A Versatile and Scalable Strategy to Discrete Oligomers

被引:119
作者
Lawrence, Jimmy [1 ,2 ,3 ]
Lee, Sang-Ho [1 ,2 ,3 ]
Abdilla, Allison [1 ,2 ,3 ]
Nothling, Mitchell D. [1 ,2 ,3 ,4 ]
Ren, Jing M. [1 ,2 ,3 ]
Knight, Abigail S. [1 ,2 ,3 ]
Fleischmann, Carolin [1 ,2 ,3 ]
Li, Youli [1 ,2 ,3 ]
Abrams, Austin S. [1 ,2 ,3 ]
Schmidt, Bernhard V. K. J. [1 ,2 ,3 ,5 ]
Hawker, Michael C. [1 ,2 ,3 ]
Connal, Luke A. [4 ]
McGrath, Alaina J. [1 ,2 ,3 ]
Clark, Paul G. [6 ]
Gutekunst, Will R. [1 ,2 ,3 ]
Hawker, Craig J. [1 ,2 ,3 ]
机构
[1] Univ Calif Santa Barbara, Mat Res Lab, Santa Barbara, CA 93106 USA
[2] Univ Calif Santa Barbara, Dept Mat, Santa Barbara, CA 93106 USA
[3] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
[4] Univ Melbourne, Dept Chem Engn, Melbourne, Vic, Australia
[5] Max Planck Inst Colloids & Interfaces, D-14424 Potsdam, Germany
[6] Dow Chem Co USA, Midland, MI 48674 USA
基金
美国国家科学基金会;
关键词
THIN-LAYER-CHROMATOGRAPHY; OPENING METATHESIS POLYMERIZATION; SEQUENCE-CONTROLLED POLYMERS; VINYL COPOLYMERS; BUILDING-BLOCKS; MACROMOLECULES; POLYSTYRENES; DERIVATIVES; ADSORPTION; DENDRIMERS;
D O I
10.1021/jacs.6b03127
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A versatile strategy is reported for the multigram synthesis of discrete oligomets from commercially available monomer. families, e.g.; acrylates, styrenics, and: siloxanes. Central to this strategy is the identification of reproducible procedures for the separation of oligomer mixtures using automated flash chromatography systems with the effectiveness :of this approach demonstrated through the multigram preparation of discrete oligomer libraries (D = 1.0). Synthetic availability, coupled with accurate, structural control, allows these functional building blocks to be harnessed for both fundamental studies as well as targeted technological applications.
引用
收藏
页码:6306 / 6310
页数:5
相关论文
共 45 条
[1]   EXCLUDED-VOLUME EFFECTS ON THE INTRINSIC-VISCOSITY OF OLIGOMERS AND POLYMERS OF STYRENE AND ISOBUTYLENE [J].
ABE, F ;
EINAGA, Y ;
YAMAKAWA, H .
MACROMOLECULES, 1993, 26 (08) :1891-1897
[2]  
Agner E., 2003, U.S. Patent, Patent No. 6576134
[3]   Cu(0)-Mediated Living Radical Polymerization: A Versatile Tool for Materials Synthesis [J].
Anastasaki, Athina ;
Nikolaou, Vasiliki ;
Nurumbetov, Gabit ;
Wilson, Paul ;
Kempe, Kristian ;
Quinn, John F. ;
Davis, Thomas P. ;
Whittaker, Michael R. ;
Haddleton, David M. .
CHEMICAL REVIEWS, 2016, 116 (03) :835-877
[4]  
Barnes JC, 2015, NAT CHEM, V7, P810, DOI [10.1038/nchem.2346, 10.1038/NCHEM.2346]
[5]   Living ring-opening metathesis polymerization [J].
Bielawski, Christopher W. ;
Grubbs, Robert H. .
PROGRESS IN POLYMER SCIENCE, 2007, 32 (01) :1-29
[6]   Precise Synthesis of Molecularly Defined Oligomers and Polymers by Orthogonal Iterative Divergent/Convergent Approaches [J].
Binauld, Sandra ;
Damiron, Denis ;
Connal, Luke A. ;
Hawker, Craig J. ;
Drockenmuller, Eric .
MACROMOLECULAR RAPID COMMUNICATIONS, 2011, 32 (02) :147-168
[7]   Copper-Mediated Living Radical Polymerization (Atom Transfer Radical Polymerization and Copper(0) Mediated Polymerization): From Fundamentals to Bioapplications [J].
Boyer, Cyrille ;
Corrigan, Nathaniel Alan ;
Jung, Kenward ;
Diep Nguyen ;
Thuy-Khanh Nguyen ;
Adnan, Nik Nik M. ;
Oliver, Susan ;
Shanmugam, Sivaprakash ;
Yeow, Jonathan .
CHEMICAL REVIEWS, 2016, 116 (04) :1803-1949
[8]   Versatile process for the syntheses of very long chain alkanes, functionalised derivatives and some branched chain hydrocarbons [J].
Brooke, GM ;
Burnett, S ;
Mohammed, S ;
Proctor, D ;
Whiting, MC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (13) :1635-1645
[9]   Assembly-line synthesis of organic molecules with tailored shapes [J].
Burns, Matthew ;
Essafi, Stephanie ;
Bame, Jessica R. ;
Bull, Stephanie P. ;
Webster, Matthew P. ;
Balieu, Sebastien ;
Dale, James W. ;
Butts, Craig P. ;
Harvey, Jeremy N. ;
Aggarwal, Varinder K. .
NATURE, 2014, 513 (7517) :183-188
[10]   TEMPLATE-CONTROLLED OLIGOMERIZATION SUPPORT STUDIES - TEMPLATE SYNTHESIS AND FUNCTIONALIZATION [J].
FELDMAN, KS ;
BOBO, JS ;
ENSEL, SM ;
LEE, YB ;
WEINREB, PH .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (02) :474-481