Title:
BROMOPYRENE INTERMEDIATE AND DERIVATIVES THEREOF, PREPARATION METHOD, AND USE
Document Type and Number:
WIPO Patent Application WO/2023/103611
Kind Code:
A1
Abstract:
The present invention belongs to the field of the synthesis of fine chemical intermediates, and discloses a bromopyrene intermediate and derivatives thereof, a preparation method, and use. The bromopyrene intermediate has a molecular structural formula as shown in (1), wherein R is H or OH. In the present invention, 2-hydroxypyrene or 2,7-dihydroxypyrene is used as a raw material and is subjected to boration, hydroxylation and bromination reactions to prepare a bromopyrene intermediate; and then functional substitution is separately performed at a plurality of sites of pyrene by means of a palladium-catalyzed coupling reaction, so as to prepare a pyrene-based organic functional light-emitting material. In the present invention, the raw materials used in the method are easy to purchase and low in price, and the preparation method is simple, is mild in terms of reaction conditions, has low requirements for equipment, and is suitable for industrial production. The pyrene-based organic light-emitting material of the present invention can, due to the introduction of a hydroxyl/R2 substituent group, effectively improve the hydrophilicity of a target molecule, thus facilitating the use of this type of light-emitting molecule in the biological field.
Inventors:
FENG XING (CN)
WANG XIAOHUI (CN)
WANG XIAOHUI (CN)
Application Number:
PCT/CN2022/126686
Publication Date:
June 15, 2023
Filing Date:
October 21, 2022
Export Citation:
Assignee:
UNIV GUANGDONG TECHNOLOGY (CN)
International Classes:
C07C39/40; C07C37/62; C07C43/23; C07C217/84; C07D333/16; C09K11/06; G01N21/64
Foreign References:
| CN114149307A | 2022-03-08 | |||
| CN101768436A | 2010-07-07 | |||
| CN107004776A | 2017-08-01 | |||
| CN101003508A | 2007-07-25 | |||
| CN111477765A | 2020-07-31 |
Other References:
TREIBS WILHELM, MOBIUS GUNTER: "UBER METHYLPYRENE, I Der EinfluB der Methylgruppe in 4-Stellung auf die direkte Substitution", JUSTUS LIEBIGS ANNALEN DER CHEMIE, vol. 619, no. 1, 11 August 1958 (1958-08-11), pages 122 - 136, XP093070731, DOI: 10.1002/jlac.19586190113
RUNGE, FRANZ; MECKELBURG, ARNO: "Auffindung und Synthese von 4.9-Dimethyl-pyren", EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, WILEY - V C H VERLAG GMBH & CO. KGAA, vol. 86, no. 3, 31 March 1953 (1953-03-31), pages 373 - 376, XP009546812, ISSN: 1099-0682, DOI: 10.1002/cber.19530860311
RUNGE, FRANZ; MECKELBURG, ARNO: "Auffindung und Synthese von 4.9-Dimethyl-pyren", EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, WILEY - V C H VERLAG GMBH & CO. KGAA, vol. 86, no. 3, 31 March 1953 (1953-03-31), pages 373 - 376, XP009546812, ISSN: 1099-0682, DOI: 10.1002/cber.19530860311
Attorney, Agent or Firm:
ETR LAW FIRM (CN)
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