JP2007186454A - 含フッ素エーテルアルコールおよびその製造法 - Google Patents
含フッ素エーテルアルコールおよびその製造法 Download PDFInfo
- Publication number
- JP2007186454A JP2007186454A JP2006005696A JP2006005696A JP2007186454A JP 2007186454 A JP2007186454 A JP 2007186454A JP 2006005696 A JP2006005696 A JP 2006005696A JP 2006005696 A JP2006005696 A JP 2006005696A JP 2007186454 A JP2007186454 A JP 2007186454A
- Authority
- JP
- Japan
- Prior art keywords
- fluorine
- containing ether
- ether alcohol
- producing
- alcohol
- 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.)
- Withdrawn
Links
- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 20
- 239000011737 fluorine Substances 0.000 title claims abstract description 20
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 title claims abstract description 19
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- -1 perfluoromethoxy group Chemical group 0.000 claims abstract description 23
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 239000012279 sodium borohydride Substances 0.000 claims description 6
- 229910000033 sodium borohydride Inorganic materials 0.000 claims description 6
- 238000006722 reduction reaction Methods 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- SYNPRNNJJLRHTI-UHFFFAOYSA-N 2-(hydroxymethyl)butane-1,4-diol Chemical compound OCCC(CO)CO SYNPRNNJJLRHTI-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JVEGCGQXRCOAFN-UHFFFAOYSA-N C(C(C)C)[AlH]CC(C)C.[Li] Chemical compound C(C(C)C)[AlH]CC(C)C.[Li] JVEGCGQXRCOAFN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 150000002221 fluorine Chemical class 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910001512 metal fluoride Inorganic materials 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/13—Saturated ethers containing hydroxy or O-metal groups
- C07C43/137—Saturated ethers containing hydroxy or O-metal groups containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006005696A JP2007186454A (ja) | 2006-01-13 | 2006-01-13 | 含フッ素エーテルアルコールおよびその製造法 |
| US12/087,884 US20090171127A1 (en) | 2006-01-13 | 2007-01-12 | Fluorine-Containing Ether Alcohol and Process For Producing The Same |
| PCT/JP2007/050292 WO2007080949A1 (ja) | 2006-01-13 | 2007-01-12 | 含フッ素エーテルアルコールおよびその製造法 |
| EP07713599A EP1972610A4 (en) | 2006-01-13 | 2007-01-12 | FLUORINATED ETHERE ALCOHOL AND PROCESS FOR PRODUCING THE SAME |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006005696A JP2007186454A (ja) | 2006-01-13 | 2006-01-13 | 含フッ素エーテルアルコールおよびその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007186454A true JP2007186454A (ja) | 2007-07-26 |
| JP2007186454A5 JP2007186454A5 (enExample) | 2008-05-01 |
Family
ID=38256355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006005696A Withdrawn JP2007186454A (ja) | 2006-01-13 | 2006-01-13 | 含フッ素エーテルアルコールおよびその製造法 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20090171127A1 (enExample) |
| EP (1) | EP1972610A4 (enExample) |
| JP (1) | JP2007186454A (enExample) |
| WO (1) | WO2007080949A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010029923A1 (ja) * | 2008-09-09 | 2010-03-18 | 旭硝子株式会社 | 水酸基を有するペルフルオロ化合物の製造方法 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014136894A1 (ja) | 2013-03-06 | 2014-09-12 | ユニマテック株式会社 | 含フッ素ナノコンポジット粒子およびその製造法 |
| US20160017198A1 (en) | 2013-03-06 | 2016-01-21 | Unimatec Co., Ltd. | Fluorine-containing nano-silica composite particles and method for producing the same |
| CN105189688A (zh) * | 2013-03-06 | 2015-12-23 | 优迈特株式会社 | 含氟钙复合物粒子、其制造方法以及将其作为有效成分的表面处理剂 |
| KR102336869B1 (ko) | 2014-03-11 | 2021-12-08 | 유니마테크 가부시키가이샤 | 함불소 산화 타이타늄-나노 실리카 복합 입자 및 그 제조법 |
| WO2015137344A1 (ja) | 2014-03-11 | 2015-09-17 | ユニマテック株式会社 | 樹脂－含フッ素ホウ酸コンポジット粒子複合体 |
| WO2015137346A1 (ja) * | 2014-03-11 | 2015-09-17 | ユニマテック株式会社 | 含フッ素ホウ酸コンポジットカプセル粒子 |
| KR102036164B1 (ko) | 2014-03-11 | 2019-10-24 | 유니마테크 가부시키가이샤 | 함불소 붕산 복합 입자 |
| US10562989B2 (en) | 2015-03-10 | 2020-02-18 | Unimatec Co., Ltd. | Fluorine-containing boric acid PVB composite |
| US10488753B2 (en) | 2015-09-08 | 2019-11-26 | Canon Kabushiki Kaisha | Substrate pretreatment and etch uniformity in nanoimprint lithography |
