JP5236140B2 - 超ねじれネマティック液晶ディスプレイ、液晶組成物および化合物 - Google Patents
超ねじれネマティック液晶ディスプレイ、液晶組成物および化合物 Download PDFInfo
- Publication number
- JP5236140B2 JP5236140B2 JP2001564304A JP2001564304A JP5236140B2 JP 5236140 B2 JP5236140 B2 JP 5236140B2 JP 2001564304 A JP2001564304 A JP 2001564304A JP 2001564304 A JP2001564304 A JP 2001564304A JP 5236140 B2 JP5236140 B2 JP 5236140B2
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- atoms
- formula
- group
- crystal mixture
- 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.)
- Expired - Fee Related
Links
- 150000001875 compounds Chemical class 0.000 title claims description 101
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 71
- 239000000203 mixture Substances 0.000 title claims description 65
- 239000004988 Nematic liquid crystal Substances 0.000 title claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 62
- 125000003342 alkenyl group Chemical group 0.000 claims description 39
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- 125000003545 alkoxy group Chemical group 0.000 claims description 28
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 16
- 125000000304 alkynyl group Chemical group 0.000 claims description 13
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 12
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 9
- 239000011306 natural pitch Substances 0.000 claims description 3
- 125000004361 3,4,5-trifluorophenyl group Chemical group [H]C1=C(F)C(F)=C(F)C([H])=C1* 0.000 claims 1
- -1 1-pentynyl Chemical group 0.000 description 4
- 0 COC(*=C(C(F)=C)F)=O Chemical compound COC(*=C(C(F)=C)F)=O 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 3
- JRXXLCKWQFKACW-UHFFFAOYSA-N biphenylacetylene Chemical class C1=CC=CC=C1C#CC1=CC=CC=C1 JRXXLCKWQFKACW-UHFFFAOYSA-N 0.000 description 3
- 230000001419 dependent effect Effects 0.000 description 3
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 2
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 2
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000002019 doping agent Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 2
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 description 1
- 125000004972 1-butynyl group Chemical group [H]C([H])([H])C([H])([H])C#C* 0.000 description 1
- 125000000530 1-propynyl group Chemical group [H]C([H])([H])C#C* 0.000 description 1
- 125000005450 2,3-difluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C(F)=C(F)C([*:1])=C1[H] 0.000 description 1
- MPAIWVOBMLSHQA-UHFFFAOYSA-N 3,6-dihydroxybenzene-1,2-dicarbonitrile Chemical compound OC1=CC=C(O)C(C#N)=C1C#N MPAIWVOBMLSHQA-UHFFFAOYSA-N 0.000 description 1
- 229960000549 4-dimethylaminophenol Drugs 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- KVVSJIFDAFOWIS-UHFFFAOYSA-N CCc1ccc(COC)[s]1 Chemical compound CCc1ccc(COC)[s]1 KVVSJIFDAFOWIS-UHFFFAOYSA-N 0.000 description 1
- DTTJMQHVTRGQMM-UHFFFAOYSA-N Cc1cc(F)c(C(OC)OC)c(F)c1 Chemical compound Cc1cc(F)c(C(OC)OC)c(F)c1 DTTJMQHVTRGQMM-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- WCLNGBQPTVENHV-MKQVXYPISA-N cholesteryl nonanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC)C1 WCLNGBQPTVENHV-MKQVXYPISA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 150000001934 cyclohexanes Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000011295 pitch Substances 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/78—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/0403—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal Substances (AREA)
- Liquid Crystal (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00104080.7 | 2000-02-28 | ||
| EP00104080 | 2000-02-28 | ||
| DE10009234.9 | 2000-02-28 | ||
| DE10009234 | 2000-02-28 | ||
| PCT/EP2000/012732 WO2001064814A1 (en) | 2000-02-28 | 2000-12-14 | Supertwisted nematic liquid crystal displays, liquid crystal compositions and compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003525474A JP2003525474A (ja) | 2003-08-26 |
| JP2003525474A5 JP2003525474A5 (enExample) | 2008-02-14 |
| JP5236140B2 true JP5236140B2 (ja) | 2013-07-17 |
Family
ID=26004546
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001564304A Expired - Fee Related JP5236140B2 (ja) | 2000-02-28 | 2000-12-14 | 超ねじれネマティック液晶ディスプレイ、液晶組成物および化合物 |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP1261679A1 (enExample) |
