るための0.05gのNacure XP−357の20重量%溶液として送達される酸触媒、0.04gのSilclean3700の25重量%溶液として送達される平滑化添加剤、および2.96gの1−メトキシ−2−プロパノール。混合物を振とうし、85℃で2.5時間加熱し、次いで0.45ミクロンのPTFE膜を通してろ過した。
(作用A)反応混合物を含有する液体の調製。以下を組み合わせた:ビルディングブロックのドデカフルオロ−1,8−オクタンジオール[セグメント=ドデカフルオロ−1,8−オクチル、Fg=ヒドロキシル(−OH)、(0.51g,1.41mmol)]、第2のビルディングブロックN4,N4,N4’,N4’−テトラキス(4−(メトキシメチル)フェニル)ビフェニル−4,4’−ジアミン[セグメント=N4,N4,N4’,N4’−テトラ−p−トリルビフェニル−4,4’−ジアミン、Fg=メトキシエーテル(−OCH3)、(0.47g,0.71mmol)]、反応混合物を含有する液体を得るための0.05gのNacure XP−357の20重量%溶液として送達される酸触媒、0.04gのSilclean3700の25重量%溶液として送達される平滑化添加剤、および2.96gの1−メトキシ−2−プロパノール。混合物を振とうし、85℃で2.5時間加熱し、次いで0.45ミクロンのPTFE膜を通してろ過した。
(作用A)反応混合物を含有する液体の調製。以下を組み合わせた:ビルディングブロックのヘキサデカフルオロ−1,10−デカンジオール[セグメント=ヘキサデカフルオロ−1,10−デシル、Fg=ヒドロキシル(−OH)、(0.57g,1.23mmol)]、第2のビルディングブロックN4,N4,N4’,N4’−テトラキス(4−(メトキシメチル)フェニル)ビフェニル−4,4’−ジアミン[セグメント=N4,N4,N4’,N4’−テトラ−p−トリルビフェニル−4,4’−ジアミン、Fg=メトキシエーテル(−OCH3)、(0.41g,0.62mmol)]、反応混合物を含有する液体を得るための0.05gのNacure XP−357の20重量%溶液として送達される酸触媒、0.04gのSilclean3700の25重量%溶液として送達される平滑化添加剤、および2.96gの1−メトキシ−2−プロパノール。混合物を振とうし、85℃で2.5時間加熱し、次いで0.45ミクロンのPTFE膜を通してろ過した。
(作用A)反応混合物を含有する液体の調製。以下を組み合わせた:ビルディングブロックのドデカフルオロ−1,6−オクタンジオール[セグメント=ドデカフルオロ−1,6−オクチル、Fg=ヒドロキシル(−OH)、(0.80,2.21mmol)]、第2のビルディングブロック4,4’,4’’,4’’’−(ビフェニル−4,4’−ジイルビス(アザネトリル)テトラキス(ベンゼン−4,1−ジイル))テトラメタノール、[セグメント=ブロック4,4’,4’’,4’’’−(ビフェニル−4,4’−ジイルビス(アザネトリル)テトラキス(ベンゼン−4,1−ジイル))テトラメチル、Fg=ヒドロキシル(−OH)、(0.67g,1.10mmol)]、反応混合物を含有する液体を得るための0.08gのNacure XP−357の20重量%溶液として送達される酸触媒、0.02gのSilclean3700の25重量%溶液として送達される平滑化添加剤、6.33gの1−メトキシ−2−プロパノール、および2.11gのシクロヘキサノール。混合物を振とうし、85℃で2.5時間加熱し、次いで0.45ミクロンのPTFE膜を通してろ過した。
(作用A)反応混合物を含有する液体の調製。以下を組み合わせた:ビルディングブロックのドデカフルオロ−1,6−オクタンジオール[セグメント=ドデカフルオロ−1,6−オクチル、Fg=ヒドロキシル(−OH)、(0.64,1.77mmol)]、第2のビルディングブロック4,4’,4’’,4’’’−(ビフェニル−4,4’−ジイルビス(アザネトリル)テトラキス(ベンゼン−4,1−ジイル))テトラメタノール、[セグメント=ブロック4,4’,4’’,4’’’−(ビフェニル−4,4’−ジイルビス(アザネトリル)テトラキス(ベンゼン−4,1−ジイル))テトラメチル、Fg=ヒドロキシル(−OH)、(0.54g,0.89mmol)]、反応混合物を含有する液体を得るための0.06gのNacure XP−357の20重量%溶液として送達される酸触媒、0.05gのSilclean3700の25重量%溶液として送達される平滑化添加剤、2.10gの1−メトキシ−2−プロパノール、および0.70gのシクロヘキサノール。混合物を振とうし、85℃で2.5時間加熱し、次いで0.45ミクロンのPTFE膜を通してろ過した。
Claims (7)
- 基材と、
電荷発生層と、
電荷輸送層と、
任意のオーバーコート層とを含む画像形成部材であって、
最外層が、第1のフッ素化セグメントおよび第2の電気活性セグメントを含む、複数のセグメントおよび複数のリンカーを含む構造化有機フィルム(SOF)を含む画像形成表面であり、
前記第1のフッ素化セグメントがCH 2 (CF 2 ) n CH 2 の構造式で表され、nが4〜10の整数であり、
前記第2の電気活性セグメントが下記式:
前記リンカーは前記セグメント同士を連結し、前記リンカーは酸素原子である、画像形成部材。 - 前記第1のフッ素化セグメントおよび前記第2の電気活性セグメントが、前記SOFの90重量%〜99.5重量%の量で前記最外層の前記SOFに存在する、請求項1に記載の画像形成部材。
- 前記画像形成部材がオーバーコート層を含み、前記最外層が前記オーバーコート層であり、前記オーバーコート層が2〜10ミクロン厚さである、請求項1または2に記載の画像形成部材。
