7,7,8,8-テトラシアノキノジメタン 化學(xué)特性,用途語(yǔ),生産方法
外観
うすい黃色～くすんだ黃色～暗い緑色粉末～結(jié)晶
解説
2,2′-(2,5-cyclohexadiene-1,4-diylidene)bispropanedinitrile．C12H4N4(204.19)．略稱TCNQ．シクロヘキサン-1,4-ジオンとマロノニトリルとを縮合させて1,4-ビス(ジシアノメチレン)シクロヘキサンとし，ついで臭素化，脫臭化水素して合成する．
"橙色の結(jié)晶．分解點(diǎn)297～298 ℃．アセトニトリル，ジオキサン，THFなどに可溶．強(qiáng)力な電子受容體として分子錯(cuò)體を形成するほか，多數(shù)の単純および複雑陰イオンラジカル塩，M＋ (TCNQ)n(n ＝ 1，4/3，3/2，2)などを與え，高電導(dǎo)性のものも多い．電導(dǎo)性および光電導(dǎo)性複合材料として，ケミカルコンデンサーなどの電子材料，電子寫真用感光材料に用いられる．[CAS 1518-16-7]
森北出版「化學(xué)辭典（第2版）
説明
7,7,8,8-tetracyanoquinodimethane (TCNQ), with a LUMO at 4.5 eV, is known for the charge-transfer salts formed by its radical anion TCNQ inphotovoltaic, light-emitting diodes, and organic field-effect transistordevices. TCNQ and its derivativeshave been used as dopants, leading to an increase in hole mobility or to the lowering of injectionbarriers. One classic example of such is the treatment of tetrathiafulvene (TTF), an electron donor with TCNQ. TFF and TCNQ form an ion pair, the TTF-TCNQ complex. This process of doping leads to the crystallisation of the ion pair into a one-dimensionally stacked polymer. This polymer consists of segregated stacks of cations and anions of the donors and the acceptors, respectively. The complex crystal is an organic semiconductor that exhibits metallic electric conductivity [1, 2].
化學(xué)的特性
orange to green crystalline powder
來(lái)歴
The first report on the electrical conductivity in an organic solid appeared in 1954, namely, a perylene—bromine complex with a room-temperature conductivity of 0.1 S cm1. In 1960, the organic acceptor Tetracyanoquinodimethane (TCNQ; 7,7,8,8-Tetracyanoquinodimethane) was synthesized, as well as a great number of its conducting charge-transfer complexes and radical ion salts. In the 1970s, the organic donor TTF led to the first organic metal TTF-TCNQ. Its room-temperature conductivity (500 S cm1) increases with a decrease in the temperature to the value of 6000 S cm1 at 60 K, where a metal-insulator transition occurs[1].
使用
7,7,8,8-Tetracyanoquinodimethane is an electron-acceptor molecule used to form charge-transfer superconductors. It is an effective catalyst used for the -chlorination of carboxylic acids using chlorosulfonic acid; the presence of TCNQ suppresses competing free-radical chlorination.
定義
ChEBI: A quinodimethane that is p-quinodimethane in which the methylidene hydrogens are replaced by cyano groups.
一般的な説明
7,7,8,8-Tetracyanoquinodimethane (TNCQ) is a strong electron acceptor as it has four cyano groups and π-conjugation bonds that form charge transferring chains and ion radical salts which are mainly used as p-dopants for the fabrication of a variety of semiconductor applications.
7,7,8,8-テトラシアノキノジメタン 上流と下流の製品情報(bào)
原材料
準(zhǔn)備製品