Enhanced fluorescence of remote functionalized diaminodicyanoquinodimethanes in the solid state and fluorescence switching in a doped polymer by solvent vapors

被引：153

作者：

Jayanty, S ^{[1
]}

Radhakrishnan, TP ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2004年 / 10卷 / 03期

关键词：

diaminodicyanoquinodimethane; fluorescence enhancement; semiempirical calculations; solvent switch;

D O I：

10.1002/chem.200305123

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Remote functionalized zwitterionic diaminodicyanoquinodimethanes are found to exhibit a dramatic enhancement of light emission in the solid state and when doped in polymer films, as compared to the solution state. Crystal structure analysis of prototypical molecules reveals the role of the remote functionality in the solid state molecular organization. Semiempirical quantum chemical computations provide a viable model to explain the interesting phenomenon of fluorescence enhancement as arising from the inhibition of geometry relaxation of the vertical excited state to a nonemitting state. The reversible switching of a doped polymer film fluorescence triggered by solvent vapors is demonstrated.

引用

页码：791 / 797

页数：7

共 30 条

[1] Enhanced emission and its switching in fluorescent organic nanoparticles [J].

An, BK ;

Kwon, SK ;

Jung, SD ;

Park, SY .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (48) :14410-14415

[2]

[Anonymous], [No title captured]

[3] ENVIRONMENTAL AND MAGNETIC-FIELD EFFECTS ON EXCIPLEX AND TWISTED CHARGE-TRANSFER EMISSION [J].

BHATTACHARYYA, K ;

CHOWDHURY, M .

CHEMICAL REVIEWS, 1993, 93 (01) :507-535

[4] Matrix dependence of light emission from TCNQ adducts [J].

Bloor, D ;

Kagawa, Y ;

Szablewski, M ;

Ravi, M ;

Clark, SJ ;

Cross, GH ;

Pålsson, LO ;

Beeby, A ;

Parmer, C ;

Rumbles, G .

JOURNAL OF MATERIALS CHEMISTRY, 2001, 11 (12) :3053-3062

[5] Charge-density study of the nonlinear optical precursor DED-TCNQ at 20 K [J].

Cole, JM ;

Copley, RCB ;

McIntyre, GJ ;

Howard, JAK ;

Szablewski, M ;

Cross, GH .

PHYSICAL REVIEW B, 2002, 65 (12) :1251071-12510711

[6] A poly (p-phenyleneethynylene) with a highly emissive aggregated phase [J].

Deans, R ;

Kim, J ;

Machacek, MR ;

Swager, TM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (35) :8565-8566

[7] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].

DEWAR, MJS ;

ZOEBISCH, EG ;

HEALY, EF ;

STEWART, JJP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909

[8]

*FUJ INC, MOPAC93

[9] Optical second harmonic generation in achiral bis(n-alkylamino)dicyanoquinodimethanes:: Alkyl chain length as the design element [J].

Gangopadhyay, P ;

Sharma, S ;

Rao, AJ ;

Rao, DN ;

Cohen, S ;

Agranat, I ;

Radhakrishnan, TP .

CHEMISTRY OF MATERIALS, 1999, 11 (02) :466-472

[10]

Gopalan RS, 2001, NEW J CHEM, V25, P1108

← 1 2 3 →