Disassembly of Elastomers: Poly(olefin sulfone)−Silicones with Switchable Mechanical Properties

Lobez, Jose M.; Swager, Timothy M.

doi:10.1021/ma101980j

Cited by 32 publications

(34 citation statements)

References 70 publications

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“…In addition, elemental analyses of P1−P4 show that each polymer contains a 1:1 ratio of olefin:sulfone, as expected for polymers that are perfectly alternating (see SI). 22 The thermal properties of polymers P1−P4 were evaluated by TGA and differential scanning calorimetry (DSC). The TGA traces show that the thermal decomposition of P1−P4 proceeds in one step (Figure 1b).…”

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confidence: 99%

Tunable Thermal Degradation of Poly(vinyl butyl carbonate sulfone)s via Side-Chain Branching

2015

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Polymeric materials that depolymerize into volatiles on command may function as vanishing substrates or packaging for transient electronics. Poly(vinyl tert-butyl carbonate sulfone) is known to afford low-boiling byproducts upon heat-activated degradation; however, the polymer is rather unstable, even to the degree of being difficult to process and handle. Understanding the origin of this instability is important for the development of robust materials capable of programmed self-destruction. In this work, we show that poly(vinyl tert-butyl carbonate sulfone)s thermally decompose via carbonate elimination as the rate-determining step, indicating that its thermal instability stems from the lability of the tert-butyl carbonate group. We further examined the effect of isomeric butyl carbonate side chains on the thermal degradation of poly(vinyl butyl carbonate sulfone)s and found that the degradation onsets range from 91 to 213°C, yielding as little as 2.77 ± 0.53 wt % residue. Results from our findings will aid in the development of vanishing polymers with tunable thermal degradation.

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confidence: 99%

Tunable Thermal Degradation of Poly(vinyl butyl carbonate sulfone)s via Side-Chain Branching

2015

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“…Polymers constructed using regular triazole linkages through click polymerization of small diynes and bisazides, called polytriazoles, are very brittle and show poor processability . To improve the polymer properties, researchers have inserted polyols, such as PEG and PDMS into the structure to obtain polytriazole elastomers. However, relatively low mechanical properties of these polytriazole elastomers have been observed even after chemical crosslinking.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Morphology, and Properties of Polyurethane-triazoles by Click Chemistry

Wang

Guo

Ding

2015

Macromol. Chem. Phys.

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To explore the applications of click chemistry in polyurethane materials, a series of novel linear polyurethane-triazoles (PUTs) are prepared using the in situ click reaction of propargylterminated polyurethanes with 1,4-dibromobutane in the presence of sodium azide. The PUT structures are confi rmed by 1 H NMR, Fourier transform infrared (FTIR) spectroscopy, and elemental analysis, and the number-average molecular weights of PUTs range from (3.74-11.16) × 10 4 g mol −1 , determined by gel permeation chromatography. The triazole ring content is characterized and the effects of incorporating the triazole rings on the properties and morphologies of PUTs are examined. Because of the extra dipole-dipole interaction and hydrogen bonds of 1,4-disubstituted triazole in the hard segments, microphase separation of the PUTs is enhanced compared with conventional polyurethane extended with 1,4-butanediol. The tensile strengths of PUTs, from 21.8 to 39.0 MPa, are higher than conventional polytriazole elastomers, owing to the physical crosslinks formed by the hydrogen bonds in the PUTs. However, the thermal stability of the PUTs decreases as the hard segment content increases. regard to health hazards of the isocyanates used, and possible side or unwanted reactions, such as reaction with water or with preformed urethane groups. [6][7][8] Since the copper (I)-catalyzed azide-alkyne cycloaddition (CuAAC) "click reaction" was introduced by Sharpless [ 9 ] and Meldal [ 10 ] independently, it has become a useful tool for connecting polymer fragments to form linear, [11][12][13] star, [14][15][16] and dendrimer architectures, [17][18][19] because of its high effi ciency, regioselectivity and mild reaction conditions. Polymers constructed using regular triazole linkages through click polymerization of small diynes and bisazides, called polytriazoles, are very brittle and show poor processability. [20][21][22] To improve the polymer properties, researchers have inserted polyols, such as PEG [ 23,24 ] and PDMS [ 25,26 ] into the structure to obtain polytriazole elastomers. However, relatively low mechanical properties of these polytriazole elastomers have been observed even after chemical crosslinking. Side chain post-functionalization of PUs by click methodologies has also been reported. PUs with clickable side chain groups, such as

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“…After the fundamental investigation of benzoxazine chemistry was done by Burke and coworkers, 2-4 benzoxazine resin was proven to be a novel functional material with high performance. [13][14][15] Since acetylene-terminated benzoxazine (BA-apa) 16 was successfully synthesized and characterized, studies of anchoring benzoxazine with various polymer chains via a 1,3dipolar cycloaddition reaction have rapidly sprouted up. The cationic ring-opening polymerization procedure for obtaining polybenzoxazine was first reported by Ning and Ishida 5 in 1994.…”

Section: Introductionmentioning

confidence: 99%

Polyether‐based main‐chain‐type polytriazole elastomer with benzoxazine via a 1,3‐dipolar cycloaddition reaction

Wan

Han

Liu

et al. 2015

J of Applied Polymer Sci

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A novel functional polyether-based elastomer with a benzoxazine structure in its main chain was successfully synthesized via a 1,3-dipolar cycloaddition reaction. Benefitting from a facile one-pot synthesis strategy, the elastomer was prepared at low temperature (808C) and was characterized clearly afterward. The azide-terminated polyether and acetylene-terminated benzoxazine were used as the soft and hard segments, respectively, in the polymer chain. Because the triazole rings served as stable linkage between the soft and hard segments, the elastomer possessed good thermal stability (the 5% weight loss temperature could exceed 3508C) compared to traditional elastomers, such as polyurethane. The rigid benzoxazine rings provided the product with good mechanical properties (the tensile strength of the elastomer could exceed 30 MPa). Furthermore, the ring-opening polymerization of oxazine rings in the structure gifted the elastomer with possibility of thermally induced structural transformation. The thermally induced structural transformation could conveniently realize the conversion of the elastomer to a thermosetting resin. V C 2015 Wiley Periodicals, Inc. J. Appl.Polym. Sci. 2016, 133, 42820.

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Disassembly of Elastomers: Poly(olefin sulfone)−Silicones with Switchable Mechanical Properties

Cited by 32 publications

References 70 publications

Tunable Thermal Degradation of Poly(vinyl butyl carbonate sulfone)s via Side-Chain Branching

Tunable Thermal Degradation of Poly(vinyl butyl carbonate sulfone)s via Side-Chain Branching

Synthesis, Morphology, and Properties of Polyurethane-triazoles by Click Chemistry

Polyether‐based main‐chain‐type polytriazole elastomer with benzoxazine via a 1,3‐dipolar cycloaddition reaction

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