CN1800237A - 改性导电聚合物和使用其的导电部件 - Google Patents
改性导电聚合物和使用其的导电部件 Download PDFInfo
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- CN1800237A CN1800237A CNA2005101346116A CN200510134611A CN1800237A CN 1800237 A CN1800237 A CN 1800237A CN A2005101346116 A CNA2005101346116 A CN A2005101346116A CN 200510134611 A CN200510134611 A CN 200510134611A CN 1800237 A CN1800237 A CN 1800237A
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- Prior art keywords
- polymer
- conductive
- organic
- polyaniline
- acid
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- 150000007524 organic acids Chemical class 0.000 description 1
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- 239000012286 potassium permanganate Substances 0.000 description 1
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- 235000019394 potassium persulphate Nutrition 0.000 description 1
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- 238000012546 transfer Methods 0.000 description 1
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Abstract
本发明提供了一种含有使用自由基物质进行化学处理的导电聚合物的改性导电聚合物,由此有机聚合物组合物的电阻值和环境依赖性变化小,并表现出稳定的电学特性,还提供了使用其的导电部件。
Description
发明领域
本发明涉及使用自由基物种进行化学处理的改性导电聚合物、含有该聚合物的有机聚合物组合物和使用该组合物的导电部件。该导电部件可用作导电部件,例如电光记录装置(例如复印机、彩色打印机)的转印辊、带电辊、传输带。
背景技术
导电剂被配制成用于赋予有机聚合物以导电性的有机聚合物。作为这种导电剂,使用的是导电填料例如炭黑、金属氧化物微粒。在含有分散于有机聚合物中的导电填料例如炭黑的有机聚合物组合物中,由于难以将导电填料均匀地分散在有机聚合物中,因而难以控制有机聚合物组合物的电阻使其达到所需的值或使其在所述组合物中均匀。另一方面,导电剂例如离子导电剂、离子导电树脂可以被均匀地分散在有机聚合物中,因此电阻的变化可以得到抑制并且变得均匀,但是存在难以控制电阻使其达到所需值的缺陷。此外,电阻容易受到湿分等的影响。在高温和高湿度条件下测得的电阻值和在低温和低湿度条件下测得的电阻值相差达两个数量级。因而,存在电阻表现出环境依赖性的缺陷。
