Site specific electropolymerization to form transition-metal-containing, electroactive polythiophenes

被引:62
作者
Reddinger, JL [1 ]
Reynolds, JR [1 ]
机构
[1] Univ Florida, Dept Chem, Ctr Macromol Sci & Engn, Gainesville, FL 32611 USA
关键词
D O I
10.1021/cm970574b
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We report a series of novel bis(salicylidene) metal complexes that undergo oxidative electropolymerization to afford polymers comprised of three different backbone constitutions and a variety of film colors. The ligand architecture, being either N,N'-bis(salicylidene)-3,4-diaminothiophene (SALOTH) or N,N'-bis(salicylidene)-3',4'-diamino-2,2':5',2 "-terthiophene (BTh-SALOTH), is based upon a thiophene or 2,2':5',2"-terthiophene core with the imine functionalities attached at the 3-, 4-, or 3'-,4'-positions, respectively. This monomer design possesses two switchable polymerization sites that yield phenylene-linked backbones with unblocked salicylidene rings or polythiophenes with the use of methyl blocking groups. As expected with metal centers in direct electronic communication with the polymer chains, the metal type has a dramatic influence over electrochromic properties, with colors unique to each metal being achieved. For example, the Ni-containing films exhibit an orange-to-green redox transition while the Cu-containing analogues display a light green/dark green pair. Details of monomer synthesis as well as full electrochemical details for the monomers and polymers are presented.
引用
收藏
页码:1236 / 1243
页数:8
相关论文
共 45 条
[1]  
AUDEBERT P, 1992, NEW J CHEM, V16, P697
[2]  
Bard A. J., 1980, ELECTROCHEMICAL METH
[3]   ELECTROOXIDATIVE POLYMERIZATION OF COBALT, NICKEL AND MANGANESE SALEN COMPLEXES IN ACETONITRILE SOLUTION [J].
BEDIOUI, F ;
LABBE, E ;
GUTIERREZGRANADOS, S ;
DEVYNCK, J .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1991, 301 (1-2) :267-274
[4]  
CAPDEVIELLE P, 1994, NEW J CHEM, V18, P519
[5]   SELECTIVE REACTIONS USING METAL PHENOXIDES .1. REACTIONS WITH FORMALDEHYDE [J].
CASIRAGHI, G ;
CASNATI, G ;
CORNIA, M ;
POCHINI, A ;
PUGLIA, G ;
SARTORI, G ;
UNGARO, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (04) :318-321
[6]   CHARGE-CARRIER EVOLUTION IN ELECTRICALLY CONDUCTING SUBSTITUTED POLYMERS CONTAINING BIHETEROCYCLE P-PHENYLENE REPEAT UNITS [J].
CHILD, AD ;
SANKARAN, B ;
LARMAT, F ;
REYNOLDS, JR .
MACROMOLECULES, 1995, 28 (19) :6571-6578
[7]   BLOOD CATECHOLAMINES IN RESPONSE TO HANDLING IN NORMAL AND STRESS-SUSCEPTIBLE SWINE [J].
DEROTH, L ;
VERMETTE, L ;
BLOUIN, A ;
LARIVIERE, N .
APPLIED ANIMAL BEHAVIOUR SCIENCE, 1989, 22 (3-4) :255-260
[8]   STERIC EFFECTS ON THE OPTICAL AND ELECTROCHEMICAL PROPERTIES OF N-SUBSTITUTED PYRROLE THIOPHENE MONOMERS AND POLYMERS [J].
FERRARIS, JP ;
ANDRUS, RG ;
HRNCIR, DC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (18) :1318-1320
[9]   SUBSTITUTIONAL ALLOYS OF ORGANIC POLYMERIC CONDUCTORS [J].
FERRARIS, JP ;
SKILES, GD .
POLYMER, 1987, 28 (02) :179-182
[10]  
Gillard R.D., 1987, COMPREHENSIVE COORDI