CN104918901A - 对二甲苯和对苯二甲酸的制造方法 - Google Patents

对二甲苯和对苯二甲酸的制造方法 Download PDF

Info

Publication number
CN104918901A
CN104918901A CN201380059080.1A CN201380059080A CN104918901A CN 104918901 A CN104918901 A CN 104918901A CN 201380059080 A CN201380059080 A CN 201380059080A CN 104918901 A CN104918901 A CN 104918901A
Authority
CN
China
Prior art keywords
otf
catalyzer
solvent
acid
alkyl
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.)
Pending
Application number
CN201380059080.1A
Other languages
English (en)
Chinese (zh)
Inventor
增野真家
R·L·史密斯
J·比斯尔
M·福斯特
P·B·史密斯
D·A·赫克尔
E·J·斯塔克
D·R·亨顿
A·杜米特拉斯库
K·布龙
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.)
Origin Materials Operating Inc
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 CN104918901A publication Critical patent/CN104918901A/zh
Pending legal-status Critical Current

Links

Classifications

    • 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

Landscapes

  • 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)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN201380059080.1A 2012-09-14 2013-09-13 对二甲苯和对苯二甲酸的制造方法 Pending CN104918901A (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201261701276P 2012-09-14 2012-09-14
US61/701,276 2012-09-14
US13/838,761 2013-03-15
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
CN104918901A true CN104918901A (zh) 2015-09-16

Family

ID=50278710

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201380059080.1A Pending CN104918901A (zh) 2012-09-14 2013-09-13 对二甲苯和对苯二甲酸的制造方法

Country Status (11)

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

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106565396A (zh) * 2015-10-12 2017-04-19 中国石油化工股份有限公司 环加成生产芳烃的方法
CN108117489A (zh) * 2016-11-29 2018-06-05 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
CN108117478A (zh) * 2016-11-29 2018-06-05 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
CN109305873A (zh) * 2017-07-28 2019-02-05 远东新世纪股份有限公司 烷基苯的制备方法
CN111004078A (zh) * 2019-12-24 2020-04-14 北京化工大学 一种生物基对二甲苯的制备方法
CN111217659A (zh) * 2018-11-27 2020-06-02 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
CN115385771A (zh) * 2021-05-21 2022-11-25 中国石油化工股份有限公司 一种对二甲苯的制备方法

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112014006237A2 (pt) 2011-09-16 2017-04-11 Micromidas Inc método para produzir para-xileno, uso do para-xileno, método para produzir ácido tereftálico, método para produzir um composto
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
CN109020930A (zh) 2013-03-14 2018-12-18 微麦德斯公司 5-(卤代甲基)糠醛的提纯方法
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
EP3046914B1 (de) 2013-09-20 2022-09-21 Origin Materials Operating, Inc. Verfahren zur herstellung von 5-(halomethyl)furfural
EP3142997A1 (de) 2014-05-12 2017-03-22 Micromidas, Inc. Verfahren zur herstellung von verbindungen aus 5-(halomethyl)furfural
KR102394356B1 (ko) * 2015-10-23 2022-05-04 에스케이케미칼 주식회사 디메틸테레프탈레이트의 제조 방법
US11028221B2 (en) 2015-12-11 2021-06-08 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
EP3915970A1 (de) 2016-02-26 2021-12-01 Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO Aromatische verbindungen aus furanen
EP3210979A1 (de) 2016-02-26 2017-08-30 Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO Aromatische verbindungen aus furanen
KR101949431B1 (ko) * 2016-11-04 2019-02-19 한국과학기술연구원 실리카에 담지된 헤테로폴리산 촉매 및 이를 이용한 파라자일렌의 제조방법
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

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102482177A (zh) * 2009-06-26 2012-05-30 环球油品公司 对二甲苯和对苯二甲酸的碳水化合物途径

Family Cites Families (4)

* 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
WO2009110402A1 (ja) * 2008-03-03 2009-09-11 東レ株式会社 パラキシレンの製造方法
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
BR112014006237A2 (pt) * 2011-09-16 2017-04-11 Micromidas Inc método para produzir para-xileno, uso do para-xileno, método para produzir ácido tereftálico, método para produzir um composto

