2021
DOI: 10.1021/acsapm.0c01423
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Dithiols as Liquid Crystalline Building Blocks for Smart Polymers via Thiol–yne Click Chemistry

Abstract: Since 30 years, liquid crystalline elastomers (LCEs) have been attracting the attention of many researchers thanks to their anisotropic molecular structure which allows them to build up artificial muscles. Possible applications span from soft robotics to biomedical or tunable optical devices. The power of thiol−yne click chemistry was recently demonstrated in the preparation of smart polymers, in particular LCEs, in which the mesogenic units are incorporated both in the main-chain and as pendant groups. To enr… Show more

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Cited by 7 publications
(7 citation statements)
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“…Dithiol reactive mesogens are also important building blocks for thiol−yne-based LCEs. 90 The reaction between thiol and alkyne has similar attributes to the thiol−ene chemistry and proceeds through the same radical-medicated mechanism. However, each alkyne group reacts twice, consuming two thiol groups (Figure 5e).…”
Section: Lces Based On Click Chemistriesmentioning
confidence: 99%
“…Dithiol reactive mesogens are also important building blocks for thiol−yne-based LCEs. 90 The reaction between thiol and alkyne has similar attributes to the thiol−ene chemistry and proceeds through the same radical-medicated mechanism. However, each alkyne group reacts twice, consuming two thiol groups (Figure 5e).…”
Section: Lces Based On Click Chemistriesmentioning
confidence: 99%
“…Despite all the examples discussed here, the thiol–yne chemistry of internal CC bonds is relatively scarce, 9,27 and no examples can be found when looking for ferrocenyl alkyne compounds which meet this requirement. To further expand our studies on the thiol–yne chemistry of ferrocene-containing unsaturated hydrocarbons (Scheme 1), 25 which has been shown to be faster and more qualitative than thiol–ene reactions, this contribution describes our recent results regarding the hydrothiolation of the simplest alkyne comprising simultaneously an internal CC bond and two metallocene units, the diferrocenylacetylene 1 , DFA (Fig.…”
Section: Introductionmentioning
confidence: 98%
“…5 In the biochemistry field, the thiol–yne procedure has been used in the glycosylation of peptides 6 and in the development of platinum drug delivery carriers, 7 among others. In addition, the efficient characteristics of thiol–yne chemistry facilitate the synthesis of more complex structures, including, for example, highly cross-linked polymer networks, 8 block and graft copolymers, 9 dendrimers, 1 b ,10 hyperbranched polymers, 11 and functionalized nanoparticles. 12…”
Section: Introductionmentioning
confidence: 99%
“…27,33,34 Recently, thiol-yne click chemistry has been used to create liquid crystalline elastomers where careful selection of the thiol and yne monomer backbones led to control of the thermal response of the polymers. 35 Bowman and coworkers reported using thiol-yne photochemistry as a way to create polymers with refractive index values in excess of 1.68, higher than those found for analogous thiol-ene networks. 36 Thiol-yne photoclick reactions have been used sparingly in the field of ionic liquid synthesis.…”
Section: Introductionmentioning
confidence: 98%