另一方面,分散于有机聚合物中的导电聚合物也已有报道。作为将导电聚合物分散在有机聚合物中的方法,可以提及将有机聚合物和导电聚合物混合并分散在溶剂中的方法,或将有机聚合物和导电聚合物混合的方法。然而,导电聚合物不会熔化,并且不会以掺杂状态(即导电状态)溶解,因此,必须将处于未掺杂态(即非导电状态)的导电聚合物分散在有机聚合物中,接着通过掺杂剂使得所述聚合物导电。因而,该方法复杂,并且难以均匀地处理所述组合物以使其导电。电阻的控制是困难的。此外,当将导电聚合物以导电状态分散在有机聚合物中时,有机聚合物和导电聚合物之间的溶解度不一定高,因此,导电聚合物不能均匀地分散在有机聚合物中。因此,存在有机聚合物组合物的电阻变化变大以及电阻值的控制困难的问题(参见日本专利公开(Kokai)No.2004-277455A和日本专利公开(Kokai)No.2004-205617A)。
发明内容
因此,本发明的目的是提供一种其电阻变化小、环境依赖性小并且表现出稳定的电学特性的有机聚合物组合物,并提供一种使用该组合物的导电部件。
本发明的另一目的是提供一种使用自由基物种进行化学处理的、能够通过与有机聚合物混合并分散在其中而制得具有上述特性的有机聚合物组合物的改性导电聚合物。
根据本发明,提供了一种包含使用自由基物种进行化学处理的导电聚合物的改性导电聚合物。
根据本发明通过使用自由基物种进行化学处理使得导电聚合物改性,可以将导电聚合物均匀地分散在有机聚合物中,并且可以获得具有稳定电学特性的有机聚合物组合物和导电部件。
最佳实施方式
根据本发明使用自由基物种进行化学处理的导电聚合物(以下称为“导电聚合物”)可以通过在掺杂试剂(即掺杂剂)共存下单体的化学氧化聚合而得到。作为这种单体,例如可以列举苯胺、噻吩、吡咯及其衍生物。作为衍生物,可以列举具有至少一个烷基、烯基、烷氧基、烷硫基、芳基、芳氧基、烷基芳基、芳基烷基或烷氧基烷基作为取代基的衍生物。
对用于氧化聚合的氧化剂没有特别的限制,只要它可以使得上述单体聚合。例如,可以优选使用过硫酸类例如过硫酸铵、过硫酸、过硫酸钠、过硫酸钾;或者氧化还原引发剂例如过氧化氢-亚铁盐;或过氧化氢、氯化亚铁、硫酸亚铁、重铬酸钾、高锰酸钾等。这些氧化剂可以单独使用或者以两种或更多种任意组合使用。对氧化剂的用量没有特别的限制,只要该量能够使得所述单体氧化聚合,不过该用量基于1mol单体优选为0.01~10mol,更优选为0.1~5mol。
对所述氧化聚合时共存的掺杂剂没有特别的限制,只要它是过去可用在导电聚合物的氧化聚合中的掺杂剂。例如,可以列举例如无机酸盐酸、硫酸、硝酸、高氯酸或例如有机酸硝基苯甲酸、三氯乙酸、磺酸。这些可以单独使用或者可以以两种或更多种任意组合使用。作为优选的掺杂剂,可以列举磺酸。具体地,可以提及具有一个或多个磺酸基团的脂族、芳族或环脂族磺酸及其盐,例如烷基磺酸、芳基磺酸、烷基芳基磺酸、α-烯烃磺酸、高级脂族酯的磺酸、(二)烷基磺基琥珀酸、高级脂肪酸酰胺的磺酸、樟脑磺酸及其盐。此外,可以列举具有磺酸基团的聚合物酸及其盐,例如聚苯乙烯磺酸、聚乙烯磺酸、聚(甲基)丙烯酰胺-2-甲基丙烷磺酸、聚异戊二烯磺酸及其盐。对该掺杂剂的用量没有特别的限制,但是以每摩尔单体计,优选使用0.01~5mol,更优选0.1~3mol。
对根据本发明的自由基物种没有特别的限制,只要它可以对所述导电聚合物进行化学处理,但是其是由下面的化合物通过加热或光照射而形成的。作为形成自由基物种的化合物,可以列举偶氮化合物、硫醇化合物、二硫化物化合物、过氧化合物、叠氮化合物和羰基化合物。所述形成自由基物种的化合物可以单独使用或者以两种或更多种任意组合使用。优选地,可以提到偶氮化合物、硫醇化合物、二硫化物化合物和过氧化合物。作为偶氮化合物,具体地可以提到2,2’-偶氮二异丁腈、2,2’-偶氮双(4-甲氧基-2,4-二甲基戊腈)、2,2’-偶氮双(2,4-二甲基戊腈)、2,2’-偶氮双{2-甲基-N-[1,1-二(羟甲基)-2-羟乙基]丙酰胺}、2,2’-偶氮双[2-甲基-N-(2-羟乙基)-丙酰胺]、2,2’-偶氮双[N-(2-丙烯基)-2-甲基丙酰胺]、2,2’-偶氮双[N-丁基-2-甲基丙酰胺]、2,2’-偶氮双(2-甲基丙酸)二甲基酯、4,4’-偶氮双(2-氰基戊酸)等。此外,也可以列举具有下式(I)的含有偶氮基团的聚合物化合物:
其中R1和R2独立地是可以包含杂原子并且可以具有键合于其上的取代基的二价烃基,例如烷基、烯基、烷氧基、烷硫基、芳基、羟烷基、烷氧基羰基、甲酰基、氰基、羧基、羟基等。此外,R3是两端具有NH或O的基团,n表示自然数。
