WO2008133269A1 - Ionic liquid, and polymer treatment agent comprising the ionic liquid - Google Patents

Ionic liquid, and polymer treatment agent comprising the ionic liquid Download PDF

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Publication number
WO2008133269A1
WO2008133269A1 PCT/JP2008/057836 JP2008057836W WO2008133269A1 WO 2008133269 A1 WO2008133269 A1 WO 2008133269A1 JP 2008057836 W JP2008057836 W JP 2008057836W WO 2008133269 A1 WO2008133269 A1 WO 2008133269A1
Authority
WO
WIPO (PCT)
Prior art keywords
ionic liquid
group
formula
nitrogen atom
represented
Prior art date
Application number
PCT/JP2008/057836
Other languages
French (fr)
Japanese (ja)
Inventor
Hiroyuki Ohno
Yukinobu Fukaya
Gen Masuda
Yuji Kubota
Original Assignee
Tokyo University Of Agriculture And Technology
Nisshinbo Industries, Inc.
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.)
Filing date
Publication date
Application filed by Tokyo University Of Agriculture And Technology, Nisshinbo Industries, Inc. filed Critical Tokyo University Of Agriculture And Technology
Priority to JP2009511883A priority Critical patent/JP5339452B2/en
Publication of WO2008133269A1 publication Critical patent/WO2008133269A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
    • C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/141—Esters of phosphorous acids
    • C07F9/1411—Esters of phosphorous acids with hydroxyalkyl compounds with further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl

Abstract

Disclosed is an ionic liquid comprising a cation having a quaternary nitrogen atom and an alkoxyalkyl group on the nitrogen atom (i.e., a cation represented by the formula (1)) and an ion represented by the formula: (CH3O)(R)PO2- [wherein R represents a hydrogen atom, a methyl group or a methoxy group]. The ionic liquid can dissolve various polymers including natural polymers at a temperature around room temperature, has a relatively low viscosity, has good handling property as a liquid, and can treat a material of interest satisfactorily. R1R2R3R4N+ (1) wherein R1 to R4 independently represent a linear or branched alkyl group having 1 to 12 carbon atoms, an alkoxyalkyl group represented by the formula: -(CH2)n-OR5 [wherein R5 represents a methyl group or an ethyl group; and n represents a number of 1 or 2], or the like, provided that at least one of R1 to R4 represents the above-mentioned alkoxyalkyl group, and any two groups among R1 to R4 and a nitrogen atom may together form a ring.
PCT/JP2008/057836 2007-04-24 2008-04-23 Ionic liquid, and polymer treatment agent comprising the ionic liquid WO2008133269A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2009511883A JP5339452B2 (en) 2007-04-24 2008-04-23 Ionic liquid and polymer treatment agent comprising this ionic liquid

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-114018 2007-04-24
JP2007114018 2007-04-24

Publications (1)

Publication Number Publication Date
WO2008133269A1 true WO2008133269A1 (en) 2008-11-06

Family

ID=39925718

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/057836 WO2008133269A1 (en) 2007-04-24 2008-04-23 Ionic liquid, and polymer treatment agent comprising the ionic liquid

Country Status (2)

Country Link
JP (1) JP5339452B2 (en)
WO (1) WO2008133269A1 (en)

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010120269A1 (en) * 2009-04-15 2010-10-21 Eastman Chemical Company Cellulose solutions comprising tetraalkylammonium alkylphosphate and products produced therefrom
US7919631B2 (en) 2007-02-14 2011-04-05 Eastman Chemical Company Production of ionic liquids
WO2011048609A2 (en) 2009-10-07 2011-04-28 Grasim Industries Limited A process of manufacturing low fibrillating cellulose fibers
WO2011048608A2 (en) 2009-10-07 2011-04-28 Grasim Industries Limited A process of manufacturing low-fibrillating cellulosic fibers
JP2011214003A (en) * 2010-03-19 2011-10-27 Kaneka Corp Method for producing cellulose porous particle
JP2012001459A (en) * 2010-06-15 2012-01-05 Sanyo Chem Ind Ltd Method for producing phosphate diester salt
WO2012008401A1 (en) * 2010-07-12 2012-01-19 株式会社ブリヂストン Process for production of purified cellulose fiber
US8158777B2 (en) 2008-02-13 2012-04-17 Eastman Chemical Company Cellulose esters and their production in halogenated ionic liquids
JP2012087202A (en) * 2010-10-19 2012-05-10 Jsr Corp Method for producing cellulose particle, and cellulose particle
JP2012086154A (en) * 2010-10-20 2012-05-10 Kanazawa Univ Pretreatment method of biomass
US8188267B2 (en) 2008-02-13 2012-05-29 Eastman Chemical Company Treatment of cellulose esters
WO2012081616A1 (en) * 2010-12-14 2012-06-21 Jsr株式会社 Method for producing polymer particles, and polymer particles
JP2012126796A (en) * 2010-12-14 2012-07-05 Jsr Corp Method for producing crosslinked polymeric particle, and crosslinked polymeric particle
JP2012126797A (en) * 2010-12-14 2012-07-05 Jsr Corp Method for producing polysaccharide composite particles, and polysaccharide particles
JP2012144441A (en) * 2011-01-06 2012-08-02 Idemitsu Kosan Co Ltd Ionic liquid, purification method of the ionic liquid, and treatment method of cellulose-based biomass
US8354525B2 (en) 2008-02-13 2013-01-15 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom
US8729253B2 (en) 2011-04-13 2014-05-20 Eastman Chemical Company Cellulose ester optical films
US9777074B2 (en) 2008-02-13 2017-10-03 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom
US9834516B2 (en) 2007-02-14 2017-12-05 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a carboxylated ionic liquid process and products produced therefrom
US10174129B2 (en) 2007-02-14 2019-01-08 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a carboxylated ionic liquid process and products produced therefrom
WO2022181381A1 (en) * 2021-02-25 2022-09-01 ミヨシ油脂株式会社 Organic ammonium salt having phosphonate or phosphinate anion, and composition which is capable of forming said salt

