2,3,5,6-四氟-7,7',8,8'-四氰二甲基对苯醌

4篇引用文献

COA

级别和纯度:

≥97%

CAS编号: 29261-33-4
分子式: C₁₂F₄N₄
分子量: 276.15
Beilstein号: 2157887
MDL号: MFCD00042382
PubChem编号: 2733307
PubChem SID: 488192385

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货号 (SKU)	包装规格	是否现货
T101365-25mg	25mg	现货
T101365-100mg	100mg	期货
T101365-500mg	500mg	现货
T101365-1g	1g	现货
T101365-5g	5g	现货

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基本描述

别名	(2,3,5,6-四氟-2,5-环己二烯-1,4-二亚基)二丙二腈 \| 2,3,5,6-四氟-7,7',8,8'-四氰二甲基对苯醌 \| 四氟四氰基醌二甲烷
英文别名	MFCD00042382 \| BCP18920 \| 2,3,5,6-tetrafluoro-7,7,8,8-tetracyano-quinodimethane \| YSWG343 \| (2,3,5,6-Tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)dimalononitrile \| F4TCNQ \| 2-[4-(dicyanomethylene)-2,3,5,6-tetrafluoro-cyclohexa-2,5-dien-1-ylidene]propanedi
规格或纯度	≥97%
英文名称	2,3,5,6-Tetrafluoro-7,7',8,8'-tetracyanoquinodimethane
运输条件	常规运输
产品介绍	2,3,5,6-四氟-7,7,8,8-四氰基喹二甲烷（F4-TCNQ）是一种用于制造有机半导体的掺杂剂。由于其最低的未占据分子轨道处于氧化多种半导体所需的理想能级，因此它可以调节电子特性。 2,3,5,6-四氟代-7,7,8,8-四氰基喹啉并二甲烷（F4-TCNQ）是p型分子，是强受主掺杂剂，它可产生自由空穴。应用： F4-TCNQ可以掺入聚[双（4-苯基）（2,4,6-三甲基苯基）胺]（PTAA）以形成空穴传输材料（HTL），其可用于实现具有16%能量效率的半透明钙钛矿太阳能电池。它可以用作p型掺杂剂，与具有增强的电荷迁移率的聚（3-己基噻吩）（P3HT）形成混合复合膜，其可潜在用于有机光伏中。 F4-TCNQ是用于单空穴器件和具有有机空穴传输层（HTL）的场效应晶体管的p型掺杂剂。它用于制备F4-TCNQ和并五苯的双层结构，以研究改善有机薄膜的热电性能。 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ) is a dopant used in the fabrication of organic semiconductors. It can tune the electronic properties as its lowest unoccupied molecular orbital is at a desirable energy level required to oxidize a wide range of semiconductors. 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ) are p-type molecules, used as a strong acceptor dopant , it generates free holes. Application： F4-TCNQ can be doped with poly[bis(4-phenyl)(2,4,6-trimethylphenyl)amine] (PTAA) to form a hole transport material (HTL), which can be used to achieve an energy efficiency of 16% for a semi-transparent perovskite solar cell.It can be used as a p-type dopant to form a blended composite film with poly(3-hexylthiophene) (P3HT) having enhanced charge mobility, which can be potentially useful in organic photovoltaics. F4-TCNQ is the p-type dopant for hole-only devices and field effect transistors with organic hole transport layers (HTL).It is used in the preparation of a bilayer structure of F4-TCNQ and pentacene to study improved thermoelectric performance of organic thin films.
纯度	≥97%

