The synthesis of highly active thiophene ring-containing chromophore components for photonic polymers based on a newly designed route

Citation
Yq. Shen et al., The synthesis of highly active thiophene ring-containing chromophore components for photonic polymers based on a newly designed route, J CHEM S P1, (24), 1999, pp. 3691-3695
Citations number
7
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
24
Year of publication
1999
Pages
3691 - 3695
Database
ISI
SICI code
0300-922X(1999):24<3691:TSOHAT>2.0.ZU;2-O
Abstract
2-Aminothiophene derivatives are the key intermediates for the present synt hesis. It is known that the synthesis of 2-aminothiophene is troublesome al though it is a rather simple heterocycle. In this work, an early report was newly developed as a basis for the efficient synthesis of thiophene-ring-c ontaining chromophore components for photonic polymers. 2-Amino-5-nitrothio phene and 2-amino-3,5-dinitrothiophene were synthesized in excellent yield. After diazotization, the 2-aminothiophene derivatives were directly treate d with N-phenyldiethanolamine to afford two-electron push-pull compounds. A similar styryl compound was also prepared. All of these chromophore molecu les have further polymerizable hydroxy groups on one end of the molecule. T hese compounds are currently showing interesting potential in making highly sensitive, nonlinear optical polymeric materials.