Photochemical modification of the lower critical solution temperature of cinnamoylated poly(N-2-hydroxypropylmethacrylamide) in water

Laschewsky, André; Rekaï, El Djouhar

doi:10.1002/1521-3927(20000801)21:13<937::aid-marc937>3.0.co;2-9

Cited by 30 publications

(17 citation statements)

References 14 publications

(14 reference statements)

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“…204 Polymeric micelles using SP-containing blocks have also been reported. 249,250 In addition to the photochromes discussed (azobenzene, DNQ and spiropyran), other groups such as dithienylethene, 251 stilbene 252 and cinnamoyl derivatives 253 have also been employed, and most show reversible photoisomerization upon UV and visible light absorption. Recently, Yan et al reported the design and synthesis of a visible-light responsive polymer system using dialkoxyanthracene (DN) (a photocleavable linker) containing diblock copolymers and a green light absorbing sensitizer, eosin.…”

Section: Light-sensitive Micellessupporting

confidence: 80%

Micellar Nanopreparations for Medicine

Sawant¹,

Jhaveri²

2014

Frontiers in Nanobiomedical Research

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Polymeric micelles are association core-shell colloidal carriers formed in aqueous media from self-assembling amphiphilic block-co-polymers, which have been studied and developed as drug carriers for the targeting of solid tumors. In this chapter, the polymeric micelles used for passive and active tumor targeting, for stimuli-sensitivity and multifunctionality are summarized. In the fi nal section, polymeric micelle formulations in clinical trials are discussed.

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Section: Light-sensitive Micellessupporting

confidence: 80%

Micellar Nanopreparations for Medicine

Sawant¹,

Jhaveri²

2014

Frontiers in Nanobiomedical Research

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“…Otherwise, salts accumulate during successive protonation/deprotonation events and finally overthrow the system. Though photochemical reactions have been considered alternatively for switching in aqueous media [3][4][5][6][7][8][9], these reactions are generally troubled by an insufficient bistability or reversibility on the one hand, and by relatively small changes of the hydrophilicity on the other hand. Another alternative that has been explored are responsive polymers based on redox Polymer 46 (2005) reactions.…”

Section: Introductionmentioning

confidence: 99%

Stimuli responsive amphiphilic block copolymers for aqueous media synthesised via reversible addition fragmentation chain transfer polymerisation (RAFT)

Mertoglu

Garnier

Laschewsky

et al. 2005

Polymer

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222

233

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“…This suggested the high purity of monomers. Moreover, as shown in Figure 1(a), the integral ratio of I d : I m+e : I n = 1:2:1 suggested the all E ‐type p ‐methoxy‐substituted cinnamyl groups of EM p MSD monomer 57. As shown in Figure 1(b), the integral ratio of I d : I b+f : I g = 1:2:1 suggested the all E ‐type o ‐methoxy‐substituted cinnamyl groups of EM o MSD monomer 57…”

Section: Resultsmentioning

confidence: 83%

Modulating light‐tunable acid sensitivity of a bioinspired polymer simply by adjusting the position of a single methoxy substituent

Liu

Tang

et al. 2011

J. Polym. Sci. A Polym. Chem.

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This article describes a rhodopsin-inspired photosensitive polymer whose light-tunable acid sensitivity can be widely modulated simply by adjusting the position of a single methoxy substituent in the aromatic rings of cinnamyl groups. The welldefined poly(5-ethyl-5-methacryloyloxymethyl-2-(p-methoxystyryl)-[1,3]dioxane) (PEMpMSD) and poly(5-ethyl-5-methacryloyloxymethyl-2-(o-methoxystyryl)-[1,3]dioxane) (PEMoMSD) as well as poly(5-ethyl-5-methacryloyloxymethyl-2-styryl-[1,3]dioxane) were synthesized via reversible addition-fragmentation chain transfer (RAFT) process. The results demonstrated that the para-methoxy substitution of EMpMSD monomer led to the more shortened initialization period and rapid chain propagation of RAFT process than 5-ethyl-5-methacryloyloxymethyl-2-styryl-[1,3]dioxane monomer under mild visible light radiation at 25 C. The ortho-methoxy substitution of PEMoMSD led to high degree of photoinduced Z-isomerization over 80%. Moreover, the para-methoxy substitution of PEMpMSD led to the rapid hydrolysis of the cyclic acetal linkages in ambient acid media, while the ortho-methoxy substitution of PEMoMSD slowed down this hydrolysis. This hydrolysis slowed down on Z-isomerization particularly in PEMoMSD. These effects widely broadened the tunability of the light-modulated acid sensitivity. V C 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: 495-508, 2012 KEYWORDS: biomimetic; reversible addition fragmentation chain transfer (RAFT); stimuli-sensitive polymers; structureproperty relations Additional Supporting Information may be found in the online version of this article.

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Photochemical modification of the lower critical solution temperature of cinnamoylated poly(N-2-hydroxypropylmethacrylamide) in water

Cited by 30 publications

References 14 publications

Micellar Nanopreparations for Medicine

Micellar Nanopreparations for Medicine

Stimuli responsive amphiphilic block copolymers for aqueous media synthesised via reversible addition fragmentation chain transfer polymerisation (RAFT)

Modulating light‐tunable acid sensitivity of a bioinspired polymer simply by adjusting the position of a single methoxy substituent

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