名称和识别符

PubChem SID	488192385
IIUPAC Name	2-[4-(dicyanomethylidene)-2,3,5,6-tetrafluorocyclohexa-2,5-dien-1-ylidene]propanedinitrile
INCHI	1S/C12F4N4/c13-9-7(5(1-17)2-18)10(14)12(16)8(11(9)15)6(3-19)4-20
InChi Key	IXHWGNYCZPISET-UHFFFAOYSA-N
Smiles	C(#N)C(=C1C(=C(C(=C(C#N)C#N)C(=C1F)F)F)F)C#N
Isomeric SMILES	C(#N)C(=C1C(=C(C(=C(C#N)C#N)C(=C1F)F)F)F)C#N
PubChem CID	2733307
分子量	276.15
Beilstein号	2157887
Reaxy-Rn	2157887

化学和物理性质

密度	1.57
熔点	291°C
分子量	276.150 g/mol
XLogP3	0.200
氢键供体数Hydrogen Bond Donor Count	0
氢键受体数Hydrogen Bond Acceptor Count	8
可旋转键计数Rotatable Bond Count	0
精确质量Exact Mass	276.006 Da
单同位素质量Monoisotopic Mass	276.006 Da
拓扑极表面积Topological Polar Surface Area	95.200 Å²
重原子数Heavy Atom Count	20
形式电荷Formal Charge	0
复杂度Complexity	697.000
同位素原子数Isotope Atom Count	0
定义的原子立体中心计数Defined Atom Stereocenter Count	0
未定义的原子立体中心计数Undefined Atom Stereocenter Count	0
定义的键立体中心计数Defined Bond Stereocenter Count	0
未定义的键立体中心计数Undefined Bond Stereocenter Count	0
所有立体化学键的总数The total count of all stereochemical bonds	0
共价键合单元计数Covalently-Bonded Unit Count	1

安全和危险性（GHS）

象形图	GHS06
信号词	危险
危险声明	H301: 吞咽会中毒 H311: 皮肤接触有毒 H331: 吸入会中毒
预防措施声明	P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P264: 处理后要彻底洗手。 P270: 使用本产品时，请勿进食、饮水或吸烟。 P271: 仅在室外或通风良好的地方使用。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P321: 特殊处理（请参阅此标签上的...）。 P330: 漱口 P302+P352: 如皮肤沾染：用水充分清洗。 P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。 P361+P364: 立即脱掉所有沾染的衣服，清洗后方可重新使用。 P405: 密闭存放 P403+P233: 存放在通风良好的地方。保持容器密闭。 P501: 将内容物/容器处理到。。。 P301+P316: 如果吞咽：立即寻求紧急医疗救助。 P316: 立即寻求紧急医疗救助。
WGK Germany	3
个人防护装备	Eyeshields,Faceshields,Gloves,type P2 (EN 143) respirator cartridges

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批号(Lot Number)	证书类型	货号
C2528124	分析证书	T101365
C2504558	分析证书	T101365
C2504565	分析证书	T101365
C2504573	分析证书	T101365
C2504625	分析证书	T101365
C2504637	分析证书	T101365
B2426207	分析证书	T101365
K2212401	分析证书	T101365
K2212403	分析证书	T101365
K2212455	分析证书	T101365
K2212580	分析证书	T101365
G2325051	分析证书	T101365
K2308188	分析证书	T101365

