Name | Tai-Shan Fang |
---|---|
Office Tel No. | 02-29352761 |
Title | Professor |
Research | Organic Photophysics and Photochemistry, Science(Chemistry) Education |
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Chung-Wen Suna , Shun-Chi Chenb and Tai-Shan Fanga* “ Substituent effects on the decomposition of chemiluminescent tricyclic aromatic dioxetanes” Luminescence 2013, Received: 8 March 2013, Revised: 18 June 2013, Accepted: 8 July 2013 Published online in Wiley Online Library (In Print): ABSTRACT:
Three tricyclic 1,2-dioxetane derivatives, 1a, 2a and 3a were synthesized from their corresponding 1,4-dioxin
acenaphthylene compounds, 1, 2 and 3, by reaction with singlet-oxygen (1O2) in dichloromethane. Evidence for the formation
of the dioxetanes 1a, 2a and 3a is provided by the chemiluminescence (CL) that corresponds to the emission from the electronically
excited diesters 1b*, 2b* and 3b*, which are decomposed thermally from the dioxetanes 1a, 2a and 3a, respectively.
The highly strained 1,2-dioxetane ring decomposes from a twisted geometry by simultaneous cleavages of the O–O and C–C
bonds, producing the electronically excited diester that emits CL. It was observed that the CL from compound 2a is
red-shifted relative to that of compounds 1a and 3a suggesting a higher degree of stabilization for the excited state by
the electron-donating methoxy group. Also, a study of the solvent effect on fluorescence shows a significant red-shift in
compound 2b, indicating a more polar excited state. The kinetics of the thermal decomposition of the 1,2-dioxetanes clearly
demonstrate that the CL characteristics of compound 2a are quite different from those of compounds, 1a and 3a. These
results are consistent with the proposed intramolecular chemically initiated electron exchange luminescence (CIEEL) mechanism
which is triggered by the electron-donating group of compound 2a. Copyright © 2013 John Wiley & Sons, Ltd. Reference Link Attach File - CHUNG-WEN SUN1, SHUN-CHI CHEN2* and TAI-SHAN FANG1* “Heavy Atom Effect on the Room Temperature Chemiluminescent Phosphorescence of the Tricyclic 1,2-Dioxetanes” Asian Journal of Chemistry; (Received: 15th March; Accepted: 20th May 2013) Vol. 25, No. 14 (2013), 0000-0000 (In Print):1,2-Dioxetane tricyclic compound (1a) and 5-halo substituted of 1,2-dioxetane tricyclic compounds (2a, 3a) were synthesized from 1,4-dioxin acenaphthylene compound (1) and 5-halo substituted 1,4-dioxin acenaphthylene compounds (2, 3), by reacting with singletoxygen(1O2) at 238 K and their chemiluminescent efficiency both in fluorescence and phosphorescence was studied while upon heatingto temperatures between 313-353 K in dichloromethane. The chemiluminescent phosphorescence can be detected along with the chemiluminescentfluorescence when compounds (2a, 3a) are decomposed thermally to the corresponding naphthalene diesters (2b, 3b). Experimental evidences for formation of the dioxetanes 1a, 2a and 3a are the observed chemiluminescence spectra which are consistentwith the photoluminescence spectra of the excited compounds 1b-3b. Temperature-dependent kinetic measurements reveal an increase of room temperature chemiluminescent phosphorescence efficiency from triplet chemiexcitation processes due to the internal heavy atom effect of compound 3a. Reference Link Attach File
- Three chemiluminescent systems are reviewed in this thesis. Part one is the chemiluminescence of the
oxalate system. Analyze the contents of the Cyalume light sticks, and study on the chemiluminescence of the
phenyl oxalate system whose para-position is substituted by a serious of substituents. Part two is the
chemiluminescence of the luminol system. Study on the energy transition between luminol and fluorescent
agents (DPA, DBA, BPEA, and BPEABr). The major focused on in this thesis (Part three) is the
chemiluminescence of the dioxene system. Study on the ozonization of the 3 fluorescnet compounds
(naphthalene A, biphenyl B, and anthrathene C), and the properties of the following chemiluminescence. Results
show the compound A and C which emit the chemiluminescence, but the compound B doesn’t. The compound A
is oxidized by reaction with singlet-oxygen (1O2) in dichloromethane. Evidence for formation of the dioxetane
compound is the chemiluminescence spectra that correspond to emission from the electronically excited diester
compound, the expected products from thermal decomposition of the dioxetane. Reference Link Attach File - The photochemical reactions of colchicine and thiocolchicine were studied in this thesis.
The difference of structure between colchicine(1) and thiocolchicine(5) is that hydroxyl
functional group(-OH) on the tropolone ring is substituted, one is methoxyl functional
group(-OCH3), and the other is methylthio functional group(-SCH3). Because of their similar
structure make the physical and chemical properties similarly, and both they are effective
treatment for gout drugs. However, the poor resistance to UV light of the tropone which is
easily photocyclized by irradiation makes them easy to perish. Irradiation of colchicine(1)
gives mainly two photoproducts: β-lumicolchicine(2) and γ-lumicolchicine(3). Further
irradiation of β-lumicolchicine(2) gives the photoproduct of α-lumicolchicine(4). Irradiation
of thiocolchicine(5) gives β-lumithiocolchicine(6) and γ-lumithiocolchicine(7). The chemical
kinetic of colchicine(1) and thiocolchicine(5) is studied and the ratios (β/γ) of photoproducts
is analyzed under different polar solvents and irradiative times. The results show that both
colchicine(1) and thiocolchicine(5) favor the Woodward-Hoffmann electrocyclic reaction.
