7,7,8,8-Tetracyanoquinodimethane

ChemicalBook > CAS DataBase List > 7,7,8,8-Tetracyanoquinodimethane

7,7,8,8-Tetracyanoquinodimethane

Applications

Product Name: 7,7,8,8-Tetracyanoquinodimethane
CAS No.: 1518-16-7
Chemical Name: 7,7,8,8-Tetracyanoquinodimethane
Synonyms: TCNQ;TETRACYANOQUINODIMETHANE;Tetracyanoquinodimethan;Tetracyano p-Quinone Dimethane;TIMTEC-BB SBB000435;7,7,8,8-Tetracyanoqu;tetracyano-quinodimetha;etracyanoquinodimethane;7,7,8,8-Tetracyanodimethan;cyclohexa-1,2,4,5-tetraene
CBNumber: CB6306980
Molecular Formula: C12H4N4
Formula Weight: 204.19
MOL File: 1518-16-7.mol

Less

7,7,8,8-Tetracyanoquinodimethane Property

Melting point:: 287-289 °C (dec.) (lit.)
Boiling point:: 332.67°C (rough estimate)
Density: 1.3596 (rough estimate)
refractive index: 1.5000 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: Crystalline Powder
color: Orange-brown to green
Water Solubility: insoluble
λmax: 395nm(CH3CN)(lit.)
BRN: 611604
Stability:: Stable. Incompatible with strong acids, strong bases, strong reducing agents, strong oxidizing agents.
CAS DataBase Reference: 1518-16-7(CAS DataBase Reference)
NIST Chemistry Reference: Propanedinitrile, 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bis-(1518-16-7)
EPA Substance Registry System: Propanedinitrile, 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bis- (1518-16-7)

Less

Safety

Hazard Codes: Xn,Xi,T
Risk Statements: 22-20/21/22-23/24/25
Safety Statements: 22-24/25-36/37-26-36-45
RIDADR: 3276
WGK Germany: 3
RTECS: GU4850000
Hazard Note: Irritant
TSCA: Yes
HazardClass: 6.1
PackingGroup: II
HS Code: 29269095

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Precautionary statements: P280Wear protective gloves/protective clothing/eye protection/face protection.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 157635
Product name: 7,7,8,8-Tetracyanoquinodimethane
Purity: 98%
Packaging: 5g
Price: $108
Updated: 2024/03/01

Sigma-Aldrich

Product number: 157635
Product name: 7,7,8,8-Tetracyanoquinodimethane
Purity: 98%
Packaging: 10g
Price: $155
Updated: 2024/03/01

TCI Chemical

Product number: T0078
Product name: 7,7,8,8-Tetracyanoquinodimethane
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $63
Updated: 2024/03/01

TCI Chemical

Product number: T0078
Product name: 7,7,8,8-Tetracyanoquinodimethane
Purity: >98.0%(HPLC)(N)
Packaging: 25g
Price: $215
Updated: 2024/03/01

Alfa Aesar

Product number: A10779
Product name: 7,7,8,8-Tetracyanoquinodimethane, 98%
Packaging: 5g
Price: $115
Updated: 2024/03/01

Less

7,7,8,8-Tetracyanoquinodimethane Chemical Properties,Usage,Production

Applications

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 in photovoltaic, light-emitting diodes, and organic field-effect transistor devices. TCNQ and its derivatives have been used as dopants, leading to an increase in hole mobility or to the lowering of injection barriers. 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.
It also has been shown that TCNQ can effectively modify Cu or Ag surfaces. The formation of Cu-TCNQ and Ag-TCNQ enhances the work function of such electrodes and reduces the hole injection barrier dramatically. Furthermore, it improves electrode/organic layer contact, hence the reduction of contact resistances.
Tetracyanoquinodimethane (TCNQ) is also found to act as a p-type doping agent of graphene films due to its powerful electron-accepting capacity.

