CA2922120C - A process for manufacturing acrylic acid, acrylonitrile and 1,4-butanediol from 1,3-propanediol - Google Patents
A process for manufacturing acrylic acid, acrylonitrile and 1,4-butanediol from 1,3-propanediol Download PDFInfo
- Publication number
- CA2922120C CA2922120C CA2922120A CA2922120A CA2922120C CA 2922120 C CA2922120 C CA 2922120C CA 2922120 A CA2922120 A CA 2922120A CA 2922120 A CA2922120 A CA 2922120A CA 2922120 C CA2922120 C CA 2922120C
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- Prior art keywords
- bio
- propanediol
- acrylic acid
- reaction
- derived
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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
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
- C07C209/16—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/20—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic unsaturated carbon skeleton
- C07C211/21—Monoamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C253/26—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons containing carbon-to-carbon multiple bonds, e.g. unsaturated aldehydes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/06—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms of an acyclic and unsaturated carbon skeleton
- C07C255/07—Mononitriles
- C07C255/08—Acrylonitrile; Methacrylonitrile
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/44—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by addition reactions, i.e. reactions involving at least one carbon-to-carbon double or triple bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/60—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by elimination of -OH groups, e.g. by dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/02—Acyclic alcohols with carbon-to-carbon double bonds
- C07C33/025—Acyclic alcohols with carbon-to-carbon double bonds with only one double bond
- C07C33/03—Acyclic alcohols with carbon-to-carbon double bonds with only one double bond in beta-position, e.g. allyl alcohol, methallyl alcohol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/285—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with peroxy-compounds
-
- 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
- C07C51/50—Use of additives, e.g. for stabilisation
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361873328P | 2013-09-03 | 2013-09-03 | |
| US61/873,328 | 2013-09-03 | ||
| PCT/US2014/053933 WO2015034948A1 (en) | 2013-09-03 | 2014-09-03 | A process for manufacturing acrylic acid, acrylonitrile and 1,4-butanediol from 1,3-propanediol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2922120A1 CA2922120A1 (en) | 2015-03-12 |
| CA2922120C true CA2922120C (en) | 2022-09-06 |
Family
ID=52628900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2922120A Active CA2922120C (en) | 2013-09-03 | 2014-09-03 | A process for manufacturing acrylic acid, acrylonitrile and 1,4-butanediol from 1,3-propanediol |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US10035749B2 (https=) |
| EP (1) | EP3041942B1 (https=) |
| JP (1) | JP2016534131A (https=) |
| KR (1) | KR102266181B1 (https=) |
| CN (1) | CN105705647B (https=) |
| CA (1) | CA2922120C (https=) |
| WO (1) | WO2015034948A1 (https=) |
Families Citing this family (20)
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| US20180171207A1 (en) | 2015-06-17 | 2018-06-21 | Clariant International Ltd. | Water-Soluble Or Water-Swellable Polymers As Water Loss Reducers In Cement Slurries |
| ES3053940T3 (en) | 2016-06-20 | 2026-01-28 | Clariant Int Ltd | Compound comprising certain level of bio-based carbon |
| CN109790094A (zh) * | 2016-09-27 | 2019-05-21 | 国际壳牌研究有限公司 | 用于生产烯丙醇的方法 |
| ES2867526T3 (es) | 2016-12-12 | 2021-10-20 | Clariant Int Ltd | Uso de un polímero bioderivado en una composición cosmética, dermatológica o farmacéutica |
| US11384186B2 (en) | 2016-12-12 | 2022-07-12 | Clariant International Ltd | Polymer comprising certain level of bio-based carbon |
| EP3551679B1 (en) | 2016-12-12 | 2023-05-24 | Clariant International Ltd | Polymer comprising certain level of bio-based carbon |
| US20190338060A1 (en) | 2016-12-12 | 2019-11-07 | Clariant International Ltd. | Polymer Comprising Certain Level Of Bio-Based Carbon |