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102482177A (zh) * 2009-06-26 2012-05-30 环球油品公司 对二甲苯和对苯二甲酸的碳水化合物途径

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106565396A (zh) * 2015-10-12 2017-04-19 中国石油化工股份有限公司 环加成生产芳烃的方法
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
CN108117489A (zh) * 2016-11-29 2018-06-05 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
CN108117478A (zh) * 2016-11-29 2018-06-05 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
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
CN109305873A (zh) * 2017-07-28 2019-02-05 远东新世纪股份有限公司 烷基苯的制备方法
CN111217659A (zh) * 2018-11-27 2020-06-02 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
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
CN111004078A (zh) * 2019-12-24 2020-04-14 北京化工大学 一种生物基对二甲苯的制备方法
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
CN115385771A (zh) * 2021-05-21 2022-11-25 中国石油化工股份有限公司 一种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

Also Published As

Publication number Publication date
BR112015005701A2 (pt) 2017-07-04
AR092565A1 (es) 2015-04-22
JP2015531786A (ja) 2015-11-05
HK1212674A1 (zh) 2016-06-17
TW201425272A (zh) 2014-07-01
WO2014043468A1 (en) 2014-03-20
KR20150055014A (ko) 2015-05-20
IN2015DN02933A (de) 2015-09-18
EP2895446A1 (de) 2015-07-22
MX2015003313A (es) 2015-07-14
JP6503294B2 (ja) 2019-04-17

Similar Documents

Publication Publication Date Title
CN104918901A (zh) 对二甲苯和对苯二甲酸的制造方法
US10125060B2 (en) Methods of producing para-xylene and terephthalic acid
CN103814005A (zh) 对二甲苯和对苯二甲酸的制造方法
Feng et al. Production of γ-valerolactone from levulinic acid over a Ru/C catalyst using formic acid as the sole hydrogen source
Ma et al. Selective oxidative C–C bond cleavage of a lignin model compound in the presence of acetic acid with a vanadium catalyst
Li et al. Ionic liquids for sustainable processes: Liquid metal catalysis
Liu et al. Room-temperature nickel-catalysed cross-couplings of aryl chlorides with arylzincs
CN103917509B (zh) 烷二醇的制造方法
CN103261154B (zh) 具有双(三氟甲磺酰基)乙基的化合物和酸催化剂及其制造方法
Joseph et al. Cationic half-sandwich ruthenium (II) complexes ligated by pyridyl-triazole ligands: Transfer hydrogenation and mechanistic studies
CN104981462B (zh) 通过介观结构的vpo催化剂氧化醇化合物
US10364210B2 (en) Diamine compounds, dinitro compounds and other compounds, and methods of producing thereof and uses related thereof
US10392317B2 (en) Methods of producing para-xylene and terephthalic acid
Song et al. Regiospecific and stereoselective synthesis of (E)-and (Z)-2-phosphino-1-alkenyl boronates via Cu-catalyzed hydroboration of alkynylphosphines
WO2014121513A1 (en) Oxydation of alcohol compounds via mesostructured vpo catalysts
CN102728406B (zh) 一种甲苯氯化用的催化剂及其制备方法
CN107827913B (zh) 含1,10-菲啰啉状的n-杂环卡宾铜（i）配合物及用途
Megías-Sayago et al. Influence of the ionic liquid presence on the selective oxidation of glucose over molybdenum based catalysts
WO2020215812A1 (zh) 一种2-烷基呋喃制4，4'-二烷基联苯的方法
CN103086834B (zh) 一种联芳基茚类化合物的制备方法
CN109305873A (zh) 烷基苯的制备方法
CN103459360B (zh) 4,4’-二甲酰基二苯基链烷烃的制造方法
JP4959163B2 (ja) マイクロフロー系での触媒的カルボニル化
JPH0678263B2 (ja) ４―（パラフルオロベンゾイル）フェノール類の製造方法
JP2022107437A (ja) カルボン酸エステルの製造方法

Legal Events

Date Code Title Description
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20150916

RJ01 Rejection of invention patent application after publication