Colchicine(1) has higher photochemical reactivity and higher product stereoselectivity with
the methoxyl functional group(-OCH3) of tropone. Thiocolchicine(5) with the methylthio
functional group(-SCH3) of tropone has lower photochemical reactivity and lower product
stereoselectivity. Reference Link Attach File - Shun-Chi Chen and Tai-Shan Fang* "Observation of A Novel Emission from An Exciplex of Triplet 4-Phenylbenzophenone with Triethylamine" Chemical Physics Letters 450 (2007) 65–70.
- 方泰山, 臺灣理學教育的轉型與未來的挑戰, 國立教育資料館,教育資料與研究雙月刊pp.33-46, No.69,四月2006年
- 方泰山, 國際中等學校各種科學奧林匹亞競賽-我的經驗談,(天文館期刊(台北星空)第卅一期:國際天文奧林匹亞競賽專輯, pp 6-10, Feb.2006
- 台灣主辦 2005 年第卅七屆國際化學奧林- 回顧與展望 - 科學教育月刊第 281 期 (Special issue of 37th IChO 2005) , P43~64 (2005/8)
- 見證台灣五十年的科學教育演變 : 經營台師大科教中心三年半的省思 , 科教中心卅週年慶專輯 (May 29, 2004)
- 二年半科指會鳥瞰台灣科育 : 動手科教 , 創新台灣 (2003/4)
- 2001 墨西哥國際科學教育改革會議 , 方泰山 , 科教月刊 242 期 , pp70-73, Sept.
- "Problem - solving in Inorganic Stereochemistry for Novice Science Major Students" Wen-Kwei Yang and Tai-Shan Fang, Chemical Education Journal ( CEJ), V. 4. No.1,URL=http://ce.t.soka.ac.jp/ cejed/v4n1/indexE.html) June 16, 2000 .
- The Study on the Cognitive Style of Study-camp Candidates and Practical Tasks Training of Taiwanese Contestants in International Chemistry Olympiad Che-Yuan Liu, Tai-Shan Fang*, National Taiwan Normal University, Taiwan, Poster , 8ACC, Nov. 22, 1999 .
- "Chemical Education in Taiwan "Tai-Shan Fang, May in chemical Education in Asia-Pacific, p155-169,by The Federation of Asian Chemical Societies and The Chemical Society of Japan .WWW edition : http://www.t.soka.ac.jp/chem/ACEN/, 1997.
- "Investigation of the Structure and Dimensionality of ILPS Test Items" Miao-Hsiang Lin,Yeong-Jing Cheng, Song-Ling Mao, Hong-Ming Guo, Tai-Shan Fang, Jen-Hong Lin, and Jin-Tun Line, 1997,Jan. Proceedings of the NSC, ROC, Part D, V.7 ,No.1, pp46- 65, Jan. 1997
Country | School Name | Department | Degree | Duration |
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~ 1978.06 | ||||
1971.09 ~ 1973.08 | ||||
1965.09 ~ 1969.06 |
Organization Title | Department | Job Title | Duration |
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2014.05 ~ 2017.05 | |||
2013.03 ~ 2016.02 | |||
2012.07 ~ 2014.06 | |||
2012.02 ~ 2013.01 | |||
2011.06 ~ 2014.05 | |||
2010.11 ~ 2013.10 | |||
2005.01 ~ 2005.07 | |||
2002.06 ~ 2007.11 | |||
2001.02 ~ 2013.02 | |||
2000.08 ~ 2005.09 | |||
2000.08 ~ 2005.08 | |||
1998.08 ~ 2000.07 | |||
1996.07 ~ 1998.06 | |||
1994.01 ~ 1997.12 | |||
1992.10 ~ 2011.09 | |||
1992.08 ~ 1995.07 | |||
1990.08 ~ 1992.07 | |||
1990.01 ~ 1995.12 | |||
1990.01 ~ 1993.12 | |||
1986.11 ~ 2011.07 | |||
1985.08 ~ 2012.01 | |||
National Taiwan Normal University | Department of Chemistry | professor | 1982.05 ~ 1982.08 |
1981.09 ~ 1982.04 | |||
1979.08 ~ 1984.07 | |||
1978.08 ~ 1979.07 | |||
1978.05 ~ 1978.08 | |||
1973.09 ~ 1978.05 | |||
1971.09 ~ 1973.07 | |||
1970.08 ~ 1971.08 | |||
1969.08 ~ 1970.07 | |||
1969.08 ~ 1970.07 |
Honor Category | Year | Award Name | Awarding Unit |
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Congratulations | 2012 | ||
Off-campus Excellence | 2012 | ||
Off-campus Excellence | 2012 | 1st Prize Service Medal | Excutive Yuan, Taiwan(ROC) |
Off-campus Excellence | 2012 | ||
Off-campus Excellence | 2011 | ||
Off-campus Excellence | 2011 | ||
Off-campus Excellence | 2010 | ||
Off-campus Excellence | 2010 | ||
Congratulations | 2009 | ||
Off-campus Excellence | 2009 | ||
Off-campus Excellence | 2008 | ||
Off-campus Excellence | 2000 | ||
Off-campus Excellence | 1996 | ||
Off-campus Excellence | 1985 | ||
Off-campus Excellence | 1982 |