呂良賜 博士研究室
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Research Interests:
1.
Green Technology
Novel Dye for Dye-sensitized Solar Cell
Li ion battery
Organometallic Chemistry
Fuel Cell (PEM membrane); Fluoropolymer
Supercritical CO2 (ScCO2) research
2.
3.
4.
5.
6.
Vacuum line
Current Research Projects
Main two areas: Energy(A) & Green Chemistry(B)
A1. Novel Dye w/ Special Polytail (Solar Cell)
(Several patents under application)
A2. Lithium ion battery (solid electrolyte)
A3. Fuel Cells (fluorinated PEM membrane)
Current Research Projects
B1. Green Chemistry
 Fluorous Biphasic System (FBS)
 Aerobic Alcohol Oxidation under FBS
 ATRP (Recoverable; thermomorphic)
B2. Catalysis (Organometallics)
B3. ScCO2 Studies
B4. X-Ray Crystal Growing (Catalysts)
1. Lithium Battery Electrolyte
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See the next chart for the procedure
I
CF 2
I
6
+Na2 S2O 4 / NaHCO 3
NaO 3S
SO3Na
CF 2
6
+ Cl2
ClO 2S
CF 2
6
SO 2Cl
+ metal fluoride
FO2S
CF2
6
SO 2F
(A)
+NH 3
H2NO 2S
CF 2
6
SO2NH2
+ Li
LiHNO2S
CF2
6
SO 2NHLi
(B)
2. Liquid Crystal Materials
F
C5H11
F
F
1
F
F
F
C5H11
F
O
F
2
Novel Dye For DSSC
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Novel ponytailed Dye for Solar Cell
w/ good stability and lifetime.
Current (A)
CV and UV/VIS Studies of Pt-based
DSSC
8.0x10
-5
6.0x10
-5
4.0x10
-5
2.0x10
-5
Pt complex 2a
Pt complex 2b
0.0
-2.0x10
-5
-4.0x10
-5
-0.8
-1.0
-1.2
-1.4
-1.6
Potential (V)
-1.8
-2.0
-2.2
Fuel Cell (Proton Exchange membrane)
Green Chemistry
1. FBS:Fluorous biphasic system
2. Aerobic Alcohol Oxidation under FBS
biphasic
monophasic
biphasic
3. ATRP (Cu recoverable)
CH3
CH3
Cu(I)/ Bipy
H2C
C
toluene
C
O
聚合反應
進行
H3C
OCH3
MMA mw 100
bp:100 oC
C
CH3
H2
C
C
C
COC2H5
O
Br
n
O
OCH3
反應完成
X-Ray
[4,4'-bis(C3F7CH2OCH2)-2,2'-bpy]
[4,4'-bis(HC4F8CH2OCH2)-2,2'-bpy]
Photo with 2010 Nobel Laureate at Purdue Univ.in 2011
Dr and Mrs Negishi visiting Taipei Tech
Dr Negishi visiting my lab
Prof. Negishi’s (Nobel Prize Winner) Symposium
Prof. Negishi’s Nobel Medal
Internship in the USA
Departmental Seminar on May 18
Host
Speaker: Prof. Thrasher
Attending International Meeting in
Yokohama, Japan (2007)
Photo with Nobel Prize Winner,
Prof. Grubbs
Publication
[A. 期刊論文 (以北科大發表之英文期刊;自2005年起 >25 papers)]
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1. Norman Lu,*,†, ‡ Rebecca. M. Ley,† Charles E. Cotton,† Joseph S. Francisco*,†,§ and Ei-ichi Negishi*,† “Molecular Tuning of the
C-H…F-C Hydrogen Bond” (submitted in Feb. 2012 )
2. Norman Lu,a,* Yu-Meng Ou,a,b Tsung-Yao Feng,a,b Wei-Jen Cheng,a,b Wen-Han Tu,a Han-Chang Su,a Xiao Wang,b Liu Liu,b
Matthew D. Hennek,b Todd S. Sayler,b and Joseph S. Thrasher,b,c* “Synthesis and characterization of Polyfluorinated 2,2’bipyridines and Their Palladium and Platinum Complexes, [MX2(bis(RfCH2OCH2)-2,2’-bpy)] (X=Cl, Br)” J. Fluorine Chem 2011
