Novel Polyaromatic Quinone Imines. 2. Synthesis of Model Compounds and Stereoregular Poly(quinone imines) from Disubstituted Anthraquinones

Autor:	H. K. Hall, Harold W. Boone
Rok vydání:	1996
Předmět:	Condensation polymer Polymers and Plastics Organic Chemistry Medicinal chemistry Anthraquinone Quinone Inorganic Chemistry chemistry.chemical_compound Aniline chemistry Anthraquinones Materials Chemistry Alkoxy group Titanium tetrachloride Organic chemistry Octane
Zdroj:	Macromolecules. 29:5835-5842
ISSN:	1520-5835 0024-9297
DOI:	10.1021/ma9602435
Popis:	Novel poly(quinone diimines) from anthraquinones symmetrically disubstituted with solubilizing ethyleneoxy or long chain alkoxy groups have been synthesized and characterized. The disubstituted anthraquinones 1,5-bis(2-methoxyethoxy)anthraquinone (EO1AQ), 1,5-bis(2-(2-methoxyethoxy)ethoxy)anthraquinone (EO2AQ), 1,5-bis(2-(2-(2-methoxyethoxy)ethoxy)anthraquinone (EO2AQ), 1,5-bis(2-(2-2-methoxyethoxy)ethoxy)ethoxy)anthraquinone (EO3AQ), 1,5-bis(octyloxy)anthraquinone (15OOAQ), 2,6-bis(octyloxy)anthraquinone (26OOAQ), and 1,4-bis(octyloxy)anthraquinone (14OOAQ) were synthesized and condensed with aniline in the presence of titanium tetrachloride and 1,4-diazabicyclo[2.2.2]octane to give N,N‘-diphenyl-1,5-bis(2-methoxyethoxy)nanthraquinone 9,10-diimine (DEOnAQ, n = 1−3), N,N-diphenyl-1,5-bis(octyloxy)anthraquinone 9,10-diimine (15DOOAQ), and N,N‘-diphenyl-2,6-bis(octyloxy)anthraquinone 9,10-diimine (26DOOAQ), respectively, as model compounds for the polymers. The relative stereochemistry of these diimines was...
Databáze:	OpenAIRE
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