- 前記第1のフッ素化セグメントが、2,2,3,3,4,4,5,5−オクタフルオロ−1,6−ヘキサンジオール、2,2,3,3,4,4,5,5,6,6,7,7−ドデカンフルオロ−1,8−オクタンジオール、2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9−ペルフルオロデカン−1,10−ジオール、および2,2,3,3,4,4,5,5,6,6,7,7,8,8−テトラデカフルオロ−1,9−ノナンジオールからなる群から選択されるフッ素化ビルディングブロックに由来する、請求項1〜3のいずれか一項に記載の画像形成部材。
- 前記第1のフッ素化セグメントが、前記SOFの25重量%〜75重量%の量での前記最外層の前記SOF中に存在する、請求項1〜4のいずれか一項に記載の画像形成部材。
- 前記第2の電気活性セグメントが、前記SOFの25〜75重量%の量で前記最外層の前記SOF中に存在する、請求項1〜5のいずれか一項に記載の画像形成部材。
- 前記第1のフッ素化セグメントと前記第2の電気活性セグメントとの比が3.5:1〜0.5:1である、オーバーコート層を含む、請求項1〜6のいずれか一項に記載の画像形成部材。
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JP5560755B2 (ja) * | 2010-02-10 | 2014-07-30 | 富士ゼロックス株式会社 | 電子写真感光体、プロセスカートリッジ、及び画像形成装置 |
JP5777392B2 (ja) * | 2010-06-02 | 2015-09-09 | キヤノン株式会社 | 電子写真感光体、プロセスカートリッジおよび電子写真装置、ならびに、電子写真感光体の製造方法 |
US8318892B2 (en) | 2010-07-28 | 2012-11-27 | Xerox Corporation | Capped structured organic film compositions |
US8119315B1 (en) * | 2010-08-12 | 2012-02-21 | Xerox Corporation | Imaging members for ink-based digital printing comprising structured organic films |
US8119314B1 (en) | 2010-08-12 | 2012-02-21 | Xerox Corporation | Imaging devices comprising structured organic films |
US8247142B1 (en) * | 2011-06-30 | 2012-08-21 | Xerox Corporation | Fluorinated structured organic film compositions |
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- 2012-09-13 DE DE102012216319A patent/DE102012216319A1/de not_active Withdrawn
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- 2012-09-19 JP JP2012205218A patent/JP5930925B2/ja not_active Expired - Fee Related
- 2012-09-19 MX MX2012010818A patent/MX352058B/es active IP Right Grant
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Publication number | Publication date |
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US8372566B1 (en) | 2013-02-12 |
KR20130033979A (ko) | 2013-04-04 |
KR102027588B1 (ko) | 2019-10-01 |
GB2495211A (en) | 2013-04-03 |
CN103019053B (zh) | 2017-06-06 |
RU2012140923A (ru) | 2014-03-27 |
GB2495211B (en) | 2019-02-13 |
CA2790546A1 (en) | 2013-03-27 |
GB201217201D0 (en) | 2012-11-07 |
CA2790546C (en) | 2015-04-21 |
JP2013073237A (ja) | 2013-04-22 |
FR2980594A1 (fr) | 2013-03-29 |
CN103019053A (zh) | 2013-04-03 |
MX352058B (es) | 2017-11-08 |
BR102012024617A2 (pt) | 2015-01-06 |
MX2012010818A (es) | 2013-03-26 |
RU2585758C2 (ru) | 2016-06-10 |
DE102012216319A1 (de) | 2013-03-28 |
FR2980594B1 (fr) | 2017-02-10 |
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