作为含有偶氮基团的聚合物化合物的具体实例,可以提到下式(II)或(III)。可以使用可从Wako Pure Chemical Industries商购的VPS-0501、VPS-1001、VPE-0201、VPE-0401和VPE-0601。VPS-0501和VPS-1001是具有下面结构的含有偶氮基团的聚合物化合物。VPS-0501具有分子量约为5000的聚二甲基硅氧烷部分,而VPS-1001具有分子量约为10000的聚二甲基硅氧烷部分。
VPE-0201、VPE-0401和VPE-0601是具有下面结构的含有偶氮基团的聚合物化合物。VPE-0201具有分子量约为2000的聚环氧乙烷部分,VPE-0401具有分子量约为4000的聚环氧乙烷部分,VPE-0601具有分子量约为6000的聚环氧乙烷部分。
作为硫醇化合物,可以提到辛硫醇、十二硫醇、巯基乙醇、巯基丙酸、硫甘油、苯硫醇、巯基苯甲酸等。
作为二硫化物化合物,可以提到二硫代二乙基、二硫代二丙基、二硫代二丁基、二硫代二乙醇、二硫代二丙醇、二硫代二丙酸、二硫代二丙酸二甲基酯、二硫代二苯基、二苄基二硫化物等。
作为过氧化合物,可以提到过氧化苯甲酰、过氧化二枯基、过氧化叔丁基枯基、氢过氧化枯烯、过氧化乙酰、过氧化丙酰、过氧化丁酰等。
本发明的使用自由基物种进行化学处理的改性导电聚合物(以下称为“改性导电聚合物”)可以通过下面的方法得到,但本发明并不限于此。
(a)将含有分散在溶剂中的导电聚合物的导电聚合物分散体与形成自由基物种的化合物反应的方法(注意:在该方法中,形成自由基物种的化合物可以直接添加到导电聚合物分散体中或者在被溶解和/或分散于溶剂中后再添加)。
(b)用含有溶解在溶剂中的形成自由基物种的化合物的溶液处理导电聚合物粉末并将导电聚合物粉末与该溶液反应的方法。
(c)将导电聚合物粉末与形成自由基物种的化合物粉末混合并反应的方法。
这些方法中优选的方法是(a)和(b)。最优选的方法是(a),因为可以用自由基物种有效地对导电聚合物进行化学处理。这里所用的术语“分散体”表示混合存在被分散在溶剂中的导电聚合物微粒的状态和被溶解在溶剂中的导电聚合物的状态。
对用于分散导电聚合物的溶剂没有特别的限制,只要它是能够分散导电聚合物的溶剂,不过可以列举芳族烃例如甲苯、二甲苯;二醇醚酯例如二甘醇二乙酸酯、二丙二醇二丁酸酯、己二醇二乙酸酯、乙二醇二乙酸酯;酮类例如丙酮、甲基乙基酮、乙基丁基酮、二异丁基酮;脂肪酸酯例如乙酸乙酯、丙酸乙酯;醇类例如甲醇、乙醇、丙醇、丁醇、乙醇;N,N-二甲基甲酰胺、N,N-二甲基乙酰胺、N,N-二乙基甲酰胺、N,N-二乙基乙酰胺、N-甲基-2-吡咯烷酮、二甲基亚砜、环丁砜、sulphorane(一种从花椰菜中分离出来的异硫氰酸酯)、六甲基磷酰三胺、水等。以上溶剂可以单独使用或者以两种或更多种任意组合使用。作为用于溶解和/或分散形成自由基物种的化合物的溶剂,可以使用作为用于分散导电聚合物的溶剂而列举的以上示例性溶剂。
作为导电聚合物分散体,可以使用在日本专利申请No.2003-349793的说明书中所公开的聚苯胺分散体、Mitsubishi Rayon制得的磺化聚苯胺水分散体(商品名为aqua SAVE)、Bayer制得的聚乙烯二氧噻吩水分散体(商品名Baytron P)等。
使用自由基物种进行化学处理的导电聚合物可以是掺杂状态或未掺杂状态的。当使用未掺杂的导电聚合物时,在掺杂剂的存在下进行利用自由基物种的化学处理,以同时进行利用自由基物种的化学处理和掺杂处理,并可以得到经自由基物种化学处理的掺杂状态的改性导电聚合物。此外,当使用未掺杂的导电聚合物时,通过使用自由基物种进行化学处理,接着使用掺杂剂进行处理,也得到使用自由基物种进行化学处理的掺杂状态的导电聚合物。当使用掺杂的导电聚合物时,也可以在掺杂剂存在下进行使用自由基物种的化学处理反应。