Description

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 in?photovoltaic, light-emitting diodes, and organic field-effect transistor?devices. TCNQ and its derivatives?have been used as dopants, leading to an increase in hole mobility or to the lowering of injection?barriers. 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].

Chemical Properties

orange to green crystalline powder

Uses

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.

Definition

ChEBI: A quinodimethane that is p-quinodimethane in which the methylidene hydrogens are replaced by cyano groups.

Synthesis Reference(s)

Journal of the American Chemical Society, 84, p. 3370, 1962 DOI: 10.1021/ja00876a028
The Journal of Organic Chemistry, 48, p. 1366, 1983 DOI: 10.1021/jo00156a048

General Description

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-Tetracyanoquinodimethane Preparation Products And Raw materials

Raw materials

Preparation Products

Less

7,7,8,8-Tetracyanoquinodimethane Suppliers

Austria 1 Belgium 1 China 147 Europe 3 France 1 Germany 4 India 5 Japan 6 South Korea 1 Switzerland 2 United Kingdom 13 United States 28 Global 212

Yantai Sheng Kai Lun Biological Products Co. , Ltd.

Tel: 3119594100
Email: mark@sklnchem.cn
Country: China
ProdList: 7446
Advantage: 58

Hubei Kanglide Bio-pharmaceutical Co., Ltd

Tel: 19171595131
Email: 3168392538@qq.com
Country: China
ProdList: 379
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 021-61259108 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40240
Advantage: 62

Alfa Aesar

Tel: 400-6106006
Fax: 021-67582001/03/05
Email: saleschina@alfa-asia.com
Country: China
ProdList: 30132
Advantage: 84

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24539
Advantage: 81

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44700
Advantage: 61

Jilin OLED Material Tech Co., Ltd

Tel: 0431-85877181
Fax: 0431-85804772
Email: sales@jl-oled.com
Country: China
ProdList: 154
Advantage: 68

JinYan Chemicals(ShangHai) Co.,Ltd.

Tel: 13817811078
Fax: 86-021-50426522,50426273
Email: sales@jingyan-chemical.com
Country: China
ProdList: 9984
Advantage: 60

Shanghai Hanhong Scientific Co.,Ltd.

Tel
Country: China
ProdList: 42982
Advantage: 64

XiaoGan ShenYuan ChemPharm co,ltd

Tel: 15527768850
Email: 1791901229@qq.com
Country: China
ProdList: 8849
Advantage: 52

Syntechem Co.,Ltd

Tel
Fax: E-Mail Inquiry
Email: info@syntechem.com
Country: China
ProdList: 12990
Advantage: 57

HANSHANG CHEMICAL SCIENTIFIC LIMITED

Tel: 021-50521775 15800962688
Fax: 86-21-58306291
Email: sales@hanshangchem.com
Country: China
ProdList: 471
Advantage: 57

Tianjin heowns Biochemical Technology Co., Ltd.

Tel: 400 638 7771
Email: sales@heowns.com
Country: China
ProdList: 14443
Advantage: 57

Sinopharm Chemical Reagent Co,Ltd.

Tel: 86-21-63210123
Fax: 86-21-63290778 86-21-63218885
Email: sj_scrc@sinopharm.com
Country: China
ProdList: 9823
Advantage: 79

Beijing Yan Nuo XinCheng Chemical Co., Ltd.

Tel: 86-10-82830276
Fax: 86-10-82830276-1
Country: China
ProdList: 284
Advantage: 62

Explovisual Technology Incorporation

Tel: +86 (519) 8829-2061
Fax: +86 (519) 8829-2061
Email: explovisual@hotmail.com
Country: China
ProdList: 296
Advantage: 60

Spectrum Chemical Manufacturing Corp.

Tel: 021-021-021-67601398-809-809-809 15221380277
Fax: 021-57711696
Email: marketing_china@spectrumchemical.com
Country: China
ProdList: 9664
Advantage: 60

Chengdu Ai Keda Chemical Technology Co., Ltd.