submitted (2012 on line release on March 6, 12’; 10.1016/j.jfluchem.2012.02.009). (SCI:1.868)
3. Jen-Chieh Hsu, Chih-Ching Huang, Keng-Liang Ou, Norman Lu, Fu-Der Mai, Jem-Kun Chen and Jia-Yaw Chang,* “Silica
nanohybrids integrated with CuInS2/ZnS quantum dots and magnetite nanocrystals: multifunctional agents for dual-modality
imaging and drug delivery” J. Mater. Chem., 2011, 21, 19257-19266, (SCI:5.1)
4. Chieh-Keng Li, Ajay Ghalwadkar, Norman Lu*, “Cationic Palladium Complex-catalyzed Heck Reaction Under Thermomorphic
Mode” J. Organomet. Chem.2011, 696 (2011) 3637-3642. (SCI:2.205, 16/43)
5. Tzu Ting Changa, Shivaji V. Morea, Norman Lub,*, Jyun-Wei Jhuob, Yi-Chuan Chenb, Shu-Chuan Jaoc, Wen-Shan Lia,*,
“Polyfluorinated bipyridine cisplatins manipulate cytotoxicity through the induction of S-G2/M arrest and partial intercalation
mechanism”, Bioorganic & Medicinal Chemistry 19 (2011) 4887–4894. (SCI: 2.978, 16/56).
6. Norman Lu,* Wei-Hsuan Chang, Wen-Han Tu, and Chieh-Keng Li, A Salt Made of 4-N,N-Dimethylaminopyridine (DMAP) and
Saccharin as an Efficient Recyclable Acylation Catalyst: New Bridge Between Heterogeneous and Homogeneous Catalysis;
ChemComm 2011, 47 (25), 7227- 7229 (SCI:5.787, 17/144;指標期刊), (DOI: 10.1039/c1cc11556a) (NSC 98-2113-M-027-002MY3)
7. Norman Lu*, Wen-Han Tu, Hsuan-Wei Chang, Zong-Wei Wu and Han-Chang Su, 5,5'-Bis(2,2,2-trifluoroethoxymethyl)-2,2'bipyridine, Acta Crystallographica Section E, E67, o355–o356 2011. (NSC 98-2113-M-027-002-MY3) (SCI: 0.413; 24/25)
8. Norman Lu,* Jia-Sheng Shing, Wen-Han Tu Ying-Chan Hsu and Jiann T. Lin,* Amphiphilic
Heteroleptical Ru-based
Complexes for Dye-sensitized Solar Cell: The First Fluorous Bis-ponytailed Amphiphilic Ru Complexes” Inorganic Chem 2011,
50(10), 4289-4294. (SCI: 4.325, 5/43; 指標期刊) (NSC 98-2113-M-027-002-MY3)
9. Norman Lu,a,* Wen-Han Tu,a Jia-Sheng Shing,a Yuh-Sheng Wenb and Ling-Kang Liub “New Type of Saccharinate Crystals: A
Possible Supramolecular Synthon", Journal of Molecular Structure 980 (2010) 101-107. (NSC 98-2113-M-027-002-MY3). (SCI:
1.599, 79/127)
10. Norman Lu,a,* Wen-Han Tua Zong-Wei Wua Yuh-Sheng Wenb and Ling-Kang Liu, “4,4′-Bis(2,2,2-trifluoroethoxymethyl)-2,2′bipyridine”, Acta Crystallographica Section C 2010, 66, o289-o291. (SCI: 0.745, 18/25). (NSC 98-2113-M-027-002-MY3)
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(Continued)
11. Norman Lu,* His Chun Hou, Chien-Ting Lin, Chien-Keng Li, and Ling-Kang Liu “Synthesis, Structure and Spectroelectrochemical
Property of Novel Metal (M= Pt, Pd) dichloride-2,2′-bipyridine with 4,4′-Bis(fluorous-ponytail)”, 2010, 29(3), Polyhedron 2010,
29,1123-1129. (NSC 98-2113-M-027-002-MY3) (SCI:2.033, 8/25).