作为掺杂剂,除了以上提及的掺杂剂以外,可以提到含脂族磺酸基团的单体例如(甲基)丙烯酰胺-2-甲基丙烷磺酸、乙烯基磺酸、甲基丙烯酰氧基亚乙基磺酸、2-甲基-1,3-丁二烯-1-磺酸,含芳族磺酸基团的单体例如苯乙烯磺酸、磺基苯基马来酰亚胺,或其盐。
所述自由基物种与导电聚合物之间的反应在加热或光照射下进行。所述形成自由基物种的化合物的用量基于100重量份的导电聚合物优选为0.01~30重量份,更优选为0.05~20重量份。此外,反应温度为20℃~180℃,优选为40℃~150℃。
在本发明的有机聚合物组合物中,基于100重量份的有机聚合物,供入的经化学处理的导电聚合物的量优选为0.05~80重量份、更优选为0.1~60重量份。如果供入的量太少,则该有机聚合物组合物的体积电阻率容易变成1014Ω·cm或更高,而如果太多,则与所添加的量相称的效果不容易得到。
对可用在本发明的有机聚合物组合物中的有机聚合物没有特别的限制。作为优选的实例,可以提到橡胶例如天然橡胶、异戊二烯橡胶、丁腈橡胶(例如丙烯腈-丁二烯橡胶、丙烯腈-苯乙烯-丁二烯橡胶等)、氢化丁腈橡胶、丁二烯橡胶、苯乙烯-丁二烯橡胶、丁基橡胶、卤化丁基橡胶、乙烯-α-烯烃橡胶(例如乙烯-丙烯橡胶、乙烯-丙烯-非共轭二烯橡胶、乙烯-丁烯-非共轭二烯橡胶等)、聚降冰片烯橡胶、丙烯酰基橡胶、氟树脂、硅氧烷树脂、乙烯-乙酸乙烯酯橡胶、表氯醇橡胶、表氯醇-环氧乙烷共聚物橡胶、氯化聚乙烯橡胶、氯丁二烯橡胶、氯磺化聚乙烯橡胶、氟化橡胶、聚氨酯橡胶;聚烯烃树脂例如聚乙烯、聚丙烯;聚酯树脂例如聚对苯二甲酸乙二醇酯、聚萘二甲酸乙二醇酯、聚对苯二甲酸丁二醇酯;聚酰胺树脂例如尼龙6、尼龙6,6;环氧树脂例如双酚A型环氧树脂、酚醛清漆型环氧树脂;聚酰亚胺基树脂例如聚酰胺-酰亚胺、聚酰胺酸、聚酰亚胺;氟树脂例如聚氟化亚乙烯基树脂(例如改性PPE树脂);聚碳酸酯树脂、聚缩醛树脂或其改性制品。
本发明的有机聚合物组合物可以通过混合有机聚合物和经化学处理的改性导电聚合物而得到。对于混合方法没有特别的限制。可以提到通过混合机器将改性导电聚合物和有机聚合物混合的方法。作为混合机器,可以提到辊、捏和机、Banbury混合器、双螺杆挤出机等。此外,本发明的有机聚合物组合物也可以通过对预先溶解或分散在溶剂中的改性导电聚合物和有机聚合物的分散体进行混合的方法得到。对用于溶解或分散有机聚合物的溶剂没有特别的限制,但是与经化学处理的改性导电聚合物的分散体的溶剂相容的溶剂是优选的。对该混合方法没有特别的限制,只要经化学处理的改性导电聚合物与有机聚合物可以有效地混合,不过可以提到用于简单搅拌和混合的方法和使用砂磨机、球磨机、孔磨机(bore mill)、三辊磨机、胶体磨、超声均质机、喷射磨机或其它分散器进行混合的方法。此外,本发明的有机聚合物组合物可以通过将有机聚合物与预先溶解或分散在增塑剂或操作油中的经化学处理的改性导电聚合物混合而得到,所述操作油用于改善被混合在一起的有机聚合物的可加工性和柔韧性。
此外,本发明的有机聚合物组合物可以通过将改性导电聚合物和/或其分散体、填料(其可用作预先被混合的有机聚合物的填料,例如炭黑、硅石、滑石)和有机聚合物混合而得到。此外,本发明的有机聚合物组合物可以通过将经改性导电聚合物的分散体处理的填料与有机聚合物混合而得到。
本发明的有机聚合物组合物可以包含填料(例如炭黑、硅石、滑石)、硫化或交联剂、硫化或交联促进剂、硅烷偶合剂、多种油、抗氧剂、抗氧化剂、UV吸收剂、光稳定剂、阻燃剂、增塑剂或任何其它一般以以往添加量混入橡胶或树脂中的多种添加剂作为其它成分。本发明的有机聚合物组合物可以以不会损害本发明目的的程度包含离子导电剂和电子导电剂。作为离子导电剂,可以提到例如季胺盐、硼酸盐、表面活性剂等。作为电子导电剂,可以提到炭黑、导电氧化锌、导电氧化钛、导电氧化锡、石墨、碳纳米管、人造短碳纤维等。
本发明的使用自由基物种进行化学处理的改性导电聚合物相对于溶剂和有机聚合物具有良好的分散状态。结果,含有所述改性导电聚合物和有机聚合物的有机聚合物组合物的电阻值和环境依赖性变化小,使得能够控制电阻,并表现出稳定的电学特性。此外,具有这些特性的本发明的有机聚合物组合物可用作OA设备中使用的导电带、导电辊(conductive roll)、导电片(conductive blade)或其它导电部件,以及作为用于防止电子部件中静电无序的抗静电剂和封装材料。此外,本发明的有机聚合物组合物还可以用于电磁波屏蔽、制动器等。
