METHOD FOR MAKING A DI(AMINOARYL)FLUORENE COMPOUND

    公开(公告)号:US20230278948A1

    公开(公告)日:2023-09-07

    申请号:US18315392

    申请日:2023-05-10

    CPC classification number: C07C209/84

    Abstract: A method for making a di(aminoaryl)fluorene compound that includes the steps of: (a) reacting a fluorenone compound according structure (I):




    with excess aminobenzene according to structure (II):




    wherein: each R1, R2, R3, R4, R12, and R13 is independently a group that is inert in the polymerization of epoxy compounds, and R11 is H or (C1-C6)alkyl, in the presence of an acid catalyst, in a liquid medium comprising an aromatic or substituted aromatic solvent having a boiling point of greater than or equal to 150° C. and from which the di(aminoaryl)fluorene compound is crystallizable, to form a crude product mixture comprising the di(aminoaryl)fluorene compound, (b) crystallizing di(aminoaryl)fluorene compound in the product mixture, and (c) separating the product mixture into crystallized di(aminoaryl)fluorene compound and a filtrate.

    Method for making a di(aminoaryl)fluorene compound

    公开(公告)号:US11685707B2

    公开(公告)日:2023-06-27

    申请号:US17415378

    申请日:2019-12-20

    CPC classification number: C07C209/84

    Abstract: The present invention is directed to a method for making a di(aminoaryl)fluorene compound that includes the steps of: (a) reacting a fluorenone compound according structure (I) with excess aminobenzene according to structure (II) wherein: each R1, R2, R3, R4, R12, and R13 is independently a group that is inert in the polymerization of epoxy compounds, and R11 is H or (C1-C6)alkyl, in the presence of an acid catalyst, in a liquid medium comprising an aromatic or substituted aromatic solvent having a boiling point of greater than or equal to 150° C. and in the presence of an acid catalyst, in a liquid medium comprising an aromatic or substituted aromatic solvent having a boiling point of greater than or equal to 150° C. and from which the di(aminoaryl)fluorene compound is crystallizable, to form a crude product mixture comprising the di(aminoaryl)fluorene compound, (b) crystallizing di(aminoaryl)fluorene compound in the product mixture, and (c) separating the product mixture into crystallized di(aminoaryl)fluorene compound and a filtrate.

    Preparation of cadaverine
    4.
    发明授权

    公开(公告)号:US09919996B2

    公开(公告)日:2018-03-20

    申请号:US15406900

    申请日:2017-01-16

    CPC classification number: C07C209/84 C07C209/86 C07C211/09

    Abstract: The invention relates to a method for preparing cadaverine comprising: (1) obtaining an aqueous cadaverine salt composition from a fermentation system; (2) adjusting the pH of the aqueous cadaverine salt composition to a pH of at least about 12 by adding an inorganic base composition to provide a first composition comprising an aqueous cadaverine composition having a pH of at least about 12 and a solid composition comprising one or more alkali metal sulfates; (3) subjecting the first composition to solid-liquid separation without organic solvent extraction to provide the aqueous cadaverine composition and the solid composition; (4) distilling or evaporating the aqueous cadaverine composition of step (3) without organic solvent extraction to provide purified cadaverine; (5) preparing a saturated solution of the alkali metal sulfate(s) from the solid composition of step (3) at a temperature of about 35-40° C., mixing the saturated solution with NH4HCO3, and subjecting the mixture to solid-liquid separation to provide Solution (I) and Solid (I); (6) adjusting the temperature of Solution (I) to about 60-80° C., and obtaining Solution (II) and Solid (II) after solid-liquid separation; (7) concentrating Solution (II) and obtaining Solution (III) and Solid (III) after solid-liquid separation; and (8) adding Solid (III) back to the fermentation system of step (1); wherein steps (1) to (8) are optionally repeated one or more times.

    Purification of cadaverine using high boiling point solvent

    公开(公告)号:US09896409B2

    公开(公告)日:2018-02-20

    申请号:US15418071

    申请日:2017-01-27

    CPC classification number: C07C209/84 C07C211/09

    Abstract: One aspect of the invention relates to a method for the purification of cadaverine from an aqueous cadaverine composition comprising one or more involatile impurities, the method comprising: a) distilling or evaporating the aqueous cadaverine composition wherein one or more solvents are added to the evaporation/distillation system before the evaporation/distillation starts, during the evaporation/distillation and/or after the evaporation/distillation substantially stops when no more evaporation/distillation is observed to produce purified cadaverine, wherein the evaporation or distillation is done at a heating temperature of about 80° C. to about 180° C. and under a pressure of 1 atm or lower, and the one or more solvents comprise at least one or more high boiling point (HBP) solvents having a boiling point of at least about 185° C. (1 atm); and b) recovering the one or more HBP solvents.

    Method for producing 1,5-pentanediamine

    公开(公告)号:US09617202B2

    公开(公告)日:2017-04-11

    申请号:US15048287

    申请日:2016-02-19

    CPC classification number: C07C209/86 C07C209/84 C07C211/09

    Abstract: A simple and efficient method for producing 1,5-pentanediamine in a free form is provided. The method for producing 1,5-pentanediamine in a free form from a salt of 1,5-pentanediamine includes a step of adsorbing 1,5-pentanediamine in a free form onto a column of an ion exchange resin by applying a solution of salt of 1,5-pentanediamine to the column of the ion exchange resin, and a step of eluting a solution of the 1,5-pentanediamine in a free form from the ion exchange resin by applying an eluent solution to the column of the ion exchange resin onto which the 1,5-pentanediamine in a free form is absorbed.

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