JP2003525286A5 - - Google Patents
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- Publication number
- JP2003525286A5 JP2003525286A5 JP2001563507A JP2001563507A JP2003525286A5 JP 2003525286 A5 JP2003525286 A5 JP 2003525286A5 JP 2001563507 A JP2001563507 A JP 2001563507A JP 2001563507 A JP2001563507 A JP 2001563507A JP 2003525286 A5 JP2003525286 A5 JP 2003525286A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- cooled
- substituted
- cold
- alkyl
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 claims 2
- LQZMLBORDGWNPD-UHFFFAOYSA-N N-iodosuccinimide Chemical compound IN1C(=O)CCC1=O LQZMLBORDGWNPD-UHFFFAOYSA-N 0.000 claims 2
- RIQIOKOQHGSKLN-UHFFFAOYSA-N 5,5-dibromo-1,3-dimethylimidazolidine-2,4-dione Chemical compound CN1C(=O)N(C)C(Br)(Br)C1=O RIQIOKOQHGSKLN-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- KEJOCWOXCDWNID-UHFFFAOYSA-N Nitrilooxonium Chemical compound [O+]#N KEJOCWOXCDWNID-UHFFFAOYSA-N 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000005517 carbenium group Chemical group 0.000 claims 1
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 claims 1
- OMBRFUXPXNIUCZ-UHFFFAOYSA-N dioxidonitrogen(1+) Chemical class O=[N+]=O OMBRFUXPXNIUCZ-UHFFFAOYSA-N 0.000 claims 1
- OMRRUNXAWXNVFW-UHFFFAOYSA-N fluoridochlorine Chemical compound ClF OMRRUNXAWXNVFW-UHFFFAOYSA-N 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- ZJLMKPKYJBQJNH-UHFFFAOYSA-N propane-1,3-dithiol Chemical compound SCCCS ZJLMKPKYJBQJNH-UHFFFAOYSA-N 0.000 description 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- VRPANQODGRNWRV-UHFFFAOYSA-N 4-(4-pentylcyclohexyl)cyclohexane-1-carboxylic acid Chemical compound C1CC(CCCCC)CCC1C1CCC(C(O)=O)CC1 VRPANQODGRNWRV-UHFFFAOYSA-N 0.000 description 1
- RVLAXPQGTRTHEV-UHFFFAOYSA-N 4-pentylcyclohexane-1-carboxylic acid Chemical compound CCCCCC1CCC(C(O)=O)CC1 RVLAXPQGTRTHEV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000005626 carbonium group Chemical group 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2000110537 DE10010537A1 (de) | 2000-03-03 | 2000-03-03 | Herstellung von Flüssigkristallen mit CF¶2¶O-Brücke |
| DE10010537.8 | 2000-03-03 | ||
| DE10027102A DE10027102A1 (de) | 2000-05-31 | 2000-05-31 | Verfahren zur Herstellung von Flüssigkristallen mit CF¶2¶O-Brücke |
| DE10027102.2 | 2000-05-31 | ||
| PCT/EP2001/002402 WO2001064667A1 (de) | 2000-03-03 | 2001-03-02 | Herstellung von flüssigkristallen mit cf20-brücke |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007101250A Division JP5037999B2 (ja) | 2000-03-03 | 2007-04-09 | Ｃｆ２ｏ結合を有する液晶の製造 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003525286A JP2003525286A (ja) | 2003-08-26 |
| JP2003525286A5 true JP2003525286A5 (enExample) | 2005-04-28 |
| JP4132818B2 JP4132818B2 (ja) | 2008-08-13 |
Family
ID=26004680
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001563507A Expired - Lifetime JP4132818B2 (ja) | 2000-03-03 | 2001-03-02 | Ｃｆ２ｏ結合を有する液晶の製造 |
| JP2007101250A Expired - Lifetime JP5037999B2 (ja) | 2000-03-03 | 2007-04-09 | Ｃｆ２ｏ結合を有する液晶の製造 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007101250A Expired - Lifetime JP5037999B2 (ja) | 2000-03-03 | 2007-04-09 | Ｃｆ２ｏ結合を有する液晶の製造 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6787062B2 (enExample) |
| EP (1) | EP1259503B1 (enExample) |
| JP (2) | JP4132818B2 (enExample) |
| KR (1) | KR100760562B1 (enExample) |
| CN (1) | CN100467460C (enExample) |
| AT (1) | ATE372996T1 (enExample) |
| AU (1) | AU2001246497A1 (enExample) |
| DE (1) | DE50113003D1 (enExample) |
| TW (1) | TW538117B (enExample) |
| WO (1) | WO2001064667A1 (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE384709T1 (de) | 2000-10-20 | 2008-02-15 | Merck Patent Gmbh | Verfahren zur herstellung von cyclischen carbonsäureorthoesterfluoriden und solche verbindungen |
| AU2002220728A1 (en) * | 2000-12-12 | 2002-06-24 | Merck Patent Gmbh | Method for producing compounds having a cf2o bridge |