12. Yao-Yi Cheng*, Ynh-Yue Yen, Peng-Hsiang Kao, Norman Lu and Hsin-Ta Wang, “Preparation and Properties of Chloroprene
Rubber (CR)/Clay Nanocomposites” Polymers &Polymer Composites 2010, 18(1), 17-21. (SCI: 0.558, 17/32). (NSC 98-2113-M-027002-MY3)
13. Norman Lu,* Wen-Han Tu, Yuh-Sheng Wen, Ling-Kang Liu, Chun-Yi Chou, Jyh-Chiang Jiang, “The Intramolecular C-H···F-C
Hydrogen Bond: Crystal Structure of [4,4′-bis(HCF2CF2CF2CF2CH2OCH2)-2,2′-bpy]MCl2 Where M= Pt, Pd”, CrystEngComm, 2010,
12, 538 - 542 (NSC 96-2113-M-027-004-MY2) (SCI: 4.006, 6/25).
14. Y. Akiyama, S. Fujita, X. Meng, Y.-C. Chen, N. Lu,b,* F. Zhaoc and M. Arai a,*, “Carbon Dioxide Pressure Tunable
Heterogeneous and Homogeneous Media for Heck and Sonogashira Coupling Reactions Using Fluorinated Palladium Complex
Catalysts” J. Supercrit. Fluids. 2009, 51(2), 209-216 (NSC 96-2113-M-027-004-MY2), (SCI: 2.986, 12/134)
15. Norman Lu,a,* Yi-Chuan Chen,a Wei-Shung Chen, Ter-Lin Chen, Sy-Juen Wu “Copper-free Sonogashira Reaction under
Thermomorphic Mode”, 2009, J. Organomet. Chem., 694 (2), 278-284 (NSC 96-2113-M-027-004-MY2)(SCI:2.205, 16/43)
16.
Norman Lu,* Ching-Lung Lin and Tsung-Chi Chen, “New Fluorous Bipyridine Ligands for Cu-catalyzed Atom Transfer
Radical Polymerization of Methyl Methacrylate in the Thermomorphic Mode” J. of Applied Polymer Science, 2008, 110 (5), 25313303; (NSC 96-2113-M-027-004-MY2)(SCI: 1.240, 37/79)
17.
Norman Lu,* Shih-Chieh Chen, Tsung-Chi Chen and Ling-Kang Liu, “Pd-catalyzed Heck Reaction under Thermomorphic
Mode” Tetrahedron Letters 2008, 49, 371-375; (NSC 96-2113-M-027-004-MY2), (SCI:2.618, 20/56)
18.