Tel: 4008-755-333 18080918076
Fax: 028-86757656
Email: 800078821@qq.com
Country: China
ProdList: 9725
Advantage: 55

Shanghai civi chemical technology co.,Ltd

Tel: 86-21-34053660
Fax: 86-21-34053661
Email: sale@labgogo.com
Country: China
ProdList: 9872
Advantage: 52

Thermo Fisher Scientific

Tel: 800-810-5118
Fax: +86-10-84193589
Email: cnchemical@thermofisher.com
Country: China
ProdList: 17779
Advantage: 75

Beijing innoChem Science & Technology Co.,Ltd.

Tel: 400-810-7969 010-59572699
Fax: 010-59572688
Email: ningzi.li@inno-chem.com.cn
Country: China
ProdList: 6139
Advantage: 55

9ding chemical ( Shanghai) Limited

Tel: 4009209199
Fax: 86-021-52271987
Email: sales@9dingchem.com
Country: China
ProdList: 22519
Advantage: 55

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 18521735133 18521732826;
Fax: 021-50323701
Email: market@aladdin-e.com
Country: China
ProdList: 25014
Advantage: 65

The future of Shanghai Industrial Co., Ltd.

Tel: 021-61552785
Fax: 021-55660885
Email: sales@shshiji.com
Country: China
ProdList: 9552
Advantage: 55

Shanghai Yolne Chemical Co., Ltd.

Tel: 021-62960152
Fax: 021-52212593
Email: 934678158@qq.com
Country: China
ProdList: 9906
Advantage: 55

Zhengzhou HongSheng Pharmaceutical Co., Ltd.

Tel: 1352-6885213 15637198702
Fax: 0371-63709726
Email: xpkchem@163.com
Country: China
ProdList: 3998
Advantage: 58

Chengdu HuaXia Chemical Reagent Co. Ltd

Tel: 400-1166-196 13458535857
Fax: QQ：800101999
Email: cdhxsj@163.com
Country: China
ProdList: 13359
Advantage: 58

Shanghai Boka-chem Tech. Inc.

Tel: 400-026-1533/(021) 6478-0600
Fax: +86 (21) 6459-2060
Email: sales@bokachem.com
Country: China
ProdList: 876
Advantage: 58

Shanghai Xingui Biotechnology Co., Ltd.

Tel: 17501653713 17501653715
Email: xingui2022@126.com
Country: China
ProdList: 10033
Advantage: 58

Shanghai Macklin Biochemical Co.,Ltd.

Tel: 15221275939 15221275939
Fax: 021-50706099
Email: shenlinxing@macklin.cn
Country: China
ProdList: 15878
Advantage: 55

Hubei Jusheng Technology Co.,Ltd

Tel: 027-59599241 18871490274
Fax: 027-59599241
Email: 1400878000@qq.com
Country: China
ProdList: 9972
Advantage: 58

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51471
Advantage: 80

Ningbo Materials-X Co., Ltd

Tel: 0574-87487840-805 15888368997
Fax: 0574-87485342
Country: China
ProdList: 474
Advantage: 55

Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd

Tel: 0431-80514535 19917294565
Email: et@chemextension.com
Country: China
ProdList: 4108
Advantage: 55

Nanjing Vital Chemical Co., Ltd.

Tel: 025-87193546 18652950785
Fax: 025-87193546
Email: chemweiao@163.com
Country: China
ProdList: 9030
Advantage: 60

Henan CoreyChem Co., Ltd

Tel: 0371-86658258
Fax: 0371-60996044
Email: info@coreychem.com
Country: China
ProdList: 10457
Advantage: 58

Shandong Xiya Chemical Co., Ltd.

Tel: 4009903999 13395398332
Fax: 0539-6365991
Email: sales@xiyashiji.com
Country: China
ProdList: 20810
Advantage: 60

Zhengzhou Acme Chemical Co., Ltd.

Tel: 0371-0371-55629727 13323845623
Fax: 037155629727
Email: 2885676761@qq.com
Country: China
ProdList: 9859
Advantage: 58

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131981
Advantage: 58

Guangdong wengjiang Chemical Reagent Co., Ltd.

