Chirality in poly(phenylene-alt-bithiophene)s:: A comprehensive study of their behavior in film and nonsolvents

被引:12
作者
Koeckelberghs, Guy [1 ]
Vangheluwe, Marnix [1 ]
Persoons, Andre [1 ]
Verbiest, Thierry [1 ]
机构
[1] Katholieke Univ Leuven, Lab Mol Elect & Photon, B-3001 Heverlee, Belgium
关键词
D O I
10.1021/ma071559n
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
New chiral, alternating copolymers of 2,5-dialkoxybenzenes and 3,3'-dialkoxy-2,2'-bithiophenes were prepared and their (chir)optical properties were studied. The polymers were prepared by a Stille coupling reaction and show high conjugation lengths in both solution and films. Fluorescence and UV-vis spectroscopy indicate that the polymers are present as rigid, highly conjugated polymer strands in solution. In a nonsolvent mixture, the polymers aggregate and, if chiral substituents are employed, supramolecular chirality is observed. In annealed films, very large Cotton effects are observed.
引用
收藏
页码:8142 / 8150
页数:9
相关论文
共 39 条
[1]   From vesicles to helical nanotubes:: A sergeant-and-soldiers effect in the self-assembly of oligo(p-phenyleneethynylene)s [J].
Ajayaghosh, Ayyappanpillai ;
Varghese, Reji ;
Mahesh, Sankarapillai ;
Praveen, Vakayil K. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (46) :7729-7732
[2]  
[Anonymous], 1994, POLYM PREPR-ACS
[3]  
[Anonymous], STANDARDS FLUORESCEN
[4]   Synthesis and chiroptical characterization of an amino acid functionalized dialkoxypoly(p-phenyleneethynylene) [J].
Babudri, Francesco ;
Colangiuli, Donato ;
Di Bari, Lorenzo ;
Farinola, Gianluca M. ;
Hassan Omar, Omar ;
Naso, Francesco ;
Pescitelli, Gennaro .
MACROMOLECULES, 2006, 39 (16) :5206-5212
[5]   Chirality in regioregular and soluble polythiophene: An internal probe of conformational changes induced by minute solvation variation [J].
Bidan, G ;
Guillerez, S ;
Sorokin, V .
ADVANCED MATERIALS, 1996, 8 (02) :157-&
[6]   CHIROPTICAL PROPERTIES OF REGIOREGULAR CHIRAL POLYTHIOPHENES [J].
BOUMAN, MM ;
HAVINGA, EE ;
JANSSEN, RAJ ;
MEIJER, EW .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1994, 256 :439-448
[7]   POLY(3,3'-DIBUTOXY-2,2'-BITHIOPHENE) - A NEW HIGHLY CONJUGATED POLYTHIOPHENE DERIVATIVE [J].
CLOUTIER, R ;
LECLERC, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (17) :1194-1195
[8]   The chiroptical properties of a thermally annealed film of chiral substituted polyfluorene depend on film thickness [J].
Craig, MR ;
Jonkheijm, P ;
Meskers, SCJ ;
Schenning, APHJ ;
Meijer, EW .
ADVANCED MATERIALS, 2003, 15 (17) :1435-1438
[9]   DESIGN OF NOVEL ELECTROACTIVE POLYBITHIOPHENE DERIVATIVES [J].
FAID, K ;
CLOUTIER, R ;
LECLERC, M .
MACROMOLECULES, 1993, 26 (10) :2501-2507
[10]   LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS [J].
FARINA, V ;
KRISHNAN, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9585-9595