Norman Lu,* Shih-Chieh Chen, Yan-Chou Lin, Y.Y. Cheng and Ling-Kang Liu* "High Fluorine Content Bis(fluoroponytailed) Bipyridine Palladium Complexes as Catalyst for Mizoroki-Heck Reactions under Fluorous Biphasic Catalysis Conditions"
J. Chin. Chem. Soc. 2008, 55(1), 89-96; (NSC 95-2113-M-027-002), (SCI: 0.532, 118/144)
19. Norman Lu,* Yan-Chou Lin, “Efficient, Recoverable, Copper-catalyzed Aerobic Oxidation of Alcohols under FBS and
Thermomorphic Mode” Tetrahedron Lett 2007, 48, 8823-8828; (NSC 95-2113-M-027-002) (96-2113-M-027-004-MY2) (SCI: 2.618,
20/56)
20. Norman Lu,* Jeng-Yung Chen, Chi-Wen Fan, Yan-Chou Lin, Yuh-Sheng Wen, and Ling-Kang Liu*; “Synthesis, Structure and
Reactivity of Novel Palladiumdichloride-2,2′-bipyridine with 4,4’-Bis(fluorous-ponytail)” Polyhedron 2007, 26, 3045-3053; (NSC
93-2113-M-027-005) (SCI:2.033, 8/25)
Norman Lu,* Yu-Mei Ho, Chi-Wen Fan, Fu-Ming Wang and Jyh-Tsung Lee,* “A Simple Method for Synthesizing Polymeric
Lithium Salts Exhibiting Relatively High Cationic Transference Number for Solid Polymer Electrolytes” Solid State Ionics 2007, 178,
347-353; (NSC 93-2113-M-027-005) & (NSC 94-2113-M-027-003)(SCI:2.491, 16/68)
International Meeting
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1. “Fluorous Catalysis of Pd-catalyzed Heck Reaction under Thermomorphic
Condition without Fluorous Solvents: Facile Liquid/Solid Pd Catalyst Separation at
RT" The 2nd International Symposium on Fluorous Technologies (ISoFT07),
Yokohama, Japan, July 29-Aug.1, 2007. (oral); (NSC 95-2113-M-027-002)
2. “High Fluorine Content Bis(fluoro-ponytailed) Bipyridine Ligands for Pd-catalyzed
Mizoroki-Heck Reactions under Fluorous Biphasic Catalysis Conditions” The 2nd
International Symposium on Fluorous Technologies (ISoFT07), Yokohama, Japan,
July 29-Aug.1, 2007. (poster); (NSC 95-2113-M-027-002)
“The study of using novel Cu complexes with fluoro-ponytailed bipyridine for the
ATRP under thermomorphic mode” The 2nd International Symposium on Fluorous
Technologies (ISoFT07), Yokohama, Japan, July 29-Aug.1, 2007. (poster); (NSC 952113-M-027-002)
4.
“New Bis(fluoro-ponytailed) Bipyridine Ligands for the Pd-catalyzed Heck-type
Reactions under Fluorous Biphasic and Thermophoric Conditions” The 2nd
International Symposium on Fluorous Technologies (ISoFT07), Yokohama, Japan,
July 29-Aug.1, 2007 (poster); (NSC 95-2113-M-027-002)
5.
“Copper-catalyzed aerobic oxidation of alcohol under FBS and thermomorphic
system” The 2nd International Symposium on Fluorous Technologies (ISoFT07),
Yokohama, Japan, July 29-Aug.1, 2007. (poster); (NSC 95-2113-M-027-002)
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6. “New Bis(fluoro-ponytailed) Bipyridine Ligands for the Pd-catalyzed Heck
Reactions under Fluorous Biphasic Catalysis Condition” The 18th Winter Fluorine
Conference (oral), St. Pete, FL, USA, Jan 14-20, 2007 (NSC 95-2113-M-027-002)
7. “New Bis(fluoro-ponytailed) Bipyridine Ligands for the Cu-catalyzed Aerobic
Oxidation of Alcohols under Homogeneous or Fluorous Biphasic System” The 18th
Winter Fluorine Conference (poster), St. Pete, FL, USA, Jan 14-20, 2007 (NSC 952113-M-027-002)
8. ‘Synthesis, Structure and Reactivity of PdCl2[4,4'-Bis-RfCH2OCH2-2,2'-bpy]
(Rf= C3F7, HC4F8, HC8F16 and C10F21)” The 18th ISFC- International
Symposium on Fluorine Chemistry (Bremen, Germany, July 30- Aug.4, 2006) 國科
會計 畫編號 NSC 94-2113-M-027-003
9. “Using α,ω-Perfluoroalkane Bis-sulfonyl Fluorides (FSO2C4F8SO2F,
FSO2C6F12SO2F) as monomers And The Application of Their Condensation
Polymers For Solid Lithium Battery Electrolyte” the 17th International
Symposium on Fluorine Chemistry (July 24-29, 2005) 國科會計畫編號 NSC
93-2113-M-027-005
10. Deparmental Seminar “Two Industrial Applications of Fluoropolymers:
Perfluoropolyalkylethers annd Lithium Battery Electrolytes” Univ. of Alabama, USA,
Feb. 1, 2005.