Tel: 0751-2886750 13927877953
Fax: 0751-2886750
Email: 3005811397@qq.com
Country: China
ProdList: 13346
Advantage: 58

Zhengzhou Huiju Chemical Co., Ltd.

Tel: 0371-55900031 18137872243
Fax: QQ：2853979815
Email: 2853979815@qq.com
Country: China
ProdList: 10020
Advantage: 55

Suzhou Shanyang Pharmaceutical Technology Co.,

Tel: 0512-0512-63268889 13862023007
Email: 82169840@qq.com
Country: China
ProdList: 483
Advantage: 58

Taian Jiaye Biotechnology Co.Ltd

Tel: 13127280945
Email: 285424065@qq.com
Country: China
ProdList: 9980
Advantage: 55

Wuhan EEChem Technologies Co., Ltd

Tel: 0711-3617768 13308685235
Fax: 0711-3616558
Email: lihongcai4360@sina.com
Country: China
ProdList: 1366
Advantage: 55

JinJin Le Chemical Co., Ltd

Tel: 10106090
Email: jjlchem2@163.com
Country: China
ProdList: 9986
Advantage: 58

Shandong Ono Chemical Co., Ltd.

Tel: 0539-6362799 20）
Fax: 0539-6362799（To 20）
Country: China
ProdList: 9998
Advantage: 58

9ding chemical ( Shanghai) Limited

Tel: 021-021-52271985 17721149837
Fax: +86 (21) 52271987
Email: sales@9dingchem.com
Country: China
ProdList: 19806
Advantage: 60

Zhengzhou JACS Chemical Co., Ltd.

Tel: 0371-0371-86259281 15981966935
Fax: 0371-86259281
Email: jacschem@163.com
Country: China
ProdList: 2010
Advantage: 58

Shanghai BaiShun Biological Technology Co., Ltd

Tel: 021-37581181
Fax: 021-57456066
Email: sales@chem-mall.com
Country: China
ProdList: 10335
Advantage: 58

Less

View Lastest Price from 7,7,8,8-Tetracyanoquinodimethane manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd

Product: 7,7,8,8-Tetracyanoquinodimethane 1518-16-7
Price: US $0.10-0.30/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 20 tons
Release date: 2024-01-20

Career Henan Chemical Co

Product: 7,7,8,8-Tetracyanoquinodimethane 1518-16-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2020-01-08

1518-16-7, 7,7,8,8-TetracyanoquinodimethaneRelated Search:

Diphenylmethane Dibromomethane Methyl 4-cyanobenzoate Diiodomethane Methylene dithiocyanate 2,3-Dimethoxy-5-methyl-p-benzoquinone 4,4'-Methylenedianiline 4-Cyanobenzoyl chloride 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane 1,4-Benzoquinone p-Toluquinone Malononitrile (TCNQ)2 ISOQUINOLINE(N-N-BUTYL) 2-FLUORO-7,7,8,8-TETRACYANOQUINODIMETHANE 2,5-DIFLUORO-7,7,8,8-TETRACYANOQUINODIMETHANE 2,5-BIS(2-HYDROXYETHOXY)-7,7,8,8-TETRACYANOQUINODIMETHANE Tetrathiafulvalene - 7,7,8,8-Tetracyanoquinodimethane Complex,7,7,8,8-Tetracyanoquinodimethane Tetrathiafulvalene salt, TCNQ-TTF, TTF-TCNQ 2,5-DIMETHYL-7,7,8,8-TETRACYANOQUINODIMETHANE,2,5-DIMETHYL-7,7,8,8-TETRACYANOQUINODIMETHANE 97+%

