synthesis of new naphtho[2,3-f]quinoxaline-2,7,12(1h)-trione and anthra-9,10-quinone dyes from furan-2,3-diones合成的新naphtho[2,3 f]quinoxaline-2,7日,12(1 h)-trione anthra-9,10-quinone染料从furan-2 3-diones.pdfVIP
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synthesis of new naphtho[2,3-f]quinoxaline-2,7,12(1h)-trione and anthra-9,10-quinone dyes from furan-2,3-diones合成的新naphtho[2,3 f]quinoxaline-2,7日,12(1 h)-trione anthra-9,10-quinone染料从furan-2 3-diones
Molecules 2009, 14, 1429-1437; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis of New Naphtho[2,3-f ]quinoxaline-2,7,12(1H)-trione
and Anthra-9,10-quinone Dyes from Furan-2,3-diones
Şevket Hakan Üngören
Department of Chemistry, Faculty of Arts and Sciences, Bozok University, Yozgat, Turkey. Tel.: +90
354 2421022; fax: +90 354 2421022; E-mails: hungoren@.tr;
shakan.ungoren@.tr
Received: 11 March 2009; in revised form: 26 March 2009 / Accepted: 30 March 2009 /
Published: 2 April 2009
Abstract: Novel naphtho[2,3-f ]quinoxaline-2,7,12(1H)-trione and anthra-9,10-quinone
dyes were synthesized in good yield from furan-2,3-diones using 1,2-diaminoanthra-9,10-
quinone and 1,4-diaminoanthra-9,10-quinone. The chromophores were characterized by
molecular spectroscopy methods.
Keywords: Naphtho[2,3-f ]quinoxaline-2,7,12(1H)-triones; Anthra-9,10-quinones; Furan-
2,3-diones; Diaminoanthra-9,10-quinone; Dye modification; Vat dyes.
1. Introduction
Anthra-9,10-quinones and their condensed derivatives with heterocycles such as indanthrone
(Pigment Blue 60, I), anthrapyrimidine (Pigment Yellow 108, II) and Vat Yellow 3 (III) (Figure 1)
possess brilliant hues and very good fastness and represent an important group of vat dyes for the
textile industry [1,2]. In addition to these properties, some anthra-9,10-quinone dyes are widely used in
other fields, such as in medicine and food chemistry [3] and high-techno
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