Title:
POLYMERS COMPRISING AT LEAST ONE BITHIOPHENE REPEAT UNIT, METHODS SYNTHETISING SAID POLYMERS AND COMPOSITIONS COMPRISING THE SAME
Document Type and Number:
WIPO Patent Application WO/2011/002927
Kind Code:
A3
Abstract:
A composition comprising a homopolymer or a copolymer comprising bithiophene units for use in, for example, low band gap materials including uses in organic photovoltaic active layers. The band gap and other properties can be engineered by polymerization methods including selection of monomer structure and ratio of monomer components. In addition, a dimer adapted for making alternating copolymers further comprising one first monomer moiety comprising at least one bithiophene moiety compound covalently linked to one second monomer moiety comprising a different bithiophene moiety or at least one moiety that is not a bithiophene. The composition can be copolymerized to form an alternating copolymer that can be further processed to form a polymeric film used in a printed organic electronic device. A series of novel copolymers are designed that would allow fabrication of materials with tailor made electronic and/or mechanical properties that can be easily manipulated through molecules chemical structure and potentially result in long term stability under ambient conditions that can be advantageous for use in organic electronics (e.g., OPVs, OLEDs, OFETs). Improved methods are disclosed for making monomers comprising a benzo[2,1-b:3,4-b']dithiophene moiety that are useful as electronics materials.
Inventors:
BROWN CHRISTOPHER TYLER (US)
LANDIS CHAD (US)
SHEINA ELENA (US)
LANDIS CHAD (US)
SHEINA ELENA (US)
Application Number:
PCT/US2010/040664
Publication Date:
May 26, 2011
Filing Date:
June 30, 2010
Export Citation:
Assignee:
PLEXTRONICS INC (US)
BROWN CHRISTOPHER TYLER (US)
LANDIS CHAD (US)
SHEINA ELENA (US)
BROWN CHRISTOPHER TYLER (US)
LANDIS CHAD (US)
SHEINA ELENA (US)
International Classes:
H01B1/12; C07D495/04; C08G61/12; C08L65/00
Domestic Patent References:
| WO2010000669A1 | 2010-01-07 | |||
| WO2009115413A2 | 2009-09-24 | |||
| WO2008000664A1 | 2008-01-03 |
Foreign References:
| EP2006291A1 | 2008-12-24 |
Other References:
XIAO, S.; ZHOU, H.; YOU, W.: "Conjugated Polymers of Fused Bithiophenes with Enhanced pi-Electron Delocalization for Photovoltaic Applications", MACROMOLECULES, vol. 41, no. 15, 12 July 2008 (2008-07-12), pages 5688 - 5696, XP002612427, DOI: 10.1021/ma800776q
SHENGQIANG XIAO ET AL: "Conjugated Polymers Based on Benzo[2,1-b:3,4-b?]dithiophene with Low-Lying Highest Occupied Molecular Orbital Energy Levels for Organic Photovoltaics", ACS APPLIED MATERIAL INTERFACES,, vol. 1, no. 7, 1 January 2009 (2009-01-01), pages 1613 - 1621, XP009141884, DOI: DOI:10.1021/AM900327N
TOVAR J D ET AL: "Functionalizable polycyclic aromatics through oxidative cyclization of pendant thiophenes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, US, vol. 124, no. 26, 1 January 2002 (2002-01-01), pages 7762 - 7769, XP002989180, ISSN: 0002-7863, DOI: DOI:10.1021/JA0262636
SHENGQIANG XIAO ET AL: "Conjugated Polymers Based on Benzo[2,1-b:3,4-b?]dithiophene with Low-Lying Highest Occupied Molecular Orbital Energy Levels for Organic Photovoltaics", ACS APPLIED MATERIAL INTERFACES,, vol. 1, no. 7, 1 January 2009 (2009-01-01), pages 1613 - 1621, XP009141884, DOI: DOI:10.1021/AM900327N
TOVAR J D ET AL: "Functionalizable polycyclic aromatics through oxidative cyclization of pendant thiophenes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, US, vol. 124, no. 26, 1 January 2002 (2002-01-01), pages 7762 - 7769, XP002989180, ISSN: 0002-7863, DOI: DOI:10.1021/JA0262636
Attorney, Agent or Firm:
RUTT, J. Steven et al. (Washington Harbour3000 K St., N, Washington District of Columbia, US)
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