TIMTEC-BB SBB000435

Tetracyano p-Quinone Dimethane

2,2'-(2,5-cyclohexadiene-1,4-diylidene)bismalononitrile

2,5-Cyclohexadiene-delta(sup1alpha:4alpha)dimalononitrile

7,7,8,8-Tetracyano-1,4-chinodimethan

7,7,8,8-Tetracyano-1,4-quinodimethan

7,7,8,8-Tetracyanodimethan

7,7,8,8-Tetracyano-p-quinodimethane

7,7,8,8-tetracyanoquinoedimethane

7,7,8,8-tetracyanoquinonedimethane

7,7,8,8-Tetracyanoquino-Dimeth

7,7,8,8-Tetracyanoquinodimethane,98%TCNQ

Propanedinitrile, 2,2-(2,5-cyclohexadiene-1,4-diylidene)bis-

TCNQ/7,7'',8,8''-TETRACYANOQUINO-DIMETHANE

7,7,8,8-TETRACYANOQUINODIMETHANE TCNQ

TCNQ/TETRACYANO-QUINODIMETHA

Tetracyanoquinodimethane: (Ultima Gold AB)

(2,5-Cyclohexadiene-1,4-diylidene)-dimalononitrile, TCNQ

2-[4-(Dicyanomethylidene)-1-cyclohexa-2,5-dienylidene]propanedinitrile

7,7,8,8-Tetracyanoquinodimethane,98%

(2,5-Cyclohexadiene-1,4-diylidene)

7,7,8,8-Tetracyanoqu

2,2'-(Cyclohexa-2,5-diene-1,4-diylidene)dipropane-1,3-dinitrile, TCNQ

7,7,8,8-TetracyanoquinodiMethane, 98% 10GR

1,4-Bis(dicyanomethylene)cyclohexadiene TCNQ

2,2'-(Cyclohexa-2,5-diene-1,4-diylidene)diMalononitrile

cyclohexa-1,2,4,5-tetraene

cyclohexa-2,5-diene-1,4-diylidene-bis-malononitrile

Propanedinitrile,2,2’-(2,5-cyclohexadien-1,4-diylidene)bis-

Quinodimethan, tetracyano-

tetracyano-quinodimetha

Tetracyanoquinodimethan

1,4-BIS(DICYANOMETHYLENE)-2,5-CYCLOHEXADIENE

1,4-BIS(DICYANOMETHYLENE)CYCLOHEXADIENE

2,2'-(2,5-cyclohexadiene-1,4-diylidene)bispropanedinitrile

2,5-CYCLOHEXADIENE-1,4-DIYLIDENE-A,A'-DIMALONONITRILE

(2,5-CYCLOHEXADIENE-1,4-DIYLIDENE)DIMALONONITRILE

(2,5-CYCLOHEXADIENE-1,4-DIYLIDENE)MALONONITRILE

2,5-CYCLOHEXADIENE-DELTA1,ALPHA4,ALPHA'-DIMALONONITRILE

TCNQ

TETRACYANO P-QUINODIMETHANE

TETRACYANOQUINODIMETHANE

TETRACYANODIMETHANOQUINONE

7,7,8,8-TETRACYANO-1,4-QUINODIMETHANE

7,7,8,8-TETRACYANOQUINODIMETHANE

7,7,8,8-TetracyanoquinodiMethane (purified by subliMation)

7,7,8,8-TetracyanoquinodiMethane 98%

2,5-Cyclohexadiene-1,4-diylidene-alpha,alpha'-dimalononitrile

2,5-cyclohexadiene-delta(sup1,alpha:4,alpha)-dimalononitrile

2-[4-(dicyanomethylidene)cyclohexa-2,5-dien-1-ylidene]propanedinitrile

7,7,8,8-Tetracyanoquinonedimethane for synthesis

2,2’-(2,5-cyclohexadiene-1,4-diylidene)bis-propanedinitril

7,7,8,8-Tetracyanoquinodimethane&gt

7,7,8,8-Tetracyanoquinodimethane, 98%, for synthesis

TCNQ 7,7,8,8-Tetracyanoquinodimethan

etracyanoquinodimethane

7,7',8,8'-tetracyanoquinodimethane

1518-16-7