实施例
现在将基于实施例和对比实施例来更具体地解释本发明,但本发明绝不限于下面的实施例。
反应实施例1:导电聚苯胺分散体的制备
将6g苯胺和21g苯磺酸十二烷基酯溶解在300g甲苯中,接着添加含有10.8ml溶解在其中的浓度为6ml/L盐酸的100g蒸馏水。将该混合的溶液冷却到5℃或更低,然后添加含有16.2g溶解在其中的过硫酸铵的100g蒸馏水。该溶液在5℃或更低的条件下氧化聚合7小时,接着向反应溶液中添加450g甲苯。此外,添加含有其中溶解有80g甲醇的150g水的混合溶液并搅拌。当停止搅拌并放置该反应溶液时,该反应溶液分离成两层:甲苯层和水-甲醇层。回收其中分散有导电聚苯胺的甲苯层。
反应实施例2:经化学处理的改性导电聚苯胺分散体1的制备
将含有0.7g偶氮化合物4,4’-偶氮双(4-氰基戊酸)的20g NMP溶液添加到80g反应实施例1中得到的导电聚苯胺分散体中。该溶液在氮气、70℃下反应16小时,然后通过在真空下加热脱除甲苯,以得到经化学处理的改性导电聚苯胺的NMP分散体1(聚苯胺含量为3重量%)。回收一部分所述改性导电聚苯胺的NMP分散体,并通过在真空下加热脱除所述NMP,以得到绿色粉末。利用氨水处理该粉末,接着用水冲洗并干燥,以得到未掺杂的聚苯胺粉末。该粉末的红外吸收光谱在1700cm-1附近表现出由羰基引起的吸收,因此证实了该导电聚苯胺已被通过4,4’-偶氮双(4-氰基戊酸)形成的自由基物种进行了化学处理。
反应实施例3:经化学处理的改性导电聚苯胺分散体2的制备
将含有0.7g聚合物基的偶氮化合物VPE-201(Wako Pure ChemicalIndustries制得)的20g NMP溶液添加到80g反应实施例1中得到的导电聚苯胺分散体中。该溶液在氮气、70℃下反应16小时,然后通过在真空下加热脱除甲苯,以得到经化学处理的改性导电聚苯胺的NMP分散体2(聚苯胺含量为3重量%)。回收一部分所述改性导电聚苯胺的NMP分散体,并通过在真空下加热脱除所述NMP,以得到绿色粉末。利用氨水处理该粉末,接着用水冲洗并干燥,以得到未掺杂的聚苯胺粉末。该粉末的红外吸收光谱在1100cm-1附近表现出由聚醚链引起的吸收,因此证实了该导电聚苯胺已被由聚合物基的偶氮化合物形成的自由基物种进行了化学处理。
反应实施例4:经化学处理的改性导电聚苯胺分散体3的制备
将0.7g聚合物基的偶氮化合物VPS-501(Wako Pure ChemicalIndustries制得)添加到80g反应实施例1中得到的导电聚苯胺分散体中。确认该起始试剂溶解后,然后添加20g NMP,并所得混合物在氮气、70℃下反应16小时,由此得到经化学处理的改性导电聚苯胺的NMP分散体3(聚苯胺含量为3重量%)。回收一部分所述改性导电聚苯胺的NMP分散体,并通过在真空下加热脱除所述NMP,以得到绿色粉末。利用氨水处理该粉末,接着用水冲洗并干燥,以得到未掺杂的聚苯胺粉末。该粉末的红外吸收光谱在1000cm-1附近表现出由硅氧烷键引起的吸收,因此证实了该导电聚苯胺已被由聚合物基的偶氮化合物形成的自由基物种进行了化学处理。
反应实施例5:经化学处理的改性导电聚苯胺的制备
将0.7g偶氮化合物2,2’-偶氮双(N-丁基-2-甲基丙酰胺)(Wako PureChemical Industries制得)添加到80g反应实施例1中得到的导电聚苯胺分散体中。确认该起始试剂溶解后,然后该溶液在氮气、70℃下反应16小时,由此得到经化学处理的改性导电聚苯胺的甲苯分散体。通过在真空下加热从该改性导电聚苯胺的甲苯分散体中脱除甲苯,以得到2.3g绿色粉末。取部分该粉末作为样品,并用氨水处理,然后用水冲洗并干燥,以得到未掺杂的聚苯胺粉末。该粉末的红外吸收光谱在1650cm-1附近表现出由酰胺键引起的吸收,因此证实了该导电聚苯胺已被由聚合物基的偶氮化合物形成的自由基物种进行了化学处理。
