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716006

Sigma-Aldrich

6,13-Bis(triisopropylsilylethynyl)pentacen

≥99% (HPLC)

Synonym(e):

TIPS-pentacen

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About This Item

Empirische Formel (Hill-System):
C44H54Si2
CAS-Nummer:
Molekulargewicht:
639.07
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.23

Qualitätsniveau

Assay

≥99% (HPLC)

Form

solid

mp (Schmelzpunkt)

276 °C

Löslichkeit

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.)

Dichte

1.104 g/cm3 at 25 °C

SMILES String

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

InChIKey

FMZQNTNMBORAJM-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Anwendung

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.

Rechtliche Hinweise

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

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Die Dokumentenbibliothek aufrufen

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
Development of inkjet printed strain sensors.
Correia V, et al.
Smart Materials and Structures, 22(10), 105028-105028 (2013)
Degradation of all-inkjet-printed organic thin-film transistors with TIPS-pentacene under processes applied in textile manufacturing.
Castro, HF, et al.
Organic Electronics, 22(10), 12-19 (2015)
An Ultrasensitive Organic Semiconductor NO2 Sensor Based on Crystalline TIPS-Pentacene Films.
Wang Z, et al.
Advanced Materials, 29(38), 1703192-1703192 (2017)
Park, S.K.; Jackson, T.N.; Anthony, J.E.; Mourey, D.A.
Applied Physics Letters, 91, 063514-063514 (2007)

Artikel

The conductivity of organic semiconductors can be increased, and the barriers to charge-carrier injection from other materials can be reduced, by the use of highly reducing or oxidizing species to n- or p-dope, respectively, the semiconductor.

Silylethyne-Substituted Pentacenes

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.

Dr. Chan and researchers highlight flexible transistors are the building blocks of next-generation soft electronics. Among all the reported material systems that can be fabricated by researchers, such as circuits, biosensors, stretchable displays, and others,1–5 small molecular weight organic semiconductors are among the most promising candidates for flexible transistor applications. For these small molecular weight organic semiconductors, the semiconductor forming the conductive channel dominates the device performance.

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Protokolle

One of the best known and highest performing smallmolecule organic semiconductors is TIPS-Pentacene. TIPS-Pentacene is soluble in a wide range of solvents and does not require a thermal conversion after deposition.

Verwandter Inhalt

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

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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