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US8431319B2 (en) * 2011-03-22 2013-04-30 Xerox Corporation Toner wash comprising ionic liquid

Citations (3)

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FR2486079A1 (en) * 1980-07-07 1982-01-08 Rhone Poulenc Agrochimie 1,3-Alkyl or benzyl substd. imidazolium phosphite derivs. - are fungicides active against basidiomycetes, ascomycetes, phycomycetes and fungi imperfecti
JP2005506401A (en) * 2001-10-03 2005-03-03 ザ ユニヴァーシティー オブ アラバマ Dissolution and processing of cellulose using ionic liquids
JP2005530910A (en) * 2002-06-28 2005-10-13 ザ プロクター アンド ギャンブル カンパニー Ionic liquid products and methods of use

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JP4011830B2 (en) * 2000-06-20 2007-11-21 独立行政法人科学技術振興機構 N-alkoxyalkylimidazolium salt, ionic liquid and ionic gel comprising the imidazolium salt
CA2598156C (en) * 2002-08-16 2011-02-08 Cytec Canada Inc. Phosphonium and imidazolium salts and methods of their preparation
WO2007049485A1 (en) * 2005-10-25 2007-05-03 Nisshinbo Industries, Inc. Process for producing cellulose solution, cellulose solution, and process for producing regenerated cellulose
PL1966284T3 (en) * 2005-12-23 2013-09-30 Basf Se Solvent system based on molten ionic liquids, its production and use for producing regenerated carbohydrates

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2486079A1 (en) * 1980-07-07 1982-01-08 Rhone Poulenc Agrochimie 1,3-Alkyl or benzyl substd. imidazolium phosphite derivs. - are fungicides active against basidiomycetes, ascomycetes, phycomycetes and fungi imperfecti
JP2005506401A (en) * 2001-10-03 2005-03-03 ザ ユニヴァーシティー オブ アラバマ Dissolution and processing of cellulose using ionic liquids
JP2005530910A (en) * 2002-06-28 2005-10-13 ザ プロクター アンド ギャンブル カンパニー Ionic liquid products and methods of use

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
KUHLMANN E. ET AL.: "Imidazolium Dialkylphosphates - a Class of Versatile, Halogen-Free and Hydrolytically Stable Ionic Liquids", GREEN CHEMISTRY, vol. 9, March 2007 (2007-03-01), pages 233 - 242, XP009123190, DOI: doi:10.1039/b611974c *

Cited By (44)

