An acid-degradable biobased epoxy-imine adaptable network polymer for the fabrication of responsive structural color film

Mo, Ruibin; Song, Liujun; Hu, Jin Lian; Sheng, Xinxin; Zhang, Xinya

doi:10.1039/c9py01821b

Cited by 42 publications

(44 citation statements)

References 53 publications

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“…However, the implementation of sustainable feedstocks is also needed in order to transition from petroleum-derived platform chemicals that have dominated the modern materials economy, including research in the CAN material space. 8 Progress on this front has relied on the derivatisation of bio-derived chemicals to enable dynamic bonding with the most common examples of bioderived CAN materials featuring imine [9][10][11][12][13][14][15][16] and epoxy [17][18][19][20][21][22][23] chemistries. On the other hand, the use of a renewably sourced monomer that possesses inherent dynamic functionality is a more attractive feature for next-generation CAN materials since synthetic costs could be mitigated and overall sustainability improved.…”

Section: Introductionmentioning

confidence: 99%

Renewable and recyclable covalent adaptable networks based on bio-derived lipoic acid

et al. 2021

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Section: Introductionmentioning

confidence: 99%

Renewable and recyclable covalent adaptable networks based on bio-derived lipoic acid

et al. 2021

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“…Considering the condensation of hydroxyl or amino groups with carboxyl groups, PPG diamine (trade name Jeffamine D) is an alternative C3 building block. It is a non-crystalline aliphatic polyetheramine with low viscosity and low tendency to form a hydrogen bond, which is generally used as a gasoline additive, curing agents of epoxy resins [ 25 , 26 ], unit of epoxy-imine vitrimer [ 27 ], precursor of main-chain polybenzoxazines resin [ 28 ], or soft segments of Pus [ 29 ], providing high toughness, thermal stability, or flexibility. For PPG-based TPAEs, monomer casting PA6 modified with maximum 6 wt % of this polyetheramine shows an obvious decrease in crystallization ability and an elastic deformation behavior [ 30 ].…”

Section: Introductionmentioning

confidence: 99%

Facile Synthesis of Thermoplastic Polyamide Elastomers Based on Amorphous Polyetheramine with Damping Performance

et al. 2021

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Novel thermoplastic polyamide elastomers (TPAEs) consisting of long-chain semicrystalline polyamide 1212 (PA1212) and amorphous polyetheramine were synthesized via one-pot melt polycondensation. The method provides accessible routes to prepare TPAEs with a high tolerance of compatibility between polyamide and polyether oligomers compared with the traditional two-step method. These TPAEs with 10 wt % to 76 wt % of soft content were obtained by reaction of dodecanedioic acid, 1,12-dodecanediamine, and poly(propylene glycol) (PPG) diamine. The structure–property relationships of TPAEs were systematically studied. The chemical structure and the morphologic analyses have revealed that microphase separation occurs in the amorphous region. The TPAEs that have long-chain PPG segments consist of a crystalline polyamide domain, amorphous polyamide-rich domain, and amorphous polyetheramine-rich domain, while the ones containing short-chain PPG segments comprise of a crystalline polyamide domain and miscible amorphous polyamide phase and amorphous polyetheramine phase due to the compatibility between short-chain polyetheramine and amorphous polyamide. These novel TPAEs show good damping performance at low temperature, especially the TPAEs that incorporated 76 wt % and 62 wt % of PPG diamine. The TPAEs exhibit high elastic properties and low residual strain at room temperature. They are lightweight with density between 1.01 and 1.03 g/cm3. The long-chain TPAEs have well-balanced properties of low density, high elastic return, and high shock-absorbing ability. This work provides a route to expand TPAEs to damping materials with special application for sports equipment used in extremely cold conditions such as ski boots.

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“…As an example, several vanillin-based epoxy and polyurethane CANs have been reported. [34][35][36][37][38][39][40][41] Generally, the fabricated CANs illustrated favorable mechanical properties, good thermal stability, self-healing properties thermal reprocessability and easy chemical recyclability, typically by simply placing the thermoset in acidic water. [34,39,40,[42][43][44] The glass transition temperature of the different vanillin-derived thermoset was highly influenced by the nature of the amine component and varied from 14 to 214°C depending, e.g., on the aromatic content and crosslinking density (see Table 1).…”

Section: Vanillin-based Resins and Thermosetsmentioning

confidence: 99%

Designed from Biobased Materials for Recycling: Imine‐Based Covalent Adaptable Networks

Liguori

Hakkarainen

2022

Macromol. Rapid Commun.

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Turning thermosets into fully sustainable materials requires utilization of biobased raw materials and design for easy recyclability. Here, dynamic covalent chemistry for fabrication of covalent adaptable networks (CANs) could be an enabling tool. CAN thermosets ideally combine the positive material properties of thermosets with thermal recyclability of linear thermoplastics. Among the dynamic covalent bonds, imine bond, also called Schiff base, can participate in both dissociative and associative pathways. This induces potential for chemical recyclability, thermal reprocessability and self‐healing. This review presents an overview of the current research front of biobased thermosets fabricated by Schiff base chemistry. The discussed materials are categorized on the basis of the employed biobased components. The chemical approaches for the synthesis and curing of the resins, as well as the resulting properties and recyclability of the obtained thermosets are described and discussed. Finally, challenges and future perspectives are briefly summarized.

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An acid-degradable biobased epoxy-imine adaptable network polymer for the fabrication of responsive structural color film

Abstract: A reprocessable, acid-degradable epoxy-imine network polymer was fabricated based on an epoxide of vanillin, and it was used to prepare a composite film with structural color.

Cited by 42 publications

References 53 publications

Renewable and recyclable covalent adaptable networks based on bio-derived lipoic acid

Renewable and recyclable covalent adaptable networks based on bio-derived lipoic acid

Facile Synthesis of Thermoplastic Polyamide Elastomers Based on Amorphous Polyetheramine with Damping Performance

Designed from Biobased Materials for Recycling: Imine‐Based Covalent Adaptable Networks

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