JPH034533B2 - - Google Patents

Info

Publication number: JPH034533B2
Authority: JP; Japan
Prior art keywords: reaction; mol; fluorine; trifluoroethyl; producing
Prior art date: 1984-09-13
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

Application number

JP19061684A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6169742A (ja

Inventor

Daisuke Shibuta

Masao Watanabe

Yukio Sato

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Mitsubishi Materials Corp

Original Assignee

Mitsubishi Materials Corp

Priority date (The priority date 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 date listed.)

1984-09-13

Filing date

1984-09-13

Publication date

1991-01-23

1984-09-13 Application filed by Mitsubishi Materials Corp filed Critical Mitsubishi Materials Corp

1984-09-13 Priority to JP19061684A priority Critical patent/JPS6169742A/ja

1986-04-10 Publication of JPS6169742A publication Critical patent/JPS6169742A/ja

1991-01-23 Publication of JPH034533B2 publication Critical patent/JPH034533B2/ja

Status Granted legal-status Critical Current

Links

238000006243 chemical reaction Methods 0.000 claims description 31
CYXIKYKBLDZZNW-UHFFFAOYSA-N 2-Chloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)CCl CYXIKYKBLDZZNW-UHFFFAOYSA-N 0.000 claims description 15
238000000034 method Methods 0.000 claims description 14
-1 marphoran Chemical compound 0.000 claims description 13
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
150000002148 esters Chemical class 0.000 claims description 11
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 9
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 8
150000002222 fluorine compounds Chemical class 0.000 claims description 8
239000002798 polar solvent Substances 0.000 claims description 7
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 5
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
TZNJHEHAYZJBHR-UHFFFAOYSA-N 2-bromo-1,1,1-trifluoroethane Chemical compound FC(F)(F)CBr TZNJHEHAYZJBHR-UHFFFAOYSA-N 0.000 claims description 4
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
239000000203 mixture Substances 0.000 claims description 4
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
229910001515 alkali metal fluoride Inorganic materials 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 10
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 9
239000011737 fluorine Substances 0.000 description 8
229910052731 fluorine Inorganic materials 0.000 description 8
239000011698 potassium fluoride Substances 0.000 description 8
239000002904 solvent Substances 0.000 description 7
238000005886 esterification reaction Methods 0.000 description 6
238000004817 gas chromatography Methods 0.000 description 5
239000011521 glass Substances 0.000 description 5
235000003270 potassium fluoride Nutrition 0.000 description 5
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Inorganic materials [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 4
150000001735 carboxylic acids Chemical class 0.000 description 4
239000000463 material Substances 0.000 description 4
125000000896 monocarboxylic acid group Chemical group 0.000 description 4
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
229960001760 dimethyl sulfoxide Drugs 0.000 description 3
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 3
YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
239000005711 Benzoic acid Substances 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
RHQDFWAXVIIEBN-UHFFFAOYSA-N Trifluoroethanol Chemical compound OCC(F)(F)F RHQDFWAXVIIEBN-UHFFFAOYSA-N 0.000 description 2
239000003513 alkali Substances 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
235000010233 benzoic acid Nutrition 0.000 description 2
OEERIBPGRSLGEK-UHFFFAOYSA-N carbon dioxide;methanol Chemical compound OC.O=C=O OEERIBPGRSLGEK-UHFFFAOYSA-N 0.000 description 2
150000001734 carboxylic acid salts Chemical class 0.000 description 2
239000012295 chemical reaction liquid Substances 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000001816 cooling Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
235000011056 potassium acetate Nutrition 0.000 description 2
235000011164 potassium chloride Nutrition 0.000 description 2
239000001103 potassium chloride Substances 0.000 description 2
239000002994 raw material Substances 0.000 description 2
238000011084 recovery Methods 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
238000005406 washing Methods 0.000 description 2
239000002918 waste heat Substances 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
RHIVLTKIJSCFNW-UHFFFAOYSA-N 4-(3-carboxypropoxy)butanoic acid Chemical compound OC(=O)CCCOCCCC(O)=O RHIVLTKIJSCFNW-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
229910001413 alkali metal ion Inorganic materials 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
230000032050 esterification Effects 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
239000012530 fluid Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
239000003607 modifier Substances 0.000 description 1
150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
239000000178 monomer Substances 0.000 description 1
GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 1
239000013307 optical fiber Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000003586 protic polar solvent Substances 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000011775 sodium fluoride Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP19061684A 1984-09-13 1984-09-13 フツ素化エステルの製造方法 Granted JPS6169742A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP19061684A JPS6169742A (ja)	1984-09-13	1984-09-13	フツ素化エステルの製造方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP19061684A JPS6169742A (ja)	1984-09-13	1984-09-13	フツ素化エステルの製造方法

