Title:
METHOD FOR MANUFACTURING 1-HALO-2-FLUOROETHYLENE
Document Type and Number:
WIPO Patent Application WO/2020/250949
Kind Code:
A1
Abstract:
Provided is a method for efficiently obtaining trans-1-halo-2-fluoroethylene (E body) and/or cis-1-halo-2-fluoroethylene (Z body). The method for manufacturing trans-1-halo-2-fluoroethylene (E body) and/or cis-1-halo-2-fluoroethylene (Z body) includes a step for supplying a composition including trans-1-halo-2-fluoroethylene (E body) and/or cis-1-halo-2-fluoroethylene (Z body) to a reaction vessel and carrying out an isomerization reaction between trans-1-halo-2-fluoroethylene (E body) and cis-1-halo-2-fluoroethylene (Z body) in a liquid phase under light irradiation and in the presence of a photosensitizer.
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Inventors:
OTSUKA TOMO (JP)
NAKAUE TSUBASA (JP)
TAKAHASHI KAZUHIRO (JP)
NAKAUE TSUBASA (JP)
TAKAHASHI KAZUHIRO (JP)
Application Number:
PCT/JP2020/022917
Publication Date:
December 17, 2020
Filing Date:
June 10, 2020
Export Citation:
Assignee:
DAIKIN IND LTD (JP)
International Classes:
C07C17/358; C07C21/18
Foreign References:
| JP2015229768A | 2015-12-21 | |||
| JP2019214535A | 2019-12-19 |
Other References:
WAMPLER, F. B.: "The S02(3B1) Photosensitized Isomerization of Cis- and Trans-1, 2- Difluoroethylene", INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, vol. 8, 1976, pages 511 - 517, XP055663372
WAMPLER, F. B.: "The Photolysis of S02 at 3080A in the Presence of Cis- and Trans-1, 2- Difluoroethylene", INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, vol. 8, July 1976 (1976-07-01), pages 519 - 528, XP055771599
STRAUSZ O P, NORSTROM R J, SALAHUB D, GOSAVI R K, GUNNING E, CSIZMADIA I G: "Mercury 6(3P1) Photosensitization of Mono- and Difluoroethylenes. Correlation of Mechanism with Calculated Molecular Orbital Energy Levels", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 92, no. 22, 1970, pages 6395 - 6402, XP055771601
MATSUURA TERUO: "Photochemical Reactions in Organic Synthesis", YUKI GOSEI KAGAKU KYOKAISHI - JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 30, no. Special, 1 January 1972 (1972-01-01), JP , pages 83 - 97, XP055876526, ISSN: 0037-9980, DOI: 10.5059/yukigoseikyokaishi.30.Special_83
CRAIG, N. C. ET AL.: "Thermodynamics of cis-trans Isomerizations. The 1, 2- Difluoroethylenes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 83, 1961, pages 3047 - 3050, XP055663370
"Handbook of Chemistry: Volume Applied Chemistry; 6th edition", 2003, CHEMICAL SOCIETY OF JAPAN, JP, ISBN: 4-621-07138-6, article "Passage; Handbook of Chemistry: Volume Applied Chemistry; 6th edition", pages: 176, 177, 190, 191, XP009532542
ARAI TATSUO, TOKUMARU KATSUMI: "Novel Insight into the Photochemical cis-trans Isomerization of Olefins", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 44, no. 11, 1986, Japan, pages 999 - 1009, XP055771604
WAMPLER, F. B. ET AL.: "The S02(3B1) Photosensitized Isomerization of cis-and trans-1, 2-dichloroethylene", INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, vol. 8, no. 4, July 1976 (1976-07-01), pages 511 - 517, XP055663372
GUILLORY WILLIAM A., ANDREWS GEORGE H.: "The vacuum‐ultraviolet photolysis of the difluoroethylenes", THE JOURNAL OF CHEMICAL PHYSICS, vol. 62, no. 8, 15 April 1975 (1975-04-15), US , pages 3208 - 3216, XP009532505, ISSN: 0021-9606, DOI: 10.1063/1.430871
INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, vol. 8, 1976, pages 519 - 528
See also references of EP 3981754A4
WAMPLER, F. B.: "The Photolysis of S02 at 3080A in the Presence of Cis- and Trans-1, 2- Difluoroethylene", INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, vol. 8, July 1976 (1976-07-01), pages 519 - 528, XP055771599
STRAUSZ O P, NORSTROM R J, SALAHUB D, GOSAVI R K, GUNNING E, CSIZMADIA I G: "Mercury 6(3P1) Photosensitization of Mono- and Difluoroethylenes. Correlation of Mechanism with Calculated Molecular Orbital Energy Levels", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 92, no. 22, 1970, pages 6395 - 6402, XP055771601
MATSUURA TERUO: "Photochemical Reactions in Organic Synthesis", YUKI GOSEI KAGAKU KYOKAISHI - JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 30, no. Special, 1 January 1972 (1972-01-01), JP , pages 83 - 97, XP055876526, ISSN: 0037-9980, DOI: 10.5059/yukigoseikyokaishi.30.Special_83
CRAIG, N. C. ET AL.: "Thermodynamics of cis-trans Isomerizations. The 1, 2- Difluoroethylenes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 83, 1961, pages 3047 - 3050, XP055663370
"Handbook of Chemistry: Volume Applied Chemistry; 6th edition", 2003, CHEMICAL SOCIETY OF JAPAN, JP, ISBN: 4-621-07138-6, article "Passage; Handbook of Chemistry: Volume Applied Chemistry; 6th edition", pages: 176, 177, 190, 191, XP009532542
ARAI TATSUO, TOKUMARU KATSUMI: "Novel Insight into the Photochemical cis-trans Isomerization of Olefins", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 44, no. 11, 1986, Japan, pages 999 - 1009, XP055771604
WAMPLER, F. B. ET AL.: "The S02(3B1) Photosensitized Isomerization of cis-and trans-1, 2-dichloroethylene", INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, vol. 8, no. 4, July 1976 (1976-07-01), pages 511 - 517, XP055663372
GUILLORY WILLIAM A., ANDREWS GEORGE H.: "The vacuum‐ultraviolet photolysis of the difluoroethylenes", THE JOURNAL OF CHEMICAL PHYSICS, vol. 62, no. 8, 15 April 1975 (1975-04-15), US , pages 3208 - 3216, XP009532505, ISSN: 0021-9606, DOI: 10.1063/1.430871
INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, vol. 8, 1976, pages 519 - 528
See also references of EP 3981754A4
Attorney, Agent or Firm:
SAEGUSA & PARTNERS (JP)
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