One-Pot Three-Component Tandem Polymerization Toward Functional Poly(arylene thiophenylene) with Aggregation-Enhanced Emission Characteristics

Autor: Carrie Yin Kwan Chan, Jacky Wing Yip Lam, Haiqin Deng, Ben Zhong Tang, Engui Zhao, Rongrong Hu
Rok vydání: 2014
Předmět:
Zdroj: Macromolecules. 47:4920-4929
ISSN: 1520-5835
0024-9297
DOI: 10.1021/ma501190g
Popis: The development of efficient multicomponent tandem polymerization is attractive but challenging, owing to the limitations such as the required strict stoichiometric balance, the poor solubility and low molecular weight of the polymer products, etc. In this work, an efficient one-pot three-component polymerization of alkyne, carbonyl chloride and ethyl 2-mercaptoacetate was reported. The polymerization of aromatic diyne (1), diaroyl chloride (2), and ethyl 2-mercaptoacetate (3) catalyzed by Pd(PPh3)2Cl2/CuI proceeded smoothly under mild conditions at room temperature without strict stoichiometric balance of the monomers, affording poly(arylene thiophenylene) (P1) with high molecular weights (Mw up to 156 000) in excellent yields (up to 97%). Single crystal structure of model compound 4 was obtained, aiding in verification of the complete transformation to the desired polymer product. The thiophene-containing conjugated polymer possesses good solubility in common organic solvents, good film-forming ability ...
Databáze: OpenAIRE