Synthesis of macrocyclic polyazomethines

Abstract

A síntese de corantes macrocíclicos poliazometínicos de 20 membros, poliazometina 3a e 3b, a partir de 4,4'-di-hidroxibifenil-3,3'-di-carbaldeído (2a) e 5,5'-diamino-4,4'-di-hidroxibifenil-3,3'-di-carbaldeído (2b) e de pigmentos macrocíclicos poliazometínicos 4 e 5, a partir de 3a é descrita.The synthesis of 20-membered macrocyclic polyazomethine dyes 3a and 3b from 4,4'-dihydroxybiphenyl-3,3'-dicarbaldehyde (2a) and 5,5'-diamino-4,4'-dihydroxybiphenyl-3,3'-dicarbaldehyde (2b) and macrocyclic polyazomethine pigments 4 and 5 from 3a is described.

(E)-2-{[(2-(Trifluoromethyl)phenyl]iminomethyl}phenol

“…For ring motifs, see: Bernstein et al (1995). For azomethine dye applications, see: Williams (1972); Elizbarashvili et al (2007); Taggi et al (2002); Ichijima & Kobayashi (2005); Calligaris et al (1972); Hadjoudis et al (1987). For the synthesis of the title molecule, see: Odabaşoǧ lu et al (2003).…”

“…Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999 (Williams, 1972;Elizbarashvili et al, 2007). In industry, they have a wide range of applications such as dyes and pigments with luminescent properties (Taggi et al, 2002).…”

A one-pot synthesis of some novel tetrakisazo disperse dyes bearing twenty-membered macrocyclic poly(azomethine)

“…In a recent paper we have described the method of synthesis of twentymembered macrocyclic azomethine compounds 6 . The poly(azomethine) dyes have a conjugated π-electron system and a "crown-like" hole.…”