Polymerization of a Photocleavable Monomer Using Visible Light.
The polymerization of the photocleavable monomer, o-nitrobenzyl methacrylate (NBMA), is investigated using photoinduced electron/energy transfer reversible addition-fragmentation chain transfer polymerization. The polymerizations under visible red (λ max = 635 nm, 0.7 mW cm(-2) ) and yellow (λ max = 560 nm, 9.7 mW cm(-2) ) light are performed and demonstrate rational evidence of a controlled/living radical polymerization process. Well-defined poly(o-nitrobenzyl methacrylate) (PNBMA) homopolymers with good control over the molecular weight and polymer dispersity are successfully synthesized by varying the irradiation time and/or targeted degree of polymerization. Chain extension of a poly(oligo(ethylene glycol) methyl ether methacrylate) macro-chain transfer agent with NBMA is carried out to fabricate photocleavable amphiphilic block copolymers (BCP). Finally, these self-assembled BCP rapidly dissemble under UV light suggesting the photoresponsive character of NBMA is not altered during the polymerization under yellow or red light. Such photoresponsive polymers can be potentially used for the remote-controlled delivery of therapeutic compounds.
School of Chemical Engineering, The University of New South Wales, Sydney, NSW 2052, Australia.
Ali
A
Bagheri
Centre for Advanced Macromolecular Design (CAMD) and Australian Centre for NanoMedicine (ACN), School of Chemical Engineering, UNSW Australia, Sydney, NSW 2052, Australia.
Jonathan
J
Yeow
Hamidreza
H
Arandiyan
Centre for Advanced Macromolecular Design (CAMD) and Australian Centre for NanoMedicine (ACN), School of Chemical Engineering, UNSW Australia, Sydney, NSW 2052, Australia.
Jiangtao
J
Xu
Centre for Advanced Macromolecular Design (CAMD) and Australian Centre for NanoMedicine (ACN), School of Chemical Engineering, UNSW Australia, Sydney, NSW 2052, Australia.
Cyrille
C
Boyer
School of Chemical Engineering, The University of New South Wales, Sydney, NSW 2052, Australia.
May
M
Lim
D003692:Delayed-Action Preparations / Q000138:chemical synthesis / Q000737:chemistry; D008027:Light; D008689:Methacrylates / Q000737:chemistry*; D055668:Photochemical Processes; D011109:Polymethacrylic Acids / Q000138:chemical synthesis* / Q000737:chemistry*
D003692:Delayed-Action Preparations; D008689:Methacrylates; D011109:Polymethacrylic Acids
drug delivery; photocleavable monomer; photopolymerization; visible light