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716006

Sigma-Aldrich

6,13-Bis(triisopropylsilylethynyl)pentacene

≥99% (HPLC)

Synonyme(s) :

TIPS pentacene

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About This Item

Formule empirique (notation de Hill):
C44H54Si2
Numéro CAS:
Poids moléculaire :
639.07
Numéro MDL:
Code UNSPSC :
12352103
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Niveau de qualité

Pureté

≥99% (HPLC)

Forme

solid

Pf

276 °C

Solubilité

acetone: soluble 0.16 wt. % at 23 °C(lit.)
anisole: soluble 2.03 wt. % at 23 °C(lit.)
n-butylbenzene: soluble 3.43 wt. % at 23 °C(lit.)
toluene: soluble 6.57 wt. % at 23 °C(lit.)

Densité

1.104 g/cm3 at 25 °C

Chaîne SMILES 

CC(C)[Si](C#Cc1c2cc3ccccc3cc2c(C#C[Si](C(C)C)(C(C)C)C(C)C)c4cc5ccccc5cc14)(C(C)C)C(C)C

InChI

1S/C44H54Si2/c1-29(2)45(30(3)4,31(5)6)23-21-39-41-25-35-17-13-15-19-37(35)27-43(41)40(22-24-46(32(7)8,33(9)10)34(11)12)44-28-38-20-16-14-18-36(38)26-42(39)44/h13-20,25-34H,1-12H3

Clé InChI

FMZQNTNMBORAJM-UHFFFAOYSA-N

Description générale

6,13-Bis(triisopropylsilylethynyl)pentacene (TIPS-pentacene) is a conductive polymer that can form organic thin films for a variety of semiconductor applications due to its high charge carrier mobility and stability.

Application

TIPS Pentacene is a high-performance soluble organic semiconductor for printed and flexible electronics applications. Material Matters 4.3 - Organic and Molecular Electronics Examples include the fabrication of organic field effect transistors (OFETs) with the highest reported switching speeds and field-effect mobilities in its class.
TIPS-pentacene forms a hybrid with (6,6)-phenylC61-butyric acid methyl ester (PCBM) which can be used as an organic layer that can be coated onto a silicon (Si) substrate for the fabrication of a highly efficient terahertz (THz) modulator. It can be used as a piezoresisitive sensor that produces multiple strain sensors (single sensors and sensor arrays). Organic thin-film transistors can be developed by using silver electrodes as dielectric materials and TIPS-pentacene as a semiconducting layer, which can be deposited via inkjet printing.

Informations légales

Material Matters is a trademark of Sigma-Aldrich Co. LLC

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

Flexible spray-coated TIPS-pentacene organic thin-film transistors as ammonia gas sensors.
Yu X, et al.
Journal of Material Chemistry C, 1(40), 6532-6535 (2013)
SeungBeum Suh et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(3), 1801309-1801309 (2019-02-19)
Cancer drug delivery remains a formidable challenge due to systemic toxicity and inadequate extravascular transport of nanotherapeutics to cells distal from blood vessels. It is hypothesized that, in absence of an external driving force, the Salmonella enterica serovar Typhimurium could
Fabrizio Antonio Viola et al.
Scientific reports, 8(1), 8073-8073 (2018-05-26)
In this study, a novel approach to the fabrication of a multimodal temperature and force sensor on ultrathin, conformable and flexible substrates is presented. This process involves coupling a charge-modulated organic field-effect transistor (OCMFET) with a pyro/piezoelectric element, namely a
Natalie A Pace et al.
Chemical science, 9(11), 3004-3013 (2018-05-08)
We employ a combination of linear spectroscopy, electrochemistry, and transient absorption spectroscopy to characterize the interplay between electron transfer and singlet fission dynamics in polyacene-based dyes attached to nanostructured TiO2. For triisopropyl silylethynyl (TIPS)-pentacene, we find that the singlet fission
Trilayer hybrid structures for highly efficient THz modulation.
Song M, et al.
Optics Express, 26(19), 25315-25321 (2018)

Articles

Highly reducing or oxidizing species enhance organic semiconductor conductivity by reducing charge-carrier injection barriers.

Silylethyne substitution offers an opportunity to tune solubility for application-specific needs and self-assembly for electronic performance and has yielded semiconductors with excellent device performance.

Flexible electronic circuits, displays, and sensors based on organic active materials will enable future generations of electronics products that may eventually enter the mainstream electronics market.

Small molecular weight organic semiconductors are promising for flexible transistor applications in next-gen soft electronics.

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Contenu apparenté

Organic electronics utilizes organic conductors and semiconductors for applications in organic photovoltaics, organic light-emitting diodes, and organic field-effect transistors.

L'électronique organique utilise des conducteurs et des semiconducteurs organiques pour les applications du type cellules photovoltaïques organiques, diodes électroluminescentes organiques (OLED) et transistors à effet de champ organiques (OFET).

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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