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US8148518B2 (en) 2007-02-14 2012-04-03 Eastman Chemical Company Cellulose esters and their production in carboxylated ionic liquids
US10174129B2 (en) 2007-02-14 2019-01-08 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a carboxylated ionic liquid process and products produced therefrom
US7919631B2 (en) 2007-02-14 2011-04-05 Eastman Chemical Company Production of ionic liquids
US9834516B2 (en) 2007-02-14 2017-12-05 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a carboxylated ionic liquid process and products produced therefrom
US8153782B2 (en) 2007-02-14 2012-04-10 Eastman Chemical Company Reformation of ionic liquids
US8273872B2 (en) 2008-02-13 2012-09-25 Eastman Chemical Company Cellulose esters and their production in halogenated ionic liquids
US8158777B2 (en) 2008-02-13 2012-04-17 Eastman Chemical Company Cellulose esters and their production in halogenated ionic liquids
US9777074B2 (en) 2008-02-13 2017-10-03 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom
US9175096B2 (en) 2008-02-13 2015-11-03 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom
US9156918B2 (en) 2008-02-13 2015-10-13 Eastman Chemical Company Treatment of cellulose esters
US8354525B2 (en) 2008-02-13 2013-01-15 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom
US8188267B2 (en) 2008-02-13 2012-05-29 Eastman Chemical Company Treatment of cellulose esters
KR101673640B1 (en) * 2009-04-15 2016-11-07 이스트만 케미칼 컴파니 Regioselectively substituted cellulose esters produced in a tetraalkylammonium alkylphosphate ionic liquid process and products produced therefrom
EP3216806A1 (en) * 2009-04-15 2017-09-13 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a tetraalkylammonium alkylphosphate ionic liquid process and products produced therefrom
WO2010120268A1 (en) * 2009-04-15 2010-10-21 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a tetraalkylammonium alkylphosphate ionic liquid process and products produced therefrom
US9926384B2 (en) 2009-04-15 2018-03-27 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a tetraalkylammonium alkylphosphate ionic liquid process and products produced therefrom
CN102459350A (en) * 2009-04-15 2012-05-16 伊士曼化工公司 Cellulose solutions comprising tetraalkylammonium alkylphosphate and products produced therefrom
US8067488B2 (en) 2009-04-15 2011-11-29 Eastman Chemical Company Cellulose solutions comprising tetraalkylammonium alkylphosphate and products produced therefrom
KR20120005032A (en) * 2009-04-15 2012-01-13 이스트만 케미칼 컴파니 Regioselectively substituted cellulose esters produced in a tetraalkylammonium alkylphosphate ionic liquid process and products produced therefrom
US8871924B2 (en) 2009-04-15 2014-10-28 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a tetraalkylammonium alkylphosphate ionic liquid process and products produced therefrom
US8524887B2 (en) 2009-04-15 2013-09-03 Eastman Chemical Company Regioselectively substituted cellulose esters produced in a tetraalkylammonium alkylphosphate ionic liquid process and products produced therefrom
JP2012524145A (en) * 2009-04-15 2012-10-11 イーストマン ケミカル カンパニー Cellulose solution containing tetraalkylammonium alkyl phosphate and products produced therefrom
WO2010120269A1 (en) * 2009-04-15 2010-10-21 Eastman Chemical Company Cellulose solutions comprising tetraalkylammonium alkylphosphate and products produced therefrom
US8952146B2 (en) 2009-10-07 2015-02-10 Grasim Industries Limited Process for manufacturing low-fibrillating cellulosic fiber
WO2011048609A2 (en) 2009-10-07 2011-04-28 Grasim Industries Limited A process of manufacturing low fibrillating cellulose fibers
WO2011048608A2 (en) 2009-10-07 2011-04-28 Grasim Industries Limited A process of manufacturing low-fibrillating cellulosic fibers
JP2011214003A (en) * 2010-03-19 2011-10-27 Kaneka Corp Method for producing cellulose porous particle
JP2012001459A (en) * 2010-06-15 2012-01-05 Sanyo Chem Ind Ltd Method for producing phosphate diester salt
WO2012008401A1 (en) * 2010-07-12 2012-01-19 株式会社ブリヂストン Process for production of purified cellulose fiber
JP2012021048A (en) * 2010-07-12 2012-02-02 Bridgestone Corp Process for production of purified cellulose fiber
JP2012087202A (en) * 2010-10-19 2012-05-10 Jsr Corp Method for producing cellulose particle, and cellulose particle
JP2012086154A (en) * 2010-10-20 2012-05-10 Kanazawa Univ Pretreatment method of biomass
WO2012081616A1 (en) * 2010-12-14 2012-06-21 Jsr株式会社 Method for producing polymer particles, and polymer particles
JP2012126797A (en) * 2010-12-14 2012-07-05 Jsr Corp Method for producing polysaccharide composite particles, and polysaccharide particles
US9352298B2 (en) 2010-12-14 2016-05-31 Jsr Corporation Method for producing polymer particles, and polymer particles
JP2012126796A (en) * 2010-12-14 2012-07-05 Jsr Corp Method for producing crosslinked polymeric particle, and crosslinked polymeric particle
JP2012144441A (en) * 2011-01-06 2012-08-02 Idemitsu Kosan Co Ltd Ionic liquid, purification method of the ionic liquid, and treatment method of cellulose-based biomass
US9796791B2 (en) 2011-04-13 2017-10-24 Eastman Chemical Company Cellulose ester optical films
US9096691B2 (en) 2011-04-13 2015-08-04 Eastman Chemical Company Cellulose ester optical films
US9975967B2 (en) 2011-04-13 2018-05-22 Eastman Chemical Company Cellulose ester optical films
US8729253B2 (en) 2011-04-13 2014-05-20 Eastman Chemical Company Cellulose ester optical films
US10494447B2 (en) 2011-04-13 2019-12-03 Eastman Chemical Company Cellulose ester optical films
US10836835B2 (en) 2011-04-13 2020-11-17 Eastman Chemical Company Cellulose ester optical films
WO2022181381A1 (en) * 2021-02-25 2022-09-01 ミヨシ油脂株式会社 Organic ammonium salt having phosphonate or phosphinate anion, and composition which is capable of forming said salt

Also Published As

Publication number Publication date
JP5339452B2 (en) 2013-11-13
JPWO2008133269A1 (en) 2010-07-29

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