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引用文献

1. Sungjae Cho,Brian Dellabetta,Ruidan Zhong,John Schneeloch,Tiansheng Liu,Genda Gu,Matthew J Gilbert,Nadya Mason. (2015-07-15) Aharonov-Bohm oscillations in a quasi-ballistic three-dimensional topological insulator nanowire.. Nature communications, 6 (7634-7634). [PMID:26158768]
2. Henry Méndez,Georg Heimel,Stefanie Winkler,Johannes Frisch,Andreas Opitz,Katrein Sauer,Berthold Wegner,Martin Oehzelt,Christian Röthel,Steffen Duhm,Daniel Többens,Norbert Koch,Ingo Salzmann. (2015-10-07) Charge-transfer crystallites as molecular electrical dopants.. Nature communications, 6 (8560-8560). [PMID:26440403]
3. Seong-Yong Cho,Nuri Oh,Sooji Nam,Yiran Jiang,Moonsub Shim. (2017-04-28) Enhanced device lifetime of double-heterojunction nanorod light-emitting diodes.. Nanoscale, 9 ((18)): (6103-6110). [PMID:28447691]
4. María Blanco-Rey,Ane Sarasola,Corneliu Nistor,Luca Persichetti,Christian Stamm,Cinthia Piamonteze,Pietro Gambardella,Sebastian Stepanow,Mikhail M Otrokov,Vitaly N Golovach,Andres Arnau. (2018-04-21) Magnetic Properties of Metal⁻Organic Coordination Networks Based on 3d Transition Metal Atoms.. Molecules (Basel, Switzerland), 23 ((4)): [PMID:29677142]
5. Wu-Qiang Wu,Qi Wang,Yanjun Fang,Yuchuan Shao,Shi Tang,Yehao Deng,Haidong Lu,Ye Liu,Tao Li,Zhibin Yang,Alexei Gruverman,Jinsong Huang. (2018-04-25) Molecular doping enabled scalable blading of efficient hole-transport-layer-free perovskite solar cells.. Nature communications, 9 ((1)): (1625-1625). [PMID:29691390]
6. Hohyun Keum,Yiran Jiang,Jun Kyu Park,Joseph C Flanagan,Moonsub Shim,Seok Kim. (2018-09-25) Photoresist Contact Patterning of Quantum Dot Films.. ACS nano, 12 ((10)): (10024-10031). [PMID:30247027]
7. Muhammad Ahsan Iqbal,Menghua Cui,Adeel Liaqat,Rakba Faiz,Mongur Hossain,Xinsheng Wang,Sabir Hussain,Chunhe Dang,Haining Liu,Wen Wen,Junxia Wu,Liming Xie. (2019-02-12) Organic charge transfer complexes on graphene with ultrahigh near infrared photogain.. Nanotechnology, 30 ((25)): (254003-254003). [PMID:30743254]
8. Yingying Liang,Yunke Qin,Jie Chen,Weilong Xing,Ye Zou,Yimeng Sun,Wei Xu,Daoben Zhu. (2020-02-12) Band Engineering and Majority Carrier Switching in Isostructural Donor-Acceptor Complexes DPTTA-F X TCNQ Crystals (X = 1, 2, 4).. Advanced science (Weinheim, Baden-Wurttemberg, Germany), 7 ((3)): (1902456-1902456). [PMID:32042565]
9. Osnat Zapata-Arteaga,Bernhard Dörling,Aleksandr Perevedentsev,Jaime Martín,J Sebastian Reparaz,Mariano Campoy-Quiles. (2020-02-25) Closing the Stability-Performance Gap in Organic Thermoelectrics by Adjusting the Partial to Integer Charge Transfer Ratio.. Macromolecules, 53 ((2)): (609-620). [PMID:32089566]
10. K P Goetz,A Fonari,D Vermeulen,P Hu,H Jiang,P J Diemer,J W Ward,M E Payne,C S Day,C Kloc,V Coropceanu,L E McNeil,O D Jurchescu. (2014-12-04) Freezing-in orientational disorder induces crossover from thermally-activated to temperature-independent transport in organic semiconductors.. Nature communications, 5 (5642-5642). [PMID:25466276]
11. Jack Fuzell,Ian E Jacobs,Sophia Ackling,Thomas F Harrelson,David M Huang,Delmar Larsen,Adam J Moulé. (2016-11-04) Optical Dedoping Mechanism for P3HT:F4TCNQ Mixtures.. The journal of physical chemistry letters, 7 ((21)): (4297-4303). [PMID:27731993]
