DTS-EH-Sn

CAS Number 1089687-06-8

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers, Organotin Compounds

DTS-EH-Sn, for the synthesis of low bandgap semiconducting polymers

High-quality monomer for applications in OLED, OPV and OFET devices

Specifications | MSDS | Literature and Reviews

DTS-EH-Sn (CAS number 1089687-06-8), namely 4,4'-Bis(2-ethylhexyl)-5,5'-bis(trimethyltin)-dithieno[3,2-b:2,3-d]silole, is the intermediate for the synthesis of low bandgap semiconducting polymers such as PSBTBT and PBBTSiD which are widely used in OLED, OPV and OFET devices.

Compared to C-C bond, C–Si bond has larger bond length which could result in improved π-π stacking of the molecules. The greater C-Si bond length also can reduce steric hindrance from the bulky alkyl side chains thereby to increase semi-crystallinity of the polymers containing dithienosilole (DTS) unit in their backbones.

General Information

CAS Number	1089687-06-8
Chemical Formula	C₃₀H₅₄S₂SiSn₂
Molecular Weight	744.39 g/mol
Full Name	4,4'-Bis(2-ethylhexyl)-5,5'-bis(trimethyltin)-dithieno[3,2-b:2,3-d]silole
Synonyms	DTS26-2Sn, 5,5′-bis(trimethylstannyl)-3,3′-bis(2-ethylhexyl)silylene-2,2′-bithiophene
Classification / Family	Dithienosilole (DTS) derivatives, Organic semiconducting materials, Semiconductor Synthesis, Low band gap polymers, Organic Photovoltaics

Chemical Structure

1089687-06-8, DTS-EH-Sn, 4,4'-Bis(2-ethylhexyl)-5,5'-bis(trimethyltin)-dithieno[3,2-b:2,3-d]silole — Chemical structure of 4,4'-Bis(2-ethylhexyl)-5,5'-bis(trimethyltin)-dithieno[3,2-b:2,3-d]silole (DTS-EH-Sn), CAS No. 1089687-06-8

Product Details

Purity	97%
Boiling Point	N/A
Appearance	Yellowish to dark green liquid

MSDS Documentation

DTS-EH-Sn MSDS sheet

Literature and Reviews

Synthesis and Photovoltaic Properties of Dithieno[3,2-b:2',3'-d]silole-Based conjugated copolymer, S. Wena et al., J. Mater. Chem. A, 3, 13794-13800 (2015); doi: 10.1039/C5TA01523E.
Surface Initiated Polymerization of A-A/B-B Type Conjugated Monomers by Palladium Catalyzed Stille Polycondensation: Towards Low Band-Gap Polymer Brushes, H. Awada et al., RSC Adv., 5, 78436-78440 (2015); doi: 10.1039/C5RA08027D.
Fluorinated low band gap copolymer based on dithienosilole-benzothiadiazole for high-performance photovoltaic device, H. Lv et al., Polym. Chem., 5, 6279-6286 (2014); doi: 10.1039/C4PY00758A.

Sub-ns triplet state formation by non-geminate recombination in PSBTBT:PC70BM and PCPDTBT:PC60BM organic solar cells, F. Etzold et al., Energy Environ. Sci., 8, 1511--1522 (2015); DOI: 10.1039/c4ee03630a.
Synthesis and Characterization of Bridged Bithiophene-Based Conjugated Polymers for Photovoltaic Applications: Acceptor Strength and Ternary Blends, C-H. Chen et al., Macromolecules, 43, 697–708 (2010); DOI: 10.1021/ma902206u.
Thionating Iso-diketopyrrolopyrrole-based Polymers: From P-type to Ambipolar Field Effect Transistors with Enhanced Charge Mobility, H. Zhang et al., Polym. Chem., 9, 1807-1814 (2018); doi: 10.1039/C8PY00292D.