实施例1
将7.0g在反应实施例2中得到的经化学处理的改性导电聚苯胺分散体添加到10g其中溶解有聚甲基丙烯酸甲酯(Aldrich制得,重均分子量为120,000)的NMP溶液(浓度为20重量%)中,并与其混合,以制备含有经化学处理的改性导电聚苯胺和聚甲基丙烯酸甲酯的NMP分散体(即有机聚合物组合物1)。将该NMP分散体涂布到玻璃基体上,然后在150℃下热处理1小时,以得到150μm厚的含有导电聚苯胺的聚甲基丙烯酸甲酯膜。
实施例2
将7.0g在反应实施例3中得到的经化学处理的改性导电聚苯胺分散体添加到10g其中溶解有聚甲基丙烯酸甲酯(Aldrich制得,重均分子量为120,000)的NMP溶液(浓度为20重量%)中,并与其混合,以制备含有经化学处理的改性导电聚苯胺和聚甲基丙烯酸甲酯的NMP分散体(即有机聚合物组合物2)。将该NMP分散体涂布到玻璃基体上,然后在150℃下热处理1小时,以得到150μm厚的含有导电聚苯胺的聚甲基丙烯酸甲酯膜。
实施例3
将5.7g在反应实施例4中得到的经化学处理的改性导电聚苯胺NMP分散体添加到10g聚酰胺酸的NMP溶液(Ube Industries制得,聚酰亚胺清漆“U-Varnish-A”,固体含量为18重量%)中,并与其混合,以制备含有经化学处理的改性导电聚苯胺和聚酰胺酸的NMP分散体(即有机聚合物组合物3)。将该NMP分散体涂布到玻璃基体上,然后在150℃下热处理1小时,在200℃下热处理30分钟,在300℃下热处理40分钟,以得到150μm厚的含有导电聚苯胺的聚酰亚胺膜。
实施例4
使用辊将20g在反应实施例5中得到的经化学处理的改性导电聚苯胺混入100g SBR(Nippon Zeon制得,Nipol 1502)中,以得到含有经化学处理的改性导电聚苯胺的SBR(即有机聚合物组合物4)。使用辊,向该有机聚合物组合物4中混合3g锌白(Seido Chemical Industry制得,锌白No.3)、1g硬脂酸(NOF Corporation制得)、1g硫化促进剂(N-叔丁基-2-苯并噻唑亚磺酰胺,Ouchi Shinko Chemical制得,Noccelar NSP)、1.7g硫(Tsurumi Chemical制得)和1g抗氧剂(即N-苯基-N’-1,3-二甲基丁基-对苯二胺,Flexsis制得,Santoflex 6PPD),然后在180℃下将所得混合物在500×500×1mm模具中压制成型30分钟,以制得硫化的橡胶片。
对比实施例1
将未掺杂的聚苯胺粉末(Aldrich制得)溶解在NMP中,以得到10重量%聚苯胺的NMP溶液。将1.8g该聚苯胺的NMP溶液添加到聚酰胺酸的NMP溶液(Ube Industries,聚酰亚胺清漆“U-Varnish-A”,固体含量18%)中并混合。使用该溶液以实施例3中的相同方式得到150μm厚的含有导电聚苯胺的聚酰亚胺膜。在室温下将如此得到的聚酰亚胺膜浸在掺杂剂溶液中30分钟,以得到含有导电聚苯胺的聚酰亚胺膜,该掺杂剂溶液是通过将100g对甲苯磺酸溶解在400g蒸馏水和500g甲醇的混合溶剂中制得的。
对比实施例2
将0.2g掺杂的聚苯胺粉末(Aldrich制得)添加到10g聚酰胺酸的NMP溶液(Ube Industries,聚酰亚胺清漆“U-Varnish-A”,固体含量18%)中,并混合。使用该溶液以实施例3中的相同方式得到150μm厚的含有导电聚苯胺的聚酰亚胺膜。聚酰亚胺树脂带的表面出现聚苯胺粒子,并且该树脂表面不光滑。
对比实施例3
将25g炭黑(Mitsubishi Chemical制得,MA-100)添加到100g聚酰胺酸的NMP溶液(Ube Industries,聚酰亚胺清漆“U-Varnish-A”,固体含量18%)中,并混合。使用该溶液以实施例3中的相同方式得到150μm厚的含有导电聚苯胺的聚酰亚胺膜。
就下面4项评价以上得到的膜。结果示于表I中。
(1)体积电阻率:使用电阻测量设备(Advantest制得,R8340A)测量当对样品施加250V的电压达30秒时的体积电阻率。
