JP2009506519A5 - - Google Patents
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- JP2009506519A5 JP2009506519A5 JP2008521642A JP2008521642A JP2009506519A5 JP 2009506519 A5 JP2009506519 A5 JP 2009506519A5 JP 2008521642 A JP2008521642 A JP 2008521642A JP 2008521642 A JP2008521642 A JP 2008521642A JP 2009506519 A5 JP2009506519 A5 JP 2009506519A5
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- Prior art keywords
- moiety
- formula
- alkoxy
- cycloalkyl
- aryl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 125000003118 aryl group Chemical group 0.000 claims description 60
- 125000000217 alkyl group Chemical group 0.000 claims description 57
- 125000001072 heteroaryl group Chemical group 0.000 claims description 57
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 46
- 229920000642 polymer Polymers 0.000 claims description 45
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 44
- HKNRNTYTYUWGLN-UHFFFAOYSA-N dithieno[3,2-a:2',3'-d]thiophene Chemical group C1=CSC2=C1SC1=C2C=CS1 HKNRNTYTYUWGLN-UHFFFAOYSA-N 0.000 claims description 42
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 41
- VJYJJHQEVLEOFL-UHFFFAOYSA-N thieno[3,2-b]thiophene Chemical group S1C=CC2=C1C=CS2 VJYJJHQEVLEOFL-UHFFFAOYSA-N 0.000 claims description 39
- 229910052799 carbon Inorganic materials 0.000 claims description 34
- 125000003545 alkoxy group Chemical group 0.000 claims description 33
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 32
- 239000000178 monomer Substances 0.000 claims description 26
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 23
- FNQJDLTXOVEEFB-UHFFFAOYSA-N 1,2,3-benzothiadiazole Chemical group C1=CC=C2SN=NC2=C1 FNQJDLTXOVEEFB-UHFFFAOYSA-N 0.000 claims description 22
- 125000001424 substituent group Chemical group 0.000 claims description 22
- 150000003967 siloles Chemical group 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 19
- XREDBMQNKAWFGA-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1h-isoindole Chemical group C1=CCC2CNCC2=C1 XREDBMQNKAWFGA-UHFFFAOYSA-N 0.000 claims description 17
- CSNIZNHTOVFARY-UHFFFAOYSA-N 1,2-benzothiazole Chemical group C1=CC=C2C=NSC2=C1 CSNIZNHTOVFARY-UHFFFAOYSA-N 0.000 claims description 14
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 14
- DTDZVQXOCHUQLZ-UHFFFAOYSA-N thiadiazolo[5,4-f]quinoxaline Chemical group C1=CC2=NC=CN=C2C2=C1N=NS2 DTDZVQXOCHUQLZ-UHFFFAOYSA-N 0.000 claims description 12
- UMHFSEWKWORSLP-UHFFFAOYSA-N thiophene 1,1-dioxide Chemical group O=S1(=O)C=CC=C1 UMHFSEWKWORSLP-UHFFFAOYSA-N 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 5
- PDQRQJVPEFGVRK-UHFFFAOYSA-N 2,1,3-benzothiadiazole Chemical group C1=CC=CC2=NSN=C21 PDQRQJVPEFGVRK-UHFFFAOYSA-N 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 239000004065 semiconductor Substances 0.000 claims description 3
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims 51
- 125000005843 halogen group Chemical group 0.000 claims 41
- -1 2-ethylhexyl Chemical group 0.000 claims 25
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 15
- LWRYDHOHXNQTSK-UHFFFAOYSA-N thiophene oxide Chemical group O=S1C=CC=C1 LWRYDHOHXNQTSK-UHFFFAOYSA-N 0.000 claims 5
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 3
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 2
- 230000005669 field effect Effects 0.000 claims 2
