CA2870314C - Purification of bio-based acrylic acid to crude and glacial acrylic acid - Google Patents

Purification of bio-based acrylic acid to crude and glacial acrylic acid Download PDF

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Publication number
CA2870314C
CA2870314C CA2870314A CA2870314A CA2870314C CA 2870314 C CA2870314 C CA 2870314C CA 2870314 A CA2870314 A CA 2870314A CA 2870314 A CA2870314 A CA 2870314A CA 2870314 C CA2870314 C CA 2870314C
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CA
Canada
Prior art keywords
acrylic acid
composition
acid
mixtures
aqueous solution
Prior art date
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.)
Active
Application number
CA2870314A
Other languages
English (en)
French (fr)
Other versions
CA2870314A1 (en
Inventor
Jane Ellen Godlewski
Janette Villalobos Lingoes
Juan Esteban Velasquez
Dimitris Ioannis Collias
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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
Priority claimed from US13/760,505 external-priority patent/US20130274518A1/en
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of CA2870314A1 publication Critical patent/CA2870314A1/en
Application granted granted Critical
Publication of CA2870314C publication Critical patent/CA2870314C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14—Phosphorus; Compounds thereof
    • B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
    • B01J27/18—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr with metals other than Al or Zr
    • B01J27/1802—Salts or mixtures of anhydrides with compounds of other metals than V, Nb, Ta, Cr, Mo, W, Mn, Tc, Re, e.g. phosphates, thiophosphates
    • B01J27/1806—Salts or mixtures of anhydrides with compounds of other metals than V, Nb, Ta, Cr, Mo, W, Mn, Tc, Re, e.g. phosphates, thiophosphates with alkaline or alkaline earth metals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
    • C07C51/46—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation by azeotropic distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/03—Monocarboxylic acids
    • C07C57/04—Acrylic acid; Methacrylic acid

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
CA2870314A 2012-04-11 2013-04-11 Purification of bio-based acrylic acid to crude and glacial acrylic acid Active CA2870314C (en)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
US201261623054P 2012-04-11 2012-04-11
US61/623,054 2012-04-11
US13/760,505 US20130274518A1 (en) 2012-04-11 2013-02-06 Purification Of Bio Based Acrylic Acid To Crude And Glacial Acrylic Acid
US13/760,505 2013-02-06
US13/838,823 2013-03-15
US13/838,823 US20130274520A1 (en) 2012-04-11 2013-03-15 Purification Of Bio Based Acrylic Acid To Crude And Glacial Acrylic Acid
US13/835,187 US9926256B2 (en) 2012-04-11 2013-03-15 Catalytic conversion of lactic acid to acrylic acid
US13/835,187 2013-03-15
PCT/US2013/036158 WO2013155292A2 (en) 2012-04-11 2013-04-11 Purification of bio-based acrylic acid to crude and glacial acrylic acid

Publications (2)

Publication Number Publication Date
CA2870314A1 CA2870314A1 (en) 2013-10-17
CA2870314C true CA2870314C (en) 2018-01-02

Family

ID=49325676

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2870314A Active CA2870314C (en) 2012-04-11 2013-04-11 Purification of bio-based acrylic acid to crude and glacial acrylic acid

Country Status (12)