(2)体积电阻率的面内变化:测量片平面中的24个位置处的体积电阻率,取体积电阻率的对数值,并计算最大值与最小值的差。
(3)环境依赖性:计算在高温和高湿度(40℃,80%RH)下与在低温和低湿度(10℃,15%RH)下体积电阻率对数值的差。
(4)表面光滑性:目测表面的光滑性。
表I
实施例1 | 实施例2 | 实施例3 | 实施例4 | 对比实施例1 | 对比实施例2 | 对比实施例3 | |
体积电阻率Ω·cm-1 | 4.2×106 | 6.1×106 | 4.2×1011 | 5.4×1011 | 5.6×1011 | 3.1×1015 | 2.6×1011 |
面内变化 | 0.2 | 0.3 | 0.2 | 0.4 | 0.6 | 1.0 | 0.8 |
环境依赖性 | 0.4 | 0.4 | 0.6 | 0.5 | 1.1 | 0.8 | 0.4 |
表面光滑性 | 光滑 | 光滑 | 光滑 | 光滑 | 表面上有聚集体 | 表面上有聚集体 | 光滑 |
由于改性导电聚合物均匀地分散在有机聚合物中,本发明的含有使用自由基物种进行化学处理的改性导电聚合物的有机聚合物组合物在膜表面上没有出现任何聚集体、形状光滑、膜平面中电阻值变化小,并且关于环境依赖性的特性优良。本发明的具有这些特性的有机聚合物组合物可用作OA设备中使用的导电带、导电辊、导电片或其它导电部件,以及用于防止电学部件等中静电无序的抗静电剂和封装。
Claims (7)
1.一种改性导电聚合物,其包含使用自由基物种进行化学处理的导电聚合物。
2.根据权利要求1的改性导电聚合物,其中所述待经过化学处理的导电聚合物是选自聚苯胺、聚噻吩、聚吡咯和其衍生物的至少一种聚合物。
3.根据权利要求1或2的改性导电聚合物,其中所述自由基物种由偶氮化合物、硫醇化合物、二硫化物化合物和过氧化合物形成。
4.一种有机聚合物组合物,其包含根据权利要求1或2的改性导电聚合物和有机聚合物。
5.根据权利要求4的有机聚合物组合物,其中所述改性导电聚合物的量基于100重量份有机聚合物为0.05~80重量份。
6.根据权利要求4或5的有机聚合物组合物,其中体积电阻率为1012~1013Ω·cm-1。
7.使用根据权利要求4或5的有机聚合物组合物的导电部件。
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JP2004360103A JP2006169291A (ja) | 2004-12-13 | 2004-12-13 | 変性導電性高分子並びにそれを用いた導電性部材 |
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CN105330909A (zh) * | 2014-08-08 | 2016-02-17 | 中国石油化工股份有限公司 | 一种导电橡胶粒子及其生产方法和应用 |
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JP2008074894A (ja) * | 2006-09-19 | 2008-04-03 | Chinretsu Kim | イオン液体を用いた伝導性高分子のナノ粒子の製造方法及びこれを用いた伝導性高分子コンポジット物質の製造方法 |
JP2008260897A (ja) * | 2007-04-13 | 2008-10-30 | Yokohama Rubber Co Ltd:The | 導電性組成物、導電性材料の製造方法および帯電防止材 |
DE112009003578B4 (de) | 2008-11-27 | 2014-11-27 | The Yokohama Rubber Co., Ltd. | Elektrolyt für photoelektrische Umwandlungselemente sowie photoelektrisches Umwandlungselement und farbstoffsensibilisierte Solarzelle, die den Elektrolyt verwendet |
