EP2493835A4 - Method for preparing deuterated aromatic compounds - Google Patents

Method for preparing deuterated aromatic compounds

Info

Publication number
EP2493835A4
EP2493835A4 EP09850996.1A EP09850996A EP2493835A4 EP 2493835 A4 EP2493835 A4 EP 2493835A4 EP 09850996 A EP09850996 A EP 09850996A EP 2493835 A4 EP2493835 A4 EP 2493835A4
Authority
EP
European Patent Office
Prior art keywords
aromatic compounds
deuterated aromatic
preparing deuterated
preparing
compounds
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.)
Withdrawn
Application number
EP09850996.1A
Other languages
German (de)
French (fr)
Other versions
EP2493835A1 (en
Inventor
Eric Maurice Smith
Kalindi Dogra
Christina M Older
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and 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
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of EP2493835A1 publication Critical patent/EP2493835A1/en
Publication of EP2493835A4 publication Critical patent/EP2493835A4/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/001—Acyclic or carbocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/20—Polycyclic condensed hydrocarbons
    • C07C15/24—Polycyclic condensed hydrocarbons containing two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/20—Polycyclic condensed hydrocarbons
    • C07C15/27—Polycyclic condensed hydrocarbons containing three rings
    • C07C15/30—Phenanthrenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/05—Isotopically modified compounds, e.g. labelled
    • 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
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
    • C07C2603/24—Anthracenes; Hydrogenated anthracenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/48—Chrysenes; Hydrogenated chrysenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/50—Pyrenes; Hydrogenated pyrenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/52—Ortho- or ortho- and peri-condensed systems containing five condensed rings
EP09850996.1A 2009-10-26 2009-12-21 Method for preparing deuterated aromatic compounds Withdrawn EP2493835A4 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US25484309P 2009-10-26 2009-10-26
PCT/US2009/068924 WO2011053334A1 (en) 2009-10-26 2009-12-21 Method for preparing deuterated aromatic compounds

Publications (2)

Publication Number Publication Date
EP2493835A1 EP2493835A1 (en) 2012-09-05
EP2493835A4 true EP2493835A4 (en) 2015-07-15

Family

ID=43922420

Family Applications (1)

Application Number Title Priority Date Filing Date
EP09850996.1A Withdrawn EP2493835A4 (en) 2009-10-26 2009-12-21 Method for preparing deuterated aromatic compounds

Country Status (6)

Country Link
EP (1) EP2493835A4 (en)
JP (1) JP5662461B2 (en)
KR (1) KR101538534B1 (en)
CN (1) CN102574753B (en)
TW (1) TW201114735A (en)
WO (1) WO2011053334A1 (en)

