Scalable synthesis of multicolour conjugated polymer nanoparticles via Suzuki-Miyaura polymerisation in a miniemulsion and application in bioimaging

被引:17
作者
Behrendt, Jonathan M. [1 ,4 ]
Guzman, Jair A. Esquivel [1 ]
Purdie, Laura [2 ]
Willcock, Helen [3 ,5 ]
Morrison, John J. [1 ]
Foster, Andrew B. [1 ]
O'Reilly, Rachel K. [3 ]
McCairn, Mark C. [1 ]
Turner, Michael L. [1 ]
机构
[1] Univ Manchester, Sch Chem, Oxford Rd, Manchester M13 9PL, Lancs, England
[2] Univ Nottingham, Sch Pharm, Univ Pk, Nottingham NG7 2RD, England
[3] Univ Warwick, Dept Chem, Gibbet Hill, Coventry CV4 7AL, W Midlands, England
[4] Cambridge Display Technol, Unit 12,Cardinal Pk,Cardinal Way, Godmanchester PE29 2XG, England
[5] Univ Loughborough, Dept Mat, Loughborough LE11 3TU, Leics, England
基金
英国工程与自然科学研究理事会;
关键词
Conjugated polymer nanoparticles; Miniemulsion; Suzuki-Miyaura polymerisation; Scalable; Bioimaging; CAVEOLAE-MEDIATED ENDOCYTOSIS; IN-VIVO; POLYFLUORENE NANOPARTICLES; AMBERLITE XAD-2; FLUORESCENCE; INTERNALIZATION; EMULSION; PHASE; CELLS; DOTS;
D O I
10.1016/j.reactfunctpolym.2016.08.006
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Suzuki cross-coupling polymerisation of aryldibromides and aryldiboronate esters in a sodium dodecyl sulfate (SDS)-stabilised miniemulsion provides a versatile and direct route to fluorescent conjugated polymer nanoparticles (CPNs). These nanoparticles have a conjugated backbone based on poly(9,9-dioctylfluorene) (PFO), however, significant structural diversity is introduced by incorporation of electron withdrawing, heterocyclic comonomers (5-50 mol.%) in order to tune the emission wavelengths from blue to far-red/near-infrared. The robust nature of the polymerisation methodology allows for rapid assessment of the relationship between polymer composition, chain morphology and optical properties of the resultant CPNs. Moreover, the CPNs (after a simple and rapid purification step) can be used directly in fluorescence-based intracellular labelling experiments (in HCT116 cells), in which they display low cytotoxicity at biologically-useful concentrations. (C) 2016 Published by Elsevier B.V.
引用
收藏
页码:69 / 77
页数:9
相关论文
共 41 条
[1]   Fluorescent Conjugated Polymer Nanoparticles by Polymerization in Miniemulsion [J].
Baier, Moritz C. ;
Huber, Johannes ;
Mecking, Stefan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (40) :14267-14273
[2]   Hybrid inorganic-organic composite nanoparticles from crosslinkable polyfluorenes [J].
Behrendt, Jonathan M. ;
Foster, Andrew B. ;
McCairn, Mark C. ;
Willcock, Helen ;
O'Reilly, Rachel K. ;
Turner, Michael L. .
JOURNAL OF MATERIALS CHEMISTRY C, 2013, 1 (20) :3297-3304
[3]   The Influence of Alkyl-Chain Length on Beta-Phase Formation in Polyfluorenes [J].
Bright, Daniel W. ;
Dias, Fernando B. ;
Galbrecht, Frank ;
Scherf, Ulli ;
Monkman, Andrew P. .
ADVANCED FUNCTIONAL MATERIALS, 2009, 19 (01) :67-73
[4]   REMOVAL OF TRITON X-100 FROM AQUEOUS-SOLUTION USING AMBERLITE XAD-2 [J].
CHEETHAM, PSJ .
ANALYTICAL BIOCHEMISTRY, 1979, 92 (02) :447-452
[5]   Polyfluorenes without monoalkylfluorene defects [J].
Cho, Sung Yong ;
Grimsdale, Andrew C. ;
Jones, David J. ;
Watkins, Scott E. ;
Holmes, Andrew B. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) :11910-+
[6]   Improving color purity and stability in a blue emitting polyfluorene by monomer purification [J].
Craig, MR ;
de Kok, MM ;
Hofstraat, JW ;
Schenning, APHJ ;
Meijer, EW .
JOURNAL OF MATERIALS CHEMISTRY, 2003, 13 (12) :2861-2862
[7]   Bright Far-Red/Near-Infrared Conjugated Polymer Nanoparticles for In Vivo Bioimaging [J].
Ding, Dan ;
Liu, Jie ;
Feng, Guangxue ;
Li, Kai ;
Hu, Yong ;
Liu, Bin .
SMALL, 2013, 9 (18) :3093-3102
[8]   Mechanism of Cellular Uptake of Highly Fluorescent Conjugated Polymer Nanoparticles [J].
Fernando, Lawrence P. ;
Kandel, Prakash K. ;
Yu, Jiangbo ;
McNeill, Jason ;
Ackroyd, P. Christine ;
Christensen, Kenneth A. .
BIOMACROMOLECULES, 2010, 11 (10) :2675-2682
[9]   Simple conjugated polymer nanoparticles as biological labels [J].
Green, Mark ;
Howes, Philip ;
Berry, Catherine ;
Argyros, Orestis ;
Thanou, Maya .
PROCEEDINGS OF THE ROYAL SOCIETY A-MATHEMATICAL PHYSICAL AND ENGINEERING SCIENCES, 2009, 465 (2109) :2751-2759
[10]   New spiro-functionalized prolyfluorenes: Synthesis and properties [J].
Grisorio, R ;
Mastrorilli, P ;
Nobile, CF ;
Romanazzi, G ;
Suranna, GP ;
Acierno, D ;
Amendola, E .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2005, 206 (04) :448-455