JP2004161810A5 - - Google Patents

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JP2004161810A5
JP2004161810A5 JP2002326188A JP2002326188A JP2004161810A5 JP 2004161810 A5 JP2004161810 A5 JP 2004161810A5 JP 2002326188 A JP2002326188 A JP 2002326188A JP 2002326188 A JP2002326188 A JP 2002326188A JP 2004161810 A5 JP2004161810 A5 JP 2004161810A5
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Japan
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ppm
absorption peak
3ebicz
bicarbazole
carbazole
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JP2002326188A
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Japanese (ja)
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JP3968424B2 (en
JP2004161810A (en
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Publication of JP2004161810A5 publication Critical patent/JP2004161810A5/ja
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合成例3 モノマーのN,N´-ジ(2-エチルヘキシル)-3-エチニル-3´,6-ビカルバゾール(これを3EbiCzとも言う)の合成
原料の3´,6-ビカルバゾールを出発物質として、合成例2の場合と同様にして、N,N´-ジ(2-エチルヘキシル)-3-エチニル-3´,6-ビカルバゾール(3EbiCz)を得た。なお、各工程はできるだけ反応が進行するように適宜反応温度を調整した。
得られた3EbiCzは、図5に示すとおりの、IRスペクトルの吸収ピークにより同定された。すなわち、2100cm-1、3280cm-1での吸収ピークはそれぞれC≡C、C≡C−Hに帰し、また1480cm-1、1600cm-1、2920〜2970cm-1での吸収ピークはそれぞれ、カルバゾール環、カルバゾール環水素及び/又はカルバゾール側鎖のアルキル基の吸収ピークに帰する。
Synthesis Example 3 Synthesis of monomer N, N'-di (2-ethylhexyl) -3-ethynyl-3 ', 6-bicarbazole (also referred to as 3EbiCz) Starting material 3', 6-bicarbazole was used as a starting material. In the same manner as in Synthesis Example 2, N, N'-di (2-ethylhexyl) -3-ethynyl-3 ', 6-bicarbazole (3EbiCz) was obtained. In each step, the reaction temperature was appropriately adjusted so that the reaction proceeded as much as possible.
The obtained 3EbiCz was identified by the absorption peak of the IR spectrum as shown in FIG . That, 2100 cm -1, attributed each absorption peak at 3280 cm -1 C [identical to] C, to C [identical to] C-H, also 1480cm -1, 1600cm -1, respectively absorption peak at 2920~2970cm -1, carbazole ring Attributable to the absorption peak of the carbazole ring hydrogen and / or the alkyl group of the carbazole side chain.

実施例3のポリマーは、図1に実線で示すとおりの、その1HNMRスペクトル(室温、重クロロホルム溶媒)により同定された。すなわち、図中、0.8〜1.4ppm、3.5ppm及び6.0ppmでの単一ピークは、それぞれ、CH3(3H)とCH2(12H)のアルキルプロトン、カルバゾール骨格のNに置換するオクチル基の1位のCH2プロトン及び=CH(1H)に帰し、6.4〜7.4ppmの多重線ピークはカルバゾール環プロトンに帰する。
また、このポリマーは、ドープ前後で、ドーピングの程度を加減、調節するなどして、電気伝導度を約10 0.6 〜104S/cmの範囲で変動させることができる。
The polymer of Example 3 was identified by its 1 H NMR spectrum (room temperature, deuterated chloroform solvent) as shown by the solid line in FIG. That is, in the figure, single peaks at 0.8 to 1.4 ppm, 3.5 ppm, and 6.0 ppm are substituted with alkyl protons of CH 3 (3H) and CH 2 (12H) and N of the carbazole skeleton, respectively. The multiplexed peak at 6.4 to 7.4 ppm is attributed to the carbazole ring proton due to the CH 2 proton at the 1-position of the octyl group and = CH (1H).
Further, the electric conductivity of this polymer can be varied in the range of about 10 0.6 to 10 4 S / cm by adjusting and adjusting the degree of doping before and after doping.

JP2002326188A 2002-11-08 2002-11-08 POLYACETYLENE POLYMER, PROCESS FOR PRODUCING THE SAME, AND CONDUCTIVE MATERIAL AND PRESSURE-SENSITIVE MATERIAL HAVING THE SAME Expired - Lifetime JP3968424B2 (en)

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JP2002326188A JP3968424B2 (en) 2002-11-08 2002-11-08 POLYACETYLENE POLYMER, PROCESS FOR PRODUCING THE SAME, AND CONDUCTIVE MATERIAL AND PRESSURE-SENSITIVE MATERIAL HAVING THE SAME

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JP2002326188A JP3968424B2 (en) 2002-11-08 2002-11-08 POLYACETYLENE POLYMER, PROCESS FOR PRODUCING THE SAME, AND CONDUCTIVE MATERIAL AND PRESSURE-SENSITIVE MATERIAL HAVING THE SAME

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JP2004161810A JP2004161810A (en) 2004-06-10
JP2004161810A5 true JP2004161810A5 (en) 2006-01-26
JP3968424B2 JP3968424B2 (en) 2007-08-29

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Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2016632B1 (en) 2006-09-26 2009-11-18 Canon Kabushiki Kaisha Device
JP4921126B2 (en) * 2006-11-17 2012-04-25 キヤノン株式会社 Aromatic substituted acetylene copolymers
JP2009057528A (en) * 2007-09-04 2009-03-19 Nippon Shokubai Co Ltd Carbazole group-containing polymer with high molecular weight
JP5980659B2 (en) * 2012-11-13 2016-08-31 国立大学法人京都大学 Polymer having carbazole group, monomer and compound having carbazole group
KR102588912B1 (en) * 2015-10-21 2023-10-16 디아이씨 가부시끼가이샤 Active energy ray curable composition and plastic lens
JP6187846B1 (en) * 2015-10-21 2017-08-30 Dic株式会社 Active energy ray-curable composition and plastic lens

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