Families Citing this family (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8759818B2 (en) 2009-02-27 2014-06-24 E I Du Pont De Nemours And Company Deuterated compounds for electronic applications
KR101582707B1 (en) 2009-04-03 2016-01-05 이 아이 듀폰 디 네모아 앤드 캄파니 Electroactive materials
TW201111326A (en) 2009-09-29 2011-04-01 Du Pont Deuterated compounds for luminescent applications
CN102596950A (en) 2009-10-29 2012-07-18 E.I.内穆尔杜邦公司 Deuterated compounds for electronic applications
US8617720B2 (en) 2009-12-21 2013-12-31 E I Du Pont De Nemours And Company Electroactive composition and electronic device made with the composition
TW201229204A (en) 2010-12-17 2012-07-16 Du Pont Anthracene derivative compounds for electronic applications
US20130248843A1 (en) 2010-12-17 2013-09-26 E I Du Pont De Nemours And Company Anthracene derivative compounds for electronic applications
EP2655547A1 (en) 2010-12-20 2013-10-30 E.I. Du Pont De Nemours And Company Compositions for electronic applications
WO2012087960A1 (en) 2010-12-20 2012-06-28 E. I. Du Pont De Nemours And Company Triazine derivatives for electronic applications
WO2012087961A2 (en) 2010-12-20 2012-06-28 E. I. Du Pont De Nemours And Company Electroactive compositions for electronic applications
KR101802008B1 (en) 2010-12-21 2017-11-27 이 아이 듀폰 디 네모아 앤드 캄파니 Electronic device including a pyrimidine compound
EP2958917A1 (en) 2013-02-25 2015-12-30 E. I. du Pont de Nemours and Company Electronic device including a diazachrysene derivative
WO2015089304A1 (en) 2013-12-13 2015-06-18 E. I. Du Pont De Nemours And Company System for forming an electroactive layer
CN104198631B (en) * 2014-08-11 2017-01-18 贾明宏 Method for improving hydrogen and deuterium atomic exchanging efficiency of protein in nuclear magnetism reagent
US9944846B2 (en) 2014-08-28 2018-04-17 E I Du Pont De Nemours And Company Compositions for electronic applications
CN107074763B (en) 2014-10-20 2021-01-05 株式会社Lg化学 Blue light-emitting compound
US10804473B2 (en) 2015-05-21 2020-10-13 Lg Chem, Ltd. Electron transport materials for electronic applications
WO2018017288A1 (en) 2016-07-20 2018-01-25 E. I. Du Pont De Nemours And Company Electroactive materials
KR102627027B1 (en) * 2019-11-29 2024-01-18 주식회사 엘지화학 Method for preparing deuteated anthracene-based compound and organic light emitting device comprising deuteated anthracene-based compound manufactured using the same
KR102594845B1 (en) * 2019-12-23 2023-10-27 주식회사 엘지화학 Method of manufacturing aromatic compound
KR20210126822A (en) * 2020-04-10 2021-10-21 덕산네오룩스 주식회사 Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof
US20230165139A1 (en) * 2020-04-10 2023-05-25 Duk San Neolux Co., Ltd. Compound for organic electric element, organic electric element using same, and electronic device thereof
KR20210128205A (en) * 2020-04-16 2021-10-26 덕산네오룩스 주식회사 Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof
CN113555519A (en) 2020-04-24 2021-10-26 罗门哈斯电子材料韩国有限公司 Organic electroluminescent device
KR102657636B1 (en) 2020-06-09 2024-04-15 주식회사 엘지화학 Anthracene compound, coating composition and organic light emitting device comprising same
CN113896734A (en) 2020-07-06 2022-01-07 罗门哈斯电子材料韩国有限公司 Organic electroluminescent compounds, various host materials and organic electroluminescent device comprising the same
KR102657637B1 (en) 2020-07-08 2024-04-15 주식회사 엘지화학 Anthracene compound, coating composition and organic light emitting device comprising same
KR20220065449A (en) 2020-11-13 2022-05-20 주식회사 엘지화학 Compound and organic light emitting device comprising same
KR20220065453A (en) 2020-11-13 2022-05-20 주식회사 엘지화학 Compound and organic light emitting device comprising same
KR20220065950A (en) 2020-11-13 2022-05-23 주식회사 엘지화학 Compound and organic light emitting device comprising same
KR20220065451A (en) 2020-11-13 2022-05-20 주식회사 엘지화학 Compound and organic light emitting device comprising same
KR102630972B1 (en) 2021-01-08 2024-01-29 주식회사 엘지화학 Anthracene compound, and organic light emitting device comprising same
KR102629146B1 (en) 2021-01-08 2024-01-24 주식회사 엘지화학 Anthracene compound, and organic light emitting device comprising same
DE102022112831A1 (en) * 2021-05-26 2022-12-01 Rohm And Haas Electronic Materials Korea Ltd. PROCESSES FOR THE PRODUCTION OF DEUTERED ORGANIC COMPOUNDS
WO2023282676A1 (en) 2021-07-07 2023-01-12 주식회사 엘지화학 Compound and organic light-emitting device comprising same
KR20230018160A (en) 2021-07-29 2023-02-07 주식회사 엘지화학 Compound and organic light emitting device comprising same
KR20230018159A (en) 2021-07-29 2023-02-07 주식회사 엘지화학 Compound and organic light emitting device comprising same
KR20230018162A (en) 2021-07-29 2023-02-07 주식회사 엘지화학 Compound and organic light emitting device comprising same
US20230255102A1 (en) 2022-01-20 2023-08-10 Rohm And Haas Electronic Materials Korea Ltd. Plurality of host materials and organic electroluminescent device comprising the same
EP4231804A3 (en) 2022-02-16 2023-09-20 Universal Display Corporation Organic electroluminescent materials and devices
US20240107880A1 (en) 2022-08-17 2024-03-28 Universal Display Corporation Organic electroluminescent materials and devices

