Title:
METHOD FOR PRODUCING ISOCYANATE COMPOUNDS, METHOD FOR PRODUCING CARBAMATE COMPOUNDS, METHOD FOR RECOVERING AMINE COMPOUNDS, AND ISOCYANATE COMPOSITION
Document Type and Number:
WIPO Patent Application WO/2023/080257
Kind Code:
A1
Abstract:
The method for producing isocyanate compounds comprises: a step (1) for obtaining an N-substituted carbamate compound by reacting a primary amine compound and a carbonate derivative, while removing by-product compounds that have a boiling point lower than that of the N-substituted carbamate compound; a step (2) for obtaining an isocyanate compound using the reaction solution yielded by the step (1), by subjecting the N-substituted carbamate compound to thermal decomposition in the presence of an aprotic solvent and while removing the by-product hydroxy compound; a step (3) for separating the isocyanate compound and aprotic solvent from the reaction solution yielded by the step (2); and a step (4) for purifying the isocyanate compound by removing, from the fraction obtained in the step (3), component that has a boiling point higher than that of the isocyanate compound.
Inventors:
TAKAGAKI KAZUHIRO (JP)
IWATA YUSUKE (JP)
NAKAOKA KOICHI (JP)
SAKURAI YUSUKE (JP)
NAGAMOTO MIDORI (JP)
IWATA YUSUKE (JP)
NAKAOKA KOICHI (JP)
SAKURAI YUSUKE (JP)
NAGAMOTO MIDORI (JP)
Application Number:
PCT/JP2022/041611
Publication Date:
May 11, 2023
Filing Date:
November 08, 2022
Export Citation:
Assignee:
ASAHI CHEMICAL IND (JP)
International Classes:
C07C263/04; C07C209/86; C07C211/49; C07C263/18; C07C265/14; C07C269/04; C07C271/28; C07C271/44; C07C271/56; C07B61/00
Domestic Patent References:
WO2011021257A1 | 2011-02-24 | |||
WO2013111353A1 | 2013-08-01 | |||
WO2019131855A1 | 2019-07-04 | |||
WO2015030106A1 | 2015-03-05 | |||
WO2014157636A1 | 2014-10-02 | |||
WO2011089932A1 | 2011-07-28 | |||
WO2010116871A1 | 2010-10-14 | |||
WO2010110142A1 | 2010-09-30 | |||
WO2007036479A1 | 2007-04-05 | |||
WO2009127591A2 | 2009-10-22 | |||
WO2019131855A1 | 2019-07-04 | |||
WO2009130842A1 | 2009-10-29 | |||
WO2013111353A1 | 2013-08-01 |
Foreign References:
JP2021182191A | 2021-11-25 | |||
JP2021182194A | 2021-11-25 | |||
JP2021182195A | 2021-11-25 | |||
JPH03199645A | 1991-08-30 | |||
JPS5271443A | 1977-06-14 | |||
JPH05255227A | 1993-10-05 | |||
US4386033A | 1983-05-31 | |||
JPS6438055A | 1989-02-08 | |||
JPH08217744A | 1996-08-27 | |||
JPH0625136A | 1994-02-01 | |||
JPS59205352A | 1984-11-20 | |||
JP5563886B2 | 2014-07-30 | |||
JP5240678B2 | 2013-07-17 | |||
JPS5848538B2 | 1983-10-28 | |||
JP2002518369A | 2002-06-25 | |||
JP2002173471A | 2002-06-21 | |||
JPS588380B2 | 1983-02-15 | |||
JPH0641045B2 | 1994-06-01 |
Other References:
ENGLUND ETHAN A., GOPI HOSAHUDYA N., APPELLA DANIEL H.: "An Efficient Synthesis of a Probe for Protein Function: 2,3-Diaminopropionic Acid with Orthogonal Protecting Groups", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 6, no. 2, 1 January 2004 (2004-01-01), US , pages 213 - 215, XP093062691, ISSN: 1523-7060, DOI: 10.1021/ol0361599
DRITTER JAHRGANG: "186. A. W. Hofmann: Ueber die aromatischen Cyanate", BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, vol. 3, 8 January 1970 (1970-01-08), pages 653 - 658
DYER E ET AL.: "Thermal Degradation of Alkyl N-Phenylcarbomates", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 81, 1959, pages 2138 - 2143
ULRICH H ET AL.: "2+2] Cycloaddition Reactions of Unsymmetrically substituted Carbodiimides", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 24, 1987, pages 1121 - 1123, XP055795653, DOI: 10.1002/jhet.5570240438
SCHWETLICK K ET AL.: "Kinetics and Catalysis of Consecutive Isocyanate Reactions. Formation of Carbamates, Allophanates and Isocyanurates", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS II, vol. 2, 1995, pages 395 - 402, XP009077345, DOI: 10.1039/p29950000395
"Nomenclature of Organic Chemistry and Biochemistry", 1992, NANKODO CO., LTD
DRITTER JAHRGANG: "186. A. W. Hofmann: Ueber die aromatischen Cyanate", BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, vol. 3, 8 January 1970 (1970-01-08), pages 653 - 658
DYER E ET AL.: "Thermal Degradation of Alkyl N-Phenylcarbomates", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 81, 1959, pages 2138 - 2143
ULRICH H ET AL.: "2+2] Cycloaddition Reactions of Unsymmetrically substituted Carbodiimides", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 24, 1987, pages 1121 - 1123, XP055795653, DOI: 10.1002/jhet.5570240438
SCHWETLICK K ET AL.: "Kinetics and Catalysis of Consecutive Isocyanate Reactions. Formation of Carbamates, Allophanates and Isocyanurates", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS II, vol. 2, 1995, pages 395 - 402, XP009077345, DOI: 10.1039/p29950000395
"Nomenclature of Organic Chemistry and Biochemistry", 1992, NANKODO CO., LTD
Attorney, Agent or Firm:
MATSUNUMA Yasushi et al. (JP)
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