Abstract
A series of dipolar and quadrupolar type two-photon absorption (TPA) compounds has been synthesized and TPA cross sections (σ) were measured by Tisapphire femtosecond laser excitation fluorescence (λ = 800 nm). Among them, the compound [2,5-bis-[5-(4-diphenylaminophenylethynyl)thiophen-2-yl]-[1, 3,4]oxadiazole], 12, has been structurally characterized by X-ray crystallography. The resulting data indicate that the structure of this compound possesses excellent coplanarity. The compounds have arylamines as the donor, and [1,3,4]oxadiazolyl, cyanovinyl or pyridazin-3,6-diyl moiety as the acceptor. Variation of arylamines and pendant alkyl groups was found to have a significant influence on σ values. By an appropriate combination of donor and acceptor, σ values of >103 GM (10-50 cm 4s photon·molecule-1) can be achieved. One quadrupolar molecule (13) possessing an arylamine donor and a pyridazine acceptor has both a high σ value (1442 GM) and σ/MW (1.97 GM/g).
| Original language | English |
|---|---|
| Pages (from-to) | 850-857 |
| Number of pages | 8 |
| Journal | Journal of Materials Chemistry |
| Volume | 16 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - 2006 Apr 10 |
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ASJC Scopus subject areas
- Chemistry(all)
- Materials Chemistry
Cite this
Synthesis and characterization of new fluorescent two-photon absorption chromophores. / Huang, Ping Hsin; Shen, Jiun Yi; Pu, Shin Chien; Wen, Yuh Sheng; Lin, Jiann T.; Chou, Pi Tai; Yeh, Ming Chang P.
In: Journal of Materials Chemistry, Vol. 16, No. 9, 10.04.2006, p. 850-857.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and characterization of new fluorescent two-photon absorption chromophores
AU - Huang, Ping Hsin
AU - Shen, Jiun Yi
AU - Pu, Shin Chien
AU - Wen, Yuh Sheng
AU - Lin, Jiann T.
AU - Chou, Pi Tai
AU - Yeh, Ming Chang P.
PY - 2006/4/10
Y1 - 2006/4/10
N2 - A series of dipolar and quadrupolar type two-photon absorption (TPA) compounds has been synthesized and TPA cross sections (σ) were measured by Tisapphire femtosecond laser excitation fluorescence (λ = 800 nm). Among them, the compound [2,5-bis-[5-(4-diphenylaminophenylethynyl)thiophen-2-yl]-[1, 3,4]oxadiazole], 12, has been structurally characterized by X-ray crystallography. The resulting data indicate that the structure of this compound possesses excellent coplanarity. The compounds have arylamines as the donor, and [1,3,4]oxadiazolyl, cyanovinyl or pyridazin-3,6-diyl moiety as the acceptor. Variation of arylamines and pendant alkyl groups was found to have a significant influence on σ values. By an appropriate combination of donor and acceptor, σ values of >103 GM (10-50 cm 4s photon·molecule-1) can be achieved. One quadrupolar molecule (13) possessing an arylamine donor and a pyridazine acceptor has both a high σ value (1442 GM) and σ/MW (1.97 GM/g).
AB - A series of dipolar and quadrupolar type two-photon absorption (TPA) compounds has been synthesized and TPA cross sections (σ) were measured by Tisapphire femtosecond laser excitation fluorescence (λ = 800 nm). Among them, the compound [2,5-bis-[5-(4-diphenylaminophenylethynyl)thiophen-2-yl]-[1, 3,4]oxadiazole], 12, has been structurally characterized by X-ray crystallography. The resulting data indicate that the structure of this compound possesses excellent coplanarity. The compounds have arylamines as the donor, and [1,3,4]oxadiazolyl, cyanovinyl or pyridazin-3,6-diyl moiety as the acceptor. Variation of arylamines and pendant alkyl groups was found to have a significant influence on σ values. By an appropriate combination of donor and acceptor, σ values of >103 GM (10-50 cm 4s photon·molecule-1) can be achieved. One quadrupolar molecule (13) possessing an arylamine donor and a pyridazine acceptor has both a high σ value (1442 GM) and σ/MW (1.97 GM/g).
UR - http://www.scopus.com/inward/record.url?scp=33645519972&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33645519972&partnerID=8YFLogxK
U2 - 10.1039/b512524c
DO - 10.1039/b512524c
M3 - Article
AN - SCOPUS:33645519972
VL - 16
SP - 850
EP - 857
JO - Journal of Materials Chemistry
JF - Journal of Materials Chemistry
SN - 0959-9428
IS - 9
ER -