| DE10065218B4 (de) * | 2000-12-27 | 2014-04-10 | Merck Patent Gmbh | Herstellung von disubstituierten Tetrafluorethylen-Derivaten |
| JP4972826B2 (ja) * | 2001-04-10 | 2012-07-11 | Ｊｎｃ株式会社 | ジフルオロアルコキシを末端に有する化合物、液晶組成物および液晶表示素子 |
| AU2003278156A1 (en) * | 2002-12-03 | 2004-06-23 | Merck Patent Gmbh | Method for producing naphthalene derivatives |
| DE102004021334B4 (de) | 2003-05-27 | 2019-05-16 | Merck Patent Gmbh | Aldehyde mit Difluoroxymethylen-Brücke |
| JP4379623B2 (ja) * | 2004-02-02 | 2009-12-09 | ダイキン工業株式会社 | 含フッ素不飽和スルホニルフロライドの製造方法 |
| DE102005004055B4 (de) * | 2004-02-25 | 2016-10-20 | Merck Patent Gmbh | Syntheseverfahren |
| JP5015774B2 (ja) | 2004-07-29 | 2012-08-29 | 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 | ジフルオロ置換複素環化合物および液晶媒体における構成要素としてのその使用 |
| US8777967B2 (en) * | 2005-06-09 | 2014-07-15 | Xlumena, Inc. | Methods and devices for anchoring to tissue |
| ATE476489T1 (de) | 2006-09-13 | 2010-08-15 | Merck Patent Gmbh | Fluorphenyl-verbindungen für flüssigkristalline mischungen |
| WO2009139330A1 (ja) | 2008-05-15 | 2009-11-19 | チッソ株式会社 | 光学的に等方性の液晶媒体及び光素子 |
| EP2319897B1 (de) | 2009-11-04 | 2012-06-20 | Merck Patent GmbH | Flüssigkristalline Verbindungen |
| CN101735822B (zh) * | 2009-12-14 | 2015-04-29 | 武汉工业学院 | 一类低温低粘度液晶组合物的制备与用途 |
| DE102013005820A1 (de) * | 2012-05-05 | 2013-11-07 | Merck Patent Gmbh | Phenolverbindungen und Verfahren zu deren Herstellung und Verwendung |
| JP5850023B2 (ja) * | 2012-11-27 | 2016-02-03 | Jnc株式会社 | 末端にｃｆ２ｏｃｆ３を有する液晶化合物、液晶組成物および液晶表示素子 |
| CN103087038B (zh) * | 2012-12-24 | 2015-07-29 | 石家庄诚志永华显示材料有限公司 | 含有苯并1,3-二氧杂环戊烷和二氟亚甲氧基桥的液晶化合物 |
| CN103058947B (zh) * | 2012-12-24 | 2015-07-29 | 石家庄诚志永华显示材料有限公司 | 含有苯并噁唑和二氟亚甲氧基桥的液晶化合物及其制备方法与应用 |
| JP5500325B1 (ja) * | 2013-04-05 | 2014-05-21 | Ｄｉｃ株式会社 | 化合物の製造方法 |
| CN103254903B (zh) * | 2013-04-27 | 2016-04-06 | 石家庄诚志永华显示材料有限公司 | 含有二氟亚甲基键桥的液晶化合物及其制备方法与组合物 |
| JP5975081B2 (ja) | 2013-09-30 | 2016-08-23 | ダイキン工業株式会社 | 含フッ素ビアリール化合物の製造方法 |
| CN103787845A (zh) * | 2014-01-21 | 2014-05-14 | 石家庄诚志永华显示材料有限公司 | 含有氘取代的二氟氧甲烷衍生物 |
| KR101913484B1 (ko) | 2014-03-20 | 2018-10-30 | 다이킨 고교 가부시키가이샤 | 옥시디플루오로메틸렌 골격을 갖는 화합물의 제조 방법 |
| CN108251127A (zh) * | 2014-11-20 | 2018-07-06 | 北京八亿时空液晶科技股份有限公司 | 一种含有二氟甲氧基桥键的液晶化合物及其应用 |
| CN104560060A (zh) * | 2014-12-16 | 2015-04-29 | 石家庄诚志永华显示材料有限公司 | 一种含氘代二氟甲氧桥类化合物的新型液晶介质及应用 |
| CN104531167B (zh) * | 2014-12-29 | 2017-02-22 | 石家庄诚志永华显示材料有限公司 | 液晶介质 |
| CN115976648B (zh) * | 2022-09-06 | 2024-09-27 | 中国科学院福建物质结构研究所 | 一种晶体材料及其制备方法和应用 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119639A (en) | 1977-06-27 | 1978-10-10 | Mcneil Laboratories, Incorporated | Preparation of 5-aroylpyrrole-2-acetic acid derivatives |
| DE3437935A1 (de) * | 1984-10-17 | 1986-04-24 | Merck Patent Gmbh, 6100 Darmstadt | Heterocyclische verbindungen |
| JPS61227563A (ja) | 1985-03-30 | 1986-10-09 | Nippon Chemiphar Co Ltd | トルメチンの製法 |
| JP3287288B2 (ja) * | 1996-11-22 | 2002-06-04 | チッソ株式会社 | ポリハロアルキルエーテル誘導体とそれらを含む液晶組成物及び液晶表示素子 |
-
2001
- 2001-02-26 TW TW090104377A patent/TW538117B/zh not_active IP Right Cessation
- 2001-03-02 AT AT01919369T patent/ATE372996T1/de not_active IP Right Cessation
- 2001-03-02 JP JP2001563507A patent/JP4132818B2/ja not_active Expired - Lifetime
- 2001-03-02 KR KR1020027011473A patent/KR100760562B1/ko not_active Expired - Lifetime
- 2001-03-02 AU AU2001246497A patent/AU2001246497A1/en not_active Abandoned
- 2001-03-02 EP EP01919369A patent/EP1259503B1/de not_active Expired - Lifetime
- 2001-03-02 CN CNB018060315A patent/CN100467460C/zh not_active Expired - Lifetime
- 2001-03-02 DE DE50113003T patent/DE50113003D1/de not_active Expired - Lifetime
- 2001-03-02 US US10/220,428 patent/US6787062B2/en not_active Expired - Lifetime
- 2001-03-02 WO PCT/EP2001/002402 patent/WO2001064667A1/de not_active Ceased
-
2007
- 2007-04-09 JP JP2007101250A patent/JP5037999B2/ja not_active Expired - Lifetime
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