CN102265452B (zh) | 2008-12-26 | 2014-10-29 | 横滨橡胶株式会社 | 光电转换元件用电解质以及使用了该电解质的光电转换元件和染料敏化太阳能电池 |
WO2010125953A1 (ja) | 2009-04-30 | 2010-11-04 | 横浜ゴム株式会社 | 光電変換素子用電解質ならびにその電解質を用いた光電変換素子および色素増感太陽電池 |
DE102009041669A1 (de) * | 2009-09-16 | 2011-03-24 | Giesecke & Devrient Gmbh | Folienspeicher und Banknotenbearbeitungsvorrichtung mit Folienspeicher |
JP4816807B2 (ja) | 2010-03-19 | 2011-11-16 | 横浜ゴム株式会社 | 光電変換素子用電解質ならびにその電解質を用いた光電変換素子および色素増感太陽電池 |
JP5795495B2 (ja) * | 2010-06-04 | 2015-10-14 | 住友化学株式会社 | 芳香族アミン変性物、レドックス触媒、燃料電池用電極触媒および燃料電池 |
CN103004012B (zh) | 2010-08-25 | 2016-03-23 | 横滨橡胶株式会社 | 光电转换元件用电解质、以及使用该电解质的光电转换元件和染料敏化太阳能电池 |
US20130206234A1 (en) | 2010-10-12 | 2013-08-15 | The Yokohama Rubber Co., Ltd. | Electrolyte for photoelectric conversion element, and photoelectric conversion element and dye-sensitised solar cell using same |
DE112011103604T5 (de) | 2010-10-29 | 2013-09-05 | The Yokohama Rubber Co., Ltd. | Elektrolyt für photoelektrisches Umwandlungselement sowie photoelektrisches Umwandlungselement und farbstoffsensibilisierte Solarzelle, die selbigen verwendet |
CN102446844B (zh) * | 2011-11-15 | 2013-12-04 | 上海华力微电子有限公司 | 一种导电聚合物凝胶填充硅通孔的方法 |
CN111819216B (zh) * | 2018-03-16 | 2023-08-29 | 积水化成品工业株式会社 | 着色有机树脂颗粒和其制造方法 |
CN109232864B (zh) * | 2018-09-17 | 2021-01-22 | 京东方科技集团股份有限公司 | 聚合物、电子注入层、oled器件及显示装置 |
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EP0591951B1 (en) * | 1992-10-07 | 2000-01-12 | Sekisui Chemical Co., Ltd. | Electrically conductive composition |
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CN105330909B (zh) * | 2014-08-08 | 2018-04-10 | 中国石油化工股份有限公司 | 一种导电橡胶粒子及其生产方法和应用 |
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