MX2015003313A - Metodos para producir para-xileno y acido tereftalico. - Google Patents

Metodos para producir para-xileno y acido tereftalico.

Info

Publication number
MX2015003313A
MX2015003313A MX2015003313A MX2015003313A MX2015003313A MX 2015003313 A MX2015003313 A MX 2015003313A MX 2015003313 A MX2015003313 A MX 2015003313A MX 2015003313 A MX2015003313 A MX 2015003313A MX 2015003313 A MX2015003313 A MX 2015003313A
Authority
MX
Mexico
Prior art keywords
otf
catalyst
solvent
alkyl
triflate
Prior art date
Application number
MX2015003313A
Other languages
English (en)
Spanish (es)
Inventor
Makoto N Masuno
John Bissell
Ryan L Smith
Marc Foster
Daniel R Henton
Patrick B Smith
Dennis A Hucul
Edmund J Stark
Adina Dumitrascu
Katherine Brune
Original Assignee
Micromidas 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
Priority claimed from US13/838,761 external-priority patent/US8889938B2/en
Application filed by Micromidas Inc filed Critical Micromidas Inc
Publication of MX2015003313A publication Critical patent/MX2015003313A/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
    • C07C2/862—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms
    • C07C2/865—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms the non-hydrocarbon is an ether
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/02—Monocyclic hydrocarbons
    • C07C15/067—C8H10 hydrocarbons
    • C07C15/08—Xylenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/42—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion
    • C07C2/44—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion of conjugated dienes only
    • C07C2/46—Catalytic processes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/56—Addition to acyclic hydrocarbons
    • C07C2/58—Catalytic processes
    • C07C2/62—Catalytic processes with acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
    • C07C2/862—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms
    • C07C2/867—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms the non-hydrocarbon is an aldehyde or a ketone
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/12—Ketones containing more than one keto group
    • C07C49/14—Acetylacetone, i.e. 2,4-pentanedione
    • 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
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
    • C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/14—Monocyclic dicarboxylic acids
    • C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
    • C07C63/26—1,4 - Benzenedicarboxylic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04—Alumina
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • C07C2521/08—Silica
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of rare earths
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/24—Chromium, molybdenum or tungsten
    • C07C2523/28—Molybdenum
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
    • C07C2523/72—Copper
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
    • C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
    • C07C2527/054—Sulfuric acid or other acids with the formula H2Sn03n+1
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/08—Halides
    • C07C2527/10—Chlorides
    • C07C2527/11—Hydrogen chloride
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/122—Compounds comprising a halogen and copper
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
    • C07C2527/126—Aluminium chloride
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14—Phosphorus; Compounds thereof
    • C07C2527/16—Phosphorus; Compounds thereof containing oxygen
    • C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
    • C07C2527/173—Phosphoric acid or other acids with the formula Hn+2PnO3n+1
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14—Phosphorus; Compounds thereof
    • C07C2527/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2527/188—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with chromium, molybdenum, tungsten or polonium
    • C07C2527/19—Molybdenum
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/025—Sulfonic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
MX2015003313A 2012-09-14 2013-09-13 Metodos para producir para-xileno y acido tereftalico. MX2015003313A (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201261701276P 2012-09-14 2012-09-14
US13/838,761 US8889938B2 (en) 2012-03-15 2013-03-15 Methods of producing para-xylene
PCT/US2013/059660 WO2014043468A1 (en) 2012-09-14 2013-09-13 Methods of producing para-xylene and terephthalic acid

Publications (1)

Publication Number Publication Date
MX2015003313A true MX2015003313A (es) 2015-07-14

Family

ID=50278710

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2015003313A MX2015003313A (es) 2012-09-14 2013-09-13 Metodos para producir para-xileno y acido tereftalico.

Country Status (11)