歷年參與之研究計畫
計劃名稱
起迄年月
101.8.1-103.7.31
101-103 新型含氟鏈螯合劑之合成及研究其應用在: 一.敏化太陽能電
池二.新鈀錯合物之合成、結構及催化 三. 超臨界二氧化碳及其光催化
還原反應 四. 特殊 C-H…F-C 氫鍵 五. 含氟鏈鉑錯合物之固態發光
委託機構
國科會
(NT$5,100,000)
101.2.1-102.2.1
國科會
101
國科會
98.8.1-100.7.31
國科會
96-97 年度國科會計畫 (一系列新奇之含氟鏈聯口比啶之合成；及以其為螯合劑所形
成 之 鈀 , 銅 及 其 他 金 屬 錯 合 物 之 催 化 研 究 ) (NT$2,655,000-2007-8; NSC
96-2113-M-027-004-MY2);
96 年度國科會產學合作計畫:矽膠及相關產品之研究: 1.矽膠高分子樹脂之去除劑 2.
使用超臨界二氧化碳回收矽膠 3. 水溶性矽膠介面接著劑之開發 (NT$
459,550-2008)
特殊含氟化合物之合成及其在鋰電池，燃料電池及離子液體(ionic liquids)之應用
( 2/2 NT$ 1,080,000-2006) (國科會計畫編號 NSC 95-2113-M-027-002;
產學合作計畫 (計畫名稱: 界面活性在高分子樹脂之應用研究 ) (NT$ 581,000)
96.8.1-98.7.31
國科會
96.11.1-97.10.31
國科會
95.8.1-96.7.31
國科會
94.11-95.10
國科會
特殊含氟化合物之合成及其在鋰電池，燃料電池及離子液體(ionic liquids)之用 (1/2
94.8.1-95.7.31
國科會
100 年度科技人員研究及進修 NT$384,300
100 年度(中型儀器補助計畫)
化學中型儀器
NT$650,000
98-100 年度國科會計畫 (合成新型含氟鏈聯吡啶及研究其應用在：一.陽離子型鈀錯
合物催化，二.高穩定性及撥水之敏化太陽能電池，三.藍位移氫鍵)(NT$5,108,000)
NT$ 1,113,000-2005) (國科會計畫編號 NSC 94-2113-M-027-003;
註: 1. 皆為主要執行人;
2. 大約每年兩件研 究 計 畫 ; 3. 連續 8 年國科會一般計畫金額超過一百萬元
榮譽獎項及其他
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2012年指導三位學生(卓均蔚,林冠宇,蘇郁麒)獲美國Clemson
University之補助,參加校外(海外)暑期實習計畫
榮獲國立台北科技大學100年度傑出研究獎，及四十萬元獎金。
榮獲國科會100年度科技人員研究及進修(至美國普渡大學化學系
跟隨2010年諾貝爾獎得主Negishi教授做國外研究一年)。
榮獲國立台北科技大學工程學院98年度傑出研究獎，及四十萬
元獎金。
指導研究生學生林建廷、陳怡權投稿國際會議(The 19th
International Symposium of Fluorine Conference; 19th ISFC & 3rd
ISoFT )被接受；且每位學生獲得國科會5.5萬元之補助
榮獲國立台北科技大學工程學院97年度優等研究獎。
2007.8升副教授。
指導研究生學生林原週、陳宗琦及陳世傑投稿國際會議(The 2nd
International Symposium of Fluorous Technology; ISoFT )被接受；
且每位學生獲得國科會3萬元之補助，去參與會議。
Invitation
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You are cordially invited to join this group
for the cutting-edge research.