| EP3554643B1 (en) | 2016-12-15 | 2025-03-19 | Clariant International Ltd | Water-soluble and/or water-swellable hybrid polymer |
| ES3017507T3 (en) | 2016-12-15 | 2025-05-13 | Clariant Int Ltd | Water-soluble and/or water-swellable hybrid polymer |
| EP3554644B1 (en) | 2016-12-15 | 2025-03-19 | Clariant International Ltd | Water-soluble and/or water-swellable hybrid polymer |
| US11339241B2 (en) | 2016-12-15 | 2022-05-24 | Clariant International Ltd. | Water-soluble and/or water-swellable hybrid polymer |
| CN110346465A (zh) * | 2019-06-12 | 2019-10-18 | 南京市产品质量监督检验院 | 一种气相色谱法测定胶粘剂中丙烯腈含量的方法 |
| WO2021055220A1 (en) * | 2019-09-18 | 2021-03-25 | Rohm And Haas Company | Production of acrolein or acrylic acid from allyl alcohol with high yield and low impurity |
| CN115702194B (zh) | 2020-04-15 | 2025-04-04 | 乐高公司 | 由回收的abs材料制成的玩具搭建砖块 |
| JP2022021338A (ja) * | 2020-07-21 | 2022-02-02 | Dicグラフィックス株式会社 | リキッド印刷インキ、印刷物、及びラミネート積層体 |
| JP7574410B2 (ja) * | 2021-03-31 | 2024-10-28 | 積水化成品工業株式会社 | 樹脂微粒子、塗膜軟質化剤、塗料用艶消し剤、硬化性樹脂用応力緩和剤、光拡散剤、光拡散性樹脂組成物及び樹脂組成物 |
| CN116060031B (zh) * | 2021-11-04 | 2025-03-25 | 中国石油化工股份有限公司 | 一种丙烯氨氧化制丙烯腈催化剂及其制备方法和应用 |
| WO2024077181A1 (en) | 2022-10-06 | 2024-04-11 | Microbyre, Inc. | Methods of producing reuterin and propenoic acid using an isolated strain of lactobacillus reuteri |
| CN120737005B (zh) * | 2025-08-26 | 2025-11-28 | 湖北晶星科技股份有限公司 | 一种邻氯苯腈的合成工艺 |
| CN121034441B (zh) * | 2025-10-27 | 2026-02-17 | 重庆环驰科技有限公司 | 一种基于在线拉曼光谱的Bi-BDO发酵pH溶氧动态优化方法 |
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| WO2012015770A2 (en) | 2010-07-30 | 2012-02-02 | Cook Medical Technologies Llc | Coaxial incisional full-core biopsy needle |
| CA2807102C (en) | 2010-07-31 | 2018-08-21 | Myriant Corporation | Improved fermentation process for the production of organic acids |
| US8818718B2 (en) | 2010-08-02 | 2014-08-26 | Qualcomm Incorporated | PND repositioning detector for better navigation accuracy in a car |
| US20130157328A1 (en) | 2010-09-07 | 2013-06-20 | Myriant Corporation | Catalytic dehydration of lactic acid and lactic acid esters |
| WO2013134385A1 (en) | 2012-03-07 | 2013-09-12 | Myriant Corporation | Preparation of alpha, beta-unsaturated carboxylic acids and esters thereof |
| US8129170B1 (en) | 2010-12-06 | 2012-03-06 | E.I. Du Pont De Nemours And Company | Recombinant bacteria having the ability to metabolize sucrose |
| BR112013014688B1 (pt) | 2010-12-13 | 2021-09-28 | Myriant Corporation | Bactérias escherichia coli geneticamente alteradas |
| KR101928688B1 (ko) | 2011-07-22 | 2018-12-13 | 피티티지씨 이노베이션 아메리카 코포레이션 | 유기산으로의 글리세롤의 발효 |
| CN102433940B (zh) | 2011-08-31 | 2013-09-25 | 青岛科瑞新型环保材料有限公司 | 外墙高效节能防火保温板的制备方法 |
| JP2013070675A (ja) * | 2011-09-28 | 2013-04-22 | Daicel Corp | アルキルジオールを産生する組換え菌の培養方法 |
| CN103890186A (zh) | 2011-10-05 | 2014-06-25 | 宝洁公司 | 通过高丝氨酸生产丙烯酸酯和其它产品的微生物和方法 |
| TWI586643B (zh) | 2012-05-29 | 2017-06-11 | 利安德化學科技有限公司 | 烯丙醇之氫甲醯化的速率及選擇性上的改良 |
| US8742180B1 (en) | 2012-11-13 | 2014-06-03 | Lyondell Chemical Technology, L.P. | Process control with Raman spectroscopy |
| WO2014089412A1 (en) * | 2012-12-07 | 2014-06-12 | Evernu Technology Llc | Catalytic conversion of bio-mass derivable aliphatic alcohols to valuable alkenes or oxygenates |
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2014
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- 2014-09-03 WO PCT/US2014/053933 patent/WO2015034948A1/en not_active Ceased
- 2014-09-03 EP EP14841656.3A patent/EP3041942B1/en active Active
- 2014-09-03 JP JP2016540356A patent/JP2016534131A/ja active Pending
- 2014-09-03 CA CA2922120A patent/CA2922120C/en active Active
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- 2014-09-03 US US14/915,554 patent/US10035749B2/en active Active
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| EP3041942A1 (en) | 2016-07-13 |
| EP3041942B1 (en) | 2020-07-01 |
| CN105705647B (zh) | 2020-03-27 |
| KR102266181B1 (ko) | 2021-06-17 |
| CN105705647A (zh) | 2016-06-22 |
| US10035749B2 (en) | 2018-07-31 |
| KR20160071376A (ko) | 2016-06-21 |
| US20160207865A1 (en) | 2016-07-21 |
| JP2016534131A (ja) | 2016-11-04 |
| EP3041942A4 (en) | 2017-04-26 |
| WO2015034948A1 (en) | 2015-03-12 |
| CA2922120A1 (en) | 2015-03-12 |
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