Self-sustaining, fluorescent and semi-conducting co-assembled organogel of Fmoc protected phenylalanine with aromatic amines

被引:66
作者
Bairi, Partha [1 ]
Roy, Bappaditya [1 ]
Routh, Parimal [1 ]
Sen, Kaushik [1 ]
Nandi, Arun K. [1 ]
机构
[1] Indian Assoc Cultivat Sci, Polymer Sci Unit, Dept Spect, Kolkata 700032, India
关键词
2-COMPONENT THERMOREVERSIBLE HYDROGEL; NEGATIVE DIFFERENTIAL RESISTANCE; SUPRAMOLECULAR CHEMISTRY; BICOMPONENT HYDROGELS; GEL; NANOSTRUCTURES; PHOTOLUMINESCENCE; RIBOFLAVIN; MELAMINE; COORDINATION;
D O I
10.1039/c2sm25673h
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
N-Flourenylmethoxycarbonyl (Fmoc) phenylalanine (F) produces co-assembled organogel with 2-aminoanthracene (AA) and 2-aminonaphthalene (NA) at a 1 : 1 molar ratio of the components. The deep green co-assembled F-AA gel is rigid and can be cut into different shapes. At lower concentration, 0.2% (w/v), it shows a mixture of fibre and flake morphology, while at 1.5% (w/v) concentration only flake morphology is observed but the F-NA co-assembled gel produces tape morphology. The powder diffraction data of F-AA co-assembled gel indicate pi-pi stacking and lamellar packing which is supported by DFT calculation. The melting point of F gel is 15 degrees C higher over F-AA gel but the gel strength and stiffness of the F-AA co-assembled gel is 94 and 2.5 times higher than that of F gel. The F gel shows a smooth gel breaking point at 4 Pa but the F-AA co-assembled gel shows only a slippage at 160 Pa due to its high stiffness. The UV-vis spectra suggest the formation of H-aggregates and a charge transfer complex in the F-AA gel. The emission peak of AA shows a red shift in the F-AA co-assembled gel where both fluorescence intensity and peak position decrease with an increase in temperature. The F-AA xerogel shows semiconducting behaviour with a dc conductivity value 2.3 x 10(-8) S cm(-1) and the I-V characteristic curves indicate a semiconducting nature with a signature of negative differential resistance.
引用
收藏
页码:7436 / 7445
页数:10
相关论文
共 82 条
[1]  
Abdallah DJ, 2000, ADV MATER, V12, P1237
[2]   π-organogels of self-assembled p-phenylenevinylenes:: Soft materials with distinct size, shape, and functions [J].
Ajayaghosh, Ayyappanpillai ;
Praveen, Vakayil K. .
ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (08) :644-656
[3]   Chemists look to follow biology lead [J].
Alper, J .
SCIENCE, 2002, 295 (5564) :2396-2397
[4]   π-Conjugated Cyanostilbene Derivatives: A Unique Self-Assembly Motif for Molecular Nanostructures with Enhanced Emission and Transport [J].
An, Byeong-Kwan ;
Gierschner, Johannes ;
Park, Soo Young .
ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (04) :544-554
[5]   Structure calculation of an elastic hydrogel from sonication of rigid small molecule components [J].
Anderson, Kirsty M. ;
Day, Graeme M. ;
Paterson, Martin J. ;
Byrne, Peter ;
Clarke, Nigel ;
Steed, Jonathan W. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (06) :1058-1062
[6]   REMARKS ON GIANT CONDUCTIVITY IN TTF-TCNQ [J].
ANDERSON, PW ;
LEE, PA ;
SAITOH, M .
SOLID STATE COMMUNICATIONS, 1973, 13 (05) :595-598
[7]  
Atwood J.L., 2004, ENCY SUPRAMOLECULAR
[8]   Bi-component hydrogel of perylene-3,4,9,10-tetracarboxylic potassium salt and L-tyrosine [J].
Bairi, Partha ;
Roy, Bappaditya ;
Nandi, Arun K. .
RSC ADVANCES, 2012, 2 (01) :264-272
[9]   Bicomponent Hydrogels of Lumichrome and Melamine: Photoluminescence Property and Its Dependency on pH and Temperature [J].
Bairi, Partha ;
Roy, Bappaditya ;
Nandi, Arun K. .
JOURNAL OF PHYSICAL CHEMISTRY B, 2010, 114 (35) :11454-11461
[10]   Organic materials and thin-film structures for cross-point memory cells based on trapping in metallic nanoparticles [J].
Bozano, LD ;
Kean, BW ;
Beinhoff, M ;
Carter, KR ;
Rice, PM ;
Scott, JC .
ADVANCED FUNCTIONAL MATERIALS, 2005, 15 (12) :1933-1939