| JP (1) | JP5236140B2 (enExample) |
| CN (1) | CN1248033C (enExample) |
| AU (1) | AU2001223656A1 (enExample) |
| WO (1) | WO2001064814A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10235340B4 (de) * | 2001-08-30 | 2012-03-29 | Merck Patent Gmbh | Flüssigkristalline Mischungen und ihre Verwendung |
| DE10254602B4 (de) * | 2001-12-21 | 2015-10-22 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
| DE10253325A1 (de) * | 2002-11-14 | 2004-05-27 | Merck Patent Gmbh | Elektrooptisches Lichtsteuerelement, elektrooptische Anzeige und Steuermedium |
| US7045176B2 (en) * | 2002-11-28 | 2006-05-16 | Samsung Electronics Co., Ltd. | Liquid crystal composition having high-speed response property and liquid crystal display using the same |
| AU2003288118A1 (en) | 2002-12-11 | 2004-06-30 | Merck Patent Gmbh | Liquid crystal composition for use in bistable liquid crystal devices |
| CN100453619C (zh) * | 2002-12-11 | 2009-01-21 | 默克专利股份有限公司 | 用于双稳态液晶器件的快速切换液晶组合物 |
| JP5170498B2 (ja) * | 2006-05-30 | 2013-03-27 | Dic株式会社 | ネマチック液晶組成物及びこれを用いた液晶表示素子 |
| JP2008144167A (ja) * | 2006-12-05 | 2008-06-26 | Merck Patent Gmbh | 液晶媒体および液晶ディスプレイ |
| JP5646827B2 (ja) * | 2008-07-25 | 2014-12-24 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングMerck Patent Gesellschaft mit beschraenkter Haftung | 高いツイストを有する液晶媒体および液晶ディスプレイ |
| KR101675175B1 (ko) | 2009-02-19 | 2016-11-10 | 메르크 파텐트 게엠베하 | 티오펜 유도체 및 이를 함유하는 액정 매질 |
| DE102010011073A1 (de) | 2009-04-06 | 2010-10-07 | Merck Patent Gmbh | Flüssigkristallines Medium und Flüssigkristallanzeige |
| CN102660298B (zh) * | 2012-05-16 | 2014-04-23 | 河北迈尔斯通电子材料有限公司 | 一种智能电网电表用混合液晶材料 |
| CN115029142B (zh) * | 2021-03-04 | 2023-10-24 | 北京八亿时空液晶科技股份有限公司 | 一种液晶组合物及其应用 |
| CN119463895B (zh) * | 2023-08-11 | 2025-11-18 | 北京八亿时空液晶科技股份有限公司 | 一种液晶组合物及其应用 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8804330D0 (en) * | 1988-02-24 | 1988-03-23 | Secr Defence | Laterally fluorinated 4-cyanophenyl & 4-cyanobiphenyl benzoates |
| GB2229179B (en) * | 1989-03-14 | 1992-07-08 | Merck Patent Gmbh | Alkylthiophenes |
| JPH0629262B2 (ja) * | 1989-07-05 | 1994-04-20 | セイコーエプソン株式会社 | ピリミジン誘導体 |
| DE69004844T2 (de) * | 1989-03-30 | 1994-06-30 | Seiko Epson Corp | Pyrimidin-Derivate. |
| EP0447565A4 (en) * | 1989-10-12 | 1992-04-15 | Seiko Epson Corporation | 1,3-dioxane derivative and liquid-crystal composition containing the same |
| EP0807153B1 (de) * | 1995-02-03 | 2001-03-28 | MERCK PATENT GmbH | Elektrooptische flüssigkristallanzeige |
| DE19746793A1 (de) * | 1996-10-31 | 1998-05-07 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeige |
| DE19707956A1 (de) * | 1997-02-27 | 1998-09-03 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeige |
| DE19732502A1 (de) * | 1997-07-29 | 1999-02-04 | Merck Patent Gmbh | STN-Flüssigkristallanzeige |
| TWI235173B (en) * | 1997-11-28 | 2005-07-01 | Dainippon Ink & Chemicals | Fluoro 4-alkene-benzoic acid and its derivative, nematic liquid crystal composition using the cyanophenyl benzoate derivative and liquid crystal display using the nematic liquid crystal |
| EP1310541B1 (en) * | 1998-11-19 | 2008-05-14 | MERCK PATENT GmbH | Supertwisted nematic liquid crystal displays |
| DE69925798D1 (de) * | 1998-11-19 | 2005-07-21 | Merck Patent Gmbh | Supertwist-nematische Flüssigkristallanzeigen |
| DE10018598A1 (de) * | 1999-04-30 | 2000-11-02 | Merck Patent Gmbh | Elektrooptische Flüssigkristallanzeige |
| EP1254107B1 (en) * | 2000-02-07 | 2005-08-24 | MERCK PATENT GmbH | Benzoic acid esters, and liquid-crystalline medium |
| DE60101239T2 (de) * | 2000-03-07 | 2004-08-26 | Merck Patent Gmbh | Supertwist nematische Flüssigkristallanzeigen |
-
2000
- 2000-12-14 AU AU2001223656A patent/AU2001223656A1/en not_active Abandoned
- 2000-12-14 EP EP00987402A patent/EP1261679A1/en not_active Withdrawn
- 2000-12-14 CN CNB008192170A patent/CN1248033C/zh not_active Expired - Fee Related
- 2000-12-14 WO PCT/EP2000/012732 patent/WO2001064814A1/en not_active Ceased
- 2000-12-14 JP JP2001564304A patent/JP5236140B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1261679A1 (en) | 2002-12-04 |
| CN1437647A (zh) | 2003-08-20 |
| JP2003525474A (ja) | 2003-08-26 |
| AU2001223656A1 (en) | 2001-09-12 |
| WO2001064814A1 (en) | 2001-09-07 |
| CN1248033C (zh) | 2006-03-29 |
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