Country Link
EP (1) EP2895446A1 (enrdf_load_stackoverflow)
JP (1) JP6503294B2 (enrdf_load_stackoverflow)
KR (1) KR20150055014A (enrdf_load_stackoverflow)
CN (1) CN104918901A (enrdf_load_stackoverflow)
AR (1) AR092565A1 (enrdf_load_stackoverflow)
BR (1) BR112015005701A2 (enrdf_load_stackoverflow)
HK (1) HK1212674A1 (enrdf_load_stackoverflow)
IN (1) IN2015DN02933A (enrdf_load_stackoverflow)
MX (1) MX2015003313A (enrdf_load_stackoverflow)
TW (1) TW201425272A (enrdf_load_stackoverflow)
WO (1) WO2014043468A1 (enrdf_load_stackoverflow)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HK1200805A1 (en) 2011-09-16 2015-08-14 Micromidas, Inc. Methods of producing para-xylene and terephthalic acid
US8889938B2 (en) 2012-03-15 2014-11-18 Micromidas, Inc. Methods of producing para-xylene
US10392317B2 (en) 2012-09-14 2019-08-27 Micromidas, Inc. Methods of producing para-xylene and terephthalic acid
MX2015012878A (es) 2013-03-14 2016-02-03 Micromidas Inc Metodos para purificar 5-(halometil)furfural.
US20140296600A1 (en) * 2013-04-01 2014-10-02 University Of Delaware Production of para-xylene by catalytically reacting 2,5-dimethylfuran and ethylene in a solvent
CN111662253A (zh) 2013-09-20 2020-09-15 微麦德斯公司 生产5-(卤甲基)糠醛的方法
TW201609681A (zh) * 2014-05-12 2016-03-16 微麥得斯公司 自５－（鹵甲基）糠醛製造化合物之方法
CN106565396B (zh) * 2015-10-12 2019-04-12 中国石油化工股份有限公司 环加成生产芳烃的方法
KR102394356B1 (ko) * 2015-10-23 2022-05-04 에스케이케미칼 주식회사 디메틸테레프탈레이트의 제조 방법
WO2017098296A1 (en) 2015-12-11 2017-06-15 SOCIETE ANONYME DES EAUX MINERALES D'EVIAN et en abrégé "S.A.E.M.E" Pet polymer with an anti-crystallization comonomer that can be bio-sourced
JP6896751B2 (ja) 2016-02-26 2021-06-30 ネーデルランドセ・オルガニサティ・フォール・トゥーヘパスト−ナトゥールウェテンスハッペライク・オンデルズーク・テーエヌオー フラン類からの芳香族化合物
EP3210979A1 (en) 2016-02-26 2017-08-30 Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO Aromatic compounds from furanics
KR101949431B1 (ko) * 2016-11-04 2019-02-19 한국과학기술연구원 실리카에 담지된 헤테로폴리산 촉매 및 이를 이용한 파라자일렌의 제조방법
CN108117489B (zh) * 2016-11-29 2020-10-16 中国科学院大连化学物理研究所 一种由巴豆醛和甲醛制备酯的方法
CN108117478B (zh) * 2016-11-29 2021-02-05 中国科学院大连化学物理研究所 1,4-环己烷二甲醇或1,4-环己烷二甲酸的制备方法
TWI630192B (zh) * 2017-07-28 2018-07-21 遠東新世紀股份有限公司 Method for preparing alkylbenzene
KR102394369B1 (ko) * 2017-11-27 2022-05-04 에스케이케미칼 주식회사 디메틸테레프탈레이트의 제조방법
KR102024755B1 (ko) * 2018-01-22 2019-11-04 한국과학기술연구원 실리카에 담지된 헤테로폴리산 촉매 및 이를 이용한 디알킬 테레프탈레이트의 제조방법
CN111217659B (zh) * 2018-11-27 2021-04-16 中国科学院大连化学物理研究所 一种由异戊二烯和甲基对苯醌制备2,6-二甲基萘的方法
CN111004078B (zh) * 2019-12-24 2021-03-26 北京化工大学 一种生物基对二甲苯的制备方法
CN115385771B (zh) * 2021-05-21 2024-05-28 中国石油化工股份有限公司 一种对二甲苯的制备方法
KR20240012491A (ko) * 2021-05-21 2024-01-29 차이나 페트로리움 앤드 케미컬 코포레이션 바이오매스 전환에 의해 p-크실렌을 제조하는 방법
CN116374965B (zh) * 2023-02-08 2024-12-24 浙江健立化学有限公司 一种非均相催化合成双氟磺酰亚胺锂关键中间体的方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003055280A (ja) * 2001-08-17 2003-02-26 Nippon Petrochemicals Co Ltd 縮合環含有化合物の製法
JPWO2009110402A1 (ja) * 2008-03-03 2011-07-14 東レ株式会社 パラキシレンの製造方法
US8314267B2 (en) * 2009-06-26 2012-11-20 Uop Llc Carbohydrate route to para-xylene and terephthalic acid
JP5299972B2 (ja) * 2009-12-04 2013-09-25 独立行政法人産業技術総合研究所 フラン類の製造方法
HK1200805A1 (en) * 2011-09-16 2015-08-14 Micromidas, Inc. Methods of producing para-xylene and terephthalic acid

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JP2015531786A (ja) 2015-11-05
AR092565A1 (es) 2015-04-22
CN104918901A (zh) 2015-09-16
KR20150055014A (ko) 2015-05-20
TW201425272A (zh) 2014-07-01
WO2014043468A1 (en) 2014-03-20
IN2015DN02933A (enrdf_load_stackoverflow) 2015-09-18
HK1212674A1 (zh) 2016-06-17
BR112015005701A2 (pt) 2017-07-04
JP6503294B2 (ja) 2019-04-17
EP2895446A1 (en) 2015-07-22

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