- 238000003384 imaging method Methods 0.000 claims 2
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical compound C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 claims 1
- MCEWYIDBDVPMES-UHFFFAOYSA-N [60]pcbm Chemical compound C123C(C4=C5C6=C7C8=C9C%10=C%11C%12=C%13C%14=C%15C%16=C%17C%18=C(C=%19C=%20C%18=C%18C%16=C%13C%13=C%11C9=C9C7=C(C=%20C9=C%13%18)C(C7=%19)=C96)C6=C%11C%17=C%15C%13=C%15C%14=C%12C%12=C%10C%10=C85)=C9C7=C6C2=C%11C%13=C2C%15=C%12C%10=C4C23C1(CCCC(=O)OC)C1=CC=CC=C1 MCEWYIDBDVPMES-UHFFFAOYSA-N 0.000 claims 1
- 229910003472 fullerene Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- PWYVVBKROXXHEB-UHFFFAOYSA-M trimethyl-[3-(1-methyl-2,3,4,5-tetraphenylsilol-1-yl)propyl]azanium;iodide Chemical compound [I-].C[N+](C)(C)CCC[Si]1(C)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 PWYVVBKROXXHEB-UHFFFAOYSA-M 0.000 claims 1
- 0 *I1=CC2CC1C2 Chemical compound *I1=CC2CC1C2 0.000 description 26
- 125000001475 halogen functional group Chemical group 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69912305P | 2005-07-14 | 2005-07-14 | |
| US11/375,643 US7772485B2 (en) | 2005-07-14 | 2006-03-14 | Polymers with low band gaps and high charge mobility |
| US11/450,521 US7781673B2 (en) | 2005-07-14 | 2006-06-09 | Polymers with low band gaps and high charge mobility |
| PCT/US2006/027397 WO2007011739A2 (en) | 2005-07-14 | 2006-07-12 | Polymers with low band gaps and high charge mobility |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009506519A JP2009506519A (ja) | 2009-02-12 |
| JP2009506519A5 true JP2009506519A5 (https=) | 2012-03-15 |
Family
ID=37669399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008521642A Pending JP2009506519A (ja) | 2005-07-14 | 2006-07-12 | バンドギャップが低く電荷移動度が高いポリマー |
Country Status (5)
| Country | Link |
|---|---|
| US (5) | US7781673B2 (https=) |
| EP (2) | EP1902439B1 (https=) |
| JP (1) | JP2009506519A (https=) |
| CA (1) | CA2614958A1 (https=) |
| WO (1) | WO2007011739A2 (https=) |
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| US7781673B2 (en) * | 2005-07-14 | 2010-08-24 | Konarka Technologies, Inc. | Polymers with low band gaps and high charge mobility |
| US8158881B2 (en) * | 2005-07-14 | 2012-04-17 | Konarka Technologies, Inc. | Tandem photovoltaic cells |
| WO2007121252A2 (en) * | 2006-04-11 | 2007-10-25 | Konarka Technologies, Inc. | Tandem photovoltaic cells |
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-
2006
- 2006-06-09 US US11/450,521 patent/US7781673B2/en not_active Expired - Fee Related
- 2006-07-12 JP JP2008521642A patent/JP2009506519A/ja active Pending
- 2006-07-12 EP EP06787321.6A patent/EP1902439B1/en not_active Not-in-force
- 2006-07-12 EP EP14000012.6A patent/EP2716677A1/en not_active Withdrawn
- 2006-07-12 WO PCT/US2006/027397 patent/WO2007011739A2/en not_active Ceased
- 2006-07-12 CA CA002614958A patent/CA2614958A1/en not_active Abandoned
- 2006-07-13 US US11/485,708 patent/US8058550B2/en not_active Expired - Fee Related
- 2006-07-14 US US11/486,536 patent/US20070020526A1/en not_active Abandoned
-
2010
- 2010-03-16 US US12/724,704 patent/US20100180944A1/en not_active Abandoned
-
2014
- 2014-04-18 US US14/256,613 patent/US20140224331A1/en not_active Abandoned
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