Publications (2)

Publication Number	Publication Date
JPS6169742A JPS6169742A (ja)	1986-04-10
JPH034533B2 true JPH034533B2 (cs)	1991-01-23

Family

ID=16261032

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP19061684A Granted JPS6169742A (ja)	1984-09-13	1984-09-13	フツ素化エステルの製造方法

Country Status (1)

Country	Link
JP (1)	JPS6169742A (cs)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CZ282973B6 (cs) *	1993-03-09	1997-11-12	Elf Atochem S.A.	Způsob výroby halogenovaných esterů karboxylových nebo dikarboxylových kyselin
FR2708599B1 (fr) *	1993-07-30	1995-09-22	Atochem Elf Sa	Procédé de fabrication d'esters halogénés d'acides carboxyliques ou dicarboxyliques.
FR2742143A1 (fr) *	1995-12-12	1997-06-13	Atochem Elf Sa	Procede de fabrication de fluoroalcanols
JP5906996B2 (ja) *	2012-08-23	2016-04-20	マツダ株式会社	エンジン燃焼室部材の断熱構造体及びその製造方法
CN115433058B (zh) *	2022-09-21	2025-07-29	江苏蓝色星球环保科技股份有限公司	一种三氟乙醇的制备方法

1984
- 1984-09-13 JP JP19061684A patent/JPS6169742A/ja active Granted

Also Published As

Publication number	Publication date
JPS6169742A (ja)	1986-04-10

Publication	Publication Date	Title
KR840000516B1 (ko)	1984-04-17	치환된 할로겐 부위를 갖는 플루오로 카본 에테르의 제조방법
US4489211A (en)	1984-12-18	Process for producing 2,2,2-trifluoroethanol
US20050020855A1 (en)	2005-01-27	Process for producing a fluorine-containing compound by liquid phase fluorination
JPWO2002004397A1 (ja)	2003-08-26	含フッ素化合物の製造方法
JP3240089B2 (ja)	2001-12-17	カルボン酸のハロゲン化エステルの製造方法
JPH0446254B2 (cs)	1992-07-29
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US5648504A (en)	1997-07-15	Process for producing tetrafluorophthalic anhydride
JPS6169742A (ja)	1986-04-10	フツ素化エステルの製造方法
US4495364A (en)	1985-01-22	Process for producing fluorinated acid fluoride having ester group
EP0151885B1 (en)	1990-03-14	Process and intermediates for fluorinated vinyl ether monomer
JP4961656B2 (ja)	2012-06-27	ペルフルオロアシルフルオリド類の製造方法
US4985588A (en)	1991-01-15	Nucleus-fluorinated aromatic carboxylates and processes for their production
CA2516342A1 (en)	2004-09-23	Process for producing perfluorodiacyl fluorinated compounds
JPWO2002010107A1 (ja)	2003-09-09	ペルフルオロアシルフルオリド類の製造方法
JPH0542421B2 (cs)	1993-06-28
JP3504349B2 (ja)	2004-03-08	イミダゾリニウム有機酸塩の製造方法
US4835305A (en)	1989-05-30	Process for the preparation of trifluoroacrylates
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JPH0211583B2 (cs)	1990-03-14