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Organic pi-stacked materials for ele...

Cao, Jie.

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Organic pi-stacked materials for electronic applications: Synthesis, characterizations, modeling and devices.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Organic pi-stacked materials for electronic applications: Synthesis, characterizations, modeling and devices./
Author:	Cao, Jie.
Description:	235 p.
Notes:	Source: Dissertation Abstracts International, Volume: 64-02, Section: B, page: 0739.
Contained By:	Dissertation Abstracts International64-02B.
Subject:	Chemistry, Polymer. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3079419

Organic pi-stacked materials for electronic applications: Synthesis, characterizations, modeling and devices.
Cao, Jie.

Organic pi-stacked materials for electronic applications: Synthesis, characterizations, modeling and devices. - 235 p.

Source: Dissertation Abstracts International, Volume: 64-02, Section: B, page: 0739.

Thesis (Ph.D.)--University of Michigan, 2003.

Structure-property relationships of organic π-stacked materials were systematically studied in this work for potential electronic applications. Alkylbithiazole-EDOT co-oligomers were synthesized to develop high-mobility materials. The co-oligomers, 5,5<super>′</super>-bis(4,4<super>′ </super>-dialkyl-2,2<super>′</super>-bithiazol-5-yl)-(3,4,3<super>′ </super>,4<super>′</super>-bis(ethylenedioxy)-2,2<super>′</super>-dithienyl) (AT2A) form π-stacks in the solid-state. They can be reduced at potentials near −2.3 V vs. Fc/Fc<super>+</super>, and oxidized stepwise to mono- and di-cations at potentials near 0.2 and 0.6 V vs. Fc/Fc<super> +</super>.Subjects--Topical Terms:

1018428
Chemistry, Polymer.

Organic pi-stacked materials for electronic applications: Synthesis, characterizations, modeling and devices.
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035 $a (UnM)AAI3079419
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040 $a UnM $c UnM
100 1 $a Cao, Jie. $3 1913191
245 1 0 $a Organic pi-stacked materials for electronic applications: Synthesis, characterizations, modeling and devices.
300 $a 235 p.
500 $a Source: Dissertation Abstracts International, Volume: 64-02, Section: B, page: 0739.
500 $a Chair: M. David Curtis.
502 $a Thesis (Ph.D.)--University of Michigan, 2003.
520 $a Structure-property relationships of organic π-stacked materials were systematically studied in this work for potential electronic applications. Alkylbithiazole-EDOT co-oligomers were synthesized to develop high-mobility materials. The co-oligomers, 5,5<super>′</super>-bis(4,4<super>′ </super>-dialkyl-2,2<super>′</super>-bithiazol-5-yl)-(3,4,3<super>′ </super>,4<super>′</super>-bis(ethylenedioxy)-2,2<super>′</super>-dithienyl) (AT2A) form π-stacks in the solid-state. They can be reduced at potentials near −2.3 V vs. Fc/Fc<super>+</super>, and oxidized stepwise to mono- and di-cations at potentials near 0.2 and 0.6 V vs. Fc/Fc<super> +</super>.
520 $a The oxidative behavior of several types of bithiazole-EDOT co-oligomers was investigated by UV-vis-NIR, CV and ESR experiments. The acceptor-donor-acceptor type of molecules, AT2A form cation radicals, π-dimers and di-cations in solution, depending on the conditions. However, oxidation of donor-acceptor-donor type of co-oligomers (TnATn, n = 1,2) gave stable di-cations in solution. The spectra of the AT2A π-dimers were interpreted in the context of molecular exciton theory to give a direct measure of the inter-chain transfer integral, β &sim; 0.1 eV.
520 $a OTFT devices were fabricated using one of AT2A oligomers (BT 2B with butyl sidechains) as the active material. Preliminary results show that high hole mobility is achievable at R.T. in a polycrystalline film made by vacuum deposition. Mobility as high as 6.1 cm<super>−2</super>V<super> −1</super>s<super>−1</super> was measured.
520 $a The crystal structures of a series of alkylbithiazole oligomers (EBTz, EBTz-COOH, (EBTz)2 and BT2B) were determined. The π-stacking structures were compared in the framework of structural parameters: π-stacking distance, pitch and roll angles that measure the orientation of the molecules in a given stack with respect to the stack axis, and the yaw angle that measures the orientation of neighboring stacks. Typically, molecules of bithiazole oligomers within a given π-stack are tilted a considerable angle about the short axis (pitch angle), but a very small angle about the long axis (roll angle). In such a structure, a π-stack forms a tilted staircase motif with strong π-π overlap within the stack. EBTz-COOH shows a dimer-like packing motif similar to the dimer, (EBTz)2 due to the introduction of H-bonding.
520 $a Semi-empirical MO calculations (ZINDO/S) were used to evaluate interchain interactions between molecules in their experimentally determined positions in the solid-state. The results show that the strong interchain interactions along the π-stacking direction may exceed that of herringbone structures (<italic>e.g.</italic> pentacene). The ZINDO/S method can also be used to study the Davydov splitting and the exciton band structure in the solid-state.
590 $a School code: 0127.
650 4 $a Chemistry, Polymer. $3 1018428
650 4 $a Engineering, Materials Science. $3 1017759
690 $a 0495
690 $a 0794
710 2 0 $a University of Michigan. $3 777416
773 0 $t Dissertation Abstracts International $g 64-02B.
790 1 0 $a Curtis, M. David, $e advisor
790 $a 0127
791 $a Ph.D.
792 $a 2003
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3079419