Citations (2)

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Publication number Priority date Publication date Assignee Title
US3989705A (en) * 1974-04-01 1976-11-02 Canadian Patents And Development Limited Processes for the deuteration and/or tritiation of organic substrates by hydrogen substitution
WO2011059463A1 (en) * 2009-10-29 2011-05-19 E. I. Du Pont De Nemours And Company Deuterated compounds for electronic applications

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US3389705A (en) * 1966-04-29 1968-06-25 Levavi David Cigarette smoke filter device
JPS6153228A (en) * 1984-08-22 1986-03-17 Nippon Sheet Glass Co Ltd Method for introducing hydrogen isomer to aromatic compound in high selectivity
JPH0653693B2 (en) * 1986-07-24 1994-07-20 ユニチカ株式会社 Process for producing deuterated phenols
JPH06228014A (en) * 1993-01-28 1994-08-16 Tosoh Corp Production of deuterated aromatic compound
JP2789084B2 (en) * 1995-11-24 1998-08-20 勝 中原 Method for producing deuterated compound
JP2004010550A (en) * 2002-06-07 2004-01-15 Japan Science & Technology Corp Method for producing deuterated aromatic compound
TW200404054A (en) * 2002-07-26 2004-03-16 Wako Pure Chem Ind Ltd Method for deuteration of aromatic ring
TW200413273A (en) * 2002-11-15 2004-08-01 Wako Pure Chem Ind Ltd Heavy hydrogenation method of heterocyclic rings
TW200413274A (en) * 2002-12-27 2004-08-01 Wako Pure Chem Ind Ltd Deuteration or tritiation method
CN1906143A (en) * 2004-01-23 2007-01-31 和光纯药工业株式会社 Method of deuteration using mixed catalyst
JP5464395B2 (en) * 2008-02-01 2014-04-09 大陽日酸株式会社 Method for producing a compound having a deuterated aromatic ring or heterocyclic ring

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3989705A (en) * 1974-04-01 1976-11-02 Canadian Patents And Development Limited Processes for the deuteration and/or tritiation of organic substrates by hydrogen substitution
WO2011059463A1 (en) * 2009-10-29 2011-05-19 E. I. Du Pont De Nemours And Company Deuterated compounds for electronic applications

Non-Patent Citations (6)

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Title
BOIX C ET AL: "Efficient H-D Exchange of Aromatic Compounds in Near-Critical D2O Catalysed by a Polymer-Supported Sulphonic Acid", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 40, no. 23, 4 June 1999 (1999-06-04), pages 4433 - 4436, XP004164668, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(99)00765-0 *
KAI LIU ET AL: "Solid-state deuterium NMR of imidazole ligands in cytochrome c peroxidase", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY [H.W. WILSON - GS], 7 October 1998 (1998-10-07), pages 10199, XP055172193, Retrieved from the Internet <URL:http://search.proquest.com/docview/220740304> *
OBA Y ET AL: "Biosynthesis of luciferin in the sea firefly, Cypridina hilgendorfii: l-tryptophan is a component in Cypridina luciferin", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 43, no. 13, 25 March 2002 (2002-03-25), pages 2389 - 2392, XP004342984, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(02)00257-5 *
See also references of WO2011053334A1 *
SVETLANA V. EVCHENKO ET AL: "Efficient synthesis of deuterium-labelled ferrocenes", JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS, vol. 48, no. 3, 15 March 2005 (2005-03-15), pages 209 - 218, XP055192538, ISSN: 0362-4803, DOI: 10.1002/jlcr.916 *
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Also Published As

Publication number Publication date
JP2013508360A (en) 2013-03-07
EP2493835A1 (en) 2012-09-05
JP5662461B2 (en) 2015-01-28
KR101538534B1 (en) 2015-07-21
CN102574753B (en) 2015-07-08
CN102574753A (en) 2012-07-11
TW201114735A (en) 2011-05-01
KR20120101029A (en) 2012-09-12
WO2011053334A1 (en) 2011-05-05

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Owner name: E. I. DU PONT DE NEMOURS AND COMPANY

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