Country Link
US (2) US20130274520A1 (enExample)
EP (1) EP2836475B1 (enExample)
JP (2) JP2015517999A (enExample)
AU (1) AU2013245853B2 (enExample)
BR (1) BR112014025188B1 (enExample)
CA (1) CA2870314C (enExample)
IN (1) IN2014DN08551A (enExample)
MX (1) MX380544B (enExample)
MY (1) MY164790A (enExample)
RU (1) RU2599640C2 (enExample)
SG (2) SG10201703949YA (enExample)
WO (1) WO2013155292A2 (enExample)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6329257B2 (ja) * 2013-10-16 2018-05-23 ザ プロクター アンド ギャンブル カンパニー バイオベースのアクリル酸及びその誘導体を生成するための触媒並びにその製造方法
WO2016026761A1 (en) * 2014-08-18 2016-02-25 Basf Se Process for preparing acrylic acid by dehydration of 3-hydroxypropionic acid
EP3012244A1 (en) 2014-10-24 2016-04-27 Sulzer Chemtech AG Process and apparatus for purification of acrylic acid
EP3341121A1 (en) 2015-08-28 2018-07-04 The Procter and Gamble Company Catalysts for the dehydration of hydroxypropionic acid and its derivatives
MY182384A (en) * 2015-08-28 2021-01-22 Procter & Gamble Catalytic dehydration of hydroxypropionic acid and its derivatives
DE102016114555A1 (de) 2016-08-05 2018-02-08 Thyssenkrupp Ag Prozess zur Herstellung von Acrylsäure aus einer wässrigen 3-Hydroxypropanol-Lösung
US9890102B1 (en) 2016-11-03 2018-02-13 The Procter & Gamble Company Method of making acrylic acid from hydroxypropionic acid
US20230382842A1 (en) * 2020-10-16 2023-11-30 Lg Chem, Ltd. Method For Vaporizing Lactic Acid, Apparatus For Vaporizing Lactic Acid, And Method For Preparing Acrylic Acid From Lactic Acid
KR102721330B1 (ko) * 2020-12-03 2024-10-23 주식회사 엘지화학 아크릴산 제조방법
FR3125064B1 (fr) 2021-07-09 2024-07-12 Snf Sa Procédé biologique d’obtention de monomères comprenant une insaturation éthylénique par bioconversion d’un composé biosourcé comprenant au moins une fonction nitrile
CN122228279A (zh) 2023-11-22 2026-06-16 株式会社日本触媒 源自生物原料的吸水性树脂的制造方法和所得到的吸水性树脂