12. Shrawan Roy,Wooseon Choi,Sera Jeon,Do-Hwan Kim,Hyun Kim,Seok Joon Yun,Yongjun Lee,Jaekwang Lee,Young-Min Kim,Jeongyong Kim. (2018-06-21) Atomic Observation of Filling Vacancies in Monolayer Transition Metal Sulfides by Chemically Sourced Sulfur Atoms.. Nano letters, 18 ((7)): (4523-4530). [PMID:29921125]
13. Hans He,Kyung Ho Kim,Andrey Danilov,Domenico Montemurro,Liyang Yu,Yung Woo Park,Floriana Lombardi,Thilo Bauch,Kasper Moth-Poulsen,Tihomir Iakimov,Rositsa Yakimova,Per Malmberg,Christian Müller,Sergey Kubatkin,Samuel Lara-Avila. (2018-09-29) Uniform doping of graphene close to the Dirac point by polymer-assisted assembly of molecular dopants.. Nature communications, 9 ((1)): (3956-3956). [PMID:30262825]
14. David Kiefer,Renee Kroon,Anna I Hofmann,Hengda Sun,Xianjie Liu,Alexander Giovannitti,Dominik Stegerer,Alexander Cano,Jonna Hynynen,Liyang Yu,Yadong Zhang,Dingqi Nai,Thomas F Harrelson,Michael Sommer,Adam J Moulé,Martijn Kemerink,Seth R Marder,Iain McCulloch,Mats Fahlman,Simone Fabiano,Christian Müller. (2019-01-16) Double doping of conjugated polymers with monomer molecular dopants.. Nature materials, 18 ((2)): (149-155). [PMID:30643236]
15. John H Burke,Matthew J Bird. (2019-01-31) Energetics and Escape of Interchain-Delocalized Ion Pairs in Nonpolar Media.. Advanced materials (Deerfield Beach, Fla.), 31 ((12)): (e1806863-e1806863). [PMID:30697829]
16. Mingguang Li,Jing Li,Longsheng Yu,Ying Zhang,Yizhong Dai,Runfeng Chen,Wei Huang. (2020-06-13) Trap-Filling of ZnO Buffer Layer for Improved Efficiencies of Organic Solar Cells.. Frontiers in chemistry, 8 (399-399). [PMID:32528929]
17. Taiki Sawada,Akifumi Yamamura,Mari Sasaki,Kayo Takahira,Toshihiro Okamoto,Shun Watanabe,Jun Takeya. (2020-09-26) Correlation between the static and dynamic responses of organic single-crystal field-effect transistors.. Nature communications, 11 ((1)): (4839-4839). [PMID:32973198]
18. Junsheng Luo, Chunyang Jia, Zhongquan Wan, Fei Han, Bowen Zhao, Ruilin Wang. (2017) The novel dopant for hole-transporting material opens a new processing route to efficiently reduce hysteresis and improve stability of planar perovskite solar cells. JOURNAL OF POWER SOURCES, 342 (886). [10.1016/j.jpowsour.2017.01.010]
19. Zuwang Liu, Zhan Su, Bo Yu, Yapeng Sun, Jiankai Zhang, Huangzhong Yu. (2024) Biomaterial Improves the Stability of Perovskite Solar Cells by Passivating Defects and Inhibiting Ion Migration. ACS Applied Materials & Interfaces, 16 (24): (31218-31227). [PMID:38842482] [10.1021/acsami.4c06285]
20. Yuanyuan Wang, Dawei Yang, Heng Zhang. (2024) PEDOT:PSS-Free Quantum-Dot Light-Emitting Diode with Enhanced Efficiency and Stability. ACS Applied Materials & Interfaces, 16 (43): (59606-59613). [PMID:39420653] [10.1021/acsami.4c13899]
21. Xiaona Li, Hang Luo, Yuting Wan, Bo Peng, Yuan Liu, Sheng Chen, Dou Zhang. (2024) Ultra-high electron affinity and peripheral electronegativity co-constructing all-organic dielectrics with outstanding capacitive performance at high temperature. CHEMICAL ENGINEERING JOURNAL, 488 (150874). [10.1016/j.cej.2024.150874]

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