Title:
NAPHTHOBISTHIADIAZOLE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2013/161377
Kind Code:
A1
Abstract:
A naphthobisthiadiazole derivative is represented by formula 1. In formula 1, Z is hydrogen, a boronic acid group, a boronic acid ester group, a trifluoroborate salt group, or a triolborate salt group, and at least one is a boronic acid group, boronic acid ester group, trifluoroborate salt group, or triolborate salt group. The naphthobisthiadiazole derivative is an organic boron compound that can be converted to a multipurpose compound by a Suzuki-Miyaura coupling method or the like, and that can be used as a precursor for complex compounds. Consequently, on the basis of the naphthobisthiadiazole derivative, research, development and practical use of low-molecular-weight compounds and high-molecular-weight compounds that are useful as a variety of organic semiconductor materials, and the like, becomes possible.
Inventors:
TAKIMIYA KAZUO (JP)
OSAKA ITARU (JP)
KAWASHIMA KAZUAKI (JP)
OSAKA ITARU (JP)
KAWASHIMA KAZUAKI (JP)
Application Number:
PCT/JP2013/055129
Publication Date:
October 31, 2013
Filing Date:
February 27, 2013
Export Citation:
Assignee:
UNIV HIROSHIMA NAT UNIV CORP (JP)
SANKYO KASEI KK (JP)
SANKYO KASEI KK (JP)
International Classes:
C07F5/02
Foreign References:
| CN102060982A | 2011-05-18 | |||
| JP2011119435A | 2011-06-16 | |||
| JP2011247992A | 2011-12-08 | |||
| JP2002505663A | 2002-02-19 | |||
| JP2011528383A | 2011-11-17 |
Other References:
OSAKA,I. ET AL.: "Synthesis, Characterization, and Transistor and Solar Cell Applications of a Naphthobisthiadiazole-Based Semiconducting Polymer", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 134, no. 7, 2012, pages 3498 - 3507, XP055169468
WANG,M. ET AL.: "Donor-Acceptor Conjugated Polymer Based on Naphtho[1,2-c:5,6-c]bis[1,2,5] thiadiazole for High-Performance Polymer Solar Cells", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 133, no. 25, 2011, pages 9638 - 9641, XP055066844
MING WANG; XIAOWEN HU; PENG LIU; WEI LI; XIONG GONG; FEI HUANG; YONG CAO: "Donor-Acceptor Conjugated Polymer Based on Naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole for High Performance Polymer Solar cells", J. AM. CHEM. SOC., vol. 133, 2011, pages 9638 - 9641, XP055066844, DOI: doi:10.1021/ja201131h
SYLVAIN DARSES; JEAN-PIERRE GENET: "Potassium Organotrifluoroborates: New Perspectives in Organic Synthesis", CHEM. REV., vol. 108, 2008, pages 288 - 325, XP002634484, DOI: doi:10.1021/CR0509758
YASUNORI YAMAMOTO; MIHO TAKIZAWA; XIAO-QIANG YU; NORIO MIYAURA: "Cyclic Triolborates: Air- and Water-Stable Ate Complexes of Organoboronic Acids", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 47, 2007, pages 928 - 931, XP055072727, DOI: doi:10.1002/anie.200704162
SHUNTARO MATAKA; KAZUFUMI TAKAHASHI; YOUJI IKEZAKI; TAIZO HATTA; AKIYOSHI TORII; MASASHI TASHIRO: "Sulfur Nitride in Organic Chemistry, Part 19, Selective Formation of Benzo- and Benzobis[1,2,5]thiadiazole Skeleton in the Reaction ofTetrasulfur Tetranitride with Naphthalenols and Related Compounds", BULL. CHEM. SOC. JPN., vol. 64, 1991, pages 68 - 73, XP055193645, DOI: doi:10.1246/bcsj.64.68
See also references of EP 2842958A4
WANG,M. ET AL.: "Donor-Acceptor Conjugated Polymer Based on Naphtho[1,2-c:5,6-c]bis[1,2,5] thiadiazole for High-Performance Polymer Solar Cells", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 133, no. 25, 2011, pages 9638 - 9641, XP055066844
MING WANG; XIAOWEN HU; PENG LIU; WEI LI; XIONG GONG; FEI HUANG; YONG CAO: "Donor-Acceptor Conjugated Polymer Based on Naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole for High Performance Polymer Solar cells", J. AM. CHEM. SOC., vol. 133, 2011, pages 9638 - 9641, XP055066844, DOI: doi:10.1021/ja201131h
SYLVAIN DARSES; JEAN-PIERRE GENET: "Potassium Organotrifluoroborates: New Perspectives in Organic Synthesis", CHEM. REV., vol. 108, 2008, pages 288 - 325, XP002634484, DOI: doi:10.1021/CR0509758
YASUNORI YAMAMOTO; MIHO TAKIZAWA; XIAO-QIANG YU; NORIO MIYAURA: "Cyclic Triolborates: Air- and Water-Stable Ate Complexes of Organoboronic Acids", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 47, 2007, pages 928 - 931, XP055072727, DOI: doi:10.1002/anie.200704162
SHUNTARO MATAKA; KAZUFUMI TAKAHASHI; YOUJI IKEZAKI; TAIZO HATTA; AKIYOSHI TORII; MASASHI TASHIRO: "Sulfur Nitride in Organic Chemistry, Part 19, Selective Formation of Benzo- and Benzobis[1,2,5]thiadiazole Skeleton in the Reaction ofTetrasulfur Tetranitride with Naphthalenols and Related Compounds", BULL. CHEM. SOC. JPN., vol. 64, 1991, pages 68 - 73, XP055193645, DOI: doi:10.1246/bcsj.64.68
See also references of EP 2842958A4
Attorney, Agent or Firm:
KIMURA MITSURU (JP)
Mitsuru Kimura (JP)
Mitsuru Kimura (JP)
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