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US3885155A (en) 1973-11-01 1975-05-20 Stanford Research Inst Mass spectrometric determination of carbon 14
US4070178A (en) * 1975-09-03 1978-01-24 Rohm And Haas Company Herbicidal diphenyl ethers
US4427884A (en) 1982-01-25 1984-01-24 The Research Foundation Of State University Of New York Method for detecting and quantifying carbon isotopes
US4973841A (en) 1990-02-02 1990-11-27 Genus, Inc. Precision ultra-sensitive trace detector for carbon-14 when it is at concentration close to that present in recent organic materials
US5438194A (en) 1993-07-30 1995-08-01 High Voltage Engineering Europa B.V. Ultra-sensitive molecular identifier
FR2736912B1 (fr) 1995-07-18 1997-08-22 Atochem Elf Sa Procede de purification de l'acide acrylique obtenu par oxydation catalytique du propylene
DE19600955A1 (de) * 1996-01-12 1997-07-17 Basf Ag Verfahren zur Herstellung von Acrylsäure und deren Ester
US5661299A (en) 1996-06-25 1997-08-26 High Voltage Engineering Europa B.V. Miniature AMS detector for ultrasensitive detection of individual carbon-14 and tritium atoms
DE19829477A1 (de) 1998-07-01 2000-01-05 Basf Ag Verfahren zur Reinigung von Acrylsäure oder Methacrylsäure durch Kristallisation und Destillation
DE19832962A1 (de) * 1998-07-22 2000-01-27 Basf Ag Reinigung von Acrylsäure durch Kristallisation mittels Vakuumverdampfung
WO2001077056A1 (de) * 2000-04-11 2001-10-18 Basf Aktiengesellschaft Verfahren zur reinigung einer rohacrylsäureschmelze
BR0206396A (pt) * 2001-01-12 2004-02-10 Degussa Processo contìnuo para preparação e purificação de ácido (met)acrìlico
DE10138150A1 (de) 2001-08-03 2003-02-13 Basf Ag Verfahren zur Herstellung wasserabsorbierender Harze
US20030146081A1 (en) * 2002-01-08 2003-08-07 Salvador Aldrett Acrylic acid recovery utilizing ethyl acrylate and selected co-solvents
EP1732874A1 (en) * 2004-04-02 2006-12-20 Ciba Speciality Chemicals Water Treatments Limited Preparation of acrylic acid derivatives from alpha or beta-hydroxy carboxylic acids
FR2897058B1 (fr) * 2006-02-07 2008-04-18 Arkema Sa Procede de preparation d'acroleine
DE102006039203B4 (de) * 2006-08-22 2014-06-18 Evonik Degussa Gmbh Verfahren zur Herstellung von durch Kristallisation gereinigter Acrylsäure aus Hydroxypropionsäure sowie Vorrichtung dazu
CN101589015B (zh) * 2007-01-26 2013-11-13 巴斯夫欧洲公司 生产丙烯酸的方法
WO2008090190A1 (de) * 2007-01-26 2008-07-31 Basf Se Verfahren zur herstellung von acrylsäure
JP4822559B2 (ja) * 2007-09-19 2011-11-24 ローム アンド ハース カンパニー (メタ)アクリル酸生成物流からのプロピオン酸の選択的減少のための改良された方法
WO2009155086A2 (en) 2008-05-30 2009-12-23 E. I. Du Pont De Nemours And Company Renewably resourced chemicals and intermediates
JP2010163383A (ja) * 2009-01-14 2010-07-29 Toagosei Co Ltd アクリル酸の精製方法
JP2010180171A (ja) * 2009-02-06 2010-08-19 Nippon Shokubai Co Ltd アクリル酸の製造方法
US8586787B2 (en) * 2009-05-15 2013-11-19 Nippon Shokubai Co., Ltd. Process for producing (meth)acrylic acid
FR2948365B1 (fr) * 2009-07-22 2011-09-09 Arkema France Procede de fabrication d'acide acrylique bio-ressource a partir de glycerol
CN102596883B (zh) * 2009-10-29 2015-03-25 三仪股份有限公司 不饱和羧酸和/或其衍生物的合成方法
JP2011225533A (ja) * 2010-03-31 2011-11-10 Nippon Shokubai Co Ltd アクリル酸およびその重合体の製造方法
EP2614152A4 (en) * 2010-09-07 2015-04-15 Myriant Corp CATALYTIC DEHYDRATION OF MILKY ACID AND MILKIC ACID ESTERS
WO2012091114A1 (ja) * 2010-12-28 2012-07-05 株式会社日本触媒 アクリル酸および/またはそのエステルおよびその重合体の製法
US9714208B2 (en) * 2012-04-11 2017-07-25 The Procter & Gamble Company Catalysts conversion of hydroxypropionic acid or its derivatives to acrylic acid or its derivatives

Also Published As

Publication number Publication date
CA2870314A1 (en) 2013-10-17
IN2014DN08551A (enExample) 2015-05-15
SG11201406509YA (en) 2014-11-27
EP2836475B1 (en) 2021-05-26
WO2013155292A3 (en) 2013-12-05
CN104220410A (zh) 2014-12-17
EP2836475A2 (en) 2015-02-18
WO2013155292A4 (en) 2014-01-23
MY164790A (en) 2018-01-30
MX2014012303A (es) 2014-11-10
WO2013155292A2 (en) 2013-10-17
RU2599640C2 (ru) 2016-10-10
US20130274520A1 (en) 2013-10-17
MX380544B (es) 2025-03-12
US20150329462A1 (en) 2015-11-19
AU2013245853A1 (en) 2014-10-30
SG10201703949YA (en) 2017-06-29
RU2014139950A (ru) 2016-04-20
AU2013245853B2 (en) 2016-06-02
JP2015517999A (ja) 2015-06-25
BR112014025188B1 (pt) 2020-02-04
JP2017101046A (ja) 2017-06-08

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