| US20170066208A1 (en) | 2015-09-08 | 2017-03-09 | Canon Kabushiki Kaisha | Substrate pretreatment for reducing fill time in nanoimprint lithography |
| US10620539B2 (en) | 2016-03-31 | 2020-04-14 | Canon Kabushiki Kaisha | Curing substrate pretreatment compositions in nanoimprint lithography |
| US10134588B2 (en) * | 2016-03-31 | 2018-11-20 | Canon Kabushiki Kaisha | Imprint resist and substrate pretreatment for reducing fill time in nanoimprint lithography |
| US10095106B2 (en) | 2016-03-31 | 2018-10-09 | Canon Kabushiki Kaisha | Removing substrate pretreatment compositions in nanoimprint lithography |
| US10509313B2 (en) | 2016-06-28 | 2019-12-17 | Canon Kabushiki Kaisha | Imprint resist with fluorinated photoinitiator and substrate pretreatment for reducing fill time in nanoimprint lithography |
| US10317793B2 (en) | 2017-03-03 | 2019-06-11 | Canon Kabushiki Kaisha | Substrate pretreatment compositions for nanoimprint lithography |
| KR102610032B1 (ko) | 2018-06-14 | 2023-12-06 | 유니마테크 가부시키가이샤 | 퍼플루오로폴리에테르인산에스테르, 그 제조법 및 그것을 유효성분으로 하는 표면처리제 |
| CN110857263B (zh) * | 2018-08-23 | 2023-02-03 | 乳源东阳光氟有限公司 | 一种全氟聚醚醇的制备方法 |
| WO2025057528A1 (ja) * | 2023-09-11 | 2025-03-20 | ユニマテック株式会社 | パーフルオロポリエーテルリン酸エステル又はその塩、表面処理剤、コーティング剤、離型剤並びにパーフルオロポリエーテルリン酸エステル又はその塩の製造方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3201445A (en) * | 1963-05-20 | 1965-08-17 | Du Pont | Cyclic phosphonitrilate esters of polyfluoroether alcohols |
| US3492374A (en) * | 1963-06-14 | 1970-01-27 | Du Pont | Polyfluoropolyoxa-alkyl phosphates |
| US3250808A (en) * | 1963-10-31 | 1966-05-10 | Du Pont | Fluorocarbon ethers derived from hexafluoropropylene epoxide |
| NL7100763A (enExample) * | 1970-01-24 | 1971-07-27 | ||
| DE3269231D1 (en) * | 1981-11-12 | 1986-03-27 | Daikin Ind Ltd | Use of polyacrylic or methacrylic esters of fluorine-containing alcohols as ink repellant agent |
| JPS5890524A (ja) * | 1981-11-24 | 1983-05-30 | Daikin Ind Ltd | フツ素含有アルコ−ルおよびその誘導体 |
| JPS60199845A (ja) * | 1984-03-22 | 1985-10-09 | Daikin Ind Ltd | フルオロオキシアルキルビニルエ−テル |
| US4749526A (en) * | 1986-09-12 | 1988-06-07 | Minnesota Mining And Manufacturing Co. | Process for preparing fluoraliphatic ether-containing carbonyl fluoride compositions |
| RU2045544C1 (ru) * | 1994-02-04 | 1995-10-10 | Акционерное общество "Автоконинвест" | Амиды и эфиры перфторполиоксаалкиленсульфо- или перфторполиоксаалкиленкарбоновых кислот и способ их получения |
| ITMI20011034A1 (it) * | 2001-05-18 | 2002-11-18 | Ausimont Spa | Processo per la preprazione di fluoropoliossoalchileni aventi un terminale -ch 2oh e l'altro terminale contenente cloro |
| JP2003012588A (ja) * | 2001-07-02 | 2003-01-15 | Asahi Glass Co Ltd | 含フッ素化合物、その製造方法、含フッ素重合体および撥水撥油剤組成物 |
| US7425279B2 (en) * | 2002-05-24 | 2008-09-16 | 3M Innovative Properties Company | Fluorochemical composition for treatment of a fibrous substrate |
-
2006
- 2006-01-13 JP JP2006005696A patent/JP2007186454A/ja not_active Withdrawn
-
2007
- 2007-01-12 US US12/087,884 patent/US20090171127A1/en not_active Abandoned
- 2007-01-12 EP EP07713599A patent/EP1972610A4/en not_active Withdrawn
- 2007-01-12 WO PCT/JP2007/050292 patent/WO2007080949A1/ja not_active Ceased
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010029923A1 (ja) * | 2008-09-09 | 2010-03-18 | 旭硝子株式会社 | 水酸基を有するペルフルオロ化合物の製造方法 |
| US8487141B2 (en) | 2008-09-09 | 2013-07-16 | Asahi Glass Company, Limited | Method for producing a perfluoro compound having hydroxyl groups |
| JP5609646B2 (ja) * | 2008-09-09 | 2014-10-22 | 旭硝子株式会社 | 水酸基を有するペルフルオロ化合物の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1972610A4 (en) | 2011-01-12 |
| US20090171127A1 (en) | 2009-07-02 |
| EP1972610A1 (en) | 2008-09-24 |
| WO2007080949A1 (ja) | 2007-07-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20080313 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20081215 |
|
| A761 | Written withdrawal of application |
Free format text: JAPANESE INTERMEDIATE CODE: A761 Effective date: 20110412 |